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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 401 - 450 of 962 in total
PlantSort off PublicationSort off ValueSort off Unit
Primula glaucescens Δ6-Unsaturated fatty acids in species and tissues of the Primulaceae Sayanova, O.; Napier, J. A.; Shewry, P. R. Phytochemistry (1999) 52 419-422 2.3 GLC-Area-%
Primula beesiana Δ6-Unsaturated fatty acids in species and tissues of the Primulaceae Sayanova, O.; Napier, J. A.; Shewry, P. R. Phytochemistry (1999) 52 419-422 0.1 GLC-Area-%
Primula denticulata Δ6-Unsaturated fatty acids in species and tissues of the Primulaceae Sayanova, O.; Napier, J. A.; Shewry, P. R. Phytochemistry (1999) 52 419-422 0.2 GLC-Area-%
Primula luteola Δ6-Unsaturated fatty acids in species and tissues of the Primulaceae Sayanova, O.; Napier, J. A.; Shewry, P. R. Phytochemistry (1999) 52 419-422 1.9 GLC-Area-%
Pulmonaria officinalis Unpublished Aitzetmueller, K. unpublished results (1999) 17.4 GLC-Area-%
Ribes uva-crispa Fractionation of blackcurrant seed oil Traifler, H.; Wille, H. J.; Studer, A. Journal of the American Oil Chemists Society (1988) 65 755-760 12.0 GLC-Area-%
Ribes uva-crispa Characterization of γ-linolenic acid in Ribes seed Traitler, H.; Winter, H.; Richli, U.; Ingenbleek, Y. Lipids (1984) 19 923-928 12.0 GLC-Area-%
Cannabis sativa Characterization of γ-linolenic acid in Ribes seed Traitler, H.; Winter, H.; Richli, U.; Ingenbleek, Y. Lipids (1984) 19 923-928 6.0 GLC-Area-%
Pinus taiwanensis Unpublished Aitzetmueller, K. Wolff, R. L. unpublished results (1999) 0.1 GLC-Area-%
Picea koyamae Unpublished Aitzetmueller, K. Wolff, R. L. unpublished results (1999) 0.1 GLC-Area-%
Abies borisii-regis Unpublished Aitzetmueller, K. Wolff, R. L. unpublished results (1999) 0.1 GLC-Area-%
Abies pindrow Unpublished Aitzetmueller, K. Wolff, R. L. unpublished results (1999) 0.1 GLC-Area-%
Larix occidentalis Unpublished Aitzetmueller, K. Wolff, R. L. unpublished results (1999) 0.2 GLC-Area-%
Rindera lanata 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-%
Rindera umbellata 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 8.0 GLC-Area-%
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-%
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-%
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-%
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-%
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 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-%
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-%
Lycium barbarum Fatty acids of some Solanaceae seed oil Tsevegsueren, N.; Aitzetmueller, K.; Bruehl, L. National University of Mongolia - Scientific Journal Chemistry (1999) 2 56-61 2.9 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 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 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-%
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-%
Agathis robusta Private communication Wolff, R. L. Private communication (1999) 0.08 GLC-Area-%
Abies delavayi Unpublished? Aitzetmueller, K. Wolff, R. L. Unpublished? (1999) 0.2 GLC-Area-%
Picea mariana Unpublished Aitzetmueller, K. Wolff, R. L. unpublished results (1999) 0.1 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-%
Mattiastrum cristatum 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-%
Anchusa hybrida 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 13.0 GLC-Area-%
Saussurea salicifolia Unusual fatty acids in Compositae: gamma-linolenic acid in Saussurea spp seed oils Tsevegsueren, N. Aitzetmueller, K. Vosmann, K. Journal of High Resolution Chromatography (1997) 20 315-320 6.9 GLC-Area-%
Acer tataricum γ-Linolenic acid in Acer seed oils Bohannon, M. B.; Kleiman, R. Lipids (1976) 11 157-159 6.0 GLC-Area-%
Anemone narcissiflora 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 6.3 GLC-Area-%
Anemone nemorosa 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-%
Anemone leveillei 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-%
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-%
Clematis tangutica 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 8.7 GLC-Area-%
Atragene sibirica 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 3.5 GLC-Area-%
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 10.9 GLC-Area-%
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 1.4 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 1.9 GLC-Area-%
Primula scotica Δ6-Unsaturated fatty acids in species and tissues of the Primulaceae Sayanova, O.; Napier, J. A.; Shewry, P. R. Phytochemistry (1999) 52 419-422 6.7 GLC-Area-%
Primula scotica Δ6-Unsaturated fatty acids in species and tissues of the Primulaceae Sayanova, O.; Napier, J. A.; Shewry, P. R. Phytochemistry (1999) 52 419-422 0.2 GLC-Area-%
Borago officinalis 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-%
Primula farinosa Δ6-Unsaturated fatty acids in species and tissues of the Primulaceae Sayanova, O.; Napier, J. A.; Shewry, P. R. Phytochemistry (1999) 52 419-422 0.1 GLC-Area-%
Primula macrophylla Δ6-Unsaturated fatty acids in species and tissues of the Primulaceae Sayanova, O.; Napier, J. A.; Shewry, P. R. Phytochemistry (1999) 52 419-422 5.7 GLC-Area-%
Anemone sylvestris Unpublished unpublished results MRI (1997) 20.0 GLC-Area-%