"LIPID_ID" "CLASSIFICA" "CHEM_NA" "COMMON_NA" "SYMBOL" "GROUP_NA" "MOL_FORMULA" "FORMULA_C" "FORMULA_H" "FORMULA_O" "FORMULA_N" "FORMULA_P" "FORMULA_S" "MOL_WT" "STR_1" "STR_2" "STR_3" "STR_4" "STR_5" "STR_6" "STR_7" "STR_8" "STR_9" "STR_10" "STR_11" "REF_STR" "MELT_PT" "BOIL_PT" "OPT_ROT" "REFRA_IND" "DENSITY" "SOLUBILITY" "REF_PRP" "UV_SPEC" "IR_SPEC" "NMR_SPEC" "MS_SPEC" "NOTE_SPEC" "REF_SPC" "SOURCE" "REF_SOU" "BIOL_ACTIV" "REF_BA" "NOTE" "REF_NOTE" "FA0001" 1.00 "CIS-4-DODECENOIC ACID" "C-4-12:1" "C12H22O2" 12.00 22.00 2.00 0.00 0.00 0.00 198.00 " CH3-(CH2)6-CH=CH(CH2)2-COOH (REF:001)" "001/" "1H-NMR図示，C2,C4水素τ7.6, C5,C6水素τ4.6が特徴(001)" "001/" "クスノキ科植物種子油中に存在．LINDERA UMBELLATA油脂脂肪酸中に47%存在(001)" "001/" "FA0002" 1.00 "CIS-4-TETRADECENOIC ACID" "TSUZUIC ACID, TSUDUIC ACID" "C-4-14:1" "C14H26O2" 14.00 26.00 2.00 0.00 0.00 0.00 226.00 " CH3-(CH2)8-CH=CH(CH2)2-COOH (REF:001)" " CIS" "001/" "18-18.5 (002)" "185-188(bp13), 158-160(METHYL ESTER bp15)(002)" "002/" "KMnO4酸化でγラクトンにして1790cm-1吸収で確認(001)" "1H-NMR図示，C2,C4水素τ7.6, C5,C6水素τ4.6が特徴(001)" "001/" "クスノキ科植物種子油中に存在．LINDERA UMBELLATA油脂脂肪酸中に47%存在(001)" "001/" "FA0003" 1.00 "CIS-9-PENTADECENOIC ACID" "C-9-15:1" "C15H28O2" 15.00 28.00 2.00 0.00 0.00 0.00 240.00 " CH3-(CH2)4-CH=CH(CH2)7-COOH (REF:003)" "003/" "魚，微生物に存在(003)．" "003/" "FA0004" 1.00 "TRANS-3-HEXADECENOIC ACID" "t-3-16:1" "C16H30O2" 16.00 30.00 2.00 0.00 0.00 0.00 254.00 " CH3-(CH2)11-CH=CH-CH2-COOH (REF:020)" " TRANS" "020/" "54-55 (REF:004)" "004/" "10.3μにTRANS結合による吸収を示す(020)，IRｽﾍﾟｸﾄﾙが文献(004)に図示" "1H-NMR(METHYL ESTER)τ=C2 6.95, C3,C4 4.60, C5 7.97(020)" "020/004/" "キク科GRINDELIA種子油全脂肪酸中に14%含有される(020).キク科HELENIUM BIGELOWIIにも存在(020)．キク科ASTER ALPINUS, ARCTIUM MINUS種子油にも存在(005)．ホウレンソウの葉の脂肪成分として存在(020)．" "020/005/" "FA0005" 1.00 "CIS-5-HEXADECENOIC ACID" "C-5-16:1" "C16H30O2" 16.00 30.00 2.00 0.00 0.00 0.00 254.00 " CH3-(CH2)9-CH=CH-(CH2)3-COOH (REF:006)" " CIS" "006/" "キク科CARLINA種子油に全脂肪酸の2%含有される(006)．ヒトデ類，ナマコ類など棘皮動物脂質中にも存在(007)．" "006/007/" "FA0006" 1.00 "CIS-6-HEXADECENOIC ACID" "C-6-16:1" "C16H30O2" 16.00 30.00 2.00 0.00 0.00 0.00 254.00 " CH3-(CH2)8-CH=CH-(CH2)4-COOH (REF:008)" " CIS" "008/" "ACANTHACEAEのTHUNBERGIA ALATA種子油脂肪酸中に82.2%含有(008)．キツネノゴマ科 ヤバネカズラ．イソギンチャクなどの海産動物にも存在(009)．" "008/009/" "FA0007" 1.00 "TRANS-6-HEXADECENOIC ACID" "t-6-16:1" "C16H30O2" 16.00 30.00 2.00 0.00 0.00 0.00 254.00 " CH3-(CH2)8-CH=CH-(CH2)4-COOH (REF:010)" " TRANS" "010/" "SIMARUBAEAEニガナ科のPICRAMNIA SELLOWII種子油脂肪酸中に存在(010)．マンボ(011)，イソギンチャク(009)，海ガメ(042)脂質脂肪酸に分布する．" "010/011/009/042/" "FA0008" 1.00 "CIS-9-HEXADECENOIC ACID" "PALMITOLEIC ACID, ZOOMARIC ACID" "C-9-16:1" "C16H30O2" 16.00 30.00 2.00 0.00 0.00 0.00 254.00 " CH3-(CH2)5-CH=CH-(CH2)7-COOH (REF:012)" " CIS" "012/" "40-41(002)" "180-183(bp1),METHYL ESTER 140-141(bp5)(002)" "002/" "CONNARACEAEのROUREOPSIS OBLIQUIFOLIATA種子油脂肪酸の32%(012)．RUTACEAEのZANTHOXYLUM ALATUM種子油脂肪酸の15.4%存在する(013)． ニシン(014)などの魚油全般，人間などの動物脂質脂肪酸の共通成分である(014)．モノエン酸中含量は LYCOPODIUM 43.6%，マガダミヤナッツ" "012/013/014/015/016/017/" "FA0009" 1.00 "CIS-11-HEXADECENOIC ACID" "CIS-PALMITOVACCENIC ACID" "C16H30O2" 16.00 30.00 2.00 0.00 0.00 0.00 254.00 " CH3-(CH2)3-CH=CH-(CH2)9-COOH (REF:018)" " CIS" "018/" "微生物CYTOPHAGA HUTCHINSONII脂質脂肪酸はC-11-16:1を29.2%含む(018)．PROTEACEAE（ヤマモガシ科）はω5モノエン酸C14-C28を種子油に含有し，ω5-16:1 (11-16:1)は全脂肪酸の8.7%にあたる(019)" "018/019/" "FA0010" 1.00 "CIS-9-HEPTADECENOIC ACID" "C-9-17:1" "C17H32O2" 17.00 32.00 2.00 0.00 0.00 0.00 268.00 " CH3-(CH2)6-CH=CH-(CH2)7-COOH (REF:003)" " CIS" "003/" "11.4-12.2, 14.5, -26.3 (METHYL ESTER)(002)" "175(bp0.5), 149-152(bp2)(METHYL ESTER)(002)" "002/" "一部の魚類，微生物に比較的多く存在(003)．その他，動植物には微量成分として分布(002)．" "003/002/" "FA0011" 1.00 "TRANS-3-OCTADECENOIC ACID" "t-3-18:1" "C18H34O2" 18.00 34.00 2.00 0.00 0.00 0.00 282.00 " CH3-(CH2)13-CH=CH-(CH2)3-COOH (REF:020)" " TRANS" "020/" "64.5-65(002)" "002/" "10.3μにTRANS二重結合の吸収(020)" "1H-NMR(METHYL ESTER)図示(020):τ=C2 6.95, C3,C4 4.60, C5 7.97" "020/" "キク科GRINDELIA OXYCLEPSIS(020)，ASTER ALPINUS(003), ARCTRUIM MINUS(003)種子中に分布." "002/003/" "FA0012" 1.00 "CIS-5-OCTADECENOIC ACID" "C-5-18:1" "C18H34O2" 18.00 34.00 2.00 0.00 0.00 0.00 282.00 " CH3-(CH2)11-CH=CH-(CH2)3-COOH (REF:006)" " CIS" "006/" "12.5-13.5(002)" "002/" "C5,C6 OLEFINE C･CMR 128.40,131.30 (021) CMR C2 33.58, C3 24.74, C4 26.58, C5 128.21, C6 131.44, C7 27.36 (022)" "021/022/" "キク科CARINA種子油脂肪酸は21-24%のC-15-18:1を含有する(001)．その他 CALTHA PALUSTRIS種子油(023)，DIOSCOREOPHYLLUM CUMMINSII種子油(024),ヒトデ，ナマコなどの棘皮動物(007)に分布する．" "001/023/024/007/" "FA0013" 1.00 "TRANS-5-OCTADECENOIC ACID" "t-5-18:1" "C18H34O2" 18.00 34.00 2.00 0.00 0.00 0.00 282.00 " CH3-(CH2)11-CH=CH-(CH2)3-COOH (REF:025)" " TRANS" "025/" "47.5(002)" "002/" "CMR: C1 180.58, C2 33.47, C3 24.57, C4 31.91, C5 128.72, C6 131.98, C7 32.65 (022)" "022/" "t-5-18:1はキンポウゲ科植物種子中に広く分布する(025/026)．" "025/026/" "FA0014" 1.00 "CIS-6-OCTADECENOIC ACID" "PETROSELINIC ACID" "C-6-18:1" "C18H34O2" 18.00 34.00 2.00 0.00 0.00 0.00 282.00 " CH3-(CH2)10-CH=CH-(CH2)4-COOH (REF:027)" " CIS" "027/" "33(002)" "215-217(bp2-3), 148-152(bp0.15)(002)" "002/" "CMR:C1 180.51, C2 34.13, C3 24.39, C4 29.23, C5 26.88, C6 129.01, C7 130.6, C8 27.36 (022)" "022/" "カラカサバナ科植物種子など植物界に広く分布する(027)．" "027/" "FA0015" 1.00 "CIS-9-OCTADECENOIC ACID" "OLEIC ACID" "C-9-18:1" "C18H34O2" 18.00 34.00 2.00 0.00 0.00 0.00 282.00 " CH3-(CH2)7-CH=CH-(CH2)7-COOH (REF:014)" " CIS" "014/" "不安定形 12ﾟ，安定形 16ﾟ(002)" "203-205(bp5), METHYL ESTER 212-213(bp15)(002)" "002/" "CMR: C1 180.55, C2 34.24, C3 24.80, C4-C6 29.22, C7 29.83, C8 27.31, C9 129.78, C10 130,09, C11 27.31, C12 29.83, C13 29.47, C14 29.68, C15 29.47, C16 32.06, C17 22.80, C18 14.13 (022)""" "022/" "動植物種子全般に豊富に分布する(014)．" "014/" "FA0016" 1.00 "TRANS-9-OCTADECENOIC ACID" "ELAIDIC ACID" "t-9-18:1" "C18H34O2" 18.00 34.00 2.00 0.00 0.00 0.00 282.00 " CH3-(CH2)7-CH=CH-(CH2)7-COOH (REF:026)" " TRANS" "026/" "44-45ﾟ(ｴﾀﾉｰﾙから析出)(021)" "234(bp15),180-185(bp0.8),METHYL ESTER 213-215(bp15" "021/" "10.3μ (021)" "CMR:C1 180.61, C7 29.65, C8 32.64, C9 130.23, C10 130.54, C11 32.66 (002)" "021/002/" "牛乳脂トランス18:1区分中約10%を占める(026)．牛，羊などはんすう動物の体脂質に共通に存在する(026)．また，食用水素添加油中に含有される(026)．" "026/" "FA0017" 1.00 "CIS-11-OCTADECENOIC ACID" "CIS-VACCENIC ACID" "C-11-18:1" "C18H32O2" 18.00 32.00 2.00 0.00 0.00 0.00 280.00 " CH3-(CH2)5-CH=CH-(CH2)9-COOH (REF:014)" " CIS" "014/" "14.5-15.5ﾟ(ｱｾﾄﾝから析出)(002)" "002/" "CMR: C9 27.30, C10 27.29, C11 129.89, C12 129.96, C13 27.29, C14 29.82, C15 29.08 (022)" "022/002/" "ほとんどの微生物，植物，陸上，水性動物中に分布する．油脂 モノエン酸中含有LYCOPODIUM 14.3%，ASCLEPIAS SYRIACA（ガガイモの類） 44.9%，アザラシ 11.1%，メンハーデン 13.6%，クジラ 15.4%，ニシン 3.2%，ラー" "014/" "FA0018" 1.00 "TRANS-11-OCTADECENOIC ACID" "TRANS-VACCENIC ACID" "t-11-18:1" "C18H32O2" 18.00 32.00 2.00 0.00 0.00 0.00 280.00 " CH3-(CH2)5-CH=CH-(CH2)9-COOH (REF:026)" " TRANS" "026/" "43.5-44.1(002)" "172-173(bp3)(METHYL ESTER)(002)" "002/" "CMR: C7 29.53, C8 29.20, C9 29.73, C10 32.69, C11 130.35, C12 130.43, C13 32.69, C14 29.73, C15 28.93, C16 31.88 (022)" "022/002/" "牛乳脂トランス18:1中35.7%を占める(026)．" "026/" "FA0019" 1.00 "CIS-5-ICOSENOIC ACID" "C-5-20:1" "C20H38O2" 20.00 38.00 2.00 0.00 0.00 0.00 310.00 " CH3-(CH2)13-CH=CH-(CH2)3-COOH (REF:028)" " CIS" "028/" "5-オレフィン酸特有のCMR(C-5-18:1より):C1 180.45, C2 33.58, C3 24.74, C4 26.58, C5 128.21, C6 131.44, C7 27.36 (002) 5-20:1のCMR図示(028)" "002/028/" "ウニ類(028)，ヒトデ類(007)など棘皮動物脂質に分布する．また，MEADFOAM種子油には脂肪酸中60%以上著量含有される(029)．" "028/007/029/" "FA0020" 1.00 "CIS-9-ICOSENOIC ACID" "GADOLEIC ACID" "C-9-20:1" "C20H38O2" 20.00 38.00 2.00 0.00 0.00 0.00 310.00 " CH3-(CH2)9-CH=CH-(CH2)7-COOH (REF:030)" " CIS" "030/" "23-23.5 (002)" "170(bp0.1), METHYL ESTER 154-155(bp0.1)(002)" "002/" "海洋魚類(030)，ほ乳類，無脊椎動物(007)などの脂質のエイコセン酸として共通に 含有される．" "030/007/" "FA0021" 1.00 "CIS-11-ICOSENOIC ACID" "GONDOIC ACID" "C-11-20:1" "C20H38O2" 20.00 38.00 2.00 0.00 0.00 0.00 310.00 " CH3-(CH2)7-CH=CH-(CH2)9-COOH (REF:030)" " CIS" "030/" "24-25(ｱｾﾄﾝ，ﾍｷｻﾝから析出)，METHYL ESTER -45 (002)" "002/" "オレイン酸のC2延伸したものとしてエイコセン酸としては天然物中に最も広く分布 する．魚類(030)，ホホバ油ロウエステルのアシル基区分(031/032)，その他，多数植物油成分として十字科植物種子油(029)に存在する． 高等ほ乳類の組織中にも広く分布する．成分として十字" "030/031/032/029/" "FA0022" 1.00 "CIS-13-ICOSENOIC ACID" "C-13-20:1" "C20H38O2" 20.00 38.00 2.00 0.00 0.00 0.00 310.00 " CH3-(CH2)5-CH=CH-(CH2)11-COOH (REF:030)" " CIS" "030/" "水産動物油脂など動物油脂の共通成分として広く天然界に存在する(030)．" "030/" "FA0023" 1.00 "CIS-5-DOCOSENOIC ACID" "C-5-22:1" "C22H42O2" 22.00 42.00 2.00 0.00 0.00 0.00 338.00 " CH3-(CH2)13-CH=CH-(CH2)2-COOH (REF:029)" " CIS" "029/" "MEADOWFOAM種子油に15-20%含有される(029)．" "029/" "FA0024" 1.00 "CIS-11-DOCOSENOIC ACID" "CETOLEIC ACID" "C-11-22:1" "C22H42O2" 22.00 42.00 2.00 0.00 0.00 0.00 338.00 " CH3-(CH2)9-CH=CH-(CH2)9-COOH (REF:033)" " CIS" "033/" "33-33.7 (002)" "002/" "魚油の油脂トリアシルグリセロール，ロウエステルの脂肪酸成分として広く分布す る．深海硬骨魚オレンジラッフィー，沫香鯨のロウエステル(033)，水産動物一般(030)およびアブラナ科植物種子ナタネ油中に22:1少量成分として存在する(034)．" "033/030/034/" "FA0025" 1.00 "CIS-13-DOCOSENOIC ACID" "ERUCIC ACID" "C-13-22:1" "C22H42O2" 22.00 42.00 2.00 0.00 0.00 0.00 338.00 " CH3-(CH2)7-CH=CH-(CH2)11-COOH (REF:034)" " CIS" "034/" "33.5 (002)" "METHYL ESTER 221-222(bp5)(002)" "002/" "ω9系のモノエン酸としてドコセン酸中天然に最も豊富である(034)．ナタネ油は20-45%のエルカ酸が含有されたが，最近のナタネ油はエルカ酸ゼロ型の 種改良型で出回り，ドコセン酸含量は極めて低い．工業用専用にエルカ酸を60%以上も含有するCRAMBE種子油も生産さ" "034/029/031/" "FA0026" 1.00 "CIS-14-TRICOSENOIC ACID" "C-14-23:1" "C22H44O2" 23.00 44.00 2.00 0.00 0.00 0.00 352.00 " CH3-(CH2)7-CH=CH-(CH2)12-COOH (REF:035)" " CIS" "035/" "ナマコ綱，クモヒトデ綱動物脂質に存在(035)．" "035/" "FA0027" 1.00 "CIS-15-TETRACOSENOIC ACID" "NERVONIC ACID, SELACHOLEIC ACID" "C-15-24:1" "C24H46O2" 24.00 46.00 2.00 0.00 0.00 0.00 366.00 " CH3-(CH2)7-CH=CH-(CH2)13-COOH (REF:036)" " CIS" "036/" "40.5-41, 44-45 ,METHYL ESTER 14-15 (002)" "METHYL ESTER 165(0.22mmHg)(002)" "002/" "ω9系の24:1酸として，人間などの脳の脂質成分として見いだされ(002)，また，鯨 油など水生動物脂質の共通成分であるが(002)，最近はカエデ種子油の成分として (036)，また，アブラナ科のルナリヤ(C-15-24:1,21%),CARDAMINE GRACEA(C-15-24:154%)など種子油脂肪酸の主成分" "002/036/029/" "FA0028" 1.00 "6-OCTADECYNOIC ACID" "TARIRIC ACID" "a-6-18:1" "C18H32O2" 18.00 32.00 2.00 0.00 0.00 0.00 280.00 " CH3-(CH2)10-C=-C-(CH2)4-COOH (REF:037)" "037/" "50.4-51(ｴﾀﾉｰﾙから析出) (002)" "002/" "913cm-1に吸収(037)：ｱｾﾁﾚﾝ結合に帰属" "037/" "ニガキ科（SIMARUBACEAE）の ALVARADOA AMORPHOIDE 種子油脂肪酸中に58%存在する(037)． C-6-18:1酸合成の中間体となっている(038)．" "037/038/041/" "FA0029" 1.00 "9-OCTADECYNOIC ACID" "STEAROLIC ACID" "a-9-18:1" "C18H32O2" 18.00 32.00 2.00 0.00 0.00 0.00 280.00 " CH3-(CH2)7-C=-C-(CH2)7-COOH (REF:039)" "039/" "47-48 (002)" "189-190(bp1.8), METHYL ESTER 195-197(bp3)(002)" "002/" "CMR: C7 29.28, C8 18.85, C9 80.04, C10 80.34, C11 18.87, C12 29.28 (040)" "039/040/" "SANTALCEAEビャクダン科植物種子油成分(041). PYRULARIA EDULIS油ではa-9-18:1酸は脂肪酸中53.8%(039)" "041/039/" "FA0030" 1.00 "9,10-EPOXY-12-OCTADECENOIC ACID" "LINOLEATE EPOXIDE, LEUKOTOXIN" "C18H32O3" 18.00 32.00 3.00 0.00 0.00 0.00 296.00 " O (REF:001)" " ﾏ 跋褄ﾟ" " ／＼／＼／ｦ＼／ｼ＼／＼／＼／＼ｰCOOH" "001/" "ANALYSES OF LEUKOTOXIN AND ITS ISOMER BY GC-MS (002)" "002/" "多核好中球（好中球）(002) 成人型呼吸促進症候群(ARDS)患者の肺胞洗浄液中から検出(003)" "003/" "熱傷により細胞障害を示す．(002/004) 癌化および正常培養細胞の増殖抑制 CANDIDA ALBICANS に対する抗真菌作用およびSTAPHYLOCOCCUS AUREUS に対する抗菌作用(005)" "005/" "FA0031" 1.00 "CIS-9,10-EPOXYOCTADECANOIC ACID" "cis-9,10-EPOXYSTEARIC ACID" "C18H34O3" 18.00 34.00 3.00 0.00 0.00 0.00 298.00 " (REF:006)" "／＼／＼／＼／＼ｽ／＼／＼／＼／ｯCOOH" " ﾆ" " O" "006/" "MS OF METHYL 9,10-EPOXYSTEARATE DERIVED FROM ENDOGENOUS 9,10-EPOXYSTEARIC ACID(006)" "006/" "ヒト白血球中に存在(006) XERANTHEMUM ANNUUM(FAMILY COMPOSITAE)SEED OIL中に微量に存在(007)" "006/007/" "FA0032" 1.00 "METHYL-13-HYDROPEROXY-10,12-EPIDIOXY-TRANS-8-OCTADECENOATE" "C19H34O6" 19.00 34.00 6.00 0.00 0.00 0.00 358.00 " O…O (REF:021)" " ﾂ ﾂ" " ＼／＼／＼／＼／＼ｷ＼／＼／＼／ｯCOOMe" " ﾐ" " OOH" "021/" "CONJUGATED DIENE WAS MESURED BY UV ABSORPTION AT 232nm (022)" "1H,13C-NMRによって13-HYDROPEROXY-10,12-EPIDIOXY-trans-8-OCTADECENOATE AND 9-HYDROPEROXY-10,12-EPIDIOXY-TRANS-13-OCTADECENOATEを解析している(024)""" "リノール酸のHYDROPEROXIDEのGC-MS解析には多くの報告がある(021/022/023)" "022/024/021/023/" "リノール酸メチルの自動酸化により生成した一次生成物，二次生成物(？)" "二次生成物摂取によって肝臓中のグルコース−６−リン酸とフルクトース−６−リ ン酸の減少ならびにオキザロ酢酸とイソクエン酸の減少を生ずる(025)" "025/" "FA0033" 1.00 "METHYL-10-HYDROPEROXY-8-OCTADECENOATE" "オレイン酸メチルヒドロペルオキシド" "C19H36O4" 19.00 36.00 4.00 0.00 0.00 0.00 328.00 " (REF:?)" " HOO" " ｜" "／＼／＼／＼／＼／ｼｹ／＼／＼／＼ｰCOOMe" "光酸化によるオレイン酸メチルの酸化産物のGC-MSの解析の報告がある(026)自動酸化によるオレイン酸メチルの酸化産物のGC-MSの詳細な報告がある(027)" "026/027/" "FA0034" 1.00 "METHYL-9-(2'-n-PROPYLCYCLOHEXYL)2,7-NONADIENOATE" "C19H32O2" 19.00 32.00 2.00 0.00 0.00 0.00 292.00 " (REF:028)" " CH3" " ｜" " (CH2)2" " ｜" " ／＼ｰCH2-CH=CH-(CH2)3-CH=CH-COOCH3" " ｜ ｜" " ＼／" "028/" "吸収極大215nm(ε=832) (028)" "CHCl3溶液を用いて測定(028)" "(028)" "028/" "あまに油の加熱重合物中に存在(028/029)" "028/029/" "経口投与により小腸からの吸収がみられ，脂肪肝や他の病理組織学的な変性を起こ し，代謝障害の原因となる(029)．" "029/" "FA0035" 1.00 "METHYL-8-HYDROPEROXY-9-OCTADECENOATE" "C19H36O4" 19.00 36.00 4.00 0.00 0.00 0.00 328.00 " OOH (REF:001/002/003)" " |" "CH3-(CH2)7-CH=CH-CH-(CH2)6-COO-CH3" " CIS" " or" " TRANS" "001/002/003/" "980-970cm-1(TRANS異性体)(003/004/005)，750cm-1(CIS異性体）(003) 還元後：3600-3410cm-1(005/006)" "13C-NMR(003):136.7ppm,129.1ppm(OLEFINIC CARBONS),86.85ppm(C8;C-OOH,TRANS異 性体）,81.09ppm(C8;C-OOH,CIS異性体) /1H-NMR(還元後)(006): 5.53ppm(C9-10; OLEFINIC PROTENS[CH=CH]),4.00ppm(C8;CARBINOL METHINE PROTEN[CH(OH)-C]),2.02pm(C11;[CH2-C=C])/13C-NMR" "GC-EI-MS(還元,TMS化後)(004/008):m/e=241[SMTO=CH=CH-(CH2)7CH3] GC-CI-MS(還元，水添，TMS化後)(004/008):m/e=243[SMTO=CH-(CH2)7CH3], 245[SMTO=CH-(CH2)6COOCH3]" "003/004/005/006/008/" "オレイン酸メチルの自動酸化物中(001/011/012/016/017/018/019/020/043) オレイン酸の自動酸化でも同様のヒドロペルオキシドが生成すると考えられる。オレイン酸メチルヒドロペルオキシドは，8位または11位のアリル位水素が離脱した後，5員環中間体(016)" "001/011/012/016/017/018/019/020/043/" "体内に取り込まれたり，体内で生成したヒドロペルオキシドは，様々な生体障害を き起こす(062-068)" "062/063/064/065/066/067/068/" "自動酸化で生ずるオレイン酸メチルヒドロペルオキシドにはC8-OOHの他,C9-,C10-,C11-異性体も存在する．低温の場合,その生成比は，C8-,C11-異性体が C9-,C10- 異性体より若干高い値となっている(003/005/008/014/015)．また，高温にすると8-,C11-異性体ではそのCIS-異性体" "003/005/008/014/015/002/" "FA0036" 1.00 "METHYL-9-HYDROPEROXY-10-OCTADECENOATE" "C19H36O4" 19.00 36.00 4.00 0.00 0.00 0.00 328.00 " OOH (REF:001/002/003)" " |" "CH3-(CH2)6-CH=CH-CH-(CH2)7-COO-CH3" " CIS" " or" " TRANS" "001/002/003/" "980-970cm-1(TRANS異性体）(003/004/005),750cm-1(CIS異性体)(003) 還元後:3600-3410cm-1(OH基)(005/006)" "13C-NMR(003):136.5ppm,128.9ppm(OLEFINIC CARBONS),86.89ppm(C9;C-OOH,TRANS異 性体),81.09ppm(C9,C-OOH,CIS異性体),1H-NMR(還元後)(006):5.53ppm(C10-11;OLEFINIC PROTONS[CH=CH]),4.00ppm(C9;CARBINOL METHINE PROTON[-CH(OH)-C]),2.02ppm(C12;[CH2-C=C]), 13C-NMRを用い" "GC-EI-MS(還元，TMS化後)(004/007/008/010):m/e=227[SMTO=CH-CH=CH-(CH2)6CH3]･･･基準ﾋﾟｰｸ,285[M-(CH2)6CH3],384[M],294[M-HOTMS]/ GC-EI-MS(還元，水添，TMS化後)(004/008/010):m/e=229[SMTO=CH-(CH2)8CH3],259[SMTO=CH(CH2)7COOCH3]/GC-EI-MS(還元，水添後)(009): m/e=18" "003/004/005/006/007/008/010/009/" "オレイン酸メチルの自動酸化物中(001/011/012/016/017/018/019/020/043) オレイン酸の自動酸化でも同様のヒドロペルオキシドが生成すると考えられる．オレイン酸メチルの一重項酸素酸化物中(011/012/017/018/019/020/043)．自動酸化で生ずるヒドロペルオキシドは，" "001/011/012/016/017/018/019/020/043/" "体内に取り込まれたり，体内で生成したヒドロペルオキシドは，様々な生体障害を 引き起こす（062-068）" "062/063/064/065/066/067/068/" "自動酸化で生ずるオレイン酸メチルヒドロペルオキシドにはC9-OOHの他,C8-,C10-,C11-OOH異性体も存在する．低温の場合,その生成比は，C8-,C11-異性体がC9-, C10-異性体より若干高い値となっている(003/005/008/014/015)．また，高温にするとC8-,C11-異性体では,そのCIS-異性体" "003/005/008/014/015/002/010/013/" "FA0037" 1.00 "METHYL-10-HYDROPEROXY-8-OCTADECENOATE" "C19H36O4" 19.00 36.00 4.00 0.00 0.00 0.00 328.00 " OOH (REF:001/002/003)" " |" "CH3-(CH2)7-CH-CH=CH-(CH2)6-COO-CH3" " CIS" " or" " TRANS" "001/002/003/" "980-970cm-1(TRANS異性体)(003/004/005),750cm-1(CIS異性体)(003) 還元後:3600-3410cm-1(OH基)(005/006)" "13C-NMR(003):136.3ppm,128.7ppm(OLEFINIC CARBONS),86.91ppm(C10;C-OOH,TRANS異性体),81.09ppm(C10,C-OOH,CIS異性体),1H-NMR(還元後)(006):5.53ppm(C8-9;OLEFINIC PROTONS[CH=CH]),4.00ppm(C10;CARBINOL METHINE PROTON[-CH(OH)-C]),2.02ppm(C7:[C=C-CH2]), 13C-NMRを用い" "GC-EI-MS(還元，TMS化後)(004/008/010):m/e=271[SMTO=CH-CH=CH-(CH2)6COOCH3]･･ 基準ﾋﾟｰｸ,241[M-(CH2)6COOCH3],GC-EI-MS(還元，水添,TMS化後)(004/008/010):m/e=215[SMTO=CH-(CH2)7CH3],273[SMTO=CH-(CH2)8COOCH3] / GC-EI-MS(還元，水添後)(009):m/e=201[CHO(CH2)8C(=OH)" "003/004/005/006/008/010/009/" "オレイン酸メチルの自動酸化物中(001/011/012/016/017/018/019/020/043)．オレイン酸の自動酸化でも同様のヒドロキシペルオキシドが生成すると考えられる.オレイン酸メチル の一重項酸素酸化物中（011/012/017/018/019/020/043)．自動酸化で生ずるヒドロペルオキシドは，C8-" "001/011/012/016/017/018/019/020/043/" "生体内に取り込まれたり，生体内で生成したヒドロキシペルオキシドは，様々な生 体障害を引き起こす(062-068)" "062/063/064/065/066/067/068/" "自動酸化で生ずるオレイン酸メチルヒドロペルオキシドにはC10-OOHの他,C8-,C9-,C11-OOH異性体も存在する．低温の場合,その生成比は，C8-,C11-異性体が，C9-,C10-異性体よりも若干高い値となっている(003/005/007/014/015)．また高温にするとC8-,C11-異性体では，そのCIS異性体" "FA0038" 1.00 "METHYL-11-HYDROPEROXY-9-OCTADECENOATE" "C19H36O4" 19.00 36.00 4.00 0.00 0.00 0.00 328.00 " OOH (REF:001/002/003)" " |" "CH3-(CH2)6-CH-CH=CH-(CH2)7-COO-CH3" " CIS" " or" " TRANS" "001/002/003/" "980-970cm-1(TANS異性体)(003/004/005),750cm-1(CIS異性体)(003) 還元後:3600-3410cm-1(OH基)" "13C-NMR(003):136.2ppm,128.4ppm(OLEFINIC CARBONS),86.93ppm(C11;C-OOH,TRANS異性体),81.17ppm(C11;C-OOH,CIS異性体) / 1H-NMR(還元後)(006):5.53ppm(C9-10;OLEFINIC PROTONS[CH=CH]),4.00ppm(C11;CARBINOL METHINE PROTON[-CH(OH)-C]),2.02ppm(C8;[C=C-CH2]) / 13C-NMR" "GC-EI-MS(還元，TMS化後)(004/008):m/e=285[SMTO=CH-CH=CH-(CH2)7COOCH3] GC-EI-MS(還元，水添，TMS化後)(004/008):m/e=201[SMTO=CH-(CH2)6CH3],287[SMTO=CH(CH2)9COOCH3]" "003/004/005/006/008/" "オレイン酸メチルの自動酸化物中(001/011/012/016/017/018/019/020/043)．オレイン酸の自動酸化でも同様のヒドロペルオキシドが生成すると考えられる． オレイン酸メチルヒドロペルオキシドは，8位または11位のアリル位水素が離脱したの後,５員環中間体(016)" "001/011/012/016/017/018/019/020/043/" "生体内に取り込まれたり，生体内で生成したヒドロペルオキシドは，様々な生体障 害を引き起こす(062-068)" "062/063/064/065/066/067/068/" "自動酸化で生ずるオレイン酸メチルヒドロペルオキシドにはC11-OOHの他,C8-,C9-,C10-異性体も存在する．低温の場合,その生成比は，C8-,C11-異性体がC9-,C10-異 性体より若干高い値となっている(003/005/008/014/015)．また，高温にするとC8-,C11-異性体では，そのCIS-異性体" "003/005/008/014/015/002/" "FA0039" 1.00 "METHYL-8,9-EPOXYOCTADECANOATE" "C19H36O3" 19.00 36.00 3.00 0.00 0.00 0.00 312.00 " O (REF:006/008)" " ／＼" "CH3-(CH2)8-CH−CH-(CH2)6-COO-CH3" "006/008/" "GC-EI-MS(006/008):m/e=169[M-(CH2)6COOCH3], 185[M-(CH2)8CH3]" "006/008/" "オレイン酸メチルの自動酸化で生ずるエポキシドの微量成分(006/008)．オレイン酸メチルヒドロペルオキシドの分解でアルコキシラジカルが生成するが， アルコキシラジカルはさらに分子内転位によりエポキシアリルラジカルとなり，飽和エポキシドが生ずる(017/019/02" "006/008/017/019/021/" "FA0040" 1.00 "METHYL-9,10-EPOXYOCTADECANOATE" "C19H36O3" 19.00 36.00 3.00 0.00 0.00 0.00 312.00 " O (REF:006/008)" " ／＼" "CH3-(CH2)7-CH−CH-(CH2)7-COO-CH3" "006/008/" "1H-NMR(90MHz,CDCl3)(006):2.65ppm(BROAD TRIPLET;TRANS EPOXIDE RING)" "GC-EI-MS(006/008):m/e=155[M-(CH2)7CH3]･･･基準ﾋﾟｰｸ,199[M-(CH2)7CH3],312[M], 281[M-OCH3]" "006/008/" "オレイン酸メチルの自動酸化で生ずるエポキシドの主要成分(006/008/022)．オレイン酸の自動酸化でも同様の飽和エポキシドが認められている(022)． オレイン酸メチルヒドロペルオキシドの分解でアルコキシラジカルが生成するが，アルコキシラジカルはさらに分子" "006/008/022/017/019/021/" "FA0041" 1.00 "METHYL-10,11-EPOXYOCTADECANOATE" "C19H36O3" 19.00 36.00 3.00 0.00 0.00 0.00 312.00 " O (REF:006/008)" " ／＼" "CH3-(CH2)6-CH−CH-(CH2)8-COO-CH3" "006/008/" "GC-EI-MS(006/008):m/e=141[M-(CH2)8COOCH3], 213[M-(CH2)6CH3]" "006/008/" "オレイン酸メチルの自動酸化で生ずるエポキシドの微量成分(006/008)．オレイン酸メチルヒドロペルオキシドの分解でアルコキシラジカルが生成するが， アルコキシラジカルはさらに分子内転位により，エポキシアリルラジカルとなり，飽和エポキシドが生ずる(017/019/" "006/008/017/019/021/" "FA0042" 1.00 "METHYL-8,9-DIHYDROXY-6-OCTADECENOATE" "C19H36O4" 19.00 36.00 4.00 0.00 0.00 0.00 328.00 " OH OH (REF:006/008)" " | |" "CH3-(CH2)8-CH-CH-CH=CH-(CH2)4-COO-CH3" "006/008/" "2936cm-1(OLEFINIC UNSATURATION),720 AND 960cm-1(CIS AND TRANS UNSATURATION),3688-3131cm-1(STRONG OH ABSORPTION) (006)" "1H-NMR(90MHz,CDCl3)(006): 5.5ppm AND 5.7ppm(OLEFINIC PROTONS), 4.08ppm (CORBINOL METHINE PROTONS)" "GC-EI-MS(TMS化後) (006/008): m/e=243[SMTO=CH-CH=CH-(CH2)4COOCH3]" "006/008/" "オレイン酸メチルの自動酸化で生ずるDI-OH MONOENEの微量成分(006/008)．オレイン酸メチルヒドロペルオキシドの分解で生ずるアルコキシラジカルを経由し て生成(017/019/021)．" "006/008/017/019/021/" "FA0043" 1.00 "METHYL-8,9-DIHYDROXY-10-OCTADECENOATE" "C19H36O4" 19.00 36.00 4.00 0.00 0.00 0.00 328.00 " OH OH (REF:006/008)" " | |" "CH3-(CH2)6-CH=CH-CH-CH-(CH2)6-COO-CH3" "006/008/" "2936cm-1(OLEFINIC UNSATURATION),720 AND 960cm-1(CIC AND TRANS UNSATURATION)3688-3131cm-1(STRONG OH ABSORPTION) (006)" "1H-NMR(90MHz,CDCl3)(006): 5.5ppm AND 5.7ppm(OLEFINIC PROTONS),408ppm (CARBINOL METHINE PROTONS)" "GC-EI-MS(TMS化後)(006/008):m/e=245[SMTO=CH-(CH2)6COOCH3]" "006/008/" "オレイン酸メチルの自動酸化で生ずるDI-OH MONOENEの微量成分(006/008)．オレイン酸メチルヒドロペルオキシドの分解で生ずるアルコキシラジカルを経由し て生成(017/019/021)" "006/008/017/019/021/" "FA0044" 1.00 "METHYL-9,10-DIHYDROXY-7-OCTADECENOATE" "C19H36O4" 19.00 36.00 4.00 0.00 0.00 0.00 328.00 " OH OH (REF:006/008)" " | |" "CH3-(CH2)7-CH-CH-CH=CH-(CH2)5-COO-CH3" "006/008/" "2936cm-1(OLEFINIC UNSATURATION),720 AND 960cm-1(CIS AND TRANS UNSATURATION)3688-3131cm-1(STRONG OH ABSORPTION) (006)" "1H-NMR(90MHz,CDCl3)(006):5.5ppm AND 5.7ppm(OLEFINIC PROTONS),4.08ppm (CARBINOL EMTHINE PROTONS)" "GC-EI-MS(TMS化後)(006/008):m/e=257[SMTO=CH-CH=CH-(CH2)5COOCH3]" "006/008/" "オレイン酸メチルの自動酸化で生ずるDI-OH MONOENEの主要成分(006/008)．オレイン酸メチルヒドロペルオキシドの分解で生ずるアルコキシラジカルを経由し て生成(017/019/021)．" "006/008/017/019/021/" "FA0045" 1.00 "METHYL-9,10-DIHYDROXY-11-OCTADECENOATE" "C19H36O4" 19.00 36.00 4.00 0.00 0.00 0.00 328.00 " OH OH (REF:006/008)" " | |" "CH3-(CH2)5-CH=CH-CH-CH-(CH2)7-COO-CH3" "006/008/" "2936cm-1(OLEFINIC UNSATURATION),720 AND 960cm-1(CIS AND TRANS UNSATURATION)3688-3131cm-1(STRONG OH ABSORPTION) (006)" "1H-NMR(90MHz,CDCl3)(006):5.5ppm AND 5.7ppm(OLEFINIC PROTONS), 4.08ppm (CARBINOL METHINE PROTONS)" "GC-EI-MS(TMS化後)(006/008):m/e=259[SMTO=CH-(CH)7COOCH3]" "006/008/" "オレイン酸メチルの自動酸化で生ずるDI-OH MONOENEの主要成分(006/008)．オレイン酸メチルヒドロペルオキシドの分解で生ずるアルコキシラジカルを経由し て生成 (017/019/021)．" "006/008/017/019/021/" "FA0046" 1.00 "METHYL-10,11-DIHYDROXY-8-OCTADECENOATE" "C19H36O4" 19.00 36.00 4.00 0.00 0.00 0.00 328.00 " OH OH (REF:006/008)" " | |" "CH3-(CH2)6-CH-CH-CH=CH-(CH2)6-COO-CH3" "006/008/" "2936cm-1(OLEFINIC UNSATURATION),720 AND 960cm-1(CIS AND TRANS UNSATURATION)3688-3131cm-1(STRONG OH ABSORPTION) (006)" "1H-NMR(90MHz,CDCl3)(006):5.5ppm AND 5.7ppm(OLEFINIC PROTONS), 4.08ppm (CARBINOL METHINE PROTONS)" "GC-EI-MS(TMS化後)(006/008):m/e=271[SMTO=CH-CH=CH-(CH2)6COOCH3]" "006/008/" "オレイン酸メチルの自動酸化で生ずるDI-OH MONOENEの微量成分(006/008)．オレイン酸メチルヒドロペルオキシドの分解で生ずるアルコキシラジカルを経由し て生成(017/019/021)．" "006/008/017/019/021/" "FA0047" 1.00 "METHYL-10,11-DIHYDROXY-12-OCTADECENOATE" "C19H36O4" 19.00 36.00 4.00 0.00 0.00 0.00 328.00 " OH OH (REF:006/008)" " | |" "CH3-(CH2)4-CH=CH-CH-CH-(CH2)8-COO-CH3" "006/008/" "2936cm-1(OLEFINIC UNSATURATION),720 AND 960cm-1(CIS AND TRANS UNSATURATION)3688-3131cm-1(STRONG OH ABSORPTION) (006)" "1H-NMR(90MHz,CDCl3)(006):5.5ppm AND 5.7ppm(OLEFINIC PROTONS), 4.08ppm (CARBINOL METHINE PROTONS)" "GC-EI-MS(TMS化後)(006/008):m/e=273[SMTO=CH-(CH2)8COOCH3]" "006/008/" "オレイン酸メチルの自動酸化で生ずるDI-OH MONOENEの微量成分(006/008)．オレイン酸メチルヒドロペルオキシドの分解で生ずるアルコキシラジカルを経由し て生成(017/019/021)" "006/008/017/019/021/" "FA0048" 1.00 "METHYL-8,9-DIHYDROXYOCTADECANOATE" "C19H38O4" 19.00 38.00 4.00 0.00 0.00 0.00 330.00 " OH OH (REF:006/008)" " | |" "CH3-(CH2)8-CH-CH-(CH2)6-COO-CH3" "006/008/" "3700-3140cm-1(STRONG OH ABSORPTION) (006)" "1H-NMR(90MHz,CDCl3)(006):WEAK ABSORPTION -3.4ppm(CARBINOL METHINE PROTONS)" "GC-EI-MS(TMS化後)(006/008):m/e=245[SMTO=CH-(CH2)6COOCH3],229[SMTO=CH-(CH2)8CH3],459[M-CH3],443[M-OCH3]" "006/008/" "オレイン酸メチルの自動酸化で生ずる飽和DI-OHの微量成分(006/008)．オレイン酸メチルヒドロペルオキシドの分解で生ずるアルコキシラジカルを経由し て生成(017)．" "006/008/017/" "FA0049" 1.00 "METHYL-9,10-DIHYDROXYOCTADECANOATE" "C19H38O4" 19.00 38.00 4.00 0.00 0.00 0.00 330.00 " OH OH (REF:006/008)" " | |" "CH3-(CH2)7-CH-CH-(CH2)7-COO-CH3" "006/008/" "129-130ﾟC" "3700-3140cm-1(STRONG OH ABSORPTION) (006)" "1H-NMR(90MHz,CDCl3)(006):WEAK ABSORPTION -3.4ppm(CARBINOL METHINE PROTONS)" "GC-EI-MS(TMS化後)(006/008):m/e=259[SMTO=CH-(CH2)7COOCH3],215[SMTO=CH-(CH2)7CH3],459[M-CH3],443[M-OCH3]" "006/008/" "オレイン酸メチルの自動酸化で生ずる飽和DI-OHの主要成分(006/008)．オレイン酸の自動酸化によっても同様の飽和DI-OH酸が認められている(022/023)． オレイン酸メチルヒドロペルオキシドの分解で生ずるアルコキシラジカルを経由し" "006/008/022/023/017/" "FA0050" 1.00 "METHYL-10,11-DIHYDROXYOCTADECANOATE" "C19H38O4" 19.00 38.00 4.00 0.00 0.00 0.00 330.00 " OH OH (REF:006/008)" " | |" "CH3-(CH2)6-CH-CH-(CH2)8-COO-CH3" "006/008/" "3700-3140cm-1(STRONG OH ABSORPTION) (006)" "1H-NMR(90MHz,CDCl3)(006):WEAK ABSORPTION -3.4ppm(CARBINOL METHINE PROTONS)" "GC-EI-MS(TMS化後)(006/008):m/e=273[SMTO=CH-(CH2)8COOCH3],201[SMTO=CH-(CH2)6CH3],459[M-CH3],443[M-OCH3]" "006/008/" "オレイン酸メチルの自動酸化で生ずる飽和DI-OHの微量成分(006/008)．オレイン酸メチルヒドロペルオキシドの分解で生ずるアルコキシラジカルを経由し て生成(017)．" "006/008/017/" "FA0051" 1.00 "METHYL-8-OXO-9-OCTADECENOATE" "C19H34O3" 19.00 34.00 3.00 0.00 0.00 0.00 310.00 " O (REF:008)" " ‖" "CH3-(CH2)7-CH=CH-C-(CH2)6-COO-CH3" "008/" "GC-EI-MS(008):m/e=167[M-(CH2)6COOCH3]" "008/" "自動酸化オレイン酸メチル中(008)．オレイン酸メチルヒドロペルオキシドの分解で生ずるアルコキシラジカルを経て生成(017)．" "008/017/" "FA0052" 1.00 "METHYL-9-OXO-10-OCTADECENOATE" "C19H34O3" 19.00 34.00 3.00 0.00 0.00 0.00 310.00 " O (REF:008)" " ‖" "CH3-(CH2)6-CH=CH-C-(CH2)7-COO-CH3" "008/" "GC-EI-MS(008):m/e=153[M-(CH2)7COOCH3]" "008/" "自動酸化オレイン酸メチル中(008)．オレイン酸メチルヒドロペルオキシドの分解で生ずるアルコキシラジカルを経て生成（017)．" "008/017/" "FA0053" 1.00 "METHYL-10-OXO-8-OCTADECENOATE" "C19H34O3" 19.00 34.00 3.00 0.00 0.00 0.00 310.00 " O (REF:008)" " ‖" "CH3-(CH2)7-CH-CH=CH-(CH2)6-COO-CH3" "008/" "GC-EI-MS(008):m/e=197[M-(CH2)7CH3]" "008/" "自動酸化オレイン酸メチル中(008)．オレイン酸メチルヒドロペルオキシドの分解で生ずるアルコキシラジカルを経由して生成(017)．" "008/017/" "FA0054" 1.00 "METHYL-11-OXO-9-OCTADECENOATE" "C19H34O3" 19.00 34.00 3.00 0.00 0.00 0.00 310.00 " O (REF:008)" " ‖" "CH3-(CH2)6-CH-CH=CH-(CH2)7-COO-CH3" "008/" "-50ﾟC(FREE FATTY ACID)" "GC-EI-MS(008):m/e=211[M-(CH2)6CH3]" "008/" "自動酸化オレイン酸メチル中(008)．オレイン酸メチルヒドロペルオキシドの分解で生ずるアルコキシラジカルを経由して生成(017)" "008/017/" "FA0055" 1.00 "(METHYL)-9-HYDROPEROXY-10,12-OCTADECADIENOIC ACID (OCTADECADIENOATE)" "C18H32O4" 18.00 32.00 4.00 0.00 0.00 0.00 312.00 " OOH (REF:001/025)" " |" "CH3-(CH2)4-CH=CH-CH=CH-CH-(CH2)7-COOH" " CIS TRANS" " or" " TRANS" "001/025/" "TRANS,CIS ISOMER:λmax=236nm,ε=25900, TRANS,TRANS ISOMER:λmax=233nm,ε=28600 (025/027/028/029/030/036)" "METYL ESTER:(025/030/031/032/033/034/035/036): TRANS,CIS ISOMER:986 AND 949cm-1, TRANS,TRANS ISOMER:989cm-1, OOH GROUP:3550cm-1" "1H-NMR(025/037), 1H-NMR(METHYL ESTER,還元後)(030/006):TRANS,CIS ISOMER:C10-13(5.42-6.48ppm),C14(2.10-2.18ppm),C9(4.15ppm), J10-11=15.4Hz(TRANS),J12-13=10.8Hz(CIS), TRANS,TRANS ISOMER: OLEFINIC PROTONS(5.41ppm),C14(2.07ppm),C9(4.20ppm)" "GC/EI-MS(METHYL,還元,TMS化後)(037/007/038/013/039):m/e=382[M],292[M-HOTMS],311[M-(CH2)4CH3],225[M-(CH2)7COOCH3]･･基準ﾋﾟｰｸ / GC-EI-MS(METHYL,還元,水添後)(009/040/041):m/e=187[CH(OH)(CH2)7COOCH3],158[(CH2)7COOCH3+H],155[C(OH)-(CH)7CO] / GC-EI-MS(METHYL,還" "025/027/028/029/030/036/037/006/031/032/033/034/035/007/038/013/039/009/040/041/042/" "リノール酸メチルの自動酸化(016/011/012/017/018/019/020/044/001/043)．リノール酸メチルの一重項酸素酸化(011/012/018/019/020/021/043/017) リノール酸のリポキシゲナーゼ酸化(012/046/047/048/049/050/052/053/051)．生成機構（自動酸化）：11位のビスアリル位水素が" "016/011/012/017/018/019/020/044/001/043/046/047/048/049/050/051/052/053/021/054/055/056/" "体内に取り込まれたり，体内で生成したヒドロペルオキシドは，様々な生体障害を 引き起こす(062/063/064/065/066/067/068)．" "062/063/064/065/066/067/068/" "025/037/014/054/055/056/057/058/059/060/061/" "FA0056" 1.00 "(METHYL)-13-HYDROPEROXY-9,11-OCTADECADIENOIC ACID (OCTADECADIENOATE)" "C18H32O4" 18.00 32.00 4.00 0.00 0.00 0.00 312.00 " OOH (REF:001/025)" " |" "CH3-(CH2)4-CH-CH=CH-CH=CH-(CH2)7-COOH" " TRANS CIS" " or" " TRANS" "001/025/" "TRANS,CIS ISOMER:λmax=236nm,ε=26000, TRANS,TRANS ISOMER:λmax=233nm, ε=28600 (025/027/028/029/036)" "METHYL ESTER(025/031-032/033/034/035/036):CIS,TRANS ISOMER:986 AND 949cm-1, TRANS,TRANS ISOMER:989cm-1, OOH GROUP:3550cm-1" "1H-NMR(025/037): C9-13(5.45-6.53ppm), C13(4.37ppm), J9-10=11Hz(CIS),J11-12=15Hz(TRANS) /1H-NMR(METHYL ESTER,還元後)(030,006):CIS,TRANS ISOMER:OLEFINICPROTONS(5.91ppm),C8(2.10ppm),C13(4.15ppm), TRANS,TRAMS ISOMER:OLEFINICPROTONS(5.41ppm),C8(2.07ppm),C" "GC-EI-MS(METHYL,還元,TMS化後)(037/007/013/038/039):m/e=382[M],292[M-HOTMS],311[M-(CH2)4CH3]･･基準ﾋﾟｰｸ,225[M-(CH2)7COOCH3] / GC-EI-MS(METHYL,還元,水添後)(009/040/041): m/e=243[CH(OH)(CH2)11COOCH3],214[(CH2)11COOCH3+H],211[C(OH(CH2)11CO] / GC-EI-MS(METHYL" "025/027/028/029/036/037/006/030/031/032/033/034/035/007/038/013/039/009/040/041/042/" "リノール酸メチルの自動酸化(001/016/011/012/017/018/019/020/044/043)．リノール酸メチルの一重項酸素酸化(011/012/018/019/020/021/043/017)． リノール酸のリポキシゲナーゼ酸化(012/046/047/048/049/050/052/053/051)．生成機構（自動酸化）：11位のビスア" "001/016/011/012/017/018/019/020/044/043/046/047/048/049/050/051/052/053/021/054/055/056/" "体内に取り込まれたり，体内で生成したヒドロペルオキシドは，様々な生体障害を 引き起こす(062/063/064/065/066/067/068)．" "062/063/064/065/066/067/068/" "FA0057" 1.00 "(METHYL)-10-HYDROPEROXY-8,12-OCTADECADIENOIC ACID (OCTADECADIENOATE)" "C18H32O4" 18.00 32.00 4.00 0.00 0.00 0.00 312.00 " OOH (REF:026)" " |" "CH3-(CH2)4-CH=CH-CH2-CH-CH=CH-(CH2)6-COOH" " CIS TRANS" "026/" "METYL ESTER,還元後(026/010):ISOLATED DOUBLE BOND(3013-3010,972-971cm-1)" "1H-NMR(METHYL ESTER,還元後)(026):OLEFINIC PROTONS(5.55-5.59ppm), C10(4.08-4.11ppm)" "GC-EI-MS(METHYL,還元,TMS化後)(010/013):m/e=271[SMTO=CH-CH=CH-(CH2)6COOCH3],GC-EI-MS(METHYL,還元,水添後)(009):m/e=201[CH(OH)(CH2)8COOCH3],172[(CH2)8COOCH3+H],169[C(OH)(CH2)8CO]GC-EI-MS(METHYL,還元,水添,TMS化後)(010)" "026/010/013/009/" "リノール酸メチルの一重項酸素酸化(017/011/012/018/019/020/021/043)．" "017/001/016/011/012/017/018/019/020/021/043/" "体内に取り込まれたり，体内で生成したヒドロペルオキシドは，様々な生体障害を 引き起こす(062/063/064/065/066/067/068)．" "062/063/064/065/066/067/068/" "FA0058" 1.00 "(METHYL)-12-HYDROPEROXY-9,13-OCTADECADIENOIC ACID (OCTADECADIENOATE)" "C18H32O4" 18.00 32.00 4.00 0.00 0.00 0.00 312.00 " OOH (REF:026)" " |" "CH3-(CH2)3-CH=CH-CH-CH2-CH=CH-(CH2)7-COOH" " TRANS CIS" "026/" "METYL ESTER,還元後(026/010):ISOLATED DOUBLE BOND(3013-3010,972-971cm-1)" "1H-NMR(METHYL ESTER,還元後)(026) : OLEFINIC PROTONS(5.55-5.59ppm),C12(4.08-4.11ppm)" "GC-EI-MS(METHYL,還元,TMS化後)(010/013):m/e=185[SMTO=CH-CH=CH(CH2)3CH3], GC-EI-MS(METHYL,還元，水添後)(009):m/e=229[CH(OH)(CH2)10COOCH3],200[(CH2)10COOCH3+H],197[C(OH)(CH2)10CO]GC-EI-MS(METHYL,還元,水添,TMS化後)(010)" "026/010/013/009/" "リノール酸メチルの一重項酸素酸化(017/011/012/018/019/020/021/043)．" "017/001/016/011/012/017/018/019/020/021/043/" "体内に取り込まれたり，体内で生成したヒドロペルオキシドは，様々な生体障害を 引き起こす(062/063/064/065/066/067/068)．" "062/063/064/065/066/067/068/" "FA0059" 1.00 "8-HYDROPEROXY-9,12-OCTADECADIENOIC ACID" "C18H32O4" 18.00 32.00 4.00 0.00 0.00 0.00 312.00 " OOH (REF:069)" " |" "CH3-(CH2)4-CH=CH-CH2-CH=CH-CH-(CH2)6-COOH" "069/" "1H-NMR(METHYL ESTER,還元後,400MHz)(069):OLEFINIC PROTONS(5.29-5.51ppm), C8(4.45ppm),C11(2.84ppm),C14(2.05ppm), J9-10=J12-13=10.7±0.2Hz(CIS)" "GC-EI-MS(METHYL,還元,TMS化後)(069):m/e=292[M-HOTMS],271[CH=CH-CH(OTMS)-(CH2)6COOCH3],239[M-(CH2)6C00CH3],173[SMTO=CH-(CH2)6COOCH3-TMS+H],149[239-HOTMS]･･･基準ﾋﾟｰｸ" "069/" "リノール酸およびリノール酸メチルの自動酸化で生ずるモノヒドロペルオキシドの 微量成分(069/070)．リノール酸の大豆リポキシゲナーゼ(TYPE-2)酸化で生ずるヒドロペルオキシドの微量成分(069)" "069/070/" "リノール酸の自動酸化および大豆リポキシゲナーゼ(TYPE-2)酸化で生ずる微量モノ ヒドロペルオキシドとしては8-OOHの他に14-OOHが知られており，これらヒドロペルオキシドの生成量は，温度，α-トコフェロール添加などによる影響を受けず，常に全ヒドロペルオキシド区分の約1%" "069/" "FA0060" 1.00 "14-HYDROPEROXY-9,12-OCTADECADIENOIC ACID" "C18H32O4" 18.00 32.00 4.00 0.00 0.00 0.00 312.00 " OOH (REF:069)" " |" "CH3-(CH2)3-CH-CH=CH-CH2-CH=CH-(CH2)7-COOH" "069/" "1H-NMR(METHYL ESTER,還元後,400MHz)(069):OLEFINIC PROTONS(5.32-5.47ppm) C14(4.45ppm),C11(2.85ppm),C8(2.05ppm), J9-10=J12-13=10.08±0.1Hz(CIS)""" "GC-EI-MS(METHYL,還元,TMS化後)(069):m/e=325[M-(CH2)3CH3]･･･基準ﾋﾟｰｸ, 292[M-HOTMS],235[325-HOTMS],185[CH=CH-CH(OTMS)-(CH2)3CH3]" "069/" "リノール酸およびリノール酸メチルの自動酸化で生ずるモノヒドロペルオキシドの 微量成分(069/070) リノール酸の大豆リポキシゲナーゼ(TYPE-2)酸化で生ずるヒドロペルオキシドの微" "069/070/" "リノール酸の自動酸化および大豆リポキシゲナーゼ(TYPE-2)酸化で生ずる微量モノ ヒドロペルオキシドとしては8-OOHの他に14-OOHが知られており，これらヒドロペルオキシドの生成量は，温度，α-トコフェロール添加などによる影響を受けず，常に全ヒドロペルオキシド区分の約1%" "069/" "FA0061" 1.00 "(METHYL)-9,10-EPOXY-12-OCTADECENOIC ACID (OCTADECENOATE)" "C18H32O3" 18.00 32.00 3.00 0.00 0.00 0.00 296.00 " O (REF:006)" " ／＼" "CH3-(CH2)4-CH=CH-CH2-CH−CH-(CH2)7-COOH" "006/" "OLEFINIC(3002cm-1), CIS UNSATURATION(718cm-1),CIS EPOXIDE(835-815cm-1)(006)" "1H-NMR(006):OLEFINIC PROTONS(5.44ppm), ISOLATED CIS EPOXIDE(2.92ppm)" "GC-EI-MS(006):m/e=310[M],279[M-OCH3],199[M-CH3(CH2)4CH=CHCH2],153[M-(CH2)7-COOCH3] GC-EI-MS(MeOH中でSOLVOLYSIS-TMS化後)(081)" "006/081/" "自動酸化リノール酸メチル中(006)．