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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 301 - 350 of 962 in total
PlantSort off PublicationSort off ValueSort off UnitSort off
Cerinthe minor Chemotaxonomic significance of fatty acids and tocopherols in Boraginaceae Velasco, L.; Goffman, F. D. Phytochemistry (1999) 52 423-426 10.0 GLC-Area-%
Amsinckia tessellata 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 10.0 GLC-Area-%
Oenothera biennis REESTERIFICATION OF POLY-UNSATURATED FATTY-ACID CONCENTRATES Wille, H. J.; Malherbe, M. C. Fett Wissenschaft Technologie-Fat Science Technology (1987) 89 480-485 10.0 GLC-Area-%
Amsinckia tessellata 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 10.0 GLC-Area-%
Moltkia aurea 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 10.0 GLC-Area-%
Amsinckia tessellata 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 10.0 GLC-Area-%
Oenothera biennis 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 10.0 GLC-Area-%
Oenothera glazioviana Micheli 红花种子醇溶蛋白及其含油率和脂肪酸分析(GC-MS) . Analysis of gliadin and oil percentage, fatty acid of safflower seeds Renjian Liu Thesis-Sichuan Agricultural University (2006) 9.96 weight-%
Chelonopsis pseudobracteata var. rubra C.Y. Wu & H.W. Li 红桦白桦二种野生植物籽油的脂肪酸成份的研究_孙刚 . Study on Seed Oil Fatty Acid Composition of Two Kinds of Wild Plants (Betula albosinensis Burkill and Betula platyphylla Sukaczev) Gang Sun; Xueping Wang Science and Technology of Qinghai Agriculture and Forestry (2000) (3) 7-8 9.96 weight-%
Alkanna froedinii 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 9.9 GLC-Area-%
Alkanna froedinii 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 9.9 GLC-Area-%
Oenothera perennis 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 9.8 GLC-Area-%
Oenothera perennis 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 9.8 GLC-Area-%
Oenothera perennis 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 9.8 GLC-Area-%
Echium plantagineum The occurrence of 6,9,12,15-octadecatetraenoic acid in Echium plantagineum seed oil Smith, C. R.; Hagemann, J. W.; Wolff, I. A. Journal of the American Oil Chemists' Society (1964) 41 290-291 9.7 GLC-Area-%
Oenothera biennis Unpublished unpublished results MRI Bundesforschungsanstalt Muenster (1991) 9.7 GLC-Area-%
Oenothera biennis γ-linolenic acid inAnemone spp. seed lipids Tsevegsüren, Nansadyn; Aitzetmüller, Kurt Lipids (1993,9) 28 841-846 9.7 GLC-Area-%
Scrophularia marilandica 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 9.6 GLC-Area-%
Oenothera coronifera 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 9.6 GLC-Area-%
Myosotis caespitosa gamma-Linolenic and stearidonic acids in Mongolian Boraginaceae Tsevegsuren, N.; Aitzetmuller, K. Journal of the American Oil Chemists Society (1996) 73 1681-1684 9.6 GLC-Area-%
Oenothera coronifera 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 9.6 GLC-Area-%
Oenothera coronifera 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 9.6 GLC-Area-%
Scrophularia marilandica 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 9.6 GLC-Area-%
Nasa ranunculifolia Unpublished Aitzetmueller, K. Weigend, M. unpublished data (2000) 9.54 GLC-Area-%
Oenothera biennis 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 9.5 GLC-Area-%
Oenothera fruticosa 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 9.4 GLC-Area-%
Oenothera fruticosa 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 9.4 GLC-Area-%
Oenothera fruticosa 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 9.4 GLC-Area-%
Oenothera paradoxa Chemical composition, organic matter digestibility and fatty acid content of evening primrose (Oenothera paradoxa) during its growth cycle Peiretti, P. G.; Palmegiano, G. B.; Masoero, G. Animal Feed Science and Technology (2004) 116 293-299 9.4 GLC-Area-%
Lindelofia longiflora Chemotaxonomic significance of fatty acids and tocopherols in Boraginaceae Velasco, L.; Goffman, F. D. Phytochemistry (1999) 52 423-426 9.4 GLC-Area-%
Oenothera grandiflora 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 9.3 GLC-Area-%
Oenothera grandiflora 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 9.3 GLC-Area-%
Lycium ruthenicum Fatty acids of some Solanaceae seed oil Tsevegsueren, N.; Aitzetmueller, K.; Bruehl, L. National University of Mongolia - Scientific Journal Chemistry (1999) 2 56-61 9.2 GLC-Area-%
Oenothera biennis 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 9.2 weight-%
Echium vulgare Chemotaxonomic significance of fatty acids and tocopherols in Boraginaceae Velasco, L.; Goffman, F. D. Phytochemistry (1999) 52 423-426 9.2 GLC-Area-%
Lycium ruthenicum Fatty acids of some Solanaceae seed oil Tsevegsueren, N.; Aitzetmueller, K.; Bruehl, L. National University of Mongolia - Scientific Journal Chemistry (1999) 2 56-61 9.2 GLC-Area-%
Oenothera biennis L. 中国油脂植物 Chinese Oil Plants Jia Liangzhi; Zhou Jun Book: Chinese Oil Plants. Beijing: Science Press: Edited by Jia Liangzhi & Zhou Jun (1987) 9.2 weight-%
Echium plantagineum 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 9.15 GLC-Area-%
Oenothera atrovirens 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 9.1 GLC-Area-%
Clematis tangutica Unpublished Aitzetmueller, K. et al. Unpublished results (1992) 9.1 GLC-Area-%
Oenothera atrovirens 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 9.1 GLC-Area-%
Anchusa azurea NATURALLY OCCURRING ALL-CIS 6,9,12,15-OCTADECATETRAEONOIC ACID IN PLANT OILS Craig, B. M.; Bhatty, M. K. Journal of the American Oil Chemists Society (1964) 41 209-& 9.1 GLC-Area-%
Oenothera atrovirens 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 9.1 GLC-Area-%
Oenothera lamarckiana 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 9.0 GLC-Area-%
Nonea lutea Chemotaxonomic significance of fatty acids and tocopherols in Boraginaceae Velasco, L.; Goffman, F. D. Phytochemistry (1999) 52 423-426 9.0 GLC-Area-%
Oenothera lamarckiana 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 9.0 GLC-Area-%
Lindelofia anchusoides 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 9.0 GLC-Area-%
Hackelia jessicae 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 9.0 GLC-Area-%
Lindelofia anchusoides 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 9.0 GLC-Area-%
Hackelia jessicae 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 9.0 GLC-Area-%