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6,9,12-Octadecatrienoic acid, (6Z,9Z,12Z)- (gamma--Linolenic acid)

Delta notation: 18:3-delta-6c,9c,12c

Other Names: 6,9,12-Octadecatrienoic acid, (Z,Z,Z)-; -gamma--Linolenic acid; (Z,Z,Z)-6,9,12-Octatrienoic acid; 6(Z),9(Z),12(Z)-Octadecatrienoic acid; 6,9,12-all-cis-Octadecatrienoic acid; 6-cis,9-cis,12-cis-Octadecatrienoic acid; Gamma-linolenic acid; Gamolenic acid; all-cis-6,9,12-Octadecatrienoic acid; cis,cis,cis-6,9,12-Octadecatrienoic acid; cis-6,cis-9,cis-12-Octadecatrienoic acid

Formula: C18 H30 O2

Mass: 278.43

IUPAC name: (6Z,9Z,12Z)-octadeca-6,9,12-trienoic acid

6,9,12 octadecatrienoic acid, (6z,9z,12z)
Structure drawn at OPSIN (opsin.ch.cam.uk)

External Database IDs:
CAS registry: 506-26-3
SOFA Mol: M_094
Lipid Maps: LMFA01030141
PubChem: 5280933
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/h6-7,9-10,12-13H,2-5,8,11,14-17H2,1H3,(H,19,20)/b7-6-,10-9-,13-12-/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/h6-7,9-10,12-13H,2-5,8,11,14-17H2,1H3,(H,19,20)/b7-6-,10-9-,13-12-