リノール酸の薄膜状態での自動酸化物中の主要二次酸化物(081)．" "006/081/" "抗いもち病菌物質(093)" "093/" "9,10-エポキシド以外にも8,9-;10,11-;11,12-エポキシドの存在が自動酸化リノール酸メチル中に認められている(006)．" "006/" "FA0062" 1.00 "12,13-EPOXY-9-OCTADECENOIC ACID" "C18H32O3" 18.00 32.00 3.00 0.00 0.00 0.00 296.00 " O (REF:081)" " ／＼" "CH3-(CH2)4-CH−CH-CH2-CH=CH-(CH2)7-COOH" "081/" "TRANS OLEFIN(960cm-1),CIS OLEFIN(720cm-1),TRANS EPOXIDE(885cm-1),CIS EPOXIDE(840 AND 820cm-1)(092)" "1H-NMR(092):C8(2.01ppm),C9,10(5.45ppm),C2,11(2.29ppm),C12,13(2.91ppm), J9-10=10Hz(CIS OLEFIN)" "GC-EI-MS(MeOH中でのSOLVOLYSISｰTMS化後)(007/081/092):m/e=299[SNTO=CH-CH2-CH=CH(CH2)7COOCH3],217[CH3(CH2)4CH(OCH3)CHOTMS],195[OHCCH2CH=CH(CH2)7CO],173[ SMTO=CH(CH2)4CH3]" "092/007/081/" "リノール酸の薄膜状態での自動酸化物中の主要二次酸化物(081)． レシチン中の苦味成分(092)" "081/092/" "抗いもち病菌物質(093)" "093/" "FA0063" 1.00 "12,13-EPOXY-9-HYDROPEROXY-10-OCTADECENOIC ACID" "C18H32O5" 18.00 32.00 5.00 0.00 0.00 0.00 328.00 " O OOH (REF:071)" " ／＼ |" "CH3-(CH2)4-CH−CH-CH=CH-CH-(CH2)7-COOH" "071/" "ISORATED TRANS UNSATURATION(970cm-1),TRANS EPOXIDE(885cm-1),OOH(3600 AND3430cm-1) (071)" "1H-NMR(METHYL ESTER)(071):C9(4.33ppm),C10(5.85ppm),C11(5.47ppm),C12(3.11ppm),C13(2.84ppm) J10-11=16Hz(TRANS OLEFIN), J12-13=2Hz(TRANS EPOXIDE)""" "GC-EI-MS(METHYL,還元,TMS化後)(071/080)" "071/080/" "13-ヒドロペルオキシリノール酸およびリノール酸の大豆抽出物との主要反応物 (pH=6.9)(071)．リノール酸メチルヒドロペルオキシドの銅触媒下での分解物(080)．生成機構(019/043/094/095)生成機構(019/043/094/095)生成機構(019/043/094/095)" "071/080/019/043/094/095/" "リノール酸モノヒドペルオキシドより若干高い毒性を有する(064/066))" "064/066/" "FA0064" 1.00 "12,13-EPOXY-11-HYDROPEROXY-9-OCTADECENOIC ACID" "C18H32O5" 18.00 32.00 5.00 0.00 0.00 0.00 328.00 " O OOH (REF:071)" " ／＼ |" "CH3-(CH2)4-CH−CH-CH-CH=CH-(CH2)7-COOH" "071/" "METHYL ESTER,還元後(085/038/071)" "1H-NMR(METHYL ESTER,還元後)(038/071/085)" "GC-EI-MS(METHYL,還元,TMS化後)(071/045):m/e=285[SMTO=CH-CH=CH-(CH2)7COOCH3]" "085/038/071/045/" "13-ヒドロペルオキシリノール酸の大豆抽出物との主要反応物(pH=6.9)(071)．生成機構(019/043/094/095)" "071/019/043/094/095/" "FA0065" 1.00 "(METHYL)-9,10-EPOXY-11-HYDROXY-12-OCTADECENOIC ACID (OCTADECENOATE)" "C18H32O4" 18.00 32.00 4.00 0.00 0.00 0.00 312.00 " OH O (REF:038/076/078/085)" " | ／＼" "CH3-(CH2)4-CH=CH-CH-CH−CH-(CH2)7-COOH" "038/076/078/085/" "METHYL ESTER(038/076/078/085/092):TRANS OLEFIN(980cm-1),TRANS EPOXIDE(900-890cm-1),OH(3620-3300cm-1)" "1H-NMR(038):TRANS-EPOXY-CIS-ENE:C9(2.98ppm),C10(2.77ppm),C11(4.63ppm), C12(5.32ppm),C13(5.60ppm),C14(2.06ppm), J9-10=2Hz,J10-11=4Hz,J11-12=8Hz J12-13=11Hz / TRANS-EPOXY-TRANS-ENE:C9(2.93ppm),C10(2.77ppm),C11(4.25ppm),C12,13(5.54ppm),C14(2.06ppm)" "GC-EI-MS(METHYL,TMS化後)(038/078/037/082/092/006): m/e=398[M],383[M-CH3], 241[M-(CH2)7COOCH3],199[SMTO=CH-CH=CH(CH2)4CH3 OR CH(-O-)-CH(CH2)7COOCH3] GC-EI-MS(METHYL,水添,TMS化後)(078), GC-EI-MS(ACETOLYSIS-HYDROLYSIS,METHYLTMS化後)(085/078):m/e=361[SMTO=" "038/076/078/085/092/006/037/082/" "リノール酸メチルの自動酸化で生ずるエポキシ−ヒドロキシ化合物の微量成分［エ ポキシド環はトランス配置］(006/037)／リノール酸ヒドロペルオキシドの大豆リポキシゲナーゼ触媒下での分解物(078)9-ヒドロペルオキシリノール酸のFe(III)-CYSTEINE存在下での分解物［エ" "006/037/078/038/082/085/076/092/017/019/021/043/065/" "FA0066" 1.00 "(METHYL)-9,10-EPOXY-13-HYDROXY-11-OCTADECENOIC ACID (OCTADECENOATE)" "C18H32O4" 18.00 32.00 4.00 0.00 0.00 0.00 312.00 " OH O (REF:006/075/076)" " | ／＼" "CH3-(CH2)4-CH-CH=CH-CH−CH-(CH2)7-COOH" "006/075/076/" "λ=277 AND 316nm(VERY WEAK ABSORPTION)(034)" "METYL ESTER(006/075/034): TRANS OLEFIN(965-958cm-1), TRANS EPOXIDE(890-874 cm-1),CIS EPOXIDE(WEAK ABSORPRION;845 AND 830cm-1),FREE OH(3600cm-1),BONDEDOH(3640-3380cm-1)" "1H-NMR(METHYL ESTER)(006/075/034):C9(2.83ppm),C10(3.09-3.1ppm;TRANS EPOXIDE),C11(5.45-5.53ppm),C12(5.93-5.95ppm),C13(3.9-4.2ppm),C12,13(2.9-3.4ppm;CISEPOXIDE),OH PROTON(3.6ppm), J11-12=15.6Hz(TRANS UNSATURATION),J9-10=2-2.2Hz(TRANS EPOXIDE)""" "GC-EI-MS(METHYL,TMS化後)(006/075/034/037):m/e=398[M],383[M-CH3],367[M-OCH3],327[M-(CH2)4CH3],241[M-(CH2)7COOCH3],199[CH=CH-CH(OTMS)-(CH2)4CH3 OR CH(-O-)-CH(CH2)7COOCH3],173[SMTO=CH-(CH2)4CH3]GC/EI-MS(BF3-MeOH処理,TMS化後)(075)" "034/006/075/034/037/" "13-ヒドロペルオキシリノール酸メチルの分解物(075/076)． リノール酸メチルの自動酸化で生ずるエポキシ-ヒドロキシ化合物の主要成分［エポキシド環および二重結合はトランス配置］(006/037)．リノール酸の小麦リポキシゲナーゼ酸化により生成［エポキシ環はシス，二重結合" "075/076/006/037/034/017/021/043/050/065/" "FA0067" 1.00 "(METHYL)-12,13-EPOXY-9-HYDROXY-10-OCTADECENOIC ACID (OCTADECENOATE)" "C18H32O4" 18.00 32.00 4.00 0.00 0.00 0.00 312.00 " O OH (REF:006/071/075/076/082)" " ／＼ |" "CH3-(CH2)4-CH−CH-CH=CH-CH-(CH2)7-COOH" "006/071/075/076/082/" "λ=277 AND 316nm(VERY WEAK ABSORPTION)(034)" "METHYL ESTER(006/075/034/082/092):TRANS OLEFIN(965-958cm-1),TRANS EPOXIDE( 890-874cm-1),CIS EPOXIDE(WEAK ABSORPTION;845 AND 830cm-1),FREE OH(3600cm-1)BONDED OH(3640-3380cm-1)" "1H-NMR(071/006/075/034):C9(3.9-4.2ppm),C10(5.93-5.95ppm),C11(5.41-5.53ppm),C12(3.09-3.1ppm;TRANS EPOXIDE),C13(2.81-2.83ppm;TRANS EPOXIDE),C12,13(2.9- 3.4ppm;CIS EPOXIDE),OH PROTON(3.6ppm), J10-11=15.6Hz(TRANS UNSATURATION),J12-13=2-2.2Hz(TRANS EPOXIDE)" "GC-EI-MS(METHYL,TMS化後)(006/075/034/037/039/092):m/e=398[M],383[M-CH3],367[M-OCH3],327[M-(CH2)4CH3],241[M-(CH2)7COOCH3],285[CH=CH-CH(OTMS)-(CH2)7COOCH3],259[SMTO=CH-(CH2)7COOCH3]GC-EI-MS(酸性下でﾒﾁﾙ化,TMS化後(071) GC-EI-MS(BF3-MeOH処理,TMS化後)(076)" "ORD(082)" "034/006/075/034/078/092/071/002/037/039/092/076/082/" "13-ヒドロペルオキシリノール酸のFe(III)-CYSTEINE存在下(082)およびヘモグロビ ン存在下(039/073)での分解物． 13-ヒドロペルオキシリノール酸メチルのラジカル分解物(075/076)リノール酸メチルの自動酸化で生ずるエポキシ-ヒドロキシ化合物の主要成分［エポキシド環およ" "082/039/073/075/076/006/037/034/071/017/019/021/043/050/065/" "FA0068" 1.00 "(METHYL)-12,13-EPOXY-11-HYDROXY-9-OCTADECENOIC ACID (OCTADECENOATE)" "C18H32O4" 18.00 32.00 4.00 0.00 0.00 0.00 312.00 " O OH (REF:045/038/085/078/079/076/082)" " ／＼ |" "CH3-(CH2)4-CH−CH-CH-CH=CH-(CH2)7-COOH" "045/038/085/078/079/076/082/" "METHYL ESTER: TRANS OLEFIN(980-962cm-1), TRANS EPOXIDE(900-890cm-1), OH(3590-3300cm-1) (045/038/085/078/076)" "1H-NMR(038/085/079/082/006):TRANS-EPOXY-CIS-ENE:C8(2.08ppm),C9(5.60-5.65ppm)C10(5.32-5.46ppm),C11(4.25-4.63ppm),C12(2.77-2.78ppm),C13(2.92-3.0ppm), J9-10=11Hz,J10-11=8Hz,J11-12=3-5Hz,J12-13=2-2.5HzTRANS-EPOXY-TRANS-ENE: C8(2.06ppm),C9,10(5.54ppm),C11(4" "GC-EI-MS(METHYL,TMS)(045/038/078/079/082/006/037/039):m/e=398[M], 298[M-CH3(CH2)4CHO], 285[SMTO=CH-CH=CH(CH2)7COOCH3], 241[M-(CH2)7-COOCH3], 113[CH-(-O-)-CH-(CH2)4CH3]; GC-EI-MS(METHYL,水添,TMS)(078), GC-EI-MS(ACETOLYSIS-HYDROLYSIS,METHYL,TMS)(085/078):m" "ORD分析(082/089/090)" "045/038/085/078/079/082/006/037/039/089/090/" "13-ヒドロペルオキシリノール酸のエタノール･･･水中［エポキシド環とOHはTHREO］(045),Fe(III)-CYSTEINE存在下［エポキシ環はトランス,二重結合はシスまたはトランス］(038/082),ヘモグロビン存在下［THREO型が80%,ERYTHRO型が20%］(039/073)での分解物．13-ヒドロペルオ" "FA0079" 1.00 "12,13-EPOXY-11-METHOXY-9-OCTADECENOIC ACID" "C19H34O4" 19.00 34.00 4.00 0.00 0.00 0.00 326.00 " O OCH3 (REF:090)" " ／＼ |" "CH3-(CH2)4-CH−CH-CH-CH=CH-(CH2)7-COOH" "090/" "METHYL ESTER: CIS OLEFIN(758-740cm-1), TRANS EPOXIDE(900 AND 890cm-1), CIS EPOXIDE(852 AND 842cm-1) (090)" "1H-NMR: C8(2.08ppm),C9(5.69-5.74ppm),C10(5.28-5.32ppm),C11(3.76-4.03ppm), C12(2.74-2.98ppm),C13(2.74-2.92ppm), J9-10=11.7-11.9Hz(CIS UNSATURATION)(090)" "GC-EI-MS(METHYL ESTER)(090):m/e=309[M-OCH3],240[M-CH3(CH2)4CHO],227[CH3OCH-CH=CH(CH2)7COOCH3], 209[240-OCH3], 195[227-CH3OH]" "ORD分析(090)" "090/" "13-ヒドロペルオキシリノール酸のメタノール中での酸分解物(090)" "090/" "FA0070" 1.00 "9,10-EPOXY-13-OXO-11-OCTADECENOIC ACID" "C18H30O4" 18.00 30.00 4.00 0.00 0.00 0.00 310.00 " O O (REF:038/075/076/082)" " ‖ ／＼" "CH3-(CH2)4-C-CH=CH-CH−CH-(CH2)7-COOH" "038/075/076/082/" "λETHER/MAX=229-230nm; ε=16500 (α,β-UNSATURATED CARBONYL)(038/075)" "METHYL ESTER:TRANS MONOENE(973cm-1),TRANS EPOXIDE(885cm-1),CIS EPOXIDE(825 cm-1),CONJUGATED CARBONYL(1700,1680, AND 1635cm-1) (038)" "1H-NMR(038):C9(2.9ppm;TRANS EPOXIDE),C10(3.20ppm;TRANS EPOXIDE),C9(3.14ppm;CIS-EPOXIDE),C10(3.47ppm;CIS EPOXIDE),C11(6.57-6.63ppm),C12(6.34-6.36ppm), C14(2.52ppm),J9-10=2Hz(TRANS EPOXIDE),J9-10=4Hz(CIS EPOXIDE),J11-12=16Hz(TRANS OLEFIN)""" "GC-EI-MS(METHYL ESTER,TMS)(038) GC-EIMS(BF3-MEOH,TMS)(075/072): m/e=428[M], 413[M-CH3], 259[SMTO=CH(CH2)7- COOCH3], 242[CH3OCH-CH=CH-C(OTMS)(CH2)4CH3]" "038/075/038/072/" "リノール酸ヒドロペルオキシドのFe(III)-CYSTEINE存在下での分解物［エポキシド 環はトランスまたはシス，二重結合はトランス］(038/082)． リノール酸の大豆抽出液との反応生成物中の微量成分(072)．" "038/082/072/075/076/019/" "FA0071" 1.00 "12,13-EPOXY-9-OXO-10-OCTADECENOIC ACID" "C18H30O4" 18.00 30.00 4.00 0.00 0.00 0.00 310.00 " O O (REF:038/071/075/076/082)" " ／＼ ‖" "CH3-(CH2)4-CH−CH-CH=CH-C-(CH2)7-COOH" "038/071/075/076/082/" "λETHER/MAX=229-230nm; ε=16500 (α,β-UNSATURATED CARBONYL)(038/075)" "METHYL ESTER:TRANS MONOENE(973cm-1),TRANS EPOXIDE(885cm-1),CIS EPOXIDE(825 cm-1),CONJUGATED CARBONYL(1700,1680, AND 1635cm-1) (038)""" "1H-NMR:C8(2.52ppm),C10(6.34-6.36ppm),C11(6.57-6.63ppm),C12(3.2ppm;TRANS EPOXIDE),C13(2.9ppm;TRANS EPOXIDE),C12(3.47ppm;CIS EPOXIDE),C13(3.14ppm; CIS EPOXIDE),J12-13=2Hz(TRANS EPOXIDE),J12-13=4Hz(CIS EPOXIDE),J10-11=16Hz(TRANS OLEFIN)""" "GC-EI-MS(METHYL ESTER,TMS)(038), GC-EI-MS(NaBH4還元,METHYL,TMS)(072,039) GC-EI-MS(BF3-MEOH,TMS)(075/072): m/e=428[M], 413[M-CH3], 328[CH3OCH-CH=CH-C(O)-(CH2)7-C(OTMS)OCH3], 173[SMTO=CH(CH2)4CH3]" "ORD分析" "038/075/038/072/" "リノール酸ヒドロペルオキシドのFe(III)-CYSTEINE存在下での分解物［エポキシド 環はトランスまたはシス，二重結合はトランス］(038/082)． リノール酸の大豆抽出液との反応生成物(072)．" "038/082/072/075/076/071/094/019/" "FA0072" 1.00 "10-ETHOXY-9,13-DIHYDROXY-11-OCTADECENOIC ACID" "C20H38O5" 20.00 38.00 5.00 0.00 0.00 0.00 358.00 " OH CH3CH2O OH (REF:038)" " | | |" "CH3-(CH2)4-CH-CH=CH-CH-CH-(CH2)7-COOH" "038/" "ISOLATED TRANS OLEFIN(980-978cm-1), ETHER ALCOHOL CO STRETCH(1090cm-1) OH(3500-3420cm-1) (038/092)" "1H-NMR: C9,10(3.62ppm), C11,12(5.63ppm), C13(4.12ppm), OH(5.6ppm), -OCH2CH3(1.16ppm), -OCH2CH3(3.44ppm) (038/092) ￣ ￣""" "GC-EI-MS(METHYL ESTER,TMS)(038/92):m/e=343[M-173],259[SMTO=CH-(CH2)7COOCH3]173[SMTO=CH-(CH2)4CH3]" "038/092/" "リノール酸ヒドロペルオキシドのFe(III)-CYSTEINE存在下での分解物［二重結合は トランス］(038)．レシチン中の苦味成分(092)生成機構(095)" "038/082/095/" "FA0073" 1.00 "12-ETHOXY-9,13-DIHYDROXY-10-OCTADECENOIC ACID" "C20H38O5" 20.00 38.00 5.00 0.00 0.00 0.00 358.00 " OH OCH2CH3 OH (REF:038)" " | | |" "CH3-(CH2)4-CH-CH-CH=CH-CH-(CH2)7-COOH" "038/" "SOLATED TRANS OLEFIN(980-978cm-1), ETHER ALCOHOL CO STRETCH(1090cm-1) OH(3500-3420cm-1) (038/092)" "1H-NMR: C9(4.12ppm), C10,11(5.63ppm), C12,13(3.62ppm), OH(5.6ppm), -OCH2CH3(1.16ppm), -OCH2CH3(3.44ppm)(038/092) ￣ ￣""" "GC-EI-MS(METHYL ESTER,TMS)(038/92):m/e=343[M-173],259[SMTO=CH-(CH2)7COOCH3]173[SMTO=CH-(CH2)4CH3],416[CH3CH2OCH-CH=CH-CH(OTMS)-(CH2)7-C(OTMS)OCH3:REARRANGEMENT PEAK]""" "038/092/" "リノール酸ヒドロペルオキシドのFe(III)-CYSTEINE存在下での分解物［二重結合は トランス］(038)．レシチン中の苦味成分(092)生成機構(095)" "038/082/095/" "FA0074" 1.00 "9-HYDROPEROXY-12,13-DIHYDROXY-10-OCTADECENOIC ACID" "C18H34O6" 18.00 34.00 6.00 0.00 0.00 0.00 346.00 " OH OH OOH (REF:078)" " | | |" "CH3-(CH2)4-CH-CH-CH=CH-CH-(CH2)7-COOH" "078/" "GC-EI-MS(METHYL,還元,TMS), GC-EI-MS(METHYL,還元,水添,TMS) (078)" "078/" "リノール酸ヒドロペルオキシドの大豆リポキシゲナーゼとの反応生成物(078)．生成機構(017)" "078/017/" "FA0075" 1.00 "13-HYDROPEROXY-9,10-DIHYDROXY-11-OCTADECENOIC ACID" "C18H34O6" 18.00 34.00 6.00 0.00 0.00 0.00 346.00 " OOH OH OH (REF:078)" " | | |" "CH3-(CH2)4-CH-CH=CH-CH-CH-(CH2)7-COOH" "078/" "GC-EI-MS(METHYL,還元,TMS), GC-EI-MS(METHYL,還元,水添,TMS) (078)" "078/" "リノール酸ヒドロペルオキシドの大豆リポキシゲナーゼとの反応生成物(078)． 生成機構(017)" "078/017/" "FA0076" 1.00 "(METHYL)-9-HYDROXY-10,12-OCTADECADIENOIC ACID (OCTADECADIENOATE)" "C18H32O3" 18.00 32.00 3.00 0.00 0.00 0.00 296.00 " OH (REF:038/006/078/076)" " |" "CH3-(CH2)4-CH=CH-CH=CH-CH-(CH2)7-COOH" "038/006/078/076/" "METHYL ESTER: λ/max=231,233,234nm (092)" "METHYL ESTER: TRANS,TRANS ISOMER:TRANS,TRANS CONJUGATED DINEN(985cm-1), FREE OH(3600cm-1), BONDED OH(3695-3318cm-1), TRANS, CIS ISOMER:TRANS, CIS CONJUGATED DIENE(990,968cm-1), OLEFINIC(3005cm-1), FREE OH(3600cm-1), BONDEOH(3700-3160cm-1) (006/092)""" "1H-NMR(METHYL ESTER): TRANS,TRANS OLEFINIC PROTONS(5.41ppm), TRANS,CIS OLEFINIC PROTONS(5.91ppm), C9(4.15-4.20ppm), C14(2.07-2.10ppm) (006/092)""" "GC-EI-MS(METHYL,TMS)(078/007/037): m/e=382[M], 367[M-CH3], 351[M-OCH3], 311[M-(CH2)4CH3] 225[M-(CH2)7COOCH3] GC-EI-MS(METHYL,水添,TMS)(078), GC-EI-MS(METHYL,水添) (083)""" "092/006/078/007/037/083/" "リノール酸ヒドロペルオキシドのFe(III)-CYSTEINE存在下での分解物の微量成分 (038)．リノール酸メチルヒドロペルオキシドのDI-t-BUTYL DIPEROXYOXALATEまたはCo(II)存在下での分解物(077)． リノール酸ヒドロペルオキシドの大豆リポキシゲナーゼとの反応生成物(078)" "038/077/078/083/076/066/037/092/043/050/065/094/" "TRANS,TRANS体はリノール酸モノヒドロペルオキシドより若干低い毒性を示す(064/ 066)．" "064/066/" "FA0077" 1.00 "(METHYL)-13-HYDROXY-9,11-OCTADECADIENOIC ACID (OCTADECADIENOATE)" "C18H32O3" 18.00 32.00 3.00 0.00 0.00 0.00 296.00 " OH (REF:038/006/078/076)" " |" "CH3-(CH2)4-CH-CH=CH-CH=CH-(CH2)7-COOH" "038/006/078/076/" "λEtOH/max=234nm(CONJUGATED DIENE) (039/092)" "METHYL ESTER: TRANS,TRANS ISOMER:TRANS,TRANS CONJUGATED DINEN(985cm-1),FREE OH(3600cm-1), BONDED OH(3695-3318cm-1); CIS,TRANS ISOMER: CIS,TRANS CONJUGATED DIENE(990,968cm-1), OLEFINIC(3005cm-1), FREE OH(3600cm-1), BONDOH(3700-3160cm-1) (006/092)" "1H-NMR(METHYL ESTER): TRANS,TRANS OLEFINIC PROTONS(5.41ppm), CIS,TRANS OLEFINIC PROTONS(5.91ppm), C13(4.15-4.20ppm), C8(2.07-2.10ppm) (006/092)""" "GC-EI-MS(METHYL,TMS)(038/078/007/037/039): m/e=382[M], 367[M-CH3], 351[M-OCH3] 311[M-(CH2)4CH3] 225[M-(CH2)7COOCH3] GC-EI-MS(METHYL,水添,TMS)(078/039), GC-EI-MS(METHYL,水添) (083)""" "039/092/006/038/078/007/037/083/" "リノール酸ヒドロペルオキシドのFe(III)-CYSTEINE存在下での分解物の微量成分(038)．リノール酸メチルヒドロペルオキシドのDI-t-BUTYL DIPEROXYOXALATEまたはCo(II)存在下での分解物(077)． リノール酸ヒドロペルオキシドの大豆リポキシゲナーゼとの反応生成物" "038/077/078/083/076/066/037/039/073/092/043/050/065/094/" "TRANS,TRANS体はリノール酸モノヒドロペルオキシドより若干低い毒性を示す(064/ 066)．" "064/066/" "FA0078" 1.00 "9,10-DIHYDROXY-12-OCTADECENOIC ACID" "C18H34O4" 18.00 34.00 4.00 0.00 0.00 0.00 314.00 " OH OH (REF:078)" " | |" "CH3-(CH2)4-CH=CH-CH2-CH-CH-(CH2)7-COOH" "078/" "METHYL ESTER (092)" "GC-EI-MS(METHYL,TMS)(078/092): m/e=457[M-CH3], 441[M-OCH3], 382[M-HOTMS], 361[SMTO=CH-CH(OTMS)-(CH2)7COOCH3],271[361-HOTMS],259[SMTO=CH-(CH2)7COOCH3]GC-EI-MS(METHYL,水添,TMS)(078)" "092/078/" "リノール酸ヒドロペルオキシドの大豆リポキシゲナーゼとの反応生成物(078)．レシチン中の苦味成分(092)．" "078/092/" "FA0079" 1.00 "(METHYL)-9,13-DIHYDROXY-10-OCTADECENOIC ACID (OCTADECENOATE)" "C18H34O4" 18.00 34.00 4.00 0.00 0.00 0.00 314.00 " OH OH (REF:078/006)" " | |" "CH3-(CH2)4-CH-CH2-CH=CH-CH-(CH2)7-COOH" "078/006/" "TRANS UNSATURATION(980cm-1), OLEFINIC(3010cm-1), OH(3620-3500cm-1) (006)" "1H-NMR(90MHz,CDCl3): TRANS OLEFINIC PROTONS(5.6-6.22ppm), CARBINOL METHINE PROTONS(4.12ppm), J10-11=12.1Hz(TRANS UNSATURATION) (006)""" "GC-EI-MS(METHYL,TMS)(078/006/042/037): m/e=429[M-43],355,285[CH=CH-CH(OTMS) -(CH2)7COOCH3],259[SMTO=CH-(CH2)7COOCH3],173[SMTO=CH-(CH2)4CH3] GC-EI-MS(METHYL,水添,TMS)(078/042)" "006/078/042/037/" "リノール酸ヒドロペルオキシドの大豆リポキシゲナーゼとの反応生成物(078)．リノール酸メチルの自動酸化物(006/042/037)．" "078/006/042/037/017/043/" "FA0080" 1.00 "(METHYL)-9,13-DIHYDROXY-11-OCTADECENOIC ACID (OCTADECENOATE)" "C18H34O4" 18.00 34.00 4.00 0.00 0.00 0.00 314.00 " OH OH (REF:078/006)" " | |" "CH3-(CH2)4-CH-CH=CH-CH2-CH-(CH2)7-COOH" "078/006/" "TRANS UNSATURATION(980cm-1), OLEFINIC(3010cm-1), OH(3620-3500cm-1) (006)" "1H-NMR(90MHz,CDCl3): TRANS OLEFINIC PROTONS(5.6-6.22ppm), CARBINOL METHINE PROTONS(4.12ppm), J11-12=12.1Hz(TRANS UNSATURATION) (006)""" "GC-EI-MS(METHYL,TMS)(078/006/037): m/e=429[M-43], 355, 259[SMTO=CH-CH(CH2)7 COOCH3], 199[CH=CH-CH(OTMS)-(CH2)4CH3], 173[SMTO=CH-(CH2)4CH3] GC-EI-MS(METHYL,水添,TMS)(078/042)" "006/078/037/042/" "リノール酸ヒドロペルオキシドの大豆リポキシゲナーゼとの反応生成物(078)．リノール酸メチルの自動酸化物(006/042/037)．生成機構（017/043)" "078/006/042/037/017/043/" "FA0081" 1.00 "12,13-DIHYDROXY-9-OCTADECENOIC ACID" "C18H34O4" 18.00 34.00 4.00 0.00 0.00 0.00 314.00 " OH OH (REF:078)" " | |" "CH3-(CH2)4-CH-CH-CH2-CH=CH-(CH2)7-COOH" "078/" "METHYL ESTER(092)" "GC-EI-MS(METHYL,TMS)(078/092): m/e=457[M-CH3], 441[M-OCH3], 382[M-HOTMS], 299[M-173], 275[SMTO=CH-CH(OTMS)-(CH2)4CH3], 185[275-HOTMS], 173[SMTO=CH-( CH2)4CH3],GC-EI-MS(METHYL,水添,TMS)(078)" "082/078/" "リノール酸ヒドロペルオキシドの大豆リポキシゲナーゼとの反応生成物(078)．レシチン中の苦味成分(092)．" "078/092/" "FA0082" 1.00 "11,12,13-TRIHYDROXY-9-OCTADECENOIC ACID" "C18H34O5" 18.00 34.00 5.00 0.00 0.00 0.00 330.00 " OH OH OH (REF:089)" " | | |" "CH3-(CH2)4-CH-CH-CH-CH=CH-(CH2)7-COOH" "089/" "METHYL ESTER(CS2): CIS OLEFIN(758cm-1), BONDED OH(3400-3240cm-1) (089)" "1H-NMR(METHYL ESTER):C8(2.04-2.11ppm),C9,10(5.53-5.68ppm),C11(4.23-4.65ppm) C12(3.56-3.74ppm), C13(3.26-3.48ppm)(089)" "GC-EI-MS(METHYL,TMS)(089): m/e=285[SMTO=CH-CH=CH-(CH2)7COOCH3], 275[SMTO=CH-CH(OTMS)-(CH2)4CH3], 185[275-HOTMS], 173[SMTO=CH-(CH2)4CH3], 387[M-173]" "ORD分析(089)" "089/" "13-ヒドロペルオキシリノール酸の酸分解物(089)．" "089/" "FA0083" 1.00 "8,13-DIHYDROXY-9,11-OCTADECADIENOIC ACID" "C18H32O4" 18.00 32.00 4.00 0.00 0.00 0.00 312.00 " OH OH (REF:073/074)" " | |" "CH3-(CH2)4-CH-CH=CH-CH=CH-CH-(CH2)6-COOH" "073/074/" "METHYL ESTER: λMeOH/max=230nm(224nmと238nmに肩)(073/074)" "TRANS TRANS UNSATURATION(990-981cm-1)(073/074)" "GC-EI-MS(METHYL,TMS)(073): m/e=455[M-CH3], 439[M-OCH3], 380[M-HOTMS], 245[SMTO=CH-(CH2)6COOCH3],237[M-(CH2)6COOCH3-HOTMS],173[SMTO=CH-(CH2)4CH3]GC-EI-MS(METHYL,水添,TMS)(073):m/e=459[M-CH3], 403[M-(CH2)4CH3], 374[(CH2)4 -CH(OTMS)-(CH2)6-C(OTMS)OCH3" "073/074/" "13-ヒドロペルオキシリノール酸のエタノール中でのヒトヘモグロビンとの反応生成物(073)． リノール酸のエタノール水中での自動酸化物(074)．" "073/074/" "FA0084" 1.00 "9,14-DIHYDROXY-10,12-OCTADECADIENOIC ACID" "C18H32O4" 18.00 32.00 4.00 0.00 0.00 0.00 312.00 " OH OH (REF:074)" " | |" "CH3-(CH2)3-CH-CH=CH-CH=CH-CH-(CH2)7-COOH" "074/" "GC-EI-MS(METHYL,TMS)(074): m/e=455[M-CH3], 439[M-OCH3], 413[M-(CH2)CH3], 323[413-HOTMS],313[M-(CH2)7COOCH3], 259[SMTO=CH-(CH2)7COOCH3],159[SMTO=CH- (CH2)3CH3]/ GC-EI-MS(METHYL,水添,TMS)(074):m/e=459[M-CH3],417[M-(CH2)3CH3]388[(CH2)4-CH(OTMS)-(CH2)7C(O" "074/" "リノール酸のエタノール･･･水中での自動酸化物(074)．" "074/" "FA0085" 1.00 "(METHYL)-9,10,13-TRIHYDROXY-11-OCTADECENOIC ACID (OCTADECENOATE)" "C18H34O5" 18.00 34.00 5.00 0.00 0.00 0.00 330.00 " OH OH OH (REF:038/078/006/075/076)" " | | |" "CH3-(CH2)4-CH-CH=CH-CH-CH-(CH2)7-COOH" "038/078/006/075/076/" "METHYL ESTER: OLEFINIC TRANS UNSATURATION(990-965cm-1), FREE OH(3620-3595cm-1), BONDED OH(3640-3160cm-1) (078/006/075/089/034/092/085)" "1H-NMR(METHYL ESTER)(006/034):OLEFINIC PROTONS(5.76ppm), C10,13(3.7-4.2ppm)C9(3.2-3.6ppm), OH(3.6ppm)" "GC-EI-MS(METHYL,TMS)(078/006/075/089/034/085/037):m/e=545[M-CH3],529[M-OCH3],259[SMTO=CH-(CH2)7COOCH3],173[SMTO=CH-(CH2)4CH3],387[M-173],298[387-HOTMS]GC-EI-MS(METHYL,TMS,ISOPROPYLIDENE誘導体)(075)GC-EIMS(METHYL,水添,TMS)(034/042):m/e=562[M], 547[M-CH3]," "ODR分析(089)" "078/006/075/089/034/092/085/037/042/" "リノール酸ヒドロペルオキシドの大豆リポキシゲナーゼ(078)およびジャガイモ抽出液(085)との反応生成物．13-ヒドロペルオキシリノール酸の酸分解物(089)．13-ヒドロペルオキシリノール酸のFe(III)-CYSTEINE存在下での分解物(038)．13-ヒドロペルオキシリノール酸メ" "078/085/089/038/075/076/006/042/034/092/017/043/050/094/095/" "リノール酸モノヒドロペルオキシドとほぼ同等の毒性を示す(064/066)" "064/066/" "FA0086" 1.00 "(METHYL)-9,10,13-TRIHYDROXY-10-OCTADECENOIC ACID (OCTADECENOATE)" "C18H34O5" 18.00 34.00 5.00 0.00 0.00 0.00 330.00 " OH OH OH (REF:038/078/006/075/076/089)" " | | |" "CH3-(CH2)4-CH-CH-CH=CH-CH-(CH2)7-COOH" "038/078/006/075/076/089/" "METHYL ESTER: OLEFINIC TRANS UNSATURATION(990-965 cm-1), FREE OH(3620-3595cm-1), BONDED OH(3640-3160cm-1) (078/006/075/034/092)" "1H-NMR(METHYL ESTER)(006/089/034):OLEFINIC PROTONS(5.74-5.86ppm), C9,12(3.7-4.2ppm), C13(3.2-3.77ppm), OH(3.6ppm)" "GC-EI-MS(METHYL,TMS)(078/006/075/089/034/085/037):m/e=545[M-CH3],529[M-OCH3],460[REARRANGMENT PEAK], 259[SMTO=CH-(CH2)7COOCH3], 173[SMTO=CH-(CH2)4CH3]387[M-173],301[M-259], 298[M-HOTMS], GC-EI-MS(METHYL,TMS,ISOPROPYLIDENE誘導 GC-EI-MS(METHYL,水添,TMS)(03" "ODR分析(089)" "078/006/075/034/092/089/085/037/042/" "リノール酸ヒドロペルオキシドの大豆リポキシゲナーゼ(078)およびジャガイモ抽出液(085)との反応生成物13-ヒドロキシリノール酸のヘマチンとの主要反応生成物(088)．13-ヒドロペルオキシリノール酸の酸分解物(089)。13-ヒドロペルオキシリノール酸のFe(III)-CYSTE" "078/085/088/089/038/075/076/006/042/034/092/017/043/050/094/095/" "リノール酸モノヒドロペルオキシドと同等の毒性を示す(064/066)．" "064/066/" "FA0087" 1.00 "13-HYDROXY-8-METHOXY-9,11-OCTADECADIENOIC ACID" "C19H34O4" 19.00 34.00 4.00 0.00 0.00 0.00 326.00 " OH OCH3 (REF:073)" " | |" "CH3-(CH2)4-CH-CH=CH-CH=CH-CH-(CH2)6-COOH" "073/" "λMeOH/max=230mm (073)" "GC-EI-MS(METHYL,TMS)(073):m/e=397[M-CH3],380[M-CH3OH], 341[M-(CH2)4CH3], 322[M-HOTMS], 309[M-(CH2)4CH3-CH3OH], 269[M-(CH2)6COOCH3], 237[269-CH3OH], 187[CH3OCH-(CH2)6COOCH3], 179[269-HOTMS], 173[SMTO=CH-(CH2)4CH3], 133[CH3O-CH=OTMS]" "073/" "13-ヒドロペルオキシリノール酸のヒトヘモグロビンとの反応生成物(メタノール中)(073)" "073/" "FA0088" 1.00 "12-HYDROXY-11,13-DIMETHOXY-9-OCTADECENOIC ACID" "C20H38O5" 20.00 38.00 5.00 0.00 0.00 0.00 358.00 " CH3O OH OCH3 (REF:090)" " | | |" "CH3-(CH2)4-CH-CH-CH-CH=CH-(CH2)7-COOH" "090//" "METHYL ESTER(CS2)(090): CIS OLEFIN(756cm-1), BONDED OH(3460cm-1), FREE OH(3555cm-1)" "1H-NMR(METHYL ESTER;CDCl3,300MHz)(090):C9(5.70ppm),C10(5.27ppm),C11(3.98ppm), C12(3.56ppm),C13(3.13ppm),OH(2.48ppm),C11OCH3(3.36ppm),C13OCH3(3.28ppm), J9-10=11.2Hz(CIS UNSATURATION)" "GC-EI-MS(METHYL,TMS)(090):m/e=329[M-CHOCH3(CH2)4CH3],309[M-CH3(CH2)4-2CH3OH],227[CHOCH3CH=CH(CH2)7COOCH3],217[M-227](基準ﾋﾟｰｸ),300[227+TMS],115[CHOCH3(CH2)4CH3]""" "ORD分析(090)" "090/" "13-ヒドロペルオキシリノール酸のメタノール中での酸分解物(090)" "090/" "FA0089" 1.00 "(METHYL)-9-HYDROPEROXY-10,12,15-OCTADECATRIENOIC ACID(OCTADECATRIENOATE)" "C18H30O4" 18.00 30.00 4.00 0.00 0.00 0.00 310.00 " OOH (REF:001/044)" " |" "CH3-CH2-CH=CH-CH2-CH=CH-CH=CH-CH-(CH2)7-COOH" " CIS CIS TRANS" " OR" " TRANS" "001/044/" "(ME-ESTER;AFTER REDUCTION;IN ETOH)(097), TRANS,CIS,CIS ISOMER: λmax=236nm TRANS,TRANS,CIS ISOMER: λmax=232nm" "(ME-ESTER;AFTER REDUCTION)(097/098), TRANS,CIS,CIS ISOMER:988-983 AND 951-945cm-1; TRANS,TRANS,CIS ISOMER:992-983cm-1 (ME-ESTER)(099),OOH GROUP: 3400cm-1" "EI-MS(ME-ESTER;AFTER REDUCTION AND HYDROGENATION)(009/097):M/E=187[O=CH(CH2)7C(=OH)OCH3];158[CH2(CH2)6C(=OH)OCH3];155[O=CH(CH2)7C=O],GC-EI-MS(ME-ESTER;AFTER REDUCTION AND TMS)(010/098):M/E=380[M];365[M-CH3];223[SMTO=CH-CH=CH-CH=CH-CH2-CH=CH-CH2CH3],GC-EI" "097/098/099/009/010/" "ﾘﾉﾚﾝの自動酸化(010/011/012/016ｰ020/043/044) ﾘﾉﾚﾝの一重項酸素酸化(011/012/017ｰ020/043) ﾘﾉﾚﾝ酸とｱﾏﾆﾘﾎﾟｷｼｹﾞﾅｰｾﾞとの反応(pH6.5，24ﾟC）で生成(041)" "010/011/012/016/017/018/019/020/043/044/041/" "体内に取込まれたり，体内で生成したﾋﾄﾞﾛﾍﾟﾙｵｷｼﾄﾞは，様々な生体障害を引起こす(062-068)．鉄ｲｵﾝとｱｽｺﾙﾋﾞﾝ酸の存在下でDNAと反応し，強い蛍光を生ずる(111)．" "062/063/064/065/066/067/068/111/" "ﾋﾄﾞﾛﾍﾟﾙｵｷｼﾄﾞの異性体比(自動酸化):9-,12-,13-,16-の位置異性体と,それぞれのCIS,CIS,TRANSｰおよびCIS,TRANS,TRANS-幾何異性体が生ずる．9ｰ,16ｰ異性体は，12ｰ,13ｰ異性体に比べその組成比が高い．これは12ｰ,13ｰ異性体が分子内転移を介した1,3-これは，10ｰ,12ｰ,13ｰ,15ｰ異性体" "FA0090" 1.00 "(METHYL)-12-HYDROPEROXY-9,13,15-OCTADECATRIENOIC ACID(OCTADECATRIENOATE)" "C18H30O4" 18.00 30.00 4.00 0.00 0.00 0.00 310.00 " OOH (REF:001/044)" " |" "CH3-CH2-CH=CH-CH=CH-CH-CH2-CH=CH-(CH2)7-COOH" " CIS TRANS CIS" " OR" " TRANS" "001/044/" "(ME-ESTER;AFTER REDUCTION;IN ETOH)(097), CIS,TRANS,CIS ISOMER: λmax=233nm CIS,TRANS,TRANS ISOMER: λmax=232nm" "(ME-ESTER;AFTER REDUCTION)(097/098), CIS,TRANS,CIS ISOMER:990-983 AND 951-945cm-1; CIS,TRANS,TRANS ISOMER:992-983cm-1 (ME-ESTER)(099),OOH GROUP:3400cm-1" "EI-MS(ME-ESTER;AFTER REDUCTION AND HYDROGENATION)(009/097):M/E=229[O=CH(CH2)10C(=OH)OCH3];200[CH2(CH2)9C(=OH)OCH3];197[O=CH(CH2)10C=O],GC-EI-MS(ME-ESTER;AFTER REDUCTION AND TMS)(010/098):M/E=380[M];365[M-CH3];183[SMTO=CH-CH=CH-CH=CH-CH2-CH3], GC-EI-MS(ME" "097/098/099/009/010/" "ﾘﾉﾚﾝの自動酸化(001/011/012/016ｰ020/043/044) ﾘﾉﾚﾝの一重項酸素酸化(011/012/017ｰ020/043)" "001/011/012/016/017/018/019/020/043/044/" "体内に取込まれたり，体内で生成したﾋﾄﾞﾛﾍﾟﾙｵｷｼﾄﾞは，様々な生体障害を引起こす(062-068)．鉄ｲｵﾝとｱｽｺﾙﾋﾞﾝ酸の存在下でDNAと反応し，強い蛍光を生ずる(111)．" "062/063/064/065/066/067/068/111/" "ﾋﾄﾞﾛﾍﾟﾙｵｷｼﾄﾞの異性体比（自動酸化）:9-,12-,13-,16-の位置異性体と，それぞれのCIS,CIS,TRANSｰおよびCIS,TRANS,TRANS-幾何異性体が生ずる．9ｰ,16ｰ異性体は,12ｰ,13ｰ異性体に比べその組成比が高い．これは12-,13-異性体が分子内転移を介した1,3ｰCYCLIZATIONにより容易にｴﾋ" "014/019/020/021/097/098/100/057/058/013/014/105/" "FA0091" 1.00 "(METHYL)-13-HYDROPEROXY-9,11,15-OCTADECATRIENOIC ACID(OCTADECATRIENOATE)" "C18H30O4" 18.00 30.00 4.00 0.00 0.00 0.00 310.00 " OOH (REF:001/044)" " |" "CH3-CH2-CH=CH-CH2-CH-CH=CH-CH=CH-(CH2)7-COOH" " CIS TRANS CIS" " OR" " TRANS" "001/044/" "(ME-ESTER;AFTER REDUCTION;IN ETOH)(097), CIS,TRANS,CIS ISOMER: λmax=233nm TRANS,TRANS,CIS ISOMER: λmax=232nm" "(ME-ESTER;AFTER REDUCTION)(097/098), CIS,TRANS,CIS ISOMER:989-983 AND 950-945cm-1; TRANS,TRANS,CIS ISOMER:992-983cm-1 (ME-ESTER)(099),OOH GROUP:3400cm-1" "1H-NMR(CIS,TRANS,CIS-ISOMER)(036):C10:5.95ppm;C11:6.54ppm;C12:5.54ppm; C13:4.38ppm;J10-11=11Hz;J11-12=15Hz[C11-12:TRANS];J12-13=8Hz 1H-NMR(CIS,TRANS,CIS-ISOMER;AFTER REDUCTION)(036):C10:5.94ppm;C11:6.49ppm; C12:5.64ppm;C13:4.20ppm;J10-1" "EI-MS(ME-ESTER;AFTER REDUCTION AND HYDROGENATION)(009/097):M/E=243[O=CH(CH2)11C(=OH)OCH3];214[CH2(CH2)10C(=OH)OCH3];211[O=CH(CH2)11C=O],GC-EI-MS(ME-ESTER;AFTER REDUCTION AND TMS)(010/098):M/E=380[M];365[M-CH3];311[SMTO=CH-CH=CH-CH=CH-(CH2)7-COOCH3],GC-EI" "097/098/099/036/009/010/" "ﾘﾉﾚﾝの自動酸化(001/011/012/016ｰ020/043/044) ﾘﾉﾚﾝの一重項酸素酸化(011/012/017ｰ020/043) ﾘﾉﾚﾝ酸と大豆ﾘﾎﾟｷｼｹﾞﾅｰｾﾞとの反応(pH:8.7,25ﾟC)により生成（二重結合は，CIS, TRANS,CIS)(036) ﾘﾉﾚﾝ酸とｱﾏﾆﾘﾎﾟｷｼｹﾞﾅｰｾﾞとの反応(pH:6.5,24ﾟC)により生成(041)．" "001/011/012/016/017/018/019/020/043/044/036/041/" "体内に取込まれたり，体内で生成したﾋﾄﾞﾛﾍﾟﾙｵｷｼﾄﾞは，様々な生体障害を引起こす(062-068)．鉄ｲｵﾝとｱｽｺﾙﾋﾞﾝ酸の存在下でDNAと反応し，強い蛍光を生ずる(111)．" "062/063/064/065/066/067/068/111/" "FA0092" 1.00 "(METHYL)-16-HYDROPEROXY-9,12,14-OCTADECATRIENOIC ACID(OCTADECATRIENOATE)" "C18H30O4" 18.00 30.00 4.00 0.00 0.00 0.00 310.00 " OOH (REF:001/044)" " |" "CH3-CH2-CH-CH=CH-CH=CH-CH2-CH=CH-(CH2)7-COOH" " TRANS CIS CIS" " OR" " TRANS" "001/044/" "(ME-ESTER;AFTER REDUCTION;IN ETOH)(097), CIS,CIS,TRANS ISOMER: λmax=236nm CIS,TRANS,TRANS ISOMER: λmax=232nm" "(ME-ESTER;AFTER REDUCTION)(097/098), CIS,CIS,TRANS ISOMER: 989-983 AND 951-945cm-1; CIS,TRANS,TRANS ISOMER: 991-983cm-1 (ME-ESTER)(099),OOH GROUP:3400cm-1" "EI-MS(ME-ESTER;AFTER REDUCTION AND HYDROGENATION)(009/097):M/E=285[O=CH(CH2)14C(=OH)OCH3];256[CH2(CH2)13C(=OH)OCH3];253[O=CH(CH2)14C=O],GC-EI-MS(ME-ESTER;AFTER REDUCTION,TMS)(098):M/E=380[M];365[M-CH3];351[SMTO=CH-CH=CH-CH=CH-CH2-CH=CH-(CH2)7-COOCH3], GC" "097/098/099/009/010/" "ﾘﾉﾚﾝの自動酸化(001/011/012/016ｰ020/043/044) ﾘﾉﾚﾝの一重項酸素酸化(011/012/017ｰ020/043)" "001/011/012/016/017/018/019/020/043/044/" "体内に取込まれたり，体内で生成したﾋﾄﾞﾛﾍﾟﾙｵｷｼﾄﾞは，様々な生体障害を引起こす(062-068)．鉄ｲｵﾝとｱｽｺﾙﾋﾞﾝ酸の存在下でDNAと反応し，強い蛍光を生ずる(111)．" "062/063/064/065/066/067/068/111/" "ﾋﾄﾞﾛﾍﾟﾙｵｷｼﾄﾞの異性体比（自動酸化）:9-,12-,13-,16-の位置異性体と,それぞれのCIS,CIS,TRANSｰおよびCIS,TRANS,TRANS-幾何異性体が生ずる．9ｰ,16ｰ異性体は,12ｰ,13ｰ異性体に比べその組成比が高い．これは12ｰ,13ｰ異性体が分子内転移を介した1,3ｰCYCLIZATIONにより容易にｴﾋﾟｼ" "014/019/020/021/097/098/100/057/058/013/014/105/" "FA0093" 1.00 "METHYL-10-HYDROPEROXY-8,12,15-OCTADECATRIENOATE" "C19H32O4" 19.00 32.00 4.00 0.00 0.00 0.00 324.00 " OOH (REF:017/019/020)" " |" "CH3-CH2-CH=CH-CH2-CH=CH-CH2-CH-CH=CH-(CH2)6-COOCH3" " CIS CIS TRANS" "017/019/020/" "EI-MS(ME-ESTER;AFTER REDUCTION AND HYDROGENATION)(009):M/E=201[O=CH(CH2)8C(=OH)OCH3];172[CH2(CH2)7C(=O)OCH3];169[O=CH(CH2)8C=O]; GC-EI-MS (ME-ESTER; AFTER REDUCTION,TMS)(010):M/E=271[SMTO=CH-CH=CH(CH2)6COOCH3]GC-EI-MS(ME-ESTER;AFTER REDUCTION,HYDROGENAT" "009/010/" "ﾘﾉﾚﾝの一重項酸素酸化(011/012/017ｰ020/043)" "001/011/012/016/017/018/019/020/043/" "体内に取込まれたり，体内で生成したﾋﾄﾞﾛﾍﾟﾙｵｷｼﾄﾞは，様々な生体障害を引起こす(062-068)．鉄ｲｵﾝとｱｽｺﾙﾋﾞﾝ酸の存在下でDNAと反応し，強い蛍光を生ずる(111)．" "062/063/064/065/066/067/068/111/" "ﾋﾄﾞﾛﾍﾟﾙｵｷｼﾄﾞの異性体比（一重項酸素酸化）:一重項酸素酸化では，9-,10-,12-,13-,15-,16-の位置異性体が生ずる．9,16-異性体（OUTER HYDROPEROXIDES)は，10-,12-,13-,15-異性体(INNER HYDROPEROXIDES)に比べ、その組成比が高い(013/014/105)これは，10-,12-,13-,15-異性体" "013/014/105/019/020/021/" "FA0094" 1.00 "METHYL-15-HYDROPEROXY-9,12,16-OCTADECATRIENOATE" "C19H32O4" 19.00 32.00 4.00 0.00 0.00 0.00 324.00 " OOH (REF:017/019/020)" " |" "CH3-CH=CH-CH-CH2-CH=CH-CH2-CH=CH-(CH2)7-COOCH3" " TRANS CIS CIS" "017/019/020/" "EI-MS(ME-ESTER;AFTER REDUCTION AND HYDROGENATION)(009):M/E=271[O=CH(CH2)13C(=OH)OCH3];242[CH2(CH2)12C(=OH)OCH3];239[O=CH(CH2)13C=O]; GC-EI-MS(ME-ESTER;AFTER REDUCTION AND HYDROGANATION)(010):M/E=143[SMTO=CH-CH=CH-CH3]GC-EI-MS(ME-ESTER;AFTER REDUCTION,HYD" "009/010/" "ﾘﾉﾚﾝの一重項酸素酸化(011/012/017ｰ020/043)" "011/012/017/018/019/020/043/" "体内に取込まれたり，体内で生成したﾋﾄﾞﾛﾍﾟﾙｵｷｼﾄﾞは，様々な生体障害を引起こす(062-068)．鉄ｲｵﾝとｱｽｺﾙﾋﾞﾝ酸の存在下でDNAと反応し，強い蛍光を生ずる(111)．" "062/063/064/065/066/067/068/111/" "ﾋﾄﾞﾛﾍﾟﾙｵｷｼﾄﾞの異性体比（一重項酸素酸化）:一重項酸素酸化では，9-,10-,12-,13-,15-,16の位置異性体が生ずる．9,16-異性体（OUTER HYDROPEROXIDES)は，10ｰ,12ｰ,13ｰ,15ｰ異性体(INNER HYDROEPOXIDES)に比べ、その組成比が高い(013/014/105)ﾘﾉﾚﾝの一重項酸素酸化において，9" "013/014/105/019/020/021/" "FA0095" 1.00 "METHYL-10,12-EPIDIOXY-9-HYDROPEROXY-13,15-OCTADECADIENOATE" "C19H32O6" 19.00 32.00 6.00 0.00 0.00 0.00 356.00 " O-O OOH (REF:102/104)" " ／ ＼ |" "CH3-CH2-CH=CH-CH=CH-CH CH-CH-(CH2)7-COOCH3" " ＼ ／" " CH2" "102/104/" "CONJUGATED DIENE:λmax=231-236nm (099/102/104/105)" "OOH GROUP:3520 cm-1[FREE], 3700-3100cm-1[BONDED]; OLEFINIC PROTONS:3020-3000cm-1; CONJUGATE TRANS,CIS DIENES: 990-980cm-1,955-947cm-1 (099/102/104-106)" "1H-NMR(102/104/105):C9:3.92-4.21;C10:4.45-4.47;C11:2.19-2.47,2.81-2.87;C12:4.77-4.80;C13:5.57-5.62;C14:6.65-6.68;C15:5.96-6.65;C16:5.50-5.55;OOH:9.05-9.56ppm;J13-14=15Hz[C13-14:TRANS];J15-16=10Hz[C15-16:CIS]13C-NMR(102/105):C9:86.0;C10,12:83.8,83.0;C11:4" "GC-EI-MS(AFTER REDUCTION(PH3P) AND TMS)(102)): M/E=397[M-CH3];259[SMTO=CH(CH2)7COOCH3]; GC-EI-MS(AFTER REDUCTION WITH NaBH4 OR KI AND TMS)(098): M/E=259[SMTO=CH(CH2)7COOCH3]; 183[SMTO=CH-CH=CH-CH=CH-CH2CH3]; GC-EI-MS(AFTERREDUCTION,HYDROGENATION AND TMS" "099/102/104/105/106/098/110/" "ﾘﾉﾚﾝの自動酸化(102/104) ﾘﾉﾚﾝの鉄(II)ｰｱｽｺﾙﾋﾞﾝ酸存在下での酸化(099) ﾘﾉﾚﾝの光増感酸化[Type II](105/106)．生成機構(019/021)" "102/104/099/105/106/019/021/" "鉄ｲｵﾝとｱｽｺﾙﾋﾞﾝ酸の存在下でDNAと反応し，強い蛍光を生ずる(111)．" "111/" "ﾘﾉﾚﾝの自動酸化の主要二次酸化生成物(019/102)．ﾘﾉﾚﾝの12ｰPEROXY RADICALの1,3-CYCLIZATIONを介して生成する(018-021/044/102/ 104)．ﾘﾉﾚﾝの自動酸化で生ずるEPIDIOXY HYDROPEROXIDES量は，抗酸化剤添加により減少する(057/058)．" "019/102/018/019/020/021/044/104/057/058/" "FA0096" 1.00 "METHYL-13,15-EPIDIOXY-16-HYDROPEROXY-9,11-OCTADECADIENOATE" "C19H32O6" 19.00 32.00 6.00 0.00 0.00 0.00 356.00 " OOH O-O (REF:102/104)" " | ／ ＼" "CH3-CH2-CH-CH CH-CH=CH-CH=CH-(CH2)7-COOCH3" " ＼ ／" " CH2" "102/104/" "CONJUGATED CIS,TRANS DIENE:λmax=234-237nm CONJUGATED TRANS,TRANS DIENE:λmax=231-234nm (099/102/104/105/109)" "OOH GROUP:3720-3140cm-1[BONDED], 3530-3520cm-1[FREE]; OLEFINIC PROTONS:3020-3000cm-1; CONJUGATED CIS,TRANS DIENE : 989-980cm-1,955-947cm-1; CONJUGATEDTRANS,TRANS DIENE: 992-984cm-1,955cm-1 (099/102/104/105/106/109)" "1H-NMR(102/104/105/109):C9:5.46-5.78;C10:5.99-6.05;C11:6.26-6.67;C12:5.53- 5.62;C13:4.75-4.84;C14:2.23-2.47,2.79-2.88;C15:4.47-4.49;C16:3.86-4.15;OOH:8.98-9.55ppm;J9-15=10.0-11.0[CIS];J9-10=15.1-15.5[TRANS];J11-12=14.5-15.4Hz[TRANS],13C-NMR(102/105):C9-1" "GC-EI-MS(AFTER REDUCTION(PH3P) AND TMS-DERIVATIZATION)(102)):M/E=397[M-CH3]131[SMTO=CHCH2CH3]; GC-EI-MS(AFTER REDUCTION(NaBH4 OR KI) AND TMS-DERIVATIZATION)(098): M/E=311[SMTO=CH-CH=CH-CH=CH-(CH2)7COOCH3]; 131[SMTO=CHCH2CH3]GC-EI-MS(AFTER REDUCTION,HYDRO" "099/102/104/105/109/106/098/" "ﾘﾉﾚﾝの自動酸化(102/104)．ﾘﾉﾚﾝの鉄(II)ｰｱｽｺﾙﾋﾞﾝ酸存在下での酸化(099) ﾘﾉﾚﾝの光増感酸化[Type II](105/106)．生成機構(019/021)" "102/104/099/105/106/019/021/" "鉄ｲｵﾝとｱｽｺﾙﾋﾞﾝ酸の存在下でDNAと反応し，強い蛍光を生ずる(111)．" "111/" "ﾘﾉﾚﾝの自動酸化の主要二次酸化生成物(019/102)．ﾘﾉﾚﾝの13ｰPEROXY RADICALの1,3-CYCLIZATIONを介して生成する(018-021/044/102/104)．" "019/102/018/019/020/021/044/104/057/058/" "FA0097" 1.00 "METHYL-10,12-EPIDIOXY-13-HYDROPEROXY-8,15-OCTADECADIENOATE" "C19H32O6" 19.00 32.00 6.00 0.00 0.00 0.00 356.00 " OOH O-O (REF:105)" " | ／ ＼" "CH3-CH2-CH=CH-CH2-CH-CH CH-CH=CH-(CH2)6-COOCH3" " CIS ＼ ／ TRANS" " CH2" "105/" "OOH GROUP:3660-3150cm-1[BONDED], 3520cm-1[FREE]; OLEFINIC PROTONS:3020-3002cm-1; ISOLATED TRANS UNSATURATION:960cm-1(105)" "1H-NMR(105):C17[TERMINAL METHYL GROUP ATTACHED TO THE VINYL GROUP]:1.78ppm (105)" "GC-EI-MS(AFTER REDUCTION(PH3P) AND TMS-DERIVATIZATION)(105): M/E=307[M-CH3- HOTMS]; 241[M-171]; 171[SMTO=CHCH2CH=CHCH2CH3] GC-EI-MS(AFTER REDUCTION, HYDROGENATION, AND TMS-DERIVATIZATION)(105)" "105/" "ﾘﾉﾚﾝの光増感酸化[Type II](105)．