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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 4901 - 4950 of 6459 in total
PlantSort off PublicationSort off ValueSort off UnitSort off
Primula rosea Unpublished unpublished results MRI 1996 18.5 GLC-Area-%
Nicotiana hesperis The fatty acid composition of seeds and leaves of Nicotiana species Koiwai, A.; Suzuki, F.; Matsuzaki, T.; Kawashima, N. Phytochemistry (1983) 22 1409-1412 18.5 GLC-Area-%
Solanum tuberosum Comparison of fatty acid and polar lipid contents of tubers from two potato species, Solanum tuberosum and Solanum phureja Dobson, G.; Griffiths, D. W.; Davies, H. V.; McNicol, J. W. Journal of Agricultural and Food Chemistry (2004) 52 6306-6314 18.6 GLC-Area-%
Celastrus angulatus Maxim. 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) 18.6 weight-%
Pinus cembra Is the Profile of Fatty Acids, Tocopherols, and Amino Acids Suitable to Differentiate Pinus armandii Suspicious to Be Responsible for the Pine Nut Syndrome from Other Pinus Species? Matthäus, Bertrand; Li, Peiwu; Ma, Fei; Zhou, Haiyan; Jiang, Jun; Özcan, Mehmet Musa Chemistry & Biodiversity (2017) 15 e1700323 18.7 weight-%
Cannabis sativa Physio-chemical analysis of seven seed oils Ahmad, M. B.; Rauf, A.; Osman, S. M. Journal of the Oil Technologists' Association of India (1989) 21 46-47 18.7 GLC-Area-%
Piper longum Book: Manual of Gas-liquid Chromatography of Organic Acids (in Russian) Gorjaev, M. I. Evdakova, N.A. Book: Spravotschnik po gasoshidkostnoi khromatografii organitscheskikh kislot; Alma-Ata: Izd. Nauka Kazakhskoi SSR (1978) None None 18.7 GLC-Area-%
Lesquerella condensata 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 18.7 weight-%
Atragene sibirica Unpublished unpublished results MRI (1992) 18.7 GLC-Area-%
Cannabis sativa Studies of Cannabis sativa and Sorghum bicolor Oils Raie, M. Y.; Ahmad, A.; Ashraf, M.; Hussain, S. Lipid / Fett (1995) 97 428-429 18.7 GLC-Area-%
Ranunculus parviflorus Fatty acid composition of some ranunculaceae seed oils Ucciani, E.; Debal, A.; Gruber, M.; Wolff, R. L. Zeitschrift Fur Naturforschung C-a Journal of Biosciences (1996) 51 151-154 18.7 GLC-Area-%
Zanthoxylum schinifolium Siebold & Zucc. 河南油脂植物 Oil Plants in Henan Junpu Zhang, J. L., and Huaishan W. Book: China’s International Broadcasting Press. (1996) 18.75 weight-%
Echium sventenii Occurrence and characterization of oils rich in γ-linolenic acid part I: Echium seeds from Macaronesia Guil-Guerrero, J. L.; Gomez-Mercado, F.; Garcia-Maroto, F.; Campra-Madrid, P. Phytochemistry (2000) 53 451-456 18.75 GLC-Area-%
Atragene sibirica Unpublished unpublished results MRI (1992) 18.8 GLC-Area-%
Tephrosia purpurea (L.) Pers. 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) 18.8 weight-%
Ephedra gerardiana Cyclopropenoic fatty acids in gymnosperms: The seed oil of Welwitschia Aitzetmuller, K.; Vosmann, K. Journal of the American Oil Chemists Society (1998) 75 1761-1765 18.8 GLC-Area-%
Halerpestes sarmentosa Unpublished unpublished results MRI (1994) 18.8 GLC-Area-%
Atragene sibirica Unpublished Tsevegsueren, N. Aitzetmueller, K. unpublished results (1992) 18.8 GLC-Area-%
Hippophae rhamnoides Unpublished unpublished results MRI Fettextr. Xin (1998) 18.9 GLC-Area-%
Echium auberianum Occurrence and characterization of oils rich in γ-linolenic acid part I: Echium seeds from Macaronesia Guil-Guerrero, J. L.; Gomez-Mercado, F.; Garcia-Maroto, F.; Campra-Madrid, P. Phytochemistry (2000) 53 451-456 18.92 GLC-Area-%
Sycopsis dunnii Hemsl. 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) 19.0 weight-%
Phellodendron chinense C.K. Schneid. 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) 19.0 weight-%
Anemone spp. OILS FROM 4 RANUNCULACEAE-D Freiman, R. E.; Markman, A. L. Khimiya Prirodnykh Soedinenii (1968) 4 246-247 19.0 GLC-Area-%
