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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 Unit
Rochelia disperma 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 5.0 GLC-Area-%
Moltkia coerulea 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-%
Primula obconica Δ6-Unsaturated fatty acids in species and tissues of the Primulaceae Sayanova, O.; Napier, J. A.; Shewry, P. R. Phytochemistry (1999) 52 419-422 4.8 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-%
Echium glomeratum 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 6.6 GLC-Area-%
Pinus caribaea hondurensis Unpublished Aitzetmueller, K. Wolff, R. L. unpublished results (1999) 0.0 GLC-Area-%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 Ribes nigrum seed oil Lercker, G.; Cocchi, M.; Turchetto, E. Rivista Italiana delle Sostanze Grasse (1988) 65 1-6 16.0 GLC-Area-%
Rochelia stylaris 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 5.0 GLC-Area-%
Phlomis fruticosa Unpublished Aitzetmueller, K. unpublished results (1999) 0.0 GLC-Area-%
Oenothera lipsiensis 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 10.6 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 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-%
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-%
Anemone cylindrica Unpublished unpublished results MRI (1991) 17.1 GLC-Area-%
Lamium album Unpublished Aitzetmueller, K. unpublished results (1999) 0.0 GLC-Area-%
Lamium purpureum Unpublished Aitzetmueller, K. unpublished results (1999) 0.0 GLC-Area-%
Anemone ranunculoides 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 0.2 GLC-Area-%
Clematis uncinata 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 0.0 GLC-Area-%
Primula cortusoides Δ6-Unsaturated fatty acids in species and tissues of the Primulaceae Sayanova, O.; Napier, J. A.; Shewry, P. R. Phytochemistry (1999) 52 419-422 4.0 GLC-Area-%
Ipomoea aquatica Lipid composition of ten edible seed species from North Vietnam Imbs, A. B.; Pham, L. Q. Journal of the American Oil Chemists' Society (1995) 72 957-961 0.4 GLC-Area-%
Araucaria cunninghamii Unpublished Aitzetmueller, K. Wolff, R. L. unpublished results (1999) 1.28 GLC-Area-%
Oenothera laciniata 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 3.9 GLC-Area-%
Saussurea dorogostaiskii Unpublished unpublished results MRI (1996) 1.7 GLC-Area-%
Acer spp. γ-Linolenic acid in Acer seed oils Bohannon, M. B.; Kleiman, R. Lipids (1976) 11 157-159 1.4 GLC-Area-%
Acer spp. γ-Linolenic acid in Acer seed oils Bohannon, M. B.; Kleiman, R. Lipids (1976) 11 157-159 6.0 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-%
Acer pseudoplatanus γ-Linolenic acid in Acer seed oils Bohannon, M. B.; Kleiman, R. Lipids (1976) 11 157-159 1.4 GLC-Area-%
Erodium ciconium Unpublished unpublished results MRI (1995) 0.2 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-%
Paracaryum angustifolium 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 6.0 GLC-Area-%
Anchusa strigosa 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 7.4 GLC-Area-%
Oenothera biennis 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-%
Primula alpicola Stearidonic acid (18:4ω3) in Primula florindae Aitzetmüller, K.; Werner, Gisela Phytochemistry (1991,1) 30 4011-4013 2.8 GLC-Area-%
Pseudotsuga menziesii Unpublished unpublished results MRI (1997) 0.2 GLC-Area-%
Hippophae rhamnoides Unpublished unpublished results MRI Fettextr. Xin (1998) 0.1 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-%
Anchusa officinalis 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 11.0 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-%
Oenothera biennis RECENT PROGRESS IN RESEARCH ON ESSENTIAL FATTY-ACIDS Williams, J. Oleagineux (1980) 35 457-459 8.6 GLC-Area-%
Oenothera serrulata 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 1.2 GLC-Area-%
Panzerina lanata Unpublished unpublished results MRI Bundesforschungsanstalt Muenster (1997) 0.2 GLC-Area-%
Lithospermum apulum 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 6.0 GLC-Area-%
Lappula redowskii 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 5.0 GLC-Area-%
Echium vulgare 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 11.0 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-%
Humulus lupulus Characterization of γ-linolenic acid in Ribes seed Traitler, H.; Winter, H.; Richli, U.; Ingenbleek, Y. Lipids (1984) 19 923-928 4.0 GLC-Area-%
Pulmonaria officinalis 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 11.6 GLC-Area-%
Myosotis sylvatica 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-%
Clematis dioica Unpublished unpublished results MRI (1996) 2.0 GLC-Area-%