ﾘﾉﾚﾝの一重項酸素酸化で生ずる10-HYDROPEROXY RADICALの1,3ｰCYCLIZATIONにより生成(019/105)．" "105/019/" "鉄ｲｵﾝとｱｽｺﾙﾋﾞﾝ酸の存在下でDNAと反応し，強い蛍光を生ずる(111)．" "111/" "FA0098" 1.00 "METHYL-13,15-EPIDIOXY-12-HYDROPEROXY-9,16-OCTADECADIENOATE" "C19H32O6" 19.00 32.00 6.00 0.00 0.00 0.00 356.00 " O-O OOH (REF:105)" " ／ ＼ |" "CH3-CH=CH-CH CH-CH-CH2-CH=CH-(CH2)7-COOCH3" " TRANS ＼ ／ CIS" " CH2" "105/" "OOH GROUP:3660-3150cm-1[BONDED], 3520cm-1[FREE]; OLEFINIC PROTONS:3020-3002cm-1; ISOLATED TRANS UNSATURATION:960cm-1(105)" "1H-NMR(105)" "GC-EI-MS(AFTER REDUCTION(PH3P) AND TMS-DERIVATIZATION)(105): M/E=307[M-CH3- HOTMS]; 299[SMTO=CHCH2CH=CH(CH2)7COOCH3];113[M-299]; GC-EI-MS(AFTER REDUCTION,HYDROGENATION AND TMS-DERIVATIZATION)(105):M/E=457 [M-CH3-HOTMS];301[SMTO=CH(CH" "105/" "ﾘﾉﾚﾝの光増感酸化[Type II](105)．ﾘﾉﾚﾝの一重項酸素酸化で生ずる15-HYDROPEROXY RADICALの1,3ｰCYCLIZATIONにより生成(019/105)．" "105/019/" "鉄ｲｵﾝとｱｽｺﾙﾋﾞﾝ酸の存在下でDNAと反応し，強い蛍光を生ずる(111)．" "111/" "FA0099" 1.00 "METHYL-9,12-DIHYDROPEROXY-10,13,15-OCTADECATRIENOATE" "C19H32O6" 19.00 32.00 6.00 0.00 0.00 0.00 356.00 " OOH OOH (REF:018/102/105)" " | |" "CH3-CH2-CH=CH-CH=CH-CH-CH=CH-CH-(CH2)7-COOCH3" " CIS TRANS CIS" "018/102/105/" "CONJUGATED DIENE:λmax=233-235NM(102/105)" "OOH GROUP:3712-3140cm-1[BONDED], 3530-3510cm-1[FREE]; OLEFINIC PROTONS:3005cm-1; CONJUGATED TRANS,CIS DIENE: 988-979cm-1,953-935cm-1; ISOLATED TRANS UNSATURATION:968-960cm-1(102/105)" "1H-NMR(102/105):C2:2.3ppm; C8,17:1.8-2.2ppm; C9,12:4.40-4.42,4.86ppm; C10,11,13,14,15,16:5.26-6.28ppm; C18:1.02ppm; OOH:8.07ppm" "GC-EI-MS(AFTER REDUCTION AND TMS-DERIVATIZATION)(105):M/E=453[M-CH3]; 437[M-OCH3]; 378[M-HOTMS]; 311[M-(CH2)7COOCH3];221[311-HOTMS]; 157[(CH2)7COOCH3]GC-EI-MS(AFTER REDUCTION,HYDROGENATION AND TMS-DERIVATIZATION)(102) M/E=443[M-OCH3]; 259[SMTO=CH(CH2)7CO" "102/105/" "ﾘﾉﾚﾝの自動酸化において，9ｰHYDROPEROXY異性体より生成(018/019/102)．ﾘﾉﾚﾝの一重項酸素酸化において，9ｰおよび12ｰHYDROPEROXY異性体より生成(019/105/106)．" "018/019/102/105/106/" "鉄ｲｵﾝとｱｽｺﾙﾋﾞﾝ酸の存在下でDNAと反応し，強い蛍光を生ずる(111)．" "111/" "FA0100" 1.00 "METHYL-9,16-DIHYDROPEROXY-10,12,14-OCTADECATRIENOATE" "C19H32O6" 19.00 32.00 6.00 0.00 0.00 0.00 356.00 " OOH OOH (REF:018/099/102/105)" " | |" "CH3-CH2-CH-CH=CH-CH=CH-CH=CH-CH-(CH2)7-COOCH3" " TRANS CIS TRANS" " OR" " TRANS" "018/099/102/105/" "CONJUGATED TRIENE:λmax=258-260, 268-269, 278-280nm(099/102/105)" "OOH GROUP:3712-3140cm-1[BONDED], 3530-3510cm-1[FREE]; OLEFINIC PROTONS:3005cm-1; CONJUGATED TRANS,CIS,TRANS TRIENE:960cm-1; CONJUGATED TRANS,TRANS, TRANS TRIENE:996-991cm-1(099/102/105)" "1H-NMR(102/105):C2:2.30-2.37ppm; C8,17:1.50-1.85ppm; C9,16:4.34-4.42ppm; C10,11,12,13,14,15:5.25-6.90ppm; C18:0.94-0.95ppm; OOH:7.70-7.94ppm" "GC-EI-MS(AFTER REDUCTION AND TMS-DERIVATIZATION)(105) GC-EI-MS(AFTER REDUCTION, HYDROGENATION AND TMS DERIVATIZATION)(099/102) GC-EIMS(AFTER REDUCTION,HYDROGENATION AND TBDMS-DERIVATIZATION)(099)CI-MS(110)""" "099/102/105/110/" "ﾘﾉﾚﾝの自動酸化において，9ｰ OR 16-HYDROPEROXY異性体より生成(018/019/099/102)ﾘﾉﾚﾝの鉄(II)−ｱｽｺﾙﾋﾞﾝ酸存在下での酸化(099) ﾘﾉﾚﾝ酸ﾓﾉﾋﾄﾞﾛﾍﾟﾙｵｷｼﾄﾞの鉄(II)−ｱｽｺﾙﾋﾞﾝ酸存在下での酸化(099/100)．ﾘﾉﾚﾝの一重項酸素酸化において，9ｰおよび16ｰHYDROPEROXY異性体より生成(019/1" "018/019/099/102/100/105/106/" "鉄ｲｵﾝとｱｽｺﾙﾋﾞﾝ酸の存在下でDNAと反応し，強い蛍光を生ずる(111)．" "111/" "FA0101" 1.00 "METHYL-13,16-DIHYDROPEROXY-9,11,14-OCTADECATRIENOATE" "C19H32O6" 19.00 32.00 6.00 0.00 0.00 0.00 356.00 " OOH OOH (REF:018/102/105)" " | |" "CH3-CH2-CH-CH=CH-CH-CH=CH-CH=CH-(CH2)7-COOCH3" " TRANS TRANS CIS" "018/102/105/" "CONJUGATED DIENE:λmax=233-235nm(102/105)" "OOH GROUP:3712-3140cm-1[BONDED], 3530-3510cm-1[FREE]; OLEFINIC PROTONS:3005cm-1; CONJUGATED CIS,TRANS DIENE: 988-979cm-1,953-935cm-1; ISOLATED TRANS UNSATURATION: 968-960cm-1(102/105)" "1H-NMR(102/105):C2:2.3ppm; C8,17:1.8-2.2ppm; C9,10,11,12,14,15:5.26-6.28ppm C13,16:4.40-4.42ppm; C18:1.02ppm; OOH:8.07ppm" "GC-EI-MS(AFTER REDUCTION AND TMS-DERIVATIZATION)(105):M/E=453[M-CH3]; 439[M -CH2CH3]; 437[M-OCH3]; 378[M-HOTMS]; 143[(CH2)6C00CH3] GC-EI-MS(AFTER REDUCTION, HYDROGENATION AND TMS-DERIVATIZATION)(102) M/E=443[M-OCH3];315[SMTO=CH(CH2)11COOCH3]; 131[SMTO" "102/105/" "ﾘﾉﾚﾝの自動酸化において，16-HYDROPEROXY異性体より生成(018/019/102) ﾘﾉﾚﾝの一重項酸素酸化において，13ｰおよび16ｰHYDROPEROXY異性体より生成(019/105/106)" "018/019/102/105/106/" "鉄ｲｵﾝとｱｽｺﾙﾋﾞﾝ酸の存在下でDNAと反応し，強い蛍光を生ずる(111)．" "111/" "FA0102" 1.00 "METHYL-10,12-DIHYDROPEROXY-8,13,15-OCTADECATRIENOATE" "C19H32O6" 19.00 32.00 6.00 0.00 0.00 0.00 356.00 " OOH OOH (REF:105)" " | |" "CH3-CH2-CH=CH-CH=CH-CH-CH2-CH-CH=CH-(CH2)6-COOCH3" " CIS TRANS TRANS" "105/" "CONJUGATED DIENE:λmax=231-233nm(105)" "OOH GROUP:3700-3140cm-1[BONDED], 3520-3510cm-1[FREE]; CONJUGATED TRANS,CIS DIENE:985-979cm-1,953-935cm-1; ISOLATED TRANS UNSATURATION:968-960cm-1(105)" "1H-NMR(105):C2,7,11,17:1.8-2.5ppm; C8,9,13,15,16:5.3-6.1ppm; C10,12:4.49-4.51ppm; C14:6.60-6.63ppm; C18:1.01-1.10ppm; OOH:8.02-8.05ppm" "GC-EI-MS(AFTER REDUCTION AND TMS-DERIVATIZATION)(105): M/E=468[M]; 453[M-OCH3]; 437[M-OC H3]; 378[M-HOTMS]; 271[SMTO=CHCH=CH(CH2)6COOCH3]; 183[SMTO=CHCH=CHCH=CHCH2 CH3]; CI-MS(110) M/E=339[M+H-H20]; 323[M-OOH]; 305[323-H20];199[CHOCH=CH(CH2)6COOCH3+H]; 18" "105/110/" "ﾘﾉﾚﾝの一重項酸素酸化において，10ｰおよび12ｰHYDROPEROXY異性体より生成(019/105/106)" "019/105/106/" "鉄ｲｵﾝとｱｽｺﾙﾋﾞﾝ酸の存在下でDNAと反応し，強い蛍光を生ずる(111)．" "111/" "FA0103" 1.00 "METHYL-13,15-DIHYDROPEROXY-9,11,16-OCTADECATRIENOATE" "C19H32O6" 19.00 32.00 6.00 0.00 0.00 0.00 356.00 " OOH OOH (REF:105)" " | |" "CH3-CH=CH-CH-CH2-CH-CH=CH-CH=CH-(CH2)7-COOCH3" " TRANS TRANS CIS" "105/" "CONJUGATED DIENE:λmax=234-235nm(105)" "OOH GROUP:3700-3140cm-1[BONDED], 3520-3510cm-1[FREE]; CONJUGATED CIS,TRANS DIENE:985-979cm-1,953-935cm-1; ISOLATED TRANS UNSATURATION:968-960cm-1(105)" "1H-NMR(105):C2:2.31-2.32ppm; C8,14:1.8-2.2ppm; C9,10,12,16,17:5.25-6.20ppm; C11:6.63ppm; C13,15:4.48-4.50ppm; C18:1.8ppm; OOH:7.94-8.08ppm(105)" "GC-EI-MS(AFTER REDUCTION AND TMS-DERIVATIZATION)(105): M/E=468[M]; 453[M-OCH3]; 437[M-OCH3]; 378[M-HOTMS]; 311[SMTO=CHCH=CHCH=CH(CH2)7COOCH3]; 143[SMTO=CHCH=CHCH3]" "105/" "ﾘﾉﾚﾝの一重項酸素酸化において，13ｰおよび15ｰHYDROPEROXY異性体より生成(019/105/106)" "019/105/106/" "鉄ｲｵﾝとｱｽｺﾙﾋﾞﾝ酸の存在下でDNAと反応し，強い蛍光を生ずる(111)．" "111/" "FA0104" 1.00 "METHYL-10,16-DIHYDROPEROXY-8,12,14-OCTADECATRIENOATE" "C19H32O6" 19.00 32.00 6.00 0.00 0.00 0.00 356.00 " OOH OOH (REF:105)" " | |" "CH3-CH2-CH-CH=CH-CH=CH-CH2-CH-CH=CH-(CH2)6-COOCH3" " TRANS CIS TRANS" "105/" "CONJUGATED DIENE:λmax=232nm(105)" "OOH GROUP:3700-3140cm-1[BONDED], 3520-3510cm-1[FREE]; CONJUGATED CIS,TRANS DIENE:985-979cm-1,953-935cm-1; ISOLATED TRANS UNSATURATION:968-960cm-1(105)" "1H-NMR(105):C2:2.31ppm; C7,11,17:2.08ppm; C8,9,12,13,15:5.25-6.25ppm; C10,16:4.34ppm; C14:6.55ppm; C18:0.93ppm; OOH:8.04ppm(105)" "GC-EI-MS(AFTER REDUCTION AND TMS-DERIVATIZATION)(105):M/E=468[M]; 439[M-CH2CH3]; 437[M-OCH3]; 378[M-HOTMS]; 349[439-HOTMS]; 271[SMTO=CHCH=CH(CH2)6COOCH3]; 197[M-271]; CI-MS(110): M/E=339[M+H-H20]; 323[M-OOH]; 305[323-H2O];199[CHOCH=CH(CH2)6COOCH3+H]; 125" "105/110/" "ﾘﾉﾚﾝの一重項酸素酸化において，10ｰおよび16ｰHYDROPEROXY異性体より生成(019/105/106)" "019/105/106/" "鉄ｲｵﾝとｱｽｺﾙﾋﾞﾝ酸の存在下でDNAと反応し，強い蛍光を生ずる(111)．" "111/" "FA0105" 1.00 "METHYL-9,15-DIHYDROPEROXY-10,12,16-OCTADECATRIENOATE" "C19H32O6" 19.00 32.00 6.00 0.00 0.00 0.00 356.00 " OOH OOH (REF:105)" " | |" "CH3-CH=CH-CH-CH2-CH=CH-CH=CH-CH-(CH2)7-COOCH3" " TRANS CIS TRANS" "105/" "CONJUGATED DIENE:λmax=237nm(105)" "OOH GROUP:3700-3140cm-1[BONDED], 3520-3510cm-1[FREE]; CONJUGATED TRANS,CIS DIENE:985-979cm-1,953-935cm-1; ISOLATED TRANS UNSATURATION:968-960cm-1(105)" "1H-NMR(105):C2:2.31ppm; C8,14:1.75-1.85ppm; C9,15:4.40ppm; C10,11,12,13,16,17:5.25-6.90ppm; C18:1.8ppm; OOH:7.83-7.88ppm(105)" "GC-EI-MS(AFTER REDUCTION AND TMS-DERIVATIZATION)(105):M/E=157[(CH2)7COOCH3] 143[SMTO=CHCH=CHCH3]" "105/" "ﾘﾉﾚﾝの一重項酸素酸化において，9ｰおよび15ｰHYDROPEROXY異性体より生成(019/105/106)" "019/105/106/" "鉄ｲｵﾝとｱｽｺﾙﾋﾞﾝ酸の存在下でDNAと反応し，強い蛍光を生ずる(111)．" "111/" "FA0106" 1.00 "METHYL-10,12,13,15-BISEPIDIOXY-9-HYDROPEROXY-16-OCTADECENOATE" "C19H32O8" 19.00 32.00 8.00 0.00 0.00 0.00 388.00 " O-O CH2 OOH (REF:105)" " ／ ＼ ／ ＼ |" "CH3-CH=CH-CH CH-CH CH-CH-(CH2)7-COOCH3" " TRANS ＼ ／ ＼ ／" " CH2 O-O" "105/" "OOH GROUP: 3700-3150cm-1[BONDED], 3530cm-1[FREE] ISOLATED TRANS UNSATURATION:960cm-1(105)" "1H-NMR(105):C2:2.3ppm; C9:3.88ppm[C9-10 ERYTHRO],4.17ppm[C9-10 THREO]; C10,12,13,15:4.47ppm; C11,14:2.1-2.8ppm; C16:5.88ppm; C17:5.35ppm; C18:1.73ppm;OOH:8.73ppm[C9-10 ERYTHRO],9.20ppm[C9-10 THREO] (105)" "GC-EI-MS(AFTER REDUCTION(PH3P) AND TMS-DERIVATIZATION)(105):M/E=259[SMTO=CH(CH2)7COOCH3]; 185[M-259]; GC-EI-MS(AFTER REDUCTION,HYDROGENATION, AND TMS-DERIVATIZATION)(105):M/E=261[SMTO=CHCH2CH(OTMS)(CH2)2CH3];259[SMTO=CH(CH2)7COOCH3]; 145[SMTO=CH(CH2)2CH3" "105/110/" "ﾘﾉﾚﾝの一重項酸素酸化で生ずる15ｰPEROXY RADICALの連続的1,3ｰCYCLIZATIONにより生成(019/021/105)" "019/021/105/" "鉄ｲｵﾝとｱｽｺﾙﾋﾞﾝ酸の存在下でDNAと反応し，強い蛍光を生ずる(111)．" "111/" "FA0107" 1.00 "METHYL-10,12,13,15-BISEPIDIOXY-16-HYDROPEROXY-8-OCTADECENOATE" "C19H32O8" 19.00 32.00 8.00 0.00 0.00 0.00 388.00 " OOH CH2 O-O (REF:105)" " | ／ ＼ ／ ＼" "CH3-CH2-CH-CH CH-CH CH-CH=CH-(CH2)6-COOCH3" " ＼ ／ ＼ ／ TRANS" " O-O CH2" "105/" "OOH GROUP:3700-3150cm-1[BONDED], 3530cm-1[FREE];ISOLATED TRANS UNSATURATION:960cm-1(105)" "1H-NMR(105):C2:2.3ppm; C8:5.35ppm; C9:5.88ppm; C10,12,13,15:4.47ppm; C11,14:2.1-2.8ppm; C16:3.88ppm[C15-16 ERYTHRO],4.17ppm[C15-16 THREO]; C18:1.05ppm; OOH:8.73ppm[C15-16 ERYTHRO],9.20ppm[C15-16 THREO] (105)""" "GC-EI-MS(AFTER REDUCTION(PH3P) AND TMS-DERIVATIZATION)(105):M/E=313[M-131];131[SMTO=CHCH2CH3]; GC-EI-MS(AFTER REDUCTION,HYDROGENATION, AND TMS-DERIVATIZATION)(105):M/E=349[SMTO=CHCH2CH(OTMS)CH(OTMS)CH2CH3]; 273[SMTO=CH(CH2)8COOCH3]; 145[SMTO=CH(CH2)2CH3]" "105/110/" "ﾘﾉﾚﾝの一重項酸素酸化で生ずる10ｰPEROXY RADICALの連続的1,3ｰCYCLIZATIONにより生成(019/021/105)" "019/021/105/" "鉄ｲｵﾝとｱｽｺﾙﾋﾞﾝ酸の存在下でDNAと反応し，強い蛍光を生ずる(111)．" "111/" "FA0108" 1.00 "METHYL-11-(3,5-EPIDIOXY-2-ETHYLCYCLOPENTYL)-9-HYDROPEROXY-10-UNDECENOATE" "C19H32O6" 19.00 32.00 6.00 0.00 0.00 0.00 356.00 " O (REF:105/107/108)" "｜＼ ／＼" "｜／ｻ" "｜＼ｺ" "｜／ ＼ｴ＼／＼／＼／＼／＼" " O ｜ COOCH3" " OOH" "105/107/108/" "OOH GROUP:3620-3010cm-1[BONDED], 3520cm-1[FREE];ISOLATED TRANS UNSATURATION:960cm-1(105)" "1H-NMR(107/108):C9:4.26-4.35;C10:5.47-5.52; C11:5.44-6.03; C12:2.66-2.92; C13:4.42-4.53; C15:4.53-4.66; C16:1.90-2.16; OOH:7.89-7.94; 13C-NMR(107/108):C9:86.3-86.6; C10:129.8-132.4; C11:132.4-135.0;C12:45.9-50.8;C13:79.8-80.5C14:39.3-44.1; C15:81.7-83.0;" "EI-MS(AFTER REDUCTION AND TMS)(108):M/E=543[M-CH3];468[M-HOTMS];401[M-(CH2)7COOCH3];378[M-2xHOTMS];352[468-SMTO=CHCH2];323[352-CH2CH3];285[CH=CHCH(OTMS)(CH2)7COOCH3];259[SMTO=CH(CH2)7COOCH3];217[SMTO-CH=CH-CH=OTMS]GC-EI-MS(AFTER REDUCTION,HYDROGENATION A" "105/107/108/" "ﾘﾉﾚﾝの光増感酸化(TypeII)．(019/021/105) ﾘﾉﾚﾝの13ｰPEROXY RADICALの1,3ｰCYCLIZATIONにより生成(019/021/105/107/108)" "019/021/105/107/108/" "鉄ｲｵﾝとｱｽｺﾙﾋﾞﾝ酸の存在下でDNAと反応し，強い蛍光を生ずる(111)．" "111/" "FA0109" 1.00 "METHYL-8-[3,5-EPIDIOXY-2-(3-HYDROPEROXY-1-PENTENYL)CYCLOPENTYL]OCTANOATE" "C19H32O6" 19.00 32.00 6.00 0.00 0.00 0.00 356.00 " OOH (REF:105)" " O ｜" "｜＼ ／ｹ／＼／" "｜／ｻ" "｜＼ｺ COOCH3" "｜／ ＼／＼／＼／＼／" " O ｜" "105/107/108/" "OOH GROUP:3620-3010cm-1[BONDED], 3520cm-1[FREE];ISOLATED TRANS UNSATURATION:960cm-1(105)" "GC-EI-MS(AFTER REDUCTION AND HYDROGENATION AND TMS-DERIVATIZATION)(105):M/E=545[M-CH3]; 455[545-HOTMS]; 401[M-(CH2)2CH(OTMS)CH2CH3];131[SMTO=CHCH2CH3]" "105/" "ﾘﾉﾚﾝの光増感酸化(TypeII)．(019/021/105) ﾘﾉﾚﾝの12ｰPEROXY RADICALの1,3ｰCYCLIZATIONにより生成(019/021/105)" "019/021/105/" "鉄ｲｵﾝとｱｽｺﾙﾋﾞﾝ酸の存在下でDNAと反応し，強い蛍光を生ずる(111)．" "111/" "FA0110" 1.00 "METHYL-9,10-EPOXY-12,15-OCTADECADIENOATE" "C19H32O3" 19.00 32.00 3.00 0.00 0.00 0.00 308.00 " O (REF:102/105)" " ／ ＼" "CH3-CH2-CH=CH-CH2-CH=CH-CH2-CH - CH-(CH2)7-COOCH3" "102/105/" "CIS UNSATURATION:3002cm-1(102)" "1H-NMR(102): CIS UNSATURATIONS:5.43ppm[4H]; CIS EPOXIDE RING:2.79 AND 2.98ppm[2H]" "GC-EI-MS(105):M/E=308[M]; 277[M-OCH3]; 199[CH-(O)-CH(CH2)7COOCH3]; 171[199-28]; 151[M-(CH2)7COOCH3]; 123[151-28]; GC-EI-MS(AFTER HYDROGENATION)(105):M/E=281[M-OCH3];199[CH-(O)-CH(CH2)7COOCH3];171[199-28];155[M-(CH2)7COOCH3]127[155-28]" "102/105/" "ﾘﾉﾚﾝの自動酸化(102) ﾘﾉﾚﾝの光増感酸化(105)" "102/105/" "FA0111" 1.00 "METHYL-12,13-EPOXY-9,15-OCTADECADIENOATE" "C19H32O3" 19.00 32.00 3.00 0.00 0.00 0.00 308.00 " O (REF:102/105)" " ／ ＼" "CH3-CH2-CH=CH-CH2-CH - CH-CH2-CH=CH-(CH2)7-COOCH3" "102/105/" "CIS UNSATURATION:3002cm-1(102)" "1H-NMR(102): CIS UNSATURATIONS:5.43ppm[4H]; CIS EPOXIDE RING:2.79 AND 2.98ppm[2H]" "GC-EI-MS(105):M/E=308[M]; 277[M-OCH3];211[CH-(O)-CHCH2CH=CH(CH2)7COOCH3-28] 83[M-CH2CH=CH(CH2)7COOCH3-28] GC-EI-MS(AFTER HYDROGENATION)(105): M/E=281[M-OCH3]; 241[CH-(O)-CH(CH2)10CO OCH3]; 213[214-28]; 113[M-(CH2)10COOCH3]; 85[113-28]" "102/105/" "ﾘﾉﾚﾝの自動酸化(102) ﾘﾉﾚﾝの光増感酸化(105)" "102/105/" "FA0112" 1.00 "METHYL-15,16-EPOXY-9,12-OCTADECADIENOATE" "C19H32O3" 19.00 32.00 3.00 0.00 0.00 0.00 308.00 " O (REF:102/105)" " ／ ＼" "CH3-CH2-CH - CH-CH2-CH=CH-CH2-CH=CH-(CH2)7-COOCH3" "102/105/" "CIS UNSATURATION:3002cm-1(102)" "1H-NMR(102): CIS UNSATURATIONS:5.43ppm[4H]; CIS EPOXIDE RING:2.79 AND 2.98ppm[2H]" "GC-EI-MS(105):M/E=308[M]; 279[CH-(O)-CHCH2CH=CHCH2CH=CH(CH2)7COOCH3]; 277[M -OCH3]; 251[279-28]; 71[CH3CH2CH-(O)-CH]; 43[71-28]; GC-EI-MS(AFTER HYDROGENATION)(105): M/E=281[M-OCH3]; 255[CH-(O)-CH(CH2)13COOCH3-28]; 71[CH3CH2CH-(O)-CH]; 43[71-28]" "102/105/" "ﾘﾉﾚﾝの自動酸化(102) ﾘﾉﾚﾝの光増感酸化(105)" "102/105/" "FA0113" 1.00 "METHYL-10,13-EPDIOXY-9-HYDROPEROXY-11,15-OCTADECADIENOATE" "C19H32O6" 19.00 32.00 6.00 0.00 0.00 0.00 356.00 " CH=CH OOH (REF:106)" " ／ ＼ |" "CH3-CH2-CH=CH-CH2-CH CH-CH-(CH2)7-COOCH3" " ＼ ／" " O―O" "106/" "OOH GROUP: 3635-3300cm-1[BONDED]; OLEFINIC PROTONS: 3005cm-1;ISOLATED TRANS UNSATURATION: 965cm-1(106)" "1H-NMR(106): C8:1.6ppm; C9:4.22ppm; C10:4.65ppm; C11,12:5.98ppm; C13:4.48ppm; C14:2.0ppm; C15,16:5.45ppm; C17:2.05ppm; OOH:8.65ppm""" "GC-EI-MS(AFTER REDUCTION(PH3P) AND TMS-DERIVATIZATION)(106): M/E=412[M]; 322[M-HOTMS]; 259[SMTO=CH(CH2)7COOCH3]; 153[M-259]; 69[CH2CH=CHCH2CH3]; 55[CH=CHCH2CH3]; GC-EI-MS(AFTER RDUCTION,HYDROGENATION, AND TMS-DERIVATIZATION)(106): M/E=457[M-CH3-HOTMS]; 2" "106/" "ﾘﾉﾚﾝの9-HYDROPEROXIDE異性体への一重項酸素の1,4-付加で生成(019,106)" "019/106/" "FA0114" 1.00 "METHYL-12,15-EPDIOXY-16-HYDROPEROXY-9,13-OCTADECADIENOATE" "C19H32O6" 19.00 32.00 6.00 0.00 0.00 0.00 356.00 " OOH CH=CH (REF:106)" " | ／ ＼" "CH3-CH2-CH--CH CH-CH2-CH=CH-(CH2)7-COOCH3" " ＼ ／" " O―O" "106/" "OOH GROUP: 3635-3300cm-1[BONDED]; OLEFINIC PROTONS: 3005cm-1;ISOLATED TRANS UNSATURATION: 965cm-1(106)" "1H-NMR(106): C8:2.05ppm; C9,10:5.45ppm; C11:2.0ppm; C12:4.48ppm;C13,14:5.98ppm; C15:4.65ppm; C16:4.22ppm; C17:1.6ppm; OOH:8.65ppm""" "GC-EI-MS(AFTER REDUCTION(PH3P) AND TMS-DERIVATIZATION)(106): M/E=412[M]; 322[M-HOTMS]; 281[M-131]; 197[CH2CH=CH(CH2)7COOCH3]; 183[CH=CH(CH2)7COOCH3]; 131[SMTO=CHCH2CH3]; GC-EI-MS(AFTER REDUCTION,HYDROGENATION, AND TMS-DERIVATIZATION)(106): M/E=457[M-CH3-" "106/" "ﾘﾉﾚﾝの16-HYDROPEROXIDE異性体への一重項酸素の1,4-付加で生成(019,106)" "019/106/" "FA0115" 1.00 "METHYL-10,12,13,16-BISEPIDIOXY-9-HYDROPEROXY-14-OCTADECENOATE" "C19H32O8" 19.00 32.00 8.00 0.00 0.00 0.00 388.00 " O―O O-O OOH (REF:106)" " ／ ＼ ／ ＼ |" "CH3-CH2-CH CH-CH CH-CH-(CH2)7-COOCH3" " ＼ ／ ＼ ／" " CH=CH CH2" "106/" "1H-NMR(106): C8:1.6ppm; C9:4.08ppm; C10,12,13,16:4.45ppm; C11:2.1-2.7ppm; C14,15:5.68ppm; OOH:8.45ppm" "GC-EI-MS(AFTER REDUCTION(PH3P) AND TMS-DERIVATIZATION)(106): M/E=259[SMTO=CH(CH2)7COOCH3]; 185[M-259]; GC-EI-MS(AFTER REDUCTUIN,HYDROGENATION, AND TMS-DERIVATIZATION)(106):M/E=389[M-259-HOTMS]; 387[M-261-HOTMS];297[387-HOTMS]261[SMTO=CH(CH2)2CH(OTMS)CH2C" "106/" "ﾘﾉﾚﾝの12-PEROXY RADICALの1,3-CYCLIZATIONで生ずる10,12-EPIDIOXY-9-HYDROPEROXIDESへの一重項酸素の1,4-付加で生成(019,106)" "019/106/" "FA0116" 1.00 "METHYL-9,12,13,15-BISEPIDIOXY-16-HYDROPEROXY-10-OCTADECENOATE" "C19H32O8" 19.00 32.00 8.00 0.00 0.00 0.00 388.00 " OOH O-O O―O (REF:106)" " | ／ ＼ ／ ＼" "CH3-CH2-CH-CH CH-CH CH-(CH2)7-COOCH3" " ＼ ／ ＼ ／" " CH2 CH=CH" "106/" "1H-NMR(106): C9,12,13,15:4.45ppm; C10,11:5.68ppm; C14:2.1-2.7ppm; C16:4.08 ppm; C17:1.6ppm; OOH:8.45ppm" "GC-EI-MS(AFTER REDUCTION(PH3P) AND TMS-DERIVATIZATION)(106): M/E=313[M-131]; 131[SMTO=CHCH2CH3]; GC-EI-MS(AFTER REDUCTUIN,HYDROGENATION, AND TMS-DERIVATIZATION)(106):M/E=389[SMTO=CH(CH2)2CH(OTMS)(CH2)7COOCH3]; 299[389-HOTMS];259[SMTO=CH(CH2)7COOCH3]; 209" "106/" "ﾘﾉﾚﾝの13-PEROXY RADICALの1,3-CYCLIZATIONで生ずる13,15-EPIDIOXY-16-HYDROPER- OXIDESへの一重項酸素の1,4-付加で生成(019,106)" "019/106/" "FA0117" 1.00 "METHYL-8-[2-(2-FORMYLVINYL)-3-HYDROXY-5-OXOCYCLOPENTYL]OCTANOATE" "C17H26O5" 17.00 26.00 5.00 0.00 0.00 0.00 310.00 "HO (REF:103)" " ＼ CHO" " ／ｹ／＼／" "／ ｜" "＼ ｜ COOCH3" " ＼／＼／＼／＼／＼／" " ‖" " O" "103/" "KETO CARBONYL: 1740cm-1[ESTER CARBONYLとﾋﾟｰｸが重なる] CONJUGATED ALDEHYDE: 1688cm-1(103)" "GC-EI-MS(AFTER REDUCTION(NaBH4) AND TMS-DERIVATIZATION)(103): M/E=530[M]; 515[M-CH3]; 440[M-HOTMS]; 425[440-CH3]; 399[515-SMTO=CHCH2]; 324[440-SMTO= CHCH2]; 311[M-SMTOC3H5OTMS]; 243[SMTOC5H5OTMS]; 217[EMTOC3H3OTMS]; 191[SMT OCHOTMS]; 167[C6H6OTMS] G" "103/" "ﾘﾉﾚﾝの自動酸化において12-HYDROPEROXY異性体よりPGG様ｴﾝﾄﾞﾍﾟﾙｵｷｼﾄﾞを経て生成 (103)" "103/" "FA0118" 1.00 "(METHYL)-5-HYDROPEROXY-6,8,11,14-EICOSATETRAENOIC ACID(EICOSATETRAENOATE)" "C20H32O4" 20.00 32.00 4.00 0.00 0.00 0.00 336.00 " OOH (REF:019/101/114)" " |" "CH3-(CH2)4-CH=CH-CH2-CH=CH-CH2-CH=CH-CH=CH-CH-(CH2)3-COOH" " CIS CIS CIS TRANS" " OR" " TRANS" "019/101/114/" "UV(115) CONJUGATED DIENE:λmax=235nm, UV(ME-ESTER)(114) CONJUGATED DIENE: λmax=232.5nm, UV(ME-ESTER;AFTER REDUCTION)(121/134) CONJUGATED TRANS,CIS DIENE:λmax=235-236nm, CONJUGATED TRANS,TRANS DIENE:λmax=232.5nm" "IR(ME-ESTER;AFTER REDUCTION)(121) CONJUGATED TRANS,CIS DIENE:985,950cm-1 CONJUGATED TRANS,TRANS DIENE:989cm-1" "GC-EI-MS(ME-ESTER;AFTER REDUCTION AND TMS)(101/114/134/136-138/140) GC-EI-MS(ME-ESTER;AFTER REDUCTION AND TBDMS)(114) GC-EI-MS(ME-ESTER;AFTER REDUCTION,HYDROGENATION AND TMS)(101/114/115/121/ 134/136/141) GC-EI-MS(ME-ESTER;AFTER REDUCTI" "114/115/121/134/101/136/137/138/140/141/" "ｱﾗｷﾄﾞﾝの自動酸化(101,113,121) ｱﾗｷﾄﾞﾝの一重項酸素酸化(114/115) ｱﾗｷﾄﾞﾝ酸から生物ﾘﾎﾟｷｼｹﾞﾅｰｾﾞの作用によっても生成（5-HPETE）(046/116-119）" "101/113/121/114/115/046/116/117/118/119/" "5-LIPOXYGENASEの作用で生体中に生成した5-HPETEは、さらに酵素的な変換を受け、LEUKOTRIENE,HETEなどの生理活性物質となる(116-120)" "116/117/118/119/120/" "ﾋﾄﾞﾛﾍﾟﾙｵｷｼﾄﾞの異性体比：自動酸化、一重項酸素酸化とともに、5-及び15-HYDROPEROXIDES(OUTER HYDROPEROXIDES)は、他の異性体(INNER HYDROPEROXIDES)よりその量 比は大(101/113/122)。しかし、ﾄｺﾌｪﾛｰﾙなどの水素供与体添加により各異性体比はしぼ等しくなる(055/101/122)" "101/113/122/055/" "FA0119" 1.00 "(METHYL)-8-HYDROPEROXY-5,9,11,14-EICOSATETRAENOIC ACID(EICOSATETRAENOATE)" "C20H32O4" 20.00 32.00 4.00 0.00 0.00 0.00 336.00 " OOH (REF:019/101/114)" " |" "CH3-(CH2)4-CH=CH-CH2-CH=CH-CH=CH-CH-CH2-CH=CH-(CH2)3-COOH" " CIS CIS TRANS CIS" " OR" " TRANS" "019/101/114/" "UV(115) CONJUGATED DIENE:λmax=235nm, UV(ME-ESTER)(114) CONJUGATED DIENE: λmax=232.5nm, UV(ME-ESTER;AFTER REDUCTION)(121) CONJUGATED TRANS,CIS DIENE:λmax=236nm, CONJUGATED TRANS,TRANS DIENE:λmax=232.5nm" "IR(ME-ESTER;AFTER REDUCTION)(121) CONJUGATED TRANS,CIS DIENE:985,950cm-1 CONJUGATED TRANS,TRANS DIENE:989cm-1; IR(ME-ESTER)(114):OOH GROUP:3400cm-1" "1H-NMR(ME-ESTER)(114): OOH:8.3PPM" "GC-EI-MS(ME-ESTER;AFTER REDUCTION AND TMS)(101/114/136): M/E=406[M];316[M-HOTMS];265[SMTO=CHCH=CHCH=CHCH2CH=CH(CH2)4CH3];GC-EI-MS(ME-ESTER;AFTER REDUCTION AND TBDMS)(114):M/E=448[M],391[M-(CH3)3C];GC-EI-MS(ME-ESTER;AFTER REDUCTION,HYDROGENATION AND TMS)(" "ROGENATION AND TBDMS)(114)" "114/115/121/101/136/" "ｱﾗｷﾄﾞﾝの自動酸化(101,113,121) ｱﾗｷﾄﾞﾝの一重項酸素酸化(114/115) ｱﾗｷﾄﾞﾝ酸から生物ﾘﾎﾟｷｼｹﾞﾅｰｾﾞの作用によっても生成（8-HPETE）(116-118）" "101/113/121/114/115/046/116/118/" "8-LIPOXYGENASEの作用で生体中に生成した8-HPETEは、ﾍﾟﾙｵｷｼﾀﾞｰｾﾞの作用で、HETE となる。HPETEやHETEは様々な生理活性を有する(116)" "116/" "ﾋﾄﾞﾛﾍﾟﾙｵｷｼﾄﾞの異性体比：自動酸化、一重項酸素酸化とともに、5-及び15-HYDROPEROXIDES(OUTER HYDROPEROXIDES)は、他の異性体(INNER HYDROPEROXIDES)よりその量 比は大(101/113/122)。しかし、ﾄｺﾌｪﾛｰﾙなどの水素供与体添加により各異性体比はほぼ等しくなる(055/101/122)" "101/113/122/055/" "FA0120" 1.00 "(METHYL)-9-HYDROPEROXY-5,7,11,14-EICOSATETRAENOIC ACID(EICOSATETRAENOATE)" "C20H32O4" 20.00 32.00 4.00 0.00 0.00 0.00 336.00 " OOH (REF:019/101/114)" " |" "CH3-(CH2)4-CH=CH-CH2-CH=CH-CH2-CH-CH=CH-CH=CH-(CH2)3-COOH" " CIS CIS TRANS CIS" " OR" " TRANS" "019/101/114/" "UV(115) CONJUGATED DIENE:λmax=235nm, UV(ME-ESTER)(114) CONJUGATED DIENE: λmax=232.5nm, UV(ME-ESTER;AFTER REDUCTION)(121) CONJUGATED CIS,TRANS DIENE:λmax=236nm, CONJUGATED TRANS,TRANS DIENE:λmax=232.5nm" "IR(ME-ESTER;AFTER REDUCTION)(121) CONJUGATED CIS,TRANS DIENE:985,950cm-1 CONJUGATED TRANS,TRANS DIENE:989cm-1" "GC-EI-MS(ME-ESTER;AFTER REDUCTION AND TMS)(101/114/136): M/E=406[M];316[M-HOTMS];255[SMTO=CHCH=CHCH=CH(CH2)3COOCH3];GC-EI-MS(ME-ESTER;AFTER REDUCTION AND TBDMS)(114):M/E=448[M],391[M-(CH3)3C];GC-EI-MS(ME-ESTER;AFTER REDUCTIONHYDROGENATION AND TMS)(101/11" "TION AND TBDMS)(114)" "114/115/121/101/136/" "ｱﾗｷﾄﾞﾝの自動酸化(101,113,121) ｱﾗｷﾄﾞﾝの一重項酸素酸化(114/115) ｱﾗｷﾄﾞﾝ酸から生物ﾘﾎﾟｷｼｹﾞﾅｰｾﾞの作用によっても生成（9-HPETE）(116/118）" "101/113/121/114/115/046/116/118/" "9-LIPOXYGENASEの作用で生体中に生成した9-HPETEは、ﾍﾟﾙｵｷｼﾀﾞｰｾﾞの作用で9-HETE となる。HPETEやHETEは様々な生理活性を有する(116)" "116/" "ﾋﾄﾞﾛﾍﾟﾙｵｷｼﾄﾞの異性体比：自動酸化、一重項酸素酸化とともに、5-及び15-HYDROPEROXIDES(OUTER HYDROPEROXIDES)は、他の異性体(INNER HYDROPEROXIDES)よりその量 比は大(101/113/122)。しかし、ﾄｺﾌｪﾛｰﾙなどの水素供与体添加により各異性体比はほぼ等しくなる(055/101/122)" "101/113/122/055/" "FA0121" 1.00 "(METHYL)-11-HYDROPEROXY-5,8,12,14-EICOSATETRAENOIC ACID(EICOSATETRAENOATE)" "C20H32O4" 20.00 32.00 4.00 0.00 0.00 0.00 336.00 " OOH (REF:019/101/114)" " |" "CH3-(CH2)4-CH=CH-CH=CH-CH-CH2-CH=CH-CH2-CH=CH-(CH2)3-COOH" " CIS TRANS CIS CIS" " OR" " TRANS" "019/101/114/" "UV(115) CONJUGATED DIENE:λmax=235nm, UV(ME-ESTER)(114) CONJUGATED DIENE: λmax=232.5nm, UV(ME-ESTER;AFTER REDUCTION)(121) CONJUGATED TRANS,CIS DIENE:λmax=236nm, CONJUGATED TRANS,TRANS DIENE:λmax=232.5nm" "IR(115): CONJUGATED TRANS,CIS DIENE:985,950cm-1 OOH GROUP:3400cm-1 IR(ME-ESTER;AFTER REDUCTION)(121) CONJUGATED TRANS,CIS DIENE: 985,950cm-1, CONJUGATED TRANS,TRANS DIENE:989cm-1" "GC-EI-MS(ME-ESTER;AFTER REDUCTION AND TMS)(101/114/136) GC-EI-MS(ME-ESTER;AFTER REDUCTION ANDTBDMS)(114) GC-EI-MS(ME-ESTER;AFTER REDUCTION,HYDROGENATION AND TMS)(101/114/115/121/14 1) GC-EI-MS(ME-ESTER;AFTER REDUCTION,HYDROGENATION AND TBDMS)(" "114/115/121/101/136/141/" "ｱﾗｷﾄﾞﾝの自動酸化(101,113,121) ｱﾗｷﾄﾞﾝの一重項酸素酸化(114/115) ｱﾗｷﾄﾞﾝ酸から生物ﾘﾎﾟｷｼｹﾞﾅｰｾﾞの作用によっても生成（11-HPETE）(116/118）" "101/113/121/114/115/046/116/118/" "11-LIPOXYGENASEの作用で生体中に生成した11-HPETEは、ﾍﾟﾙｵｷｼﾀﾞｰｾﾞの作用でHETE となる。HPETEやHETEは様々な生理活性を有する(116)" "116/" "ﾋﾄﾞﾛﾍﾟﾙｵｷｼﾄﾞの異性体比：自動酸化、一重項酸素酸化とともに、5-及び15-HYDROPEROXIDES(OUTER HYDROPEROXIDES)は、他の異性体(INNER HYDROPEROXIDES)よりその量 比は大(101/113/122)。しかし、ﾄｺﾌｪﾛｰﾙなどの水素供与体添加により各異性体比はほぼ等しくなる(055/101/122)" "101/113/122/055/" "FA0122" 1.00 "(METHYL)-12-HYDROPEROXY-5,8,10,14-EICOSATETRAENOIC ACID(EICOSATETRAENOATE)" "C20H32O4" 20.00 32.00 4.00 0.00 0.00 0.00 336.00 " OOH (REF:019/101/114)" " |" "CH3-(CH2)4-CH=CH-CH2-CH-CH=CH-CH=CH-CH2-CH=CH-(CH2)3-COOH" " CIS TRANS CIS CIS" " OR" " TRANS" "019/101/114/" "UV(115) CONJUGATED DIENE:λmax=235nm, UV(ME-ESTER)(114) CONJUGATED DIENE: λmax=232.5nm, UV(ME-ESTER;AFTER REDUCTION)(121) CONJUGATED CIS,TRANS DIENE:λmax=236nm, CONJUGATED TRANS,TRANS DIENE:λmax=232.5nm" "IR(ME-ESTER;AFTER REDUCTION)(121) CONJUGATED CIS,TRANS DIENE:985,950cm-1, CONJUGATED TRANS,TRANS DIENE:989cm-1" "GC-EI-MS(ME-ESTER;AFTER REDUCTION AND TMS)(101/114/136/137/139):M/E= GC-EI-MS(ME-ESTER;AFTER REDUCTION AND TBDMS)(114): GC-EI-MS(ME-ESTER;AFTER REDUCTION,HYDROGENATION AND TMS)(101/114/115/121/136) GC-EI-MS(ME-ESTER;AFTER REDUCTION,HYDROGENAT" "114/115/121/101/136/137/139/142/" "ｱﾗｷﾄﾞﾝの自動酸化(101,113,121) ｱﾗｷﾄﾞﾝの一重項酸素酸化(114/115) ｱﾗｷﾄﾞﾝ酸から生物ﾘﾎﾟｷｼｹﾞﾅｰｾﾞの作用によっても生成（12-HPETE）(046/116-119）" "101/113/121/114/115/046/116/117/118/119/" "12-LIPOXYGENASEの作用で生体中に生成した12-HPETEは、さらに酵素的な変換を受けHETE などの生理活性物質となる(116/117/119/120)" "116/117/119/120/" "ﾋﾄﾞﾛﾍﾟﾙｵｷｼﾄﾞの異性体比：自動酸化、一重項酸素酸化とともに、5-及び15-HYDROPEROXIDES(OUTER HYDROPEROXIDES)は、他の異性体(INNER HYDROPEROXIDES)よりその量 比は大(101/113/122)。しかし、ﾄｺﾌｪﾛｰﾙなどの水素供与体添加により各異性体比はほぼ等しくなる(055/101/122)" "101/113/122/055/" "FA0123" 1.00 "(METHYL)-15-HYDROPEROXY-5,8,11,13-EICOSATETRAENOIC ACID(EICOSATETRAENOATE)" "C20H32O4" 20.00 32.00 4.00 0.00 0.00 0.00 336.00 " OOH (REF:019/101/114)" " |" "CH3-(CH2)4-CH-CH=CH-CH=CH-CH2-CH=CH-CH2-CH=CH-(CH2)3-COOH" " TRANS CIS CIS CIS" " OR" " TRANS" "019/101/114/" "UV(115) CONJUGATED DIENE:λmax=235nm, UV(ME-ESTER)(114) CONJUGATED DIENE: λmax=232.5nm, UV(ME-ESTER;AFTER REDUCTION)(121) CONJUGATED CIS,TRANS DIENE:λmax=236nm, CONJUGATED TRANS,TRANS DIENE:λmax=232.5nm" "IR(ME-ESTER;AFTER REDUCTION)(121) CONJUGATED CIS,TRANS DIENE:985,950cm-1, CONJUGATED TRANS,TRANS DIENE:989cm-1" "GC-EI-MS(ME-ESTER;AFTER REDUCTION AND TMS)(101/114/135/136/143) GC-EI-MS(ME-ESTER;AFTER REDUCTION AND TBDMS)(114) GC-EI-MS(ME-ESTER;AFTER REDUCTION,HYDROGENATION AND TMS)(101/114/115/121/13 5/141) GC-EI-MS(ME-ESTER;AFTER REDUCTION,HYDROGEN" "114/115/121/135/101/136/143/141/" "ｱﾗｷﾄﾞﾝの自動酸化(101,113,121) ｱﾗｷﾄﾞﾝの一重項酸素酸化(114/115) ｱﾗｷﾄﾞﾝ酸から生物ﾘﾎﾟｷｼｹﾞﾅｰｾﾞの作用によっても生成（15-HPETE）(046/116-119）" "101/113/121/114/115/046/116/117/118/119/" "15-LIPOXYGENASEの作用で生体中に生成した15-HPETEは、さらに酵素的な変換を受けHETE などの生理活性物質となる(116/117/119/120)" "116/117/119/120/" "ﾋﾄﾞﾛﾍﾟﾙｵｷｼﾄﾞの異性体比：自動酸化、一重項酸素酸化とともに、5-及び15-HYDROPEROXIDES(OUTER HYDROPEROXIDES)は、他の異性体(INNER HYDROPEROXIDES)よりその量 比は大(101/113/122)。しかし、ﾄｺﾌｪﾛｰﾙなどの水素供与体添加により各異性体比はほぼ等しくなる(055/101/122)" "101/113/122/055/" "FA0124" 1.00 "(METHYL)-6-HYDROPEROXY-4,8,11,14-EICOSATETRAENOIC ACID(EICOSATETRAENOATE)" "C20H32O4" 20.00 32.00 4.00 0.00 0.00 0.00 336.00 " OOH (REF:019/114)" " |" "CH3-(CH2)4-CH=CH-CH2-CH=CH-CH2-CH=CH-CH2-CH-CH=CH-(CH2)2-COOH" " CIS CIS CIS TRANS" "019/114/" "GC-EI-MS(ME-ESTER;AFTER REDUCTION AND TMS)(114):M/E=406[M];316[M-HOTMS]; GC-EI-MS(ME-ESTER;AFTER REDUCTION AND TBDMS)(114):M/E=448[M],391[M-(CH3)3C]GC-EI-MS(ME-ESTER;AFTER REDUCTION,HYDROGENATION AND TMS)(114/115): M/E=399[M-CH3];299[SMTO=CH(CH2)13CH3]" "114/115/" "ｱﾗｷﾄﾞﾝの一重項酸素酸化(114/115)" "114/115/" "ﾋﾄﾞﾛﾍﾟﾙｵｷｼﾄﾞの異性体比：自動酸化、一重項酸素酸化とともに、5-及び15-HYDROPEROXIDES(OUTER HYDROPEROXIDES)は、他の異性体(INNER HYDROPEROXIDES)よりその量 比は大(101/113/122)。しかし、ﾄｺﾌｪﾛｰﾙなどの水素供与体添加により各異性体比はほぼ等しくなる(055/101/122)" "101/113/122/055/" "FA0125" 1.00 "(METHYL)-14-HYDROPEROXY-5,8,11,15-EICOSATETRAENOIC ACID(EICOSATETRAENOATE)" "C20H32O4" 20.00 32.00 4.00 0.00 0.00 0.00 336.00 " OOH (REF:019/114)" " |" "CH3-(CH2)3-CH=CH-CH-CH2-CH=CH-CH2-CH=CH-CH2-CH=CH-(CH2)3-COOH" " TRANS CIS CIS CIS" "019/114/" "GC-EI-MS(ME-ESTER;AFTER REDUCTION AND TMS)(114):M/E=406[M];316[M-HOTMS]; GC-EI-MS(ME-ESTER;AFTER REDUCTION AND TBMDS)(114):M/E=448[M],391[M-(CH3)3C]GC-EI-MS(ME-ESTER;AFTER REDUCTION,HYDROGENATION AND TMS)(114/115): M/E=399[M-CH3];329[SMTO=CH(CH2)12COOC" "114/115/" "ｱﾗｷﾄﾞﾝの一重項酸素酸化(114/115)" "114/115/" "ﾋﾄﾞﾛﾍﾟﾙｵｷｼﾄﾞの異性体比：自動酸化、一重項酸素酸化とともに、5-及び15-HYDROPEROXIDES(OUTER HYDROPEROXIDES)は、他の異性体(INNER HYDROPEROXIDES)よりその量 比は大(101/113/122)。しかし、ﾄｺﾌｪﾛｰﾙなどの水素供与体添加により各異性体比はほぼ等しくなる(055/101/122)" "101/113/122/055/" "FA0126" 1.00 "(METHYL)-5,12-DIHYDROPEROXY-6,8,10,14-EICOSATETRAENOIC ACID(EICOSATETRAENOATE)" "C20H32O6" 20.00 32.00 6.00 0.00 0.00 0.00 368.00 " OOH OOH (REF:112/119/120)" " | |" "CH3-(CH2)4-CH=CH-CH2-CH-CH=CH-CH=CH-CH=CH-CH-(CH2)3-COOH" "112/119/120/" "UV(ME-ESTER)(114) CONJUGATED TRIENE:270nm AND 281nm" "IR(ME-ESTER)(114) OOH GROUP:3400cm-1" "1H-NMR(ME-ESTER)(114) OOH:8.3ppm" "GC-EI-MS(ME-ESTER;AFTER REDUCTION,HYDROGENATION AND TMS-DERIVATIZATION)(112 /113/114): M/E=487[M-CH3]; 401[M-(CH2)3COOCH3]; 389[M-(CH2)7CH3]; 311[401- HOTMS]; 299[389-HOTMS];215[SMTO=CH(CH2)7CH3];203[SMTO=CH(CH2)3COOCH3]GC-EI-MS(ME-ESTER;AFTER REDUCTION," "114/112/113/" "ｱﾗｷﾄﾞﾝの自動酸化（113) ｱﾗｷﾄﾞﾝの12-HYDROPEROXIDESの鉄ｲｵﾝ-ｱｽｺﾙﾋﾞﾝ酸存在下での分解物中（112) ｱﾗｷﾄﾞﾝの一重項酸素酸化(114)生体中で5-または12-HPETEより酵素的に生成(5,12-DHPETE)（119/120)" "113/112/114/119/120/" "FA0127" 1.00 "(METHYL)- 5,15-DIHYDROPEROXY-6,8,11,13-EICOSATETRAENOIC ACID(EICOSATETRAENOATE)" "C20H32O6" 20.00 32.00 6.00 0.00 0.00 0.00 368.00 " OOH OOH (REF:112/119/120)" " | |" "CH3-(CH2)4-CH-CH=CH-CH=CH-CH2-CH=CH-CH=CH-CH-(CH2)3-COOH" "112/119/120/" "UV(ME-ESTER)(114) CONJUGATED DIENE:236nm" "IR(ME-ESTER)(114) OOH GROUP:3400cm-1" "1H-NMR(ME-ESTER)(114) OOH:8.3ppm" "GC-EI-MS(ME-ESTER;AFTER REDUCTION,HYDROGENATION AND TMS-DERIVATIZATION)(112 /113/114):M/E=487[M-CH3]; 431[M-(CH2)4CH3]; 401[M-(CH2)3COOCH3]; 341[431-H OTMS]; 311[401-HOTMS]; 203[SMTO=CH(CH2)3COOCH3]; 173[SMTO=CH(CH2)4CH3]GC-EI-MS(ME-ESTER;AFTER REDUCTION" "114/112/113/" "ｱﾗｷﾄﾞﾝの自動酸化(113) ｱﾗｷﾄﾞﾝの15-HYDROPEROXIDESの鉄ｲｵﾝ-ｱｽｺﾙﾋﾞﾝ酸存在下での分解物中(112) ｱﾗｷﾄﾞﾝの一重項酸素酸化(114)生体中で15-HPETEより酵素的に生成(5,15-DHPETE)（119/120)" "113/112/114/119/120/" "FA0128" 1.00 "(METHYL)- 8,15-DIHYDROPEROXY-5,9,11,13-EICOSATETRAENOIC ACID(EICOSATETRAENOATE)" "C20H32O6" 20.00 32.00 6.00 0.00 0.00 0.00 368.00 " OOH OOH (REF:112/119/120/124)" " | |" "CH3-(CH2)4-CH-CH=CH-CH=CH-CH=CH-CH-CH2-CH=CH-(CH2)3-COOH" "112/119/120/124/" "UV(ME-ESTER)(114) CONJUGATED TRIENE:270nm AND 281nm" "IR(ME-ESTER)(114) OOH GROUP:3400cm-1 IR(AFTER REDUCTION)(124) TRANS UNSATURATION:968cm-1, OH GROUP:1040,3540cm-1" "1H-NMR(ME-ESTER)(114) OOH:8.3ppm 1H-NMR(AFTER REDUCTION)(124) C8,C15:4.2ppm; OH:6.3ppm" "EI-MS(ME-ESTER;AFTER REDUCTION)(124):M/E=350[M];332[M-H2O];301[332-OCH3];261[332-(CH2)4CH3];209[M-CH=CH(CH2)4COOCH3];191[209-H2O];GC-EI-MS(ME-ESTERAFTER REDUCTION,HYDROGENATION AND TMS)(112/113/114):M/E=487[M-CH3];431[M-(CH2)4CH3];359[M-(CH2)6COOCH3];245" "114/124/112/113/" "ｱﾗｷﾄﾞﾝの自動酸化(113) ｱﾗｷﾄﾞﾝの15-HYDROPEROXIDESの鉄ｲｵﾝ-ｱｽｺﾙﾋﾞﾝ酸存在下での分解物中(112) ｱﾗｷﾄﾞﾝの一重項酸素酸化(114)生体中で15-HPETEより酵素的に生成(8,15-DHPETE)(119/120) 大豆ﾘﾎﾟｷｼｹﾞﾅｰｾﾞにより15-HPETEより生成(124)" "113/112/114/119/120/124/" "FA0129" 1.00 "(METHYL)-7-[3,5-EPIDIOXY-2-(2-OCTENYL)CYCLOPENTYL]-5-HYDROPEROXY-6-HEPTENOIC ACID(HEPTENOATE)" "C20H32O6" 20.00 32.00 6.00 0.00 0.00 0.00 368.00 " O (REF:101)" " ｜＼ ／＼ｧ／＼／＼／" " ｜／ｻ" " ｜＼ｺ" " ｜／ ＼ｴ＼／＼／＼" " O ｜ COOH" " OOH" "101/" "GC-EI-MS(ME-ESTER;AFTER REDUCTION AND TMS)(101):M/E=569[M-CH3];494[M-HOTMS];483[M-(CH2)3COOCH3];404[M-2xHOTMS];378[494-SMTO=CHCH2];367[M-SMTOCH=CHCH=OTMS];203[SMTO=CH(CH2)3COOCH3];191[SMTO=CHOTMS]; GC-EI-MS(ME-ESTER;AFTER REDUCTION,HYDROGENATION AND TMS)" "101/113/" "ｱﾗｷﾄﾞﾝのﾍﾓｸﾞﾛﾋﾞﾝやﾐｵｸﾞﾛﾋﾞﾝ(101)あるいは鉄ｲｵﾝ-ｱｽｺﾙﾋﾞﾝ酸(113)存在下での酸化" "101/113/" "FA0130" 1.00 "(METHYL)-7-[3,5-EPIDIOXY-2-(3-HYDROPEROXY-1-OCTENYL)CYCROPENTYL]-5-HEPTENOIC ACID(HEPTENOATE)" "C20H32O6" 20.00 32.00 6.00 0.00 0.00 0.00 368.00 " OOH (REF:101/116)" " O ｜" "｜＼ ／ｹ／＼／＼／＼" "｜／ｻ" "｜＼ｺ COOH" "｜／ ＼／ｦ＼／＼／" " O" "101/116/" "GC-EI-MS(ME-ESTER;AFTER REDUCTION AND TMS)(101):M/E=569[M-CH3];513[M-(CH2)4CH3];494[M-HOTMS];404[M-2xHOTMS];378[494-SMTO=CHCH2];367[M-SMTOCH=CHCH=OTMS];191[SMTO=CHOTMS];173[SMTO=CH(CH2)4CH3];GC-EI-MS(ME-ESTER;AFTER REDUCTION,HYDROGENATION AND TMS)(101/11" "101/113/" "ｱﾗｷﾄﾞﾝのﾍﾓｸﾞﾛﾋﾞﾝやﾐｵｸﾞﾛﾋﾞﾝ(101)あるいは鉄ｲｵﾝ-ｱｽｺﾙﾋﾞﾝ酸(113)存在下での酸化 生体中でｱﾗｷﾄﾞﾝ酸より、ｼｸﾛｵｷｼｹﾞﾅｰｾﾞの作用で生成(PGG2)(116/118/120)" "101/113/116/118/120/" "FA0131" 1.00 "METHYL-9,11-EPIDIOXY-12,15-DYHYDROPEROXY-5,7,13-EICOSATRIENOATE" "C21H38O8" 21.00 34.00 8.00 0.00 0.00 0.00 414.00 " HOO HOO O-O (REF:112)" " ｜ ｜ ／ ＼" "CH3-(CH2)4-CH-CH=CH-CH-CH CH-CH=CH-CH=CH-(CH2)3-COOCH3" " ＼ ／" " CH2" "112/" "GC-EI-MS(AFTER REDUCTION,HYDROGENATION, AND TMS-DERIVATIZATION)(112,113): M/E=517[M-(CH2)4CH3-HOTMS];483[M-CH3-2xHOTMS];467[M-OCH3-2xHOTMS];431[M-(CH2)7COOCH3-HOTMS];427[517-HOTMS];341[431-HOTMS];375[SMTO=CHCH2CH(OTMS)(CH2)7COOCH3];315[M-CH2CH(OTMS)(CH2" "112/113/" "ｱﾗｷﾄﾞﾝの15-HYDROPEROXIDESの鉄ｲｵﾝ-ｱｽｺﾙﾋﾞﾝ酸存在下での分解物中(112) ｱﾗｷﾄﾞﾝ酸の鉄ｲｵﾝ-ｱｽｺﾙﾋﾞﾝ酸存在下での酸化(113)" "112/113/" "FA0132" 1.00 "METHYL-6,8-EPIDIOXY-5,15-DYHYDROPEROXY-9,11,13-EICOSATRIENOATE" "C21H38O8" 21.00 34.00 8.00 0.00 0.00 0.00 414.00 " HOO O-O OOH (REF:112)" " ｜ ／ ＼ ｜" "CH3-(CH2)4-CH-CH=CH-CH=CH-CH=CH-CH CH-CH-(CH2)3-COOCH3" " ＼ ／" " CH2" "112/" "GC-EI-MS(AFTER REDUCTION,HYDROGENATION, AND TMS-DERIVATIZATION)(112,113): M/E=517[M-(CH2)4CH3-HOTMS];427[M-(CH2)4CH3-2xHOTMS];385[M-SMTO=CH(CH2)3COOCH3-HOTMS];359[SMTO=CH(CH2)6CH(OTMS)(CH2)4CH3];337[M-(CH2)4CH3-3xHOTMS];331[M-(CH2)6CH(OTMS)(CH2)4CH3-HOT" "112/113/" "ｱﾗｷﾄﾞﾝの15-HYDROPEROXIDESの鉄ｲｵﾝ-ｱｽｺﾙﾋﾞﾝ酸存在下での分解物中(112) ｱﾗｷﾄﾞﾝ酸の鉄ｲｵﾝ-ｱｽｺﾙﾋﾞﾝ酸存在下での酸化(113)" "112/113/" "FA0133" 