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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 401 - 450 of 962 in total
PlantSort off PublicationSort off ValueSort off UnitSort off
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-%
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-%
Oenothera biennis Unpublished unpublished results MRI Bundesforschungsanstalt Muenster (1994) 8.0 GLC-Area-%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-%
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-%
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-%
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-%
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-%
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-%
Microula sikkimensis (C.B. Clarke) Hemsl. 冷榨法_超临界CO_2萃取法和有机溶剂浸出法提取山核桃油比较_肖仁显 . Comparison of Code Pressing, Supercritical Carbon Dioxide Extraction and Organic Solvent Exaction for the Extraction of Carya cathayensis Sarg. Oil Renxin Xiao; Zhonghai Chen; Qiuping Chen; Jianfu Shen Food Science (2012) 33(20) 51-55 7.8 weight-%
Cynoglossum nervosum 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 7.8 GLC-Area-%
Cynoglossum nervosum 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 7.8 GLC-Area-%
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-%
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-%
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-%
Oenothera parviflora 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 7.7 GLC-Area-%
Oenothera parviflora 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 7.7
Oenothera parviflora 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 7.7 GLC-Area-%
Anemone spp. OILS FROM 4 RANUNCULACEAE-D Freiman, R. E.; Markman, A. L. Khimiya Prirodnykh Soedinenii (1968) 4 246-247 7.6 GLC-Area-%
Oenothera ammophila 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 7.6 GLC-Area-%
Oenothera ammophila 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 7.6 GLC-Area-%
Oenothera rosea L`Hér. ex Aiton 六种唇形科种子营养成分比较分析 . COMPARATIVE ANALYSIS ON THE NUTRITIONAL COMPOSITION oF SIX KINDS OF LABIATAE SEEDS LIN Wen-qun; CHEN Zhong NATURAL PRODUCT RESEARCH AND DEVELOPMENT (2003) 15（3） 239-241 7.55 weight-%
Oenothera ersteinensis 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 7.5 GLC-Area-%
Oenothera ersteinensis 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 7.5 GLC-Area-%
Oenothera ersteinensis 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 7.5 GLC-Area-%
Microula sikkimensis (C.B. Clarke) Hemsl. 微孔草籽油脂肪酸的HPLC_MS分析_曹越 . HPLC-MS analysis of fatty acids in Microula sikkimensis Hemsl seed oil CAO Yue; ZHAO Xian'en; SUO Yourui CHINA OILS AND FATS (2010) 35(4) 72-76 7.43 weight-%
Anchusa strigosa 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 7.4 GLC-Area-%
Anchusa strigosa 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 7.4 GLC-Area-%
Paeonia suffruticosa var. papaveracea (Andrews) A. Kern. 紫草籽油的超临界CO_2萃取及其脂肪酸含量分析_戴震安 . Supercritical-CO_2 fluid extraction and fatty acid contents analysis of lithospermum seeds oil DAI Zhen-an; ZHOU Yong-chuan; DENG Xiu China Oils and Fats (2004) 29(11) 49-50 7.32 weight-%
Lappula squarrosa Chemotaxonomic significance of fatty acids and tocopherols in Boraginaceae Velasco, L.; Goffman, F. D. Phytochemistry (1999) 52 423-426 7.3 GLC-Area-%
Myosotis sylvatica gamma-Linolenic and stearidonic acids in Mongolian Boraginaceae Tsevegsuren, N.; Aitzetmuller, K. Journal of the American Oil Chemists Society (1996) 73 1681-1684 7.3 GLC-Area-%
Saussurea salicifolia 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 7.2 GLC-Area-%
Ribes giraldii Jancz. 相应面试验化超临界CO2萃取胭脂萝卜籽油工艺及其脂肪酸组成分析（GC-MS) . Optimization of Supercritical CO2 Extraction of "Yanzhi" Red Radish Seed Oil and Analysis of Its Fatty Acid Composition ZHANG Jie; DENG Xu; SHAO Chengbin; YU Yang; LIANG Chong Food Science (2015) 36(24) 46-50 7.11 weight-%
Lappula echinata gamma-Linolenic and stearidonic acids in Mongolian Boraginaceae Tsevegsuren, N.; Aitzetmuller, K. Journal of the American Oil Chemists Society (1996) 73 1681-1684 7.1 GLC-Area-%
Oenothera parviflora 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 7.1 GLC-Area-%
Lappula intermedia gamma-Linolenic and stearidonic acids in Mongolian Boraginaceae Tsevegsuren, N.; Aitzetmuller, K. Journal of the American Oil Chemists Society (1996) 73 1681-1684 7.1 GLC-Area-%
Oenothera parviflora 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 7.1 GLC-Area-%
Acer mandschuricum 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 7.1 weight-%
Clematis recta Unpublished unpublished results MRI (1994) 7.0 GLC-Area-%
Acer negundo γ-Linolenic acid in Acer seed oils Bohannon, M. B.; Kleiman, R. Lipids (1976) 11 157-159 7.0 GLC-Area-%
Oenothera hookeri 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 7.0 GLC-Area-%
Oenothera strigosa 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 7.0 GLC-Area-%
Oenothera hookeri 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 7.0 GLC-Area-%
Oenothera strigosa 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 7.0 GLC-Area-%
Saussurea salicifolia 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 6.9 GLC-Area-%
Lappula granulata gamma-Linolenic and stearidonic acids in Mongolian Boraginaceae Tsevegsuren, N.; Aitzetmuller, K. Journal of the American Oil Chemists Society (1996) 73 1681-1684 6.9 GLC-Area-%
Echium horridum 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 6.9 weight-%
Myosotis arvensis 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-& 6.9 GLC-Area-%