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9,12,15-Octadecatrienoic acid, (9Z,12Z,15Z)- (alpha-linolenic acid)

Delta notation: 18:3-delta-9c,12c,15c

Other Names: 9,12,15-Octadecatrienoic acid, (Z,Z,Z)-; Linolenic acid; (9Z,12Z,15Z)-9,12,15-Octadecatrienoic acid; (Z,Z,Z)-Octadeca-9,12,15-trienoic acid; (all-Z)-9,12,15-Octadecatrienoic acid; 9,12,15-all-cis-Octadecatrienoic acid; 9-cis,12-cis,15-cis-Octadecatrienoic acid; 9Z,12Z,15Z-Octadecatrienoic acid; all-cis-9,12,15-Octadecatrienoic acid; alpha-Linolenic acid; cis,cis,cis-9,12,15-Octadecatrienoic acid; cis-9,cis-12,cis-15-Octadecatrienoic acid; cis--delta-9,12,15-Octadecatrienoic acid; -alpha--Linolenic acid

Formula: C18 H30 O2

Mass: 278.43

IUPAC name: (9Z,12Z,15Z)-octadeca-9,12,15-trienoic acid

9,12,15 octadecatrienoic acid, (9z,12z,15z)
Structure drawn at OPSIN (opsin.ch.cam.uk)

External Database IDs:
CAS registry: 463-40-1
SOFA Mol: M_106
Lipid Maps: LMFA01030152
PubChem: 5280934
ChEBI:

inchi: InChI=1/C18H30O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h3-4,6-7,9-10H,2,5,8,11-17H2,1H3,(H,19,20)/b4-3-,7-6-,10-9-/f/h19H

stdinchi: InChI=1S/C18H30O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h3-4,6-7,9-10H,2,5,8,11-17H2,1H3,(H,19,20)/b4-3-,7-6-,10-9-