Rhododendron luteum Fatty Acid Composition of Turkish Rhododendron Species Carballeira, Néstor M.; Cartagena, Michelle; Tasdemir, Deniz Journal of the American Oil Chemists' Society (2008) 85 605-611 19.0 weight-%
Cucumis melo 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 19.0 weight-%
Argyreia seguinii (H. Lév.) Vaniot ex H. Lév. 河南油脂植物 Oil Plants in Henan Junpu Zhang, J. L., and Huaishan W. Book: China’s International Broadcasting Press. (1996) 19.0 weight-%
Pueraria lobata (Willd.) Ohwi 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) 19.0 weight-%
Rosa tournefortii Unpublished unpublished results MRI (1998) 19.1 GLC-Area-%
Lesquerella ludoviciana 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 19.1 weight-%
Echium triste Occurrence and characterization of oils rich in γ-linolenic acid part I: Echium seeds from Macaronesia Guil-Guerrero, J. L.; Gomez-Mercado, F.; Garcia-Maroto, F.; Campra-Madrid, P. Phytochemistry (2000) 53 451-456 19.14 GLC-Area-%
Sebastiana brasiliensis Identification of alpha-parinaric acid in the seed oil of Sebastiana brasiliensis Sprengel (Euphorbiaceae) Spitzer, V.; Tomberg, W.; Zucolotto, M. Journal of the American Oil Chemists Society (1996) 73 569-573 19.2 GLC-Area-%
Lesquerella calcicola 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 19.2 weight-%
Cannabis sativa L. 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) 19.2 weight-%
Flacourtia inermis Unpublished unpublished results MRI (1994) 19.2 GLC-Area-%
Carica papaya 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 19.2 GLC-Area-%
Pinus sibirica Chemical composition of Pinus sibirica nut oils Zadernowski, Ryszard; Naczk, Marian; Czaplicki, Sylwester European Journal of Lipid Science and Technology (2009) 111 698-704 19.28 weight-%
Salvia hypargeia or hypergeia Fatty Acid Composition of Seed Oils of Twelve Salvia Species Growing in Turkey Azcan, N.; Ertan, A.; Demirci, B.; Baser, K. H. C. Chemistry of Natural Compounds (2004) 40 218-221 19.3 weight-%
Psoralea bituminosa STUDY OF THE FATTY-ACID COMPOSITION OF THE SEED OILS OF SOME WILD PLANTS IN SPAIN Vioque, J.; Pastor, J. E.; Vioque, E. Grasas Y Aceites (1994) 45 161-163 19.3 GLC-Area-%
Capsella bursa-pastoris (L.) Medik. 枳椇子油的脂肪酸组成及其抗氧化活性_曹利雅（GC-MS） . Constituents and Antioxidant Activity of Fatty Acids from Hovenia dulcis CAO Liya; LI Qiji; XUE Yan; YE Hui; WANG Daoping; YANG Xiaosheng Guizhou Agricultrual Sciences (2014) 42(5) 69-72 19.32 weight-%
Sapium sebiferum (L.) Roxb. 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 19.33 weight-%
Trichosanthes cucumeroides (Ser.) Maxim. 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 19.33 weight-%
Elaeagnus angustifolia L. 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 19.39 weight-%
Hippophae rhamnoides Unpublished unpublished results MRI Fettextr. Xin (1997) 19.4 GLC-Area-%
Holarrhena pubescens Apocynaceae Seed Lipids: Characterization and Occurrence of Isoricinoleic Acid and Triacylglycerol Estolides Smith, Mark A.; Zhang, Haixia Journal of the American Oil Chemists' Society (2015) 93 105-114 19.4 weight-%
Glochidion puberulum Hosok. 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) 19.4 weight-%
Flacourtia jangomas Unpublished unpublished results MRI (1994) 19.4 GLC-Area-%
Juniperus communis Conifer seeds: Oil content and fatty acid composition Wolff, R. L.; Deluc, L. G.; Marpeau, A. M. Journal of the American Oil Chemists Society (1996) 73 765-771 19.49 GLC-Area-%
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 19.5 GLC-Area-%
Juniperus communis New Tools to Explore Lipid Metabolism Wolff, R. L. Inform (1997) 8 116-119 19.5 GLC-Area-%
Juniperus communis New oils: Structural and physiological specificities of conifer seed oils Wolff, RL; Marpeau, AM; Gunstone, FD; Bezard, J; Farines, M; Martin, JC; Dallongeville, J OCL-OLEAGINEUX CORPS GRAS LIPIDES (1997) 4 65-70 19.5 GLC-Area-%