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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 UnitSort off
Lithospermum erythrorhizon Siebold & Zucc. 紫草籽油脂肪酸含量分析_张廷雨 . Analyses o f Fat ty Acid Contents of Gromw ell Seed Oil Zhang Tingyu; Shi shuhe Acta Nutrimenta Sinica (1997) 19(4) 482-483 13.8 weight-%
Echium wildpretii Unpublished unpublished results MRI (1993) 13.7 GLC-Area-%
Cynoglossum amabile Identification of n-6 Monounsaturated Fatty Acids in Acer Seed Oils Sun, Jin-Yue; Wang, Xin-Kun; Smith, Mark A. Journal of the American Oil Chemists' Society (2018) 95 21-27 13.6 weight-%
Lithospermum erythrorhizon Siebold & Zucc. 紫丁香种子脂肪酸成分的GC_MS分析_张倩 . Analysis of Fatty Acids from seeds of Syringa Odlata L. by GC-MS MSZHANG Qian; CHENG Jun-hui; CHANG Xing; KANG Wen-yi Journal of Henan University(Medical Science (2009) 28(1) 37-39 13.51 weight-%
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-%
Ribes burejense F. Schmidt 长柄扁桃及6个近缘种营养成分研究GC-MS . Studies on the Nutritional Components of Prunus pedunculata (Pall.) Maxim. and Its Six Related Species Heng Ma Thesis (2013) 13.45 weight-%
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 13.4 GLC-Area-%
Anemone baldensis Unpublished unpublished results MRI (1995) 13.3 GLC-Area-%
Lithodora fruticosa Gamma-linolenic and stearidonic acids from Moroccan Boraginaceae Guil-Guerrero, J. L.; López-Martínez, J. C.; Gómez-Mercado, F.; Campra-Madrid, P. European Journal of Lipid Science and Technology (2006) 108 43-47 13.3 weight-%
Ribes nigrum L. 黑甜玉米油脂肪酸的气相色谱分析_王丽新 . GC Analysis of Fatty Acids in Black Sweet Corn Oils of Jilin, China WANG Li-xin; GAO Yun; GAO Wei-jia  Food Science (2007) 28(1) 237-238 13.22 weight-%
Echium sabulicola Gamma-linolenic and stearidonic acids from Moroccan Boraginaceae Guil-Guerrero, J. L.; López-Martínez, J. C.; Gómez-Mercado, F.; Campra-Madrid, P. European Journal of Lipid Science and Technology (2006) 108 43-47 13.2 weight-%
Soldanella pusilla Δ6-Unsaturated fatty acids in species and tissues of the Primulaceae Sayanova, O.; Napier, J. A.; Shewry, P. R. Phytochemistry (1999) 52 419-422 13.2 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 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-%
Amblynotus rupestris Unpublished unpublished results MRI (1995) 13.0 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-%
Onosma sericea 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-%
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-%
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-%
Anchusa azurea 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-%
Anchusa azurea 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-%
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-%
Ribes nigrum 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 12.9 GLC-Area-%
Anchusa officinalis Chemotaxonomic significance of fatty acids and tocopherols in Boraginaceae Velasco, L.; Goffman, F. D. Phytochemistry (1999) 52 423-426 12.9 GLC-Area-%
Anchusa officinalis Chemotaxonomic significance of fatty acids and tocopherols in Boraginaceae Velasco, L.; Goffman, F. D. Phytochemistry (1999) 52 423-426 12.8 GLC-Area-%
Myosotis scorpioides 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 12.8 GLC-Area-%
Araucaria cunninghamii 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 12.7 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-%
Echium petiolatum Gamma-linolenic and stearidonic acids from Moroccan Boraginaceae Guil-Guerrero, J. L.; López-Martínez, J. C.; Gómez-Mercado, F.; Campra-Madrid, P. European Journal of Lipid Science and Technology (2006) 108 43-47 12.5 weight-%
Collospermum microspermum SEED FATS OF ASTELIA AND COLLOSPERMUM FAMILY LILIACEAE Morice, I. M. Journal of the Science of Food and Agriculture (1967) 18 343-& 12.5 GLC-Area-%
Echium gaditanum Gamma-linolenic and stearidonic acids from Moroccan Boraginaceae Guil-Guerrero, J. L.; López-Martínez, J. C.; Gómez-Mercado, F.; Campra-Madrid, P. European Journal of Lipid Science and Technology (2006) 108 43-47 12.4 weight-%
Adelocaryum coelestinum 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 12.4 GLC-Area-%
Alkanna 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 12.4 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 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 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-%
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-%
Adelocaryum coelestinum 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 12.4 GLC-Area-%
Lithospermum officinale Chemotaxonomic significance of fatty acids and tocopherols in Boraginaceae Velasco, L.; Goffman, F. D. Phytochemistry (1999) 52 423-426 12.3 GLC-Area-%
Eritrichium canum Chemotaxonomic significance of fatty acids and tocopherols in Boraginaceae Velasco, L.; Goffman, F. D. Phytochemistry (1999) 52 423-426 12.2 GLC-Area-%
Ribes nigrum Multivariate optimization of a gas-liquid chromatographic analysis of fatty acid methyl esters of blackcurrant seed oil Olsson, Urban; Kaufmann, Peter; Herslöf, Bengt G. Journal of Chromatography A (1990,1) 505 385-394 12.2 GLC-Area-%
Nonea pallens Unpublished unpublished results MRI Bundesforschungsanstalt Muenster (1995) 12.2 GLC-Area-%
Grossularia burejensis Fatty acid composition of Saxifragaceae oils Ucciani, Eugene; Costagliola, Guy; Gruber, Michel OCL-OLEAGINEUX CORPS GRAS LIPIDES (1995) 2 491-493 12.1 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-%
Paracaryum caelestinum 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 12.0 GLC-Area-%
Onosma cinerea 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-%
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-%
Onosma cinerea 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-%
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-%