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5,9,12-Octadecatrienoic acid, (5Z,9Z,12Z)- (Pinolenic acid)

Delta notation: 18:3-delta-5c,9c,12c

Other Names: 5,9,12-Octadecatrienoic acid, (Z,Z,Z)-; (Z,Z,Z)-5,9,12-Octadecatrienoic acid; 5,9,12-cis-Octadecatrienoic acid; Pinolenic acid; cis,cis,cis-5,9,12-Octadecatrienoic acid; cis-5,9,12-Octadecatrienoic acid; cis-5,cis-9,cis-12-Octadecatrienoic acid

Formula: C18 H30 O2

Mass: 278.43

IUPAC name: (5Z,9Z,12Z)-octadeca-5,9,12-trienoic acid

5,9,12 octadecatrienoic acid, (5z,9z,12z)
Structure drawn at OPSIN (opsin.ch.cam.uk)

External Database IDs:
CAS registry: 16833-54-8
SOFA Mol: M_092
Lipid Maps: LMFA01030344
PubChem: 5312495
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/h6-7,9-10,13-14H,2-5,8,11-12,15-17H2,1H3,(H,19,20)/b7-6-,10-9-,14-13-/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/h6-7,9-10,13-14H,2-5,8,11-12,15-17H2,1H3,(H,19,20)/b7-6-,10-9-,14-13-