stdinchikey: DTOSIQBPPRVQHS-PDBXOOCHSA-N

smiles: C(CCCCCCC\C=C/C\C=C/C\C=C/CC)(=O)O

Results

Displaying datapoints 3701 - 3750 of 6459 in total
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Coriaria nepalensis Wall. 中国主要茶树（Camellia Sinensis O. ktze）品种茶籽油脂肪酸组成的研究_朱全芬（GC） . Study on Fatty Acid Composition of Seed Oil from Camellia Sinensis O. ktze in China Quanfen Zhu; Jiehua Tian; Chunhua Xia China Oils and Fats (1987) (2) 31-37 4.55 weight-%
Coriaria nepalensis Wall. 马蹄参属种子油脂肪酸的特征及其分类学意义_朱伟华 . Seed Oil Fatty Acids of Diplopanax Hand.-Mazz. And its systematic Significance Weihua Zhu; Qibai Xiang; Huiying ou Journal of Plant Resources and Environment (1998) 7(1) 27-30 4.55 weight-%
Onosma sericea Fatty acid and tocochromanol patterns of some Turkish Boraginaceae—a chemotaxonomic approach Bagci, Eyup; Bruehl, Ludger; Aitzetmuller, Kurt; Altan, Yasin Nordic Journal of Botany (2002) 22 719-726 4.56 weight-%
Koelreuteria paniculata Laxm. 山东月见草调查研究 GC . Investigation of Oenothera biennis L. in Shandong Province Bihua Li; Pichan Sun; Shangjun Xing Journal of Shandong Forestry Science and Technology (1989) (2) 64-67 4.59 weight-%
Euonymus hamiltonianus Content and Fatty Acid Composition of Neutral Acylglycerols in Euonymus Fruits Sidorov, Roman A.; Zhukov, Anatoly V.; Pchelkin, Vasily P.; Vereshchagin, Andrei G.; Tsydendambaev, Vladimir D. Journal of the American Oil Chemists' Society (2014) 91 805-814 4.6 weight-%
Citrus paradisi Book: Manual of Gas-liquid Chromatography of Organic Acids (in Russian) Gorjaev, M. I. Evdakova, N. A. Book: Spravočnik po gazožidkostnoj chromatografii organičeskich kislot (1977) Nauka Alma-Ata None 4.6 GLC-Area-%
Euonymus sanguineus Loes. 陕西省非粮柴油植物资源的调查与筛选_薛帅 . Screening of non-food biodiesel plant resources in Shaanxi province XUE Shuai; WANG Ji-shi; ZHAO Wei-hua; LIANG Zhen-xing; LIU Quan-ru; XU Xing-you; XIE Guang-hui Journal of China Agricultural University (2012) 17(6) 215-224 4.6 weight-%
Cynoglossum amabile Chemotaxonomic significance of fatty acids and tocopherols in Boraginaceae Velasco, L.; Goffman, F. D. Phytochemistry (1999) 52 423-426 4.6 GLC-Area-%
Euonymus hamiltonianus lanceifolius (Loes.) C.Y. Cheng 四川油脂植物 Oil Plants in Sichuan. Zongying He, S. C., Zhonghui, T., Xun, Z., Longji, H. Book: Published by Sichuan Science and Technology Press, Chengdu, 1987 (1987) 4.6 weight-%
Raphanus raphanistrum Unpublished unpublished results MRI (1998) 4.6 GLC-Area-%
Amorpha fruticosa L. 中国油脂植物 Chinese Oil Plants Jia Liangzhi; Zhou Jun Book: Chinese Oil Plants. Beijing: Science Press: Edited by Jia Liangzhi & Zhou Jun (1987) 4.6 weight-%
Lesquerella inflata The triglyceride composition, structure, and presence of estolides in the oils of Lesquerella and related species Hayes, D. G.; Kleiman, R.; Phillips, B. S. Journal of the American Oil Chemists’ Society (1995) 72 559-569 4.6 GLC-Area-%
Arctium lappa L. 中国油脂植物 Chinese Oil Plants Jia Liangzhi; Zhou Jun Book: Chinese Oil Plants. Beijing: Science Press: Edited by Jia Liangzhi & Zhou Jun (1987) 4.6 weight-%
Kalopanax septemlobus (Thunb.) Koidz. 中国油脂植物 Chinese Oil Plants Jia Liangzhi; Zhou Jun Book: Chinese Oil Plants. Beijing: Science Press: Edited by Jia Liangzhi & Zhou Jun (1987) 4.6 weight-%
Euonymus hamiltonianus lanceifolius (Loes.) C.Y. Cheng 中国油脂植物 Chinese Oil Plants Jia Liangzhi; Zhou Jun Book: Chinese Oil Plants. Beijing: Science Press: Edited by Jia Liangzhi & Zhou Jun (1987) 4.6 weight-%
Euonymus hamiltonianus semiexertus Content and Fatty Acid Composition of Neutral Acylglycerols in Euonymus Fruits Sidorov, Roman A.; Zhukov, Anatoly V.; Pchelkin, Vasily P.; Vereshchagin, Andrei G.; Tsydendambaev, Vladimir D. Journal of the American Oil Chemists' Society (2014) 91 805-814 4.6 weight-%