1.00 "METHYL-6,8,9,11-BISEPIDIOXY-5-DYHYDROPEROXY-12,14-EICOSADIENOATE" "C21H38O8" 21.00 34.00 8.00 0.00 0.00 0.00 414.00 " O-O O-O OOH (REF:112)" " ／ ＼ ／ ＼ ｜" "CH3-(CH2)4-CH=CH-CH=CH-CH CH-CH CH-CH-(CH2)3-COOCH3" " ＼ ／ ＼ ／" " CH2 CH2" "112/" "GC-EI-MS(AFTER REDUCTION,HYDROGENATION, AND TMS-DERIVATIZATION)(112): M/E=473[M-SMTO=CH(CH2)3COOCH3-HOTMS];383[M-SMTO=CH(CH2)3COOCH3-2xHOTMS];331[SMTO=CHCH2CH(OTMS)CH(OTMS)(CH2)3COOCH3-HOTMS];241[SMTO=CHCH2CH(OTMS)CH(OTMS)(CH2)3COOCH3-2xHOTMS];229[SMTO=" "112/" "ｱﾗｷﾄﾞﾝの11-HYDROPEROXIDESの鉄ｲｵﾝ-ｱｽｺﾙﾋﾞﾝ酸存在下での分解物中(112)" "112/" "FA0134" 1.00 "METHYL-4-[2-(2-FORMYLVINYL)-3-HYDROXY-5-OXOCYCLOPENTANYL]BUTANOATE" "C13H19O2" 13.00 19.00 5.00 0.00 0.00 0.00 255.00 "HO CHO (REF:123)" " ＼ ／ｹ／" " ／ｻ" " ＼ｺ COOCH3" " ｴ ＼／＼／" " O" "123/" "OH GROUP: 3500cm-1; FIVE-MEMBERED RING KETONE:1740cm-1; ESTER CORBONYL:1730cm-1; CONJUGATED ALDEHYDE:1690cm-1; TRANS UNSATURATION:980cm-1 (123)" "GC-EI-MS(ME-ESTER;AFTER REDUCTION WITH NaBH4 AND TMS-DERIVATIZATION)(123): M/E=459[M-CH3];443[M-OCH3];384[M-HOTMS];373[M-(CH2)3COOCH3];358[459-(CH2)3COOCH3];294[M-2xHOTMS];255[M-SMTOC3H5OTMS];243[SMTOC5H5OTMS];191[SMTOCHOTMS]167[C6H6OTMS]; GC-EI-MS" "123/" "ｱﾗｷﾄﾞﾝの8-HYDROPEROXIDESの酸化で生成 (123)" "123/" "FA0135" 1.00 "(METHYL)-5-HYDROPEROXY-6,8,11,14,17-ICOSAPENTAENOIC ACID (ICOSAPENTAENOATE)" "C20H30O4" 20.00 30.00 4.00 0.00 0.00 0.00 334.00 "CH3-CH2-CH=CH-CH2-CH=CH-CH2-CH=CH-CH2-CH=CH-CH=CH-CH-(CH2)3-COOH" " ｜" " OOH" " (REF:125/138/140/145)" "125/138/140/145/" "UV(ME-ESTE)(125):CONJUGATED DIENE:λmax=235.5nm; UV(AFTER REDUCTION)(145):CONJUGATED DIENE:λ=max=235nm" "IR(ME-ESTER)(125): OOH GROUP:3400cm-1" "1H-NMR(125): OOH PROTON:8.5ppm" "GC-EI-MS(ME-ESTER;AFTER REDUCTION AND TMS-DERIVATIZATION)(125/138/140/145):M/E=404[M];389[M-CH3];314[M-HOTMS];303[M-(CH2)3COOCH3];255[M-CH2CH=CH(CH2)3CH3];213[303-HOTMS];203[SMTO=CH(CH2)3COOCH3]; GC-EI-MS(ME-ESTER;AFTER REDUCTION,HYDROGENATION, AND TMS-D" "125/145/138/140/" "ｱｲｺｻﾍﾟﾝﾀｴﾝの自動酸化(125) ｱｲｺｻﾍﾟﾝﾀｴﾝの一重項酸素酸化(125) ｱｲｺｻﾍﾟﾝﾀｴﾝのﾐｵｸﾞﾛﾋﾞﾝ存在下での酸化(127)ｱｲｺｻﾍﾟﾝﾀｴﾝ酸からｱﾗｷﾄﾞﾝの5-ﾘﾎﾟｷｼｹﾞﾅｰｾﾞの作用によっても生成(131-133)" "125/127/131/132/133/" "ｱﾗｷﾄﾞﾝの15-LIPOXYGENASEの作用で生体中に生成したｱｲｺｻﾍﾟﾝﾀｴﾝ酸の5-ﾋﾄﾞﾛﾍﾟﾙｵｷｼﾄﾞは、さらにﾋﾄﾞﾛｷｼ酸,ﾛｲｺﾄﾘｴﾝ(LT5)等へと代謝されるが、それらの生理活性について は不明な点も多い(131-133)" "131/132/133/" "自動酸化によりｱｲｺｻﾍﾟﾝﾀｴﾝから生成するﾋﾄﾞﾛﾍﾟﾙｵｷｼﾄﾞの異性体比： 5-,18-ISOMER(OUTER HYDROPEROXIDES)は他の異性体(8-,9-,11-,12-,14-,15-ISOMER[INNER HYDRO- PEROXIDES])よりその組成比が大(127)" "127/" "FA0136" 1.00 "METHYL-6-HYDROPEROXY-4,8,11,14,17-ICOSAPENTAENOATE" "C21H32O4" 21.00 32.00 4.00 0.00 0.00 0.00 348.00 "CH3-CH2-CH=CH-CH2-CH=CH-CH2-CH=CH-CH2-CH=CH-CH2-CH-CH=CH-(CH2)2-COOCH3" " ｜" " OOH" " (REF:125)" "125/" "OOH GROUP:3400cm-1 (125)" "1H-NMR(125): OOH PROTON:8.5ppm" "GC-EI-MS(AFTER REDUCTION AND TMS-DERIVATIZATION)(125):M/E=404[M];389[M-CH3] 314[M-HOTMS] GC-EI-MS(AFTER REDUCTION,HYDROGENATION, AND TMS-DERIVATIZATION)(125): M/E=399[M-CH3]; 383[M-OCH3]; 367[399-CH3OH]; 299[SMTO=CH(CH2)13CH3]; 217[SMTO=CH" "125/" "ｱｲｺｻﾍﾟﾝﾀｴﾝの一重項酸素酸化(125)" "125/" "FA0137" 1.00 "METHYL-8-HYDROPEROXY-5,9,11,14,17-ICOSAPENTAENOATE" "C21H32O4" 21.00 32.00 4.00 0.00 0.00 0.00 348.00 "CH3-CH2-CH=CH-CH2-CH=CH-CH2-CH=CH-CH=CH-CH-CH2-CH=CH-(CH2)3-COOCH3" " ｜" " OOH" " (REF:125)" "125/" "CONJUGATED DIENE:λmax=235.5nm (125)" "OOH GROUP:3400cm-1 (125)" "1H-NMR(125): OOH PROTON:8.5ppm" "GC-EI-MS(AFTER REDUCTION AND TMS-DERIVATIZATION)(125):M/E=404[M];389[M-CH3] 314[M-HOTMS] GC-EI-MS(ME-ESTER: AFTER REDUCTION,HYDROGENATION, AND TMS-DERIVATIZATION)(125):M/E=399[M-CH3];383[M-OCH3];367[399-CH3OH];271[SMTO=CH(CH2)11CH3]; 245[SMT" "125/" "ｱｲｺｻﾍﾟﾝﾀｴﾝの自動酸化(125) ｱｲｺｻﾍﾟﾝﾀｴﾝの一重項酸素酸化(125) ｱｲｺｻﾍﾟﾝﾀｴﾝのﾐｵｸﾞﾛﾋﾞﾝ存在下での酸化(127)" "125/127/" "自動酸化によりｱｲｺｻﾍﾟﾝﾀｴﾝから生成するﾋﾄﾞﾛﾍﾟﾙｵｷｼﾄﾞの異性体比：5-,18-ISOMER(OUTER HYDROPEROXIDES)は他の異性体(8-,9-,11-,12-,14-,15-ISOMER[INNER HYDRO- PEROXIDES])よりその組成比が大(127)" "127/" "FA0138" 1.00 "METHYL-9-HYDROPEROXY-5,7,11,14,17-ICOSAPENTAENOATE" "C21H32O4" 21.00 32.00 4.00 0.00 0.00 0.00 348.00 "CH3-CH2-CH=CH-CH2-CH=CH-CH2-CH=CH-CH2-CH-CH=CH-CH=CH-(CH2)3-COOCH3" " ｜" " OOH" " (REF:125)" "125/" "CONJUGATED DIENE:λmax=235.5nm (125)" "OOH GROUP:3400cm-1 (125)" "1H-NMR(125): OOH PROTON:8.5ppm" "GC-EI-MS(AFTER REDUCTION AND TMS-DERIVATIZATION)(125):M/E=404[M];389[M-CH3] 314[M-HOTMS] GC-EI-MS(ME-ESTER: AFTER REDUCTION,HYDROGENATION, AND TMS-DERIVATIZATION) (125): M/E=399[M-CH3]; 383[M-OCH3]; 367[399-CH3OH]; 259[SMTO=CH(CH2)7COOCH" "125/" "ｱｲｺｻﾍﾟﾝﾀｴﾝの自動酸化(125) ｱｲｺｻﾍﾟﾝﾀｴﾝの一重項酸素酸化(125) ｱｲｺｻﾍﾟﾝﾀｴﾝのﾐｵｸﾞﾛﾋﾞﾝ存在下での酸化(127)" "125/127/" "自動酸化によりｱｲｺｻﾍﾟﾝﾀｴﾝから生成するﾋﾄﾞﾛﾍﾟﾙｵｷｼﾄﾞの異性体比：5-,18-ISOMER(OUTER HYDROPEROXIDES)は他の異性体(8-,9-,11-,12-,14-,15-ISOMER[INNER HYDRO- PEROXIDES])よりその組成比が大(127)" "127/" "FA0139" 1.00 "METHYL-11-HYDROPEROXY-5,8,12,14,17-ICOSAPENTAENOATE" "C21H32O4" 21.00 32.00 4.00 0.00 0.00 0.00 348.00 "CH3-CH2-CH=CH-CH2-CH=CH-CH=CH-CH-CH2-CH=CH-CH2-CH=CH-(CH2)3-COOCH3" " ｜" " OOH" " (REF:125)" "125/" "CONJUGATED DIENE:λmax=235.5nm (125)" "OOH GROUP:3400cm-1 (125)" "1H-NMR(125): OOH PROTON:8.5ppm" "GC-EI-MS(AFTER REDUCTION AND TMS-DERIVATIZATION)(125):M/E=404[M];389[M-CH3] 314[M-HOTMS] GC-EI-MS(ME-ESTER: AFTER REDUCTION,HYDROGENATION, AND TMS-DERIVATIZATION) (125): M/E=399[M-CH3]; 383[M-OCH3]; 367[399-CH3OH]; 287[SMTO=CH(CH2)9COOCH 3];" "125/" "ｱｲｺｻﾍﾟﾝﾀｴﾝの自動酸化(125) ｱｲｺｻﾍﾟﾝﾀｴﾝの一重項酸素酸化(125) ｱｲｺｻﾍﾟﾝﾀｴﾝのﾐｵｸﾞﾛﾋﾞﾝ存在下での酸化(127)" "125/127/" "自動酸化によりｱｲｺｻﾍﾟﾝﾀｴﾝから生成するﾋﾄﾞﾛﾍﾟﾙｵｷｼﾄﾞの異性体比：5-,18-ISOMER(OUTER HYDROPEROXIDES)は他の異性体(8-,9-,11-,12-,14-,15-ISOMER[INNER HYDRO- PEROXIDES])よりその組成比が大(127)" "127/" "FA0140" 1.00 "(METHYL)-12-HYDROPEROXY-5,8,10,14,17-ICOSAPENTAENOIC ACID(ICOSAPENTAENOATE)" "C20H30O4" 20.00 30.00 4.00 0.00 0.00 0.00 334.00 "CH3-CH2-CH=CH-CH2-CH=CH-CH2-CH-CH=CH-CH=CH-CH2-CH=CH-(CH2)3-COOH" " ｜" " OOH" " (REF:125/139/146)" "125/139/146/" "UV(ME-ESTER)(125) CONJUGATED DIENE:λmax=235.5nm (125)" "IR(ME-ESTER)(125) OOH GROUP:3400cm-1 (125)" "1H-NMR(125): OOH PROTON:8.5ppm" "GC-EI-MS(ME-ESTER;AFTER REDUCTION AND TMS)(125/139/146):M/E=404[M];389[M-CH3];373[M-OCH3];314[M-HOTMS];205[295-HOTMS];295[SMTO=CHCH=CHCH=CHCH2CH=CH(CH2)3COOCH3];GC-EI-MS(ME-ESTER:AFTER REDUCTION AND TBDMS)(146);GC-EI-MS(ME-ESTER;AFTER REDUCTION,HYDROGENA" "125/139/146/" "ｱｲｺｻﾍﾟﾝﾀｴﾝの自動酸化(125) ｱｲｺｻﾍﾟﾝﾀｴﾝの一重項酸素酸化(125) ｱｲｺｻﾍﾟﾝﾀｴﾝのﾐｵｸﾞﾛﾋﾞﾝ存在下での酸化(127)ｱｲｺｻﾍﾟﾝﾀｴﾝ酸からｱﾗｷﾄﾞﾝの12-ﾘﾎﾟｷｼｹﾞﾅｰｾﾞの作用によっても生成(131/132)" "125/127/131/132/" "ｱﾗｷﾄﾞﾝの12-LIPOXYGENASEの作用で、生体中に生成したｱｲｺｻﾍﾟﾝﾀｴﾝ酸の12-ﾋﾄﾞﾛﾍﾟﾙｵｷｼﾄﾞは、さらにﾋﾄﾞﾛｷｼ酸へと代謝されるが、それらの生理活性については不明な点も多い(131/132)" "131/132/" "自動酸化によりｱｲｺｻﾍﾟﾝﾀｴﾝから生成するﾋﾄﾞﾛﾍﾟﾙｵｷｼﾄﾞの異性体比：5-,18-ISOMER(OUTER HYDROPEROXIDES)は他の異性体(8-,9-,11-,12-,14-,15-ISOMER[INNER HYDRO- PEROXIDES])よりその組成比が大(127)" "127/" "FA0141" 1.00 "METHYL-14-HYDROPEROXY-5,8,11,15,17-ICOSAPENTAENOATE" "C21H32O4" 21.00 32.00 4.00 0.00 0.00 0.00 348.00 "CH3-CH2-CH=CH-CH=CH-CH-CH2-CH=CH-CH2-CH=CH-CH2-CH=CH-(CH2)3-COOCH3" " ｜" " OOH" " (REF:125)" "125/" "CONJUGATED DIENE:λmax=235.5nm (125)" "OOH GROUP:3400cm-1 (125)" "1H-NMR(125): OOH PROTON:8.5ppm" "GC-EI-MS(AFTER REDUCTION AND TMS-DERIVATIZATION)(125):M/E=404[M];389[M-CH3] 314[M-HOTMS] GC-EI-MS(AFTER REDUCTION ,HYDROGENATION AND TMS-DERIVATIZATION)(125); M/E=399[M-CH3)]; 383[M-OCH3];367[399-CH3OH];329[SMTO=CH(CH2)12COOCH3]; 187[SMTO=CH(C" "125/" "ｱｲｺｻﾍﾟﾝﾀｴﾝの自動酸化(125) ｱｲｺｻﾍﾟﾝﾀｴﾝの一重項酸素酸化(125) ｱｲｺｻﾍﾟﾝﾀｴﾝのﾐｵｸﾞﾛﾋﾞﾝ存在下での酸化(127)" "125/127/" "自動酸化によりｱｲｺｻﾍﾟﾝﾀｴﾝから生成するﾋﾄﾞﾛﾍﾟﾙｵｷｼﾄﾞの異性体比：5-,18-ISOMER(OUTER HYDROPEROXIDES)は他の異性体(8-,9-,11-,12-,14-,15-ISOMER[INNER HYDRO- PEROXIDES])よりその組成比が大(127)" "127/" "FA0142" 1.00 "(METHYL)-15-HYDROPEROXY-5,8,11,13,17-ICOSAPENTAENOIC ACID(ICOSAPENTAENOATE)" "C20H30O4" 20.00 30.00 4.00 0.00 0.00 0.00 334.00 "CH3-CH2-CH=CH-CH2-CH-CH=CH-CH=CH-CH2-CH=CH-CH2-CH=CH-(CH2)3-COOH" " ｜" " OOH" " (REF:125)" "125/" "UV(ME-ESTER)(125) CONJUGATED DIENE:λmax=235.5nm" "IR(ME-ESTER)(125) OOH GROUP:3400cm-1" "1H-NMR(125): OOH PROTON:8.5ppm" "GC-EI-MS(ME-ESTER;AFTER REDUCTION AND TMS-DERIVATIZATION)(125):M/E=404[M]; 389[M-CH3]: 314[M-HOTMS] GC-EI-MS(ME-ESTER;AFTER REDUCTION,HYDROGENATION AND TMS-DERIVATIZATION)(125 ) OCH3];367[399-CH3OH];343[SMTO=CH(CH2)13COOCH3];173[SMTO=CH(CH2)4CH3]" "125/" "ｱｲｺｻﾍﾟﾝﾀｴﾝの自動酸化(125) ｱｲｺｻﾍﾟﾝﾀｴﾝの一重項酸素酸化(125) ｱｲｺｻﾍﾟﾝﾀｴﾝのﾐｵｸﾞﾛﾋﾞﾝ存在下での酸化(127)ｱｲｺｻﾍﾟﾝﾀｴﾝ酸から大豆ﾘﾎﾟｷｼｹﾞﾅｰｾﾞの作用(pH=9.0)によっても生成(084)" "125/127/084/" "自動酸化によりｱｲｺｻﾍﾟﾝﾀｴﾝから生成するﾋﾄﾞﾛﾍﾟﾙｵｷｼﾄﾞの異性体比：5-,18-ISOMER(OUTER HYDROPEROXIDES)は他の異性体(8-,9-,11-,12-,14-,15-ISOMER[INNER HYDRO- PEROXIDES])よりその組成比が大(127)" "127/" "FA0143" 1.00 "METHYL-17-HYDROPEROXY-5,8,11,14,18-ICOSAPENTAENOATE" "C21H32O4" 21.00 32.00 4.00 0.00 0.00 0.00 348.00 "CH3-CH=CH-CH-CH2-CH=CH-CH2-CH=CH-CH2-CH=CH-CH2-CH=CH-(CH2)3-COOCH3" " ｜" " OOH" " (REF:125)" "125/" "OOH GROUP:3400cm-1 (125)" "1H-NMR(125): OOH PROTON:8.5ppm" "GC-EI-MS(AFTER REDUCTION AND TMS-DERIVATIZATION)(125):M/E=404[M];389[M-CH3] 314[M-HOTMS] GC-EI-MS(AFTER REDUCTION, HYDROGENATION AND TMS-DERIVATIZATION)(125); M/E=399[M-CH3];383[M-OCH3];371[SMTO=CH(CH2)15COOCH3];367[399-CH3OH];145[SMTO=CH(C" "125/" "ｱｲｺｻﾍﾟﾝﾀｴﾝの一重項酸素酸化(125)" "125/" "FA0144" 1.00 "METHYL-18-HYDROPEROXY-5,8,11,14,16-ICOSAPENTAENOATE" "C21H32O4" 21.00 32.00 4.00 0.00 0.00 0.00 348.00 "CH3-CH2-CH-CH=CH-CH=CH-CH2-CH=CH-CH2-CH=CH-CH2-CH=CH-(CH2)3-COOCH3" " ｜" " OOH" " (REF:125)" "125/" "CONJUGATED DIEME:λmax=235.5nm (125)" "OOH GROUP:3400cm-1 (125)" "1H-NMR(125): OOH PROTON:8.5ppm" "GC-EI-MS(AFTER REDUCTION AND TMS-DERIVATIZATION)(125):M/E=404[M];389[M-CH3] 314[M-HOTMS] GC-EI-MS(AFTER REDUCTION, HYDROGENATION AND TMS-DERIVATIZATION)(125): M/E=399[M-CH3];385[SMTO=CH(CH2)16COOCH3];383[M-OCH3];367[399-CH3OH]; 131[SMTO=CHCH2CH" "125/" "ｱｲｺｻﾍﾟﾝﾀｴﾝの自動酸化(125) ｱｲｺｻﾍﾟﾝﾀｴﾝの一重項酸素酸化(125) ｱｲｺｻﾍﾟﾝﾀｴﾝのﾐｵｸﾞﾛﾋﾞﾝ存在下での酸化(127)" "125/127/" "自動酸化によりｱｲｺｻﾍﾟﾝﾀｴﾝから生成するﾋﾄﾞﾛﾍﾟﾙｵｷｼﾄﾞの異性体比：5-,18-ISOMER(OUTER HYDROPEROXIDES)は他の異性体(8-,9-,11-,12-,14-,15-ISOMER [INNER HYDRO-PEROXIDES])よりその組成比が大(127)" "127/" "FA0145" 1.00 "METHYL-6,8-EPIDIOXY-5-HYDROPEROXY-9,11,14,17-EICOSATETRAENOATE" "C21H32O6" 21.00 32.00 6.00 0.00 0.00 0.00 380.00 " O-O OOH (REF:126)" " ／ ＼ ｜" "CH3-CH2-CH=CH-CH2-CH=CH-CH2-CH=CH-CH=CH-CH CH-CH-(CH2)3COOCH3" " ＼ ／" " CH2" "126/" "CONJUGATED DIEME:λmax=236nm (126)" "GC-EI-MS(AFTER REDUCTION, HYDROGENATION AND TMS-DERIVATIZATION)(126):M/E=485[M-HOTMS-CH3]; 469[M-HOTMS-OCH3]; 410[M-2xHOTMS]; 399[M-(CH2)3COOCH 3-HOTMS]; 387[SMTO=CHCH2CH(OTMS)(CH2)11CH3]; 331[M-(CH2)11CH3-HOTMS]; 297[387-HOTMS]; 271[SMTO=CH(" "126/" "ｱｲｺｻﾍﾟﾝﾀｴﾝの自動酸化(126) ｱｲｺｻﾍﾟﾝﾀｴﾝのﾐｵｸﾞﾛﾋﾞﾝ存在下での酸化(127)" "126/127/" "FA0146" 1.00 "METHYL-15,17-EPIDIOXY-18-HYDROPEROXY-5,8,11,13-EICOSATETRAENOATE" "C21H32O6" 21.00 32.00 6.00 0.00 0.00 0.00 380.00 " OOH O-O (REF:126)" " ｜ ／ ＼" "CH3-CH2-CH-CH CH-CH=CH-CH=CH-CH2-CH=CH-CH2-CH=CH-(CH2)3-COOCH3" " ＼ ／" " CH2" "126/" "CONJUGATED DIEME:λmax=236nm (126)" "GC-EI-MS(AFTER REDUCTION, HYDROGENATION AND TMS-DERIVATIZATION)(126):M/E=485[M-HOTMS-CH3]; 471[M-CH2CH3-HOTMS]; 469[M-HOTMS-OCH3]; 410[M-2xHOTM S]; 369[M-SMTO=CHCH2CH3-HOTMS]; 343[SMTO=CH(CH2)13CH3]; 233[SMTO=CHCH(OTMS)CH2CH3]; 131[SMTO=CHCH2C" "126/" "ｱｲｺｻﾍﾟﾝﾀｴﾝの自動酸化(126) ｱｲｺｻﾍﾟﾝﾀｴﾝのﾐｵｸﾞﾛﾋﾞﾝ存在下での酸化(127)" "126/127/" "FA0147" 1.00 "METHYL-7-[3,5-EPIDIOXY-2-(2,5-OCTADIENYL)CYCLOPENTYL]-5-HYDROPEROXY-6-HEPTENOATE" "C21H32O6" 21.00 32.00 6.00 0.00 0.00 0.00 380.00 " O (REF:126)" "｜＼ ／＼ｧ／＼ｧ／＼" "｜／ｻ" "｜＼ｺ" "｜／ ＼ｴ＼／＼／＼" " O ｜ COOCH3" " OOH" "126/" "GC-EI-MS(AFTER REDUCTION, HYDROGENATION AND TMS-DERIVATIZATION)(126):M/E=498[M-HOTMS]; 483[498-CH3]; 408[498-HOTMS]; 397[M-(CH2)3COOCH3-HOTMS] 307[M-(CH2)3COOCH3-2xHOTMS]; 217[SMTO=CHCH=CHOTMS]; 203[SMTO=CH(CH2)3 COOCH3]; 191[SMTO=CHOTMS]""" "126/" "ｱｲｺｻﾍﾟﾝﾀｴﾝの自動酸化(126) ｱｲｺｻﾍﾟﾝﾀｴﾝのﾐｵｸﾞﾛﾋﾞﾝ存在下での酸化(127)" "126/127/" "FA0148" 1.00 "METHYL-7-[3,5-EPIDIOXY-2-(2,5-OCTADIENYL)CYCLOPENTYL]-7-HYDROPEROXY-5-HEPTENOAT" "C21H32O6" 21.00 32.00 6.00 0.00 0.00 0.00 380.00 " O (REF:126)" "｜＼ ／＼ｧ／＼ｧ／＼" "｜／ｻ" "｜＼ｺ" "｜／ ＼／ｸ／＼／＼" " O ｜ COOCH3" " OOH" "126/" "GC-EI-MS(AFTER REDUCTION, HYDROGENATION,AND TMS-DERIVATIZATION)(126):M/E=498[M-HOTMS]; 483[498-CH3]; 408[498-HOTMS]; 369[M-(CH2)5COOCH3-HOTMS] 279[M-(CH2)5COOCH3-2xHOTMS]; 231[SMTO=CH(CH)5COOCH3]; 217[SMTO=CHCH=C HOTMS]; 191[SMTO=CHOTMS]""" "126/" "ｱｲｺｻﾍﾟﾝﾀｴﾝの自動酸化(126) ｱｲｺｻﾍﾟﾝﾀｴﾝのﾐｵｸﾞﾛﾋﾞﾝ存在下での酸化(127)" "126/127/" "FA0149" 1.00 "METHYL-10-[3,5-EPIDIOXY-2-(2-PENTENYL)CYCLOPENTYL]-8-HYDROPEROXY-9-DECENOATE" "C21H34O6" 21.00 34.00 6.00 0.00 0.00 0.00 382.00 " O (REF:126)" "｜＼ ／＼ｧ／＼" "｜／ｻ" "｜＼ｺ COOCH3" "｜／ ＼ｴ＼／＼／＼／＼／" " O ｜" " OOH" "126/" "GC-EI-MS(AFTER REDUCTION, HYDROGENATION,AND TMS-DERIVATIZATION)(126):M/E=498[M-HOTMS]; 483[498-CH3]; 408[498-HOTMS]; 355[M-(CH2)6COOCH3-HOTMS] 265[M-(CH2)6COOCH3-2xHOTMS]; 245[SMTO=CH(CH)6COOCH3]; 217[SMTO=CHCH=C HOTMS]; 191[SMTO=CHOTMS]""" "126/" "ｱｲｺｻﾍﾟﾝﾀｴﾝの自動酸化(126) ｱｲｺｻﾍﾟﾝﾀｴﾝのﾐｵｸﾞﾛﾋﾞﾝ存在下での酸化(127)" "126/127/" "FA0150" 1.00 "METHYL-10-[3,5-EPIDIOXY-2-(2-PENTENYL)CYCLOPENTYL]-10-HYDROPEROXY-5,8-DECADIENOATE" "C21H32O6" 21.00 32.00 6.00 0.00 0.00 0.00 380.00 " O (REF:126)" "｜＼ ／＼ｧ／＼" "｜／ｻ" "｜＼ｺ" "｜／ ＼／ｹ／＼ｧ／＼／＼" " O ｜ COOCH3" " OOH" "126/" "GC-EI-MS(AFTER REDUCTION, HYDROGENATION,AND TMS-DERIVATIZATION)(126):M/E=498[M-HOTMS]; 483[498-CH3]; 408[498-HOTMS]; 327[M-(CH2)8COOCH3-HOTMS] 273[SMTO=CH(CH)8COOCH3]; 237[M-(CH2)8COOCH3-2XHOTMS]; 217[SMTO=CHCH=CHOTMS]; 191[SMTO=CHOTMS" "126/" "ｱｲｺｻﾍﾟﾝﾀｴﾝの自動酸化(126) ｱｲｺｻﾍﾟﾝﾀｴﾝのﾐｵｸﾞﾛﾋﾞﾝ存在下での酸化(127)" "126/127/" "FA0151" 1.00 "METHYL-7-[3,5-EPIDIOXY-2-(1-HYDROPEROXY-2,5-OCTADIENYL)CYCLOPENTYL]-5-PEPTENOATE" "C21H32O6" 21.00 32.00 6.00 0.00 0.00 0.00 380.00 " OOH (REF:126)" " O ｜" "｜＼ ／＼ｴ＼／ｦ＼／" "｜／ｻ" "｜＼ｺ COOCH3" "｜／ ＼／ｦ＼／＼／" " O" "126/" "GC-EI-MS(AFTER REDUCTION, HYDROGENATION,AND TMS-DERIVATIZATION)(126):M/E=498[M-HOTMS]; 483[498-CH3]; 408[498-HOTMS]; 399[M-(CH2)6CH3-HOTMS] 309[M-(CH)6CH3-2XHOTMS]; 217[SMTO=CHCH=CHOTMS]; 201[SMTO=CH(CH2)6CH3]191[SMTO=CHOTMS]""" "126/" "ｱｲｺｻﾍﾟﾝﾀｴﾝの自動酸化(126) ｱｲｺｻﾍﾟﾝﾀｴﾝのﾐｵｸﾞﾛﾋﾞﾝ存在下での酸化(127)" "126/127/" "FA0152" 1.00 "(METHYL)-7-[3,5-EPIDIOXY-2-(3-HYDROPEROXY-1,5-OCTADIENYL)CYCLOPENTYL]-5-HEPTENOIC ACID (HEPTENOATE)" "C20H30O6" 20.00 30.00 6.00 0.00 0.00 0.00 366.00 " OOH (REF:126)" " O ｜" "｜＼ ／ｹ／＼／ｦ＼／" "｜／ｻ" "｜＼ｺ COOH" "｜／ ＼／ｦ＼／＼／" " O" "126/" "GC-EI-MS(AFTER REDUCTION, HYDROGENATION,AND TMS-DERIVATIZATION)(126): M/E=498[M-HOTMS]; 483[498-CH3]; 427[M-(CH2)4CH3-HOTMS]; 408[498-HOTMS]; 337[M-(CH)4CH3-2xHOTMS]; 217[SMTO=CHCH=CHOTMS]; 191[SMTO=CHOTMS]; 173[SMTO=CH(CH2)4CH3]" "126/" "ｱｲｺｻﾍﾟﾝﾀｴﾝの自動酸化(126) ｱｲｺｻﾍﾟﾝﾀｴﾝのﾐｵｸﾞﾛﾋﾞﾝ存在下での酸化(127)生体中のｼｸﾛｵｷｼｹﾞﾅｰｾﾞの作用によって、ｱｲｺｻﾍﾟﾝﾀｴﾝ酸から生成(PGG3)(131/132)" "126/127/131/132/" "ｱｲｺｻﾍﾟﾝﾀｴﾝ酸もまた、ｱﾗｷﾄﾞﾝ酸と同様に,生体中のｼｸﾛｵｷｼｹﾞﾅｰｾﾞの作用によってPGG3となり、PGG3はさらにその他のPG類やﾄﾛﾝﾎﾞｷｻﾝ等へと代謝されるが、それらの生理 活性については不明な点も多い(131/132)" "131/132/" "FA0153" 1.00 "METHYL-10-[3,5-EPIDIOXY-2-(1-HYDROPEROXY-2-PENTENYL)CYCLOPENTYL]-5,8-DECADIENOATE" "C21H32O6" 21.00 32.00 6.00 0.00 0.00 0.00 380.00 " OOH (REF:126)" " O ｜" "｜＼ ／＼ｴ＼／" "｜／ｻ" "｜＼ｺ COOCH3" "｜／ ＼／ｦ＼／ｦ＼／＼／" " O" "126/" "GC-EI-MS(AFTER REDUCTION, HYDROGENATION,AND TMS-DERIVATIZATION)(126): M/E=498[M-HOTMS]; 483[498-CH3]; 441[M-(CH2)3CH3-HOTMS]; 408[498-HOTMS]; 351[M-(CH)3CH3-2xHOTMS]; 217[SMTO=CHCH=CHOTMS]; 191[SMTO=CHOTMS]; 159[SMTO=CH(CH2)3CH3]""" "126/" "ｱｲｺｻﾍﾟﾝﾀｴﾝの自動酸化(126) ｱｲｺｻﾍﾟﾝﾀｴﾝのﾐｵｸﾞﾛﾋﾞﾝ存在下での酸化(127)" "126/127/" "FA0154" 1.00 "METHYL-10-[3,5-EPIDIOXY-2-(3-HYDROPEROXY-1-PENTENYL)CYCLOPENTYL]-5,8-DECADIENOATE" "C21H32O6" 21.00 32.00 6.00 0.00 0.00 0.00 380.00 " OOH (REF:126)" " O ｜" "｜＼ ／ｹ／＼／" "｜／ｻ" "｜＼ｺ COOCH3" "｜／ ＼／ｦ＼／ｦ＼／＼／" " O" "126/" "GC-EI-MS(AFTER REDUCTION, HYDROGENATION,AND TMS-DERIVATIZATION)(126): M/E=498[M-HOTMS]; 483[498-CH3]; 469[M-CH2CH3-HOTMS]; 408[498-HOTMS]; 379[M-CH2CH3-2xHOTMS]; 217[SMTO=CHCH=CHOTMS];91[SMTO=CHOTMS]; 131[SMTO=CHCH2CH3]""" "126/" "ｱｲｺｻﾍﾟﾝﾀｴﾝの自動酸化(126) ｱｲｺｻﾍﾟﾝﾀｴﾝのﾐｵｸﾞﾛﾋﾞﾝ存在下での酸化(127)" "126/127/" "FA0155" 1.00 "METHYL-5,18-DIHYDROPEROXY-6,8,11,14,16-ICOSAPENTAENOATE" "C21H32O6" 21.00 32.00 6.00 0.00 0.00 0.00 380.00 " OOH OOH (REF:126)" " ｜ ｜" "CH3-CH2-CH-CH=CH-CH=CH-CH2-CH=CH-CH2-CH=CH-CH=CH-CH-(CH2)3-COOCH3" "126/" "CONJUGATED DIENE:λ=234nm (126)" "GC-EI-MS(AFTER REDUCTION, HYDROGENATION,AND TMS-DERIVATIZATION)(126): M/E=487[M-CH3]; 473[M-CH2CH3]; 412[498-HOTMS]; 401[M-(CH2)3COOCH3]; 383[473-HOTMS]; 311[401-HOTMS]; 203[SMTO=CH(CH2)3COOCH3]; 131[SMTO=CHCH2CH3]""" "126/" "ｱｲｺｻﾍﾟﾝﾀｴﾝの自動酸化(126)" "126/" "FA0156" 1.00 "METHYL-7-[2-(2-FORMYLVINYL)-3-HYDROXY-5-OXOXYCLOPENTYL]-5-HEPTENOATE" "C17H23O5" 17.00 23.00 5.00 0.00 0.00 0.00 307.00 "HO CHO (REF:128)" " ＼ ／ｹ／" " ／ｻ" " ＼ｺ COOCH2CH3" " ｴ ＼／ｦ＼／＼／" " O" "128/" "GC-EI-MS(AFTER REDUCTION WITH NaBH4,AND TMS)(128):M/E=528[M];513[M-CH3];487 [M-OCH2CH3];373[M-CH2CH=CH(CH2)3COOCH2CH3];348[M-2xHOTMS];309[M-SMTOC3H5OT MS];283[373-HOTMS];257[373-SMTO=CHCH2];243[SMTOC5H5OTMS];217[SMTOC3H3OTMS]191[SMTOCHOTMS];167[C6H6OTMS]" "128/" "ｱｲｺｻﾍﾟﾝﾀｴﾝの自動酸化(128)" "128/" "FA0157" 1.00 "4-HYDROPEROXY-5,7,10,13,16,19-DOCOSAHEXAENOIC ACID" "C22H32O4" 22.00 32.00 4.00 0.00 0.00 0.00 360.00 " OOH" " ｜" "CH3-CH2-CH=CH-CH2-CH=CH-CH2-CH=CH-CH2-CH=CH-CH2-CH=CH-CH=CH-CH-(CH2)2-COOH" " (REF:129)" "129/" "UV(ME-ESTER;AFTER REDUCTION)(129): CONJUGATED DIENE:λmax=236nm" "GC-EI-MS(ME-ESTER;AFTER REDUCTION AND TMS-DERIVATIZATION)(129):M/E=309[M-OCH3-HOTMS];307[309-H2];189[SMTO=CH(CH2)2COOCH3] GC-EI-MS(ME-ESTER;AFTER REDUCTION,HYDROGENATION,AND TMS-DERIVATIZATION(129) M/E=320[M-CH3OH-HOTMS];302;276;85 M/E=320[M-CH3OH-" "129/" "ﾄﾞｺｻﾍｷｻｴﾝの自動酸化(129) ﾄﾞｺｻﾍｷｻｴﾝ酸からｱﾗｷﾄﾞﾝの5ｰﾘﾎﾟｷｼｹﾞﾅｰｾﾞの作用によっても生成(133/144)" "133/144/" "ｱﾗｷﾄﾞﾝの5ｰLIPOXIGENASEの作用で生体中に生成したﾄﾞｺｻﾍｷｻｴﾝ酸の4ｰﾋﾄﾞﾛﾍﾟﾙｵｷｼﾄﾞはさらにﾋﾄﾞﾛｷｼ酸等へと代謝されるが，それらの生理活性については不明な点が多い (133/144)" "133/144/" "FA0158" 1.00 "7-HYDROPEROXY-4,8,10,13,16,19-DOCOSAHEXAENOIC ACID" "C22H32O4" 22.00 32.00 4.00 0.00 0.00 0.00 360.00 " OOH" " ｜" "CH3-CH2-CH=CH-CH2-CH=CH-CH2-CH=CH-CH2-CH=CH-CH=CH-CH-CH2-CH=CH-(CH2)2-COOH" " (REF:129)" "129/" "UV(ME-ESTER;AFTER REDUCTION)(129): CONJUGATED DIENE:λmax=236nm" "GC-EI-MS(ME-ESTER;AFTER REDUCTION AND TMS)(129):M/E=415[M-CH3];303[SMTO=CH(CH=CH)2(CH2CH=CH)3CH2CH3];229[SMTO=CHCH(CH2)3COOCH3]; GC-EI-MS(ME-ESTER;AFTER REDUCTION,HYDROGENATION,AND TMS)(129):M/E=427[M-CH3];411[M-OCH3];395[427-CH3OH];320[M-CH3OH-HOTMS];3" "129/" "ﾄﾞｺｻﾍｷｻｴﾝの自動酸化(129) ﾄﾞｺｻﾍｷｻｴﾝ酸からｱﾗｷﾄﾞﾝの5ｰﾘﾎﾟｷｼｹﾞﾅｰｾﾞの作用によっても生成(133/144)" "129/133/144/" "ｱﾗｷﾄﾞﾝの5ｰLIPOXIGENASEの作用で生体中に生成したﾄﾞｺｻﾍｷｻｴﾝ酸の7ｰﾋﾄﾞﾛﾍﾟﾙｵｷｼﾄﾞはさらにﾋﾄﾞﾛｷｼ酸等へと代謝されるが，それらの生理活性については不明な点が多い (133/144)" "133/144/" "FA0159" 1.00 "8-HYDROPEROXY-4,6,10,13,16,19-DOCOSAHEXAENOIC ACID" "C22H32O4" 22.00 32.00 4.00 0.00 0.00 0.00 360.00 " OOH" " ｜" "CH3-CH2-CH=CH-CH2-CH=CH-CH2-CH=CH-CH2-CH=CH-CH2-CH-CH=CH-CH=CH-(CH2)2-COOH" " (REF:129)" "129/" "GC-EI-MS(ME-ESTER;AFTER REDUCTION AND TMS)(129):M/E=309[M-OCH3-HOTMS];307[309-H2];241[SMTO=CH(CH=CH)2(CH2)2COOCH3];181[M-(218-31)]; GC-EI-MS(ME-ESTER;AFTER REDUCTION,HYDROGENATION,AND TMS)(129):M/E=427[M-CH3];411[M-OCH3];395[427-CH3OH];320[M-CH3OH-HOTMS]" "129/" "ﾄﾞｺｻﾍｷｻｴﾝの自動酸化(129)" "129/" "FA0160" 1.00 "10-HYDROPEROXY-4,7,11,13,16,19-DOCOSAHEXAENOIC ACID" "C22H32O4" 22.00 32.00 4.00 0.00 0.00 0.00 360.00 " OOH" " ｜" "CH3-CH2-CH=CH-CH2-CH=CH-CH2-CH=CH-CH=CH-CH-CH2-CH=CH-CH2-CH=CH-(CH2)2-COOH" " (REF:129)" "129/" "UV(ME-ESTER;AFTER REDUCTION)(129):CONJUGATED DIENE:λmax=236nm" "GC-EI-MS(ME-ESTER;AFTER REDUCTION AND TMS)(129):M/E=309[M-OCH3-HOTMS];307[309-H2];269[SMTO=CH(CH2CH=CH)2(CH2)2COOCH3];263[SMTO=CH(CH=CH)2(CH2CH=CH)2CH2CH3];GC-EI-MS(ME-ESTER;AFTER REDUCTION,HYDROGENATION,AND TMS)(129):M/E=427[M-CH3];411[M-OCH3];395[427-C" "129/" "ﾄﾞｺｻﾍｷｻｴﾝの自動酸化(129)" "129/" "FA0161" 1.00 "11-HYDROPEROXY-4,7,9,13,16,19-DOCOSAHEXAENOIC ACID" "C22H32O4" 22.00 32.00 4.00 0.00 0.00 0.00 360.00 " OOH" " ｜" "CH3-CH2-CH=CH-CH2-CH=CH-CH2-CH=CH-CH2-CH-CH=CH-CH=CH-CH2-CH=CH-(CH2)2-COOH" " (REF:129/130)" "129/130/" "UV(130): CONJUGATED DIENE:λmax=237nm UV(ME-ESTER;AFTER REDUCTION)(129): CONJUGATED DIENE:λmax=237nm" "GC-EI-MS(ME-ESTER;AFTER REDUCTION AND TMS)(129/130):M/E=251[SMTO=CH(CH2CH=CH)3CH2CH3];281[SMTO=CH(CH=CH)2CH2CH=CH(CH2)2COOCH3];GC-EI-MS(ME-ESTER;AFTERREDUCTION,HYDROGENATION AND TMS)(129/130):M/E=427[M-CH3];287[SMTO=CH(CH2)9COOCH3];257[SMTO=CH(CH2)10CH3]" "129/130/" "ﾄﾞｺｻﾍｷｻｴﾝの自動酸化(129) ﾄﾞｺｻﾍｷｻｴﾝ酸からｱﾗｷﾄﾞﾝの12ｰﾘﾎﾟｷｼｹﾞﾅｰｾﾞの作用によっても生成(144)" "129/144/" "ｱﾗｷﾄﾞﾝの12ｰLIPOXYGENASEの作用で生体中に生成したﾄﾞｺｻﾍｷｻｴﾝ酸の4ｰﾋﾄﾞﾛﾍﾟﾙｵｷｼﾄﾞ は，さらにﾋﾄﾞﾛｷｼ酸等へと代謝されるが，それらの生理活性については不明な点が 多い(133/144)" "133/144/" "FA0162" 1.00 "13-HYDROPEROXY-4,7,10,14,16,19-DOCOSAHEXAENOIC ACID" "C22H32O4" 22.00 32.00 4.00 0.00 0.00 0.00 360.00 " OOH" " ｜" "CH3-CH2-CH=CH-CH2-CH=CH-CH=CH-CH-CH2-CH=CH-CH2-CH=CH-CH2-CH=CH-(CH2)2-COOH" " (REF:129)" "129/" "UV(ME-ESTER;AFTER REDUCTION)(129): CONJUGATED DIENE:λmax=233nm" "GC-EI-MS(ME-ESTER;AFTER REDUCTION AND TMS)(129):M/E=309[M-OCH3-HOTMS OR SMTO=CH(CH2CH=CH)3(CH2)2COOCH3];307[309-H2];223[SMTO=CH(CH=CH)2CH2CH=CHCH2CH3];GC-EI-MS(ME-ESTER;AFTER REDUCTION,HYDROGENATION AND TMS)(129):M/E=427[M-CH3];411[M-OCH3];395[427-CH3OH]" "129/" "ﾄﾞｺｻﾍｷｻｴﾝの自動酸化(129)" "129/" "FA0163" 1.00 "14-HYDROPEROXY-4,7,10,12,16,19-DOCOSAHEXAENOIC ACID" "C22H32O4" 22.00 32.00 4.00 0.00 0.00 0.00 360.00 " OOH" " ｜" "CH3-CH2-CH=CH-CH2-CH=CH-CH2-CH-CH=CH-CH=CH-CH2-CH=CH-CH2-CH=CH-(CH2)2-COOH" " (REF:129/130/146)" "129/130/146/" "UV(130): CONJUGATED DIENE:λmax=237nm UV(ME-ESTER;AFTER REDUCTION)(129): CONJUGATED DIENE:λmax=236nm" "GC-EI-MS(ME-ESTER;AFTER REDUCTION AND TMS)(129/130/146) GC-EI-MS(ME-ESTER;AFTER REDUCTION,HYDROGENATION AND TMS)(129/130) GC-CI-MS(ME-ESTER;AFTER REDUCTION,TMS OR REDUCTION,HYDROGENATION,TMS)(130)" "129/130/146/" "ﾄﾞｺｻﾍｷｻｴﾝの自動酸化(129) ﾄﾞｺｻﾍｷｻｴﾝ酸からｱﾗｷﾄﾞﾝの12ｰﾘﾎﾟｷｼｹﾞﾅｰｾﾞの作用によっても生成(144)" "129/144/" "ｱﾗｷﾄﾞﾝの12ｰLIPOXYGENASEの作用で生体中に生成したﾄﾞｺｻﾍｷｻｴﾝ酸の14ｰﾋﾄﾞﾛﾍﾟﾙｵｷｼﾄﾞは，さらにﾋﾄﾞﾛｷｼ酸等へと代謝されるが，それらの生理活性については不明な点が 多い(133/144)" "133/144/" "FA0164" 1.00 "16-HYDROPEROXY-4,7,10,13,17,19-DOCOSAHEXAENOIC ACID" "C22H32O4" 22.00 32.00 4.00 0.00 0.00 0.00 360.00 " OOH" " ｜" "CH3-CH2-CH=CH-CH=CH-CH-CH2-CH=CH-CH2-CH=CH-CH2-CH=CH-CH2-CH=CH-(CH2)2-COOH" " (REF:129)" "129/" "UV(ME-ESTER;AFTER REDUCTION)(129): CONJUGATED DIENE:λmax=234nm" "GC-EI-MS(ME-ESTER;AFTER REDUCTION AND TMS)(129):M/E=415[M-CH3];349[SMTO=CH(CH2CH=CH)4(CH2)2COOCH3];340[M-HOTMS];183[SMTO=CH(CH=CH)2CH2CH3]; GC-EI-MS(ME-ESTER;AFTER REDUCTION,HYDROGENATION,AND TMS)(129):M/E=427[M-CH3];411[M-OCH3];395[427-CH3OH];357[SM" "129/" "ﾄﾞｺｻﾍｷｻｴﾝの自動酸化(129)" "129/" "FA0165" 1.00 "17-HYDROPEROXY-4,7,10,13,15,19-DOCOSAHEXAENOIC ACID" "C22H32O4" 22.00 32.00 4.00 0.00 0.00 0.00 360.00 " OOH" " ｜" "CH3-CH2-CH=CH-CH2-CH-CH=CH-CH=CH-CH2-CH=CH-CH2-CH=CH-CH2-CH=CH-(CH2)2-COOH" " (REF:129)" "129/" "UV(ME-ESTER;AFTER REDUCTION)(129): CONJUGATED DIENE:λmax=237nm" "GC-EI-MS(ME-ESTER;AFTER REDUCTION AND TMS)(129), GC-EI-MS(ME-ESTER;AFTER REDUCTION,HYDROGENATION AND TMS)(129) GC-EI-MS(ME-ESTER;AFTER REDUCTION,HYDROGENATION AND CHROMIC ACID OXYDATION(084)" "129/084/" "ﾄﾞｺｻﾍｷｻｴﾝの自動酸化(129) ﾄﾞｺｻﾍｷｻｴﾝ酸の大豆ﾘﾎﾟｷｼｹﾞﾅｰｾﾞによる酸化(pH=9.0)(084)" "129/084/" "FA0166" 1.00 "20-HYDROPEROXY-4,7,10,13,16,18-DOCOSAHEXAENOIC ACID" "C22H32O4" 22.00 32.00 4.00 0.00 0.00 0.00 360.00 " OOH" " ｜" "CH3-CH2-CH-CH=CH-CH=CH-CH2-CH=CH-CH2-CH=CH-CH2-CH=CH-CH2-CH=CH-(CH2)2-COOH" " (REF:129)" "129/" "UV(ME-ESTER;AFTER REDUCTION)(129): CONJUGATED DIENE:λmax=236nm" "GC-EI-MS(ME-ESTER;AFTER REDUCTION AND TMS)(129):M/E=372[(CH=CH)2(CH2CH=CH)4(CH2)2C(OTMS)OCH3];309[M-OCH3-HOTMS];307[309-H2];131[SMTO=CHCH2CH3]; GC-EI-MS(ME-ESTER;AFTER REDUCTION,HYDROGENATON, AND TMS)(129):M/E=427[M-CH3];413[SMTO=CH(CH2)18COOCH3];3" "129/" "ﾄﾞｺｻﾍｷｻｴﾝの自動酸化(129)" "129/" "FA0167" 1.00 "METHYL-9,9'-(METHYL 10',12'-OCTADECADIENOYLDIOXY)-13-HYDROPEROXY-10(OR 11)-OCTADECENOATE" "C38H68O8" 38.00 68.00 8.00 0.00 0.00 0.00 652.00 " (REF:147/148)" " CH3(CH2)4-CH=CH-CH=CH-CH-(CH2)7COOCH3" " |" " O" " |" " OOH O" " | |" " CH3(CH2)4-CH-CH2-CH=CH-CH-(CH2)7COOCH3" "147/148/" "CONJUGATED DIENE:λmax = 233nm(148)" "OOH GROUP:3600cm-1(148)" "FD-MS(147/148) M/E=652[M]; 635[M-OH]; 619[M-OOH]; 602[M-OOH-OH]; 325; 309; 293 GC-EI-MS(REDUCTION AND TMS-DERIVATIZATION)(147/148)" "148/147/" "リノール酸メチルの自動酸化。(147)リノール酸メチルヒドロペルオキシドの酸化分解物。(148)" "147/148/" "分解してヒドロペルオキシアルケナールなどの有毒アルデヒドを生ずる。(066/149)" "066/149/" "FA0168" 1.00 "METHYL-9,13'-(METHYL 9',11'-OCTADECADIENOYLDIOXY)-13-HYDROPEROXY-10(OR 11)-OCTADECENOATE" "C38H68O8" 38.00 68.00 8.00 0.00 0.00 0.00 652.00 " (REF:147/148)" " CH3OOC(CH2)7-CH=CH-CH=CH-CH-(CH2)4CH3" " |" " O" " |" " OOH O" " | |" " CH3(CH2)4-CH-CH2-CH=CH-CH-(CH2)7COOCH3" "147/148/" "CONJUGATED DIENE:λmax = 233nm(148)" "OOH GROUP:3600cm-1(148)" "FD-MS(147/148) M/E=652[M]; 635[M-OH]; 619[M-OOH]; 602[M-OOH-OH]; 325; 309; 293 GC-EI-MS(REDUCTION AND TMS-DERIVATIZATION)(147/148)" "148/147/" "リノール酸メチルの自動酸化。(147)リノール酸メチルヒドロペルオキシドの酸化分解物。(148)" "147/148/" "分解してヒドロペルオキシアルケナールなどの有毒アルデヒドを生ずる。(066/149)" "066/149/" "FA0169" 1.00 "METHYL-13,9'-(METHYL 10',12'-OCTADECADIENOYLDIOXY)-9-HYDROPEROXY-10(OR 11)-OCTADECENOATE" "C38H68O8" 38.00 68.00 8.00 0.00 0.00 0.00 652.00 " (REF:147/148)" " CH3(CH2)4-CH=CH-CH=CH-CH-(CH2)7COOCH3" " |" " O" " |" " OOH O" " | |" " CH3OOC(CH2)7-CH-CH=CH-CH2-CH-(CH2)4CH3" "147/148/" "CONJUGATED DIENE:λmax = 233nm(148)" "OOH GROUP:3600cm-1(148)" "FD-MS(147/148) M/E=652[M]; 635[M-OH]; 619[M-OOH]; 602[M-OOH-OH]; 325; 309; 293 GC-EI-MS(REDUCTION AND TMS-DERIVATIZATION)(147/148)" "148/147/" "リノール酸メチルの自動酸化。(147)リノール酸メチルヒドロペルオキシドの酸化分解物。(148)" "147/148/" "分解してヒドロペルオキシアルケナールなどの有毒アルデヒドを生ずる。(066/149)" "066/149/" "FA0170" 1.00 "METHYL-13,13'-(METHYL 9',11'-OCTADECADIENOYLDIOXY)-9-HYDROPEROXY-10(OR 11)-OCTADECENOATE" "C38H68O8" 38.00 68.00 8.00 0.00 0.00 0.00 652.00 " (REF:147/148)" " CH3OOC(CH2)7-CH=CH-CH=CH-CH-(CH2)4CH3" " |" " O" " |" " OOH O" " | |" " CH3OOC(CH2)7-CH-CH=CH-CH2-CH-(CH2)4CH3" "147/148/" "CONJUGATED DIENE:λmax = 233nm(148)" "OOH GROUP:3600cm-1(148)" "FD-MS(147/148) M/E=652[M]; 635[M-OH]; 619[M-OOH]; 602[M-OOH-OH]; 325; 309; 293 GC-EI-MS(REDUCTION AND TMS-DERIVATIZATION)(147/148)" "148/147/" "リノール酸メチルの自動酸化。(147)リノール酸メチルヒドロペルオキシドの酸化分解物。(148)" "147/148/" "分解してヒドロペルオキシアルケナールなどの有毒アルデヒドを生ずる。(066/149)" "066/149/" "FA0171" 1.00 "METHYL-9,9'-(METHYL 10',12'-OCTADECADIENOYLDIOXY)-10,13-DIHYDROPEROXY-11-OCTADECENOATE" "C38H68O10" 38.00 68.00 10.00 0.00 0.00 0.00 684.00 " (REF:148/150)" " CH3(CH2)4-CH=CH-CH=CH-CH-(CH2)7COOCH3" " |" " O" " |" " OOH HOO O" " | | |" " CH3(CH2)4-CH-CH=CH-CH-CH-(CH2)7COOCH3" "148/150/" "CONJUGATED DIENE:λmax = 233nm(148/150)" "OOH GROUP:3450cm-1(148/150)" "FD-MS(148/150) M/E=684[M]; 669[M-CH3]; 667[M-OH]; 651[M-OOH] GC-EI-MS(REDUCTION AND TMS-DERIVATIZATION)(148/150)" "148/150/" "リノール酸メチルの自動酸化。(150)リノール酸メチルヒドロペルオキシドの酸化分解物。(148)" "150/148/" "分解してヒドロペルオキシアルケナールなどの有毒アルデヒドを生ずる。(066/149)" "066/149/" "FA0172" 1.00 "METHYL-9,13'-(METHYL 9',11'-OCTADECADIENOYLDIOXY)-10,13-DIHYDROPEROXY-11-OCTADECENOATE" "C38H68O10" 38.00 68.00 10.00 0.00 0.00 0.00 684.00 " (REF:148/150)" " CH3OOC(CH2)7-CH=CH-CH=CH-CH-(CH2)4CH3" " |" " O" " |" " OOH HOO O" " | | |" " CH3(CH2)4-CH-CH=CH-CH-CH-(CH2)7COOCH3" "148/150/" "CONJUGATED DIENE:λmax = 233nm(148/150)" "OOH GROUP:3450cm-1(148/150)" "FD-MS (148/150) M/E=684[M]; 669[M-CH3]; 667[M-OH]; 651[M-OOH] GC-EI-MS(REDUCTION AND TMS-DERIVATIZATION)(148/150)" "148/150/" "リノール酸メチルの自動酸化。(150)リノール酸メチルヒドロペルオキシドの酸化分解物。(148)" "150/148/" "分解してヒドロペルオキシアルケナールなどの有毒アルデヒドを生ずる。(066/149)" "066/149/" "FA0173" 1.00 "METHYL-13,9'-(METHYL 10',12'-OCTADECADIENOYLDIOXY)-9,12-DIHYDROPEROXY-10-OCTADECENOATE" "C38H68O10" 38.00 68.00 10.00 0.00 0.00 0.00 684.00 " (REF:148/150)" " CH3(CH2)4-CH=CH-CH=CH-CH-(CH2)7COOCH3" " |" " O" " |" " OOH HOO O" " | | |" " CH3OOC(CH2)7-CH-CH=CH-CH-CH-(CH2)4CH3" "148/150/" "CONJUGATED DIENE:λmax = 233nm(148/150)" "OOH GROUP:3450cm-1(148/150)" "FD-MS (148/150) M/E=684[M]; 669[M-CH3]; 667[M-OH]; 651[M-OOH] GC-EI-MS(REDUCTION AND TMS-DERIVATIZATION)(148/150)" "148/150/" "リノール酸メチルの自動酸化。(150)リノール酸メチルヒドロペルオキシドの酸化分解物。(148)" "150/148/" "分解してヒドロペルオキシアルケナールなどの有毒アルデヒドを生ずる。(066/149)" "066/149/" "FA0174" 1.00 "METHYL-13,13'-(METHYL 9',11'-OCTADECADIENOYLDIOXY)-9,12-DIHYDROPEROXY-10-OCTADECENOATE" "C38H68O10" 38.00 68.00 10.00 0.00 0.00 0.00 684.00 " (REF:148/150)" " CH3OOC(CH2)7-CH=CH-CH=CH-CH-(CH2)4CH3" " |" " O" " |" " OOH HOO O" " | | |" " CH3OOC(CH2)7-CH-CH=CH-CH-CH-(CH2)4CH3" "148/150/" "CONJUGATED DIENE:λmax = 233nm(148/150)" "OOH GROUP:3450cm-1(148/150)" "FD-MS (148/150) M/E=684[M]; 669[M-CH3]; 667[M-OH]; 651[M-OOH] GC-EI-MS(REDUCTION AND TMS-DERIVATIZATION)(148/150)" "148/150/" "リノール酸メチルの自動酸化。(150)リノール酸メチルヒドロペルオキシドの酸化分解物。(148)" "150/148/" "分解してヒドロペルオキシアルケナールなどの有毒アルデヒドを生ずる。(066/149)" "066/149/" "FA0175" 1.00 "METHYL-9,9'-(METHYL 10',12',15'-OCTADECATRIENOYLDIOXY)-10,12,15-OCTADECATRIENOATE" "C38H62O6" 38.00 62.00 6.00 0.00 0.00 0.00 614.00 " (REF:151)" " CH3-CH2-CH=CH-CH2-CH=CH-CH=CH-CH-(CH2)7COOCH3" " |" " O" " |" " O" " |" " CH3-CH2-CH=CH-CH2-CH=CH-CH=CH-CH-(CH2)7COOCH3" "151/" "CONJUGATED DIENE:λmax = 233-234nm(151)" "C,T AND T,T CONJUGATED DIENES: 985-980 AND 950-940cm-1(151)" "1H-NMR(151) CH-OO[PEROXIDE LINKAGE PROTON]: 4.14-4.34ppm; CH=CH-CH=CH[CONJUGATED OLEFINIC PROTON]: 5.42-6.72ppm; C=C-CH2-C=C: 2.94ppm; CH2C-OO: 2.30-2.32ppm" "FABMS (151) GC-EI-MS(HYDROGENATION AND TMS-DERIVATIZATION)(151)" "151/" "リノレン酸メチルの自動酸化。(151)リノレン酸メチルヒドロペルオキシドの酸化分解物。(151)" "151/" "分解してアルデヒドなどの有毒成分を生ずる。(152)" "152/" "FA0176" 1.00 "METHYL-9,16'-(METHYL 9',12',14'-OCTADECATRIENOYLDIOXY)-10,12,15-OCTADECATRIENOATE" "C38H62O6" 38.00 62.00 6.00 0.00 0.00 0.00 614.00 " (REF:151)" " CH3OOC(CH2)7-CH=CH-CH2-CH=CH-CH=CH-CH-CH2-CH3" " |" " O" " |" " O" " |" " CH3-CH2-CH=CH-CH2-CH=CH-CH=CH-CH-(CH2)7COOCH3" "151/" "CONJUGATED DIENE:λmax = 233-234nm(151)" "C,T AND T,T CONJUGATED DIENES: 985-980 AND 950-940cm-1(151)" "1H-NMR(151) CH-OO[PEROXIDE LINKAGE PROTON]: 4.14-4.34ppm; CH=CH-CH=CH[CONJUGATED OLEFINIC PROTON]: 5.42-6.72ppm; C=C-CH2-C=C: 2.94ppm; CH2C-OO: 2.30-2.32ppm" "FABMS (151) GC-EI-MS(HYDROGENATION AND TMS-DERIVATIZATION)(151)" "151/" "リノレン酸メチルの自動酸化。(151)リノレン酸メチルヒドロペルオキシドの酸化分解物。(151)" "151/" "分解してアルデヒドなどの有毒成分を生ずる。(152)" "152/" "FA0177" 1.00 "METHYL-16,9'-(METHYL 10',12',15'-OCTADECATRIENOYLDIOXY)-9,12,14-OCTADECATRIENOATE" "C38H62O6" 38.00 62.00 6.00 0.00 0.00 0.00 614.00 " (REF:151)" " CH3-CH2-CH=CH-CH2-CH=CH-CH=CH-CH-(CH2)7COOCH3" " |" " O" " |" " O" " |" " CH3OOC(CH2)7-CH=CH-CH2-CH=CH-CH=CH-CH-CH2-CH3" "151/" "CONJUGATED DIENE:λmax = 233-234nm(151)" "C,T AND T,T CONJUGATED DIENES: 985-980 AND 950-940cm-1(151)" "1H-NMR(151) CH-OO[PEROXIDE LINKAGE PROTON]: 4.14-4.34ppm; CH=CH-CH=CH[CONJUGATED OLEFINIC PROTON]: 5.42-6.72ppm; C=C-CH2-C=C: 2.94ppm; CH2C-OO: 2.30-2.32ppm" "FABMS (151) GC-EI-MS(HIDROGENATION AND TMS-DERIVATIZATION)(151)" "151/" "リノレン酸メチルの自動酸化。(151)リノレン酸メチルヒドロペルオキシドの酸化分解物。(151)" "151/" "分解してアルデヒドなどの有毒成分を生ずる。(152)" "152/" "FA0178" 1.00 "METHYL-16,16'-(METHYL 9',12',14'-OCTADECATRIENOYLDIOXY)-9,12,14-OCTADECATRIENOATE" "C38H62O6" 38.00 62.00 6.00 0.00 0.00 0.00 614.00 " (REF:151)" " CH3OOC(CH2)7-CH=CH-CH2-CH=CH-CH=CH-CH-CH2-CH3" " |" " O" " |" " O" " |" " CH3OOC(CH2)7-CH=CH-CH2-CH=CH-CH=CH-CH-CH2-CH3" "151/" "CONJUGATED DIENE:λmax = 233-234nm(151)" "C,T AND T,T CONJUGATED DIENES: 985-980 AND 950-940cm-1(151)" "1H-NMR(151) CH-OO[PEROXIDE LINKAGE PROTON]: 4.14-4.34ppm; CH=CH-CH=CH[CONJUGATED OLEFINIC PROTON]: 5.42-6.72ppm; C=C-CH2-C=C: 2.94ppm; CH2C-OO: 2.30-2.32ppm" "FABMS (151) GC-EI-MS(HYDROGENATION AND TMS-DERIVATIZATION)(151)" "151/" "リノレン酸メチルの自動酸化 (151)リノレン酸メチルヒドロペルオキシドの酸化分解物。(151)" "151/" "分解してアルデヒドなどの有毒成分を生ずる。(152)" "152/" "FA0179" 1.00 "METHYL-9,9'-(METHYL 10',12',15'-OCTADECATRIENOYLDIOXY)-16-HYDROPEROXY-10,12,14-OCTADECATRIENOATE" "C38H62O8" 38.00 62.00 8.00 0.00 0.00 0.00 646.00 " (REF:151)" " CH3-CH2-CH=CH-CH2-CH=CH-CH=CH-CH-(CH2)7COOCH3" " |" " O" " |" " OOH O" " | |" " CH3-CH2-CH-CH=CH-CH=CH-CH=CH-CH-(CH2)7COOCH3" "151/" "CONJUGATED DIENE:λmax = 233-234nm(151)" "C,T AND T,T CONJUGATED DIENES: 985-980 AND 950-940cm-1 OOH GROUP: 3600-3150cm-1 (151)" "1H-NMR(151) CH-OO[PEROXIDE LINKAGE PROTON]: 4.13-4.34ppm; CH=CH-CH=CH[CONJUGATED OLEFINIC PROTON]: 5.42-6.72ppm; C=C-CH2-C=C: 2.94ppm; CH2C-OO: 2.30-2.32ppm;OOH: 6.90ppm" "FABMS (151) GC-EI-MS(HYDROGENATION AND TMS-DERIVATIZATION)(151)" "151/" "リノレン酸メチルの自動酸化。