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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
PlantSort off PublicationSort off ValueSort off Unit
Pterocarpus osun Fat content and fatty acid composition of oils extracted from selected wild-gathered tropical plant seeds from Nigeria Ikechukwu E. Ezeagu, Klaus J. Petzke, Erika Lange, Cornelia C. Metges Journal of the American Oil Chemists' Society (1998) 75 1031-1035 0.36 GLC-Area-%
Limnanthes alba Unpublished unpublished results MRI (1994) 0.2 GLC-Area-%
Enterolobium cyclocarpum Fat content and fatty acid composition of oils extracted from selected wild-gathered tropical plant seeds from Nigeria Ikechukwu E. Ezeagu, Klaus J. Petzke, Erika Lange, Cornelia C. Metges Journal of the American Oil Chemists' Society (1998) 75 1031-1035 0.21 GLC-Area-%
Onosmodium molle 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-%
Oenothera affinis 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 0.7 GLC-Area-%
Lappula redowskii 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 5.0 GLC-Area-%
Oenothera argillicola 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 6.7 GLC-Area-%
Cynoglossum amabile 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 11.0 GLC-Area-%
Cynoglossum creticum 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 0.2 GLC-Area-%
Cynoglossum lanceolatum 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 13.0 GLC-Area-%
Cynoglossum nervosum 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 7.8 GLC-Area-%
Lappula barbata 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 4.0 GLC-Area-%
Lappula echinata 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-& 8.6 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-%
Anemone spp. OILS FROM 4 RANUNCULACEAE-D Freiman, R. E.; Markman, A. L. Khimiya Prirodnykh Soedinenii (1968) 4 246-247 7.6 GLC-Area-%
Oenothera ammophila 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 12.4 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-%
Cryptantha barbigera 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 4.0 GLC-Area-%
Cryptantha bradburiana 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 8.0 GLC-Area-%
Cryptantha grayi 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 6.2 GLC-Area-%
Cannabis sativa New researches in the nutrient composition of hemp seed low graded in cannabinol (Cannabis sativa L) Kuhn, M.; Jatsch, C.; vonButtlar, H. B.; Slansky, I. Agribiological Research-Zeitschrift Fur Agrarbiologie Agrikulturchemie Okologie (1997) 50 26-31 2.0 GLC-Area-%
Cardiospermum halicacabum Survey of seed oils for use as diesel fuels Kalayasiri, P.; Jeyashoke, N.; Krisnangkura, K. Journal of the American Oil Chemists Society (1996) 73 471-474 0.4 GLC-Area-%
Clematis tangutica Unpublished Aitzetmueller, K. et al. Unpublished results (1992) 8.7 GLC-Area-%
Araucaria bidwillii Arachidonic and eicosapentaenoic acids in Araucariaceae, a unique feature among seed plants Wolff, R. L.; Christie, W. W.; Aitzetmuller, K.; Pasquier, E.; Pedrono, F.; Destaillats, F.; Marpeau, A. M. Ocl-Oleagineux Corps Gras Lipides (2000) 7 113-117 5.9 GLC-Area-%
Nonea macrosperma 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 13.1 GLC-Area-%
Nonea pulla 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 12.0 GLC-Area-%
Oenothera caespitosa 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 11.6 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 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 erythrosepala 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 10.1 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-%
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-%
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 10.2 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-%
Oenothera muricata 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 11.7 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 spectabilis 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 wolfii 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 10.1 GLC-Area-%
Onosmodium hispidissimum Stereospecific analysis of Onosmodium hispidissimum Mack. seed oil triglycerides MacKenzie, S. L.; Giblin, E. M.; Mazza, G. Journal of the American Oil Chemists' Society (1993) 70 629-631 20.1 GLC-Area-%
Cnidium dahuricum Unpublished unpublished results MRI (1995) 0.2 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-%
Convolvulus arvensis FATTY-ACID COMPOSITION OF SEED OILS FROM SPONTANEOUS SPECIES OF THE MEDITERRANEAN SOUTH-EAST AREA Ferlay, V.; Mallet, G.; Masson, A.; Ucciani, E.; Gruber, M. Oleagineux (1993) 48 91-97 0.6 GLC-Area-%
Cerinthe gymnandra Unpublished unpublished results MRI Bundesforschungsanstalt Muenster (1997) 0.5 GLC-Area-%
Primula auricula Unpublished unpublished results MRI 1996 0.4 GLC-Area-%
Primula florindae Unpublished unpublished results MRI 1990 4.1 GLC-Area-%
Primula florindae Unpublished unpublished results MRI 1990 3.9 GLC-Area-%
Primula japonica Unpublished unpublished results MRI 1996 4.3 GLC-Area-%
Primula nutans Unpublished unpublished results MRI 1996 0.2 GLC-Area-%
Primula rosea Unpublished unpublished results MRI 1996 1.9 GLC-Area-%
Princea melai 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 0.3 GLC-Area-%