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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 101 - 150 of 962 in total
PlantSort off PublicationSort off ValueSort off Unit
Nasa ranunculifolia Unpublished Aitzetmueller, K. Weigend, M. unpublished data (2000) 9.54 GLC-Area-%
Cynoglossum divaricatum gamma-Linolenic and stearidonic acids in Mongolian Boraginaceae Tsevegsuren, N.; Aitzetmuller, K. Journal of the American Oil Chemists Society (1996) 73 1681-1684 10.2 GLC-Area-%
Lappula intermedia gamma-Linolenic and stearidonic acids in Mongolian Boraginaceae Tsevegsuren, N.; Aitzetmuller, K. Journal of the American Oil Chemists Society (1996) 73 1681-1684 7.1 GLC-Area-%
Lappula granulata gamma-Linolenic and stearidonic acids in Mongolian Boraginaceae Tsevegsuren, N.; Aitzetmuller, K. Journal of the American Oil Chemists Society (1996) 73 1681-1684 6.9 GLC-Area-%
Cyperus esculentus Amino acid, mineral and fatty acid content of pumpkin seeds (Cucurbita spp) and Cyperus esculentus nuts in the Republic of Niger Glew, R. H.; Glew, R. S.; Chuang, L. T.; Huang, Y. S.; Millson, M.; Constans, D.; Vanderjagt, D. J. Plant Foods for Human Nutrition (2006) 61 51-56 0.02 GLC-Area-%
Cucurbita spp. Amino acid, mineral and fatty acid content of pumpkin seeds (Cucurbita spp) and Cyperus esculentus nuts in the Republic of Niger Glew, R. H.; Glew, R. S.; Chuang, L. T.; Huang, Y. S.; Millson, M.; Constans, D.; Vanderjagt, D. J. Plant Foods for Human Nutrition (2006) 61 51-56 0.09 GLC-Area-%
Borago officinalis Screening of lipases for enzymatic concentration of γ-linolenic acid (GLA) from seed oils López-Martínez, J. C.; Campra-Madrid, P.; Ramírez-Fajardo, A.; Esteban-Cerdán, L.; Guil-Guerrero, J. L. Journal of Food Lipids (2006) 13 362-374 22.5 GLC-Area-%
Atragene sibirica Unpublished Tsevegsueren, N. Aitzetmueller, K. unpublished results (1992) 3.5 GLC-Area-%
Clematis vitalba 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 0.8 GLC-Area-%
Cordia obliqua 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 0.1 GLC-Area-%
Cordia salicifolia 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 0.1 GLC-Area-%
Cordia verbenacea 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 0.7 GLC-Area-%
Astelia banksii SEED FATS OF ASTELIA AND COLLOSPERMUM FAMILY LILIACEAE Morice, I. M. Journal of the Science of Food and Agriculture (1967) 18 343-& 23.9 GLC-Area-%
Heracleum sphondylium Search for new industrial oils: XVI. Umbelliflorae-seed oils rich in petroselinic acid Kleiman, R.; Spencer, G. F. Journal of the American Oil Chemists' Society (1982) 59 29-38 0.0 GLC-Area-%
Echium vulgare 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 10.9 GLC-Area-%
Lithospermum incisum 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 5.5 GLC-Area-%
Lithospermum latifolium 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 23.9 GLC-Area-%
Nonea pulla 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 12.6 GLC-Area-%
Symphytum uplandicum 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 15.9 GLC-Area-%
Bauhinia purpurea Characterisation of fatty acids and bioactive compounds of kachnar (Bauhinia purpurea L.) seed oil Ramadan, Mohamed Fawzy; Sharanabasappa, G.; Seetharam, Y.N.; Seshagiri, M.; Moersel, Joerg-Thomas Food Chemistry (2006,1) 98 359-365 0.17 GLC-Area-%
Anemone cylindrica Unpublished unpublished results MRI (1991) 17.1 GLC-Area-%
Borago officinalis BORAGO-PYGMEA - A NEW SOURCE OF GAMMA-LINOLENIC ACID Ucciani, E.; Mallet, G.; Gamisans, J. Revue Francaise Des Corps Gras (1992) 39 135-138 24.8 GLC-Area-%
Borago officinalis Unpublished unpublished results MRI (1994) 23.0 GLC-Area-%
Anemone hupehensis Unpublished unpublished results MRI (1995) 0.3 GLC-Area-%
Cannabis sativa 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 2.8 GLC-Area-%
Myosotis arvensis 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-& 6.9 GLC-Area-%
Calophyllum inophyllum 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 0.7 GLC-Area-%
Anemone narcissiflora Unpublished unpublished results MRI (1991) 6.3 GLC-Area-%
Salicornia europaea 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 0.6 GLC-Area-%
Anemone ranunculoides Unpublished unpublished results MRI (1991) 0.2 GLC-Area-%
Anemone tomentosa Unpublished unpublished results MRI (1995) 0.1 GLC-Area-%
Myosotis sylvatica 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 13.0 GLC-Area-%
Heliotropium amplexicaule 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 0.8 GLC-Area-%
Acer saccharinum 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 0.5 GLC-Area-%
Acer saccharum 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 0.8 GLC-Area-%
Borago officinalis 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 20.0 GLC-Area-%
Borago pygmaea BORAGO-PYGMEA - A NEW SOURCE OF GAMMA-LINOLENIC ACID Ucciani, E.; Mallet, G.; Gamisans, J. Revue Francaise Des Corps Gras (1992) 39 135-138 27.9 GLC-Area-%
Vitis vinifera 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 0.4 GLC-Area-%
Opuntia ficus-indica 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 0.3 GLC-Area-%
Heliotropium europaeum 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 0.0 GLC-Area-%
Anemone altaica Unpublished unpublished results MRI (1991) 19.3 GLC-Area-%
Borago officinalis BORAGO-PYGMEA - A NEW SOURCE OF GAMMA-LINOLENIC ACID Ucciani, E.; Mallet, G.; Gamisans, J. Revue Francaise Des Corps Gras (1992) 39 135-138 18.5 GLC-Area-%
Hackelia americana Oil and protein content, and oil composition of the seeds of some plants of the Canadian prairies Coxworth, E. C. M. Journal of the American Oil Chemists' Society (1965) 42 891-894 12.4 GLC-Area-%
Atragene sibirica Unpublished unpublished results MRI (1992) 3.8 GLC-Area-%
Cannabis sativa THE SEED FAT OF HOPS (HUMULUS-LUPULUS L) Roberts, J. B.; Stevens, R. Chemistry & Industry (1963) 608-609 0.0 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-%
Oenothera biennis Chemical composition of Chinese Oenothera oil (Oenothera biennis L.) Fedeli, E.; Paganuzzi, V.; Tiscornia, E. Rivista Italiana delle Sostanze Grasse (1976) 53 25-32 8.9 GLC-Area-%
Gliricidia sepium 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 0.31 GLC-Area-%
Primula pulverulenta Stearidonic acid (18:4ω3) in Primula florindae Aitzetmüller, K.; Werner, Gisela Phytochemistry (1991,1) 30 4011-4013 0.2 GLC-Area-%
Daniellia ogea 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 0.27 GLC-Area-%