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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 1651 - 1700 of 6459 in total
PlantSort off PublicationSort off ValueSort off UnitSort off
Ephedra przewalskii Unpublished Tsevegsueren, N. Aitzetmueller, K. unpublished results 16.8 GLC-Area-%
Rosa damascena Mill. 玫瑰种子含油量及脂肪酸组成的初步分析 . Primary Analysis of Oil Content and Fatty Acid Composition of Rose Seeds HAN Qian-yan; HAN Jin-feng; GU Ke-ren  Journal of Henan Agricultural Sciences (2012) 41(8) 157-158 16.79 weight-%
Aucuba chinensis Benth. 马兰籽油中脂肪酸的不同甲酯化方法与GC_MS分析_姜显光 . Different Esterification Method for Analysis of Fatty Acids in Kalimeris indica Seed Oil by GC-MS JIANG Xian-guang; HOU Dong-yan; HUI Rui-hua; LI Tie-chun; LIU Xiao-yuan; LI Xiu-ming  FOOD SCIENCE (2009) 30(22) 253-255 16.76 weight-%
Lupinus luteus 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 16.72 GLC-Area-%
Datura innoxia Mill. 河南油脂植物 Oil Plants in Henan Junpu Zhang, J. L., and Huaishan W. Book: China’s International Broadcasting Press. (1996) 16.7 weight-%
Nicotiana fragrans The fatty acid composition of seeds and leaves of Nicotiana species Koiwai, A.; Suzuki, F.; Matsuzaki, T.; Kawashima, N. Phytochemistry (1983) 22 1409-1412 16.7 GLC-Area-%
Cerinthe major Chemotaxonomic significance of fatty acids and tocopherols in Boraginaceae Velasco, L.; Goffman, F. D. Phytochemistry (1999) 52 423-426 16.7 GLC-Area-%
Glycine soja Siebold & Zucc. 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 16.54 weight-%
Podocarpus nagi (Thunb.) Zoll. & Mor. ex Zoll. 广西河池、百色和梧州油茶种子含油率和脂肪酸组成测定(GC-MS) . Oil Content and Fatty Acid Composition of Camellia oleifera Seed in Guangxi CHEN Yu-jing; WANG Lin-lin; CHEN Xiao-peng; LI Ying Food Science (2011) 32 (8) 172-176 16.54 weight-%
Linum dolomiticum The occurrence of ricinoleic acid in Linum seed oils Green, A. G. Journal of the American Oil Chemists' Society (1984) 61 939-940 16.5 GLC-Area-%
Lathyrus laxiflorus subsp. laxiflorus A study of the fatty acid and tocochromanol patterns of some Fabaceae (Leguminosae) plants from Turkey I Bagci, Eyup; Bruehl, Ludger; Özçelik, Hasan; Aitzetmuller, Kurt; Vural, Mecit; Sahim, Ahmet Grasas y Aceites (2004) 55 16.5 weight-%
Pseudotsuga menziesii glauca Taxonomy of gymnospermae: multivariate analyses of leaf fatty acid composition Mongrand, Sébastien; Badoc, Alain; Patouille, Brigitte; Lacomblez, Chantal; Chavent, Marie; Cassagne, Claude; Bessoule, Jean-Jacques Phytochemistry (2001) 58 101-115 16.5 weight-%
Picea asperata Taxonomy of gymnospermae: multivariate analyses of leaf fatty acid composition Mongrand, Sébastien; Badoc, Alain; Patouille, Brigitte; Lacomblez, Chantal; Chavent, Marie; Cassagne, Claude; Bessoule, Jean-Jacques Phytochemistry (2001) 58 101-115 16.5 weight-%
Mytilaria laosensis Lecomte 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) 16.5 weight-%
Lesquerella montana Evaluation of new Lesquerella and Physaria (Brassicaceae) oilseed germplasm Salywon, A. M.; Dierig, D. A.; Rebman, J. P.; de Rodriguez, D. J. American Journal of Botany (2005) 92 53-62 16.5 weight-%
Hyophorbe indica Chemical characterization of unconventional palm oils from Hyophorbe indica and two other endemic Arecaceae species from Reunion Island Yanis Caro, Thomas Petit, Isabelle Grondin, Patricia Clerc, Hermann Thomas, Daniele Giuffrida, Barbara Giocastro, Peter Q. Tranchida, Ivan Aloisi, Daniella Murador, Luigi Mondello, Laurent Dufosse NATURAL PRODUCT RESEARCH (2020) 34 93-101 16.46 weight-%
