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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 451 - 500 of 616 in total
PlantSort off PublicationSort off ValueSort off UnitSort off
Pinus canariensis 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 1.49 GLC-Area-%
Taxus canadensis Private communication, 1999 Wolff, R. L. Private communication 1.48 GLC-Area-%
Taxus canadensis The seed fatty acid composition and the distribution of Δ5-olefinic acids in the triacylglycerols of some taxaceae (Taxus and Torreya) Wolff, Robert L.; Pédrono, Frédérique; Marpeau, Anne M.; Christie, William W.; Gunstone, Frank D. Journal of the American Oil Chemists' Society (1998,11) 75 1637-1641 1.48 GLC-Area-%
Araucaria cunninghamii Unpublished Aitzetmueller, K. Wolff, R. L. unpublished results (1999) 1.42 GLC-Area-%
Keteleeria davidiana Private communication Wolff, R. L. Private communication (1999) 1.42 GLC-Area-%
Pseudotsuga menziesii glauca 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 1.4 weight-%
Pinus roxburghii 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 1.4 GLC-Area-%
Ephedra equisetina 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 1.3 weight-%
Pinus strobiformis 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 1.3 weight-%
Pinus excelsa 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 1.3 weight-%
Koelreuteria elegans The fatty acid composition of seed oils from ten plant families with particular reference to cyclopropene and dihydrosterculic acids Vickery, J. R. Journal of the American Oil Chemists' Society (1980) 57 87-91 1.3 GLC-Area-%
Kochia prostrata cis-5-Monoenoic fatty acids in some chenopodiaceae seed oils Kleiman, R.; Rawls, M. H.; Earle, F. R. Lipids (1972) 7 494-496 1.3 GLC-Area-%
Larix decidua 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 1.1 weight-%
Callitris preissii 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 1.1 weight-%
Cephalotaxus harringtonia 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 1.1 weight-%
Tsuga canadensis The leaf lipids of some conifer species Jamieson, G. R.; Reid, E. H. Phytochemistry (1972) 11 269-275 1.1 GLC-Area-%
Encephalartos lebomboensis 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 1.1 weight-%
Abies pinsapo 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 1.1 weight-%
Pinus jeffreyi 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 1.1 weight-%
Pinus koraiensis Positional distribution of Delta 5-olefinic acids in triacylglycerols from conifer seed oils: General and specific enrichment in the sn-3 position Wolff, R. L.; Dareville, E.; Martin, J. C. Journal of the American Oil Chemists Society (1997) 74 515-523 1.0 GLC-Area-%
Lactuca sativa L. 莴苣籽油的超临界CO2萃取工艺及其脂肪酸组成分析（GC-MS) . Supercritical CO2 extraction of Lactuca sativa L. seed oil and its fatty acid composition HE Shaoqin; ZHANG Junping; ABULIMITYili; BA Hang; AJIAKBERAisa China Oils and Fats (2015) 40(1) 1-5 1.0 weight-%
Larix laricina 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 1.0 weight-%
Pseudotsuga menziesii 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 1.0 weight-%
Pseudotsuga macrocarpa 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 1.0 weight-%
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 1.0 GLC-Area-%
Pinus sabiniana 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 0.93 GLC-Area-%
Pinus sabiniana Fatty acid composition of edible pine seeds with emphasis on North American and Mexican pines of the Cembroides subsection Wolff, R. L.; Pedrono, F.; Marpeau, A. M. Ocl-Oleagineux Corps Gras Lipides (1999) 6 107-110 0.93 GLC-Area-%
Platycladus orientalis 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 0.9 weight-%
Suaeda setigera cis-5-Monoenoic fatty acids in some chenopodiaceae seed oils Kleiman, R.; Rawls, M. H.; Earle, F. R. Lipids (1972) 7 494-496 0.9 GLC-Area-%
Pinus gerardiana Private communication, 1999 Pasquier, E. Private communication (1999) 0.86 GLC-Area-%
Fokienia hodginsii Fokienia hodginsii seed oil, another source of all-cis 5,9,12,15-18 : 4 (coniferonic) acid Wolff, R. L.; Pedrono, F.; Marpeau, A. M. Journal of the American Oil Chemists Society (1999) 76 535-536 0.85 GLC-Area-%
Pinus gerardiana 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 0.83 GLC-Area-%
Pinus gerardiana Fatty acid composition of edible pine seeds with emphasis on North American and Mexican pines of the Cembroides subsection Wolff, R. L.; Pedrono, F.; Marpeau, A. M. Ocl-Oleagineux Corps Gras Lipides (1999) 6 107-110 0.8 GLC-Area-%
Juniperus oxycedrus Private communication Wolff, R. L. Private communication (1999) 0.75 GLC-Area-%
Chamaecyparis obtusa Private communication, 1999 Pasquier, E. Private communication (1999) 0.73 GLC-Area-%
Cupressus arizonica 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 0.71 GLC-Area-%
Cupressus arizonica Private communication Wolff, R. L. Private communication (1999) 0.71 GLC-Area-%
Kochia scoparia Unpublished unpublished results MRI (1993) 0.7 GLC-Area-%
Chamaecyparis lawsoniana Gas-liquid chromatography mass spectrometry of the 4,4-dimethyloxazoline derivatives of Delta 5-unsaturated polymethylene-interrupted fatty acids from conifer seed oils Berdeaux, O.; Wolff, R. L. Journal of the American Oil Chemists Society (1996) 73 1323-1326 0.7 GLC-Area-%
Cupressus bakeri Private communication, 1999 Pasquier, E. Private communication (1999) 0.65 GLC-Area-%
Cycas revoluta 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 0.64 GLC-Area-%
Cycas armstrongii Miq. 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 0.6 weight-%
Pinus palustris 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 0.6 weight-%
Sequoiadendron giganteum 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 0.6 weight-%
Cycas revoluta 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 0.6 weight-%
Cedrus libani 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 0.6 weight-%
Cupressus goveniana goveniana 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 0.6 weight-%
Dioon edule 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 0.5 weight-%
Pinus pinea 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 0.5 GLC-Area-%
Dacrydium cupressinum 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 0.5 weight-%