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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 151 - 200 of 962 in total
Plant PublicationSort off ValueSort off UnitSort off
Aster yunnanensis Unpublished unpublished results MRI (1988/89) 0.3 GLC-Area-%
Astragalus sinicus 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) 11.4 weight-%
Astrocaryum gynacanthum FATTY ACID COMPOSITION OF THE OIL FROM THE FRUIT OF THREE SPECIES OF PALM TREES FOUND IN THE AMAZON: Astrocaryum gynacanthum, Geonoma deversa, AND Iriartella setigera M. C. O. Moura, L. A. M. A. Costa, and A. Flach Chemistry of Natural Compounds (2020) 56 706-708 0.17 weight-%
Atragene sibirica Unpublished Tsevegsueren, N. Aitzetmueller, K. unpublished results (1992) 3.5 GLC-Area-%
Atragene sibirica Unpublished unpublished results MRI (1992) 3.5 GLC-Area-%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Atragene sibirica Unpublished unpublished results MRI (1992) 3.8 GLC-Area-%
Bauhinia purpurea Characterisation of fatty acids and bioactive compounds of kachnar (Bauhinia purpurea L.) seed oil Ramadan, Mohamed Fawzy; Sharanabasappa, G.; Seetharam, Y.N.; Seshagiri, M.; Moersel, Joerg-Thomas Food Chemistry (2006,1) 98 359-365 0.17 GLC-Area-%
Bifora radians Unpublished unpublished results MRI (1999) 0.0 GLC-Area-%
Bischofia polycarpa (H. Lév.) Airy Shaw 河南油脂植物 Oil Plants in Henan Junpu Zhang, J. L., and Huaishan W. Book: China’s International Broadcasting Press. (1996) 60.0 weight-%
Boisduvalia densiflora 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 0.0 weight-%
Borago officinalis L. 几种早实核桃坚果中蛋白质_脂肪酸组成成分分析_郝艳宾 . Analysis of Protein and Fatty Acid Composition in Several Kinds of precocious Walnut Nuts Yanbin Hao; Kejian Wang; Shulan Wang; Yanling Zhuang Food Science (2002) 23(10) 123-125 18.78 weight-%
Borago trabutii Fatty acid profiles and sn -2 fatty acid distribution of γ-linolenic acid-rich Borago species Guil-Guerrero, José Luis; Gómez-Mercado, Francisco; Ramos-Bueno, Rebeca Pilar; González-Fernández, María José; Urrestarazu, Miguel; Jiménez-Becker, Silvia; de Bélair, Gérard Journal of Food Composition and Analysis (2018) 66 74-80 18.9 weight-%
Borago officinalis L. 两种海桐属植物种子油脂肪酸组成的分析评价_翁德宝 . Analysis and Evaluation of Fatty Acids in the Seed Oils of Two Species of Pittosporum Banks ex Soland.apud Gaertn WENG De-bao; HUANG Xie-fang; WANG Hai-feng AMINO ACIDS AND BIOTIC RESOURCES (2000) 22（3） 6-8 19.42 weight-%
Borago officinalis Screening of lipases for enzymatic concentration of γ-linolenic acid (GLA) from seed oils López-Martínez, J. C.; Campra-Madrid, P.; Ramírez-Fajardo, A.; Esteban-Cerdán, L.; Guil-Guerrero, J. L. Journal of Food Lipids (2006) 13 362-374 22.5 GLC-Area-%
Borago officinalis Urea-based fractionation of seed oil samples containing fatty acids and acylglycerols of polyunsaturated and hydroxy fatty acids Hayes, Douglas G.; Van Alstine, James M.; Setterwall, Fredrik Journal of the American Oil Chemists' Society (2000,2) 77 207-213 21.7 GLC-Area-%
Borago pygmaea Fatty acid profiles and sn -2 fatty acid distribution of γ-linolenic acid-rich Borago species Guil-Guerrero, José Luis; Gómez-Mercado, Francisco; Ramos-Bueno, Rebeca Pilar; González-Fernández, María José; Urrestarazu, Miguel; Jiménez-Becker, Silvia; de Bélair, Gérard Journal of Food Composition and Analysis (2018) 66 74-80 22.9 weight-%
Borago officinalis Fatty acid profiles and sn -2 fatty acid distribution of γ-linolenic acid-rich Borago species Guil-Guerrero, José Luis; Gómez-Mercado, Francisco; Ramos-Bueno, Rebeca Pilar; González-Fernández, María José; Urrestarazu, Miguel; Jiménez-Becker, Silvia; de Bélair, Gérard Journal of Food Composition and Analysis (2018) 66 74-80 19.8 weight-%
Borago officinalis 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 16.3 GLC-Area-%
Borago officinalis 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 20.0 GLC-Area-%
Borago officinalis 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 19.92 weight-%
Borago morisiana Fatty acid profiles and sn -2 fatty acid distribution of γ-linolenic acid-rich Borago species Guil-Guerrero, José Luis; Gómez-Mercado, Francisco; Ramos-Bueno, Rebeca Pilar; González-Fernández, María José; Urrestarazu, Miguel; Jiménez-Becker, Silvia; de Bélair, Gérard Journal of Food Composition and Analysis (2018) 66 74-80 23.1 weight-%