stdinchikey: HXQHFNIKBKZGRP-URPRIDOGSA-N

smiles: C(CCC\C=C/CC\C=C/C\C=C/CCCCC)(=O)O

Results

Displaying datapoints 251 - 300 of 616 in total
PlantSort off PublicationSort off ValueSort off UnitSort off
Pinus armandii General characteristics of Pinus spp. seed fatty acid compositions, and importance of Delta 5-olefinic acids in the taxonomy and phylogeny of the genus Wolff, R. L.; Pedrono, F.; Pasquier, E.; Marpeau, A. M. Lipids (2000) 35 1-22 15.98 GLC-Area-%
Pinus armandii General characteristics of Pinus spp. seed fatty acid compositions, and importance of Delta 5-olefinic acids in the taxonomy and phylogeny of the genus Wolff, R. L.; Pedrono, F.; Pasquier, E.; Marpeau, A. M. Lipids (2000) 35 1-22 15.8 GLC-Area-%
Pinus massoniana Distribution of fatty acids from the Pinus seed oils and a chemotaxonomic survey Hu, Z. L.; Li, X. P.; Bao, H. Journal of Plant Resources and Environment (1992) 1 15-18 15.7 GLC-Area-%
Pinus massoniana Distribution of fatty acids from the Pinus seed oils and a chemotaxonomic survey Hu, Z. L.; Li, X. P.; Bao, H. Journal of Plant Resources and Environment (1992) 1 15-18 15.7 GLC-Area-%
Pinus koraiensis cis-5-olefinic unusual fatty acids in seed lipids of gymnospermae and their distribution in triacylglycerols Takagi, T.; Itabashi, Y. Lipids (1982) 17 716-723 15.23 GLC-Area-%
Pinus massoniana D. Don 中国油脂植物 Chinese Oil Plants Jia Liangzhi; Zhou Jun Book: Chinese Oil Plants. Beijing: Science Press: Edited by Jia Liangzhi & Zhou Jun (1987) 15.2 weight-%
Pinus koraiensis General characteristics of Pinus spp. seed fatty acid compositions, and importance of Delta 5-olefinic acids in the taxonomy and phylogeny of the genus Wolff, R. L.; Pedrono, F.; Pasquier, E.; Marpeau, A. M. Lipids (2000) 35 1-22 15.04 GLC-Area-%
Pinus koraiensis cis-5-olefinic unusual fatty acids in seed lipids of gymnospermae and their distribution in triacylglycerols Takagi, T.; Itabashi, Y. Lipids (1982) 17 716-723 15.0 GLC-Area-%
Abies balsamea Chemotaxonomic differentiation of conifer families and genera based on the seed oil fatty acid compositions: Multivariate analyses Wolff, R. L.; Deluc, L. G.; Marpeau, A. M.; Comps, B. Trees - Structure and Function (1997) 12 57-65 14.94 GLC-Area-%
Abies balsamea Private communication Wolff, R. L. Private communication (1999) 14.94 GLC-Area-%
Abies balsamea Chemotaxonomic differentiation of conifer families and genera based on the seed oil fatty acid compositions: Multivariate analyses Wolff, R. L.; Deluc, L. G.; Marpeau, A. M.; Comps, B. Trees - Structure and Function (1997) 12 57-65 14.94 GLC-Area-%
Abies veitchii Private communication Wolff, R. L. Private communication (1999) 14.93 GLC-Area-%
Pinus koraiensis Fatty acid composition of some pine seed oils Wolff, R. L.; Bayard, C. C. Journal of the American Oil Chemists' Society (1995) 72 1043-1046 14.92 GLC-Area-%
Pinus koraiensis Fatty acids and triacylglycerols in seeds of Pinaceae species Imbs, A. B.; Pham, L. Q. Phytochemistry (1996) 42 1051-1053 14.9 GLC-Area-%
Pinus koraiensis Fatty acid composition of some pine seed oils Wolff, R. L.; Bayard, C. C. Journal of the American Oil Chemists' Society (1995) 72 1043-1046 14.9 GLC-Area-%
Pinus koraiensis Effects of Pinus pinaster and Pinus koraiensis seed oil supplementation on lipoprotein metabolism in the rat Asset, Gaëlle; Staels, Bart; Wolff, Robert L.; Baugé, Eric; Madj, Zouher; Fruchart, Jean-Charles; Dallongeville, Jean Lipids (1999,1) 34 39-44 14.9 GLC-Area-%
Pinus koraiensis General characteristics of Pinus spp. seed fatty acid compositions, and importance of Delta 5-olefinic acids in the taxonomy and phylogeny of the genus Wolff, R. L.; Pedrono, F.; Pasquier, E.; Marpeau, A. M. Lipids (2000) 35 1-22 14.7 GLC-Area-%
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 14.6 GLC-Area-%
Pinus koraiensis New oils: Structural and physiological specificities of conifer seed oils Wolff, RL; Marpeau, AM; Gunstone, FD; Bezard, J; Farines, M; Martin, JC; Dallongeville, J OCL-OLEAGINEUX CORPS GRAS LIPIDES (1997) 4 65-70 14.5 GLC-Area-%
Pinus koraiensis COMPOSITION OF SOME KOREAN SEED OILS Seher, A.; Krohn, M.; Ko, Y. S. Fette Seifen Anstrichmittel (1977) 79 203-206 14.5 GLC-Area-%
Pinus koraiensis COMPOSITION OF SOME KOREAN SEED OILS Seher, A.; Krohn, M.; Ko, Y. S. Fette Seifen Anstrichmittel (1977) 79 203-206 14.5 GLC-Area-%
Pinus koraiensis General characteristics of Pinus spp. seed fatty acid compositions, and importance of Delta 5-olefinic acids in the taxonomy and phylogeny of the genus Wolff, R. L.; Pedrono, F.; Pasquier, E.; Marpeau, A. M. Lipids (2000) 35 1-22 14.5 GLC-Area-%
Pinus koraiensis New Tools to Explore Lipid Metabolism Wolff, R. L. Inform (1997) 8 116-119 14.5 GLC-Area-%
Pinus massoniana General characteristics of Pinus spp. seed fatty acid compositions, and importance of Delta 5-olefinic acids in the taxonomy and phylogeny of the genus Wolff, R. L.; Pedrono, F.; Pasquier, E.; Marpeau, A. M. Lipids (2000) 35 1-22 14.4 GLC-Area-%
Pinus koraiensis Distribution of Delta 5-olefinic acids in the triacylglycerols from Pinus koraiensis and Pinus pinaster seed oils Gresti, J.; Mignerot, C.; Bezard, J.; Wolff, R. L. Journal of the American Oil Chemists Society (1996) 73 1539-1547 14.2 GLC-Area-%
