Exploring Phylogenetic Relationships between Hundreds of Plant Fatty Acids Synthesized by Thousands of Plants. more details ...
View Tree

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 101 - 150 of 962 in total
PlantSort off PublicationSort off ValueSort off UnitSort off
Lithospermum officinale Unpublished unpublished results MRI (1992) 16.6 GLC-Area-%
Lithospermum officinale Chemotaxonomic significance of fatty acids and tocopherols in Boraginaceae Velasco, L.; Goffman, F. D. Phytochemistry (1999) 52 423-426 16.6 GLC-Area-%
Ribes nigrum FATTY-ACID COMPOSITION AND QUALITY DATA FOR OILS RICH IN GLA Uzzan, A.; Helme, J. P.; Klein, J. M. Revue Francaise Des Corps Gras (1992) 39 339-344 16.3 GLC-Area-%
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-%
Echium simplex Chemotaxonomic significance of fatty acids and tocopherols in Boraginaceae Velasco, L.; Goffman, F. D. Phytochemistry (1999) 52 423-426 16.2 GLC-Area-%
Gastrocotyle hispida 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 16.0 GLC-Area-%
Ribes nigrum Fatty acid composition of Saxifragaceae oils Ucciani, Eugene; Costagliola, Guy; Gruber, Michel OCL-OLEAGINEUX CORPS GRAS LIPIDES (1995) 2 491-493 16.0 GLC-Area-%
Ribes nigrum Ribes nigrum seed oil Lercker, G.; Cocchi, M.; Turchetto, E. Rivista Italiana delle Sostanze Grasse (1988) 65 1-6 16.0 GLC-Area-%
Gastrocotyle hispida 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 16.0 GLC-Area-%
Symphytum uplandicum 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 15.9 GLC-Area-%
Echium russicum 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 15.8 GLC-Area-%
Soldanella alpina Δ6-Unsaturated fatty acids in species and tissues of the Primulaceae Sayanova, O.; Napier, J. A.; Shewry, P. R. Phytochemistry (1999) 52 419-422 15.8 GLC-Area-%
Ribes diacanthum Pall. 长柄扁桃及6个近缘种营养成分研究GC-MS . Studies on the Nutritional Components of Prunus pedunculata (Pall.) Maxim. and Its Six Related Species Heng Ma Thesis (2013) 15.77 weight-%
Primula malacoides Δ6-Unsaturated fatty acids in species and tissues of the Primulaceae Sayanova, O.; Napier, J. A.; Shewry, P. R. Phytochemistry (1999) 52 419-422 15.7 GLC-Area-%
Ribes procumbens Pall. 长柄扁桃及6个近缘种营养成分研究GC-MS . Studies on the Nutritional Components of Prunus pedunculata (Pall.) Maxim. and Its Six Related Species Heng Ma Thesis (2013) 15.67 weight-%
Ribes nigrum Gas chromatography analysis of blackcurrant oil in relation to its stability Stránský, K.; Zarevúcka, M.; Wimmer, Z. Food Chemistry (2005) 92 569-573 15.61 GLC-Area-%
Lithospermum arvense Donnees Chimiotaxinomiques sur les Boraginacees P. Tetenyi Acta Botanica Academiae Scientiarum Hungaricae (1974) 20 159-167 15.6 GLC-Area-%
Anchusa arvensis Chemotaxonomic significance of fatty acids and tocopherols in Boraginaceae Velasco, L.; Goffman, F. D. Phytochemistry (1999) 52 423-426 15.5 GLC-Area-%
Ribes nigrum Ometa 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 15.49 weight-%
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-%
Ribes palczewskii (Jancz.) Pojark. 长柄扁桃及6个近缘种营养成分研究GC-MS . Studies on the Nutritional Components of Prunus pedunculata (Pall.) Maxim. and Its Six Related Species Heng Ma Thesis (2013) 15.36 weight-%
Lithospermum officinale Chemotaxonomic significance of fatty acids and tocopherols in Boraginaceae Velasco, L.; Goffman, F. D. Phytochemistry (1999) 52 423-426 15.3 GLC-Area-%
Ribes nigrum Stearidonic acid (18:4ω3) in Primula florindae Aitzetmüller, K.; Werner, Gisela Phytochemistry (1991,1) 30 4011-4013 15.3 GLC-Area-%
