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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 501 - 550 of 962 in total
PlantSort off PublicationSort off ValueSort off UnitSort off
Araucaria bidwillii Arachidonic and eicosapentaenoic acids in Araucariaceae, a unique feature among seed plants Wolff, R. L.; Christie, W. W.; Aitzetmuller, K.; Pasquier, E.; Pedrono, F.; Destaillats, F.; Marpeau, A. M. Ocl-Oleagineux Corps Gras Lipides (2000) 7 113-117 5.9 GLC-Area-%
Oenothera tetragona 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 5.9 GLC-Area-%
Oenothera tetragona 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 5.9 GLC-Area-%
Primula denticulata Δ6-Unsaturated fatty acids in species and tissues of the Primulaceae Sayanova, O.; Napier, J. A.; Shewry, P. R. Phytochemistry (1999) 52 419-422 5.9 GLC-Area-%
Oenothera tetragona 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 5.8 GLC-Area-%
Cerinthe retorta Chemotaxonomic significance of fatty acids and tocopherols in Boraginaceae Velasco, L.; Goffman, F. D. Phytochemistry (1999) 52 423-426 5.8 GLC-Area-%
Oenothera tetragona 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 5.8 GLC-Area-%
Oenothera tetragona 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 5.8 GLC-Area-%
Ribes rubrum White Champagne 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 5.79 weight-%
Primula macrophylla Δ6-Unsaturated fatty acids in species and tissues of the Primulaceae Sayanova, O.; Napier, J. A.; Shewry, P. R. Phytochemistry (1999) 52 419-422 5.7 GLC-Area-%
Myosotis alpestris Chemotaxonomic significance of fatty acids and tocopherols in Boraginaceae Velasco, L.; Goffman, F. D. Phytochemistry (1999) 52 423-426 5.7 GLC-Area-%
Ribes glaciale Wall. 冰川茶藨种子中的脂肪酸含量的分析GC . Analysis of Fatty Acid Contents in Seeds of Ribes glacial Mei Liu; Zhixian Shi; Yueqin Yang; Fengzu Hu National chromatographic academic report corpus (2005) 5.61 weight-%
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 5.6 weight-%
Youngia tenuicaulis None Tsevegsueren, N. Ch. Otgonbajar Aitzetmueller, K. Werner, G. Reports of the Chemistry Institute (1995) None 37-42 5.6 weight-%
Caccinia macranthera Chemotaxonomic significance of fatty acids and tocopherols in Boraginaceae Velasco, L.; Goffman, F. D. Phytochemistry (1999) 52 423-426 5.5 GLC-Area-%
Lithospermum incisum Gamma-linolenic acid from fourteen boraginaceae species Guil-Guerrero, J. L.; García-Maroto, F.; Vilches-Ferrón, M. A.; López-Alonso, D. Industrial Crops and Products (2003) 18 85-89 5.5 GLC-Area-%
Trichodesma zeylanicum Fatty acid components of seed fats from four plant families Siddiqui, I. A.; Osman, S. M.; Subbaram, M. R.; Achaya, K. T. Journal of the Oil Technologists' Association of India (Mumbai, India) (1973) 5(1) 8-9 5.5 GLC-Area-%
Acer negundo 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 5.4 weight-%
Primula farinosa Δ6-Unsaturated fatty acids in species and tissues of the Primulaceae Sayanova, O.; Napier, J. A.; Shewry, P. R. Phytochemistry (1999) 52 419-422 5.4 GLC-Area-%
Punica granatum L. 石榴籽油的脂肪酸测定及功能_袁博 . Fatty Acid Composition and Biological and Physical Properties of Pomegranate Seed Oil YUAN Bo; GE Qun-mei; FENG You-jian; JIANG Ji-hong FOOD SCIENCE (2010) 31(14) 170-173 5.35 weight-%
Acer davidii grosseri 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 5.3 weight-%
Myosotis sylvatica Chemotaxonomic significance of fatty acids and tocopherols in Boraginaceae Velasco, L.; Goffman, F. D. Phytochemistry (1999) 52 423-426 5.3 GLC-Area-%
Solenanthus lanatus 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 5.2 weight-%
Lithospermum arvense Chemotaxonomic significance of fatty acids and tocopherols in Boraginaceae Velasco, L.; Goffman, F. D. Phytochemistry (1999) 52 423-426 5.2 GLC-Area-%
Ribes rubrum Mirana 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 5.15 weight-%
Cynoglossum officinale Unpublished unpublished results MRI (1996) 5.1 GLC-Area-%
Lithospermum arvense Chemotaxonomic significance of fatty acids and tocopherols in Boraginaceae Velasco, L.; Goffman, F. D. Phytochemistry (1999) 52 423-426 5.1 GLC-Area-%
Myosotis sylvatica 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 5.0 GLC-Area-%
Rochelia disperma 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 5.0 GLC-Area-%
Lappula redowskii 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 5.0 GLC-Area-%
Rochelia stylaris 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 5.0 GLC-Area-%
Rochelia stylaris 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 5.0 GLC-Area-%
Rochelia disperma 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 5.0 GLC-Area-%
Lappula redowskii 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 5.0 GLC-Area-%
Lithospermum tenuiflorum 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 5.0 GLC-Area-%
Brassica rapa Studies on the Chemical Composition of Korean Cruciferal Seed Kim, C.K. Lee, S.H. Han 'guk Nonghwa Hakhoechi (1987) 30 46-53 5.0 GLC-Area-%
Lappula redowskii 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 5.0 GLC-Area-%
Humulus lupulus THE SEED FAT OF HOPS (HUMULUS-LUPULUS L) Roberts, J. B.; Stevens, R. Chemistry & Industry (1963) 608-609 5.0 GLC-Area-%
Ribes rubrum Fractionation of blackcurrant seed oil Traifler, H.; Wille, H. J.; Studer, A. Journal of the American Oil Chemists Society (1988) 65 755-760 5.0 GLC-Area-%
Ribes stenocarpum Maxim. 显齿蛇葡萄种子脂肪酸GC-MS分析（GC-MS) . Analysis on Fatty Acids of the Ampelosis grossedentata by GC-MS ZHANG Ni; WANG Jia-sheng; HE Lei-lei; YU Qiu-ping; KONG Qi; YU Zheng-wen Seed (2013) 32(9) 17-18 4.93 weight-%
Ribes stenocarpum Maxim. 狭果茶_种子脂肪酸的分析_刘梅 . Analysis of the fatty acids in seeds of ribes stenocanpum LIU Mei; YANG Yue-qin; HU Feng-zu; SHI Zhi-xian CHINESE JOURNAL OF ANALYSIS LABORATORY (2004) 23(11) 36-38 4.93 weight-%
Asperugo procumbens 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 4.91 weight-%
Primula obconica Δ6-Unsaturated fatty acids in species and tissues of the Primulaceae Sayanova, O.; Napier, J. A.; Shewry, P. R. Phytochemistry (1999) 52 419-422 4.8 GLC-Area-%
Oenothera pumila 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 4.7 GLC-Area-%
Oenothera pumila 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 4.7 GLC-Area-%
Oenothera pumila 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 4.7 GLC-Area-%
Saussurea lipschitzii 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 4.7 GLC-Area-%
Anemone hortensis 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 4.6 GLC-Area-%
Saussurea pseudoalpina 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 4.6 GLC-Area-%
Saussurea lipschitzii 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 4.6 GLC-Area-%