Amorpha fruticosa L. 河南油脂植物 Oil Plants in Henan Junpu Zhang, J. L., and Huaishan W. Book: China’s International Broadcasting Press. (1996) 4.6 weight-%
Lesquerella purpurea The triglyceride composition, structure, and presence of estolides in the oils of Lesquerella and related species Hayes, D. G.; Kleiman, R.; Phillips, B. S. Journal of the American Oil Chemists’ Society (1995) 72 559-569 4.6 GLC-Area-%
Humulus lupulus Unpublished unpublished results MRI (1996) 4.6 GLC-Area-%
Ziziphus jujuba Fatty acids and carotenes in some ber (Ziziphus jujuba Mill) varieties Guil-Guerrero, J. L.; Delgado, A. D.; Gonzalez, M. C. M.; Isasa, M. E. T. Plant Foods for Human Nutrition (2004) 59 23-27 4.61 weight-%
Achillea phrygia TOTAL LIPID CONTENT AND FATTY ACID COMPOSITION OF SEEDS OF SOME WILD Achillea SPECIES Nuray Zonuz, Nukhet Akpinar, Erol Donmez, Gokhan Zengin, Ali Emre Akpinar, Mehmet Ali Akpinar Chemistry of Natural Compounds (2019) 55 1127-1130 4.64 weight-%
Crambe abyssinica Hochst. ex R.E. Fr. 海南省非粮生物柴油能源植物的调查_化学组分的测定及筛选研究_徐蕾 . Investigation,Determination of Chemical Compositions and Screening of Non-food Bio-diesel Plant in Hainan Province XU Lei; YAO Wen-Qian;JI Hong-Bing; DAI Jian-Yue;QIN Xin-Sheng; ZHANG Rong-Jing; ZHENG Xi-Long; XING Fu-Wu  Plant Science Journal (2011) 29(1) 99-108 4.64 weight-%
Kalopanax septemlobus (Thunb.) Koidz. 河南油脂植物 Oil Plants in Henan Junpu Zhang, J. L., and Huaishan W. Book: China’s International Broadcasting Press. (1996) 4.65 weight-%
Citrus aurantium Fatty acid composition of neutral lipid: Classes of Citrus seed oil Waheed, Amran; Mahmud, Shahid; Saleem, Muhammad; Ahmad, Tayyaba Journal of Saudi Chemical Society (2009) 13 269-272 4.66 weight-%
Camellia transarisanensis (Hayata) Cohen-Stuart 山东省非粮柴油能源植物资源调查及苍耳遗传多样性分析 GC . Investigation on Plant Resources of Non-Grain and Diesel Energy in Shandong Province and Genetic Diversity of Xanthium strumarium subsp. sibiricum (Patrin ex Widder) Greuter Weihua Zhao Thesis-Chinese Academy of Agricultural Sciences (2011) 1-89 4.68 weight-%
Juglans nigra Nature of the lipids in the germ and reserve tissues of seeds Lotti, G.; Galoppini, C. Rivista Italiana delle Sostanze Grasse (1965) 42 289-97 4.68 GLC-Area-%
Macleaya microcarpa (Maxim.) Fedde 河南油脂植物 Oil Plants in Henan Junpu Zhang, J. L., and Huaishan W. Book: China’s International Broadcasting Press. (1996) 4.7 weight-%
Euonymus macropterus Content and Fatty Acid Composition of Neutral Acylglycerols in Euonymus Fruits Sidorov, Roman A.; Zhukov, Anatoly V.; Pchelkin, Vasily P.; Vereshchagin, Andrei G.; Tsydendambaev, Vladimir D. Journal of the American Oil Chemists' Society (2014) 91 805-814 4.7 weight-%
Dipteronia sinensis var. taipeiensis W.P. Fang & M.Y. Fang 中国西北地区沙棘植物含油率沙棘油理化性质脂肪酸组成和生物活性物质的比较研究_张付舜（GC） . Comparative Studies on the Physicochemical Properties and Bioactive Substances of Seed Oil in Elaeagnus rhamnoides (L.) A.Nelson in Northwest China Fushun Zhang; Guoli Wang; Zhenjiang Qi; Wenxiao Zhang; Lingqun Zhang Journal of the Chinese Cereals and Oils Association (1988) (3) 58-62, 67 4.7 weight-%
Quercus cerris cerris Characterization of Turkish Quercus L. taxa based on fatty acid compositions of the acorns Özcan, T. JAOCS, Journal of the American Oil Chemists' Society (2007) 84 653-662 4.7 GLC-Area-%
Caragana microphylla Lam. 河南油脂植物 Oil Plants in Henan Junpu Zhang, J. L., and Huaishan W. Book: China’s International Broadcasting Press. (1996) 4.7 weight-%
Glycine max (L.) Merr. 东北油脂植物及油脂成分测定法 Oil Plants in the Northeast and Determination of Lipid Component Tingru Zhu, Y. D., Xiabing, L.i, Yu, G., Yecheng, W., Hongdou, W. Book: Liaoning People’s Publishing House. (1980) 4.7 weight-%
