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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
PlantSort off PublicationSort off ValueSort off UnitSort off
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-%
Picramnia sellowii The Trans-6 fatty acids of Picramnia sellowii seed oil Spencer, G. F.; Kleiman, R.; Earle, F. R.; Wolff, I. A. Lipids (1970) 5 285-287 0.3 GLC-Area-%
Aster yunnanensis Unpublished unpublished results MRI (1988/89) 0.3 GLC-Area-%
Oenothera rosea 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 0.3 weight-%
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 0.3 GLC-Area-%
Malus spectabilis (Aiton) Borkh. 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 0.29 weight-%
Onobrychis galegifolia DETERMINATION OF THE FATTY ACID COMPOSITIONS OF FOUR Onobrychis SPECIES FROM TURKEY Salih Gorgun, Nukhet Akpinar, Mehmet Tekin, and Hilal Karakas Chemistry of Natural Compounds (2019) 55 99-101 0.29 weight-%
Onobrychis galegifolia DETERMINATION OF THE FATTY ACID COMPOSITIONS OF FOUR Onobrychis SPECIES FROM TURKEY Salih Gorgun, Nukhet Akpinar, Mehmet Tekin, and Hilal Karakas Chemistry of Natural Compounds (2019) 55 99-101 0.29 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 0.29 GLC-Area-%
Viburnum sargentii Koehne 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) 0.29 weight-%
Malus prunifolia (Willd.) Borkh. 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 0.28 weight-%
Malus prunifolia (Willd.) Borkh. 楸子籽油中脂肪酸成分分析_王发春 . Analysis of Fatty Acids in Malus Prunifolia (Willd) Borkh WANG Fa-chun; MI Qin  JOURNAL OF QINGHAI NORMAL UNIVERSITY(NATURAL SCIENCE EDITION) (2009) (3) 89-90 0.28 weight-%
Plantago asiatica L. 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 0.27 weight-%
Daniellia ogea 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 0.27 GLC-Area-%
Oenothera littoralis Schltdl. 皂角种子营养成分的研究_董玉山 . Studies on the Nutrient Composition of Seeds of Gleditsia Sinensis Lam Dong Yu-shan; Liu Zhan-chao Journal of Henan Forestry Science and Technology (2002) 22(4) 1-2 0.27 weight-%
Ocimum basilicum L. 芦溪岭林场东京野茉莉人工林3~5年生林木的种子产量及种子油食用价值研究_杨桦（） . Styrax tonkinensis Seed Production from 3～5 Year Old Plantation and its Seed Oil Value Evaluation in Luxuling Forest Farm Hua Yang; Wei Long; Yuchun Luo; Zhiguang Zeng JOURNAL OF WEST CHINA FORESTRY SCIENCE (2010) 39(1) 49-52 0.26 weight-%
Abelmoschus caillei 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 0.26 weight-%
Malva crispa (L.) L. 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 0.25 weight-%
Onobrychis tournefortii DETERMINATION OF THE FATTY ACID COMPOSITIONS OF FOUR Onobrychis SPECIES FROM TURKEY Salih Gorgun, Nukhet Akpinar, Mehmet Tekin, and Hilal Karakas Chemistry of Natural Compounds (2019) 55 99-101 0.25 weight-%
Onobrychis argyrea argyrea DETERMINATION OF THE FATTY ACID COMPOSITIONS OF FOUR Onobrychis SPECIES FROM TURKEY Salih Gorgun, Nukhet Akpinar, Mehmet Tekin, and Hilal Karakas Chemistry of Natural Compounds (2019) 55 99-101 0.25 weight-%
Onobrychis tournefortii DETERMINATION OF THE FATTY ACID COMPOSITIONS OF FOUR Onobrychis SPECIES FROM TURKEY Salih Gorgun, Nukhet Akpinar, Mehmet Tekin, and Hilal Karakas Chemistry of Natural Compounds (2019) 55 99-101 0.25 weight-%
Onobrychis argyrea argyrea DETERMINATION OF THE FATTY ACID COMPOSITIONS OF FOUR Onobrychis SPECIES FROM TURKEY Salih Gorgun, Nukhet Akpinar, Mehmet Tekin, and Hilal Karakas Chemistry of Natural Compounds (2019) 55 99-101 0.25 weight-%
Achillea magnifica FATTY ACIDS OF THE SEED OILS OF THREE Achillea SPECIES N. Zonuz, A. E. Akpinar, N. Akpinar, S. Dag, M. A. Akpinar Chemistry of Natural Compounds (2020) 56 115-118 0.25 weight-%
