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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 601 - 650 of 962 in total
PlantSort off PublicationSort off ValueSort off UnitSort off
Eurycorymbus cavaleriei (H. Lév.) Rehder & Hand.-Mazz. 伞花木种仁油的理化性质及脂肪酸组成分析 GC . Physicochemical property and fatty acid composition of Eurycorymbus cavaleriei (Sapindaceae) seed oil CAO Limin; TENG Tao; WU Yinxiao; CAO Ming  China Oils and Fats (2014) 39(8) 95-97 3.62 weight-%
Cerinthe gymnandra 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 3.6 weight-%
Acer ginnala γ-Linolenic acid in Acer seed oils Bohannon, M. B.; Kleiman, R. Lipids (1976) 11 157-159 3.5 GLC-Area-%
Atragene sibirica Unpublished Tsevegsueren, N. Aitzetmueller, K. unpublished results (1992) 3.5 GLC-Area-%
Acer spp. γ-Linolenic acid in Acer seed oils Bohannon, M. B.; Kleiman, R. Lipids (1976) 11 157-159 3.5 GLC-Area-%
Scrophularia michoniana 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 3.5 GLC-Area-%
Atragene sibirica 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 3.5 GLC-Area-%
Atragene sibirica Unpublished unpublished results MRI (1992) 3.5 GLC-Area-%
Scrophularia michoniana 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 3.5 GLC-Area-%
Lycium chinense Mill. 超临界CO_2萃取枸杞籽油的研究_潘太安 . Studies on the extraction of oil from wolfberry seeds with supercritical CO2 PAN Tai an; LIU Dong hua; MAO Zhong ying; ZHANG Jian cheng JOURNAL OF NINGXIA UNIVERSITY(NATURAL SCIENCE EDITION) (2000) 21(2) 156-158 3.4 weight-%
Larix sibirica 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 3.4 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 3.4 weight-%
Ribes inebrians 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 3.4 GLC-Area-%
Primula alpicola Stearidonic acid (18:4ω3) in Primula florindae Aitzetmüller, K.; Werner, Gisela Phytochemistry (1991,1) 30 4011-4013 3.3 GLC-Area-%
Myosotis discolor Chemotaxonomic significance of fatty acids and tocopherols in Boraginaceae Velasco, L.; Goffman, F. D. Phytochemistry (1999) 52 423-426 3.2 GLC-Area-%
Cardamine impatiens L. 河南油脂植物 Oil Plants in Henan Junpu Zhang, J. L., and Huaishan W. Book: China’s International Broadcasting Press. (1996) 3.1 weight-%
Microula sikkimensis (C.B. Clarke) Hemsl. 含α-桐酸的两种油料植物-黄民权(GC) . Two Oily Plants Containing a-eleostearic Acid Hung Min-Quan Chinese Bulletin of Botany (1983) 1(2) 24-25 3.1 weight-%
Saussurea parviflora 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 3.1 GLC-Area-%
Cynoglossum cheirifolium 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 3.0 weight-%
Arnebia griffithii 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 3.0 GLC-Area-%
Arnebia griffithii 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 3.0 GLC-Area-%
Cynoglossum pictum 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 3.0 GLC-Area-%
Solenanthus apenninus Chemotaxonomic significance of fatty acids and tocopherols in Boraginaceae Velasco, L.; Goffman, F. D. Phytochemistry (1999) 52 423-426 2.9 GLC-Area-%
Oenothera versicolor 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 2.9 GLC-Area-%
Oenothera versicolor 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 2.9 GLC-Area-%
Saussurea parviflora 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 2.9 GLC-Area-%
Lycium barbarum Fatty acids of some Solanaceae seed oil Tsevegsueren, N.; Aitzetmueller, K.; Bruehl, L. National University of Mongolia - Scientific Journal Chemistry (1999) 2 56-61 2.9 GLC-Area-%