Hyophorbe indica Chemical characterization of unconventional palm oils from Hyophorbe indica and two other endemic Arecaceae species from Reunion Island Yanis Caro, Thomas Petit, Isabelle Grondin, Patricia Clerc, Hermann Thomas, Daniele Giuffrida, Barbara Giocastro, Peter Q. Tranchida, Ivan Aloisi, Daniella Murador, Luigi Mondello, Laurent Dufosse NATURAL PRODUCT RESEARCH (2020) 34 93-101 16.46 weight-%
Microula sikkimensis (C.B. Clarke) Hemsl. 响应面法优化超临界CO_2萃取无花果种籽油工艺研究_王磊 . Study on the Method of Optimizing Supercritical Carbon Dioxide Extraction of Ficus carica L. Seed by Response Surface Methodology Wang Lei; Zhang Zide; Zhao Congzhi; Tang Xia; Ma Junlian Journal of Chinese Institute of Food Science and Technology (2013) 13(1) 37-43 16.45 weight-%
Podocarpus macrophyllus Private communication Wolff, R. L. Private communication (1999) 16.43 GLC-Area-%
Podocarpus macrophyllus cis-5-olefinic unusual fatty acids in seed lipids of gymnospermae and their distribution in triacylglycerols Takagi, T.; Itabashi, Y. Lipids (1982) 17 716-723 16.4 GLC-Area-%
Lycium chinense Mill. 构树种子油的维生素E测定及脂肪酸成分分析-刘 静(GC-MS) . Vitamin E Determination and Fatty Acids Analysis of the Seed Oil of Broussonetia Papyrifera LIU Jing; QUAN Chun-shan; QU Xiao-jing; CHEN Ying; ZONG Zi-chao Journal of Dalian Nationalities University (2015) 17(5) 464-466 16.37 weight-%
Plantago argyrea Identification and Distribution of Oxygenated Fatty Acids in Plantago Seed Lipids Smith, Mark A.; Zhang, Haixia; Purves, Randy W. Journal of the American Oil Chemists' Society (2014) 91 1313-1322 16.3 weight-%
Lathyrus chloranthus 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 16.3 weight-%
Rosa rubiginosa Composicion Quimica del Aceite de Semilla de Rosa Rubiginosa L. Cattaneo, P.; Sutton, G.K. ANALES DE LA ASOCIACION QUIMICA ARGENTINA (1954) 42 108 16.3 GLC-Area-%
Anchusa arvensis Chemotaxonomic significance of fatty acids and tocopherols in Boraginaceae Velasco, L.; Goffman, F. D. Phytochemistry (1999) 52 423-426 16.3 GLC-Area-%
Physaria saximontana Evaluation of new Lesquerella and Physaria (Brassicaceae) oilseed germplasm Salywon, A. M.; Dierig, D. A.; Rebman, J. P.; de Rodriguez, D. J. American Journal of Botany (2005) 92 53-62 16.2 weight-%
Sapium sebiferum (L.) Roxb. 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) 16.2 weight-%
Hippophae neurocarpa Unpublished unpublished results MRI Fett extr. Xin (1995) 16.2 GLC-Area-%
Psoralea bituminosa Unpublished unpublished results MRI (1998) 16.2 GLC-Area-%
Atriplex hortensis FATTY-ACID COMPOSITION OF SEED OILS OF MEDITERRANEAN HERBACEOUS SPECIES Ucciani, E.; Mallet, G.; Gamisans, J.; Gruber, M. Grasas Y Aceites (1994) 45 107-112 16.2 GLC-Area-%
Lopezia racemosa 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 16.1 weight-%
Cannabis sativa Unpublished unpublished results MRI Bundesforschungsanstalt Muenster (1996) 16.1 GLC-Area-%
Pulmonaria officinalis Unpublished Aitzetmueller, K. unpublished results (1999) 16.1 GLC-Area-%
Cupressus sempervirens The leaf lipids of some conifer species Jamieson, G. R.; Reid, E. H. Phytochemistry (1972) 11 269-275 16.1 GLC-Area-%
Citrus limon 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 16.0 weight-%