(151)リノレン酸メチルヒドロペルオキシドの酸化分解物。(151)リノレン酸メチルヒドロペルオキシエピジオキシドの酸化分解物。(151)" "151/" "分解してアルデヒドなどの有毒成分を生ずる。(152)" "152/" "FA0180" 1.00 "METHYL-9,16'-(METHYL 9',12',14'-OCTADECATRIENOYLDIOXY)-16-HYDROPEROXY-10,12,15-OCTADECATRIENOATE" "C38H62O8" 38.00 62.00 8.00 0.00 0.00 0.00 646.00 " (REF:151)" " CH3OOC(CH2)7-CH=CH-CH2-CH=CH-CH=CH-CH-CH2-CH3" " |" " O" " |" " OOH O" " | |" " CH3-CH2-CH-CH=CH-CH=CH-CH=CH-CH-(CH2)7COOCH3" "151/" "CONJUGATED DIENE:λmax = 233-234nm(151)" "C,T AND T,T CONJUGATED DIENES: 985-980 AND 950-940cm-1 OOH GROUP: 3600-3150cm-1 (151)" "1H-NMR(151) CH-OO[PEROXIDE LINKAGE PROTON]: 4.13-4.34ppm; CH=CH-CH=CH[CONJUGATED OLEFINIC PROTON]: 5.42-6.72ppm; C=C-CH2-C=C: 2.94ppm; CH2C-OO: 2.30-2.32ppm;OOH: 6.90ppm" "FABMS (151) GC-EI-MS(HYDROGENATION AND TMS-DERIVATIZATION)(151)" "151/" "リノレン酸メチルの自動酸化。(151)リノレン酸メチルヒドロペルオキシドの酸化分解物。(151)リノレン酸メチルヒドロペルオキシエピジオキシドの酸化分解物。(151)" "151/" "分解してアルデヒドなどの有毒成分を生ずる。(152)" "152/" "FA0181" 1.00 "METHYL-16,9'-(METHYL 10',12',15'-OCTADECATRIENOYLDIOXY)-16-HYDROPEROXY-9,12,14-OCTADECATRIENOATE" "C38H62O8" 38.00 62.00 8.00 0.00 0.00 0.00 646.00 " (REF:151)" " CH3-CH2-CH=CH-CH2-CH=CH-CH=CH-CH-(CH2)7COOCH3" " |" " O" " |" " OOH O" " | |" " CH3OOC(CH2)7-CH-CH=CH-CH=CH-CH=CH-CH-CH2-CH3" "151/" "CONJUGATED DIENE:λmax = 233-234nm(151)" "C,T AND T,T CONJUGATED DIENES: 985-980 AND 950-940cm-1 OOH GROUP: 3600-3150cm-1(151)" "1H-NMR(151) CH-OO[PEROXIDE LINKAGE PROTON]: 4.13-4.34ppm; CH=CH-CH=CH[CONJUGATED OLEFINIC PROTON]: 5.42-6.72ppm; C=C-CH2-C=C: 2.94ppm; CH2C-OO: 2.30-2.32ppm; OOH: 6.90ppm" "FABMS (151) GC-EI-MS(HYDROGENATION AND TMS-DERIVATIZATION)(151)" "151/" "リノレン酸メチルの自動酸化。(151)リノレン酸メチルヒドロペルオキシドの酸化分解物。(151)リノレン酸メチルヒドロペルオキシエピジオキシドの酸化分解物。(151)" "151/" "分解してアルデヒドなどの有毒成分を生ずる。(152)" "152/" "FA0182" 1.00 "METHYL-16,16'-(METHYL 9',12',14'-OCTADECATRIENOYLDIOXY)-16-HYDROPEROXY-9,12,14-OCTADECATRIENOATE" "C38H62O8" 38.00 62.00 8.00 0.00 0.00 0.00 646.00 " (REF:151)" " CH3OOC(CH2)7-CH=CH-CH2-CH=CH-CH=CH-CH-CH2-CH3" " |" " O" " |" " OOH O" " | |" " CH3OOC(CH2)7-CH-CH=CH-CH=CH-CH=CH-CH-CH2-CH3" "151/" "CONJUGATED DIENE:λmax = 233-234nm(151)" "C,T AND T,T CONJUGATED DIENES: 985-980 AND 950-940cm-1 OOH GROUP: 3600-3150cm-1 (151)" "1H-NMR(151) CH-OO[PEROXIDE LINKAGE PROTON]: 4.13-4.34ppm; CH=CH-CH=CH[CONJUGATED OLEFINIC PROTON]: 5.42-6.72ppm; C=C-CH2-C=C: 2.94ppm; CH2C-OO: 2.30-2.32ppm;OOH: 6.90ppm" "FABMS (151) GC-EI-MS(HYDROGENATION AND TMS-DERIVATIZATION)(151)" "151/" "リノレン酸メチルの自動酸化。(151)リノレン酸メチルヒドロペルオキシドの酸化分解物。(151)リノレン酸メチルヒドロペルオキシエピジオキシドの酸化分解物。(151)" "151/" "分解してアルデヒドなどの有毒成分を生ずる。(152)" "152/" "FA0183" 1.00 "METHYL-9,9'-(METHYL 16'-HYDROPEROXY-10',12',14'-OCTADECATRIENOYLDIOXY)-16-HYDROPEROXY-10,12,14-OCTADECATRIENOATE" "C38H62O10" 38.00 62.00 10.00 0.00 0.00 0.00 678.00 " (REF:151)" " CH3-CH2-CH-CH=CH-CH=CH-CH=CH-CH-(CH2)7COOCH3" " | |" " OOH O" " |" " OOH O" " | |" " CH3-CH2-CH-CH=CH-CH=CH-CH=CH-CH-(CH2)7COOCH3" "151/" "OOH GROUP: 3600-3150cm-1(151)" "1H-NMR(151) CH-OO[PEROXIDE LINKAGE PROTON]: 4.13-4.35ppm; CH-OOH: 4.05ppm; CH2C-OO: 2.30-2.32ppm; OOH: 6.9-7.6ppm" "FABMS (151) GC-EI-MS(HYDROGENATION AND TMS-DERIVATIZATION)(151)" "151/" "リノレン酸メチルの自動酸化。(151)リノレン酸メチルヒドロペルオキシドの酸化分解物。(151)リノレン酸メチルジヒドロペルオキシドの酸化分解物。(151)" "151/" "分解してアルデヒドなどの有毒成分を生ずる。(152)" "152/" "FA0184" 1.00 "METHYL-9,16'-(METHYL 9'-HYDROPEROXY-10',12',14'-OCTADECATRIENOYLDIOXY)-16-HYDROPEROXY-10,12,14-OCTADECATRIENOATE" "C38H62O10" 38.00 62.00 10.00 0.00 0.00 0.00 678.00 " (REF:151)" " CH3OOC(CH2)7-CH-CH=CH-CH=CH-CH=CH-CH-CH2-CH3" " | |" " OOH O" " |" " OOH O" " | |" " CH3-CH2-CH-CH=CH-CH=CH-CH=CH-CH-(CH2)7COOCH3" "151/" "OOH GROUP: 3600-3150cm-1(151)" "1H-NMR(151) CH-OO[PEROXIDE LINKAGE PROTON]: 4.13-4.35ppm; CH-OOH: 4.05ppm; CH2C-OO: 2.30-2.32ppm; OOH: 6.9-7.6ppm" "FABMS (151) GC-EI-MS(HYDROGENATION AND TMS-DERIVATIZATION)(151)" "151/" "リノレン酸メチルの自動酸化。(151)リノレン酸メチルヒドロペルオキシドの酸化分解物。(151)リノレン酸メチルジヒドロペルオキシドの酸化分解物。(151)" "151/" "分解してアルデヒドなどの有毒成分を生ずる。(152)" "152/" "FA0185" 1.00 "METHYL-16,9'-(METHYL 16'-HYDROPEROXY-10',12',14'-OCTADECATRIENOYLDIOXY)-9-HYDROPEROXY-10,12,14-OCTADECATRIENOATE" "C38H62O10" 38.00 62.00 10.00 0.00 0.00 0.00 678.00 " (REF:151)" " CH3-CH2-CH-CH=CH-CH=CH-CH=CH-CH-(CH2)7COOCH3" " | |" " OOH O" " |" " OOH O" " | |" " CH3OOC(CH2)7-CH-CH=CH-CH=CH-CH=CH-CH-CH2-CH3" "151/" "OOH GROUP: 3600-3150cm-1 (151)" "1H-NMR(151) CH-OO[PEROXIDE LINKAGE PROTON]: 4.13-4.35ppm; CH-OOH: 4.05ppm; CH2C-OO: 2.30-2.32ppm; OOH: 6.9-7.6ppm" "FABMS (151) GC-EI-MS(HYDROGENATION AND TMS-DERIVATIZATION)(151)" "151/" "リノレン酸メチルの自動酸化。(151)リノレン酸メチルヒドロペルオキシドの酸化分解物。(151)リノレン酸メチルジヒドロペルオキシドの酸化分解物。(151)" "151/" "分解してアルデヒドなどの有毒成分を生ずる。(152)" "152/" "FA0186" 1.00 "METHYL-16,16'-(METHYL 9'-HYDROPEROXY-10',12',14'-OCTADECATRIENOYLDIOXY)-9-HYDROPEROXY-10,12,14-OCTADECATRIENOATE" "C38H62O10" 38.00 62.00 10.00 0.00 0.00 0.00 678.00 " (REF:151)" " CH3OOC(CH2)7-CH-CH=CH-CH=CH-CH=CH-CH-CH2-CH3" " | |" " OOH O" " |" " OOH O" " | |" " CH3OOC(CH2)7-CH-CH=CH-CH=CH-CH=CH-CH-CH2-CH3" "151/" "OOH GROUP: 3600-3150cm-1(151)" "1H-NMR(151) CH-OO[PEROXIDE LINKAGE PROTON]: 4.13-4.35ppm; CH-OOH: 4.05ppm; CH2C-OO: 2.30-2.32ppm; OOH: 6.9-7.6ppm" "FABMS (151) GC-EI-MS(HYDROGENATION AND TMS-DERIVATIZATION)(151)" "151/" "リノレン酸メチルの自動酸化。(151)リノレン酸メチルヒドロペルオキシドの酸化分解物。(151)リノレン酸メチルジヒドロペルオキシドの酸化分解物。(151)" "151/" "分解してアルデヒドなどの有毒成分を生ずる。(152)" "152/" "FA0187" 1.00 "METHYL-9,9'-(METHYL 10',12',15'-OCTADECATRIENOYLDIOXY)-10,12-EPIDIOXY-12,14-OCTADECADIENOATE" "C38H62O8" 38.00 62.00 8.00 0.00 0.00 0.00 646.00 " (REF:151)" " CH3-CH2-CH=CH-CH2-CH=CH-CH=CH-CH-(CH2)7COOCH3" " |" " O" " |" " O-O O" " ／ ＼ |" " CH3-CH2-CH=CH-CH=CH-CH CH-CH-(CH2)7COOCH3" " ＼ ／" " CH2" "151/" "CONJUGATED DIENE: λmax =233-234nm (151)" "C,T AND T,T CONJUGATED DIENES: 985-980 AND 950-940cm-1(151)" "1H-NMR(151) CH-OO[PEROXIDE LINKAGE PROTON]: 4.13-4.35ppm; CH-OO-CH[INTRAMOLECULAR PEROXIDE OF HYDROPEROXY EPIDIOXIDE]:4.48-4.49,4.80 ppm; CH=CH-CH=CH[CONJUGATED OLEFINIC PROTON]: 5.42-6.72ppm;CH2-C-O-O-C[METHYLENE PROTONS FROM EPIDIOXIDE RING]:2.40-2." "FABMS (151) GC-EI-MS(HYDROGENATION AND TMS-DERIVATIZATION)(151)" "151/" "リノレン酸メチルの自動酸化。(151)リノレン酸メチルヒドロペルオキシドの酸化分解物。(151)リノレン酸メチルヒドロペルオキシエピジオキシドの酸化分解物。(151)" "151/" "分解してアルデヒドなどの有毒成分を生ずる。(152)" "152/" "FA0188" 1.00 "METHYL-9,16'-(METHYL 9',12',14'-OCTADECATRIENOYLDIOXY)-10,12-EPIDIOXY-12,14-OCTADECADIENOATE" "C38H62O8" 38.00 62.00 8.00 0.00 0.00 0.00 646.00 " (REF:151)" " CH3OOC(CH2)7-CH=CH-CH2-CH=CH-CH=CH-CH-CH2-CH3" " |" " O" " |" " O-O O" " ／ ＼ |" " CH3-CH2-CH=CH-CH=CH-CH CH-CH-(CH2)7COOCH3" " ＼ ／" " CH2" "151/" "CONJUGATED DIENE: λmax = 233-234nm (151)" "C,T AND T,T CONJUGATED DIENES: 985-980 AND 950-940cm-1(151)" "1H-NMR(151) CH-OO[PEROXIDE LINKAGE PROTON]: 4.13-4.35ppm; CH-OO-CH [INTRAMOLECULAR PEROXIDE OF HYDROPEROXY EPIDIOXIDE]: 4.48-4.49, 4.80ppm; CH=CH-CH=CH[CONJUGATED OLEFINIC PROTON]: 5.42-6.72ppm;CH2-C-O-O-C[METHYLENE PROTONS FROM EPIDIOXIDE RING]" "FABMS (151) GC-EI-MS(HYDROGENATION AND TMS-DERIVATIZATION)(151)" "151/" "リノレン酸メチルの自動酸化。(151)リノレン酸メチルヒドロペルオキシドの酸化分解物。(151)リノレン酸メチルヒドロペルオキシエピジオキシドの酸化分解物。(151)" "151/" "分解してアルデヒドなどの有毒成分を生ずる。(152)" "152/" "FA0189" 1.00 "METHYL-16,9'-(METHYL 10',12',15'-OCTADECATRIENOYLDIOXY)-13,15-EPIDIOXY-9,11-OCTADECADIENOATE" "C38H62O8" 38.00 62.00 8.00 0.00 0.00 0.00 646.00 " (REF:151)" " CH3-CH2-CH=CH-CH2-CH=CH-CH=CH-CH-(CH2)7COOCH3" " |" " O" " |" " O-O O" " ／ ＼ |" " CH3OOC(CH2)7-CH=CH-CH=CH-CH CH-CH-CH2-CH3" " ＼ ／" " CH2" "151/" "CONJUGATED DIENE: λmax = 233-234nm(151)" " C,T AND T,T CONJUGATED DIENES: 985-980 AND 950-940cm-1(151)" "1H-NMR(151) CH-OO[PEROXIDE LINKAGE PROTON]: 4.13-4.35ppm; CH-OO-CH[INTRAMOLECULAR PEROXIDE OF HYDROPEROXY EPIDIOXIDE]:4.48-4.49,4.80 ppm; CH=CH-CH=CH[CONJUGATED OLEFINIC PROTON]: 5.42-6.72 ppm;CH2-C-O-O-C[METHYLENE PROTONS FROM EPIDIOXIDE RING]:2.4" "FABMS (151) GC-EI-MS(HYDROGENATION AND TMS-DERIVATIZATION)(151)" "151/" "リノレン酸メチルの自動酸化。(151)リノレン酸メチルヒドロペルオキシドの酸化分解物。(151)リノレン酸メチルヒドロペルオキシエピジオキシドの酸化分解物。(151)" "0151/" "分解してアルデヒドなどの有毒成分を生ずる。(152)" "152/" "FA0190" 1.00 "METHYL-16,16'-(METHYL 9',12',14'-OCTADECATRIENOYLDIOXY)-13,15-EPIDIOXY-9,11-OCTADECADIENOATE" "C38H62O8" 38.00 62.00 8.00 0.00 0.00 0.00 646.00 " (REF:151)" " CH3OOC(CH2)7-CH=CH-CH2-CH=CH-CH=CH-CH-CH2-CH3" " |" " O" " |" " O-O O" " ／ ＼ |" " CH3OOC(CH2)7-CH=CH-CH=CH-CH CH-CH-CH2-CH3" " ＼ ／" " CH2" "151/" "CONJUGATED DIENE: λmax =233-234nm(151)" "C,T AND T,T CONJUGATED DIENES: 985-980 AND 950-940cm-1(151)" "1H-NMR(151) CH-OO[PEROXIDE LINKAGE PROTON]: 4.13-4.35ppm; CH-OO-CH[INTRAMOLECULAR PEROXIDE OF HYDROPEROXY EPIDIOXIDE]:4.48-4.49,4.80 ppm; CH=CH-CH=CH[CONJUGATED OLEFINIC PROTON]: 5.42-6.72ppm; CH2-C-O-O-C[METHYLENE PROTONS FROM EPIDIOXIDE RING]:2.40" "FABMS (151) GC-EI-MS(HYDROGENATION AND TMS-DERIVATIZATION)(151)" "151/" "リノレン酸メチルの自動酸化。(151)リノレン酸メチルヒドロペルオキシドの酸化分解物。(151)リノレン酸メチルヒドロペルオキシエピジオキシドの酸化分解物。(151)" "151/" "分解してアルデヒドなどの有毒成分を生ずる。(152)" "152/" "FA0191" 1.00 "METHYL-9,9'-(METHYL 10',12'-EPIDIOXY-13',15'-OCTADECADIENOYLDIOXY)-10,12-EPIDIOXY-12,14-OCTADECADIENOATE" "C38H62O10" 38.00 62.00 10.00 0.00 0.00 0.00 678.00 " O-O (REF:151)" " ／ ＼" " CH3-CH2-CH=CH-CH=CH-CH CH-CH-(CH2)7COOCH3" " ＼ ／ |" " CH2 O" " |" " O-O O" " ／ ＼ |" " CH3-CH2-CH=CH-CH=CH-CH CH-CH-(CH2)7COOCH3" " ＼CH2／" "151/" "CONJUGATED DIENE: λmax = 233-234nm(151)" "C,T AND T,T CONJUGATED DIENES: 985-980 AND 950-940cm-1(151)" "1H-NMR (151) CH-OO[PEROXIDE LINKAGE PROTON]: 4.13-4.35 ppm; CH-OO-CH[INTRAMOLECULAR PEROXIDE OF HYDROPEROXY EPIDIOXIDE]:4.48-4.49, 4.80ppm; CH=CH-CH=CH[CONJUGATED OLEFINIC PROTON]: 5.42-6.72ppm;CH2-C-O-O-C[METHYLENE PROTONS FROM EPIDIOXIDE RING]:2.40-" "FABMS (151) GC-EI-MS(HYDROGENATION AND TMS-DERIVATIZATION)(151)" "151/" "リノレン酸メチルの自動酸化。(151)リノレン酸メチルヒドロペルオキシドの酸化分解物。(151)リノレン酸メチルジヒドロペルオキシドの酸化分解物。(151)" "151/" "分解してアルデヒドなどの有毒成分を生ずる。(152)" "152/" "FA0192" 1.00 "METHYL-9,16'-(METHYL 13',15'-EPIDIOXY-9',11'-OCTADECADIENOYLDIOXY)-10,12-EPIDIOXY-12,14-OCTADECADIENOATE" "C38H62O10" 38.00 62.00 10.00 0.00 0.00 0.00 678.00 " O-O (REF:151)" " ／ ＼" " CH3OOC(CH2)7-CH=CH-CH=CH-CH CH-CH-CH2-CH3" " ＼CH2／ |" " O" " |" " O-O O" " ／ ＼ |" " CH3-CH2-CH=CH-CH=CH-CH CH-CH-(CH2)7COOCH3" " ＼CH2／" "151/" "CONJUGATED DIENE: λmax = 233-234nm(151)" "C,T AND T,T CONJUGATED DIENES: 985-980 AND 950-940cm-1(151)" "1H-NMR(151) CH-OO[PEROXIDE LINKAGE PROTON]:4.13-4.35ppm; CH-OO-CH [INTRAMOLECULAR PEROXIDE OF HYDROPEROXY EPIDIOXIDE]: 4.48-4.49,4.80ppm; CH=CH-CH=CH[CONJUGATED OLEFINIC PROTON]: 5.42-6.72ppm;""" "FABMS (151) GC-EI-MS(HYDROGENATION AND TMS-DERIVATIZATION)(151)" "151/" "リノレン酸メチルの自動酸化。(151)リノレン酸メチルヒドロペルオキシドの酸化分解物。(151)リノレン酸メチルジヒドロペルオキシドの酸化分解物。(151)" "151/" "分解してアルデヒドなどの有毒成分を生ずる。(152)" "152/" "FA0193" 1.00 "METHYL-16,9'-(METHYL 10',12'-EPIDIOXY-13',15'-OCTADECADIENOYLDIOXY)-13,15-EPIDIOXY-9,11-OCTADECADIENOATE" "C38H62O10" 38.00 62.00 10.00 0.00 0.00 0.00 678.00 " O-O (REF:151)" " ／ ＼" " CH3-CH2-CH=CH-CH=CH-CH CH-CH-(CH2)7COOCH3" " ＼CH2／ |" " O" " |" " O-O O" " ／ ＼ |" " CH3OOC(CH2)7-CH=CH-CH=CH-CH CH-CH-CH2-CH3" " ＼CH2／" "151/" "CONJUGATED DIENE: λmax = 233-234nm(151)" "C,T AND T,T CONJUGATED DIENES: 985-980 AND 950-940cm-1(151)" "1H-NMR(151) CH-OO[PEROXIDE LINKAGE PROTON]: 4.13-4.35ppm; CH-OO-CH [INTRAMOLECULAR PEROXIDE OF HYDROPEROXY EPIDIOXIDE]: 4.48-4.49,4.80ppm; CH=CH-CH=CH[CONJUGATED OLEFINIC PROTON]: 5.42-6.72ppm; CH2-C-O-O-C[METHYLENE PROTONS FROM EPIDIOXIDE R" "FABMS (151) GC-EI-MS(HYDROGENATION AND TMS-DERIVATIZATION)(151)" "151/" "リノレン酸メチルの自動酸化。(151)リノレン酸メチルヒドロペルオキシドの酸化分解物。(151リノレン酸メチルジヒドロペルオキシドの酸化分解物。(151)" "151/" "分解してアルデヒドなどの有毒成分を生ずる。(152)" "152/" "FA0194" 1.00 "METHYL-16,16'-(METHYL 13',15'-EPIDIOXY-9',11'-OCTADECADIENOYLDIOXY)-13,15-EPIDIOXY-9,11-OCTADECADIENOATE" "C38H62O10" 38.00 62.00 10.00 0.00 0.00 0.00 678.00 " O-O (REF:151)" " ／ ＼" " CH3OOC(CH2)7-CH=CH-CH=CH-CH CH-CH-CH2-CH3" " ＼CH2／ |" " O" " |" " O-O O" " ／ ＼ |" " CH3OOC(CH2)7-CH=CH-CH=CH-CH CH-CH-CH2-CH3" " ＼CH2／" "151/" "CONJUGATED DIENE: λmax = 233-234nm(151)" "C,T AND T,T CONJUGATED DIENES: 985-980 AND 950-940cm-1(151)" "1H-NMR(151) CH-OO[PEROXIDE LINKAGE PROTON]: 4.13-4.35ppm; CH-OO-CH [INTRA- MOLECULAR PEROXIDE OF HYDROPEROXY EPIDIOXIDE]: 4.48-4.49,4.80ppm; CH=CH-CH=CH[CONJUGATED OLEFINIC PROTON]: 5.42-6.72ppm; CH2-C-O-O-C[METHYLENE PROTONS FROM EPIDIOXIDE RING]:2.40" "FABMS (151) GC-EI-MA(HYDROGENATION AND TMS-DERIVATIZATION)(151)" "151/" "リノレン酸メチルの自動酸化。(151)リノレン酸メチルヒドロペルオキシドの酸化分解物。(151)リノレン酸メチルジヒドロペルオキシドの酸化分解物。(151)" "151/" "分解してアルデヒドなどの有毒成分を生ずる。(152)" "152/" "FA0195" 1.00 "5-HYDROXY-6,8,11,14,17-ICOSAPENTAENOIC ACID" "5-HEPE" "C20H30O3" 20.00 30.00 3.00 0.00 0.00 0.00 318.00 " OH (REF:145)" " ｶ COOH" " ／ｦ＼ｴｼ＼／＼／" " ／" " ＼" " ＼ｧ／＼ｧ／＼ｧ／＼" "145/" "λmax(MeOH)=235nm, ε=30000 (145)" "GC-EI-MS(ME-ESTER,TMS-DERIVATIZATION)(138/140/145) M/E=404[M]; 389[M-CH3]; 314[M-HOTMS]; 303 AND 203[FROM α-CLEAVAGE ON C5]; 255[M-CH2(CH=CHCH2)3CH3]; 213[303-HOTMS]" "145/138/140/" "モルモット多核白血球から精製した 5-LIPOXYGENASE とIPA(ICOSAPENTAENOIC ACID)との反応により生成。(138) ラット好塩基性白血病細胞と IPA との反応により生成。(140)マウス肥満細胞中のリポキシゲーナゼと IPA との反応により生成。(145) カルシウムイオ" "138/140/145/153/" "5-HETEは好中球遊走活性を有するが、5-HEPEにはその活性がない。(153)" "153/" "FA0196" 1.00 "12-HYDROXY-5,8,10,14,17-ICOSAPENTAENOIC ACID" "12-HEPE" "C20H30O3" 20.00 30.00 3.00 0.00 0.00 0.00 318.00 " (REF:154)" " COOH" " ／ｦ＼／ｦ＼／＼／" " HO ｾ" " ＼／" " ｵ" " ＼ｧ／＼ｧ／＼" "154/" "λmax(EtOH)= 237nm (154)" "GC-EI-MS (ME-ESTER,TMS-DERIVATIZATION) (139/146/154) M/E=389[M-CH3];373[M-OCH3]; 314[M-HOTMS]; 295(BASE PEAK)[FROM α-CLEAVAGE ON C12];173 GC-EI-MS (ME-ESTER, TBDMS-DERIVATIZATION) (146) M/E=389[M-(CH3)3C];314[M-132];337(BASE PEAK)[FROM α" "154/139/146/" "ラット肺サイトソルと IPA (ICOSAPENTAENOIC ACID)との反応生成物。(139)ますのえらからの抽出液と IPA との反応生成物。(146)ヒト血小板とIPAとの反応生成物。(154)タラ肝油を摂取したヒト血小板中。(155)" "139/146/154/155/" "FA0197" 1.00 "15-HYDROXY-5,8,11,13,17-ICOSAPENTAENOIC ACID" "15-HEPE" "C20H30O3" 20.00 30.00 3.00 0.00 0.00 0.00 318.00 " (REF:156)" " COOH" " ／ｦ＼／ｦ＼／＼／" " ／" " ＼" " ＼ｧ／ｸｽ／＼ｧ／＼" " ｶ" " OH" "156/" "λmax(EtOH) = 237nm (156)" "GC-EI-MS (ME-ESTER,TMS-DERIVATIZATION) (156) M/E=404[M]; 389[M-CH3]; 373[M-OCH3]; 314[M-HOTMS]; 335 AND 171(BASE PEAK)[FROM α-CLEAVAGE ON C15] 233[M-171](156)""" "156/" "15-HYDROPEROXY ICOSAPENTAENOIC ACIDとブタロイコトリエン懸濁液との反応生成物。(156)15-HYDROPEROXY ICOSAPENTAENOIC ACID からヒト血小板中で生成。(157)" "156/157/" "FA0198" 1.00 "12-HYDROXY-5,8,10,14-HEPTADECATETRAENOIC ACID" "C17H26O3" 17.00 26.00 3.00 0.00 0.00 0.00 278.00 " (REF:154)" " ／＼ｧ／＼／＼" " ｾ COOH" " ｾ" " ＼ｷ＼／＼ｧ／＼" " ｵ" " OH" "154/" "λmax(EtOH)= 232nm (154)" "GC-EI-MS (ME-ESTER, TMS-DERIVATIZATION)(154) M/E=349[M-CH3]; 333[M-OCH3]; 274[M-HOTMS]; 295[FROM α-CLEAVAGE ON C12] GC-EI-MS (ME-ESTER, HYDROGENATION, TMS)(154) M/E=372[M]; 310 AND 173 [FROM α-CLEAVAGE ON C12]" "154/" "PGH3 の分解により生成。(154) ヒト精子と IPA(ICOSAPENTAENOIC ACID)との反応によって生成。(154)タラ肝油を摂取したヒト血小板中。(155)" "154/155/" "FA0199" 1.00 "5,15-DIHYDROXY-6,8,11,13,17-ICOSAPENTAENOIC ACID" "C20H30O4" 20.00 30.00 4.00 0.00 0.00 0.00 334.00 " OH (REF:156)" " ｶ COOH" " ／ｦ＼ｴｼ＼／＼／" " ／" " ＼" " ＼ｧ／ｸｽ／＼ｧ／＼" " ｵ" " OH" "156/" "λmax(EtOH)= 243nm (SHOULDERS AT 226nm)(156)" "GC-EI-MS(ME-ESTER, TMS-DERIVATIZATION)(156) M/E=492[M]; 477[M-CH3]; 461[M-OCH3]; 223[(CH=CH)2CH(OTMS)CH2CH=CHCH2CH3]; 203[FROM α-CLEAVAGE ON C5]; 171[FROM α-CLEAVAGE ON C15]" "156/" "15-HYDROPEROXY ICOSAPENTAENOIC ACIDとブタロイコサイト懸濁液との反応生成物中。(156)" "156/" "FA0200" 1.00 "8,15-DIHYDROXY-5,9,11,13,17-ICOSAPENTAENOIC ACID" "C20H30O4" 20.00 30.00 4.00 0.00 0.00 0.00 334.00 " (REF:156)" " HO" " ＼／＼ｧ／＼／＼" " ｵ COOH" " ｸ OH" " ｵ ｵ" " ｸ／ｸ／＼／ｦ＼／" "156/" "λmax(EtOH)= 269.5nm (SHOULDERS AT 260 AND 281nm)(156)" "GC-EI-MS(ME-ESTER, TMS-DERIVATIZATION)(156) M/E=477[M-CH3]; 461[M-OCH3]; 351 AND 243[FROM α-CLEAVAGE ON C8]; 261[351-HOTMS]; 171[FROM α-CLEAVAGE ON C15]" "156/" "15-HYDROPEROXY ICOSAPENTAENOIC ACIDとブタロイコサイト懸濁液との反応生成物中。(156)" "156/" "FA0201" 1.00 "14,15-DIHYDROXY-5,8,10,12,17-ICOSAPENTAENOIC ACID" "C20H30O4" 20.00 30.00 4.00 0.00 0.00 0.00 334.00 " (REF:156)" " ／＼ｧ／＼／＼" " ｾ COOH" " ｾ" " ＼ｷ＼ｷ＼ｽ／＼ｧ／＼" " ｶ ｵ" " HO OH" "156/" "λmax(EtOH)= 273-273.5nm (156)" "GC-EI-MS(ME-ESTER, TMS-DERIVATIZATION)(156) M/E=477[M-CH3]; 461[M-OCH3]; 423[FROM α-CLEAVAGE ON C15]; 394[TMS MIGRATION ION]; 321 AND 171 (BASE PEAK)[FROM α-CLEAVAGE ON C14-15]" "156/" "15-HYDROPEROXY ICOSAPENTAENOIC ACIDとブタロイコサイト懸濁液との反応生成物中。(156)" "156/" "FA0202" 1.00 "5,6,15-TRIHYDROXY-7,9,11,13,17-ICOSAPENTAENOIC ACID" "LIPOXIN A5 [LIPOXENE A]" "C20H30O5" 20.00 30.00 5.00 0.00 0.00 0.00 350.00 " OH (REF:156)" " ｵ" " ／ｹ／ｹ／＼／＼／＼" " ｾ ｵ COOH" " ｾ OH" " ＼ｷ＼／＼ｧ／＼" " ｵ" " OH" "156/" """CONJUGATED TETRAENE: λmax(EtOH)= 302nm(SHOULDERS AT 289,316nm)(156)""" "GC-EI-MS(ME-ESTER, TMS-DERIVATIZATION)(156) M/E=580[M]; 490[M-HOTMS]; 377 AND 203(BASE PEAK)[FROM α-CLEAVAGE ON C5-6]; 171[FROM α-CLEAVAGE ON C15]" "156/" "15-HYDROPEROXY ICOSAPENTAENOIC ACIDとブタロイコサイト懸濁液との反応生成物中。(156) カルシウムイオノフォアで刺激したサケ前腎から分離したロイコサイト中。(158)" "156/158/" "FA0203" 1.00 "5,14,15-TRIHYDROXY-6,8,10,12,17-ICOSAPENTAENOIC ACID" "LIPOXIN B5 [LIPOXENE B]" "C20H30O5" 20.00 30.00 5.00 0.00 0.00 0.00 350.00 " OH (REF:156)" " ｵ COOH" " ／ｹ／＼／＼／" " ｾ OH" " ｾ ｵ" " ＼ｷ＼ｷ＼／＼／ｦ＼／" " ｵ" " OH" "156/" "CONJUGATED TETRAENE: λmax(EtOH)= 302nm(SHOULDERS AT 289,316nm)(156)" "GC-EI-MS(ME-ESTER, TMS-DERIVATIZATION)(156) M/E=580[M]; 490[M-HOTMS]; 409 AND 171(BASE PEAK)[FROM α-CLEAVAGE ON C14-15];203[FROM α-CLEAVAGE ON C5]" "156/" "15-HYDROPEROXY ICOSAPENTAENOIC ACIDとブタロイコサイト懸濁液との反応生成物中。(156)" "156/" "FA0204" 1.00 "13-HYDROXY-14,15-EPOXY-5,8,11,17-ICOSATETRAENOIC ACID" "C20H30O4" 20.00 30.00 4.00 0.00 0.00 0.00 334.00 " (REF:156)" " COOH" " ／ｦ＼／ｦ＼／＼／" " ／ OH" " ＼ ｵ" " ＼ｧ／＼ｽ／＼ｧ／＼" " ﾆ" " O" "156/" "GC-EI-MS(ME-ESTER,TMS-DERIVATIZATION)(156) M/E=405[M-CH3]; 391[M-OCH3]; 351[M-CH2CH=CHCH2CH3]; 309(BASE PEAK)[FROM α-CLEAVAGE ON C13]" "156/" "15-HYDROPEROXY ICOSAPENTAENOIC ACIDとブタロイコサイト懸濁液との反応生成物中。(156)" "156/" "FA0205" 1.00 "5,12-DIHYDROXY-6,8,10,14,17-ICOSATETRAENOIC ACID" "LEUKOTRIENE B5" "C20H30O4" 20.00 30.00 4.00 0.00 0.00 0.00 334.00 " OH (REF:159/160)" " ｵ COOH" " ／＼／＼／" " ｾ" " ｾ" " ＼ｷ＼ｷ＼／＼ｧ／＼ｧ／＼" " ｵ" " OH" "159/160/" "CONJUGATED TRIENE:λmax= 269-270nm(SHOULDERS AT 259-260,279-281 OR 290nm)(159-162)" "GC-EI-MS(ME-ESTER,TMS-DERIVATIZATION)(159/160/162) M/E=492[M];477[M-CH3];461[M-OCH3];402[M-HOTMS];383[FROM α-CLEAVAGE ON C12];203[FROM α-CLEAVAGE ON C5]""" "159/160/161/162/" "カルシウムイオノフォアで刺激したヒト好中球と IPA(ICOSAPENTAENOIC ACID) との反応生成物中。(153)IPA とウサギの多形核白血球の好中球との反応生成物。(160) IPA とヒトの多形核白血球の好中球との反応生成物。(161/162) 魚油で飼育したラットに抗アルブミン血清を投与し" "153/159/160/161/162/164/" "ラット好中球の凝集を引き起こすがその活性は LTB4 より低い。(160) ヒト多形核白血球の好中球からのリソソーム酵素の放出を促すが、その活性は LTB4 より低い。(160)ブラジキニンによって引き起こされるウサギ皮膚における血管透過性を 亢進させるが、その活性は" "160/161/162/163/164/" "FA0206" 1.00 "5-HYDROXY-6-S-GLUTATHIONYL-7,9,11,14,17-ICOSAPENTAENOIC ACID" "LEUKOTRIENE C5" "C30H45O9N3S" 30.00 45.00 9.00 3.00 0.00 1.00 623.00 " OH (REF:159/160)" " ｵ COOH" " ｴ＼ｴ＼ｴ＼／＼／＼／" " ｵ ＼" " ｵ S-CH2-CHCONHCH2COOH" " ＼ｧ／＼ｧ／＼ |" " NHCO(CH2)2CHCOOH" " |" " NH2" "159/160/" "CONJUGATED TRIENE:λmax= 280nm (SHOULDERS AT 270 AND 292nm)(165)" "GC-EI-MS(AFTER DESULFURIZATION,METHYLATION,HYDROGENATION,TMS DERIVATIZATION)(165) M/E=399[M-CH3]; 367[399-CH3OH]; 313 AND 203{FROM α-CLEAVAGE ON C5]" "165/" "カルシウムイオノフォアで刺激したマウス肥満細胞と IPA(ICOSAPENTAENOIC ACID) とのL-CYSTEIN存在下での反応生成物中。(145/165/166) カルシウムイオノフォアで刺激したヒト好中球と IPA との反応生成物中。(153)油を多く含む食餌を与えたマウス中で培養した肥満細胞中" "145/165/166/153/159/164/167/" "モルモット回腸に対する収縮作用。（LTC4よりは活性が低い。）(159/165) モルモットの肺柔組織片の収縮作用を有する。その活性は LTC4とほぼ同じ。(164)" "159/165/164/" "FA0207" 1.00 "5-HYDROXY-6-S-CYSTEINYLGLYCYL-7,9,11,14,17-ICOSAPENTAENOIC ACID" "LEUKOTRIENE D5" "C25H38O6N2S" 25.00 38.00 6.00 2.00 0.00 1.00 494.00 " OH (REF:166/167)" " ｵ COOH" " ｴ＼ｴ＼ｴ＼／＼／＼／" " ｵ ＼" " ｵ S-CH2" " ＼ｧ／＼ｧ／＼ |" " CHCONHCH2COOH" " |" " NH2" "166/167/" "λmax =280nm(SHOULDERS AT 270 AND 292nm)(167)" "167/" "魚油で飼育したラットに抗アルブミン血清を投与し、 さらにアルブミンを与えた後の腹膜腔中。(164) LTC5よりγ-GLUTAMYL TRANSPEPTIDASEの作用により生成。(165-167)ラット好塩球白血病細胞と IPA(ICOSAPENTAENOIC ACID)との反応生成物中。(167)" "164/165/166/167" "FA0208" 1.00 "5-HYDROXY-6-S-CYSTEINYL-7,9,11,14,17-ICOSAPENTAENOIC ACID" "LEUKOTRIENE E5" "C22H35O5NS" 23.00 35.00 5.00 1.00 0.00 1.00 437.00 " OH (REF:167)" " ｵ COOH" " ｴ＼ｴ＼ｴ＼／＼／＼／" " ｵ ＼" " ｵ S-CH2" " ＼ｧ／＼ｧ／＼ |" " CHCOOH" " |" " NH2" "167/" "FA0209" 1.00 "4-HYDROXY-5,7,10,13,16,19-DOCOSAHEXAENOIC ACID" "C22H32O3" 22.00 32.00 3.00 0.00 0.00 0.00 344.00 " OH (REF:129)" " ｵ" " ／ｦ＼／ｦ＼ｴｼ＼／＼" " ／ COOH" " ＼" " ＼ｧ／＼ｧ／＼ｧ／＼" "129/" "GC-EI-MS(ME-ESTER,TMS)(129)GC-EI-MS(ME-ESTER,HYDROGENATION,TMS)(129)" "129/" "カルシウムイオノフォアで刺激したヒト好中球と、DHA(DODSAHEXAENOIC ACID) との反応によって生ずるヒドロキシ酸の少量成分。(153)" "153/" "FA0210" 1.00 "7-HYDROXY-4,8,10,13,16,19-DOCOSAHEXAENOIC ACID" "C22H32O3" 22.00 32.00 3.00 0.00 0.00 0.00 344.00 " OH (REF:153)" " ｵ" " ／ｦ＼ｴｼ＼／ｦ＼／＼" " ／ COOH" " ＼" " ＼ｧ／＼ｧ／＼ｧ／＼" "153/" "λmax =234.2nm (153)" "GC-EI-MS(ME-ESTER,TMS)(129) GC-EI-MS(ME-ESTER,HYDROGENATION,TMS)(129/153/168) M/E=442[M]; 411[M-OCH3]; 313 AND 231[FROM α-CLEAVAGE ON C7]" "153/129/168/" "カルシウムイオノフォアで刺激したヒト好中球と、DHA(DODSAHEXAENOIC ACID) との反応によって生ずるヒドロキシ酸の主成分。(153)ラット肝ミクロソームと DHA との NADPH 存在下での反応生成物。(169)ラット肝ミクロソームと DHA との NADPH 存在下での反応生成物。(169)" "153/169/" "5-HETEは好中球遊走活性を有するが、7-DCHA(7-HYDROXY DHA)にはその活性がない｡ (153)" "153/" "FA0211" 1.00 "8-HYDROXY-4,6,10,13,16,19-DOCOSAHEXAENOIC ACID" "C22H32O3" 22.00 32.00 3.00 0.00 0.00 0.00 344.00 " OH (REF:129)" " ｵ" " ／ｦ＼／ｼｹ／ｦ＼／＼" " ／ COOH" " ＼" " ＼ｧ／＼ｧ／＼ｧ／＼" "129/" "GC-EI-MS(ME-ESTER,TMS)(129) GC-EI-MS(ME-ESTER,HYDROGENATION,TMS) (129)" "129/" "ラット肝ミクロソームと DHA(DOCOSAHEXAENOIC ACID)との NADPH 存在下での反応生成物。(169)" "169/" "FA0212" 1.00 "10-HYDROXY-4,7,11,13,16,19-DOCOSAHEXAENOIC ACID" "C22H32O3" 22.00 32.00 3.00 0.00 0.00 0.00 344.00 " (REF:129/169)" " ／ｦ＼／ｦ＼／＼" " ｵ COOH" " ｵ" " ／＼ｷ＼ｧ／＼ｧ／＼ｧ／＼" " HO" "129/169/" "λmax =235nm (169)" "GC-EI-MS (ME-ESTER,TMS)(129) GC-EI-MS (ME-ESTER,HYDROGENATION,TMS) (129/169)M/E=273 AND 271[FROM α-CLEAVAGE ON C10]" "169/129/" "ラット肝ミクロソームと DHA(DOCOSAHEXAENOIC ACID)との NADPH 存在下での反応生成物。(169)" "169/" "FA0213" 1.00 "11-HYDROXY-4,7,9,13,16,19-DOCOSAHEXAENOIC ACID" "C22H32O3" 22.00 32.00 3.00 0.00 0.00 0.00 344.00 " OH (REF:130)" " ｵ" " ／ｼｹ／ｦ＼／ｦ＼／＼" " ／ COOH" " ＼" " ＼ｧ／＼ｧ／＼ｧ／＼" "130/" "λmax =237nm (130)" "GC-EI-MS(ME-ESTER,TMS)(129/130/170)M/E=430[M]; 281[FROM α-CLEAVAGE ON C11]GC-EI-MS(ME-ESTER,HYDROGENATION,TMS)(129/130/168) M/E=287(BASE PEAK) AND 257[FROM α-CLEAVAGE ON C11], CI-MS(ME-ESTER,TMS)(130) M/E=448[M+H20]; 358[448-HOTMS]; 341[M+1-HOTM" "130/129/170/168/" "ヒト血小板と DHA(DOCOSAHEXAENOIC ACID)との反応生成物。(130/168) ラット肝ミクロソームと DHA との NADPH 存在下での反応生成物。(169) イヌ網膜中のリポキシゲナーゼと DHA との反応生成物。(170)" "130/168/169/170/" "FA0214" 1.00 "13-HYDROXY-4,7,10,14,16,19-DOCOSAHEXAENOIC ACID" "C22H32O3" 22.00 32.00 3.00 0.00 0.00 0.00 344.00 " (REF:129)" " ／ｦ＼／ｦ＼／ｦ＼／＼" " ／ COOH" " ＼" " ＼ｽｷ＼ｧ／＼ｧ／＼" " ｵ" " OH" "129/" "GC-EI-MS(ME-ESTER,TMS)(129) GC-EI-MS(ME-ESTER,HYDROGENATION,TMS)(129)" "129/" "ラット肝ミクロソームと DHA(DOCOSAHEXAENOIC ACID)との NADPH 存在下での反応生成物。(169)" "169/" "FA0215" 1.00 "14-HYDROXY-4,7,10,12,16,19-DOCOSAHEXAENOIC ACID" "C22H32O3" 22.00 32.00 3.00 0.00 0.00 0.00 344.00 " (REF:130/146)" " ／ｦ＼／ｦ＼／ｦ＼／＼" " HO ｾ COOH" " ＼／" " ｵ" " ＼ｧ／＼ｧ／＼" "130/146/" "λmax =237nm (130)λmax (MeOH)=228nm (168)" "GC-EI-MS(ME-ESTER,TMS)(129/130/146)M/E=321[M-109];211[FROM α-CLEAVAGE ON C14], GC-EI-MS(ME-ESTER,HYDROGENATION,TMS)(129/130/168)M/E=329 AND 215(BASE PEAK)[FROM α-CLEAVAGE ON C14], GC-EI-MS(ME-ESTER,TBDMS)(146), GC-EI-MS(ME-ESTER,HYDROGENATION,TBDMS" "130/168/129/146/" "ヒト血小板と DHA(DOCOSAHEXAENOIC ACID)との反応生成物。(130/168) ラット肝ミクロソームと DHA との NADPH 存在下での反応生成物。(169) ますのえらの抽出液と DHA との反応生成物。(146/171)" "130/168/169/146/171/" "FA0216" 1.00 "16-HYDROXY-4,7,10,13,17,19-DOCOSAHEXAENOIC ACID" "C22H32O3" 22.00 32.00 3.00 0.00 0.00 0.00 344.00 " (REF:129)" " ／ｦ＼／ｦ＼／ｦ＼／＼" " ／ COOH" " ＼" " ＼ｧ／＼ｽｷ＼ｧ／＼" " ｵ" " OH" "129/" "GC-EI-MS(ME-ESTER,TMS)(129) GC-EI-MS(ME-ESTER,HYDROGENATION,TMS) (129)" "129/" "ラット肝ミクロソームと DHA(DOCOSAHEXAENOIC ACID)との NADPH 存在下での反応生成物。(169)" "169/" "FA0217" 1.00 "17-HYDROXY-4,7,10,13,15,19-DOCOSAHEXAENOIC ACID" "C22H32O3" 22.00 32.00 3.00 0.00 0.00 0.00 344.00 " (REF:129)" " ／ｦ＼／ｦ＼／ｦ＼／＼" " ／ COOH" " ＼" " ＼ｧ／ｸｽ／＼ｧ／＼" " ｵ" " OH" "129/" "GC-EI-MS(ME-ESTER,TMS)(129) GC-EI-MS(ME-ESTER,HYDROGENATION,TMS) (129)" "129/" "ヒト精子と DHA(DOCOSAHEXAENOIC ACID)との反応生成物。(143) ラット肝ミクロソームと DHA との NADPH 存在下での反応生成物。(169)" "143/169/" "FA0218" 1.00 "21-HYDROXY-4,7,10,13,16,19-DOCOSAHEXAENOIC ACID" "C22H32O3" 22.00 32.00 3.00 0.00 0.00 0.00 344.00 " (REF:169)" " ／ｦ＼／ｦ＼／ｦ＼／＼" " ／ OH COOH" " ＼ ｵ" " ＼ｧ／＼ｧ／＼ｧ／＼" "169/" "GC-EI-MS(ME-ESTER,TMS)(169) M/E=415[M-CH3]; 386[TMS MIGRATION PEAK]; 129[SMTO=CHCHCH2]; 117[SMTO=CHCH3] GC-EI-MS(ME-ESTER,HYDROGENATION,TMS)(169) M/E=427[M-CH3];398[TMS MIGRATIONPEAK]; 352[M-HOTMS]; 117[SMTO=CHCH3] PEAK]; 352[M-HOTMS]; 117[SMT" "169/" "ラット肝ミクロソームと DHA(DOCOSAHEXAENOIC ACID)との NADPH 存在下での反応生成物。(169)" "169/" "FA0219" 1.00 "22-HYDROXY-4,7,10,13,16,19-DOCOSAHEXAENOIC ACID" "C22H32O3" 22.00 32.00 3.00 0.00 0.00 0.00 344.00 " (REF:169)" " ／ｦ＼／ｦ＼／ｦ＼／＼" " ／ COOH" " ＼" " ＼ｧ／＼ｧ／＼ｧ／＼" " OH" "169/" "GC-EI-MS(ME-ESTER,TMS)(169) M/E=430[M]; 415[M-CH3]; 399[M-OCH3]; 103[SMTOCH2] GC-EI-MS(ME-ESTER,HYDROGENATION,TMS)(169) M/E=427[M-CH3]; 411[M-OCH3]; 103[SMTOCH2]""" "169/" "ラット肝ミクロソームと DHA(DOCOSAHEXAENOIC ACID)との NADPH 存在下での反応生成物。(169)" "169/" "FA0220" 1.00 "7,8-DIHYDROXY-4,10,13,16,19-DOCOSAPENTAENOIC ACID" "C22H34O4" 22.00 34.00 4.00 0.00 0.00 0.00 362.00 " HO OH (REF:169)" " ｵｵ" " ／ｦ＼／ｼ＼／ｦ＼／＼" " ／ COOH" " ＼" " ＼ｧ／＼ｧ／＼ｧ／＼" "169/" "GC-EI-MS(ME-ESTER,TMS)(169) M/E=520[M]; 331[FROM α-CLEAVAGE ON C8]; 229[FROM α-CLEAVAGE ON C7-8] GC-EI-MS(ME-ESTER,HYDROGENATION,TMS)(169) M/E=515[M-CH3]; 499[M-OCH3]; 401[FROM α-CLEAVAGE ON C7];333[FROM α- CLEAVAGE ON C8];304[TMS MIG" "169/" "ラット肝ミクロソームと DHA(DOCOSAHEXAENOIC ACID)との NADPH 存在下での反応生成物。(169)" "169/" "FA0221" 1.00 "10,11-DIHYDROXY-4,7,13,16,19-DOCOSAPENTAENOIC ACID" "C22H34O4" 22.00 34.00 4.00 0.00 0.00 0.00 362.00 " HO OH (REF:169)" " ｵｵ" " ／ｼ＼／ｦ＼／ｦ＼／＼" " ／ COOH" " ＼" " ＼ｧ／＼ｧ／＼ｧ／＼" "169/" "GC-EI-MS(ME-ESTER,TMS)(169) M/E=520[M];489[M-OCH3];430[M-HOTMS]; 371[FROM α-CLEAVAGE ON C11]; 353[FROM α-CLEAVAGE ON C10]; 269 AND 251[FROM α-CLEAVAGE ON C10-11]GC-EI-MS(ME-ESTER,HYDROGENATION,TMS)(169) M/E=515[M-CH3]; 499[M-OCH3]; 409 [499-" "169/" "ラット肝ミクロソームと DHA(DOCOSAHEXAENOIC ACID)との NADPH 存在下での反応生成物。(169)" "169/" "FA0222" 1.00 "13,14-DIHYDROXY-4,7,10,16,19-DOCOSAPENTAENOIC ACID" "C22H32O4" 22.00 34.00 4.00 0.00 0.00 0.00 362.00 " (REF:169)" " ／ｦ＼／ｦ＼／ｦ＼／＼" " ／ COOH" " ＼" " ＼ｽ／＼ｧ／＼ｧ／＼" " ｵｵ" " HO OH" "169/" "GC-EI-MS(ME-ESTER,TMS)(169) M/E=520[M]; 489[M-OCH3];430[M-HOTMS]; 411[FROM α-CLEAVAGE ON C14]; 313[FROM α-CLEAVAGE ON C13];211[FROM α-CLEAVAGE ON C13-14]GC-EI-MS(ME-ESTER,HYDROGENATION,TMS)(169) M/E=499[M-OCH3]; 317[FROM α-CLEAVAGE ON C13];" "169/" "ラット肝ミクロソームと DHA(DOCOSAHEXAENOIC ACID)との NADPH 存在下での反応生成物。(169)" "169/" "FA0223" 1.00 "16,17-DIHYDROXY-4,7,10,13,19-DOCOSAPENTAENOIC ACID" "C22H34O4" 22.00 34.00 4.00 0.00 0.00 0.00 362.00 " (REF:169)" " ／ｦ＼／ｦ＼／ｦ＼／＼" " ／ COOH" " ＼" " ＼ｧ／＼ｽ／＼ｧ／＼" " ｵｵ" " HO OH" "169/" "GC-EI-MS(ME-ESTER,TMS)(169) M/E=520[M];489[M-OCH3];430[M-HOTMS];451[FROM α-CLEAVAGE ON C17]; 273[FROM α-CLEAVAGE ON C16]; 171[FROM α-CLEAVAGE ON C16-17], GC-EI-MS(ME-ESTER,HYDROGENATION,TMS)(169) M/E=499[M-OCH3]; 430[TMS MIGRATION PEAK]; 357 AN" "169/" "ラット肝ミクロソームと DHA(DOCOSAHEXAENOIC ACID)との NADPH 存在下での反応生成物。(169)" "169/" "FA0224" 1.00 "19,20-DIHYDROXY-4,7,10,13,16-DOCOSAPENTAENOIC ACID" "C22H34O4" 22.00 34.00 4.00 0.00 0.00 0.00 362.00 " (REF:169)" " ／ｦ＼／ｦ＼／ｦ＼／＼" " ／ COOH" " ＼" " ＼ｧ／＼ｧ／＼ｽ／＼" " ｵｵ" " HO OH" "169/" "GC-EI-MS(ME-ESTER,TMS)(169) M/E=520[M];489[M-OCH3];430[M-HOTMS];389[M-131]; 233[FROM α-CLEAVAGE ON C19]; 131[FROM α-CLEAVAGE ON C19-20]; GC-EI-MS(ME-ESTER,HYDROGENATION,TMS)(169) M/E= 515[M-CH3]; 499[M-OCH3]; 440[M-HOTMS]; 472[TMS MIGRATIO" "169/" "ラット肝ミクロソームと DHA(DOCOSAHEXAENOIC ACID)との NADPH 存在下での反応生成物。(169)" "169/" "FA0225" 1.00 "10,13,14-TRIHYDROXY-4,7,11,16,19-DOCOSAPENTAENOIC ACID" "C22H34O5" 22.00 34.00 5.00 0.00 0.00 0.00 378.00 " OH (REF:172)" " HO ｵ" " HO ＼ ｴｼ＼／ｦ＼／ｦ＼／＼" " ＼／ｼ COOH" " ｵ" " ＼ｧ／＼ｧ／＼" "172/" "GC-EI-MS(ME-ESTER,TMS)(172) M/E=470; 409; 351; 397 AND 211[FROM α-CLEAVAGE ON C13-14]; 269[FROM α-CLEAVAGE ON C10]; 230[FROM α-CLEAVAGE ON C10 AND C13]""" "172/" "ますのえらの抽出液と DHA(DOCOSAHEXAENOIC ACID)との反応生成物。(171/172)" "171/172/" "FA0226" 1.00 "12,13,14-TRIHYDROXY-4,7,10,16,19-DOCOSAPENTAENOIC ACID" "C22H34O5" 22.00 34.00 5.00 0.00 0.00 0.00 378.00 " (REF:172)" " ／ｦ＼／ｦ＼／ｦ＼／＼" " HOｽ／ COOH" " ＼" " ＼ｽ／＼ｧ／＼ｧ／＼" " ｵｵ" " HO OH" "172/" "GC-EI-MS(ME-ESTER,TMS)(172/173) M/E=518[M-HOTMS]; 368[TMS MIGRATION PEAK]; 313 AND 295[FROM α-CLEAVAGE ON C12-13]; 211[FROM α-CLEAVAGE ON C13-14]GC-EI-MS(ME-ESTER,HYDROGENATION,TMS)(173) M/E=403 AND 215[FROM α-CLEAVAGE ON C13-14]; 317 AND 301[FROM" "172/173/" "ますのえらの抽出液と DHA(DOCOSAHEXAENOIC ACID)との反応生成物。(171/172)BALANUS BALANOIDES（甲殻動物の一種）の抽出物中。(173)" "171/172/173/" "BALANUS BALANOIDES（甲殻動物の一種）のHATCHING FACTOR。(173)" "173/" "FA0227" 1.00 "5-HYDROPEROXY-6,8,11-ICOSATRIENOIC ACID" "C20H34O4" 20.00 34.00 4.00 0.00 0.00 0.00 338.00 " OOH (REF:140)" " ｵ COOH" " ／ｦ＼ｴｼ＼／＼／" " ／" " ＼" " ＼ｧ／＼／＼／＼／＼" "140/" "GC-EI-MS(REDUCTION,ME-ESTER,TMS)(140) M/E=408[M]; 393[M-CH3]; 318[M-HOTMS]; 307 AND 203[FROM α-CLEAVAGE ON C5];" "140/" "ラット好塩基性白血病細胞の 5-LIPOXYGENASE と 5,8,11-ICOSATRIENOIC ACID との反応生成物。(140)" "140/" "FA0228" 1.00 "12-HYDROPEROXY-5,8,10-ICOSATRIENOIC ACID" "C20H34O4" 20.00 34.00 4.00 0.00 0.00 0.00 338.00 " (REF:174)" " COOH" " ／ｦ＼／＼／" " ／" " ＼" " ＼ｧ／ｸｽ／＼／＼／＼／＼" " ｵ" " OOH" "174/" "λmax (AFTER REDUCTION)=235nm (174)" "GC-EI-MS(REDUCTION,ME-ESTER,TMS)(174) M/E=408[M]; 393[M-CH3]; 377[M-OCH3]; 395[FROM α-CLEAVAGE ON C12]; 267[(CH=CH)2CH(OTMS)(CH2)7CH3]" "174/" "ウサギ網状赤血球リポキシゲナーゼと5,8,11-ICOSATRIENOIC ACIDとの反応生成物。(174)" "174/" "FA0229" 1.00 "14-HYDROPEROXY-7,10,12-ICOSATRIENOIC ACID" "C20H34O4" 20.00 34.00 4.00 0.00 0.00 0.00 338.00 " (REF:175)" " COOH" " ／ｦ＼／＼／＼／" " ／" " ＼" " ＼ｧ／ｸｽ／＼／＼／＼" " ｵ" " OOH" "175/" "GC-EI-MS(REDUCTION,ME-ESTER,TMS)(175) M/E=408[M]; 377[M-OCH3]; 323 AND187 [FROM α-CLEAVAGE ON C14];" "175/" "網状赤血球リポキシゲナーゼと7,10,13-ICOSATRIENOIC ACIDとの反応生成物。(175)" "175/" "FA0230" 1.00 "8-HYDROPEROXY-9,11,14-ICOSATRIENOIC ACID" "C20H34O4" 20.00 34.00 4.00 0.00 0.00 0.00 338.00 " (REF:134)" " ／＼／＼／＼" " ｵ COOH" " ／＼" " HOO ｾ" " ＼ｧ／＼ｧ／＼／＼／" "134/" "GC-EI-MS(ME-ESTER,TMS)(134/138) M/E=408[M]; 393[M-CH3]; 377[M-OCH3]; 318 [M-HOTMS]; 297[M-CH2CH=CH(CH2)4CH3]; 265 AND 245[FROM α-CLEAVAGE ON C8]""" "134/138/" "モルモット多核白血球から精製した 5-LIPOXYGENASE と 8,11,14-ICOSATRIENOIC ACID(HOMO-γ-LINOLENIC ACID)との反応生成物。(138)" "138/" "FA0231" 1.00 "12-HYDROPEROXY-8,10,14-ICOSATRIENOIC ACID" "C20H34O4" 20.00 34.00 4.00 0.00 0.00 0.00 338.00 " OOH (REF:174)" " ｵ" " ／ｼｹ／ｦ＼／＼／＼／＼" " ／ COOH" " ＼" " ＼ｧ／＼／＼／" "174/" "λmax (AFTER REDUCTION)= 235nm (174)" "GC-EI-MS(REDUCTION,ME-ESTER,TMS) (174) M/E=393[M-CH3]; 377[M-OCH3]; 297[FROM α-CLEAVAGE ON C12]" "174/" "ウサギ網状赤血球リポキシゲナーゼと 8,11,14-ICOSATRIENOIC ACID との反応生成物。(174/175)" "174/175/" "FA0232" 1.00 "15-HYDROPEROXY-8,11,13-ICOSATRIENOIC ACID" "C20H34O4" 20.00 34.00 4.00 0.00 0.00 0.00 338.00 " (REF:174)" " ／ｦ＼／＼／＼／＼" " ／ COOH" " ＼" " ＼ｧ／ｸｽ／＼／＼／" " ｵ" " OOH" "174/" "λmax (AFTER REDUCTION)= 235nm (174)" "GC-EI-MS(ME-ESTER,TMS)(174) M/E=408[M]; 393[M-OCH3]; 377[M-OCH3]; 377[FROM α-CLEAVAGE ON C15]; 225[(CH=CH)2CH(OTMS)(CH2)4CH3]" "174/" "ウサギ網状赤血球リポキシゲナーゼと 8,11,14-ICOSATRIENOIC ACID との反応生成物。(174/175)" "174/175/" "FA0233" 1.00 "13-HYDROPEROXY-9,11,15-ICOSATRIENOIC ACID" "C20H34O4" 20.00 34.00 4.00 0.00 0.00 0.00 338.00 " OOH (REF:175)" " ｵ COOH" " ／ｼｹ／ｦ＼／＼／＼／＼／" " ／" " ＼" " ＼ｧ／＼／＼" "175/" "GC-EI-MS(REDUCTION,ME-ESTER,TMS)(175) M/E=408[M]; 377[M-OCH3]; 311(BASE PEAK)[FROM α-CLEAVAGE ON C13]" "175/" "網状赤血球リポキシゲナーゼと9,12,15-ICOSATRIENOIC ACIDとの反応生成物。