stdinchikey: VZCCETWTMQHEPK-QNEBEIHSSA-N

smiles: C(CCCC\C=C/C\C=C/C\C=C/CCCCC)(=O)O

Results

Displaying datapoints 551 - 600 of 962 in total
PlantSort off PublicationSort off ValueSort off UnitSort off
Oenothera rubrinervis RESEARCH ON OENOTHERA RICH IN GAMMA-LINOLENIC ACID Pina, M.; Graille, J.; Grignac, P.; Lacombe, A.; Quenot, O.; Garnier, P. Oleagineux (1984) 39 593-596 7.8 GLC-Area-%
Ribes rubrum Fatty acid composition of Saxifragaceae oils Ucciani, Eugene; Costagliola, Guy; Gruber, Michel OCL-OLEAGINEUX CORPS GRAS LIPIDES (1995) 2 491-493 7.8 GLC-Area-%
Acer tegmentosum Identification of n-6 Monounsaturated Fatty Acids in Acer Seed Oils Sun, Jin-Yue; Wang, Xin-Kun; Smith, Mark A. Journal of the American Oil Chemists' Society (2018) 95 21-27 7.8 weight-%
Onosma armeniacum 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 7.81 weight-%
Cynoglossum officinale Chemotaxonomic significance of fatty acids and tocopherols in Boraginaceae Velasco, L.; Goffman, F. D. Phytochemistry (1999) 52 423-426 7.9 GLC-Area-%
Oenothera issleri RESEARCH ON OENOTHERA RICH IN GAMMA-LINOLENIC ACID Pina, M.; Graille, J.; Grignac, P.; Lacombe, A.; Quenot, O.; Garnier, P. Oleagineux (1984) 39 593-596 7.9 GLC-Area-%
Oenothera issleri RESEARCH ON OENOTHERA RICH IN GAMMA-LINOLENIC ACID Pina, M.; Graille, J.; Grignac, P.; Lacombe, A.; Quenot, O.; Garnier, P. Oleagineux (1984) 39 593-596 7.9 GLC-Area-%
Oenothera issleri RESEARCH ON OENOTHERA RICH IN GAMMA-LINOLENIC ACID Pina, M.; Graille, J.; Grignac, P.; Lacombe, A.; Quenot, O.; Garnier, P. Oleagineux (1984) 39 593-596 7.9 GLC-Area-%
Onosma arenaria Chemotaxonomic significance of fatty acids and tocopherols in Boraginaceae Velasco, L.; Goffman, F. D. Phytochemistry (1999) 52 423-426 7.9 GLC-Area-%
Oenothera biennis Unpublished unpublished results MRI Bundesforschungsanstalt Muenster (1994) 8.0 GLC-Area-%
Cryptantha bradburiana Search for new industrial oils. XI. Oils of boraginaceae Kleiman, R.; Earle, F. R.; Wolff, I. A.; Jones, Q. Journal of the American Oil Chemists' Society (1964) 41 459-460 8.0 GLC-Area-%
Amsinckia intermedia Agronomic evaluation of prospective new crop species White, G. A.; Willingham, B. C.; Skrdla, W. H.; Massey, J. H.; Higgins, J. J.; Calhoun, W.; Davis, A. M.; Dolan, D. D.; Earle, F. R. Economic Botany (1971) 25 22-43 8.0 GLC-Area-%
Ribes rubrum Fatty acid composition of Saxifragaceae oils Ucciani, Eugene; Costagliola, Guy; Gruber, Michel OCL-OLEAGINEUX CORPS GRAS LIPIDES (1995) 2 491-493 8.0 GLC-Area-%
Rindera umbellata Search for new seed oils. XV. Oils of boraginaceae Miller, R. W.; Earle, F. R.; Wolff, I. A.; Barclay, A. S. Lipids (1968) 3 43-45 8.0 GLC-Area-%
Echium italicum Agronomic evaluation of prospective new crop species White, G. A.; Willingham, B. C.; Skrdla, W. H.; Massey, J. H.; Higgins, J. J.; Calhoun, W.; Davis, A. M.; Dolan, D. D.; Earle, F. R. Economic Botany (1971) 25 22-43 8.0 GLC-Area-%
Sapium japonicum (Siebold & Zucc.) Pax & K. Hoffm. 河南油脂植物 Oil Plants in Henan Junpu Zhang, J. L., and Huaishan W. Book: China’s International Broadcasting Press. (1996) 8.0 weight-%
Rindera umbellata Search for new seed oils. XV. Oils of boraginaceae Miller, R. W.; Earle, F. R.; Wolff, I. A.; Barclay, A. S. Lipids (1968) 3 43-45 8.0 GLC-Area-%
Scrophularia lanceolata 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 8.0 GLC-Area-%
Echium italicum Search for new industrial oils. XI. Oils of boraginaceae Kleiman, R.; Earle, F. R.; Wolff, I. A.; Jones, Q. Journal of the American Oil Chemists' Society (1964) 41 459-460 8.0 GLC-Area-%
Anchusa azurea Gamma-linolenic and stearidonic acids from Moroccan Boraginaceae Guil-Guerrero, J. L.; López-Martínez, J. C.; Gómez-Mercado, F.; Campra-Madrid, P. European Journal of Lipid Science and Technology (2006) 108 43-47 8.0 weight-%
Scrophularia lanceolata 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 8.0 GLC-Area-%
Microula sikkimensis Isolation and Identification of Fatty Acid Component from Seed Oil of Microula sikkimensis (Clarke) Hemsl Li Jing-min, Wang Jing-ping and Yu Peng-lan Acta Botanica Sinica (1989) 31 50 8.1 GLC-Area-%
Lycium ruthenicum Fatty acids of some Solanaceae seed oil Tsevegsueren, N.; Aitzetmueller, K.; Bruehl, L. National University of Mongolia - Scientific Journal Chemistry (1999) 2 56-61 8.1 GLC-Area-%
