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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 751 - 800 of 962 in total
PlantSort off PublicationSort off ValueSort off UnitSort off
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-%
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-%
Araucaria bidwillii Private communication Wolff, R. L. Private communication (1999) 0.59 GLC-Area-%
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-%
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-%
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-%
Ranunculus repens Unpublished unpublished results MRI (1996) 0.5 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-%
Cerinthe gymnandra Unpublished unpublished results MRI Bundesforschungsanstalt Muenster (1997) 0.5 GLC-Area-%
Agathis robusta Unpublished Aitzetmueller, K. Wolff, R. L. unpublished results (1998) 0.5 GLC-Area-%
Oenothera bistorta Tocopherol and fatty acid composition of twenty-five species of Onagraceae Juss. VELASCO, L.; GOFFMAN, F. D. Botanical Journal of the Linnean Society (1999) 129 359-366 0.5 weight-%
Rhus typhina Unpublished unpublished results MRI (1994) 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 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-%
Oenothera drummondii 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 0.5 GLC-Area-%
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-%
Acer carpinifolium 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-%
Sophora davidii (Franch.) Skeels 白刺花种子中脂肪酸成分的研究_王秀坤 . Study on Fatty Acids in Seeds of Sophora viciifolia Hance Xiukun Wang; Jiashi Li; Yuning Yan Chinese Traditional and Herbal Drugs (1995) (9) 498 0.49 weight-%
Abelmoschus tuberculatus 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 0.47 weight-%
Althaea rosea (L.) Cav. 九里香种子类脂化学成分的研究 I.脂肪酸和脂肪醇_廖学焜（GC） . A Study on the Chemical Constituent of Seed Lipid from Murraya paniculata I. Fatty Acids and Fatty Alcohols Liao Chengye; Liang Jingkun; Huang Yuwen ACTA BOTANICA AUSTRO SINICA (1989) 5 121 0.45 weight-%
Agathis robusta Δ5-olefinic acids in the seed lipids from four Ephedra species and their distribution between the α and β positions of triacylglycerols. Characteristics common to coniferophytes and cycadophytes Wolff, R. L.; Christie, W. W.; Pédrono, F.; Marpeau, A. M.; Tsevegsüren, N.; Aitzetmüller, K.; Gunstone, F. D. Lipids (1999) 34 855-864 0.44 GLC-Area-%
Sapium sebiferum (L.) Roxb. 乌桕梓油中亚油酸合成共轭亚油酸的工艺研究（GC) . Study on Synthesis of Conjugated Linoleic Acid from Linoleic Acid in Sapium sebiferum (L.) Roxb. Oil Yi Jiang Thesis (Hubei University of Chinese Medicine) (2014) 0.43 weight-%
Abelmoschus ficulneus 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 0.43 weight-%
Sapium sebiferum (L.) Roxb. 乌桕梓油制备生物柴油的研究（GC) . Study on Preparation of Biodiesel from Sapium sebiferum (L.) Roxb. Oil Wenwei Chen Thesis-Nanchang University (2006) 0.43 weight-%
Primula auricula Unpublished unpublished results MRI 1996 0.4 GLC-Area-%
Alvaradoa amorphoides Acetylenic acids of Alvaradoa amorphoides seed oil Pearl, M. B.; Kleiman, R.; Earle, F. R. Lipids (1973) 8 627-630 0.4 GLC-Area-%
Ipomoea aquatica Lipid composition of ten edible seed species from North Vietnam Imbs, A. B.; Pham, L. Q. Journal of the American Oil Chemists' Society (1995) 72 957-961 0.4 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-%