(175)" "175/" "FA0234" 1.00 "16-HYDROPEROXY-9,12,14-ICOSATRIENOIC ACID" "C20H34O4" 20.00 34.00 4.00 0.00 0.00 0.00 338.00 " (REF:175)" " COOH" " ／ｦ＼／＼／＼／＼／" " ／" " ＼" " ＼ｧ／ｸｽ／＼／＼" " ｵ" " OOH" "175/" "GC-EI-MS(REDUCTION,ME-ESTER,TMS)(175) M/E= 408[M]; 318[M-HOTMS]; 351[FROM α-CLEAVAGE ON C16]; 211[(CH=CH)2CH(OTMS)(CH2)3CH3]" "175/" "網状赤血球リポキシゲナーゼと 9,12,15-ICOSATRIENOIC ACID との反応生成物(175)" "175/" "FA0235" 1.00 "15-HYDROPEROXY-11,13,17-ICOSATRIENOIC ACID" "C20H34O4" 20.00 34.00 4.00 0.00 0.00 0.00 338.00 " OOH (REF:174)" " ｵ COOH" " ／ｼｹ／ｦ＼／＼／＼／＼／＼／" " ／" " ＼" " ＼ｧ／＼" "174/" "λmax (AFTER REDUCTION, EtOH)=235nm (174)" "GC-EI-MS(REDUCTION,ME-ESTER,TMS)(174) M/E=393[M-CH3]; 377[M-OCH3]; 339[FROM α-CLEAVAGE ON C15];" "174/" "ウサギ網状赤血球リポキシゲナーゼと 11,14,17-ICOSATRIENOIC ACID との反応生成物。(174)" "174/" "FA0236" 1.00 "8-HYDROXY-9,11,14-ICOSATRIENOIC ACID" "C20H34O3" 20.00 34.00 3.00 0.00 0.00 0.00 322.00 " (REF:134)" " ／＼／＼／＼" " ｵ COOH" " ／＼" " HO ｾ" " ＼ｧ／＼ｧ／＼／＼／" "134/" "λmax (MeOH)=235nm (134)" "GC-EI-MS(ME-ESTER,TMS)(134) M/E=408[M];393[M-CH3];377[M-OCH3];318[M-HOTMS]; 297[M-CH2CH=CH(CH2)4CH3];265 AND 245[FROM α-CLEAVAGE ON C8] GC-EI-MS(ME-ESTER,HYDROGENATION,TMS)(134) M/E=399[M-CH3]; 383[M-OCH3];271(BASE PEAK) AND 245[FROM α-CLEAVAGE ON C8" "134/" "ウサギ好中球と 8,11,14-ICOSATRIENOIC ACID(HOMO-γ-LINOLENIC ACID)との反応生成物。(134)" "134/" "FA0237" 1.00 "METHYL 9,9'-(METHYL 10',12'-OCTADECADIENOYLDIOXY)-10,12-OCTADECADIENOATE" "C38H66O6" 38.00 66.00 6.00 0.00 0.00 0.00 618.00 " (REF:075/076)" " CH3-(CH2)4-CH=CH-CH=CH-CH-(CH2)7-COOCH3" " |" " O" " |" " O" " |" " CH3-(CH2)4-CH=CH-CH=CH-CH-(CH2)7-COOCH3" "075/076/" "CONJUGATED DIENE: λmax = 234nm (075)" "ESTER CARBONYL : 1740cm-1 OLEFIN : 1650cm-1 TRANS,TRANS DIENE : 991cm-1 (075)" "1H-NMR METHYLENE PROTONS α TO CARBOXYLIC ACID CARBONYL : 2.30ppm CARBOMETHOXY METHYL : 3.68ppm PROTON OF THE PEROXY METHINE GROUP : 4.35ppm OLEFINIC PROTONS : 6.10ppm (075)" "GC-EI-MS(AFTER REDUCTION) (075)" "075/" "METHYL 13-HYDROPEROXY-C,T-9,11-OCTADECADIENOATEのDI-T-BUTYL PEROXYOXYALATE または、COPPER PALMITATEを触媒とするN2下での分解の主要生成物。(075/076)" "075/076/" "FA0238" 1.00 "METHYL 9,13'-(METHYL 9',11'-OCTADECADIENOYLDIOXY)-10,12-OCTADECADIENOATE" "C38H66O6" 38.00 66.00 6.00 0.00 0.00 0.00 618.00 " (REF:075/076)" " CH3OOC-(CH2)7-CH=CH-CH=CH-CH-(CH2)4-CH3" " |" " O" " |" " O" " |" " CH3-(CH2)4-CH=CH-CH=CH-CH-(CH2)7-COOCH3" "075/076/" "CONJUGATED DIENE: λmax = 234nm (075)" "ESTER CARBONYL : 1740cm-1 OLEFIN : 1650cm-1 TRANS,TRANS DIENE : 991cm-1 (075)" "1H-NMR METHYLENE PROTONS α TO CARBOXYLIC ACID CARBONYL : 2.30ppm CARBOMETHOXY METHYL : 3.68ppm PROTON OF THE PEROXY METHINE GROUP : 4.35ppm OLEFINIC PROTONS : 6.10ppm (075)" "GC-EI-MS(AFTER REDUCTION) (075)" "075/" "METHYL 13-HYDROPEROXY-C,T-9,11-OCTADECADIENOATEのDI-T-BUTYL PEROXYOXYALATE または、COPPER PALMITATE を触媒とする N2 下での分解の主要生成物。(075/076)" "075/076/" "FA0239" 1.00 "METHYL 13,9'-(METHYL 10',12'-OCTADECADIENOYLDIOXY)-9,11-OCTADECADIENOATE" "C38H66O6" 38.00 66.00 6.00 0.00 0.00 0.00 618.00 " (REF:075/076)" " CH3-(CH2)4-CH=CH-CH=CH-CH-(CH2)7-COOCH3" " |" " O" " |" " O" " |" " CH3OOC-(CH2)7-CH=CH-CH=CH-CH-(CH2)4-CH3" "075/076/" "CONJUGATED DIENE: λmax = 234nm (075)" "ESTER CARBONYL : 1740cm-1 OLEFIN : 1650cm-1 TRANS,TRANS DIENE : 991cm-1 (075)" "1H-NMR METHYLENE PROTONS α TO CARBOXYLIC ACID CARBONYL : 2.30ppm CARBOMETHOXY METHYL : 3.68ppm PROTON OF THE PEROXY METHINE GROUP : 4.35ppm OLEFINIC PROTONS : 6.10ppm (075)" "GC-EI-MS(AFTER REDUCTION) (075)" "075/" "METHYL 13-HYDROPEROXY-C,T-9,11-OCTADECADIENOATEのDI-T-BUTYL PEROXYOXYALATE または、COPPER PALMITATE を触媒とする N2 下での分解の主要生成物。(075/076)" "075/076/" "FA0240" 1.00 "METHYL 13,13'-(METHYL 9',11'-OCTADECADIENOYLDIOXY)-9,11-OCTADECADIENOATE" "C38H66O6" 38.00 66.00 6.00 0.00 0.00 0.00 618.00 " (REF:075/076)" " CH3OOC-(CH2)7-CH=CH-CH=CH-CH-(CH2)4-CH3" " |" " O" " |" " O" " |" " CH3OOC-(CH2)7-CH=CH-CH=CH-CH-(CH2)4-CH3" "075/076/" "CONJUGATED DIENE: λmax = 234nm (075)" "ESTER CARBONYL : 1740cm-1 OLEFIN : 1650cm-1 TRANS,TRANS DIENE : 991cm-1 (075)" "1H-NMR METHYLENE PROTONS α TO CARBOXYLIC ACID CARBONYL : 2.30ppm CARBOMETHOXY METHYL : 3.68ppmPROTON OF THE PEROXY METHINE GROUP : 4.35ppm OLEFINIC PROTONS : 6.10ppm (075)" "GC-EI-MS(AFTER REDUCTION) (075)" "075/" "METHYL 13-HYDROPEROXY-C,T-9,11-OCTADECADIENOATEのDI-T-BUTYL PEROXYOXYALATE または、COPPER PALMITATE を触媒とする N2 下での分解の主要生成物。(075/076)" "075/076/" "FA0241" 1.00 "METHYL 9,9'-(METHYL 10',12'-OCTADECADIENOYLOXY)-10-HYDROXY-13-OXO-11-OCTADECENOATE" "C38H66O7" 38.00 66.00 7.00 0.00 0.00 0.00 634.00 " (REF:148)" " CH3-(CH2)4-CH=CH-CH=CH-CH-(CH2)7-COOCH3" " |" " O OH O" " ｾ | |" " CH3-(CH2)4-C-CH=CH-CH-CH-(CH2)7-COOCH3" "148/" "CONJUGATED DIENE: λmax = 233nm (148)" "OH GROUP : 3360cm-1α,β-UNSATURATED OXO GROUPS : 1630, 1660, 1670cm-1 (148)" "FD-MS M/E=634[M], 619[M-CH3], 617[M-OH] (148)CI-MS M/E=635[M+H], 634[M], 633[M-1], 617[MH-H2O], 603[MH-CH3OH], 325[M-309], 309[M-325], 341[M-293], 293[M-341] (148)""" "148/" "リノール酸メチルヒドロペルオキシドの酸化分解生成物。(021/148)" "021/148/" "FA0242" 1.00 "METHYL 9,13'-(METHYL 9',11'-OCTADECADIENOYLOXY)-10-HYDROXY-13-OXO-11-OCTADECENOATE" "C38H66O7" 38.00 66.00 7.00 0.00 0.00 0.00 634.00 " (REF:148)" " CH3OOC-(CH2)7-CH=CH-CH=CH-CH-(CH2)4-CH3" " |" " O OH O" " ｾ | |" " CH3-(CH2)4-C-CH=CH-CH-CH-(CH2)7-COOCH3" "148/" "CONJUGATED DIENE: λmax = 233nm (148)" "OH GROUP : 3360cm-1α,β-UNSATURATED OXO GROUPS : 1630, 1660, 1670cm-1 (148)" "FD-MS M/E=634[M], 619[M-CH3], 617[M-OH] (148) CI-MS M/E=635[M+H], 634[M], 633[M-1], 617[MH-H2O], 603[MH-CH3OH], 325[M-309], 309[M-325], 341[M-293], 293[M-341] (148)""" "148/" "リノール酸メチルヒドロペルオキシドの酸化分解生成物。(021/148)" "021/148/" "FA0243" 1.00 "METHYL 13,9'-(METHYL 10',12'-OCTADECADIENOYLOXY)-9-OXO-12-HYDROXY-10-OCTADECENOATE" "C38H66O7" 38.00 66.00 7.00 0.00 0.00 0.00 634.00 " (REF:148)" " CH3-(CH2)4-CH=CH-CH=CH-CH-(CH2)7-COOCH3" " |" " O OH O" " ｾ | |" " CH3OOC-(CH2)7-C-CH=CH-CH-CH-(CH2)4-CH3" "148/" "CONJUGATED DIENE: λmax = 233nm (148)" "OH GROUP : 3360cm-1α,β-UNSATURATED OXO GROUPS : 1630, 1660, 1670cm-1 (148)" "FD-MS M/E=634[M], 619[M-CH3], 617[M-OH] (148) CI-MS M/E=635[M+H], 634[M], 633[M-1], 617[MH-H2O], 603[MH-CH3OH], 325[M-309], 309[M-325], 341[M-293], 293[M-341] (148)" "148/" "リノール酸メチルヒドロペルオキシドの酸化分解生成物。(021/148)" "021/148/" "FA0244" 1.00 "METHYL 13,13'-(METHYL 9',11'-OCTADECADIENOYLOXY)-9-OXO-12-HYDROXY-10-OCTADECENOATE" "C38H68O7" 38.00 66.00 7.00 0.00 0.00 0.00 634.00 " (REF:148)" " CH3OOC-(CH2)7-CH=CH-CH=CH-CH-(CH2)4-CH3" " |" " O OH O" " ｾ | |" " CH3OOC-(CH2)7-C-CH=CH-CH-CH-(CH2)4-CH3" "148/" "CONJUGATED DIENE: λmax = 233nm (148)" "OH GROUP : 3360cm-1α,β-UNSATURATED OXO GROUPS : 1630, 1660, 1670cm-1 (148)" "FD-MS M/E=634[M], 619[M-CH3], 617[M-OH] (148) CI-MS M/E=635[M+H], 634[M], 633[M-1], 617[MH-H2O], 603[MH-CH3OH], 325[M-309], 309[M-325], 341[M-293], 293[M-341] (148)" "148/" "リノール酸メチルヒドロペルオキシドの酸化分解生成物。(021/148)" "021/148/" "FA0245" 1.00 "METHYL 9,9'-(METHYL 10',12'-OCTADECADIENOYLOXY)-13-OXO-10(OR 11)-OCTADECENOATE" "C38H66O6" 38.00 66.00 6.00 0.00 0.00 0.00 618.00 " (REF:148)" " CH3-(CH2)4-CH=CH-CH=CH-CH-(CH2)7-COOCH3" " |" " O O" " ｾ |" " CH3-(CH2)4-C-CH2-CH=CH-CH-(CH2)7-COOCH3" "148/" "CONJUGATED DIENE: λmax = 233nm (148)" "α,β-UNSATURATED OXO GROUPS : 1630, 1660, 1670cm-1 (148)" "FD-MS M/E=618[M], 603[M-CH3] (148) CI-MS M/E=619[M+H], 618[M], 617[M-1], 587[MH-OCH3], 325[M-293], 309 (148)" "148/" "リノール酸メチルヒドロペルオキシドの酸化分解生成物。(021/148)" "021/148/" "FA0246" 1.00 "METHYL 9,13'-(METHYL 9',11'-OCTADECADIENOYLOXY)-13-OXO-10(OR 11)-OCTADECENOATE" "C38H66O6" 38.00 66.00 6.00 0.00 0.00 0.00 618.00 " (REF:148)" " CH3OOC-(CH2)7-CH=CH-CH=CH-CH-(CH2)4-CH3" " |" " O O" " ｾ |" " CH3-(CH2)4-C-CH2-CH=CH-CH-(CH2)7-COOCH3" "148/" "CONJUGATED DIENE: λmax = 233nm (148)" "α,β-UNSATURATED OXO GROUPS : 1630, 1660, 1670cm-1 (148)" "FD-MS M/E=618[M], 603[M-CH3] (148) CI-MS M/E=619[M+H], 618[M], 617[M-1], 587[MH-OCH3], 325[M-293], 309 (148)" "148/" "リノール酸メチルヒドロペルオキシドの酸化分解生成物。(021/148)" "021/148/" "FA0247" 1.00 "METHYL 13,9'-(METHYL 10',12'-OCTADECADIENOYLOXY)-9-OXO-11/10-OCTADECENOATE" "C38H66O6" 38.00 66.00 6.00 0.00 0.00 0.00 618.00 " (REF:148)" " CH3-(CH2)4-CH=CH-CH=CH-CH-(CH2)7-COOCH3" " |" " O O" " ｾ |" " CH3OOC-(CH2)7-C-CH2-CH=CH-CH-(CH2)4-CH3" "148/" "CONJUGATED DIENE: λmax = 233nm (148)" "α,β-UNSATURATED OXO GROUPS : 1630, 1660, 1670cm-1 (148)" "FD-MS M/E=618[M], 603[M-CH3] (148) CI-MS M/E=619[M+H], 618[M], 617[M-1], 587[MH-OCH3], 325[M-293], 309 (148)" "148/" "リノール酸メチルヒドロペルオキシドの酸化分解生成物。(021/148)" "021/148/" "FA0248" 1.00 "METHYL 13,13'-(METHYL 9',11'-OCTADECADIENOYLOXY)-9-OXO-11/10-OCTADECENOATE" "C38H66O6" 38.00 66.00 6.00 0.00 0.00 0.00 618.00 " (REF:148)" " CH3OOC-(CH2)7-CH=CH-CH=CH-CH-(CH2)4-CH3" " |" " O O" " ｾ |" " CH3OOC-(CH2)7-C-CH2-CH=CH-CH-(CH2)4-CH3" "148/" "CONJUGATED DIENE: λmax = 233nm (148)" "α,β-UNSATURATED OXO GROUPS : 1630, 1660, 1670cm-1 (148)" "FD-MS M/E=618[M], 603[M-CH3] (148) CI-MS M/E=619[M+H], 618[M], 617[M-1], 587[MH-OCH3], 325[M-293], 309 (148)" "148/" "リノール酸メチルヒドロペルオキシドの酸化分解生成物。(021/148)" "021/148/" "FA0249" 1.00 "METHYL 9,9'-(METHYL 10',12'-OCTADECADIENOYLOXY)-13-HYDROXY-10/11-OCTADECENOATE" "C38H68O6" 38.00 68.00 6.00 0.00 0.00 0.00 620.00 " (REF:148)" " CH3-(CH2)4-CH=CH-CH=CH-CH-(CH2)7-COOCH3" " |" " OH O" " | |" " CH3-(CH2)4-CH-CH2-CH=CH-CH-(CH2)7-COOCH3" "148/" "CONJUGATED DIENE: λmax = 233nm (148)" "OH GROUP : 3360cm-1 (148)" "FD-MS M/E=620[M], 603[M-OH] (148) CI-MS M/E=621[M+H], 620[M], 619[M-1], 327[M-293] (148)" "148/" "リノール酸メチルヒドロペルオキシドの酸化分解生成物。(021/148)" "021/148/" "FA0250" 1.00 "METHYL 9,13'-(METHYL 9',11'-OCTADECADIENOYLOXY)-13-HYDROXY-10/11-OCTADECENOATE" "C38H66O6" 38.00 66.00 6.00 0.00 0.00 0.00 618.00 " (REF:148)" " CH3OOC-(CH2)7-CH=CH-CH=CH-CH-(CH2)4-CH3" " |" " OH O" " | |" " CH3-(CH2)4-CH-CH2-CH=CH-CH-(CH2)7-COOCH3" "148/" "CONJUGATED DIENE: λmax = 233nm (148)" "OH GROUP : 3360cm-1 (148)" "FD-MS M/E=620[M], 603[M-OH] (148) CI-MS M/E=621[M+H], 620[M], 619[M-1], 327[M-293] (148)" "148/" "リノール酸メチルヒドロペルオキシドの酸化分解生成物。(021/148)" "021/148/" "FA0251" 1.00 "METHYL 13,9'-(METHYL 10',12'-OCTADECADIENOYLOXY)-9-HYDROXY-11/10-OCTADECENOATE" "C38H68O6" 38.00 68.00 6.00 0.00 0.00 0.00 620.00 " (REF:148)" " CH3-(CH2)4-CH=CH-CH=CH-CH-(CH2)7-COOCH3" " |" " OH O" " | |" " CH3OOC-(CH2)7-CH-CH2-CH=CH-CH-(CH2)4-CH3" "148/" "CONJUGATED DIENE: λmax = 233nm (148)" "OH GROUP : 3360cm-1 (148)" "FD-MS M/E=620[M], 603[M-OH] (148) CI-MS M/E=621[M+H], 620[M], 619[M-1], 327[M-293] (148)" "148/" "リノール酸メチルヒドロペルオキシドの酸化分解生成物。(021/148)" "021/148/" "FA0252" 1.00 "METHYL 13,13'-(METHYL 9',11'-OCTADECADIENOYLOXY)-9-OXO-11/10-OCTADECENOATE" "C38H68O6" 38.00 68.00 6.00 0.00 0.00 0.00 620.00 " (REF:148)" " CH3OOC-(CH2)7-CH=CH-CH=CH-CH-(CH2)4-CH3" " |" " OH O" " | |" " CH3OOC-(CH2)7-CH-CH2-CH=CH-CH-(CH2)4-CH3" "148/" "CONJUGATED DIENE: λmax = 233nm (148)" "OH GROUP : 3360cm-1 (148)" "FD-MS M/E=620[M], 603[M-OH] (148) CI-MS M/E=621[M+H], 620[M], 619[M-1], 327[M-293] (148)" "148/" "リノール酸メチルヒドロペルオキシドの酸化分解生成物。(021/148)" "021/148/" "FA0253" 1.00 "2,6-DIMETHYLNONADECANOIC ACID" "C11H22O2" 11.00 22.00 2.00 0.00 0.00 0.00 186.00 " (REF:020)" " CH3-(CH2)2-CH-(CH2)3-CH-COOH" " | |" " CH3 CH3" "020/" "ミズドリの尾脂腺 (020)" "020/" "FA0254" 1.00 "2,6-DIMETHYLUNDECANOIC ACID" "C13H26O2" 13.00 26.00 2.00 0.00 0.00 0.00 214.00 " (REF:020)" " CH3-(CH2)4-CH-(CH2)3-CH-COOH" " | |" " CH3 CH3" "020/" "ミズドリの尾脂腺 (020)" "020/" "FA0255" 1.00 "2,6-DIMETHYLDODECANOIC ACID" "C14H28O2" 14.00 28.00 2.00 0.00 0.00 0.00 228.00 " (REF:020)" " CH3-(CH2)5-CH-(CH2)3-CH-COOH" " | |" " CH3 CH3" "020/" "ミズドリの尾脂腺 (020)" "020/" "FA0256" 1.00 "4,8-DIMETHYLDODECANOIC ACID" "C14H28O2" 14.00 28.00 2.00 0.00 0.00 0.00 228.00 " (REF:017/020)" " CH3-(CH2)3-CH-(CH2)3-CH-(CH2)2-COOH" " | |" " CH3 CH3" "017/020/" "胎脂 (017) ミズドリの尾脂腺 (020)" "017/020/" "ガスクロマトグラフィーのＥＣＬ 12,96 (017)" "017/" "FA0257" 1.00 "4,12-DIMETHYLTRIDECANOIC ACID" "C15H30O2" 15.00 30.00 2.00 0.00 0.00 0.00 242.00 " (REF:017/020)" " CH3-CH-(CH2)7-CH-(CH2)2-COOH" " | |" " CH3 CH3" "017/020/" "胎脂 (017) ミズドリの尾脂腺 (020)" "017/020" "ガスクロマトグラフィーのＥＣＬ 13,90 (017)" "017/" "FA0258" 1.00 "2,6-DIMETHYLTETRADECANOIC ACID" "C16H32O2" 16.00 32.00 2.00 0.00 0.00 0.00 256.00 " (REF:017/018/020)" " CH3-(CH2)7-CH-(CH2)3-CH-COOH" " | |" " CH3 CH3" "017/018/020/" "胎脂 (017) モルモットハーダー腺 (018) ミズドリ尾脂腺 (020)" "017/018/020" "ガスクロマトグラフィーのＥＣＬ 14,7 (017)" "017/" "FA0259" 1.00 "2,8-DIMETHYLTETRADECANOIC ACID" "C16H32O2" 16.00 32.00 2.00 0.00 0.00 0.00 256.00 " (REF:017/020)" " CH3-(CH2)5-CH-(CH2)5-CH-COOH" " | |" " CH3 CH3" "017/020/" "胎脂 (017) ミズドリ尾脂腺 (020)" "017/020" "ガスクロマトグラフィーのＥＣＬ 14,7 (017)" "017/" "FA0260" 1.00 "2,6-DIMETHYLPENTADECANOIC ACID" "C17H34O2" 17.00 34.00 2.00 0.00 0.00 0.00 270.00 " (REF:017/018)" " CH3-(CH2)8-CH-(CH2)3-CH-COOH" " | |" " CH3 CH3" "017/018/" "胎脂 (017) モルモットハーダー腺 (018)" "017/018" "ガスクロマトグラフィーのＥＣＬ 15,7 (017)" "017/" "FA0261" 1.00 "4,8-DIMETHYLPENTADECANOIC ACID" "C17H34O2" 17.00 34.00 2.00 0.00 0.00 0.00 270.00 " (REF:017/018/020)" " CH3-(CH2)6-CH-(CH2)3-CH-(CH2)2-COOH" " | |" " CH3 CH3" "017/018/020/" "胎脂 (017) モルモットハーダー腺 (018) ミズドリ 尾脂腺 (020)" "017/018/020" "ガスクロマトグラフィーのＥＣＬ 15,82 (017)" "017/" "FA0262" 1.00 "2,6-DIMETHYLHEXADECANOIC ACID" "C18H36O2" 18.00 36.00 2.00 0.00 0.00 0.00 284.00 " (REF:018/020)" " CH3-(CH2)9-CH-(CH2)3-CH-COOH" " | |" " CH3 CH3" "018/020/" "モルモットハーダー腺 (018) ミズドリ 尾脂腺 (020)" "018/020" "FA0263" 1.00 "4,8-DIMETHYLHEXADECANOIC ACID" "C18H36O2" 18.00 36.00 2.00 0.00 0.00 0.00 284.00 " (REF:018/020)" " CH3-(CH2)7-CH-(CH2)3-CH-(CH2)2-COOH" " | |" " CH3 CH3" "018/020/" "モルモットハーダー腺 (018) ミズドリ 尾脂腺 (020)" "018/020/" "FA0264" 1.00 "2,14-DIMETHYLHEXADECANOIC ACID" "C18H36O2" 18.00 36.00 2.00 0.00 0.00 0.00 284.00 " (REF:018)" " CH3-CH2-CH-(CH2)11-CH-COOH" " | |" " CH3 CH3" "018/" "モルモットハーダー腺 (018)" "018/" "FA0265" 1.00 "4,14-DIMETHYLHEXADECANOIC ACID" "C18H36O2" 18.00 36.00 2.00 0.00 0.00 0.00 284.00 " (REF:017/018)" " CH3-CH2-CH-(CH2)9-CH-(CH2)2-COOH" " | |" " CH3 CH3" "017/018/" "胎脂 (017) モルモットハーダー腺 (018)" "017/018/" "ガスクロマトグラフィーのＥＣＬ 17,20 (017)" "017/" "FA0266" 1.00 "6,14-DIMETHYLHEXADECANOIC ACID" "C18H36O2" 18.00 36.00 2.00 0.00 0.00 0.00 284.00 " (REF:017/018)" " CH3-CH2-CH-(CH2)7-CH-(CH2)4-COOH" " | |" " CH3 CH3" "017/018/" "胎脂 (017) モルモットハーダー腺 (018)" "017/018/" "ガスクロマトグラフィーのＥＣＬ 17,10 (017)" "017/" "FA0267" 1.00 "4,14-DIMETHYLHEPTADECANOIC ACID" "C19H38O2" 19.00 38.00 2.00 0.00 0.00 0.00 298.00 " (REF:018)" " CH3-(CH2)2-CH-(CH2)9-CH-(CH2)2-COOH" " | |" " CH3 CH3" "018/" "モルモットハーダー腺 (018)" "018/" "FA0268" 1.00 "2,14-DIMETHYLOCTADECANOIC ACID" "C20H40O2" 20.00 40.00 2.00 0.00 0.00 0.00 312.00 " (REF:018)" " CH3-(CH2)3-CH-(CH2)11-CH-COOH" " | |" " CH3 CH3" "018/" "モルモットハーダー腺 (018)" "018/" "FA0269" 1.00 "4,14-DIMETHYLOCTADECANOIC ACID" "C20H40O2" 20.00 40.00 2.00 0.00 0.00 0.00 312.00 " (REF:018)" " CH3-(CH2)3-CH-(CH2)9-CH-(CH2)2-COOH" " | |" " CH3 CH3" "018/" "モルモットハーダー腺 (018)" "018/" "FA0270" 1.00 "6,14-DIMETHYLOCTADECANOIC ACID" "C20H40O2" 20.00 40.00 2.00 0.00 0.00 0.00 312.00 " (REF:018)" " CH3-(CH2)3-CH-(CH2)7-CH-(CH2)4-COOH" " | |" " CH3 CH3" "018/" "モルモットハーダー腺 (018)" "018/" "FA0271" 1.00 "4,16-DIMETHYLOCTADECANOIC ACID" "C20H40O2" 20.00 40.00 2.00 0.00 0.00 0.00 312.00 " (REF:018)" " CH3-CH2-CH-(CH2)11-CH-(CH2)2-COOH" " | |" " CH3 CH3" "018/" "モルモットハーダー腺 (018)" "018/" "FA0272" 1.00 "6,16-DIMETHYLOCTADECANOIC ACID" "C20H40O2" 20.00 40.00 2.00 0.00 0.00 0.00 312.00 " (REF:018)" " CH3-CH2-CH-(CH2)9-CH-(CH2)4-COOH" " | |" " CH3 CH3" "018/" "モルモットハーダー腺 (018)" "018/" "FA0273" 1.00 "2-METHYLUNDECANOIC ACID" "C12H24O2" 12.00 24.00 2.00 0.00 0.00 0.00 200.00 " (REF:015/023)" " CH3-(CH2)8-CH-COOH" " |" " CH3" "015/023/" "13ﾟC (015)" "140-142ﾟC/2mmHg (015)" "η25/D=1.4397 (015)" "ミズトリ尾脂腺(023)" "023/" "FA0274" 1.00 "3-METHYLUNDECANOIC ACID" "C12H24O2" 12.00 24.00 2.00 0.00 0.00 0.00 200.00 " (REF:015)" " CH3-(CH2)7-CH-CH2-COOH" " |" " CH3" "015/" "147.5-148ﾟC/2mmHg (015)" "η25/D=1.4389 (015)" "D20/ =0.8906,D25/ =0.8868,D30/ =0.8832, d20/ =0.8906,d25/ =0.8868,d30 /=0.8832,d35/ =0.8795 (015)" "015/" "FA0275" 1.00 "4-METHYLUNDECANOIC ACID" "C12H24O2" 12.00 24.00 2.00 0.00 0.00 0.00 200.00 " (REF:015/017/023)" " CH3-(CH2)6-CH-(CH2)2-COOH" " |" " CH3" "015/017/023/" "158-162ﾟC/12mmHg (015)" "η25/D=1.4393 (015)" "015/" "胎脂 (017) ミズドリ尾脂腺 (023)" "017/023/" "FA0276" 1.00 "5-METHYLUNDECANOIC ACID" "C12H24O2" 12.00 24.00 2.00 0.00 0.00 0.00 200.00 " (REF:015)" " CH3-(CH2)5-CH-(CH2)3-COOH" " |" " CH3" "015/" "153-154ﾟC/6mmHg (015)" "015/" "FA0277" 1.00 "6-METHYLUNDECANOIC ACID" "C12H24O2" 12.00 24.00 2.00 0.00 0.00 0.00 168.00 " (REF:015/017)" " CH3-(CH2)4-CH-(CH2)4-COOH" " |" " CH3" "015/017/" "173-174ﾟC/11mmHg (015)" "015/" "胎脂 (017)" "017/" "FA0278" 1.00 "8-METHYLUNDECANOIC ACID" "C12H24O2" 12.00 24.00 2.00 0.00 0.00 0.00 200.00 " (REF:015/017)" " CH3-(CH2)2-CH-(CH2)6-COOH" " |" " CH3" "015/017/" "170-172ﾟC/10mmHg (015)" "η25/D=1.4420 (015)" "015/" "胎脂 (017)" "017/" "FA0279" 1.00 "9-METHYLUNDECANOIC ACID" "C12H24O2" 12.00 24.00 2.00 0.00 0.00 0.00 200.00 " (REF:015)" " CH3-CH2-CH-(CH2)7-COOH" " |" " CH3" "015/" "-1.8ﾟC (015)" "170-171ﾟC/10mmHg (015)" "015/" "FA0280" 1.00 "10-METHYLUNDECANOIC ACID" "ISOLAURIC ACID" "C12H24O2" 12.00 24.00 2.00 0.00 0.00 0.00 200.00 " (REF:015/021)" " CH3-CH-(CH2)8-COOH" " |" " CH3" "015/021/" "41.2ﾟC (015)" "140-145ﾟC/3mmHg (015)" "015/" "羊毛脂,バター,羊脂,牛脂,クジラ油 (021)" "021/" "FA0281" 1.00 "2-METHYLDODECANOIC ACID" "C13H26O2" 13.00 26.00 2.00 0.00 0.00 0.00 214.00 " (REF:015/020/023)" " CH3-(CH2)9-CH-COOH" " |" " CH3" "015/020/023/" "23.3-24.1ﾟC (015)" "140-142ﾟC/1.6mmHg (015)" "η25/D=1.4401(015)" "015/" "ミズドリ尾脂腺 (020/023)" "020/023/" "FA0282" 1.00 "3-METHYLDODECANOIC ACID" "C13H26O2" 13.00 26.00 2.00 0.00 0.00 0.00 214.00 " (REF:015)" " CH3-(CH2)8-CH-CH2-COOH" " |" " CH3" "015/" "22ﾟC (015)" "149-154ﾟC/5mmHg (015)" "η25/D=1.4400 (015)" "015/" "FA0283" 1.00 "4-METHYLDODECANOIC ACID" "C13H26O2" 13.00 26.00 2.00 0.00 0.00 0.00 214.00 " (REF:015/017/020/023)" " CH3-(CH2)7-CH-(CH2)2-COOH" " |" " CH3" "015/017/020/023/" "174-176ﾟC/14mmHg (015)" "015/" "胎脂 (017) ミズドリ尾脂腺 (020/023)" "017/020/023/" "FA0284" 1.00 "5-METHYLDODECANOIC ACID" "C13H26O2" 13.00 26.00 2.00 0.00 0.00 0.00 214.00 " (REF:015)" " CH3-(CH2)6-CH-(CH2)3-COOH" " |" " CH3" "015/" "163-166ﾟC/11mmHg (015)" "015/" "FA0285" 1.00 "6-METHYLDODECANOIC ACID" "C13H26O2" 13.00 26.00 2.00 0.00 0.00 0.00 214.00 " (REF:015/017)" " CH3-(CH2)5-CH-(CH2)4-COOH" " |" " CH3" "015/017/" "176-178ﾟC/10mmHg (015)" "015/" "胎脂 (017)" "017/" "FA0286" 1.00 "7-METHYLDODECANOIC ACID" "C13H26O2" 13.00 26.00 2.00 0.00 0.00 0.00 214.00 " (REF:015)" " CH3-(CH2)4-CH-(CH2)5-COOH" " |" " CH3" "015/" "176-178ﾟC/10mmHg (015)" "015/" "FA0287" 1.00 "8-METHYLDODECANOIC ACID" "C13H26O2" 13.00 26.00 2.00 0.00 0.00 0.00 214.00 " (REF:015/017)" " CH3-(CH2)3-CH-(CH2)6-COOH" " |" " CH3" "015/017/" "179-181ﾟC/10mmHg (015)" "015/" "胎脂 (017)" "017/" "FA0288" 1.00 "9-METHYLDODECANOIC ACID" "C13H26O2" 13.00 26.00 2.00 0.00 0.00 0.00 214.00 " (REF:015)" " CH3-(CH2)2-CH-(CH2)7-COOH" " |" " CH3" "015/" "176-178ﾟC/12mmHg (015)" "015/" "FA0289" 1.00 "10-METHYLDODECANOIC ACID" "C13H26O2" 13.00 26.00 2.00 0.00 0.00 0.00 214.00 " (REF:015/021)" " CH3-CH2-CH-(CH2)8-COOH" " |" " CH3" "015/021/" "5.6ﾟC (015)" "178-180ﾟC/10mmHg (015)" "η25/D=1.4432 (015)" "015/" "羊毛脂,バター,羊脂,牛脂,クジラ油 (021)" "021/" "FA0290" 1.00 "11-METHYLDODECANOIC ACID" "ISOUNDECYLIC ACID" "C13H26O2" 13.00 26.00 2.00 0.00 0.00 0.00 214.00 " (REF:015/021)" " CH3-CH-(CH2)9-COOH" " |" " CH3" "015/021/" "40.6-41.3ﾟC (015)" "η60/D=1.4293 (021)" "015/021/" "羊毛脂,バター,羊脂,牛脂,クジラ油 (021)" "021/" "FA0291" 1.00 "2-METHYLTRIDECANOIC ACID" "C14H28O2" 14.00 28.00 2.00 0.00 0.00 0.00 228.00 " (REF:015/020/023)" " CH3-(CH2)10-CH-COOH" " |" " CH3" "015/020/023/" "182-184ﾟC/11mmHg (015)" "[α]25/D=-0.252 (UNDILUTED) (015)" "η25/D=1.4437 (015)" "DENSITY: d25 /=0.886 (015)" "015/" "ミズドリの尾脂腺 (020/023)" "020/023/" "FA0292" 1.00 "4-METHYLTRIDECANOIC ACID" "C14H28O2" 14.00 28.00 2.00 0.00 0.00 0.00 228.00 " (REF:015/017/023)" " CH3-(CH2)8-CH-(CH2)2-COOH" " |" " CH3" "015/017/023/" "160-162ﾟC/10mmHg (015)" "015/" "胎脂 (017) ミズドリの尾脂腺 (023)" "017/023/" "FA0293" 1.00 "5(Z),8(Z),11(Z),14(Z),17(Z)-ICOSAPENTAENOIC ACID" "EICOSAPENTAENOIC ACID" "EPA" "UT5" "C20H30O2" 20.00 30.00 2.00 0.00 0.00 0.00 302.00 " COOH (REF:055)" " ／ｦ＼／ｦ＼／＼／" "／" "＼" " ＼ｧ／＼ｧ／＼ｧ／＼" "055/" "n20/D= 1.49865 (055)" "055/" "METHYL ESTER:δ5.50(10H),3.68(s,3H,-OCH3),2.86(8H),2.5-2.0(6H),1.85-1.65(q,2H),1.10-0.95(t,3H)(058)" "METHYL ESTER:316,300,287,262,247,234,215,201,180,161,152 (056)" "056/" "動物のほとんどの組織でリン脂質にエステル結合した形で存在する．プロスタグランジン，トロンボキサン，ロイコトリエンなどの生理活性物質の前駆体となる．" "FA0294" 1.00 "1-O-HEXADEC-1'-ENYL-2-ARACHIDONYL-SN-GLYCEROL" "C38H68O4" 39.00 68.00 4.00 0.00 0.00 0.00 600.00 " O CH2-O-CH=CH-(CH2)13-CH3 (REF:014)" " ‖ |" "CH3-(CH2)4-(CH=CH-CH2)4-(CH2)3-C-O-CH" " |" " CH2-OH" "014/" "(014)" "FDｰMSとDI-EIｰMSがTMS化されたものについて図示(014)．文献(001)でﾎｽﾎｺﾘﾝが結合して1-ALKENYL-2-ARACHIDONYL-GPCのFD-MSが図示" "014/001/" "プラスマロジェンの骨格の物質である．" "FA0295" 1.00 "BUTANOIC ACID" "BUTYRIC ACID" "C4H8O2" 4.00 8.00 2.00 0.00 0.00 0.00 88.00 " (REF: )" " CH3-CH2-CH2COOH" "-7.9ﾟC(001)" "163.5ﾟC(001)" "η20/D 1.39906 (001)" "d75/4 0.9043 (002)" "001/002/" "νC=O(003) 1729cm-1(LIQUID),1740,1710cm-1(CRYSTALLINE) δ-CH2-(003) 750cm-1" "EI-MS(018) M/E=73[M-CH3],60[CH3COOH+]" "003/018/" """牛乳脂(011/012),プロピレンのカルボキシル化(013)" "011/012/013/" "FA0296" 1.00 "HEXANOIC ACID" "n-CAPROIC ACID" "C6H12O2" 6.00 12.00 2.00 0.00 0.00 0.00 116.00 " (REF: )" " CH3-CH2-CH2-CH2-CH2COOH" "-3.4ﾟC(001)" "205.8ﾟC(001)" "η20/D 1.4170 (001)" "d75/4 0.8796 (002)" "アセトン100g中に，-31.7ﾟCで 91.6g 溶解 (004)" "001/002/004/" "νC=O(003) 1721cm-1(LIQUID),1710cm-1(CRYSTALLINE) δ-CH2-(003) 727cm-1 CHCl3 SOLUTION(006) 3.30,5.80,6.98,7.80,8.40,8.60,8.98,9.55,10.3,10.60μ" "003/006/" "乳脂,やし油,パーム油(011/012),1-ペンテンのカルボキシル化(014)" "011/012/014/" "FA0297" 1.00 "OCTANOIC ACID" "CAPRYLIC ACID" "C8H16O2" 8.00 16.00 2.00 0.00 0.00 0.00 144.00 " (REF: )" " CH3(CH2)6COOH" "16.7ﾟC (001)" "239.7ﾟC (001)" "η20/D 1.4280 (001)" "d75/4 0.8662 (002)" "アセトン100g中に，-4.9ﾟCで 138.7g 溶解 (004)" "001/002/004/" "νC=O(003) 1722cm-1(LIQUID),1702cm-1(CRYSTALLINE)δ-CH2-(003) 723cm-1 CHCl3 SOLUTION(006) 3.30,5.80,6.98,7.80,8.70,8.98,9.55,10.3,10.60μ" "003/006/" "やし油,ババス油,パーム核油,バター(011),電解合成(015)" "011/015/" "FA0298" 1.00 "DECANOIC ACID" "CAPRIC ACID" "C10H20O2" 10.00 20.00 2.00 0.00 0.00 0.00 172.00 " (REF: )" " CH3(CH2)8COOH" "31.6ﾟC (001)" "270.0ﾟC (001)" "η70/D 1.4169 (001)" "d75/4 0.8583 (002)" "アセトン100g中に，6.2ﾟCで 106.5g 溶解 (004)" "001/002/004/" "νC=O(003) 1716cm-1(LIQUID),1705cm-1(CRYSTALLINE)δ-CH2-(003) 721cm-1 CHCl3 SOLUTION(006) 3.32,5.80,6.95,7.80,8.70,8.98,9.55,10.3,10.58μ" "003/006/" "やし油,ババス油,パーム核油,バター(011/012),電解合成(015),1-ブロモオクタンのアセトキシル化(016)" "011/012/015/016/" "FA0299" 1.00 "DODECANOIC ACID" "LAURIC ACID" "C12H24O2" 12.00 24.00 2.00 0.00 0.00 0.00 200.00 " (REF: )" " CH3(CH2)10COOH" "44.2ﾟC (001)" "298.9ﾟC (001)" "η70/D 1.4230 (001)" "d75/4 0.8516 (002)" "アセトン100g中に，8.6ﾟCで 22.8g 溶解 (004)" "001/002/004/" "νC=O(003) 1720cm-1(LIQUID),1705cm-1(CRYSTALLINE) δ-CH2-(003) 721cm-1 CHCl3 SOLUTION(006) 3.30,5.80,6.90,7.80,8.45,8.60,8.95,9.55,10.3,10.50μ""" "003/006/" "パーム核油,やし油,ババス油(011/012),電解合成(015)" "011/012/015/" "FA0300" 1.00 "TETRADECANOIC ACID" "MYRISTIC ACID" "C14H28O2" 14.00 28.00 2.00 0.00 0.00 0.00 228.00 " (REF: )" " CH3(CH2)12COOH" "53.9ﾟC (001)" "326.2ﾟC (001)" "η70/D 1.4273 (001)" "d75/4 0.8481 (002)" "アセトン100g中に，21.3ﾟCで 16.8g 溶解 (004)" "001/002/004/" "CHCl3 SOLUTION(006) 3.30,5.78,6.90,7.80,8.45,8.70,8.92,9.55,10.3,10.55μ CRYSTAL(KBr)(009): 4000-650 cm-1" "006/009/" "パーム核油,やし油,ババス油,バター(011/012),電解合成(015)" "011/012/015/" "FA0301" 1.00 "HEXADECANOIC ACID" "PALMITIC ACID" "C16H32O2" 16.00 32.00 2.00 0.00 0.00 0.00 256.00 " (REF: )" " CH3(CH2)14COOH" "63.1ﾟC (001)" "351.5ﾟC (001)" "η70/D 1.4309 (001)" "d75/4 0.8446 (002)" "アセトン100g中に，10ﾟCで 1.60g 溶解 (005) ジエチルエーテル100g中に，0ﾟCで 2.95g 溶解 (005)" "001/002/005/" "CHCl3 SOLUTION(006) 3.20,5.78,6.92,7.80,8.45,8.70,8.95,9.55,10.3,10.62μ CRYSTALLINE FILM(007) 1695,1405,1298,1269,1248,1225,1206,1188,941 cm-1" "006/007/" "パーム油,綿実油,とうもろこし油,大豆油,牛脂(011/012),電解合成(015)" "011/012/015/" "FA0302" 1.00 "OCTADECANOIC ACID" "STEARIC ACID" "C18H36O2" 18.00 36.00 2.00 0.00 0.00 0.00 284.00 " (REF: )" " CH3(CH2)16COOH" "69.6ﾟC (001)" "376.1ﾟC (001)" "η70/D 1.4337 (001)" "d75/4 0.8431 (002)" "アセトン100g中に，10ﾟCで 0.54g 溶解 (005) ジエチルエーテル100g中に，10ﾟCで 2.40g 溶解 (005)" "001/002/005/" "CHCl3 SOLUTION(006) 3.32,5.80,6.90,7.75,8.45,8.70,8.90,9.55,10.3,10.55μ CRYSTALLINE FILM(007):1691,1408,1297,1255,1238,1218,1200,1186,951,937cm-1 CRYSTAL(008):4000-650cm-1" "ME-ESTER:298[M],143[(CH2)6COCH3]+,87[(CH2)2COCH3]+ (030)" "006/007/008/030/" "牛脂(011/012),電解合成(015)" "011/012/015/" "FA0303" 1.00 "EICOSANOIC ACID" "ARACHIDIC ACID" "C20H40O2" 20.00 40.00 2.00 0.00 0.00 0.00 312.00 " (REF: )" " CH3(CH2)18COOH" "75.3ﾟC (001)" "328ﾟC 205ﾟC/1.0mmHg (001)" "η100/D 1.4250 (001)" "アセトン100g中に，10ﾟCで 0.13g 溶解 (005) ジエチルエーテル100g中に，10ﾟCで 0.90g 溶解 (005)" "001/005/" "CRYSTAL(KBr)(009):4000-650cm-1 (KBr)(034) : 7.5-25.0μm" "009/034/" "落花生油,植物油,魚油(011/012),電解合成(017)" "011/012/017/" "FA0304" 1.00 "DOCOSANOIC ACID" "BEHENIC ACID" "C22H44O2" 22.00 44.00 2.00 0.00 0.00 0.00 340.00 " (REF: )" " CH3(CH2)20COOH" "79.9ﾟC (001)" "306ﾟC/60mmHg (001)" "η100/D 1.4270 (001)" "アセトン100g中に，10ﾟCで 0.050g 溶解 (005) ジエチルエーテル100g中に，10ﾟCで 0.48g 溶解 (005)" "001/005/" "CRYSTAL(KBr)(009):4000-650cm-1 (KBr)(034) : 7.5-25.0μm" "009/034/" "落花生油,クランベ油(011/012)" "011/012/" "FA0305" 1.00 "TRANS-2-BUTENOIC ACID" "CROTONIC ACID" "C4H6O2" 4.00 6.00 2.00 0.00 0.00 0.00 86.00 " (REF: )" " CH3CH=CHCOOH" " TRANS" "72ﾟC (001)" "189ﾟC (001)" "η79.7/D 1.4228 (001)" "d80/4 0.964 (012)" "アセトンに，25ﾟCで 52.5% 溶解 (012)" "001/012/" "クロトンアルデヒドの酸化(037)" "037/" "FA0306" 1.00 "CIS-2-BUTENOIC ACID" "ISOCROTONIC ACID" "C4H6O2" 4.00 6.00 2.00 0.00 0.00 0.00 86.00 " (REF: )" " CH3CH=CHCOOH" " CIS" "14ﾟC (001)" "171.9ﾟC (001)" "η20/D 1.4457 (001)" "001/" "ME-ESTER,IN ETOH (012) λmax=205.5nm(ε=14.000)" "EI-MS (018) M/E=86[M]" "012/018/" "アセト酢酸エチルの加水分解(038)" "038/" "FA0307" 1.00 "3-BUTENOIC ACID" "VINYLACETIC ACID" "C4H6O2" 4.00 6.00 2.00 0.00 0.00 0.00 86.00 " (REF: )" " CH2=CH-CH2COOH" "-39ﾟC (001)" "163ﾟC (001)" "η15/D 1.4257 (001)" "001/" "EI-MS(018) M/E=86[M]" "018/" "FA0308" 1.00 "4-HEXENOIC ACID" "C6H10O2" 6.00 10.00 2.00 0.00 0.00 0.00 114.00 " (REF: )" " CH3CH=CH-CH2-CH2COOH" " CIS" " TRANS" "0ﾟC (001)" "206.5ﾟC (001)" "η20/D 1.4367 (001)" "001/" "1-クロロ-3-ペンテンのグリニャール反応(019)" "019/" "FA0309" 1.00 "5-HEXANOIC ACID" "C6H10O2" 6.00 10.00 2.00 0.00 0.00 0.00 114.00 " (REF: )" " CH2=CH-CH2-CH2-CH2COOH" " CIS" " OR" " TRANS" "203ﾟC (001)" "η20/D 1.4343 (001)" "001/" "1-クロロ-4-ペンテンのグリニャール反応(019)" "019/" "FA0310" 1.00 "2-OCTENOIC ACID" "C8H14O2" 8.00 14.00 2.00 0.00 0.00 0.00 142.00 " (REF: )" " CH3(CH2)4CH=CHCOOH" " CIS" " OR" " TRANS" "-6ﾟC (CIS) (021)" "89ﾟC/0.9mmHg(CIS),143ﾟC/15mmHg(TRANS) (001/021)" "η20/D 1.4441(CIS),1.462(TRANS) (001/021)" "d20/4 0.9234(CIS)(021)" "021/001/" "2-オクチン酸の水素化(021/035)" "021/035/" "FA0311" 1.00 "3-OCTENOIC ACID" "C8H14O2" 8.00 14.00 2.00 0.00 0.00 0.00 142.00 " (REF: )" " CH3(CH2)3CH=CH-CH2COOH" " CIS" " OR" " TRANS" "-25ﾟC (CIS),1ﾟC(TRANS)(021)" "96ﾟC/0.5mmHg(CIS),92ﾟC/1.4mmHg(TRANS) (021)" "η20/D 1.4433(CIS),1.4452(TRANS) (021)" "d20/4 0.9352(CIS),0.9378(TRANS)(021)" "021/" "3-オクチン酸の水素化(021)" "021/" "FA0312" 1.00 "4-OCTENOIC ACID" "C8H14O2" 8.00 14.00 2.00 0.00 0.00 0.00 142.00 " (REF: )" " CH3(CH2)2CH=CH(CH2)2COOH" " CIS" " OR" " TRANS" "-35ﾟC (CIS),-4ﾟC(TRANS)(021)" "96ﾟC/0.8mmHg(CIS),93ﾟC/1.5mmHg(TRANS) (021)" "η20/D 1.4417(CIS),1.4441(TRANS) (021)" "d20/4 0.9301(CIS),0.9313(TRANS)(021)" "021/" "1-ブロモ-3-ヘプテンのカルボキシル化(021)" "021/" "FA0313" 1.00 "5-OCTENOIC ACID" "C8H14O2" 8.00 14.00 2.00 0.00 0.00 0.00 142.00 " (REF: )" " CH3-CH2-CH=CH-(CH2)3COOH" " CIS" " OR" " TRANS" "88.5ﾟC/0.4mmHg(CIS),75-80ﾟC/0.15mmHg(TRANS) (020)" "η26/D 1.4422(CIS),1.4438(TRANS) (020)" "d24/4 0.9604(CIS),d28/4 0.9307(TRANS)(020)" "020/" "10.3μ,13-14μ(020)" "020/" "クロロアルキンのカルボキシル化(020)" "020/" "FA0314" 1.00 "4-DECENOIC ACID" "OBTUSILIC ACID" "C8H18O2" 8.00 18.00 2.00 0.00 0.00 0.00 146.00 " (REF: )" " CH3-(CH2)4-CH=CH-(CH2)2COOH" " CIS" " OR" " TRANS" "148ﾟC/13mmHg(001)" "η20/D 1.4500(CIS),η30/D 1.4407(TRANS) (022)" "001/022/" "CIS:O-H(ν)3300-2500, C=O(ν)1710, O-H(δ)DIMER 930, -CH=CH-(δ)720cm-1(022)" "ME-ESTER (022) CIS:τ=4.62(m,-CH=CH-), 7.67(d,CH2CH2COO), 7.96(m,CH2C=C), 8.70(CH2), 9.11(t,CH3-C) (022)" "022/" "くろもじ種子油(011),シロダモ種子油(022)" "011/022/" "FA0315" 1.00 "4-DODECENOIC ACID" "LINDERIC ACID" "C12H22O2" 12.00 22.00 2.00 0.00 0.00 0.00 198.00 " (REF: )" " CH3-(CH2)6CH=CH-(CH2)2COOH" " CIS" " OR" " TRANS" "7.0-8.0ﾟC(CIS), 27.0-27.5ﾟC(TRANS)(022)" "η20/D 1.4526(CIS),η34/D 1.4461(TRANS) (022)" "022/" "CIS:O-H(ν)3300-2500, C=O(ν)1710, O-H(δ)DIMER 930, -CH=CH-(δ)720cm-1(022)" "ME-ESTER (022) CIS:τ=4.62(m,CH=CH), 7.65(d,CH2CH2COO), 7.97(m,CH2C=C), 8.70(CH2), 9.10(t,CH3-C) (022)" "022/" "くろもじ種子油(011),シロダモ種子油(022)" "011/022/" "FA0316" 1.00 "4-TETRADECENOIC ACID" "TSUZUIC ACID(CIS)" "C14H26O2" 14.00 26.00 2.00 0.00 0.00 0.00 226.00 " (REF: )" " CH3-(CH2)8-CH=CH-(CH2)2COOH" " CIS" " OR" " TRANS" "24.5-25.5ﾟC(CIS), 40-41ﾟC(TRANS)(022)" "185ﾟC/13mmHg(001)" "η25/D 1.4531(CIS),η50/D 1.4439(TRANS) (022)" "022/001/" "CIS:O-H(ν)3300-2500, C=O(ν)1710, O-H(δ)DIMER 930, -CH=CH-(δ)720cm-1(022)" "ME-ESTER (022) CIS:τ=4.63(m,CH=CH), 7.67(d,CH2CH2COO), 8.00(m,CH2C=C), 8.72(CH2), 9.10(t,CH3-C) (022)" "022/" "つず油,とうはく油,くろもじ種子油(011),シロダモ種子油(022),クスノキ科種子油 (040)" "011/022/040/" "FA0317" 1.00 "2-HEXADECENOIC ACID" "2-PALMITOLEIC ACID" "C16H30O2" 16.00 30.00 2.00 0.00 0.00 0.00 254.00 " (REF: )" " CH3-(CH2)12-CH=CHCOOH" " CIS" "48.7-49.0ﾟC(023)" "023/" "KBr法(023) O-H 2.85μ, C-H 3.4μ, C=O 6.8μ, CH=CH 14.3μ" "023/" "2-ヨードパルミチン酸の脱離反応(023)" "023/" "FA0318" 1.00 "7-OCTADECENOIC ACID" "C18H34O2" 18.00 34.00 2.00 0.00 0.00 0.00 282.00 " (REF: )" " CH3-(CH2)9-CH=CH-(CH2)5COOH" " CIS" " OR" " TRANS" "11.8-12.5ﾟC(CIS)(024), 52.7-53.4ﾟC(TRANS)(025)" "024/025/" "TRANS : 1180-1320cm-1(026)" "CIS:220MHz PMR δ=0.5-2.4(031)" "026/031/" "7-オクタデシン酸の水素化(024/036)" "024/036/" "FA0319" 1.00 "8-OCTADECENOIC ACID" "C18H34O2" 18.00 34.00 2.00 0.00 0.00 0.00 282.00 " (REF: )" " CH3-(CH2)8-CH=CH-(CH2)6COOH" " CIS" " OR" " TRANS" "22.7-23.8ﾟC(CIS)(024), 43.7-44.1ﾟC(TRANS)(025)" "024/025/" "TRANS : 1180-1320cm-1(026/027)" "ME-ESTER:220MHz PMR, CIS δ=1.25-1.34(-CH2-)(031)" "026/027/031/" "8-オクタデシン酸の水素化(024/036)" "024/036/" "FA0320" 1.00 "9-OCTADECENOIC ACID" "OLEIC ACID" "C18H34O2" 18.00 34.00 2.00 0.00 0.00 0.00 282.00 " (REF: )" " CH3-(CH2)7-CH=CH-(CH2)7COOH" " CIS" "10.9-11.5ﾟC(CIS)(024)" "234ﾟC/15mmHg(001)" "η20/D 1.45823(001)" "d25/25 0.895(012)" "アセトン 100g中に, -20ﾟCで 5.20g 溶解(005)" "024/001/012/005" "4000-700cm-1(027)" "220MHz PMR(031):δ=1.25-1.35(-CH2-) PRM(032):δ 1.27(-CH2-),1.98(CH2-C=C),2.30(CH2-C=O),5,27(CH=CH) 13C-NMR(033):182.40-16.45ppm""" "027/031/032/033/" "牛脂,トール油脂肪酸(011),9-オクタデシン酸の水素化(024/036)" "011/024/036/" "FA0321" 1.00 "9-OCTADECENOIC ACID" "ELAIDIC ACID" "C18H34O2" 18.00 34.00 2.00 0.00 0.00 0.00 282.00 " (REF: )" " CH3-(CH2)7-CH=CH-(CH2)7COOH" " TRANS" "43.7-43.9ﾟC(025)" "234ﾟC/15mmHg(001)" "η70/D 1.4405(001)" "d79/4 0.851(012)" "24.2ﾟCで,アセトンに 35.1% 溶解(029)" "025/001/012/029/" "1180-1320cm-1(026/027)" "PMR(032):δ1.27(-CH2-),1.90(CH2-C=C),2.29(CH2-C=O),5,31(-CH=CH) 