Oenothera versicolor 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 2.9 GLC-Area-%
Lycium chinense Mill. 超临界CO_2萃取工艺条件对栀子油脂肪酸组成及其抗氧化活性的影响_包亚妮 . Effect of Supercritical Carbon Dioxide Extraction Conditions on Fatty Acid Composition and Antioxidant Activity of Gardenia Fruit Oil BAO Ya-ni;DONG Jian-qing;YUAN Fang Food Science (2011) 32(10) 12-17 2.82 weight-%
Primula alpicola Stearidonic acid (18:4ω3) in Primula florindae Aitzetmüller, K.; Werner, Gisela Phytochemistry (1991,1) 30 4011-4013 2.8 GLC-Area-%
Acer sieboldianum 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 2.8 weight-%
Cannabis sativa Fatty acid profiles of 80 vegetable oils with regard to their nutritional potential Dubois, V.; Breton, S.; Linder, M.; Fanni, J.; Parmentier, M. European Journal of Lipid Science and Technology (2007) 109 710-732 2.8 GLC-Area-%
Lycium chinense Mill. 超临界CO_2萃取黑莓籽油及其成分分析_周鸣谦 . Supercritical Carbon Dioxide Extraction and Fatty Acid Composition Analysis of Blackberry Seed Oil ZHOU Ming-qian;LIU Yun-he;LIN Chun-mei Food Science (2012) 33(8) 39-42 2.8 weight-%
Ribes himalense Royle ex Decne. 桃仁和苦杏仁营养成分比较_张玲 . Comparison of Nutritional Components of Prunus persica (L.) Batsch and Semen Armeniacae Amarum kernels Ling Zhang; Baoguo Li Food Science (1994) 15(4) 41-41 2.7 weight-%
Ribes qingzangense? L. 青海蓖麻籽中脂肪酸的组成分析 GC . Analysis of Fatty Acids in Ricinus communis L. from Qinghai Province Fengyun An; Qingyuan Liu Science and Technology of Qinghai Agriculture and Forestry (2003) 13(3) 25-26 2.6 weight-%
Cynoglossum cheirifolium 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 2.6 weight-%
Dodecatheon tetrandrum Δ6-Unsaturated fatty acids in species and tissues of the Primulaceae Sayanova, O.; Napier, J. A.; Shewry, P. R. Phytochemistry (1999) 52 419-422 2.5 GLC-Area-%
Heliotropium arborescens Chemotaxonomic significance of fatty acids and tocopherols in Boraginaceae Velasco, L.; Goffman, F. D. Phytochemistry (1999) 52 423-426 2.4 GLC-Area-%
Lycium barbarum Unpublished unpublished results MRI (1996) 2.4 GLC-Area-%
Lycium barbarum Fatty acids of some Solanaceae seed oil Tsevegsueren, N.; Aitzetmueller, K.; Bruehl, L. National University of Mongolia - Scientific Journal Chemistry (1999) 2 56-61 2.4 GLC-Area-%
Corallina officinalis Fatty acid composition of ten marine algae from australian waters Johns, R. B.; Nichols, P. D.; Perry, G. J. Phytochemistry (1979) 18 799-802 2.35 GLC-Area-%
Oenothera stricta 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 2.3 GLC-Area-%
Oenothera stricta 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 2.3 GLC-Area-%
Acer pseudoplatanus 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 2.3 weight-%
Acer heldreichii γ-Linolenic acid in Acer seed oils Bohannon, M. B.; Kleiman, R. Lipids (1976) 11 157-159 2.3 GLC-Area-%
Acer spp. γ-Linolenic acid in Acer seed oils Bohannon, M. B.; Kleiman, R. Lipids (1976) 11 157-159 2.3 GLC-Area-%
Oenothera stricta 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 2.3 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 2.3 GLC-Area-%
Primula petiolaris Δ6-Unsaturated fatty acids in species and tissues of the Primulaceae Sayanova, O.; Napier, J. A.; Shewry, P. R. Phytochemistry (1999) 52 419-422 2.2 GLC-Area-%
Primula scotica w. j. hooker Δ6-Unsaturated fatty acids in species and tissues of the Primulaceae Sayanova, O.; Napier, J. A.; Shewry, P. R. Phytochemistry (1999) 52 419-422 2.2 GLC-Area-%