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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 201 - 250 of 962 in total
PlantSort off PublicationSort off ValueSort off UnitSort off
Acer mono 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 0.5 weight-%
Achillea armenorum TOTAL LIPID CONTENT AND FATTY ACID COMPOSITION OF SEEDS OF SOME WILD Achillea SPECIES Nuray Zonuz, Nukhet Akpinar, Erol Donmez, Gokhan Zengin, Ali Emre Akpinar, Mehmet Ali Akpinar Chemistry of Natural Compounds (2019) 55 1127-1130 0.5 weight-%
Agathis robusta Unpublished Aitzetmueller, K. Wolff, R. L. unpublished results (1998) 0.5 GLC-Area-%
Ranunculus repens Unpublished unpublished results MRI (1996) 0.5 GLC-Area-%
Acer macrophyllum 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 0.5 weight-%
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-%
Abelmoschus manihot tetraphyllus 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 0.54 weight-%
Datura stramonium L. 曼陀罗种子油脂肪酸化学成分研究_张宏利 . Fatty Acid Components in the Oil from Seeds of Datura stramonium L. ZHANG Hong-li; HAN Chong-xuan; WANG Ming-chun; YANG Qing-er  ACTA BOTANICA BOREALI-OCCIDENTALIA SINICA (2008) 28(12) 2538-2542 0.58 weight-%
Cannabis sativa A Chemotaxonomic Approach to the Fatty Acid and Tocochromanol Content of Cannabis sativa L. (Cannabaceae) Bagci, Eyüp; Bruehl, Ludger; Aitzetmuller, Kurt; Altan, Yasin Turk J Bot (2003) 27 141-147 0.58 weight-%
Araucaria bidwillii Private communication Wolff, R. L. Private communication (1999) 0.59 GLC-Area-%
Primula rosea 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 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-%
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 truncatum 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-%
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-%
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-%
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 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-%
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-%
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-%
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 ? 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-%
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-%
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-%
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-%
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-%
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-%
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-%
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-%
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-%
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-%
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-%
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-%
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-%
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-%
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-%
Clematis vitalba Unpublished Aitzetmueller, K. et al. Unpublished results (1993) 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-%
Anemone tenuicaulis Unpublished unpublished results MRI (1997) 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 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 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-%
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-%
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-%
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-%
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-%
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-%
Lychnis chalcedonica Unpublished unpublished results MRI (1988/89) 1.0 GLC-Area-%