13C-NMR(033):182.55-16.50ppm" "026/027/032/033/" "オイレン酸の異性化(024/036)" "024/036/" "FA0322" 1.00 "10-OCTADECENOIC ACID" "C18H34O2" 18.00 34.00 2.00 0.00 0.00 0.00 282.00 " (REF: )" " CH3-(CH2)6-CH=CH-(CH2)8COOH" " CIS" " OR" " TRANS" "22.2-22.8ﾟC(CIS)(024),52.0-52.6ﾟC(TRANS)(025)" "024/025/" "ME-ESTER:220MHz PMR CIS δ=1.26-1.32(-CH2-)(031)" "031/" "10-オクタデシン酸の水素化(024)" "024/" "FA0323" 1.00 "11-OCTADECENOIC ACID" "VACCENIC ACID" "C18H34O2" 18.00 34.00 2.00 0.00 0.00 0.00 282.00 " (REF: )" " CH3-(CH2)5-CH=CH-(CH2)9COOH" " TRANS" "43.5-44.1ﾟC(025)" "η70/D 1.4406(001)" "025/001/" "1180-1320cm-1(026)" "026/" "バター脂(011),11-オクタデシン酸の水素化(024/036)" "011/024/036/" "FA0324" 1.00 "12-OCTADECENOIC ACID" "C18H34O2" 18.00 34.00 2.00 0.00 0.00 0.00 282.00 " (REF: )" " CH3-(CH2)4-CH=CH-(CH2)10COOH" " CIS" " OR" " TRANS" "26.8-27.6ﾟC(CIS)(024),52.0-53.0ﾟC(TRANS)(025)" "024/025/" "12-オクタデシン酸の水素化(024)" "024/" "FA0325" 1.00 "13-DOCOSENOIC ACID" "ERUIC ACID" "C22H42O2" 22.00 42.00 2.00 0.00 0.00 0.00 338.00 " (REF: )" " CH3-(CH2)7-CH=CH-(CH2)11COOH" " CIS" "34.7ﾟC(001)" "281ﾟC/30mmHg(001)" "η70/D 1.44438(001)" "d55/4 0.860(012)" "24.3ﾟCでアセトンに 79.5% 溶解(029)" "001/012/029/" "なたね油, クランベ油, あぶらな科種子油(011), なたね油の加水分解(039)" "011/039/" "FA0326" 1.00 "13-DOCOSENOIC ACID" "BRASSIDIC ACID" "C22H42O2" 22.00 42.00 2.00 0.00 0.00 0.00 338.00 " (REF: )" " CH3-(CH2)7-CH=CH-(CH2)11COOH" " TRANS" "61.9ﾟC(001)" "265ﾟC/15mmHg(001)" "η70/D 1.44349(001)" "24.1ﾟCでアセトンに 3.4% 溶解(029)" "001/029/" "TRANS:7.5-25.0μ(028)" "028/" "FA0327" 1.00 "PENTANOIC ACID" "VALERIC ACID" "C5H10O2" 5.00 10.00 2.00 0.00 0.00 0.00 102.00 " (REF:001)" " CH3-CH2-CH2-CH2-COOH" "-34.5ﾟC (001)" "187.0ﾟC (001)" "η20/D = 1.4086 (001)" "d20/4 = 0.939 (041)" "001/041/" "3500-670cm-1,νC=O 1722cm-1(003) 0.9-3.0μ(042)" "001/003/0041/042/" "塩化ブチルのグリニヤール反応(054)" "FA0328" 1.00 "HEPTANOIC ACID" "ENATHIC ACID" "C7H14O2" 7.00 14.00 2.00 0.00 0.00 0.00 130.00 " (REF:001)" " CH3-(CH2)5-COOH" "-10.5ﾟC (001)" "223.0ﾟC (001)" "η20/D = 1.4230 (001)" "d20/4 = 0.9181 (041)" "001/041/" "3500-670cm-1,νC=O 1724(LIQUID),1710(CRYSTALLINE)cm-1(003)" "001/003/041/" "１-オクテンの過マンガン酸酸化 (052)" "052/" "FA0329" 1.00 "NONANOIC ACID" "PELARGONIC ACID" "C8H18O2" 9.00 18.00 2.00 0.00 0.00 0.00 158.00 " (REF:001)" " CH3-(CH2)7-COOH" "12.5ﾟC (001)" "255.6ﾟC (001)" "η20/D = 1.4322 (001)" "d20/4 = 0.907 (041)" "ヘキサン100gに25.2g-640g(-20.0-10.0ﾟC)溶解 (043)" "001/041/043/" "3500-670cm-1,νC=O 1726(LIQUID),1700(CRYSTALLINE)cm-1(003)" "001/003/041/043/" "１-デセンの過マンガン酸酸化 (052)" "052/" "FA0330" 1.00 "UNDECANOIC ACID" "C11H22O2" 11.00 22.00 2.00 0.00 0.00 0.00 186.00 " (REF:001)" " CH3-(CH2)9-COOH" "29.3ﾟC (001)" "284.0ﾟC (001)" "η70/D = 1.4202 (001)" "001/" "7.5-25.0μ(028)" "001/028/" "１-ドデセンの過マンガン酸酸化 (052)" "052/" "FA0331" 1.00 "TRIDECANOIC ACID" "TRIDECYLIC ACID" "C13H26O2" 13.00 26.00 2.00 0.00 0.00 0.00 214.00 " (REF:001)" " CH3-(CH2)11-COOH" "41.5ﾟC (001)" "312.4ﾟC (001)" "η70/D = 1.4252 (001)" "001/" "7.5 - 25.0μ(028/009) 4000 - 650cm-1(044),1500 - 650cm-1(045)" "001/009/028/044/045/" "１-テトラデセンの過マンガン酸酸化 (052)" "052/" "FA0332" 1.00 "PENTADECANOIC ACID" "PENTADECYLIC ACID" "C15H30O2" 15.00 30.00 2.00 0.00 0.00 0.00 242.00 " (REF:001)" " CH3-(CH2)13-COOH" "52.3ﾟC (001)" "339.1ﾟC (001)" "η70/D = 1.4292 (001)" "ヘキサン100gに0.5 - 2950g(0.0 - 50.0ﾟC)溶解 (043)" "001/043/" "2 - 16μ(009),1500 - 650cm-1(045)" "001/009/043/045/" "１-ヘキサデセンの過マンガン酸酸化 (052)" "052/" "FA0333" 1.00 "HEPTADECANOIC ACID" "MARGARIC ACID" "C17H34O2" 17.00 34.00 2.00 0.00 0.00 0.00 270.00 " (REF:001)" " CH3-(CH2)15-COOH" "61.3ﾟC (001)" "363.8ﾟC (001)" "η70/D = 1.4324 (001)" "d = 0.853 (041)" "ヘキサン100gに0.2 - 7600g(10.0 - 60.0ﾟC)溶解 (043)" "001/041/043/" "2 - 16μ(009), 7.5 - 25.0μ(028), 4000 - 650cm-1(044), 3700 - 1600cm-1, 1390 - 700cm-1(046)" "001/009/028/041/043/044/046/" "１-オクタデセンの過マンガン酸酸化 (052)" "052/" "FA0334" 1.00 "NONADECANOIC ACID" "NONADECYLIC ACID" "C19H38O2" 19.00 38.00 2.00 0.00 0.00 0.00 298.00 " (REF:001)" " CH3-(CH2)17-COOH" "68.6ﾟC (001)" "299ﾟC (001)" "η25/D = 1.4512 (001)" "001/" "2 - 16μ(009), 3700 - 1600cm-1, 1390 - 700cm-1(046)" "001/009/028/044/046/" "１-エイコセンの過マンガン酸酸化 (052)" "052/" "FA0335" 1.00 "HENEICOSANOIC ACID" "C21H42O2" 21.00 42.00 2.00 0.00 0.00 0.00 326.00 " (REF:001)" " CH3-(CH2)19-COOH" "74.3ﾟC (001)" "001/" "3700 - 1600cm-1, 1390 - 700cm-1(046), 1400 - 1150cm-1(047), 7.5 - 25.0μ(028)" "001/028/046/047/" "ヨウ化ラウリルと9-クロロノナン酸エチルの反応(055)" "FA0336" 1.00 "TRICOSANOIC ACID" "C22H46O2" 23.00 46.00 2.00 0.00 0.00 0.00 354.00 " (REF:001)" " CH3-(CH2)21-COOH" "79.1ﾟC (001)" "ベンゼン 100mlに 0.5g(15ﾟC)溶解，アセトン 100mlに 1g(15ﾟC)溶解 (048)" "001/048/" "001/048/" "10-ケトトリコ酸の還元(056)" "FA0337" 1.00 "TETRACOSANOIC ACID" "LIGNOCERIC ACID" "C24H48O2" 24.00 48.00 2.00 0.00 0.00 0.00 368.00 " (REF:001)" " CH3-(CH2)22-COOH" "84.2ﾟC (001)" "η100/D = 1.4287 (001)" "001/" "2 - 16μ(009)" "001/009/" "オーク材の蒸留(041)" "FA0338" 1.00 "2-PENTENOIC ACID" "β-ETHYLACRYLIC ACID" "C5H8O2" 5.00 8.00 2.00 0.00 0.00 0.00 100.00 " (REF:057)" " CH3-CH2-CH=CH-COOH" " TRANS" "8ﾟC (001)" "200ﾟC (001)" "η20/D = 1.450 (001)" "001/" "0.9 - 3.0μ(042)" "001/042/" "3-ブロモプロピオン酸とアセトアルデヒドから合成(057)" "FA0339" 1.00 "4-PENTENOIC ACID" "C5H8O2" 5.00 8.00 2.00 0.00 0.00 0.00 100.00 " (REF:058)" " CH2=CH-CH2-CH2-COOH" "189ﾟC (001)" "η20/D = 1.4341 (001)" "d20/20 = 0.9877 (049)" "001/049/" "001/049/" "臭化ブテンのグリニヤール反応(058)" "FA0340" 1.00 "6-HEPTENOIC ACID" "C7H12O2" 7.00 12.00 2.00 0.00 0.00 0.00 128.00 " (REF:059)" " CH2=CH-(CH2)4-COOH" "-6.5ﾟC (001)" "225ﾟC (001)" "η17/D = 1.4425 (001)" "001/" "(ME-ESTER) -COOR 1723cm-1, -CH=CH2 3050, 1630, 1417, 990, 910cm-1(050)" "001/050/" "6-ヘプチン酸の還元(060)" "FA0341" 1.00 "10-HENDECENOIC ACID" "10-UNDECYLENIC ACID" "C11H20O2" 11.00 20.00 2.00 0.00 0.00 0.00 184.00 " (REF:061)" " CH2=CH-(CH2)8-COOH" "24.5ﾟC (001)" "275ﾟC (001)" "η20/D = 1.4464 (001)" "d24/4 = 0.9072 (041)" "001/041/" "0.9 - 3.0μ(042), 2 - 15μ(051)" "001/041/042/051/" "10-ウンデシン酸の還元(062)" "FA0342" 1.00 "2-TRIDECENOIC ACID" "C13H24O2" 13.00 24.00 2.00 0.00 0.00 0.00 212.00 " (REF:061)" " CH3-(CH2)9-CH=CH-COOH" " TRANS" "169 - 171ﾟC/2mmHg (053)" "η20/D = 1.44121 (053)" "053/" " -COOH 2630, 1700, 935cm-1,-C=C- 1650, 975cm-1(053)" "053/" "10-ヘンデセン酸から合成 (061)" "FA0343" 1.00 "2-METHYL-PROPANOIC ACID" "ISOBUTYRIC ACID" "C4H8O2" 4.00 8.00 2.00 0.00 0.00 0.00 88.00 " (REF: )" " CH3-CH-COOH" " |" " CH3" "-47ﾟC (001)" "84.8-85.1/50mmHg, 153.5-153.8ﾟC/750.3(003)" "η25/D 1.3922, η20/α : 1.3909(003)" "1.024(-60ﾟC)-0.6982(240ﾟC),D20/4 : 0.9490 (025)" "001/003/025/" "METHYL : 2979,2939cm-1 METHYL,METHYLENE :2880,2850cm-1 (002)" "M/E: 88,73,55,45,44,43,42,41,39(003)" "002/003/" "イソブチルアルコールを硫酸と重クロム酸カリウムで酸化することによって合成。" "FA0344" 1.00 "2-METHYL-BUTANOIC ACID" "α-METHYL-BUTYRIC ACID" "C5H10O2" 5.00 10.00 2.00 0.00 0.00 0.00 102.00 " (REF: )" " CH3-CH2-CH-COOH" " |" " CH3" "174ﾟC, 86.5-87.5ﾟC/26mmHg (027)" "[α]20/D: +19.8ﾟ(S), [α]24/D: -18.0ﾟ(R) (028)" "η25/D: 1.4040 (029), η20/D: 1.4058 (030)" "D20/4: 0.938(S), D20/4: 0.934(R) (027)" "027/028/029/030/" "FA0345" 1.00 "3-METHYL-BUTANOIC ACID" "ISOVALERIC ACID" "C5H10O2" 5.00 10.00 2.00 0.00 0.00 0.00 102.00 " (REF: )" " CH3-CH-CH2-COOH" " |" " CH3" "176.4ﾟC/760mmHg, 95-96ﾟC/34mmHg (031)" "η20/D: 1.4033 (031)" "D25/: 0.9316 (032)" "1g/23.6g水(20ﾟC) ( )" "031/032/" "METHYL : 2968cm-1 METHYL,METHYLENE : 2935,2877,2855cm-1 (002)" "M/E : 39,41,42,43,45,60,69 (003)" "002/003/" "FA0346" 1.00 "2,2-DIMETHYL-PROPANOIC ACID" "PIVALIC ACID" "C5H10O2" 5.00 10.00 2.00 0.00 0.00 0.00 102.00 " CH3 (REF: )" " |" " CH3-C-COOH" " |" " CH3" "35.5-35.7ﾟC (031)" "163.7-163.9ﾟC/760mmHg, 76.5ﾟC/20mmHg (031)" "η25/D: 1.4030 (004)" "D18/4: 0.8580 ( )" "1g/40g水 ( )" "004/031/" "ν: 2907,1704,1433cm-1 (039)" "039/" "イソブチレンと濃硫酸、一酸化炭素、水との処理によって生成する。" "FA0347" 1.00 "2-METHYL-PENTANOIC ACID" "2-METHYL VALERIC ACID" "C6H12O2" 6.00 12.00 2.00 0.00 0.00 0.00 116.00 " (REF: )" " CH3-CH2-CH2-CH-COOH" " |" " CH3" "192ﾟC/750mmHg (032)" "η20/D: 1.4170 (032)" "D20/4: 0.9309 (032)" "032/" "FA0348" 1.00 "3-METHYL-PENTANOIC ACID" "3-METHYL VALERIC ACID" "C6H12O2" 6.00 12.00 2.00 0.00 0.00 0.00 116.00 " (REF: )" " CH3-CH2-CH-CH2-COOH" " |" " CH3" "196-198ﾟC/770mmHg(S), 105ﾟC/30mmHg(S), 88-91ﾟC/13mmHg(S), 90ﾟC/10mmHg(R)" "[α]25/D: +8.5ﾟ(S), [α]23/D: -8.9ﾟ (034)" "η25/D: 1.4152(S) (033)" "D25/: 0.923(S), D24/4: 0.924(R) (033)" "033/034/" "FA0349" 1.00 "4-METHYL-PENTANOIC ACID" "ISOCAPROIC ACID" "C6H12O2" 6.00 12.00 2.00 0.00 0.00 0.00 116.00 " (REF: )" " CH3-CH-CH2-CH2-COOH" " |" " CH3" "-33ﾟC (035)" "201ﾟC/761mmHg, 118-120ﾟC/20mmHg, 102-104ﾟC/13mmHg(005)" "η20/D: 1.4146, η25/D: 1.4124 (036)" "D:0.9535(-20ﾟC)-0.6744(280ﾟC), D20/20:0.9192 (036)" "005/035/036/" "FA0350" 1.00 "2-ETHYL-BUTANOIC ACID" "DIETHYL-ACETIC ACID" "C6H12O2" 6.00 12.00 2.00 0.00 0.00 0.00 116.00 " (REF: )" " CH3-CH2-CH-COOH" " |" " CH3-CH2" "-31.8ﾟC (035)" "192.6ﾟC/754mmHg, 90-91ﾟC/13mmHg (035)" "η20/D: 1.4132 (035)" "D20/4: 0.9239 (035)" "035/" "νC-H: 2910cm-1; ν: 1706,1433cm-1 (038/039)" "038/039/" "FA0351" 1.00 "2,2-DIMETHYL-BUTANOIC ACID" "DIMETHYL-ETHYL-ACETIC ACID" "C6H12O2" 6.00 12.00 2.00 0.00 0.00 0.00 116.00 " CH3 (REF: )" " |" " CH3-CH2-CH-COOH" " |" " CH3" "104-105ﾟC/32mmHg, 94-96ﾟC/15mmHg,186ﾟC/752mmHg" "η20/D: 1.4142, η25/D: 1.4127 (040)" "040/" "FA0352" 1.00 "3,3-DIMETHYL-BUTANOIC ACID" "C6H12O2" 6.00 12.00 2.00 0.00 0.00 0.00 116.00 " CH3 (REF: )" " |" " CH3-C-CH2-COOH" " |" " CH3" "6-7ﾟC" "184.2-184.5ﾟC/763-764mmHg, 98-99ﾟC/25mmHg (041)" "η20/D: 1.4110, η25/D: 1.4084 (042)" "D20/4: 0.915 (042)" "041/042/" "FA0353" 1.00 "2-METHYL-HEXANOIC ACID" "C7H14O2" 7.00 14.00 2.00 0.00 0.00 0.00 130.00 " (REF: )" " CH3-CH2-CH2-CH2-CH-COOH" " |" " CH3" "207-208ﾟC/737mmHg, 216.5-218ﾟC,112ﾟC/13mmHg (043)" "η25/D: 1.4062(044)" "D25/4: 0.7962 (044)" "043/044/" "METHYL : 2957,2872cm-1(006) METHYLENE : 2932,2860cm-1(006) METHYL,METHYLENE : 1234cm-1(007)" "006/007/" "FA0354" 1.00 "3-METHYL-HEXANOIC ACID" "C7H14O2" 7.00 14.00 2.00 0.00 0.00 0.00 130.00 " (REF: )" " CH3-CH2-CH2-CH-CH2-COOH" " |" " CH3" "96ﾟC/4mmHg(R), 93ﾟC/5mmHg(S) (045)" "[α]25/D: +2.5ﾟ(R), [α]22/D: -2.4ﾟ(S) (047)" "η18/D: 1.4308(R), η21/D : 1.4212(S) (046)" "D22/4: 0.913(S) (046)" "045/047/046/" "METHYL : 2957,2872cm-1(006) METHYLENE : 2932cm-1(006) METHYL,METHYLENE : 1230cm-1(007)" "006/007/" "FA0355" 1.00 "4-METHYL-HEXANOIC ACID" "C7H14O2" 7.00 14.00 2.00 0.00 0.00 0.00 130.00 " (REF: )" " CH3-CH2-CH-CH2-CH2-COOH" " |" " CH3" "112ﾟC/9mmHg(S) (048)" "[α]25/D: +8.1ﾟ(S) (048)" "η25/D: 1.4232(S) (048)" "D20/4: 0.9215 (049)" "048/049/" "METHYL : 2958,2872cm-1(006) METHYLENE : 2929cm-1(006) METHYL,METHYLENE : 1220cm-1(007)" "006/007/" "FA0356" 1.00 "5-METHYL-HEXANOIC ACID" "C7H14O2" 7.00 14.00 2.00 0.00 0.00 0.00 130.00 " (REF: )" " CH3-CH-CH2-CH2-CH2-COOH" " |" " CH3" "211-215ﾟC/760mmHg,120ﾟC/24mmHg,101-102ﾟC/11mmHg(50" "η25/D: 1.4199, η20/D: 1.4220 (050)" "050/" "METHYL : 2959,2872cm-1(006) METHYLENE : 2932cm-1(006) METHYL,METHYLENE : 1209cm-1(007)" "006/007/" "FA0357" 1.00 "2-ETHYL-PENTANOIC ACID" "α-ETHYL-VALERIC ACID" "C7H14O2" 7.00 14.00 2.00 0.00 0.00 0.00 130.00 " (REF: )" " CH3-CH2-CH2-CH-COOH" " |" " C2H5" "209-210ﾟC (051)" "η22/D: 1.4180 (051)" "051/" "FA0358" 1.00 "2,2-DIMETHYL-PENTANOIC ACID" "α,α-DIMETHYL-VALERIC ACID" "C7H14O2" 7.00 14.00 2.00 0.00 0.00 0.00 130.00 " CH3 (REF: )" " |" " CH3-CH2-CH2-C-COOH" " |" " CH3" "199-200ﾟC,111ﾟC/20mmHg,101-102ﾟC/11mmHg (052)" "η20/D: 1.4210 (052)" "052/" "FA0359" 1.00 "3,3-DIMETHYL-PENTANOIC ACID" "β,β-DIMETHYL-VALERIC ACID" "C7H14O2" 7.00 14.00 2.00 0.00 0.00 0.00 130.00 " CH3 (REF: )" " |" " CH3-CH2-C-CH2-COOH" " |" " CH3" "203-204ﾟC (053)" "η25/D: 1.4280, η20/D: 1.4238 (053)" "D25/: 0.9348, D20/4: 0.9246 (053)" "053/" "FA0360" 1.00 "2-ETHYLHEXOIC ACID" "α-ETHYL CAPROIC ACID" "C8H16O2" 8.00 16.00 2.00 0.00 0.00 0.00 144.00 " (REF: )" " CH3-CH2-CH2-CH2-CH-COOH" " |" " CH2-CH3" "227.6ﾟC/760mmHg, 117-119ﾟC/15mmHg(S) (054)" "[α]17/D: +8.9(S) (054)" "η25/D: 1.4231(S), η30/D: 1.4195 (054)" "D17/4: 0.908(S), D32/4: 0.8954 (054)" "054/" "1724,1449,1351,1266,1235, 943cm-1(008)" "008/" "FA0361" 1.00 "2-METHYLOCTANOIC ACID" "C8H18O2" 9.00 18.00 2.00 0.00 0.00 0.00 158.00 " (REF: )" " CH3-CH2-CH2-CH2-CH2-CH2-CH-COOH" " |" " CH3" "163ﾟC/2mmHg, 244-246ﾟC/760mmHg (055)" "η25/D: 1.4274 (056)" "D0/4: 0.9098, D18/: 0.90325 (055)" "水に不溶, エチルアルコール及びエーテルに易溶" "055/056/" "FA0362" 1.00 "2-METHYLNONAOIC ACID" "C10H20O2" 10.00 20.00 2.00 0.00 0.00 0.00 172.00 " (REF: )" " CH3-(CH2)6-CH-COOH" " |" " CH3" "149ﾟC/14mmHg, 115-117ﾟC/3mmHg (057)" "[α]23/D: -15.9ﾟ(R) (058)" "η25/D: 1.4312(R) (058)" "D23/4: 0.895(R) (058)" "057/058/" "FA0363" 1.00 "2-METHYLDECANOIC ACID" "C11H22O2" 11.00 22.00 2.00 0.00 0.00 0.00 186.00 " (REF: )" " CH3-(CH2)7-CH-COOH" " |" " CH3" "127ﾟC/1.5mmHg, 135-137ﾟC/4mmHg (059)" "059/" "FA0364" 1.00 "2-METHYLUNDECANOIC ACID" "C12H24O2" 12.00 24.00 2.00 0.00 0.00 0.00 200.00 " (REF: )" " CH3-(CH2)8-CH-COOH" " |" " CH3" "13ﾟC (060)" "275ﾟC, 140-142ﾟC/2mmHg (060)" "η25/D: 1.4397 (060)" "060/" "FA0365" 1.00 "2-METHYLDODECANOIC ACID" "C13H26O2" 13.00 26.00 2.00 0.00 0.00 0.00 214.00 " (REF: )" " CH3-(CH2)9-CH-COOH" " |" " CH3" "24-24.5ﾟC, 21.2-22.0ﾟC(S) (058)" "150ﾟC/1mmHg(S), 185-186ﾟC/15mmHg (058)" "[α]18/D: +13.2ﾟ(S), [α]25/D: +12.85ﾟ(S) (058)" "η25/D: 1.4395(S), η25/D: 1.4403(R) (058)" "D18/4: 0.890(S), D25/4: 0.884(S) (058)" "058/" "FA0366" 1.00 "12-METHYLTRIDECANOIC ACID" "C14H28O2" 14.00 28.00 2.00 0.00 0.00 0.00 228.00 " (REF: )" " CH3-CH-(CH2)10-COOH" " |" " CH3" "53.3ﾟC (061)" "061/" "FA0367" 1.00 "2-METHYLTETRADECANOIC ACID" "C15H30O2" 15.00 30.00 2.00 0.00 0.00 0.00 242.00 " (REF: )" " CH3-(CH2)11-CH-COOH" " |" " CH3" "36.5ﾟC (062)" "172-175ﾟC/2-3mmHg (063)" "062/063/" "FA0368" 1.00 "14-METHYLPENTADECANOIC ACID" "ISOPALMITIC ACID" "C16H32O2" 16.00 32.00 2.00 0.00 0.00 0.00 256.00 " (REF: )" " CH3-CH-(CH2)12-COOH" " |" " CH3" "62.4ﾟC (061)" "η70/D: 1.4316 (065)" "D: 1.012(SOLID) (064)" "061/065/064/" "ISOPROPYL : DOUBLET IN 1360-1380cm-1(009)" "009/" "FA0369" 1.00 "2-METHYLHEXADECANOIC ACID" "C17H34O2" 17.00 34.00 2.00 0.00 0.00 0.00 270.00 " (REF: )" " CH3-(CH2)13-CH-COOH" " |" " CH3" "45.5-46.5ﾟC, 47.5-48ﾟC (066)" "174-177ﾟC/1-2mmHg (063)" "066/063/" "FA0370" 1.00 "15-METHYLHEXADECANOIC ACID" "C17H34O2" 17.00 34.00 2.00 0.00 0.00 0.00 270.00 " (REF: )" " CH3-CH-(CH2)13-COOH" " |" " CH3" "60.7-61.3ﾟC (067)" "η70/D: 1.4315 (068)" "067/068/" "FA0371" 1.00 "2-METHYLHEPTADECANOIC ACID" "λ-ISOSTEARIC ACID" "C18H36O2" 18.00 36.00 2.00 0.00 0.00 0.00 284.00 " (REF: )" " CH3-(CH2)14-CH-COOH" " |" " CH3" "49-49.5ﾟC (069)" "180ﾟC/2mmHg (069)" "069/" "FA0372" 1.00 "16-METHYLHEPTADECANOIC ACID" "ISOSTEARIC ACID" "C18H36O2" 18.00 36.00 2.00 0.00 0.00 0.00 284.00 " (REF: )" " CH3-CH-(CH2)14-COOH" " |" " CH3" "69.5-69.7ﾟC (070)" "070/" "ISOPROPYL: DOUBLET IN 1360-1380cm-1(009)" "009/" "FA0373" 1.00 "15,15-DIMETHYLHEXADECANOIC ACID" "NEOSTEARIC ACID" "C18H36O2" 18.00 36.00 2.00 0.00 0.00 0.00 284.00 " CH3 (REF: )" " |" " CH3-C-(CH2)13-COOH" " |" " CH3" "49.8-50.2ﾟC (009)" "145-153ﾟC/0.05Torr (009)" "009/" "1704(C=0)cm-1 ,1455,1414,1366cm-1(009)" "009/" "FA0374" 1.00 "2-METHYLOCTADECANOIC ACID" "C19H38O2" 19.00 38.00 2.00 0.00 0.00 0.00 298.00 " (REF: )" " CH3-(CH2)15-CH-COOH" " |" " CH3" "54.7-55ﾟC(R), 54.6-55.1ﾟC (071)" "176ﾟC/0.5mmHg (072)" "[α]25/D: -9.4ﾟ(R)(CHCl3), [α]25/D: +9.3ﾟ(S)(CHCl3) (073)" "D: 1.015(SOLID)(R), 0.998 (073)" "071/073/" "CARBOXYL : λMAX 213,εMAX 67.2(011)" "-1700cm-1(C=0), 1379cm-1, 1294cm-1, 1236cm-1(010)" "011/010/" "FA0375" 1.00 "17-METHYLOCTADECANOIC ACID" "C19H38O2" 19.00 38.00 2.00 0.00 0.00 0.00 298.00 " (REF: )" " CH3-CH-(CH2)15-COOH" " |" " CH3" "66.5-67ﾟC (074)" "180ﾟC/0.3mmHg (074)" "η70/D: 1.4336 (075)" "D70/4: 0.8420 (075)" "074/075/" "-1700cm-1(C=0), 1379cm-1, 1284cm-1, 1236cm-1(010)" "010/" "FA0376" 1.00 "(Z)-2-METHYL-2-BUTENOIC ACID" "2-METHYL-CIS-CROTONIC ACID, ANGELIC ACID" "C5H8O2" 5.00 8.00 2.00 0.00 0.00 0.00 100.00 " (REF: )" " CIS" " CH3-CH=C-COOH" " |" " CH3" "46ﾟC (076)" "185ﾟC/760mmHg, 88-90ﾟC/12mmHg (077)" "D=1.141(CRIST.) (078)" "076/077/078/" "λMAX : 216nm, εMAX : 9500 (013)" "C=C : 1645cm-1(012)" "013/012/" "FA0377" 1.00 "(E)-2-METHYL-2-BUTENOIC ACID" "TIGLIC ACID, 2-METHYL-TRANS-CROTONIC ACID" "C5H8O2" 5.00 8.00 2.00 0.00 0.00 0.00 100.00 " (REF: )" " TRANS" " CH3-CH=C-COOH" " |" " CH3" "65.5-66.5ﾟC (012)" "95-96ﾟC/12mmHg, 198.5ﾟC/760mmHg (077)" "η76/α=1.4330 (079)" "D76/4=0.9641 (079)" "012/077/079/" "λMAX : 216-217nm(ε10700) (014)" "C=C : 1645cm-1(012), C=O : 1689cm-1, 1387,1282,1161,1082,1017, 939, 786, 737cm-1 (012/014)" "014/012/" "FA0378" 1.00 "3-METHYL-2-BUTENOIC ACID" "β,β-DIMETHYLACRYLIC ACID" "C5H8O2" 5.00 8.00 2.00 0.00 0.00 0.00 100.00 " (REF: )" " CH3-C=CH-COOH" " |" " CH3" "69.5-70.5ﾟC (080)" "080/" "λMAX : 216nm, εMAX : 10000 (015)" "C=O : 1689cm-1, 1645,1342,1292,1258,1176,1110,1073, 929, 855cm-1 (014)" "015/014/" "FA0379" 1.00 "4-METHYL-4-PENTENOIC ACID" "C6H10O2" 6.00 10.00 2.00 0.00 0.00 0.00 114.00 " (REF: )" " CH2=C-CH2-CH2-COOH" " |" " CH3" "-3ﾟC (036)" "76-82ﾟC/2mmHg, 93-94ﾟC/9mmHg (036)" "η20/D: 1.4380 (036)" "D20/4: 0.9863 (036)" "036/" "FA0380" 1.00 "2,2-DIMETHYL-3-BUTENOIC ACID" "C6H10O2" 6.00 10.00 2.00 0.00 0.00 0.00 114.00 " CH3 (REF: )" " |" " CH2=CH-C-COOH" " |" " CH3" "100-102ﾟC/28mmHg(016)" "η20/D: 1.4295(016), η25/D: 1.4272(017)" "016/017/" "FA0381" 1.00 "(Z)2-METHYL-2-HEXENOIC ACID" "C7H12O2" 7.00 12.00 2.00 0.00 0.00 0.00 128.00 " (REF: )" " CIS" " CH3-CH2-CH2-CH=C-COOH" " |" " CH3" "110ﾟC/10mmHg(012)" "η25/D: 1.4525(012)" "012/" "λMAX : 218nm, εMAX : 8780(012)" "1637,1462,1420,1285,1250cm-1, 1232,1171,1101,1072,1047,948cm-1(012)" "012/" "FA0382" 1.00 "(E)2-METHYL-2-HEXENOIC ACID" "C7H12O2" 7.00 12.00 2.00 0.00 0.00 0.00 128.00 " (REF: )" " TRANS" " CH3-CH2-CH2-CH=C-COOH" " |" " CH3" "118-119ﾟC/11mmHg (012)" "η25/D: 1.4602(012)" "012/" "λMAX : 217nm, εMAX : 13580(012)" "1642,1460,1422,1289,1258cm-1, 1227,1163,1101,1059,1031cm-1, 935,917cm-1(012)" "012/" "FA0383" 1.00 "(E)2-METHYL-2-HEPTENOIC ACID" "C8H14O2" 8.00 14.00 2.00 0.00 0.00 0.00 142.00 " (REF: )" " TRANS" " CH3-(CH2)3-CH=C-COOH" " |" " CH3" "129.5-131ﾟC/11mmHg (012)" "η25/D: 1.4605(012)" "012/" "C=C : 1638cm-1 (012)" "012/" "FA0384" 1.00 "6-METHYL-5-OCTENOIC ACID" "C8H16O2" 9.00 16.00 2.00 0.00 0.00 0.00 156.00 " (REF: )" " CH3-CH2-C=CH-(CH2)3-COOH" " |" " CH3" "153ﾟC/24mmHg (018)" "η22/D: 1.4518(018)" "D22/4: 0.932 (018)" "018/" "FA0385" 1.00 "3,7-DIMETHYL-6-OCTENOIC ACID" "CITRONELLIC ACID" "C10H18O2" 10.00 18.00 2.00 0.00 0.00 0.00 170.00 " (REF: )" " CH3-C=CH-CH2-CH2-CH-CH2-COOH" " | |" " CH3 CH3" "119ﾟC/3mmHg(R), 90-93ﾟC/0.05mmHg(±) (019)" "[α]20/D: +8.2ﾟ(R) (019)" "η20/D: 1.4530(R), η21/D: 1.4517(±) (019)" "D20/4: 0.9255(R), D21/4: 0.9234(±) (019)" "019/" "FA0386" 1.00 "3,7-DIMETHYL-2-OCTENOIC ACID" "C10H18O2" 10.00 18.00 2.00 0.00 0.00 0.00 170.00 " (REF: )" " CH3-CH-(CH2)3-C=CH-COOH" " | |" " CH3 CH3" "140ﾟC/15mmHg, 108-112ﾟC/2.5mmHg (020)" "η18/D: 1.4542 (081)" "D18/4: 0.931 (081)" "020/081/" "λMAX: 218nm, logε: 4.04 (020)" "020/" "FA0387" 1.00 "5-METHYL-2-UNDECENOIC ACID" "C12H22O2" 12.00 22.00 2.00 0.00 0.00 0.00 198.00 " (REF: )" " CH3-(CH2)5-CH-CH2-CH=CH-COOH" " |" " CH3" "162-163ﾟC/7mmHg (021)" "η25/D: 1.4596 (021)" "021/" "λMAX: 210nm, εMAX: 13160 (021)" "C=O : 1704cm-1, C=C : 1653cm-1, METHYL : 1379cm-1 (022)" "021/022/" "FA0388" 1.00 "2-METHYL-2-DODECENOIC ACID" "C13H24O2" 13.00 24.00 2.00 0.00 0.00 0.00 212.00 " (REF: )" " CH3-(CH2)8-CH=C-COOH" " |" " CH3" "33ﾟC (023)" "146-147ﾟC/1.4mmHg (082)" "η25/D: 1.4698 (023)" "023/082/" "λMAX: 218nm, εMAX: 11330 (023)" "C=O : 1692cm-1, C=C : 1645cm-1, METHYL : 1379cm-1 (022)" "023/022/" "FA0389" 1.00 "(E)5-METHYL-2-TRIDECENOIC ACID" "C14H26O2" 14.00 26.00 2.00 0.00 0.00 0.00 226.00 " (REF: )" " TRANS" " CH3-(CH2)6-CH2-CH-CH2-CH=CH-COOH" " |" " CH3" "168-170ﾟC/2.5mmHg (024)" "[α]23/D: -1.37ﾟ (024)" "η25/D: 1.4620 (024)" "D25/4: 0.908 (024)" "024/" "λMAX: 210nm, εMAX: 13900 (024)" "024/" "FA0390" 1.00 "(E)2,5-DIMETHYL-2-TRIDECENOIC ACID" "C15H28O2" 15.00 28.00 2.00 0.00 0.00 0.00 240.00 " (REF: )" " TRANS" " CH3-(CH2)6-CH2-CH-CH2-CH=C-COOH" " | |" " CH3 CH3" "182ﾟC/3mmHg (024)" "[α]27/D: +0.9ﾟ (024)" "η25/D: 1.4663 (024)" "024/" "λMAX: 218.5nm, εMAX: 14870 (024)" "024/" "FA0391" 1.00 "3-METHYL-3-BUTENOIC ACID" "ISOPROPENYLACETIC ACID" "C5H8O2" 5.00 8.00 2.00 0.00 0.00 0.00 100.00 " (REF:083)" " CH2=C-CH2-COOH" " |" " CH3" "92-93ﾟC/29-30mmHg(083)" "η23/D=1.4310(083)" "083/" "3-METHYL-3-BUTENOIC ACID IS PREPARED FROM β-METHALLYL CHLORIDE AND CARBON DIOXIDE IN THE PRESENCE OF MAGNESIUM (083)" "FA0392" 1.00 "2-ETHYL-2-PROPENOIC ACID" "2-ETHYL ACRYLIC ACID" "C5H8O2" 5.00 8.00 2.00 0.00 0.00 0.00 100.00 " (REF:084)" " CH2=C-COOH" " |" " CH2-CH3" "-15 〜 -16ﾟC (084)" "40〜41ﾟC/0.25mmHg(084),52〜54ﾟ/4mmHg(085)" "η25/D = 1.4332(084), 1.4358(085)""" "D25/4 = 0.991(084)" "084/085/" "(014)" "(014)" "014/" "2-ETHYL-2-PROPENOIC ACID IS PREPARED FROM α-HYDROXY-METHYLBUTYRONITRLE AND SODIUM HYDROXIDE (084)" "FA0393" 1.00 "4-METHYL-3-PENTENOIC ACID" "PYROTEREBIC ACID" "C6H10O2" 6.00 10.00 2.00 0.00 0.00 0.00 114.00 " (REF:113)" " CH3-C=CH-CH2-COOH" " |" " CH3" "99ﾟC/10mmHg(086) 103-106ﾟC/13mmHg (113)" "086/" "ACETONE REACTS WITH METHYL β-BROMOPROPIONATE IN THE PRESENCE OF MAGNESIUM, FOLLOWED BY SAPONIFICATION TO GIVE 4-METHYL-3-PENTENOIC ACID (113)" "FA0394" 1.00 "4-METHYL-2-PENTENOIC ACID" "3-ISOPROPYL ACRYLIC ACID" "C6H10O2" 6.00 10.00 2.00 0.00 0.00 0.00 114.00 " (REF:088)" " CH3 H" " ＼ |" " CH-C＝C-COOH" " ／ |" " CH3 H" " TRANS" "-25ﾟC (087)" "114 - 116ﾟC/17mmHg (088)" "η21/D = 1.454 (088)" "087/088/" "4-METHYL-2-PENTENOIC ACID IS PREPARED FROM ISOBUTYRALDEHYDE AND MALONIC ACID(114)" "FA0395" 1.00 "3-METHYL-4-PENTENOIC ACID" "C6H10O2" 6.00 10.00 2.00 0.00 0.00 0.00 114.00 " (REF:089)" " CH2=CH-CH-CH2-COOH" " |" " CH3" "78 - 80ﾟC/25mmHg (089/090)" "η20/D = 1.4366 (089/090)" "089/090/" "5.85,6,09,10.06,10.91μ (090)" "3-METHYL-4-PENTENOIC ACID IS OBTAINED BY FRACTIONATING A MIXTURE OF ETHYLβ-ETHOXYACRYLATE AND CROTYL ALCOHOL, FOLLOWED BY SAPONIFICATION (090)" "FA0396" 1.00 "3-METHYL-2-PENTENOIC ACID" "C6H10O2" 6.00 10.00 2.00 0.00 0.00 0.00 114.00 " (REF:091)" " CH3-CH2-C＝C-COOH" " | |" " 3HC H" " CIS" "13 - 14ﾟC (091)" "η20/D = 1.4651 (091)" "D20 = 0.9851 (091)" "091/" "3-METHYL-2-PENTENOIC ACID IS PREPARED FROM 3-METHYL-3-HYDROXY PENTENOIC ACID (091)" "FA0397" 1.00 "3-METHYL-3-PENTENOIC ACID" "C6H10O2" 6.00 10.00 2.00 0.00 0.00 0.00 114.00 " (REF:092)" " CH3-C＝C-CH2-COOH" " | |" " H CH3" " CIS" "14.5 - 15.5ﾟC (092)" "40ﾟC/0.005mmHg (092)" "092/" "3-METHYL-3-PENTENOIC ACID IS OBTAINED FROM ISOMERIZATION OF 3-METHYL-2-PENTENOIC ACID WITH 25% KOH, FOLLOWED BY SEPARATION OF THE ISOMER (115)" "FA0398" 1.00 "2,3-DIMETHYL-CROTONIC ACID" "TRIMETHYL ACRYLIC ACID" "C6H10O2" 6.00 10.00 2.00 0.00 0.00 0.00 114.00 " (REF:093)" " CH3" " ＼" " C=C-COOH" " ／ |" " CH3 CH3" "70 - 71ﾟC (093)" "104ﾟC/13mmHg (093)" "093/" "λmax 221nm(ε9700 in C2H5OH)(093)" "093/" "2,3-DIMETHYL-CROTONIC ACID IS PREPARED FROM 2-BROM-3-METHYL-2-BUTENE WITH LITHIUM (093)" "FA0399" 1.00 "5-METHYL-5-HEXENOIC ACID" "C7H12O2" 7.00 12.00 2.00 0.00 0.00 0.00 128.00 " (REF:094)" " CH2=C-(CH2)3-COOH" " |" " CH3" "109ﾟC/12mmHg (094)" "η21/D = 1.4422 (094)" "D21/4 = 0.9507 (094)" "094/" "5-METHYL-5-HEXENOIC ACID IS PREPARED FROM 2-(METHANE SULFONYLOXYMETHYL)-2-METHYL-CYCLOPENTANONE AND KOH (094)" "FA0400" 1.00 "2-BUTYL-ACRYLIC ACID" "C7H12O2" 7.00 12.00 2.00 0.00 0.00 0.00 128.00 " (REF:012)" " CH2" " ｾ" " CH3-(CH2)3-C-COOH" "111 - 111.5ﾟC/10mmHg (012)" "η25/D = 1.4435 (012)" "012/" "λmax 208.5μm(εmax 8,480)(012)" "6.13vs, 6.93vs, 7.77vs, 7.95s, 8.15vs, 8.43s, 8.55s, 9.2m, 10.54vs (012)" "012/" "2-BUTYL-ACRYLIC ACID IS PREPARED FROM 2-BUTYL-ACRYLIC ACID TERRIARY BUTYL ESTER (012)" "FA0401" 1.00 "4,4-DIMETHYL-2(E)-PENTENOIC ACID" "C7H12O2" 7.00 12.00 2.00 0.00 0.00 0.00 128.00 " (REF:095)" " CH3 H" " ＼ |" " CH3−C−C＝C-COOH" " ／ |" " CH3 H" " TRANS" "62 - 63ﾟC (095)" "095/" "4,4-DIMETHYL-2(E)-PENTENOIC ACID IS PREPARED FROM PIVALINALDEHYDE AND MALONIC ACID (095)" "FA0402" 1.00 "4,4-DIMETHYL-2(Z)-PENTENOIC ACID" "C7H12O2" 7.00 12.00 2.00 0.00 0.00 0.00 128.00 " (REF:087)" " CH3 H H" " ＼ | |" " CH3−C−C＝C−COOH" " ／" " CH3" "11 - 12ﾟC (087)" "60 - 61ﾟC/0.8mmHg (087)" "η25/D = 1.4432 (087)" "087/" "4,4-DIMETHYL-2(Z)-PENTENOIC ACID IS PREPARED FROM 1,3-DIBROMO-4,4-DIMETHYL-2-PENTANONE (087)" "FA0403" 1.00 "2,2-DIMETHYL-4-PENTENOIC ACID" "C7H12O2" 7.00 12.00 2.00 0.00 0.00 0.00 128.00 " (REF:096)" " CH3" " |" " CH2=CH-CH2-C-COOH" " |" " CH3" "92 - 93ﾟC/8.5mmHg (096)" "η20/D = 1.4338 (096)" "096/" "2,2-DIMETHYL-4-PENTENOIC ACID IS PREPARED FROM 2,2-DIMETHYL-4-PENTENAL WITH KOH (096)" "FA0404" 1.00 "2-ISOPROPYL-2(E)-BUTENOIC ACID" "2-ISOPROPYL-E-CROTONIC ACID" "C7H12O2" 7.00 12.00 2.00 0.00 0.00 0.00 128.00 " (REF:097)" " CH3" " |" " CH−CH3" " |" " CH3-C＝C-COOH" " |" " H" "54.5ﾟC (097)" "097/" "2-ISOPROPYL-2-(E)-BUTENOIC ACID IS PREPARED FROM THE RECTION OF 2-ISOPROPYL-3-HYDROXYBUTENOIC ACID ETHYL WITH PHOSPHORUS PENTOXIDE, FOLLOWED BY SAPONIFICATION (097)" "FA0405" 1.00 "3-ISOPROPYL-3-BUTENOIC ACID" "C7H12O2" 7.00 12.00 2.00 0.00 0.00 0.00 128.00 " (REF:098)" " CH2＝C-CH2-COOH" " |" " CH3−CH" " |" " CH3" "-72ﾟC (098)" "80ﾟC/2mmHg (098)" "η25/D = 1.4380 (098)" "D25/4 = 0.9480 (098)" "098/" "3-ISOPROPYL-3-BUTENOIC ACID IS PREPARED FROM 2,3-DIMETHYL-1-BUTENE, PENTYLNATRIUM AND CO2 (098)" "FA0406" 1.00 "6-METHYL-5-HEPTENOIC ACID" "C8H14O2" 8.00 14.00 2.00 0.00 0.00 0.00 142.00 " (REF:099)" " CH3" " ＼" " C=CH-(CH2)3-COOH" " ／" " CH3" "129 - 130ﾟC/12mmHg (099)" "η20/D = 1.4484 (018)" "D20/4 = 0.937 (018)" "018/099/" "6-METHYL-5-HEPTENOIC ACID IS PREPARED FROM 5-METHYL-4-HEXENYLMAGNESIUM AND CO2 (099)" "FA0407" 1.00 "2-ETHYL-3(E)-HEXENOIC ACID" "C8H14O2" 8.00 14.00 2.00 0.00 0.00 0.00 142.00 " (REF:100)" " H CH2-CH3" " | |" " CH3-CH2-C＝C-CH-COOH" " |" " H" "125 - 128ﾟC/15mmHg (100)" "η22.5/D = 1.4510 (100)" "D22.5/4 = 0.967 (100)" "100/" "5.5-6.5μm, 10-13.5μm (100)" "100/" "2-ETHYL-3(E)-HEXENOIC ACID IS PREPARED FROM 2-ETHYL-3-HEXENAL, SILBER NITRARE AND NaOH (100)" "FA0408" 1.00 "3-TERT.-BUTYL-3-BUTENOIC ACID" "C8H14O2" 8.00 14.00 2.00 0.00 0.00 0.00 142.00 " (REF:098)" " CH3 CH2" " | ‖" " CH3−C − C−CH2−COOH" " |" " CH3" "26.5 - 27.5ﾟC (098)" "70ﾟC/1mmHg (098)" "η25/D = 1.4440 (098)" "D25/4 = 0.9412 (098)" "098/" "3-TERTIARY BUTYL-3-BUTENOIC ACID IS PREPARED FROM 2,3,3-TRIMETHYL-1-BUTENE, PENTYLNATRIUM AND CO2 (098)" "FA0409" 1.00 "2-PENTYL-3-BUTENOIC ACID" "2-AMYL-3-BUTENOIC ACID" "C8H16O2" 9.00 16.00 2.00 0.00 0.00 0.00 156.00 " (REF:098)" " CH2-(CH2)3-CH3" " |" " CH2=CH-CH−COOH" "128ﾟC/11mmHg (101)" "η25/D = 1.4387 (098)" "D25/4 = 0.9183 (098)" "101/098/" "2-PENTYL-3-BUTENOIC ACID IS PREPARED FROM THE BROMINATION OF 1-OCTENE, FOLLOEWED BY THE REACTION WITH MAGNESIUM,CORBON DIOXIDE (101)" "FA0410" 1.00 "3-METHYL-2-NONENOIC ACID" "C10H18O2" 10.00 18.00 2.00 0.00 0.00 0.00 170.00 " (REF:011)" " CH3" " |" " CH3-(CH2)5-C=CH-COOH" "113 - 114ﾟC/1mmHg (011)" "η25/D = 1.4648 (011)" "011/" "λmax 219mμ (011)" "5.90(C=O), 6.10(C=C) (022)" "011/022/" "3-METHYL-2-NONENOIC ACID IS PREPARED FROM 3-HYDROXY-3-METHYL-PELARGONIC ACID AND ACETANHYDRID (116)" "FA0411" 1.00 "2,7-DIMETHYL-6-OCTENOIC ACID" "C10H18O2" 10.00 18.00 2.00 0.00 0.00 0.00 170.00 " (REF:102)" " CH3 CH3" " | |" " CH3-C=CH-(CH2)3-CH-COOH" "146 - 147ﾟC/13mmHg (102)" "η16/D = 1.4502 (102)" "D16/4 = 0.9257 (102)" "102/" "2,7-DIMETHYL-6-OCTENOIC ACID IS PREPARED FROM METHYL-(5-METHYL-4-HEXENYL)-MALONIC ACID DIETHYL AND KOH (102)" "FA0412" 1.00 "2,7-DIMETHYL-6-NONENOIC ACID" "C11H20O2" 11.00 20.00 2.00 0.00 0.00 0.00 184.00 " (REF:018)" " CH3 CH3" " | |" " CH3-CH2-C=CH-(CH2)3-CH-COOH" "125 - 126ﾟC/3mmHg (018)" "η27/D = 1.4532 (018)" "D27/4 = 0.929 (018)" "018/" "2,7-DIMETHYL-6-NONENOIC ACID IS PREPARED FROM METHYL-(5-METHYL-4-HEPTENYL)-MALONIC ACID DIMETHYL AND KOH (018)" "FA0413" 1.00 "4-ETHYL-2-METHYL-2-OCTENOIC ACID" "C11H20O2" 11.00 20.00 2.00 0.00 0.00 0.00 184.00 " (REF:103)" " CH2-CH3 CH3" " | |" " CH3−(CH2)3−CH−CH＝C−COOH" "141 - 142ﾟC/4.6mmHg (103)" "η25/D = 1.4628 (103)" "103/" "200 - 270nm (103)" "103/" "4-ETHYL-2-METHYL-2-OCTENOIC ACID IS PREPARED FROM THE REACTION OF 4-ETHYL-3-HYDROXY-2-METHYL-OCTANOIC ACID ETHYL AND PHOSPHORYL CHLORIDE, FOLLOWED BY HEATING WITH SULFURIC ACID (103)" "FA0414" 1.00 "2,4-DIMETHYL-2-(E)-DODECENOIC ACID" "C14H26O2" 14.00 26.00 2.00 0.00 0.00 0.00 226.00 " (REF:104)" " H" " |" " CH3-(CH2)6-CH2-CH-C＝C-COOH" " | |" " CH3 CH3" "[α]25/D = +39.6ﾟ (104)" "η25/D = 1.4636 (104)" "D25 = 0.901 (104)" "104/" "λmax 217nm (104)" "104/" "2,4-DIMETHYL-2-(E)-DODECENOIC ACID IS PREPARED FROM 2,4-DIMETHYL-2-(E)-DODECENOIC ACID METHYL (104)" "FA0415" 1.00 "2,4-DIMETHYL-2(E)-TETRADECENOIC ACID" "C16H30O2" 16.00 30.00 2.00 0.00 0.00 0.00 254.00 " (REF:103)" " CH3 CH3" " | |" " CH3-(CH2)9-CH-C=C-COOH" " |" " H" "176 - 177ﾟC/1.5mmHg (103)" "η25/D = 1.4634 (103)" "103/" "λmax 219nm (103)" "10.08, 12.38, 13.33, 15.03μ (103)" "103/" "2,4-DIMETHYL-2-(E)-TETRADECENOIC ACID IS PREPARED FROM THE REATION OF 2-MRTHYL-DODECANAL WITH 2-BROMO-PROPANOIC ACID ETHYL, FOLLOWED BY DEHYDRATION AND SAPONIFICATION (103)" "FA0416" 1.00 "2,4-DIMETHYL-ICOSENOIC ACID" "C22H42O2" 22.00 42.00 2.00 0.00 0.00 0.00 338.00 " (REF:012)" " CH3 H" " | |" " CH3-(CH2)14-CH2-CH−C＝C-COOH" " |" " CH3" "012/" "53 - 54ﾟC (105)" "199 - 201ﾟC/0.1mmHg, 195 - 198ﾟC/0.15mmHg (105)" "105/" "Me ESTER : λmax 214nm (105)" "105/" "2,4-DIMETHYL-ICOSENOIC ACID IS PREPARED FROM THE REACTION OF 2-BROMO-2,4-DIMETHYL-ICOSANOIC ACID METHYL WITH PYRIDINE,FOLLOWED BY SAPONIFICATION WITH KOH (105)" "FA0417" 1.00 "2-PROPYL OCTADEC-9-(Z)-ENOIC ACID" "C21H40O2" 21.00 40.00 2.00 0.00 0.00 0.00 324.00 " (REF:106)" " H H (CH2)2-CH3" " | | |" " CH3-(CH2)7-C＝C-(CH2)6-CH-COOH" "193 - 195ﾟC/0.5 - 1mmHg (106)" "106/" "2-PROPYL-OCTADEC-9(Z)-ENOICA ACID IS REPARED FROM 7(Z)-HEXADECENYL PROPYL MARLONIC DIETHYL AND KOH (106)" "FA0418" 1.00 "2-METHYL-2-ICOSENOIC ACID" "C21H40O2" 21.00 40.00 2.00 0.00 0.00 0.00 324.00 " (REF:082)" " CH3" " |" " CH3-(CH2)16-CH=C-COOH" "66.3 - 67.6ﾟC (082)" "203 - 205ﾟC/2.5mmHg(Me ESTER) (107)" "082/107/" """λmax 217nm (εmax 13,490) (082)""" "C=C : 12.60μ, 13.52μ, 15.50μ (107)" "082/107/" "2-METYL-2-ICOSENOIC ACID IS PREPARED FROM 2-METHYL-2-ICOSENOIC ACID METHYL (082)" "FA0419" 1.00 "3,7,11,15-TETRAMETHYL-2(Z)-HEXADECENOIC ACID" "PHYTENOIC ACID" "C20H38O2" 20.00 38.00 2.00 0.00 0.00 0.00 310.00 " (REF:108)" " CH3 CH3 CH3 CH3" " ＼ | | |" " CH-(CH2)3-CH-(CH2)3-CH-(CH2)3-C=CH-COOH" " ／" " CH3" "210 - 220ﾟC/11.5mmHg, 174ﾟC/0.4mmHg (108)" "D20/4 = 0.893 (108)" "108/" "PHYTENOIC ACID IS PREPARED FROM PHYTOL(108)" "FA0420" 1.00 "4-HEPTYL-2-METHYL-2-UNDECENOIC ACID" "C19H36O2" 19.00 36.00 2.00 0.00 0.00 0.00 296.00 " (REF:103)" " CH3-(CH2)5-CH2 CH3" " ＼ |" " CH-CH=C-COOH" " ／" " CH3-(CH2)5-CH2" "103/" "183 - 184ﾟC/0.5mmHg (103)" "η25/D = 1.4643 (103)" "103/" "λmax 219nm (εmax 13,800) (103)" "C=CH : 9.91, 12.42, 13.29, 15.01μ (103)" "103/" "4-HEPTYL-2-METHYL-2-UNDECENOIC ACID IS PREPARED FROM 2-BROMOOROPANOIC ACID ETHYL, Zn AND 2-HEPTYLNONANAL (103)" "FA0421" 1.00 "2,5-DIMETHYL-2-HEPTADECENOIC ACID" "C19H36O2" 19.00 36.00 2.00 0.00 0.00 0.00 296.00 " (REF:024)" " CH3 H" " | |" " CH3-(CH2)10-CH2-CH-CH2-C=C-COOH" " |" " CH3" "170ﾟC/0.1mmHg (024)" "η25/D = 1.4662 (024)" "024/" "λmax 218.5nm (024)" "024/" "2,5-DIMETHYL-2-HEPTADECENOIC ACID IS PREPARED FROM 2,5-DIMETHYL-2-HEPTADECENOIC ACID METHYL (024)" "FA0422" 1.00 "14-METHYL-4-PENTADECENOIC ACID" "C16H30O2" 16.00 30.00 2.00 0.00 0.00 0.00 254.00 " (REF:109)" " CH3" " |" " CH3-CH-(CH2)8-CH=CH-CH2-CH2-COOH" "45 -46ﾟC (109)" "109/" "14-METHYL-4-PENTTADENOIC ACID IS OBTAINED FROM OYSTER AS GLYCOLIPID (109)" "FA0423" 1.00 "2-HEXYL-2-DECENOIC ACID" "C16H30O2" 16.00 30.00 2.00 0.00 0.00 0.00 254.00 " (REF:110)" " CH3−(CH2)4−CH2" " |" " CH3-(CH2)6-CH=C−COOH" "170 - 175ﾟC/0.02mmHg (110)" "η19/D = 1.4642 (110)" "110/" "λmax 216.5nm (110)" "110/" "2-HEXYL-2-DECENOIC ACID IS PREPARED FROM 2-HEXYL-3-HYDROXY DECANOIC ACID WITH ACETIC ANHYDRIDE (110)" "FA0424" 1.00 "6-ISOPENTYL-9-METHYL-5-DECENOIC ACID" "C16H30O2" 16.00 30.00 2.00 0.00 0.00 0.00 254.00 " CH3 (REF:111)" " |" " CH3-CH-CH2-CH2" " ＼" " C=CH-(CH2)3-COOH" " ／" " CH3-CH-CH2-CH2" " |" " CH3" "142 - 145ﾟC/0.2mmHg (111)" "η20/D = 1.4562 (111)" "111/" "6-ISOPENTYL-9-METHYL-5-DECENOIC ACID IS PREPARED FROM THE REACTION OF 9-METHYL-6-OXO-DECANOIC ACID ETHYL WITH ISOPENTYLMAGNESIUM BROMIDE, FOLLOWED BY SAPONIFICATION WITH KOH (111)" "FA0425" 1.00 "2-DECYL-ACRYLIC ACID" "2-METHYLENEDODECANOIC ACID" "C13H24O2" 13.00 24.00 2.00 0.00 0.00 0.00 212.00 " (REF:112)" " CH2" " ‖" " CH3(CH2)9-C-COOH" "33.3 - 34.2ﾟC (112)" "112/" "λmax 210nm (112)" "C=CH2 : 10.54μ (022)" "112/022/" "2-DECYL ACRYLIC ACID IS PREPARED FROM THE REACTION OF 2-METHYL DODECANOIC ACID WITH PHOSPHOR CHLORIDE, FOLLOWED BY HYDRROLYSIS (023)" "FA0426" 1.00 "4,4-DIMETHYL-PENTANOIC ACID" "4,4-DIMETHYL-VALERIC ACID" "C7H14O2" 7.00 14.00 2.00 0.00 0.00 0.00 130.00 " (REF:117)" " CH3" " |" " CH3-C-CH2-CH2-COOH" " |" " CH3" "100-102ﾟC/15mmHg,83-85ﾟC/3mmHg (117)" "117/" "（化学合成）4,4-DIMETHYL VALENIC ACIDを硫酸及び亜硝酸ﾅﾄﾘｳﾑ水溶液とともに加 熱する．" "117/" "FA0427" 1.00 "3,4-DIMETHYL-PENTANOIC ACID" "3,4-DIMETHYL-VALERIC ACID" "C7H14O2" 7.00 14.00 2.00 0.00 0.00 0.00 130.00 " (REF:098)" " CH3-CH-CH-CH2-COOH" " | |" " H3C CH3" "75ﾟC/2mmHg (098)" "η25/D=1.4235 (098)" "D25/4=0.9239 (098)" "098/" "（化学合成）1-BROMO-2,3-DIMETHYLBUTANE、ﾏｸﾞﾈｼｳﾑ、ｴｰﾃﾙで調整した溶液を炭酸ｶ ﾞｽで処理する．" "098/" "FA0428" 1.00 "2-ETHYL-2-METHYL-BUTANOIC ACID" "C7H14O2" 7.00 14.00 2.00 0.00 0.00 0.00 130.00 " (REF:040)" " C2H5" " |" " CH3-CH2-C-COOH" " |" " CH3" "123-125ﾟC/27mmHg (040)" "η25/D = 1.4212 (040)" "040/" "（化学合成）2-ETHYL-BUTAN-1-OLをCO、水、ﾆｯｹﾙﾃﾄﾗｶﾙﾎﾞﾆﾙ及び、少量の塩化ﾆｯｹﾙ( II)と塩酸水溶液で、300℃、1280気圧で処理する．" "040/" "FA0429" 1.00 "3-METHYL-HEPTANOIC ACID" "C8H16O2" 8.00 16.00 2.00 0.00 0.00 0.00 144.00 " (REF:118)" " CH3" " |" " CH3-CH2-CH2-CH2-CH-CH2-COOH" "121ﾟC/15mmHg (118)" "η16/D=1.4276 (118)" "118/" "（化学合成）(1-METHYL-PENTYL)MALONIC ACIDを185℃で加熱する．" "118/" "FA0430" 1.00 "5-METHYL-HEPTANOIC ACID" "C8H16O2" 8.00 16.00 2.00 0.00 0.00 0.00 144.00 " (REF:119)" " CH3" " |" " CH3-CH2-CH-CH2-CH2-CH2-COOH" "120ﾟC/15mmHg(119), 236-238ﾟC (120)" "119/120/" "3000-2800 cm-1 (006)" "006/" "（化学合成）DIETHYL(3-METHYL-PENTYL)MALONATEをｴﾀﾉｰﾙ性水酸化ｶﾘと加熱した後、、酸性にする．" "120/" "FA0431" 1.00 "4-ETHYL-HEXANOIC ACID" "C8H16O2" 8.00 16.00 2.00 0.00 0.00 0.00 144.00 " (REF:121)" " C2H5" " |" " CH3-CH2-CH-CH2-CH2-COOH" "121-122ﾟC/10mmHg (121)" "η17.5/D=1.4412 (121)" "D17.5/ =0.940 (121)" "121/" "3.3-3.6μ (120)" "120/" "（化学合成）4-VINYL-HEXA-3,5-DIENOIC ACIDをﾗﾈｰﾆｯｹﾙ触媒で、25℃、100気圧で水水酸化する．" "121/" "FA0432" 1.00 "2,2-DIMETHYL-HEXANOIC ACID" "C8H16O2" 8.00 16.00 2.00 0.00 0.00 0.00 144.00 " (REF:122)" " CH3" " |" " CH3-(CH2)3-C-COOH" " |" " CH3" "216-220ﾟC/726mmHg(122), 119-122ﾟC/18mmHg(123)" "η25/D=1.4240 (122)" "122/123/" "（化学合成）METHYL 2,2-DIMETHYLHEXANOATEをｴﾀﾉｰﾙ性水酸化ｶﾘｳﾑで処理する．" "122/" "FA0433" 1.00 "2-ETHYL-2-METHYL-PENTANOIC ACID" "2-ETHYL-2-METHYL-VALERIC ACID" "C8H16O2" 8.00 16.00 2.00 0.00 0.00 0.00 144.00 " (REF:124)" " C2H5" " |" " CH3-(CH2)2-C-COOH" " |" " CH3" "115-117ﾟC/14mmHg (124)" "η25/D=1.4288 (124)" "D25/ =0.9177 (125)" "124/125/" "（化学合成）1,1-DIETHYL-PROPYL 2-METHYLBUTANOATEをｴｰﾃﾙ中、ﾅﾄﾘｳﾑｱﾐﾄﾞまたはｶﾘﾘｳﾑｱﾐﾄﾞの液体ｱﾝﾓﾆｱ溶液で処理し、続いてPROPYL HALIDEとｴｰﾃﾙ中で処理、さらにｼｼﾞｵｷｻﾝ及び濃塩酸で処理する．" "124/" "FA0434" 1.00 "2-ISOPROPYL-HEXANOIC ACID" "C8H18O2" 9.00 18.00 2.00 0.00 0.00 0.00 158.00 " (REF:126)" " CH3-(CH2)3-CH-COOH" " |" " CH" " ／ ＼" " CH3 CH3" "121ﾟC/12mmHg (126)" "η25/D=1.4266 (126)" "D25/4=0.9017 (127)" "126/127/" "3.38-3.50μ 6.5-8.5μ (120)" "120/" "（化学合成）2-ISOPROPYL-CYCLOHEXAN-1-OLを水酸化ｶﾘｳﾑ及び酢酸ﾅﾄﾘｳﾑの溶融物中、350℃で処理する．" "127/" "FA0435" 1.00 "3,5,5-TRIMETHYL-HEXANOIC ACID" "C8H18O2" 9.00 18.00 2.00 0.00 0.00 0.00 158.00 " (REF:128)" " CH3 CH3" " | |" " CH3-C-CH2-CH-CH2-COOH" " |" " CH3" "120ﾟC/13mmHg (128)" "η26/D=1.4270 (128)" "128/" "（化学合成）3,5,5-TRIMETHYL-HEXAN-1-OLを酸化ｸﾛﾑ(VI)及び酢酸と処理する．" "128/" "FA0436" 1.00 "3-METHYL-NONANOIC ACID" "C10H20O2" 10.00 20.00 2.00 0.00 0.00 0.00 172.00 " (REF:129)" " CH3" " |" " CH3-(CH2)5-CH-CH2-COOH" "122-125ﾟC/3mmHg (129)" "η23/D=1.4318 (129)" "D23/ =0.888 (129)" "129/" "（化学合成）2-OCTYLMALONIC ACIDを165〜170℃で1時間加熱する．" "129/" "FA0437" 1.00 "3,3-DIMETHYL-NONANOIC ACID" "C11H22O2" 11.00 22.00 2.00 0.00 0.00 0.00 186.00 " (REF:130)" " CH3" " |" " CH3-(CH2)5-C-CH2-COOH" " |" " CH3" "130-133ﾟC/5mmHg (130)" "η25/D=1.4370 (130)" "D25/ =0.8995 (130)" "130/" "（化学合成）METHYL 3,3-DIMETHYLNONANOATEをｴﾀﾉｰﾙ性水酸化ｶﾘｳﾑで処理する。" "130/" "FA0438" 1.00 "(R)-3-METHYL-UNDECANOIC ACID" "C12H24O2" 12.00 24.00 2.00 0.00 0.00 0.00 200.00 " (REF:131)" " CH3" " |" " CH3-(CH2)7-CH-CH2-COOH" "117ﾟC/0.5mmHg (131)" "[α]23/D=+4.5ﾟ (131)" "η26/D=1.4350 (131)" "131/" "（化学合成）OCTANOIC ACID,METHYL 3-METHYLGLUTARATE,METHYL ALCOHOL及び少量 のﾅﾄﾘｳﾑの混合物を電気分解し、反応生成物を水酸化ｶﾘｳﾑのｱﾙｺｰﾙ水溶液で処理する．" "131/" "FA0439" 1.00 "10-METHYL-DODECANOIC ACID" "C13H26O2" 13.00 26.00 2.00 0.00 0.00 0.00 214.00 " (REF:132)" " CH3" " |" " CH3-CH2-CH-(CH2)8-COOH" "5.6ﾟC (132)" "178-180ﾟC/10mmHg (120)" "η25/D=1.4432 (132)" "132/120/" "（化学合成）10-METHYL-7-OXODODECANOIC ACIDを包水ﾋﾄﾞﾗｼﾞﾝ、ｼﾞｴﾁﾚﾝｸﾞﾘｺｰﾙ及び水水酸化ｶﾘｳﾑと200℃まで加熱する．" "132/" "FA0440" 1.00 "(S)-4-METHYL-DODECANOIC ACID" "C13H26O2" 13.00 26.00 2.00 0.00 0.00 0.00 214.00 " (REF:024)" " CH3" " |" " CH3-(CH2)7-CH-(CH2)2-COOH" "162-164ﾟC/5.5mmHg (024)" "[α]25/D= +0.2ﾟ (024)" "η25/D=1.4424 (024)" "D25/ =0.888 (024)" "024/" "（化学合成）1-BROMO-3-METHYLUNDECANEをｼｱﾝ化ｶﾘｳﾑとｴﾀﾉｰﾙ中で加温し、続いて水酸化ｶﾘｳﾑ水溶液と加熱する．" "024/" "FA0441" 1.00 "2-METHYL-TRIDECANOIC ACID" "C14H28O2" 14.00 28.00 2.00 0.00 0.00 0.00 228.00 " (REF:133)" " CH3" " |" " CH3-(CH2)10-CH-COOH" "182-184ﾟC/11mmHg (120)" "η70/D=1.4261 (133)" "D70/4=0.8524 (133)" "120/133/" "（化学合成）DIETHYL METHYLUNDECYLMALONATEを水酸化ｶﾘｳﾑの含水ｴﾀﾉｰﾙ溶液と加温 し、酸性にして得られた生成物を減圧下170℃で加熱する．" "120/" "FA0442" 1.00 "2-ETHYL-DODECANOIC ACID" "C14H28O2" 14.00 28.00 2.00 0.00 0.00 0.00 228.00 " (REF:134)" " C2H5" " |" " CH3-(CH2)9-CH-COOH" "175-180ﾟC/11mmHg (134)" "η25/D=1.4450(134),η70/D=1.4258(133)" "D70/4=0.8535 (133)" "134/133/" "(化学合成）ETHYL ETHYLDECYLMALONATEの銀塩を四塩化炭素中、臭素と加温する．" "134/" "FA0443" 1.00 "9-METHYLTRIDECANOIC ACID" "C14H28O2" 14.00 28.00 2.00 0.00 0.00 0.00 228.00 " (REF:135)" " CH3-(CH2)3-CH-(CH2)7-COOH" " |" " CH3" "135/" "154ﾟC/2mmHg(135)" "n 25/D = 1.4462 (135)" "135/" "9-ヒドロキシ-9-メチルトリデカニトリルをエチルアルコール性水酸化カリウムと加温し, ついで少量のヨウ素と200ﾟCに加熱した後,エチルアルコール中,Ptで水素化して得る｡ (135)" "135/" "FA0444" 1.00 "6-ETHYLDODECANOIC ACID" "C14H28O2" 14.00 28.00 2.00 0.00 0.00 0.00 228.00 " (REF:136)" " CH3-(CH2)5-CH-(CH2)4-COOH" " |" " C2H5" "136/" "131-132ﾟC/1mmHg(136)" "136/" "6-オキソドデカン酸バリウムとエチルマグネシウムヨージドを エーテル中で処理し,ついで加水分解物をヨウ素と180ﾟCに加熱し,さらにメタノール中, Ptで水素化して得る｡ (136)" "136/" "FA0445" 1.00 "2,4-DIMETHYLDODECANOIC ACID" "C14H28O2" 14.00 28.00 2.00 0.00 0.00 0.00 228.00 " (REF:137)" " CH3-(CH2)7-CH-CH2-CH-COOH" " | |" " CH3 CH3" "137/" "148-150ﾟC/2mmHg(137)" "n20/D = 1.4456 (137)" "D20/4 = 0.8869 (137)" "137/" "2-ブロモ-4-メチルドデカンとマグネシウムをエーテル中で処理し, ついで二酸化炭素と反応させて得る｡ (137)" "137/" "FA0446" 1.00 "13-METHYLTETRADECANOIC ACID" "C15H30O2" 15.00 30.00 2.00 0.00 0.00 0.00 242.00 " (REF:120)" " (CH3)2-CH-(CH2)11-COOH" "120/" "52ﾟC (138)" "n59/D = 1.4312 (120)" "120/138/" "11-メチルドデシルマロン酸ジエチルとエチルアルコール性水酸化カリウム水溶液を加温し,酸性にして得られる生成物を減圧下170ﾟCに加熱して得る｡ (120)" "120/" "FA0447" 1.00 "3-METHYLTETRADECANOIC ACID" "C15H30O2" 15.00 30.00 2.00 0.00 0.00 0.00 242.00 " (REF:120)" " CH3-(CH2)10-CH-CH2-COOH" " |" " CH3" "120/" "24-24.5ﾟC (120)" "170ﾟC/2.5mmHg (060)" "n32/D = 1.4487 (060)" "120/060/" "1-メチルドデシルマロン酸ジエチルと エチルアルコール性水酸化カリウム水溶液を加温し,ついで酸性にして得られる生成物を減圧下,170ﾟCに加熱して得る｡ (120)" "120/" "FA0448" 1.00 "11-METHYLTETRADECANOIC ACID" "C15H30O2" 15.00 30.00 2.00 0.00 0.00 0.00 242.00 " (REF:120)" " CH3-(CH2)2-CH-(CH2)9-COOH" " |" " CH3" "120/" "18.5-19ﾟC (120)" "170-171ﾟC/0.4mmHg (120)" "120/" "9-メチルドデシルマロン酸ジエチルと エチルアルコール性水酸化カリウム水溶液を加温し,ついで酸性にして得られる生成物を減圧下,170ﾟCに加熱して得る｡ (120)" "120/" "FA0449" 1.00 "3-METHYLPENTADECANOIC ACID" "C16H32O2" 16.00 32.00 2.00 0.00 0.00 0.00 256.00 " (REF:023)" " CH3-(CH2)11-CH-CH2-COOH" " |" " CH3" "023/" "37.2-37.6ﾟC (023)" "023/" "3-メチルペンタデカン酸メチルの加水分解によって得る｡ (023)" "023/" "FA0450" 1.00 "2-PROPYLTRIDECANOIC ACID" "C16H32O2" 16.00 32.00 2.00 0.00 0.00 0.00 256.00 " (REF:139)" " CH3-(CH2)10-CH-COOH" " |" " C3H7" "139/" "20-21ﾟC (139)" "180-183ﾟC/3.5mmHg(139)" "n20/D = 1.4425 (139)" "D70/4 = 0.8486 (140)" "139/140/" "プロピルウンデシルマロン酸ジエチルと エチルアルコール性水酸化カリウム水溶液を加温し,ついで酸性にして得られる生成物を 20Torr,180ﾟCで加熱して得られる｡ (139)" "139/" "FA0451" 1.00 "2-HEXYLDECANOIC ACID" "C16H32O2" 16.00 32.00 2.00 0.00 0.00 0.00 256.00 " (REF:110)" " CH3-(CH2)6-CH2-CH-COOH" " |" " CH3-(CH2)4-CH2" "110/" "140-150ﾟC/0.02mmHg(110)" "n24/D = 1.4432 (110)" "D70/4 = 0.8463 (133)" "110/133/" "2-ヘキシル-2-デセン酸をエチルアルコール中,Ptで水素化して得る｡ (110)" "110/" "FA0452" 1.00 "13,13-DIMETHYLTETRADECANOIC ACID" "NEOPALMITIC ACID" "C16H32O2" 16.00 32.00 2.00 0.00 0.00 0.00 256.00 " (REF:009)" " (CH3)3-C-(CH2)11-COOH" "009/" "43.8-44.2ﾟC (009)" "009/" "1360-1380cm-1 に DOUBLET PEAK(CCl4中) HIGHER FRQUENCY がより弱い (009)" "009/" "13,13-ジメチルテトラデカン酸メチルを 水性水酸化カリウムエタノール溶液で処理して得る｡(009)" "009/" "FA0453" 1.00 "3-ETHYL-3-METHYLTRIDECANOIC ACID" "C16H32O2" 16.00 32.00 2.00 0.00 0.00 0.00 256.00 " CH3 (REF:141)" " |" " CH3-(CH2)9-C-CH2-COOH" " |" " CH2-CH3" "141/" "168-171ﾟC/1mmHg (141)" "n25/D = 1.4515 (141)" "141/" "3-エチル-3-メチルグルタル酸モノメチル,デカン酸,メチルアルコールおよび少量のナトリウムの混合物を電気分解した後, 水酸化カリウム水溶液で処理して得る｡ (141)" "141/" "FA0454" 1.00 "ETHANEDIOIC ACID" "OXALIC ACID" "C2H2O4" 2.00 2.00 4.00 0.00 0.00 0.00 90.00 " (REF:001)" " HOOC-COOH" "001/" "189.5ﾟC (002)" "10.2 IN 20ﾟC WATER (002)" "002/" "OH GROUP(008): 3400-3500cm-1 CO GROUP(008): 1700cm-1(BROAD) OH GROUP(009): 3520cm-1ME-ESTER(009) C=O GROUP: 1771cm-1" "M/E=90[M],72[M-H2O],56[M-2OH],46[M-CO2],45[M-COOH],29[CHO],28[CO],17[OH] (010)" "008/009/010/" "カリウム塩の形で WOOD SORREL（すいばの類）中に存在。(001) カルシウム塩の形で RHUBARB（だいおう）の根に存在。 (001)" "001/" "FA0455" 1.00 "PROPANEDIOIC ACID" "MALONIC ACID" "C3H4O4" 3.00 4.00 4.00 0.00 0.00 0.00 104.00 " (REF:001/002)" " HOOC-CH2-COOH" "001/002/" "135.6ﾟC (002)" "73.5 IN 20ﾟC WATER (002)" "002/" "OH,CH GROUP(011): 3000cm-1(BROAD), CO GROUP(011): 1750cm-1, OH,CH GROUP (012): 3100cm-1, CO GROUP(012): 1720cm-1, Q(C-O)+β(COH)(012): 1425cm-1, ν(OCO) (012): 660cm-1" "13C NMR(014)BELOW 356K, (2C):178 AND 177.6ppm -CO-O-, (IC):43.7ppm -CH2- OVER 358K, (2C):SINGLE PEAK 178ppm -CO-O-, (IC): 43.7ppm -CH2-, POTASSIUM SALT(MONO SALT)(017) 1H 19.3ppm:COOH/COOK(1H), 2.8ppm:CH2(2H)" "M/E=104[M],87[M-OH],69[M-OH-H2O],60[M-CO2],45[M-CO2-CH3]=[COOH],43[M-CO2-OH]=[CH2COH],42[M-CO2-H2O]=[CH2CO] (010) ME-ESTER(013) [M=132], M/E=101[M-OCH3]""" "011/012/014/017/010/013/" "カルシウム塩の形で ビートの根に存在。(001)" "001/" "FA0456" 1.00 "BUTANEDIOIC ACID" "SUCCINIC ACID" "C4H6O4" 4.00 6.00 4.00 0.00 0.00 0.00 118.00 " (REF:001/002)" " HOOC-(CH2)2-COOH" "001/002/" "185.0ﾟC (001/002)" "235ﾟC (002)" "6.8 IN 20ﾟC WATER (002)" "001/002/" "OH,CH GROUP(015):3000-3100cm-1, C=O GROUP(015):1700cm-1,1720cm-1, OH,CH GROUP(012):2980cm-1, C=O GROUP(012):1720cm-1, β(COH)+Q(C-O)(012): 1420cm-1" "1H (016) 2.43ppm:-CH2CH2-(4H), 11.80ppm:-COOH(2H), POTASSIUM SALT(MONO SALT) 1H (017) 1.7ppm:-CH2CH2-(4H), 19.3ppm:COOH/COOK(1H) 13C(017) 32.3ppm:-CH2CH2-(2C), 182.3-179.0ppm:COOH/COOK(2C)""" "M/E=118[M],101[M-OH],100[M-H2O],74[M-CO2],73[M-COOH],72[M-OH-CHO]≡[CH2CHCOOH],56[M-H2O-CO2]≡[CH2CH2-CO],55[M-COOH-H2O]≡[CH2-C=O](010) | ／""" "015/012/016/017/010/" "ぶどう、琥珀、その他の植物の樹脂中に存在。(001)" "001/" "FA0457" 1.00 "6,9,12,15-HEXADECATETRAENOIC ACID" "16:4(n-1)" "C16H24O2" 16.00 24.00 2.00 0.00 0.00 0.00 248.00 " (REF:001/002)" " CH2=CH-CH2-CH=CH-CH2-CH=CH-CH2-CH=CH-(CH2)4-COOH" "001/002/" "CMR(METHYL ESTER): C12, 127.093; C13, 128.939; C14, 31.529; C15, 136.736 C16: 114.741ppm (001) PMR(METHYL ESTER): CH2=CH-C(TERMINAL OLEFINIC PROTON), 4.92-4.96, 5.62-5.88ppm(MULTIPLETS). (001)" "HR-EI-MS(METHYL ESTER): M/Z; 262.19326(M) (001) EI-MS(PYRROLIDIDE): M/Z; 154,166,194,206,260(M-41), 272(M=29), 286(M-15)(001)EI-MS(PICOLINYL ESTER): M/Z; 339(M), 338(M-1), 324(M-15), 298(M-41), 272, 258, 232, 218, 192 (002)" "001/002/" "日本産マイワシ筋肉脂質,内臓脂質（全脂肪酸中の濃度は,筋肉脂質の方が内蔵脂質 よりも高い）(001) 黒海のイガイMytilus galloprovincialis の脂質(002)有毒海産ケイ藻 Nitzschia pungens の脂質(003)" "001/002/003/" "日本産のマイワシ油からＥＰＡ,ＤＨＡを調製する際に,ともに濃縮される。(001) 高極性のＧＬＣカラムでは,分析が難しい。(001) 有毒ケイ藻類と海洋の食物連鎖のマーカーとなり得る。(003)" "001/003/" "FA0458" 1.00 "6,9,12-HEXADECATRIENOIC ACID" "16:3(n-4)" "C16H26O2" 16.00 26.00 2.00 0.00 0.00 0.00 250.00 " (REF:001)" " CH3-CH2-CH2-CH=CH-CH2-CH=CH-CH2-CH=CH-(CH2)4-COOH" "001/" "CMR(METHYL ESTER): C12, 127.797; C13, 130.127; C14, 29.308; C15, 22.753; C16: 13.760ppm (001) PMR(METHYL ESTER): CH3-C-C-C=C-(TERMINAL METHYL GROUP), 0.83-0.98ppm(TRIPLETS) (001)" "HR-EI-MS(METHYL ESTER): M/Z; 264.20910(M) 001) EI-MS(PYRROLIDIDE): M/Z; 154,166,194,206,234,246 (001)" "001/" "日本産マイワシ筋肉脂質,内臓脂質（全脂肪酸中の濃度は,筋肉脂質の方が内蔵脂質 よりも高い）(001)" "001/" "日本産のマイワシ油からＥＰＡ,ＤＨＡを調製する際に,ともに濃縮される。(001) 高極性のＧＬＣカラムでは,分析が難しい。(001)" "001/" "FA0459" 1.00 "6,9,12,15,18,21-TETRACOSAHEXAENOIC ACID" "24:6(n-3)" "C24H36O2" 24.00 36.00 2.00 0.00 0.00 0.00 356.00 " (REF:004〜007)" "CH3-CH2-CH=CH-CH2-CH=CH-CH2-CH=CH-CH2-CH=CH-CH2-CH=CH-CH2-CH=CH-(CH2)4-COOH" "004/005/006/007/" "NO ABSORBANCE NEAR 970cm-1(004)" "CMR(METHYL ESTER): C1, 170.04; C2, 34.02; C3, 24.65; C4, 29.15; C5, 26.92; C6, 129.69; C7, 128.45; C8, 25.73; C9, 127.96; C10, 128.66; C11, 25.73; C12, 128.23; C13, 128.23; C14, 25.73; C15 128.23; C16, 128.23; C17, 25.73; C18 128.23; C19," "EI-MS(METHYL ESTER): M/Z; 370(004) EI-MS(PYRROLIDIDE): M/Z; 154,166,194,206,234,246,274,286,314,326,354,366,409(M)(004)" "004/" "日本海産アカガレイ（オス・メス，筋肉・肝臓・肝臓を除いた内臓）,ウロコメガレイ（オス,筋肉）,ヒレグロ（オス,筋肉）(004) ウミユリ（Crinoidea），蛇尾類（Ophiuroidea）(005)海洋性コウ腸動物(006) Pilchard(007) Baltic herring(008)Baltic salmon" "004/005/006/007/008/009/" "22:5(n-3)から 4-desaturase independent pathway により22:6(n-3)が生合成され る際の中間体の一つ。(010/011)" "010/011/" "FA0460" 1.00 "5,8,11,14,17-CIS-NONADECAPENTAENOIC ACID" "19:5(n-2)" "C19H28O2" 19.00 28.00 2.00 0.00 0.00 0.00 288.00 " CH3-CH=CH-CH2-CH=CH-CH2-CH=CH-CH2-CH=CH-CH2-CH=CH-CH2-CH2-CH2-COOH" " (REF:012)" "012/" "1H-NMR(METHYL ESTER):ω-2, DOUBLET BOND; 5.48ppm(MULTIPLET)(012)" "METHYL ESTER(20EV): M/Z; 302(M), 254, 220, 161, 147, 135, 119, 106, 91(BASE PEAK), 80, 67, 55(012)" "012/" "糸状菌 Saprolegnia sp.28YTF-1 の極性脂質,非極性脂質 (012)" "012/" "生合成（推定）: 15:0→17:0→17:1→17:2n-5→17:3n-5→19:3n-5→19:4n-5→19:5n-2 (012)" "012/" "FA0461" 1.00 "5,9-HEXACOSADIENOIC ACID" "5,9-26:2" "C26H48O2" 26.00 48.00 2.00 0.00 0.00 0.00 392.00 " (REF:013)" " CH3-(CH2)15-CH=CH-(CH2)2-CH=CH-(CH2)3-COOH" "013/" "GC-MS,EI-MS(70EV)(PICOLINYL ESTER): M/Z; 483(M), 219, 178, 204, 232, 258 (013)" "013/" "黒海産海綿動物 Dysidea fragilis (総脂肪酸中 9.4%)(013)" "013/" "Demospongic ACID のひとつ｡(013)" "013/" "FA0462" 1.00 "5,9,19-HEXACOSATRIENOIC ACID" "5,9,19-26:3" "C26H46O2" 26.00 46.00 2.00 0.00 0.00 0.00 390.00 " (REF:013)" " CH3-(CH2)5-CH=CH-(CH2)8-CH=CH-(CH2)2-CH=CH-(CH2)3-COOH" "013/" "GC-MS,EI-MS(70EV)(PICOLINYL ESTER): M/Z; 481(M), 219, 178, 204, 232, 258, 370, 396(013)" "013/" "黒海産海綿動物 Dysidea fragilis (総脂肪酸中 14.1%)(013)" "013/" "Demospongic ACID のひとつ｡(013)" "013/" "FA0463" 1.00 "5,9,17-TETRACOSATRIENOIC ACID" "5,9,17-24:3" "C24H42O2" 24.00 42.00 2.00 0.00 0.00 0.00 362.00 " (REF:013)" " CH3-(CH2)5-CH=CH-(CH2)6-CH=CH-(CH2)2-CH=CH-(CH2)3-COOH" "013/" "GC-MS,EI-MS(70EV)(PICOLINYL ESTER): M/Z; 453(M), 219, 178, 204, 232, 258, 342, 368(013)" "013/" "黒海産海綿動物 Dysidea fragilis (総脂肪酸中 0.2%)(013)" "013/" "Demospongic ACID のひとつ｡ 新規物質｡(013)" "013/" "FA0464" 1.00 "5,9,17-PENTACOSATRIENOIC ACID" "5,9,17-25:3" "C25H44O2" 25.00 44.00 2.00 0.00 0.00 0.00 376.00 " (REF:013)" " CH3-(CH2)6-CH=CH-(CH2)6-CH=CH-(CH2)2-CH=CH-(CH2)3-COOH" "013/" "GC-MS,EI-MS(70EV)(PICOLINYL ESTER): M/Z; 467(M), 219, 178, 204, 232, 258, 342, 368(013)" "013/" "黒海産海綿動物 Dysidea fragilis (総脂肪酸中 0.1%)(013)" "013/" "Demospongic ACID のひとつ｡ 新規物質｡(013)" "013/" "FA0465" 1.00 "5,9,19-PENTACOSATRIENOIC ACID" "5,9,19-25:3" "C25H44O2" 25.00 44.00 2.00 0.00 0.00 0.00 376.00 " (REF:013)" " CH3-(CH2)4-CH=CH-(CH2)8-CH=CH-(CH2)2-CH=CH-(CH2)3-COOH" "013/" "GC-MS,EI-MS(70EV)(PICOLINYL ESTER): M/Z; 467(M), 219, 178, 204, 232, 258, 370, 396(013)" "013/" "黒海産海綿動物 Dysidea fragilis (総脂肪酸中 0.2%)(013)" "013/" "Demospongic ACID のひとつ｡ 新規物質｡(013)" "013/" "FA0466" 1.00 "6-DECYLTETRAHYDRO-3-METHYL-2-OXO-2H-PYRAN-4-CARBOXYLIC ACID" "ACARANOIC ACID" "C17H30O4" 17.00 30.00 4.00 0.00 0.00 0.00 298.00 " (REF:006/007)" " COOH" " ﾑ CH3" " ／＼ﾄ" " ｵｶ" " ﾕ｡ｹ" " CH3-(CH2)9 O O" "006/007/" "154-155ﾟC(006), 150-151ﾟC (007)" "[α]25/D=-30ﾟ(C 0.29 in CHCl3),[α]25/D=-38.9ﾟ(CHCl3-MeOH 1:1,C 1.36) (006)" "006/007/" "λMAX 210mm (MeOH)( )" "(KBr法) 1695,1755cm-1(CARBORYL BAND), 1678cm-1(-COOH), 1716cm-1(LACTONE-CO-), 1708cm-1(-COOH), 1720cm-1(δ-LACTONE-CO-) (006/007)" "0.89(3H,t,CH3-), 1.35(3H,d,CH3-), 1.26(14H,br.s,-CH2-), 1.75,2.20(1H,dt,CH) (007)" "MW.298 (006)" "006/007/" "ハナゴケ目ホウネンゴケ CHLOROPHANA" "FA0467" 1.00 "6-DECYLTETRAHYDRO-3-METHYLENE-2-OXO-2H-PYRAN-4-CARBOXYLIC ACID" "1',3-DEHYDRO ACARENOIC ACID" "C17H28O4" 17.00 28.00 4.00 0.00 0.00 0.00 296.00 " (REF:007)" " COOH" " ﾑ" " ／＼ｷ" " ｵｶ" " ﾕ｡ｹ" " CH3-(CH2)9 O O" "007/" "144-146.5ﾟC (006)" "[α]24/D=-84.3ﾟ(C 0.265 in CHCl3) (007)" "006/007/" "λMAX 219mm (MeOH)(006)" "1630cm-1(C=C), 1692,1740cm-1(CARBONYL BAND), 1614cm-1(C=C),1670cm-1(-COOH), 1720cm-1(LACTONE-CO-) (006/007)" "MW. 296 (006)" "006/007/" "ハナゴケ目ホウネンゴケ CHLOROPHANA" "FA0468" 1.00 "METHYL-6-DECYLTETRAHYDRO-3-METHYL-2-OXO-2H-PYRAN-4-CARBOXYLATE" "C18H32O4" 18.00 32.00 4.00 0.00 0.00 0.00 312.00 " (REF:007)" " COOCH3" " ﾑ CH3" " ／＼ﾄ" " ｵｶ" " ﾕ｡ｹ" " CH3-(CH2)9 O O" "007/" "58-59ﾟC (PENTANE or MeOH-H2O) (007)" "[α]25/D=-31.1ﾟ(C 1.595 in CDCl3) (007)" "007/" "(KBr法) 1710cm-1(CARBONYL BAND), in CCL4 1740cm-1(CARBONYL BAND) (007)" "312 [M]+ (007)" "007/" "ハナゴケ目ホウネンゴケ CHLOROPHANA" "FA0469" 1.00 "9-[(2-N-ACETYL-2-CARBOXYETHYL)THIO]-10-HYDROXY-3,5,7-TETRADECATRIENEDIOIC ACID" "C19H27O8NS" 19.00 27.00 8.00 1.00 0.00 1.00 429.00 " OH (REF:011)" " ﾑ COOH" " ｴ＼ｴ＼ｴ＼／＼／＼／" " ｵ ﾂ" " ＼ S NH―C―CH3" " COOH ＼ ﾄ ｾ" " ｼ＼ O" " COOH" "011/" "λMAX 277nm (011)" "428 [M-H]- (011)" "011/" "LEUKOTRIENE E4 の代謝物 (010)" "010/" "FA0470" 1.00 "2-AMINODECANOIC ACID" "2-AMINOCAPRIC ACID" "C10H21O2N" 10.00 21.00 2.00 1.00 0.00 0.00 187.00 " (REF:015)" " CH3-(CH2)7-CH-COOH" " |" " NH2" "015/" "264ﾟC (015)" "015/" "FA0471" 1.00 "2-(N-BENZOYL)-AMINODECANOIC ACID" "C17H25O2N" 17.00 25.00 3.00 1.00 0.00 0.00 291.00 " (REF:015)" " CH3-(CH2)7-CH-COOH" " |" " NH" " |" " C=O" " ｵ" " ｴ＼" " ｵｳ" " ｸ／" "015/" "124ﾟC (015)" "015/" "FA0472" 1.00 "2-(N-BENZOYL)-AMINO-DECANOIC ACID" "C17H25O3N" 17.00 25.00 3.00 1.00 0.00 0.00 291.00 " (REF:014)" " CH3-(CH2)6-CH-CH2-COOH" " |" " NH" " |" " C=O" " ｵ" " ｴ＼" " ｵｳ" " ｸ／" "014/" "133-134ﾟC (014)" "014/" "FA0473" 1.00 "3-AMINODECANOIC ACID" "C10H21O2N" 10.00 21.00 2.00 1.00 0.00 0.00 187.00 " (REF:014)" " CH3-(CH2)6-CH-CH2-COOH" " |" " NH2" "014/" "205-206ﾟC (014)" "014/" "REF.023(SYNTH)" "023/" "FA0474" 1.00 "3-AMINODECANAMIDE" "C10H22O1N" 10.00 22.00 1.00 2.00 0.00 0.00 186.00 " (REF: )" " CH3-(CH2)6-CH―C-NH2" " | ｾ" " NH2 O" "94-96ﾟC (014)" "014/" "REF.023(SYNTH)" "023/" "FA0475" 1.00 "9-AMINODECANOIC ACID" "C10H21O2N" 10.00 21.00 2.00 1.00 0.00 0.00 187.00 " (REF:016)" " CH3-CH-(CH2)7-COOH" " |" " NH2" "016/" "203ﾟC (016)" "016/" "REF.024(SYNTH,PMR,IR)" "024/" "FA0476" 1.00 "10-AMINODECANOIC ACID" "C10H21O2N" 10.00 21.00 2.00 1.00 0.00 0.00 187.00 " (REF:014)" " NH2-(CH2)9-COOH" "014/" "187-188ﾟC" "REF.025" "025/" "FA0477" 1.00 "10-AMINODECANOIC ACID METHYL ESTER" "C11H23O2N" 11.00 23.00 2.00 1.00 0.00 0.00 201.00 " (REF:014)" " NH2-(CH2)9-COOH3" "014/" "152ﾟC (AS HYDROCHLORIDE) (014)" "014/" "REF.025" "025/" "FA0478" 1.00 "12-AMINODODECANOIC ACID" "C12H25O2N" 12.00 25.00 2.00 1.00 0.00 0.00 215.00 " (REF:017)" " NH2-(CH2)11-CH3" "017/" "185-187ﾟC (017)" "017/" "REF.026,REF.027(SYNTH),REF.028(SYNTH),REF.029(DERIV)" "026/027/028/029/" "FA0479" 1.00 "12-(4-METHYLBENZENESULFONYL)-AMINO-DODECANOIC ACID" "C12H31O4NS" 12.00 31.00 4.00 1.00 0.00 1.00 285.00 " (REF:014)" " NH-(CH2)11-COOH" " |" " SO2" " ｵ" " ｴ＼" " ｵｳ" " ｸ／" " ｵ" " CH3" "014/" "92-93ﾟC (014)" "014/" "REF.026,REF.027(SYNTH),REF.028(SYNTH),REF.029(DERIV)" "026/027/028/029/" "FA0480" 1.00 "12-(N-TERT-BUTOXYCARBONYL)-AMINO-DODECANOIC ACID" "C17H33O2N" 17.00 33.00 4.00 1.00 0.00 0.00 315.00 " (REF:014)" " CH3 O" " | ｾ" " CH3-C-O-C-NH-CH211-COOH" " |" " CH3" "014/" "80-81ﾟC (014)" "014/" "REF.026,REF.027(SYNTH),REF.028(SYNTH),REF.029(DERIV)" "026/027/028/029/" "FA0481" 1.00 "2-AMINOHEPTANOIC ACID,(S)-FORM" "C7H15O2N" 7.00 15.00 2.00 1.00 0.00 0.00 145.00 " (REF:019)" " NH2 (S)-FORM" " ﾁ" " CH3-(CH2)4―C―COOH" " ﾀ" " H" "019/" "274ﾟC (019)" "[α]20/D=+23.9ﾟ(C 0.04 in 6N HCl) (019)" "019/" "REF.030(SYNTH),REF.031(ISOL)" "030/031/" "FA0482" 1.00 "2-AMINOHEPTANOIC ACID,(±)-FORM" "C7H15O2N" 7.00 15.00 2.00 1.00 0.00 0.00 145.00 " (REF:019)" " H (±)-FORM" " |" " CH3-CH24―C―COOH" " |" " NH2" "019/" "275ﾟC (019)" "019/" "REF.030(SYNTH),REF.031(ISOL)" "030/031/" "FA0483" 1.00 "2-(N-DIMETHYL)-AMINOHEPTANOIC ACID ETHYL ESTER" "C11H23O2N" 11.00 23.00 2.00 1.00 0.00 0.00 201.00 " (REF:019)" " O" " ｾ" " CH3-CH24-CH-C-O-CH2-CH3" " |" " N-CH3" " |" " CH3" "019/" "100ﾟC (014)" "014/" "REF.030(SYNTH),REF.031(ISOL)" "030/031/" "FA0484" 1.00 "2-AMINOHEXADECANOIC ACID,(R)-FORM" "C16H33O2N" 16.00 33.00 2.00 1.00 0.00 0.00 271.00 " (REF:020)" " H" " ﾁ" " CH3-(CH2)13-C-COOH (R)-FORM" " ﾀ" " NH2" "020/" "233-236ﾟC (020)" "[α]26/D=-21.0ﾟC(C 0.1 in AcOH) (020)" "020/" "(NUJOL) 1655cm-1,1620cm-1,1580cm-1,1510cm-1,1415cm-1,1340cm-1,715cm-1,700cm-1(020)" "020/" "FA0485" 1.00 "2-CHLOROACETAMINOHEXADECANOIC ACID" "C18H34O3N" 18.00 34.00 3.00 1.00 0.00 0.00 312.00 " H (REF:020)" " ﾁ" " CH3-(CH2)13-C-COOH" " ﾀ" " NH" " |" " C=O" " |" " CH2Cl" "020/" "87-88ﾟC (020)" "[α]21/D=-28.0ﾟC(C 0.5 in CHCl3) (020)" "020/" "3360cm-1,1725cm-1,1600cm-1,1555cm-1,1140cm-1(020)" "δ(CDCl3) 0.87(3H,DEFORMED t,J=6Hz),1.24(24H,br,s),4.08(2H,m), 4.40-4.80(1H,m) (020)" "020/" "FA0486" 1.00 "2-AMINOHEXADECANOIC ACID,(S)-FORM" "C16H33O2N" 16.00 33.00 2.00 1.00 0.00 0.00 271.00 " (REF:020)" " NH2 (S)-FORM" " ﾁ" " CH3-(CH2)13-C-COOH" " ﾀ" " H" "020/" "234-236ﾟC (020)" "[α]26/D=+21.8ﾟ(C 0.1 in AcOH) (020)" "020/" "(NUJOL) 1575cm-1(s),1510cm-1(s),1405cm-1(m),1320cm-1(m),720cm-1(m) (020)" "020/" "FA0487" 1.00 "2-AMINOHEXADECANOIC ACID,(±)-FORM" "C16H33O2N" 16.00 33.00 2.00 1.00 0.00 0.00 271.00 " (REF:020)" " H" " |" " CH3-(CH2)13-C-COOH" " |" " NH2" "020/" "221-223ﾟC (DEC) LIT,220-225ﾟC (020)" "020/" "1655cm-1(s),1620cm-1(s),1600cm-1(s),1580cm-1(s),1510cm-1(s),1415cm-1(s), 1340cm-1(s) (020)" "020/" "FA0488" 1.00 "3-(N-BENZOYL)-AMINONONANOIC ACID" "C16H23O2N" 16.00 23.00 3.00 1.00 0.00 0.00 277.00 " (REF:014)" " CH3-(CH2)5-CH-CH2-COOH" " |" " NH" " |" " C=O" " ｵ" " ｴ＼" " ｵｳ" " ｸ／" "014/" "129.5-131ﾟC" "FA0489" 1.00 "3-(N-BENZOYL)-AMINONONANAMIDE" "C16H24O2N2" 16.00 24.00 2.00 2.00 0.00 0.00 276.00 " (REF:014)" " CH3-(CH2)5-CH-CH2-CONH2" " |" " NH" " |" " C=O" " ｵ" " ｴ＼" " ｵｳ" " ｸ／" "014/" "185-186ﾟC" "FA0490" 1.00 "TETRAHYDRO-2-OXO-5-UNDECYL-3-FRANACETIC ACID/4-HYDROXY-1,2,PENTADECANEDICARBOXYLIC ACID γ-LACTONE. 2-CARBOXYMETHYL-4-PENTADECANOLIDE" "ACARANOIC ACID" "C17H30O4" 17.00 30.00 4.00 0.00 0.00 0.00 298.00 " (REF:001/002/109)" " CH2-COOH" " ｽ／" " ／ ＼" " ／＼ ／ｹ" " CH3-(CH2)10 O O" "001/002/109/" "154-155ﾟC(CRYST,(Et2O)) (001/109)" "[α]25/D=-30ﾟ(C,0.29 in CHCl3) (001/109)" "001/109/" "νco/max 1695,1755,1678(-COOH),1716(δ-LACTONE-CO-),1708(-COOH),1720 cm-1(δ-LACTONE-CO-) (001/002)" "13C-NMR(25.05MHz,CDCl3) C-1:177.0(s),C-2:45.3(d),C-3:37.7(d),C-4:36.1(t), C-5:79.6(d),C-6:32.7(t),C-8-C-12:29.4-29.6(t), C-13:32.0(t),C-14:22.4(t),C-15:14.2(q), C-16:16.6(q),C-17:172.3(s) (002)" "001/002/" "地衣植物門の Acarospra chlorophana" "Et2O中で結晶化" "FA0491" 1.00 "2-BROMO-2E-BUTENOIC ACID" "2-BROMOISOCROTONIC ACID" "C4H5O2" 4.00 5.00 2.00 0.00 0.00 0.00 85.00 " (REF:109/110)" " CH3 COOH" " ＼ ／" " C=C" " ／ ＼" " H Br" " (E)-FORM" "109/110/" "92ﾟC (109/110)" "109/110/" "水溶液から針状結晶 その他の文献 : 083/084/086/087/091/" "083/084/086/087/091/" "FA0492" 1.00 "2-BROMO-2E-BUTENOIC ACID ETHYL ESTER" "C6H9O2" 6.00 9.00 2.00 0.00 0.00 0.00 113.00 " (REF:109/110)" " O" " ｾ" " CH3 C-O-CH2-CH3" " ＼ ／" " C=C" " ／ ＼" " H Br" " (E)-FORM" "109/110/" "Bp15=95-97ﾟC (109/110)" "109/110/" "その他の文献 : 083/084/086/087/091/" "083/084/086/087/091/" "FA0493" 1.00 "2-BROMO-2E-BUTENAMIDE" "C4H6ON" 4.00 6.00 1.00 1.00 0.00 0.00 84.00 " (REF:109/110)" " O" " ｾ" " CH3 C-NH2" " ＼ ／" " C=C" " ／ ＼" " H Br" " (E)-FORM" "109/110/" "60ﾟC(109/110)" "109/110/" "その他の文献 : 083/084/086/087/091/" "083/084/086/087/091/" "FA0494" 1.00 "2-BROMO-2Z-BUTENOIC ACID" "2-BROMOCROTONIC ACID" "C4H5O2" 4.00 5.00 2.00 0.00 0.00 0.00 85.00 " (REF:088/109/110)" " CH3 Br" " ＼ ／" " C=C" " ／ ＼" " H COOH" " (Z)-FORM" "088/109/110/" "106-108ﾟC(088/109/110)" "088/109/110/" "λmax: 228mμ(ε=7000) (088)" "νmax: 3400, 1700, 1635cm-1(088)" "1H-NMR: 2.02(d,3), 7.60(q,1) (088)" "088/" "水溶液から針状結晶 その他の文献 : 083/084/086/087/091/" "083/084/086/087/091/" "FA0495" 1.00 "2-BROMO-2Z-BUTENOIC ACID METHYL ESTER" "C5H7O2" 5.00 7.00 2.00 0.00 0.00 0.00 99.00 " (REF:088/109/110)" " CH3 Br" " ＼ ／" " C=C" " ／ ＼" " H C-O-CH3" " ｾ (Z)-FORM" " O" "088/109/110/" "Bp9=61ﾟC, bp=70ﾟC (10mm) (008/109/110)" "088/109/110/" "λmax: 230mμ(ε=4400) (088/090)" "νmax: 1725, 1625cm-1(088/090)" "1H-NMR: 1.95(d,3), 7.36(q,1), 3.80(s,3) (088/090)" "088/090/" "環化反応に使用する試薬" "083/084/086/087/091/" "FA0496" 1.00 "2-BROMO-2Z-BUTENAMIDE" "C4H6ON" 4.00 6.00 1.00 1.00 0.00 0.00 84.00 " (REF:109/110)" " CH3 Br" " ＼ ／" " C=C" " ／ ＼" " H C-NH2" " ｾ" " O" " (Z)-FORM" "109/110/" "93-94ﾟC(109/110)" "109/110/" "その他の文献 : 083/084/086/087/091/" "083/084/086/087/091/" "FA0497" 1.00 "1-BROMODECANE" "DECYL BROMIDE" "C10H21O2" 10.00 21.00 0.00 0.00 0.00 0.00 141.00 " (REF:094/109/110)" " CH3-(CH2)8-CH2-Br" "094/109/110/" "Bp/8=104-104.4ﾟC (109/110)" "D20/4 = 1.069 (109/110)" "109/110/" "M/Z; 43, 57, 135 (095)" "095/" "化学合成法 (092/093/096/097/098/099)" "092/093/096/097/098/099/" "FA0498" 1.00 "2-BROMODECANOIC ACID" "2-BROMOCAPRIC ACID" "C10H19O2" 10.00 19.00 2.00 0.00 0.00 0.00 171.00 " (REF:102/109/110)" " CH3-(CH2)7-CH-Br-COOH" " (±)-FORM" "102/109/110/" "4ﾟC (109)" "Et2O,EtOH,Me2CO,C6H6,CHCl3, ALKALIS (109/110)" "109/110/" "3140-2860cm-1(ν-OH), 1715, 1460cm-1(νC-O), 1430, 1250cm-1(νC-O,δ-OH), 930, 720(δ-OH), 670, 525(δ-ω2) (101)""" "101/" "化学合成法 (100)" "100/" "殺虫剤 (110)" "110/" "針状結晶 (110)" "110/" "FA0499" 1.00 "2-BROMO-1-METOXYDECANOIC ACID" "C11H21O2" 11.00 21.00 2.00 0.00 0.00 0.00 185.00 " (REF:102/109/110)" " O" " ｾ" " CH3-(CH2)7-CH-Br-C-O-CH3" "102/109/110/" "Bp/0.5=89ﾟC(109/110)" "109/110/" "化学合成法 (100)" "100/" "FA0500" 1.00 "10-BROMODECANOIC ACID" "10-BROMOCAPRIC ACID" "C10H19O2" 10.00 19.00 2.00 0.00 0.00 0.00 171.00 " (REF:105/106/109/110)" " Br-CH2-(CH2)8-COOH" "105/106/109/110/" "38.5-41.5ﾟC (109/110/104)" "Bp/2=163-165ﾟC,205(21mmHg)(109/110/104)" "104/109/110/" "化学合成法 (103)" "103/" "石油エーテルから板状結晶 (109)" "109/" "FA0501" 1.00 "10-BROMO-1-METOXYDECANOIC ACID" "C10H21O2" 10.00 21.00 2.00 0.00 0.00 0.00 173.00 " O (REF:105/106/109/110)" " ｾ" " Br-CH2-(CH2)8-C-O-CH3" "105/106/109/110/" "Bp/12=161-163ﾟC(109/110)" "109/110/" "化学合成法 (103)" "103/" "石油エーテルから板状結晶 (109)" "109/" "FA0502" 1.00 "1-BROMODOCOSANE" "DOCOSYL BROMIDE" "C22H45Br" 22.00 45.00 0.00 0.00 0.00 0.00 389.00 " (REF:108/109/110)" " CH3-(CH2)20-CH2-Br" "108/109/110/" "44ﾟC (109/110)" "Bp/0.6=225ﾟC(109/110)" "109/110/" "化学合成法 (107)" "107/" "Me2COから結晶性(109/110)" "109/110/" "FA0503" 1.00 "2-HEPTYL NONANOIC ACID" "C16H32O2" 16.00 32.00 2.00 0.00 0.00 0.00 256.00 " (REF:0111)" " CH3-(CH2)5-CH2-CH-COOH" " |" " CH3-(CH2)5-CH2" "0111/" "26ﾟC (0111)" "158-160ﾟC/1.5mmHg (0111)" "0111/" "2-ペプチルーノナニトリルを臭化水素酸と160ﾟで加熱すると生成 (0111)" "0111/" "表面圧−面積（π−Ａ）曲線はLangmuir式に従う。(0142)" "0142/" "FA0504" 1.00 "6-ETHYL TETRADECANOIC ACID" "C16H32O2" 16.00 32.00 2.00 0.00 0.00 0.00 256.00 " (REF:0136)" " CH3-(CH2)7-CH-(CH2)4-COOH" " |" " C2H5" "0136/" "140-142ﾟC/0.01mmHg (0136)" "0136/" "６-オキソテトラデカン酸バリウムとヨウ化エチルマグネシウムをエーテル中で処理し, 塩酸で処理して得られる生成物をヨウ素と180ﾟに加熱する。 単離した生成物をメチルアルコール中, 白金で水素化すると得られる。(0136)" "0136/" "FA0505" 1.00 "2,4-DIMETHYL TETRADECANOIC ACID" "C16H32O2" 16.00 32.00 2.00 0.00 0.00 0.00 256.00 " (REF:0137)" " CH3-(CH2)9-CH-CH2-CH-COOH" " | |" " CH3 CH3" "0137/" "144-145ﾟC/0.5mmHg (0137)" "η20/D=1.4487 (0137)" "D20/4=0.8843 (0137)" "0137/" "２-ブロモ-４-メチルテトラデカンをエーテル中, マグネシウムと処理し, 二酸化炭素と結合させて得る。(0137)" "0137/" "FA0506" 1.00 "3,5-DIMETHYL TETRADECANOIC ACID" "C16H32O2" 16.00 32.00 2.00 0.00 0.00 0.00 256.00 " (REF:0137)" " CH3-(CH2)8-CH-CH2-CH-CH2-COOH" " | |" " CH3 CH3" "0137/" "147-149ﾟC/0.5mmHg (0137)" "η20/D=1.4491 (0137)" "D20/4=0.8859 (0137)" "0137/" "エチルアルコール中, ジエチルマロン酸ナトリウムと２-ブロモ-４-メチルトリデカンを加温し, 生成物を水酸化ナトリウムで処理し,得られた生成物を酸性にして減圧蒸留する。(0137)" "0137/" "FA0507" 1.00 "4-HEXYL DECANOIC ACID" "C16H32O2" 16.00 32.00 2.00 0.00 0.00 0.00 256.00 " (REF:0111)" " CH3-(CH2)4-CH2-CH-(CH2)2-COOH" " |" " CH3-(CH2)4-CH2" "0111/" "147-148ﾟC/0.8mmHg (0111)" "η27/D=1.4450 (0111)" "0111/" "(２-ヘキシルオクチル)マロン酸ジエチルとエタノール性水酸化カリウムを加温し, 生成物を酸性にして加熱すると得られる。(0111)" "0111/" "FA0508" 1.00 "2-ETHYL-2-BUTYL DECANOIC ACID" "C16H32O2" 16.00 32.00 2.00 0.00 0.00 0.00 256.00 " (REF:0124)" " C2H5" " |" " CH3-(CH2)6-CH2-C-COOH" " |" " CH3-(CH2)3" "0124/" "138-139ﾟC/0.4mmHg (0124)" "η25/D=1.4500 (0124)" "0124/" "２-エチルヘキサン酸(1,1-ジエチルプロピル)エステルとカリウムアミドを液体アンモニア中で処理し, 臭化オクチルで処理し, 生成物を 塩酸／ジオキサン混合物中で加温すると得られる。(0124)" "0124/" "FA0509" 1.00 "14-METHYL HEXADECANOIC ACID" "C17H34O2" 17.00 34.00 2.00 0.00 0.00 0.00 270.00 " (REF:0132)" " CH3-CH2-CH-(CH2)12-COOH" " |" " CH3" "0132/" "39.5-40.1ﾟC (0132)" "0132/" "7.25μ(1380cm-1); CH3 (009)" "009/" "14-メチル-13-オキソヘキサデカン酸を抱水ヒドラジン, 水酸化カリウムおよびジエチレングリコールで処理して得る。(0132)" "0132/" "FA0510" 1.00 "5-METHYL HEXADECANOIC ACID" "C17H34O2" 17.00 34.00 2.00 0.00 0.00 0.00 270.00 " (REF:0066)" " CH3-(CH2)10-CH-(CH2)3-COOH" " |" " CH3" "0066/" "34.5-35ﾟC (0066)" "158-160ﾟC/0.2mmHg (0066)" "0066/" "(３-メチルテトラデシル)マロン酸ジエチルとエタノール性水酸化カリウムを加温し, 生成物を酸性にした後減圧蒸留して得る。(0066)" "0066/" "FA0511" 1.00 "11,15-DIMETHYL HEXADECANOIC ACID" "C18H36O2" 18.00 36.00 2.00 0.00 0.00 0.00 284.00 " (REF:0143)" " CH3-CH-(CH2)3-CH-(CH2)9-COOH" " | |" " CH3 CH3" "0143/" "165-172ﾟC/0.5Torr (0143)" "η20/D=1.4480 (0143)" "0143/" "セバシン酸モノエチルエステル, 3,7−ジメチルオクタン酸, 炭酸カリウムおよびエチルアルコールの混合物(PH 6.8〜7)を電気分解した後, エタノール性水酸化カリウム水溶液で処理して得る。(0143)" "0143/" "FA0512" 1.00 "15-METHYL OCTADECANOIC ACID" "C19H38O2" 19.00 38.00 2.00 0.00 0.00 0.00 298.00 " (REF:0047)" " CH3-(CH2)2-CH-(CH2)13-COOH" " |" " CH3" "0047/" "40.9-42.4ﾟC (0047)" "183ﾟC/0.4mmHg(0074)" "0047/0074/" "7.78μ, 8.10μ, 13.5μ(CS2) (0010)" "0010/" "15-メチル-12-オキソオクタデカン酸エチルと抱水ヒドラジン, 水酸化ナトリウムおよびジエチレングリコールとを200ﾟまで加熱して得る。(0047)" "0047/" "FA0513" 1.00 "5-METHYL OCTADECANOIC ACID" "C19H38O2" 19.00 38.00 2.00 0.00 0.00 0.00 298.00 " (REF:0144)" " CH3-(CH2)12-CH-(CH2)3-COOH" " |" " CH3" "0144/" "44.5-45ﾟC (0144)" "174ﾟC/0.1mmHg(0074)" "0144/0074/" "209nm (0011)" "7.76μ, 8.25μ(CS2) (0010)" "0010/0011/" "(３-メチルヘキサデシル)マロン酸ジエチルと水性エタノール性水酸化カリウムと加温し, 生成物を酸性にした後減圧蒸留して得る。(0074)" "0074/"