Cynoglossum nervosum Chemotaxonomic significance of fatty acids and tocopherols in Boraginaceae Velasco, L.; Goffman, F. D. Phytochemistry (1999) 52 423-426 8.1 GLC-Area-%
Lappula echinata Oil and protein content, and oil composition of the seeds of some plants of the Canadian prairies Coxworth, E. C. M. Journal of the American Oil Chemists' Society (1965) 42 891-894 8.1 GLC-Area-%
Oenothera biennis INTERNAL AND EXTERNAL DISTRIBUTION OF TRIGLYCERIDE FATTY-ACIDS IN A FEW GAMMA-LINOLENIC OILS Muderhwa, J. M.; Dhuiquemayer, C.; Pina, M.; Galzy, P.; Grignac, P.; Graille, J. Oleagineux (1987) 42 207-211 8.1 GLC-Area-%
Lycium ruthenicum Unpublished unpublished results MRI (1995) 8.1 GLC-Area-%
Oenothera lamarckiana 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 8.2 GLC-Area-%
Oenothera lamarckiana 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 8.2 GLC-Area-%
Amsinckia intermedia 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 8.2 GLC-Area-%
Hepatica nobilis 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 8.2 GLC-Area-%
Amsinckia intermedia 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 8.2 GLC-Area-%
Oenothera lamarckiana The Lipid Handbook Gunstone, F. D.; Harwood, John L.; Padley, F. B. Book (1986) None None 8.2 GLC-Area-%
Oenothera biennis RESEARCH ON OENOTHERA RICH IN GAMMA-LINOLENIC ACID Pina, M.; Graille, J.; Grignac, P.; Lacombe, A.; Quenot, O.; Garnier, P. Oleagineux (1984) 39 593-596 8.3 GLC-Area-%
Oenothera biennis RESEARCH ON OENOTHERA RICH IN GAMMA-LINOLENIC ACID Pina, M.; Graille, J.; Grignac, P.; Lacombe, A.; Quenot, O.; Garnier, P. Oleagineux (1984) 39 593-596 8.3 GLC-Area-%
Oenothera hoelscheri RESEARCH ON OENOTHERA RICH IN GAMMA-LINOLENIC ACID Pina, M.; Graille, J.; Grignac, P.; Lacombe, A.; Quenot, O.; Garnier, P. Oleagineux (1984) 39 593-596 8.4 GLC-Area-%
Oenothera hoelscheri RESEARCH ON OENOTHERA RICH IN GAMMA-LINOLENIC ACID Pina, M.; Graille, J.; Grignac, P.; Lacombe, A.; Quenot, O.; Garnier, P. Oleagineux (1984) 39 593-596 8.4 GLC-Area-%
Oenothera hoelscheri RESEARCH ON OENOTHERA RICH IN GAMMA-LINOLENIC ACID Pina, M.; Graille, J.; Grignac, P.; Lacombe, A.; Quenot, O.; Garnier, P. Oleagineux (1984) 39 593-596 8.4 GLC-Area-%
Oenothera biennis L. 长白山区野果种子脂肪酸的研究_赵淑春 . Study on Fatty Acids of Seed of Wild Fruit Trees of Changbai Mountain Area Shuchun Zhao; Li Fu; Ying Yu; Minti Liu Chinese Wild Plant Resource (1994) (1) 10-15 8.46 weight-%
Oenothera macrocarpa RESEARCH ON OENOTHERA RICH IN GAMMA-LINOLENIC ACID Pina, M.; Graille, J.; Grignac, P.; Lacombe, A.; Quenot, O.; Garnier, P. Oleagineux (1984) 39 593-596 8.5 GLC-Area-%
Myosotis suaveolens gamma-Linolenic and stearidonic acids in Mongolian Boraginaceae Tsevegsuren, N.; Aitzetmuller, K. Journal of the American Oil Chemists Society (1996) 73 1681-1684 8.5 GLC-Area-%
Oenothera macrocarpa RESEARCH ON OENOTHERA RICH IN GAMMA-LINOLENIC ACID Pina, M.; Graille, J.; Grignac, P.; Lacombe, A.; Quenot, O.; Garnier, P. Oleagineux (1984) 39 593-596 8.5 GLC-Area-%
Oenothera macrocarpa RESEARCH ON OENOTHERA RICH IN GAMMA-LINOLENIC ACID Pina, M.; Graille, J.; Grignac, P.; Lacombe, A.; Quenot, O.; Garnier, P. Oleagineux (1984) 39 593-596 8.5 GLC-Area-%
Lappula echinata NATURALLY OCCURRING ALL-CIS 6,9,12,15-OCTADECATETRAEONOIC ACID IN PLANT OILS Craig, B. M.; Bhatty, M. K. Journal of the American Oil Chemists Society (1964) 41 209-& 8.6 GLC-Area-%
Oenothera biennis RECENT PROGRESS IN RESEARCH ON ESSENTIAL FATTY-ACIDS Williams, J. Oleagineux (1980) 35 457-459 8.6 GLC-Area-%
Oenothera ammophila 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 8.6 weight-%
Clematis tangutica Seed Fatty Acids, «Front-End»-Desaturases and Chemotaxonomy — a Case Study in the Ranunculaceae Aitzetmüller, Kurt; Tsevegsüren, Nansadyn Journal of Plant Physiology (1994,4) 143 538-543 8.7 GLC-Area-%
Clematis tangutica Unpublished Aitzetmueller, K. et al. Unpublished results (1992) 8.7 GLC-Area-%
Oenothera fallax RESEARCH ON OENOTHERA RICH IN GAMMA-LINOLENIC ACID Pina, M.; Graille, J.; Grignac, P.; Lacombe, A.; Quenot, O.; Garnier, P. Oleagineux (1984) 39 593-596 8.7 GLC-Area-%
Oenothera longissima 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 8.7 weight-%