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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 51 - 100 of 962 in total
PlantSort off PublicationSort off ValueSort off Unit
Astelia neocaledonica Seed fats of further species of Astelia Morice, I. M. Phytochemistry (1975) 14 1315-1318 26.6 GLC-Area-%
Oenothera glauca 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 1.5 GLC-Area-%
Oenothera grandiflora 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 11.6 GLC-Area-%
Oenothera issleri 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 7.9 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-%
Oenothera lipsiensis 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 6.7 GLC-Area-%
Oenothera nocturna 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 4.2 GLC-Area-%
Primula veris Δ6-Unsaturated fatty acids in species and tissues of the Primulaceae Sayanova, O.; Napier, J. A.; Shewry, P. R. Phytochemistry (1999) 52 419-422 0.7 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-%
Libanotis buchtormensis Unpublished unpublished results MRI (1995) 0.2 GLC-Area-%
Oenothera rubrinervis 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 7.8 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-%
Bifora radians Unpublished unpublished results MRI (1999) 0.0 GLC-Area-%
Oenothera lamarckiana 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 10.2 GLC-Area-%
Echium onosmifolium 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 23.44 GLC-Area-%
Oenothera densiflora 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 10.3 GLC-Area-%
Oenothera gigas 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 10.5 GLC-Area-%
Echium callithyrsum 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 26.31 GLC-Area-%
Oenothera fallax 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 10.7 GLC-Area-%
Echium hierrense 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 19.75 GLC-Area-%
Oenothera odorata 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 10.9 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-%
Echium auberianum 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 17.45 GLC-Area-%
Oenothera franciscana 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 10.7 GLC-Area-%
Echium strictum 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 18.75 GLC-Area-%
Oenothera biennis INTERNAL AND EXTERNAL DISTRIBUTION OF TRIGLYCERIDE FATTY-ACIDS IN A FEW GAMMA-LINOLENIC OILS Muderhwa, J. M.; Dhuiquemayer, C.; Pina, M.; Galzy, P.; Grignac, P.; Graille, J. Oleagineux (1987) 42 207-211 8.1 GLC-Area-%
Astelia solandri SEED FATS OF ASTELIA AND COLLOSPERMUM FAMILY LILIACEAE Morice, I. M. Journal of the Science of Food and Agriculture (1967) 18 343-& 13.5 GLC-Area-%
Astelia solandri SEED FATS OF ASTELIA AND COLLOSPERMUM FAMILY LILIACEAE Morice, I. M. Journal of the Science of Food and Agriculture (1967) 18 343-& 24.1 GLC-Area-%
Astelia trinervia SEED FATS OF ASTELIA AND COLLOSPERMUM FAMILY LILIACEAE Morice, I. M. Journal of the Science of Food and Agriculture (1967) 18 343-& 24.8 GLC-Area-%
Symphytum caucasicum Donnees Chimiotaxinomiques sur les Boraginacees P. Tetenyi Acta Botanica Academiae Scientiarum Hungaricae (1974) 20 159-167 20.1 GLC-Area-%
Symphytum uplandicum Donnees Chimiotaxinomiques sur les Boraginacees P. Tetenyi Acta Botanica Academiae Scientiarum Hungaricae (1974) 20 159-167 19.6 GLC-Area-%
Borago officinalis Donnees Chimiotaxinomiques sur les Boraginacees P. Tetenyi Acta Botanica Academiae Scientiarum Hungaricae (1974) 20 159-167 19.0 GLC-Area-%
Lithospermum officinale Donnees Chimiotaxinomiques sur les Boraginacees P. Tetenyi Acta Botanica Academiae Scientiarum Hungaricae (1974) 20 159-167 18.3 GLC-Area-%
Lithospermum arvense Donnees Chimiotaxinomiques sur les Boraginacees P. Tetenyi Acta Botanica Academiae Scientiarum Hungaricae (1974) 20 159-167 15.6 GLC-Area-%
Lycopsis arvensis Donnees Chimiotaxinomiques sur les Boraginacees P. Tetenyi Acta Botanica Academiae Scientiarum Hungaricae (1974) 20 159-167 14.3 GLC-Area-%
Symphytum tuberosum Donnees Chimiotaxinomiques sur les Boraginacees P. Tetenyi Acta Botanica Academiae Scientiarum Hungaricae (1974) 20 159-167 14.1 GLC-Area-%
Astelia trinervia SEED FATS OF ASTELIA AND COLLOSPERMUM FAMILY LILIACEAE Morice, I. M. Journal of the Science of Food and Agriculture (1967) 18 343-& 25.1 GLC-Area-%
Aster yunnanensis Unpublished unpublished results MRI (1988/89) 0.3 GLC-Area-%
Lithospermum erythrorhizon Unpublished unpublished results MRI (1996) 17.1 GLC-Area-%
Lithospermum officinale Unpublished unpublished results MRI (1992) 16.6 GLC-Area-%
Anemone sylvestris Unpublished unpublished results MRI (1997) 20.0 GLC-Area-%
Lycium barbarum Unpublished unpublished results MRI (1996) 2.4 GLC-Area-%
Anemone baldensis Unpublished unpublished results MRI (1995) 13.3 GLC-Area-%
Anemone cylindrica Unusual olefinic fatty acids in seed oils from two genera in the ranunculaceae Spencer, G. F.; Kleiman, R.; Earle, F. R.; Wolff, I. A. Lipids (1970) 5 277-278 19.0 GLC-Area-%
Lycium ruthenicum Unpublished unpublished results MRI (1995) 8.1 GLC-Area-%
Oenothera biennis Unpublished unpublished results MRI Bundesforschungsanstalt Muenster (1991) 9.7 GLC-Area-%
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-%
Hackelia deflexa gamma-Linolenic and stearidonic acids in Mongolian Boraginaceae Tsevegsuren, N.; Aitzetmuller, K. Journal of the American Oil Chemists Society (1996) 73 1681-1684 6.6 GLC-Area-%
Myosotis sylvatica gamma-Linolenic and stearidonic acids in Mongolian Boraginaceae Tsevegsuren, N.; Aitzetmuller, K. Journal of the American Oil Chemists Society (1996) 73 1681-1684 7.3 GLC-Area-%
Myosotis suaveolens gamma-Linolenic and stearidonic acids in Mongolian Boraginaceae Tsevegsuren, N.; Aitzetmuller, K. Journal of the American Oil Chemists Society (1996) 73 1681-1684 8.5 GLC-Area-%