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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 451 - 500 of 962 in total
PlantSort off PublicationSort off ValueSort off UnitSort off
Acer tataricum semenovii 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 6.8 weight-%
Omphalodes linifolia Chemotaxonomic significance of fatty acids and tocopherols in Boraginaceae Velasco, L.; Goffman, F. D. Phytochemistry (1999) 52 423-426 6.8 GLC-Area-%
Oenothera lipsiensis 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 6.7 GLC-Area-%
Oenothera elata 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 6.7 GLC-Area-%
Oenothera elata 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 6.7 GLC-Area-%
Oenothera lipsiensis 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 6.7 GLC-Area-%
Lycopsis orientalis L. 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 6.7 weight-%
Lycopsis orientalis L. 青蒿籽油的组成分析研究_薛雅琳 . Study on the Composition of Artemisia apiaeea Hanee. Seed Oil Yalin Xue; Jing Li; Wanxin Cao China Oil and Fats (1997) 22(4) 42-43 6.7 weight-%
Primula scotica Δ6-Unsaturated fatty acids in species and tissues of the Primulaceae Sayanova, O.; Napier, J. A.; Shewry, P. R. Phytochemistry (1999) 52 419-422 6.7 GLC-Area-%
Oenothera argillicola 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 6.7 GLC-Area-%
Oenothera argillicola 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 6.7 GLC-Area-%
Lappula myosotis gamma-Linolenic and stearidonic acids in Mongolian Boraginaceae Tsevegsuren, N.; Aitzetmuller, K. Journal of the American Oil Chemists Society (1996) 73 1681-1684 6.7 GLC-Area-%
Lycopsis orientalis L. 草莓籽油脂肪酸组分分析_罗仓学 . Fatty acid compositions of strawberry seed oil LUO Cang-xue; ZHANG Guang-dong; CHEN Ran China Oils and Fats (2006) 31(5) 68-69 6.7 weight-%
Microula sikkimensis (C.B. Clarke) Hemsl. 锡金微孔草种子营养成分分析（GC) . Analysis of the Nutritional Components of Microula sikkimensis Seeds Pi Li; Han Fa; Hu Fengzu; Han Tao; Li Yikang; Cheng Dazhi Acta Nutrimenta Sinica (2013) 35(6) 620-621 6.68 weight-%
Hackelia deflexa gamma-Linolenic and stearidonic acids in Mongolian Boraginaceae Tsevegsuren, N.; Aitzetmuller, K. Journal of the American Oil Chemists Society (1996) 73 1681-1684 6.6 GLC-Area-%
Hackelia deflexa Unpublished Aitzetmueller, K. Tsevegsueren, N. unpublished results (1993) 6.6 GLC-Area-%
Echium glomeratum 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 6.6 GLC-Area-%
Echium glomeratum 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 6.6 GLC-Area-%
Saussurea salicifolia Unpublished unpublished results MRI (1995) 6.5 GLC-Area-%
Onagra biennis Unpublished unpublished results MRI Bundesforschungsanstalt Muenster (1995) 6.5 GLC-Area-%
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 6.46 weight-%
Hackelia floribunda 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 6.4 GLC-Area-%
Hackelia floribunda 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 6.4 GLC-Area-%
Cerinthe glabra Unpublished unpublished results MRI Bundesforschungsanstalt Muenster (1996) 6.4 GLC-Area-%
Anemone narcissiflora 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 6.3 GLC-Area-%
Oenothera depressa 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 6.3 GLC-Area-%
Euphorbia marginata Pursh 河南油脂植物 Oil Plants in Henan Junpu Zhang, J. L., and Huaishan W. Book: China’s International Broadcasting Press. (1996) 6.3 weight-%
Anemone narcissiflora Unpublished unpublished results MRI (1991) 6.3 GLC-Area-%
Telosma cordata (Burm. f.) Merr. 气相色谱_质谱法分析鹰嘴豆脂肪酸成分_孙凤 . Analysis of Fatty Acids in Cicer arietinum L. by Gas Chromatography-Mass Spectrometry Feng Sun; Yanhui Peng; Chengli Ding; Qiang Wang HERALD OF MEDICINE (2009) 28(11) 1503-1504 6.25 weight-%
Oenothera fraseri 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 6.2 GLC-Area-%
Oenothera fraseri 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 6.2 GLC-Area-%
Cryptantha grayi 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 6.2 GLC-Area-%
Oenothera fraseri 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 6.2 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 6.2 weight-%
Cryptantha grayi 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 6.2 GLC-Area-%
Oenothera rhombipetala 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 6.1 GLC-Area-%
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 6.1 weight-%
Oenothera rhombipetala 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 6.1 GLC-Area-%
Cannabis sativa Characterization of γ-linolenic acid in Ribes seed Traitler, H.; Winter, H.; Richli, U.; Ingenbleek, Y. Lipids (1984) 19 923-928 6.0 GLC-Area-%
Paracaryum angustifolium 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 6.0 GLC-Area-%
Cynoglossum officinale 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 6.0 GLC-Area-%
Ribes rubrum Characterization of γ-linolenic acid in Ribes seed Traitler, H.; Winter, H.; Richli, U.; Ingenbleek, Y. Lipids (1984) 19 923-928 6.0 GLC-Area-%
Acer spp. γ-Linolenic acid in Acer seed oils Bohannon, M. B.; Kleiman, R. Lipids (1976) 11 157-159 6.0 GLC-Area-%
Onosma apiculatum 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 6.0 GLC-Area-%
Acer tataricum γ-Linolenic acid in Acer seed oils Bohannon, M. B.; Kleiman, R. Lipids (1976) 11 157-159 6.0 GLC-Area-%
Primula glaucescens Δ6-Unsaturated fatty acids in species and tissues of the Primulaceae Sayanova, O.; Napier, J. A.; Shewry, P. R. Phytochemistry (1999) 52 419-422 6.0 GLC-Area-%
Onosma apiculatum 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 6.0 GLC-Area-%
Lithospermum apulum 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 6.0 GLC-Area-%
Lithospermum apulum 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 6.0 GLC-Area-%
Lithospermum apulum 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 6.0 GLC-Area-%