Pinus koraiensis Is the Profile of Fatty Acids, Tocopherols, and Amino Acids Suitable to Differentiate Pinus armandii Suspicious to Be Responsible for the Pine Nut Syndrome from Other Pinus Species? Matthäus, Bertrand; Li, Peiwu; Ma, Fei; Zhou, Haiyan; Jiang, Jun; Özcan, Mehmet Musa Chemistry & Biodiversity (2017) 15 e1700323 14.2 weight-%
Pinus armandii Franch. 中国油脂植物 Chinese Oil Plants Jia Liangzhi; Zhou Jun Book: Chinese Oil Plants. Beijing: Science Press: Edited by Jia Liangzhi & Zhou Jun (1987) 14.1 weight-%
Abies fraseri Chemotaxonomic differentiation of conifer families and genera based on the seed oil fatty acid compositions: Multivariate analyses Wolff, R. L.; Deluc, L. G.; Marpeau, A. M.; Comps, B. Trees - Structure and Function (1997) 12 57-65 14.04 GLC-Area-%
Abies fraseri Chemotaxonomic differentiation of conifer families and genera based on the seed oil fatty acid compositions: Multivariate analyses Wolff, R. L.; Deluc, L. G.; Marpeau, A. M.; Comps, B. Trees - Structure and Function (1997) 12 57-65 14.04 GLC-Area-%
Pinus koraiensis General characteristics of Pinus spp. seed fatty acid compositions, and importance of Delta 5-olefinic acids in the taxonomy and phylogeny of the genus Wolff, R. L.; Pedrono, F.; Pasquier, E.; Marpeau, A. M. Lipids (2000) 35 1-22 13.9 GLC-Area-%
Araucaria cunninghamii Arachidonic and eicosapentaenoic acids in Araucariaceae, a unique feature among seed plants Wolff, R. L.; Christie, W. W.; Aitzetmuller, K.; Pasquier, E.; Pedrono, F.; Destaillats, F.; Marpeau, A. M. Ocl-Oleagineux Corps Gras Lipides (2000) 7 113-117 13.8 GLC-Area-%
Pinus koraiensis Siebold & Zucc. 中国油脂植物 Chinese Oil Plants Jia Liangzhi; Zhou Jun Book: Chinese Oil Plants. Beijing: Science Press: Edited by Jia Liangzhi & Zhou Jun (1987) 13.5 weight-%
Abies lowiana Conifer seeds: Oil content and fatty acid composition Wolff, R. L.; Deluc, L. G.; Marpeau, A. M. Journal of the American Oil Chemists Society (1996) 73 765-771 13.32 GLC-Area-%
Abies lowiana Conifer seeds: Oil content and fatty acid composition Wolff, R. L.; Deluc, L. G.; Marpeau, A. M. Journal of the American Oil Chemists Society (1996) 73 765-771 13.3 GLC-Area-%
Abies koreana Private communication Wolff, R. L. Private communication (1999) 13.29 GLC-Area-%
Pinus thunbergii Distribution of fatty acids from the Pinus seed oils and a chemotaxonomic survey Hu, Z. L.; Li, X. P.; Bao, H. Journal of Plant Resources and Environment (1992) 1 15-18 12.8 GLC-Area-%
Pinus thunbergii Distribution of fatty acids from the Pinus seed oils and a chemotaxonomic survey Hu, Z. L.; Li, X. P.; Bao, H. Journal of Plant Resources and Environment (1992) 1 15-18 12.8 GLC-Area-%
Pinus thunbergii General characteristics of Pinus spp. seed fatty acid compositions, and importance of Delta 5-olefinic acids in the taxonomy and phylogeny of the genus Wolff, R. L.; Pedrono, F.; Pasquier, E.; Marpeau, A. M. Lipids (2000) 35 1-22 12.8 GLC-Area-%
Pinus koraiensis Positional distribution of Delta 5-acids in triacylglycerols from conifer seeds as determined by partial chemical cleavage Blaise, P.; Tropini, V.; Farines, M.; Wolff, R. L. Journal of the American Oil Chemists Society (1997) 74 165-168 12.7 GLC-Area-%
Pinus henryi General characteristics of Pinus spp. seed fatty acid compositions, and importance of Delta 5-olefinic acids in the taxonomy and phylogeny of the genus Wolff, R. L.; Pedrono, F.; Pasquier, E.; Marpeau, A. M. Lipids (2000) 35 1-22 12.6 GLC-Area-%
Pinus henryi Distribution of fatty acids from the Pinus seed oils and a chemotaxonomic survey Hu, Z. L.; Li, X. P.; Bao, H. Journal of Plant Resources and Environment (1992) 1 15-18 12.6 GLC-Area-%
Pinus henryi Distribution of fatty acids from the Pinus seed oils and a chemotaxonomic survey Hu, Z. L.; Li, X. P.; Bao, H. Journal of Plant Resources and Environment (1992) 1 15-18 12.6 GLC-Area-%
Pinus tabuliformis Distribution of fatty acids from the Pinus seed oils and a chemotaxonomic survey Hu, Z. L.; Li, X. P.; Bao, H. Journal of Plant Resources and Environment (1992) 1 15-18 12.5 GLC-Area-%
Abies alba Conifer seeds: Oil content and fatty acid composition Wolff, R. L.; Deluc, L. G.; Marpeau, A. M. Journal of the American Oil Chemists Society (1996) 73 765-771 12.5 GLC-Area-%
Pinus tabuliformis General characteristics of Pinus spp. seed fatty acid compositions, and importance of Delta 5-olefinic acids in the taxonomy and phylogeny of the genus Wolff, R. L.; Pedrono, F.; Pasquier, E.; Marpeau, A. M. Lipids (2000) 35 1-22 12.5 GLC-Area-%
Pinus tabuliformis Distribution of fatty acids from the Pinus seed oils and a chemotaxonomic survey Hu, Z. L.; Li, X. P.; Bao, H. Journal of Plant Resources and Environment (1992) 1 15-18 12.5 GLC-Area-%
Abies alba Conifer seeds: Oil content and fatty acid composition Wolff, R. L.; Deluc, L. G.; Marpeau, A. M. Journal of the American Oil Chemists Society (1996) 73 765-771 12.47 GLC-Area-%
Pinus aristata General characteristics of Pinus spp. seed fatty acid compositions, and importance of Delta 5-olefinic acids in the taxonomy and phylogeny of the genus Wolff, R. L.; Pedrono, F.; Pasquier, E.; Marpeau, A. M. Lipids (2000) 35 1-22 12.44 GLC-Area-%
Abies grandis The leaf lipids of some conifer species Jamieson, G. R.; Reid, E. H. Phytochemistry (1972) 11 269-275 12.4 GLC-Area-%
Araucaria cunninghamii Taxonomy of gymnospermae: multivariate analyses of leaf fatty acid composition Mongrand, Sébastien; Badoc, Alain; Patouille, Brigitte; Lacomblez, Chantal; Chavent, Marie; Cassagne, Claude; Bessoule, Jean-Jacques Phytochemistry (2001) 58 101-115 12.3 weight-%