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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 351 - 400 of 616 in total
Plant PublicationSort off ValueSort off UnitSort off
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-%
Pinus koraiensis Fatty acid compositions of Pinus koraiensis seed Yoon, T. H.; Im, K. J.; Koh, E. T.; Ju, J. S. Nutrition Research (1989) 9 357-361 11.1 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 16.0 GLC-Area-%
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 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-%
Pinus flexilis 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 1.6 GLC-Area-%
Pinus pinaster 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 7.1 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 bungeana 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 8.6 GLC-Area-%
Pinus koraiensis 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 18.2 GLC-Area-%
Pinus densiflora 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 16.5 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 taiwanensis 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 10.2 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 griffithii Unpublished Aitzetmueller, K. Pasquier, E. unpublished results (1999) 20.9 GLC-Area-%
Pinus palustris Fatty acids of the seeds from pine species of the Ponderosa-Banksiana and Halepensis sections. The peculiar taxonomic position of Pinus pinaster Wolff, Robert L.; Comps, Bernard; Deluc, Laurent G.; Marpeau, Anne M. Journal of the American Oil Chemists' Society (1998,1) 75 45-50 19.93 GLC-Area-%
Pinus ponderosa Fatty acids of the seeds from pine species of the Ponderosa-Banksiana and Halepensis sections. The peculiar taxonomic position of Pinus pinaster Wolff, Robert L.; Comps, Bernard; Deluc, Laurent G.; Marpeau, Anne M. Journal of the American Oil Chemists' Society (1998,1) 75 45-50 18.36 GLC-Area-%
Pinus pinaster 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 7.2 * 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-%
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-%
Pinus taiwanensis 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 10.2 GLC-Area-%
Pinus caribaea Fatty acids of the seeds from pine species of the Ponderosa-Banksiana and Halepensis sections. The peculiar taxonomic position of Pinus pinaster Wolff, Robert L.; Comps, Bernard; Deluc, Laurent G.; Marpeau, Anne M. Journal of the American Oil Chemists' Society (1998,1) 75 45-50 17.71 GLC-Area-%
Pinus jeffreyi Fatty acids of the seeds from pine species of the Ponderosa-Banksiana and Halepensis sections. The peculiar taxonomic position of Pinus pinaster Wolff, Robert L.; Comps, Bernard; Deluc, Laurent G.; Marpeau, Anne M. Journal of the American Oil Chemists' Society (1998,1) 75 45-50 11.28 GLC-Area-%
Pinus echinata Fatty acids of the seeds from pine species of the Ponderosa-Banksiana and Halepensis sections. The peculiar taxonomic position of Pinus pinaster Wolff, Robert L.; Comps, Bernard; Deluc, