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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 801 - 850 of 962 in total
Plant PublicationSort off ValueSort off UnitSort off
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 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 vulgaris Δ6-Unsaturated fatty acids in species and tissues of the Primulaceae Sayanova, O.; Napier, J. A.; Shewry, P. R. Phytochemistry (1999) 52 419-422 0.9 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 3.8 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-%
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 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-%
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 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 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 rosea Unpublished unpublished results MRI 1996 1.9 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 10.9 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 0.1 GLC-Area-%
Primula vialii Δ6-Unsaturated fatty acids in species and tissues of the Primulaceae Sayanova, O.; Napier, J. A.; Shewry, P. R. Phytochemistry (1999) 52 419-422 1.5 GLC-Area-%
Primula vialii 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-%
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-%
Prosopis africana 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 0.29 GLC-Area-%
Prosopis africana 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 0.32 GLC-Area-%
Prunus armeniaca L. 蔷薇科10种野生植物籽油脂肪酸研究_罗湘宁 . Content of Fatty Acids in Seed Oil of 10 Wild Plants friom Rosacea Luo Xiangning; An Chengxi; Yang Xuqi Journal of Qinghai Normal University (Natural Science) (1997) (4) 40-43 0.11 weight-%
Pseudotsuga menziesii Unpublished unpublished results MRI (1997) 0.2 GLC-Area-%
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-%
Pterocarya stenoptera C. DC. 麻柳果脂肪油中脂肪酸成分研究_尹宁宁 . The Constituents of Fatty Acid from Fruit of Pterocarya stenoptera DC. YIN Ning-ning; ZHAO Tai-ji; MA Tian-bo; ZHENG Yan-qing LISHIZHEN MEDICINE AND MATERIA MEDICA RESEARCH (2000) 11(6) 42.1 weight-%
Pulmonaria officinalis Unpublished Aitzetmueller, K. unpublished results (1999) 17.4 GLC-Area-%
Pulmonaria obscura Chemotaxonomic significance of fatty acids and tocopherols in Boraginaceae Velasco, L.; Goffman, F. D. Phytochemistry (1999) 52 423-426 14.3 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-%
Pulmonaria mollis Chemotaxonomic significance of fatty acids and tocopherols in Boraginaceae Velasco, L.; Goffman, F. D. Phytochemistry (1999) 52 423-426 19.4 GLC-Area-%
Punica granatum L. 石榴籽油的脂肪酸测定及功能_袁博 . Fatty Acid Composition and Biological and Physical Properties of Pomegranate Seed Oil YUAN Bo; GE Qun-mei; FENG You-jian; JIANG Ji-hong FOOD SCIENCE (2010) 31(14) 170-173 5.35 weight-%
Ranunculus repens Unpublished unpublished results MRI (1996) 0.5 GLC-Area-%
Rhodomyrtus tomentosa (Aiton) Hassk. 山稔子中脂肪酸的气相色谱-质谱联用分析 . GC-MS Determination of Fatty Acids in Fructus rhodomyrti Seeds CHEN Tao; XIA Xue-kui; LU Hui-ning; YANG Bo-lun CHEMISTRY AND INDUSTTY OF FOREST PRODUCTS (2008) 28(3) 108-110 0.07 weight-%
Rhus typhina Unpublished unpublished results MRI (1994) 0.5 GLC-Area-%
Ribes nigrum Stearidonic acid (18:4ω3) in Primula florindae Aitzetmüller, K.; Werner, Gisela Phytochemistry (1991,1) 30 4011-4013 14.6 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-%
Ribes nigrum Stearidonic acid (18:4ω3) in Primula florindae Aitzetmüller, K.; Werner, Gisela Phytochemistry (1991,1) 30 4011-4013 14.2 GLC-Area-%
Ribes rubrum 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-%
Ribes alpinum 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 8.9 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-%
Ribes nigrum Ometa Variation in the Fatty-Acid Content in Seeds of Various Black, Red, and White Currant Varieties Šavikin, Katarina P.; Ðorđević, Boban S.; Ristić, Mihailo S.; Krivokuća-Ðokić, Dragana; Pljevljakušić, Dejan S.; Vulić, Todor Chemistry & Biodiversity (2013) 10 157-165 15.49 weight-%
Ribes rubrum Mirana Variation in the Fatty-Acid Content in Seeds of Various Black, Red, and White Currant Varieties Šavikin, Katarina P.; Ðorđević, Boban S.; Ristić, Mihailo S.; Krivokuća-Ðokić, Dragana; Pljevljakušić, Dejan S.; Vulić, Todor Chemistry & Biodiversity (2013) 10 157-165 5.15 weight-%
Ribes rubrum White Champagne Variation in the Fatty-Acid Content in Seeds of Various Black, Red, and White Currant Varieties Šavikin, Katarina P.; Ðorđević, Boban S.; Ristić, Mihailo S.; Krivokuća-Ðokić, Dragana; Pljevljakušić, Dejan S.; Vulić, Todor Chemistry & Biodiversity (2013) 10 157-165 5.79 weight-%
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-%
Ribes nigrum Fatty acid composition of Saxifragaceae oils Ucciani, Eugene; Costagliola, Guy; Gruber, Michel OCL-OLEAGINEUX CORPS GRAS LIPIDES (1995) 2 491-493 16.0 GLC-Area-%
Ribes nigrum Stearidonic acid (18:4ω3) in Primula florindae Aitzetmüller, K.; Werner, Gisela Phytochemistry (1991,1) 30 4011-4013 15.3 GLC-Area-%
Ribes nigrum Research on the Development of Black Current Oil (google translate from Chinese) Zhou, Q. Cao, J. Zhongguo Youzhi (1996) 21 20-22 11.7 GLC-Area-%
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-%
Ribes nigrum Stearidonic acid (18:4ω3) in Primula florindae Aitzetmüller, K.; Werner, Gisela Phytochemistry (1991,1) 30 4011-4013 15.3 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 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-%
Ribes rubrum Fatty acid composition of Saxifragaceae oils Ucciani, Eugene; Costagliola, Guy; Gruber, Michel OCL-OLEAGINEUX CORPS GRAS LIPIDES (1995) 2 491-493 8.0 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-%
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-%