Ficus elastica Biotechnological processes for biodiesel production using alternative oils Azócar, Laura; Ciudad, Gustavo; Heipieper, Hermann J.; Navia, Rodrigo Applied Microbiology and Biotechnology (2010) 88 621-636 16.0 weight-%
Picea glauca glauca Taxonomy of gymnospermae: multivariate analyses of leaf fatty acid composition Mongrand, Sébastien; Badoc, Alain; Patouille, Brigitte; Lacomblez, Chantal; Chavent, Marie; Cassagne, Claude; Bessoule, Jean-Jacques Phytochemistry (2001) 58 101-115 16.0 weight-%
Bignonia capreolata 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 16.0 GLC-Area-%
Pinus pinaster Taxonomy of gymnospermae: multivariate analyses of leaf fatty acid composition Mongrand, Sébastien; Badoc, Alain; Patouille, Brigitte; Lacomblez, Chantal; Chavent, Marie; Cassagne, Claude; Bessoule, Jean-Jacques Phytochemistry (2001) 58 101-115 16.0 weight-%
Lespedeza formosa NEW TROPICAL SEED OILS .2. COMPONENT ACIDS OF LEGUMINOUS AND OTHER SEED OILS Gunstone, F. D.; Taylor, G. M.; Corneliu.Ja,; Hammonds, T. W. Journal of the Science of Food and Agriculture (1968) 19 706-& 16.0 GLC-Area-%
Ribes nigrum Ometa Variation in the Fatty-Acid Content in Seeds of Various Black, Red, and White Currant Varieties Šavikin, Katarina P.; Ðorđević, Boban S.; Ristić, Mihailo S.; Krivokuća-Ðokić, Dragana; Pljevljakušić, Dejan S.; Vulić, Todor Chemistry & Biodiversity (2013) 10 157-165 15.92 weight-%
Homonoia riparia Lour. 海蓬子种子营养成分分析及制备共轭亚油酸的研究 . Study on Nutritional Components of Salicornia Seed and Preparation of Conjugated Linoleic Acid Zhang, A; Liu, F; Shen, J; Shi, H; Wu, L Advances in Marine Science (2003) 21(1) 89-92 15.9 weight-%
Colocynthis vulgaris LIPID-COMPOSITION OF TROPICAL SEEDS USED IN THE NIGERIAN DIET Omogbai, F. E. Journal of the Science of Food and Agriculture (1990) 50 253-255 15.9 GLC-Area-%
Glycine max (L.) Merr. 大麦籽粒油脂肪酸成分分析_郑敏燕 . Analysis of Fatty Components from the Seed of Barley ZHENG Minyan; WEI Yongsheng; NING Jiangang; GENG Wei; ZHANG Juncai SCIENCE & TECHNOLOGY REVIEW (2010) 28(15) 75-78 15.83 weight-%
Rubus hybrid Fatty acid composition and antioxidant properties of cold-pressed marionberry, boysenberry, red raspberry, and blueberry seed oils Parry, J.; Su, L.; Luther, M.; Zhou, K.; Peter Yurawecz, M.; Whittaker, P.; Yu, L. Journal of Agricultural and Food Chemistry (2005) 53 566-573 15.8 GLC-Area-%
Saussurea parviflora Unusual fatty acids in Compositae: gamma-linolenic acid in Saussurea spp seed oils Tsevegsueren, N. Aitzetmueller, K. Vosmann, K. Journal of High Resolution Chromatography (1997) 20 315-320 15.8 GLC-Area-%
Robinia pseudoacacia 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) 15.8 weight-%
Hevea brasiliensis (Willd. ex A. Juss.) Müll. Arg. 橡胶种子活性物质探讨（GC-MS) . Study on Active Constituents of Seeds of Hevea brasiliensis Li Shitai; Li Yunshan; Wu Tianmei; Li Haiji; Wang Kangxun CHINESE JOURNAL OF TROPICAL CROPS (2002) 23(1) 6-13 15.75 weight-%
Thlaspi arvense L. 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) 15.7 weight-%
Pinus koraiensis Siebold & Zucc. 超临界CO_2萃取假苍耳种子油及脂肪酸成分分析_杨磊 . Extraction of Iva Xanthifolia Seed Oil with Supercritical Carbon Dioxide and Analysis of the Fatty Acids Using GC-MS Yang Lei; Wang Fuji; Liu Tingting; Ma Chunhui; Liu Fang; Wei Wei; Zu Yuangang Heilongjiang Medicine Journal (2010) 23(1) 22-24 15.62 weight-%