Ribes nigrum Stearidonic acid (18:4ω3) in Primula florindae Aitzetmüller, K.; Werner, Gisela Phytochemistry (1991,1) 30 4011-4013 15.3 GLC-Area-%
Anchusa arvensis Chemotaxonomic significance of fatty acids and tocopherols in Boraginaceae Velasco, L.; Goffman, F. D. Phytochemistry (1999) 52 423-426 15.2 GLC-Area-%
Pectocarya platycarpa 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 15.2 GLC-Area-%
Pectocarya platycarpa 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 15.2 GLC-Area-%
Echium wildpretii Occurrence and characterization of oils rich in γ-linolenic acid part I: Echium seeds from Macaronesia Guil-Guerrero, J. L.; Gomez-Mercado, F.; Garcia-Maroto, F.; Campra-Madrid, P. Phytochemistry (2000) 53 451-456 15.16 GLC-Area-%
Lithospermum arvense 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 15.0 GLC-Area-%
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-%
Ribes nigrum L. 长柄扁桃及6个近缘种营养成分研究GC-MS . Studies on the Nutritional Components of Prunus pedunculata (Pall.) Maxim. and Its Six Related Species Heng Ma Thesis (2013) 14.94 weight-%
Ribes nigrum Stearidonic acid (18:4ω3) in Primula florindae Aitzetmüller, K.; Werner, Gisela Phytochemistry (1991,1) 30 4011-4013 14.6 GLC-Area-%
Collospermum hastatum SEED FATS OF ASTELIA AND COLLOSPERMUM FAMILY LILIACEAE Morice, I. M. Journal of the Science of Food and Agriculture (1967) 18 343-& 14.4 GLC-Area-%
Pulmonaria obscura Chemotaxonomic significance of fatty acids and tocopherols in Boraginaceae Velasco, L.; Goffman, F. D. Phytochemistry (1999) 52 423-426 14.3 GLC-Area-%
Lycopsis arvensis Donnees Chimiotaxinomiques sur les Boraginacees P. Tetenyi Acta Botanica Academiae Scientiarum Hungaricae (1974) 20 159-167 14.3 GLC-Area-%
Ribes nigrum Stearidonic acid (18:4ω3) in Primula florindae Aitzetmüller, K.; Werner, Gisela Phytochemistry (1991,1) 30 4011-4013 14.2 GLC-Area-%
Ribes nigrum Stearidonic acid (18:4ω3) in Primula florindae Aitzetmüller, K.; Werner, Gisela Phytochemistry (1991,1) 30 4011-4013 14.2 GLC-Area-%
Anchusa leptophylla 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 14.15 weight-%
Symphytum tuberosum Donnees Chimiotaxinomiques sur les Boraginacees P. Tetenyi Acta Botanica Academiae Scientiarum Hungaricae (1974) 20 159-167 14.1 GLC-Area-%
Lithospermum arvense 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 14.0 GLC-Area-%
Anchusa leptophylla 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 14.0 GLC-Area-%
Oenothera biennis Evening primrose (Oenothera spp.) oil and seed Hudson, B. J. F. Journal of the American Oil Chemists' Society (1984) 61 540-543 14.0 GLC-Area-%
Lithospermum arvense 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 14.0 GLC-Area-%
Rochelia stylaris 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 14.0 GLC-Area-%
Anchusa leptophylla 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 14.0 GLC-Area-%
Echium rubrum 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 14.0 GLC-Area-%
Rochelia stylaris 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 14.0 GLC-Area-%
Echium rubrum 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 14.0 GLC-Area-%
Asperugo procumbens Donnees Chimiotaxinomiques sur les Boraginacees P. Tetenyi Acta Botanica Academiae Scientiarum Hungaricae (1974) 20 159-167 14.0 GLC-Area-%
Lithospermum erythrorhizon Siebold & Zucc. 紫花苜蓿种子化学成分的研究_杨宝灵 . Study on the chemical components in alfalfa seed YANG Bao-ling Grassland and Turf (2004) (3) 33-35 14.0 weight-%