Cocos nucifera - testa Distribution of major chemical constituents and fatty acids in different regions of coconut endosperm Balachandran, C.; Arumughan, C.; Mathew, A. G. Journal of the American Oil Chemists’ Society (1985) 62 1583-1586 0.4 GLC-Area-%
Primula pedemontana Δ6-Unsaturated fatty acids in species and tissues of the Primulaceae Sayanova, O.; Napier, J. A.; Shewry, P. R. Phytochemistry (1999) 52 419-422 0.4 GLC-Area-%
Acer mono Unpublished unpublished results MRI (1994) 0.4 GLC-Area-%
Cardiospermum halicacabum 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 0.4 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 0.4 GLC-Area-%
Adansonia digitata 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 0.39 GLC-Area-%
Iriartella setigera FATTY ACID COMPOSITION OF THE OIL FROM THE FRUIT OF THREE SPECIES OF PALM TREES FOUND IN THE AMAZON: Astrocaryum gynacanthum, Geonoma deversa, AND Iriartella setigera M. C. O. Moura, L. A. M. A. Costa, and A. Flach Chemistry of Natural Compounds (2020) 56 706-708 0.36 weight-%
Iriartella setigera FATTY ACID COMPOSITION OF THE OIL FROM THE FRUIT OF THREE SPECIES OF PALM TREES FOUND IN THE AMAZON: Astrocaryum gynacanthum, Geonoma deversa, AND Iriartella setigera M. C. O. Moura, L. A. M. A. Costa, and A. Flach Chemistry of Natural Compounds (2020) 56 706-708 0.36 weight-%
Linum usitatissimum L. 甘肃栽培经济油料植物月见草的研究(GC) . Study on Oenothera biennis L. which is the a cultispecies of Economic oil crops in Gansu Province Yongli Yang; Shoujun Guo; Jian Yao; Shaozhen Zhang Journal of Northwest Normal University(Natural Science) (1995) 31(4) 56-57 0.36 weight-%
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-%
Suaeda physophora Pall. GC_MS法分析囊果碱蓬种子油中脂肪酸组成_牟书勇 . Analysis on the Composition of Fatty Acids from Seed Oil of Suaeda physophora Pall.Using GC/MS MU Shu-yong; CHENG Zheng-ming; BAO Qun; YIN Lin-ke; PAN Hui-xia Arid Zone Research (2006) 23(3) 475-477 0.34 weight-%
Abelmoschus manihot 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 0.33 weight-%
Pinus bungeana Zucc. ex Endl. 长白山区野果种子脂肪酸的研究_赵淑春 . Study on Fatty Acids of Seed of Wild Fruit Trees of Changbai Mountain Area Shuchun Zhao; Li Fu; Ying Yu; Minti Liu Chinese Wild Plant Resource (1994) (1) 10-15 0.32 weight-%
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-%
Silybum marianum (L.) Gaertn. 长白山区野果种子脂肪酸的研究_赵淑春 . Study on Fatty Acids of Seed of Wild Fruit Trees of Changbai Mountain Area Shuchun Zhao; Li Fu; Ying Yu; Minti Liu Chinese Wild Plant Resource (1994) (1) 10-15 0.31 weight-%
Medicago archiducis-nicolai Å irj. 豆薯籽油的超临界CO_2萃取及其理化特性_麻成金 . Supercritical CO2 extraction and physicochemical properties of jicama seed oil MA Chengjina; Q Huang; X Tian; Z Liu; YU Jia China Oils and Fats (2008) 33(12) 20-23 0.31 weight-%
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-%
Medicago archiducis-nicolai Å irj. 青蒿籽油的组成分析研究_薛雅琳 . Study on the Composition of Artemisia apiaeea Hanee. Seed Oil Yalin Xue; Jing Li; Wanxin Cao China Oil and Fats (1997) 22(4) 42-43 0.31 weight-%
Anemone hupehensis Unpublished unpublished results MRI (1995) 0.3 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-%
Gentiana decumbens Unpublished unpublished results MRI (1996) 0.3 GLC-Area-%
Clematis lasiantha Unpublished Aitzetmueller, K. unpublished results (1998) 0.3 GLC-Area-%