Vicia faba Sterols, steryl esters and fatty acids in some Vicia faba seeds Cerri, R.; de Simone, F.; Dini, A.; Ramundo, E. Biochemical Systematics and Ecology (1985) 13 11-13 4.7 GLC-Area-%
Adelocaryum coelestinum New sources of γ-linolenic acid Wolf, R. B.; Kleiman, R.; England, R. E. Journal of the American Oil Chemists' Society (1983) 60 1858-1860 4.7 GLC-Area-%
Euonymus japonica Unpublished unpublished results MRI (1995) 4.7 GLC-Area-%
Nicotiana africana The fatty acid composition of seeds and leaves of Nicotiana species Koiwai, A.; Suzuki, F.; Matsuzaki, T.; Kawashima, N. Phytochemistry (1983) 22 1409-1412 4.7 GLC-Area-%
Caragana microphylla Lam. 中国油脂植物 Chinese Oil Plants Jia Liangzhi; Zhou Jun Book: Chinese Oil Plants. Beijing: Science Press: Edited by Jia Liangzhi & Zhou Jun (1987) 4.7 weight-%
Macleaya microcarpa (Maxim.) Fedde 中国油脂植物 Chinese Oil Plants Jia Liangzhi; Zhou Jun Book: Chinese Oil Plants. Beijing: Science Press: Edited by Jia Liangzhi & Zhou Jun (1987) 4.7 weight-%
Gaura parviflora Tocopherol and fatty acid composition of twenty-five species of Onagraceae Juss. VELASCO, L.; GOFFMAN, F. D. Botanical Journal of the Linnean Society (1999) 129 359-366 4.7 weight-%
Chenopodium album L. 几种耐盐碱植物种子的油脂成分及形态分析 . Studies on Fatty Acids and Morphology of Seeds From Saline Soil Area ZHANG Jing-hua; YANG Ruo-ming; ZHOU Yi-jun; LIU Chun-lan; BAI Ya-jun; TIAN Kui-xiang Journal of the Central University for Nationalities (2002) 11(2) 133-136 4.7 weight-%
Garcinia mangostana cis-Vaccenic acid in pulp lipids of commonly available fruits Shibahara, A.; Yamamoto, K.; Nakayama, T.; Kajimoto, G. Journal of the American Oil Chemists' Society (1987) 64 397-401 4.7 weight-%
Linum holstii Nouveau dictionnaire des huiles végétales : compositions en acides gras Ucciani, Eugène Book (1995) 4.7 GLC-Area-%
Lathyrus tuberosus FATTY ACID PATTERNS OF THE SEED OILS OF SOME LATHYRUS SPECIES L. (PAPILIONIDEAE) FROM TURKEY, A CHEMOTAXONOMIC APPROACH Bagci, Eyüp; Sahin, Ahmet Pak. J. Bot. (2004) 36 403-413 4.71 weight-%
Chenopodium album L. 立枝桐的特性研究_徐嵩法（GC）四川 . A Study on the Characteristics of Vernicia fordii (Hemsl.) Airy Shaw Songfa Xu; Xiandan Zhu; Weili Bo Journal of Sichuan Forestry Science and Technology (1983) (4) 23-27 4.74 weight-%
Aconitum variegatum nasutum Fatty Acid Composition of Aconitum orientale Miller and A. nasutum Fisch. ex Reichb Seeds, A Chemotaxonomic Approach Bağci, Eyüp; Özçelik, Hasan Biodiversity (2002) 329-334 4.75 weight-%
Draba lanceolata Royle 十字花科58属94种野生植物种子脂肪酸组分分析 . Fatty Acid Analysis of the Seed Oil in a Germplasm Collection of 94 Species in 58 Genera of Brassicaceae SUN Xiao-qin; PANG Hui; GUO Jian-lin; PENG Bin; BAI Ming-ming; HANG Yue-yu Chemistry and Industty of Forest Products (2011) 31(6) 46-54 4.76 weight-%
Orychophragmus violaceus (L.) O.E. Schulz 四川野生十字花科油料植物资源研究 . STUDIES ON CRUCIFEROUS OIL PLANT RESOURCES IN SICHUAN Zhang Zhaoging; Luo Peng; Li Xufeng Southwest China Journal of Agricultural Sciences (1990) 3(3) 19-22 4.76 weight-%
Lathyrus sativus FATTY ACID PATTERNS OF THE SEED OILS OF SOME LATHYRUS SPECIES L. (PAPILIONIDEAE) FROM TURKEY, A CHEMOTAXONOMIC APPROACH Bagci, Eyüp; Sahin, Ahmet Pak. J. Bot. (2004) 36 403-413 4.76 weight-%
Euonymus sanguineus var. lanceolatus S.Z. Qu & Y.H. He 陕西省非粮柴油植物资源的调查与筛选_薛帅 . Screening of non-food biodiesel plant resources in Shaanxi province XUE Shuai; WANG Ji-shi; ZHAO Wei-hua; LIANG Zhen-xing; LIU Quan-ru; XU Xing-you; XIE Guang-hui Journal of China Agricultural University (2012) 17(6) 215-224 4.8 weight-%
Oenothera erythrosepala Tocopherol and fatty acid composition of twenty-five species of Onagraceae Juss. VELASCO, L.; GOFFMAN, F. D. Botanical Journal of the Linnean Society (1999) 129 359-366 4.8 weight-%