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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 101 - 150 of 616 in total
PlantSort off PublicationSort off ValueSort off UnitSort off
Pinus edulis 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 0.36 GLC-Area-%
Pinus cembroides Delta 5-olefinic acids in the edible seeds of nut pines (Pinus cembroides edulis) from the United States Wolff, R. L.; Marpeau, A. M. Journal of the American Oil Chemists Society (1997) 74 613-614 0.36 GLC-Area-%
Pinus edulis 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 0.36 GLC-Area-%
Cryptomeria japonica 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 0.38 GLC-Area-%
Cryptomeria japonica Private communication Wolff, R. L. Private communication (1999) 0.38 GLC-Area-%
Taxus baccata New Tools to Explore Lipid Metabolism Wolff, R. L. Inform (1997) 8 116-119 0.4 GLC-Area-%
Pinus pinea New Tools to Explore Lipid Metabolism Wolff, R. L. Inform (1997) 8 116-119 0.4 GLC-Area-%
Pinus pinea New Tools to Explore Lipid Metabolism Wolff, R. L. Inform (1997) 8 116-119 0.4 GLC-Area-%
Cupressus dupreziana 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 0.4 weight-%
Bassia hyssopifolia cis-5-Monoenoic fatty acids in some chenopodiaceae seed oils Kleiman, R.; Rawls, M. H.; Earle, F. R. Lipids (1972) 7 494-496 0.4 GLC-Area-%
Torreya californica 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 0.4 weight-%
Sequoia sempervirens 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 0.42 GLC-Area-%
Pinus nelsonii 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 0.43 GLC-Area-%
Pinus nelsonii 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 0.43 GLC-Area-%
Cupressus bakeri Private communication Wolff, R. L. Private communication (1999) 0.48 GLC-Area-%
Chamaecyparis lawsoniana 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 0.49 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-%
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-%
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-%
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-%
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-%
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-%
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 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-%
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-%
Cupressus bakeri Private communication, 1999 Pasquier, E. Private communication (1999) 0.65 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-%
Kochia scoparia Unpublished unpublished results MRI (1993) 0.7 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-%
Chamaecyparis obtusa Private communication, 1999 Pasquier, E. Private communication (1999) 0.73 GLC-Area-%
Juniperus oxycedrus Private communication Wolff, R. L. Private communication (1999) 0.75 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-%
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-%
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 Private communication, 1999 Pasquier, E. Private communication (1999) 0.86 GLC-Area-%
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-%
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-%
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-%
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-%
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-%
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 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-%
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-%
Tsuga canadensis The leaf lipids of some conifer species Jamieson, G. R.; Reid, E. H. Phytochemistry (1972) 11 269-275 1.1 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-%