Hylocereus undatus (Haw.) Britton & Rose 响应面法优化超临界CO_2萃取栝楼籽油_马志虎 . Optimization of Supercritical CO2 Extraction of Trichosanthes kirilowii Maxim.Seed Oil by Response Surface Methodology Ma Zhihu; Hou Xilin; Zhang Yashuang; Zhang Junping JOURNAL OF THE CHINESE CEREALS AND OILS ASSOCIATION (2010) 25(7) 67-70 0.25 weight-%
Onobrychis albiflora DETERMINATION OF THE FATTY ACID COMPOSITIONS OF FOUR Onobrychis SPECIES FROM TURKEY Salih Gorgun, Nukhet Akpinar, Mehmet Tekin, and Hilal Karakas Chemistry of Natural Compounds (2019) 55 99-101 0.24 weight-%
Onobrychis albiflora DETERMINATION OF THE FATTY ACID COMPOSITIONS OF FOUR Onobrychis SPECIES FROM TURKEY Salih Gorgun, Nukhet Akpinar, Mehmet Tekin, and Hilal Karakas Chemistry of Natural Compounds (2019) 55 99-101 0.24 weight-%
Trichosanthes kirilowii Maxim. 响应面法优化超临界CO_2萃取微孔草籽油工艺及其脂肪酸组成分析_周同永 . Optimization of supercritical CO2 extraction of Microula sikkimensis Hemsl seed oil by response surface methodology and its fatty acid composition analysis ZHOU Tongyong; HU Na; ZHAO Xiaohui; DENG Li; PI L; HAN Tao; HAN Fa China Oils and Fats (2012) 37(10) 14-18 0.22 weight-%
Malus baccata (L.) Borkh. 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) 0.22 weight-%
Enterolobium cyclocarpum 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 0.21 GLC-Area-%
Clematis vitalba 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 0.2 GLC-Area-%
Pseudotsuga menziesii Unpublished unpublished results MRI (1997) 0.2 GLC-Area-%
Cnidium dahuricum Unpublished unpublished results MRI (1995) 0.2 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 0.2 GLC-Area-%
Primula denticulata 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 pulverulenta Stearidonic acid (18:4ω3) in Primula florindae Aitzetmüller, K.; Werner, Gisela Phytochemistry (1991,1) 30 4011-4013 0.2 GLC-Area-%
Erodium ciconium Unpublished unpublished results MRI (1995) 0.2 GLC-Area-%
Primula nutans Unpublished unpublished results MRI 1996 0.2 GLC-Area-%
Trigonella sibthorpii A Comparison of Diosgenin, Phenolics, Fatty Acid Profiles and Mineral Contents with Free Radical Scavenging Activity of Trigonella L. Species from Section Cylindricae Selma 􏰿. Uras G􏱀ngör, Ahmet 􏱁lçim, Gamze Kökdil Records of Natural Products (2017) 11 17-30 0.2 weight-%
Pinus koraiensis Fatty Acid Compositions of Some Seed Oils from the Pinaceae Family Kim, S. J. Kim, G. S. Yi, M.-O. Joh, Y. A. J. Korean Oil Chem. Soc. (1992) 9(2) 149 0.2 GLC-Area-%
Trigonella kotschyi A Comparison of Diosgenin, Phenolics, Fatty Acid Profiles and Mineral Contents with Free Radical Scavenging Activity of Trigonella L. Species from Section Cylindricae Selma 􏰿. Uras G􏱀ngör, Ahmet 􏱁lçim, Gamze Kökdil Records of Natural Products (2017) 11 17-30 0.2 weight-%
Anemone ranunculoides 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 0.2 GLC-Area-%
Echinacea purpurea Characteristics of Echinacea seed oil Oomah, B. D.; Dumon, D.; Cardador-Martínez, A.; Godfrey, D. V. Food Chemistry (2006) 96 304-312 0.2 weight-%
Acer diabolicum 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 0.2 weight-%
Heliotropium undulatum 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 0.2 weight-%
Echinacea purpurea Characteristics of Echinacea seed oil Oomah, B. D.; Dumon, D.; Cardador-Martínez, A.; Godfrey, D. V. Food Chemistry (2006) 96 304-312 0.2 weight-%
Libanotis buchtormensis Unpublished unpublished results MRI (1995) 0.2 GLC-Area-%
Abies delavayi Unpublished? Aitzetmueller, K. Wolff, R. L. Unpublished? (1999) 0.2 GLC-Area-%
Nigella sativa Not found Ihrig, M. Eschborn Pharmazie (1997) 22 46-48 0.2 GLC-Area-%
Anemone vitifolia Unpublished unpublished results MRI (1995) 0.2 GLC-Area-%
Limnanthes alba Unpublished unpublished results MRI (1994) 0.2 GLC-Area-%