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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 401 - 450 of 962 in total
Plant PublicationSort off ValueSort off UnitSort off
Illicium verum Hook. f. GC_MS分析八角茴香种子CO_2超临界流体萃取物中的脂肪酸成分_袁经权 . Analysis of Fatty Acids in Supercritical Fluid Extracts of Illicium verum by GC-MS Jingquan Yuan; Jie Feng; Jianhua Miao; Junshan Yang CHINA JOURNAL OF CHINESE MATERIA MEDICA (2007) 32(8) 742-743 0.02 weight-%
Impatiens balsamina L. 福建产青葙子和野生紫苏子的化学成分-林文群(GC) . The Chemical Constituents of Perilla frutescens(L.)Britt. Var. acuta (Thunb.) And Celosia argentea L Seeds Grown in Fujian province WQ Lin; Z Chen; JQ Liu Chinese Academic Medical Magazine of Organisms (2002) (4) 57-59 0.1 weight-%
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-%
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-%
Knowltonia vesicatoria Unpublished unpublished results MRI (1996) 0.0 GLC-Area-%
Lamium album Unpublished Aitzetmueller, K. unpublished results (1999) 0.0 GLC-Area-%
Lamium purpureum Unpublished Aitzetmueller, K. unpublished results (1999) 0.0 GLC-Area-%
Lappula granulata gamma-Linolenic and stearidonic acids in Mongolian Boraginaceae Tsevegsuren, N.; Aitzetmuller, K. Journal of the American Oil Chemists Society (1996) 73 1681-1684 6.9 GLC-Area-%
Lappula intermedia gamma-Linolenic and stearidonic acids in Mongolian Boraginaceae Tsevegsuren, N.; Aitzetmuller, K. Journal of the American Oil Chemists Society (1996) 73 1681-1684 7.1 GLC-Area-%
Lappula squarrosa Chemotaxonomic significance of fatty acids and tocopherols in Boraginaceae Velasco, L.; Goffman, F. D. Phytochemistry (1999) 52 423-426 7.3 GLC-Area-%
Lappula echinata gamma-Linolenic and stearidonic acids in Mongolian Boraginaceae Tsevegsuren, N.; Aitzetmuller, K. Journal of the American Oil Chemists Society (1996) 73 1681-1684 7.1 GLC-Area-%
Lappula myosotis gamma-Linolenic and stearidonic acids in Mongolian Boraginaceae Tsevegsuren, N.; Aitzetmuller, K. Journal of the American Oil Chemists Society (1996) 73 1681-1684 6.7 GLC-Area-%
Lappula echinata NATURALLY OCCURRING ALL-CIS 6,9,12,15-OCTADECATETRAEONOIC ACID IN PLANT OILS Craig, B. M.; Bhatty, M. K. Journal of the American Oil Chemists Society (1964) 41 209-& 8.6 GLC-Area-%
Lappula barbata Agronomic evaluation of prospective new crop species White, G. A.; Willingham, B. C.; Skrdla, W. H.; Massey, J. H.; Higgins, J. J.; Calhoun, W.; Davis, A. M.; Dolan, D. D.; Earle, F. R. Economic Botany (1971) 25 22-43 4.0 GLC-Area-%
Lappula redowskii Agronomic evaluation of prospective new crop species White, G. A.; Willingham, B. C.; Skrdla, W. H.; Massey, J. H.; Higgins, J. J.; Calhoun, W.; Davis, A. M.; Dolan, D. D.; Earle, F. R. Economic Botany (1971) 25 22-43 5.0 GLC-Area-%
Lappula redowskii Search for new industrial oils. XI. Oils of boraginaceae Kleiman, R.; Earle, F. R.; Wolff, I. A.; Jones, Q. Journal of the American Oil Chemists' Society (1964) 41 459-460 5.0 GLC-Area-%
Lappula barbata 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 4.0 GLC-Area-%
Lappula redowskii Search for new industrial oils. XI. Oils of boraginaceae Kleiman, R.; Earle, F. R.; Wolff, I. A.; Jones, Q. Journal of the American Oil Chemists' Society (1964) 41 459-460 5.0 GLC-Area-%
Lappula echinata Oil and protein content, and oil composition of the seeds of some plants of the Canadian prairies Coxworth, E. C. M. Journal of the American Oil Chemists' Society (1965) 42 891-894 8.1 GLC-Area-%
Lappula barbata 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 4.0 GLC-Area-%
Larix occidentalis Unpublished Aitzetmueller, K. Wolff, R. L. unpublished results (1999) 0.2 GLC-Area-%