Borago longifolia Fatty acid profiles and sn -2 fatty acid distribution of γ-linolenic acid-rich Borago species Guil-Guerrero, José Luis; Gómez-Mercado, Francisco; Ramos-Bueno, Rebeca Pilar; González-Fernández, María José; Urrestarazu, Miguel; Jiménez-Becker, Silvia; de Bélair, Gérard Journal of Food Composition and Analysis (2018) 66 74-80 19.0 weight-%
Borago officinalis Donnees Chimiotaxinomiques sur les Boraginacees P. Tetenyi Acta Botanica Academiae Scientiarum Hungaricae (1974) 20 159-167 19.0 GLC-Area-%
Borago officinalis BORAGO-PYGMEA - A NEW SOURCE OF GAMMA-LINOLENIC ACID Ucciani, E.; Mallet, G.; Gamisans, J. Revue Francaise Des Corps Gras (1992) 39 135-138 24.4 GLC-Area-%
Borago officinalis L. 玻璃苣种子中脂肪酸含量的测定_张红梅（GC） . Determination of Fatty Acid Content in Borage seed ZHANG Hong-mei; LI Si-ying; CAI Bao-hong Journal of Anhui Agricultural Sciences (2014) 42(31) 11223-11224 17.52 weight-%
Borago officinalis 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 21.9 GLC-Area-%
Borago officinalis Chemotaxonomic significance of fatty acids and tocopherols in Boraginaceae Velasco, L.; Goffman, F. D. Phytochemistry (1999) 52 423-426 18.5 GLC-Area-%
Borago pygmaea BORAGO-PYGMEA - A NEW SOURCE OF GAMMA-LINOLENIC ACID Ucciani, E.; Mallet, G.; Gamisans, J. Revue Francaise Des Corps Gras (1992) 39 135-138 25.1 GLC-Area-%
Borago officinalis Estudio de Ia presencia del acido gamma-linolenico en los aceites vegetales Pedro Mario, Fernandez San Juan Alimentaria (1992) 29 49-52 24.9 GLC-Area-%
Borago officinalis L. 超临界CO_2流体萃取南瓜籽油的质量研究_李全宏 . Study on Pumpkin Seed Oil Extraction by Supercritical CO_2 Fluid LI Quan-Hong; YAN Hong; WANG Shao-Xiao; CAI Tong-Yi Food Science (2002) 23(4) 22-25 18.78 weight-%
Borago officinalis BORAGO-PYGMEA - A NEW SOURCE OF GAMMA-LINOLENIC ACID Ucciani, E.; Mallet, G.; Gamisans, J. Revue Francaise Des Corps Gras (1992) 39 135-138 18.5 GLC-Area-%
Borago officinalis Lipid components of borage (Borago officinalis L.) seeds and their changes during germination Senanayake, S. P. J. Namal; Shahidi, Fereidoon Journal of the American Oil Chemists' Society (2000) 77 55-61 20.5 GLC-Area-%
Borago pygmaea BORAGO-PYGMEA - A NEW SOURCE OF GAMMA-LINOLENIC ACID Ucciani, E.; Mallet, G.; Gamisans, J. Revue Francaise Des Corps Gras (1992) 39 135-138 27.9 GLC-Area-%
Borago officinalis 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 20.0 GLC-Area-%
Borago officinalis OENOTHERA SPECIES AND BORAGO-OFFICINALIS - SOURCES OF GAMMA-LINOLENIC ACID Muuse, B. G.; Essers, M. L.; Vansoest, L. J. M. Netherlands Journal of Agricultural Science (1988) 36 357-363 22.93 GLC-Area-%
Borago officinalis Donnees Chimiotaxinomiques sur les Boraginacees P. Tetenyi Acta Botanica Academiae Scientiarum Hungaricae (1974) 20 159-167 22.9 GLC-Area-%
Borago officinalis Chemotaxonomic significance of fatty acids and tocopherols in Boraginaceae Velasco, L.; Goffman, F. D. Phytochemistry (1999) 52 423-426 24.4 GLC-Area-%
Borago officinalis Unpublished unpublished results MRI (1991) 20.2 GLC-Area-%
Borago officinalis 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 20.0 GLC-Area-%
Borago officinalis Unpublished unpublished results MRI (1994) 23.0 GLC-Area-%
Borago officinalis BORAGO-PYGMEA - A NEW SOURCE OF GAMMA-LINOLENIC ACID Ucciani, E.; Mallet, G.; Gamisans, J. Revue Francaise Des Corps Gras (1992) 39 135-138 24.8 GLC-Area-%
Bothriospermum chinense Bunge 班种草籽油中脂肪酸组成的研究_王雪萍 . Studies on the composition of fatty acids in Bothriospermum Bunge. Seeds oil Wang Xueping; An Chengxi; Yang Xuqi; Wang Fachun; Yu Xu; Song Ning Journal of Qinghai Normal University (Natural Science) (2002) （2） 370-374 10.55 weight-%
Brassica oleracea var. capitata 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) 15.0 weight-%
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-%
Brunnera orientalis 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 15.4 GLC-Area-%
Buglossoides purpureocaeruleum 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 18.5 GLC-Area-%
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-%
Caesalpinia spinosa CHEMICAL-COMPOSITION OF TARA SEED (CAESALPINIA-SPINOSA, CAESALPINIACEAE) .1. FATTY-ACIDS AND STEROLS - SCIENTIFIC NOTE Rahanitriniaina, D.; Artaud, J.; Iatrides, M. C.; Gaydou, E. M. Revue Francaise Des Corps Gras (1984) 31 249-252 0.1 GLC-Area-%
Caloncoba echinata NEW CYCLOPENTENYL FATTY-ACIDS IN FLACOURTIACEAE - STRAIGHT-CHAIN FATTY-ACIDS AND CYCLIC FATTY-ACIDS IN LIPIDS DURING MATURATION OF SEEDS Spener, F.; Mangold, H. K. Biochemistry (1974) 13 2241-2248 0.02 GLC-Area-%