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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 701 - 750 of 962 in total
PlantSort off PublicationSort off ValueSort off UnitSort off
Elaeocarpus dentatus Fruit-coat and seed fats of Rhopalostylis, Elaeocarpus and Nestegis species Morice, I. M. Phytochemistry (1975) 14 765-767 1.1 GLC-Area-%
Primula elatior Unpublished unpublished results MRI 1991 1.1 GLC-Area-%
Primula veris Unpublished unpublished results MRI 1991 1.1 GLC-Area-%
Cynoglossum cheirifolium 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 1.1 weight-%
Acer spp. γ-Linolenic acid in Acer seed oils Bohannon, M. B.; Kleiman, R. Lipids (1976) 11 157-159 1.0 GLC-Area-%
Anchusa undulata 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 1.0 weight-%
Anisothecium spirale (Mitt.) Broth.-Moss High Content of Dicranin in Anisothecium spirale (Mitt.) Broth., a Moss from Eastern Himalayas and Its Chemotaxonomic Significance Mitra, Souvik Lipids (2017) 52 173-178 1.0 weight-%
Lychnis chalcedonica Unpublished unpublished results MRI (1988/89) 1.0 GLC-Area-%
Oenothera indecora 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 1.0
Acer truncatum γ-Linolenic acid in Acer seed oils Bohannon, M. B.; Kleiman, R. Lipids (1976) 11 157-159 1.0 GLC-Area-%
Acer spp. γ-Linolenic acid in Acer seed oils Bohannon, M. B.; Kleiman, R. Lipids (1976) 11 157-159 1.0 GLC-Area-%
Acacia holosericea Fatty acid composition of seeds from the Australian Acacia species Brown, A. J.; Cherikoff, V.; Roberts, D. C. K. Lipids (1987) 22 490-494 1.0 GLC-Area-%
Oenothera indecora 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 1.0 GLC-Area-%
Oenothera indecora 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 1.0 GLC-Area-%
Cynoglossum dioscoridis 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 1.0 weight-%
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-%
Abelmoschus moschatus Seed Oil and Fatty Acid Content in Okra (Abelmoschus esculentus) and Related Species Jarret, Robert L.; Wang, Ming Li; Levy, Irvin J. Journal of Agricultural and Food Chemistry (2011) 59 4019-4024 0.84 weight-%
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-%
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 0.8 GLC-Area-%
Acer saccharum 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 0.8 weight-%
Primula auricula Δ6-Unsaturated fatty acids in species and tissues of the Primulaceae Sayanova, O.; Napier, J. A.; Shewry, P. R. Phytochemistry (1999) 52 419-422 0.8 GLC-Area-%
Anemone tenuicaulis Unpublished unpublished results MRI (1997) 0.8 GLC-Area-%
Diospyros malabarica 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 0.8 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-%
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-%
Clematis vitalba Unpublished Aitzetmueller, K. et al. Unpublished results (1993) 0.8 GLC-Area-%
Cannabis sativa L. 水酶法提取火麻籽油的工艺优化及其脂肪酸组成分析_王欢李杨 . Optimization of Aqueous Enzymatic Extraction of Hemp Seed Oil and Analysis of Its Fatty Acid Composition WANG Huan; LI Yang; JIANG Lian-zhou; WANG Yan; WANG Zhong-jiang; FENG Hong-xia; FENG Dan; LIU Hai-ying Food Science (2013) 34(22) 27-32 0.72 weight-%
Cannabis sativa L. 鸡冠花种子研究：脂肪酸分析与经口急性毒理试验报告_翁德宝（GC） . Studies on Celosia cristata L.Seed —— Analysis of Fatty Acid and Report on the Acute Oral Toxicity Test Debao Weng; Shanliang Zhu; Xuefang Huang; Haifeng Wang Journal of Nanjing Normal University(Natural Science Edition) (1998) 21(4) 64-69 0.71 weight-%
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-%
Oenothera affinis 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 0.7 GLC-Area-%
Primula veris Δ6-Unsaturated fatty acids in species and tissues of the Primulaceae Sayanova, O.; Napier, J. A.; Shewry, P. R. Phytochemistry (1999) 52 419-422 0.7 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-%
Diospyros puncticulosa STUDIES IN EVALUATION OF UNCONVENTIONAL OILS FROM SOUTHEAST-ASIA Shukla, V. K. S.; Blichermathiesen, U. Fett Wissenschaft Technologie-Fat Science Technology (1993) 95 367-369 0.7 GLC-Area-%
Oenothera affinis 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 0.7 GLC-Area-%
Oenothera affinis 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 0.7 GLC-Area-%
Acer oblongum 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 0.7 weight-%
Primula elatior Δ6-Unsaturated fatty acids in species and tissues of the Primulaceae Sayanova, O.; Napier, J. A.; Shewry, P. R. Phytochemistry (1999) 52 419-422 0.7 GLC-Area-%
Primula juliae Δ6-Unsaturated fatty acids in species and tissues of the Primulaceae Sayanova, O.; Napier, J. A.; Shewry, P. R. Phytochemistry (1999) 52 419-422 0.7 GLC-Area-%
Cerinthe major Chemotaxonomic significance of fatty acids and tocopherols in Boraginaceae Velasco, L.; Goffman, F. D. Phytochemistry (1999) 52 423-426 0.7 GLC-Area-%
Vitis ? L. 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) 0.65 weight-%
Crataegus pinnatifida Bunge 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 0.65 weight-%
Vitis vinifera L. 苹果籽油中脂肪酸及植物甾醇成分分析_赵雁武 . Fatty acid and phytosterols composition analysis of apple seed oil ZHAO Yanwu; DENG Hong; QIU Nongxue  China Oils and Fats (2012) 37(4) 81-83 0.64 weight-%
Cannabis sativa L. 火麻仁油超临界CO_2梯度萃取与分析_董海胜 . Gradient Supercritical Carbon Dioxide Extraction and Analysis of Hemp Oil Haisheng Dong; Jingtao Zhu; Peng Zang; Shujing Zhang; Bin Chen Journal of Food Science and Technology (2013) 31(1) 55-59 0.62 weight-%
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 0.6 GLC-Area-%
Momordica charantia Chinese melon (Momordica charantia L) seed: Composition and potential use Chang, M. K.; Conkerton, E. J.; Chapital, D. C.; Wan, P. J.; Vadhwa, O. P.; Spiers, J. M. Journal of the American Oil Chemists Society (1996) 73 263-265 0.6 GLC-Area-%
Convolvulus arvensis FATTY-ACID COMPOSITION OF SEED OILS FROM SPONTANEOUS SPECIES OF THE MEDITERRANEAN SOUTH-EAST AREA Ferlay, V.; Mallet, G.; Masson, A.; Ucciani, E.; Gruber, M. Oleagineux (1993) 48 91-97 0.6 GLC-Area-%
Acer oliverianum 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 0.6 weight-%
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-%
Primula villosa Δ6-Unsaturated fatty acids in species and tissues of the Primulaceae Sayanova, O.; Napier, J. A.; Shewry, P. R. Phytochemistry (1999) 52 419-422 0.6 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 0.6 GLC-Area-%