Larix sibirica 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 3.4 GLC-Area-%
Libanotis buchtormensis Unpublished unpublished results MRI (1995) 0.2 GLC-Area-%
Limnanthes floccosa Unpublished unpublished results MRI (1996) 0.1 GLC-Area-%
Limnanthes alba Unpublished unpublished results MRI (1994) 0.2 GLC-Area-%
Lindelofia longiflora Chemotaxonomic significance of fatty acids and tocopherols in Boraginaceae Velasco, L.; Goffman, F. D. Phytochemistry (1999) 52 423-426 9.4 GLC-Area-%
Lindelofia anchusoides 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 9.0 GLC-Area-%
Lindelofia anchusoides 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 9.0 GLC-Area-%
Lindelofia longiflora Chemotaxonomic significance of fatty acids and tocopherols in Boraginaceae Velasco, L.; Goffman, F. D. Phytochemistry (1999) 52 423-426 8.8 GLC-Area-%
Lindelofia anchusoides Chemotaxonomic significance of fatty acids and tocopherols in Boraginaceae Velasco, L.; Goffman, F. D. Phytochemistry (1999) 52 423-426 4.2 GLC-Area-%
Linum usitatissimum L. 河南油脂植物 Oil Plants in Henan Junpu Zhang, J. L., and Huaishan W. Book: China’s International Broadcasting Press. (1996) 52.5 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-%
Lithodora moroccana 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 20.2 weight-%
Lithodora fruticosa 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 13.3 weight-%
Lithospermum erythrorhizon Siebold & Zucc. 紫草籽油脂肪酸含量分析_张廷雨 . Analyses o f Fat ty Acid Contents of Gromw ell Seed Oil Zhang Tingyu; Shi shuhe Acta Nutrimenta Sinica (1997) 19(4) 482-483 13.8 weight-%
Lithospermum erythrorhizon Siebold & Zucc. 紫花苜蓿种子化学成分的研究_杨宝灵 . Study on the chemical components in alfalfa seed YANG Bao-ling Grassland and Turf (2004) (3) 33-35 14.0 weight-%
Lithospermum latifolium 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 23.9 GLC-Area-%
Lithospermum incisum 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 5.5 GLC-Area-%
Lithospermum arvense Chemotaxonomic significance of fatty acids and tocopherols in Boraginaceae Velasco, L.; Goffman, F. D. Phytochemistry (1999) 52 423-426 5.2 GLC-Area-%
Lithospermum erythrorhizon Siebold & Zucc. 紫丁香种子脂肪酸成分的GC_MS分析_张倩 . Analysis of Fatty Acids from seeds of Syringa Odlata L. by GC-MS MSZHANG Qian; CHENG Jun-hui; CHANG Xing; KANG Wen-yi Journal of Henan University(Medical Science (2009) 28(1) 37-39 13.51 weight-%
Lithospermum apulum 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 6.0 GLC-Area-%
Lithospermum officinale Search for new industrial oils. XI. Oils of boraginaceae Kleiman, R.; Earle, F. R.; Wolff, I. A.; Jones, Q. Journal of the American Oil Chemists' Society (1964) 41 459-460 0.0 GLC-Area-%
Lithospermum tenuiflorum Agronomic evaluation of prospective new crop species White, G. A.; Willingham, B. C.; Skrdla, W. H.; Massey, J. H.; Higgins, J. J.; Calhoun, W.; Davis, A. M.; Dolan, D. D.; Earle, F. R. Economic Botany (1971) 25 22-43 5.0 GLC-Area-%
Lithospermum arvense Chemotaxonomic significance of fatty acids and tocopherols in Boraginaceae Velasco, L.; Goffman, F. D. Phytochemistry (1999) 52 423-426 5.1 GLC-Area-%
Lithospermum purpurocaeruleum 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 18.0 GLC-Area-%
Lithospermum purpurocaeruleum Donnees Chimiotaxinomiques sur les Boraginacees P. Tetenyi Acta Botanica Academiae Scientiarum Hungaricae (1974) 20 159-167 18.2 GLC-Area-%
Lithospermum officinale Chemotaxonomic significance of fatty acids and tocopherols in Boraginaceae Velasco, L.; Goffman, F. D. Phytochemistry (1999) 52 423-426 15.3 GLC-Area-%
Lithospermum officinale Unpublished unpublished results MRI (1992) 16.6 GLC-Area-%
Lithospermum erythrorhizon Unpublished unpublished results MRI (1996) 17.1 GLC-Area-%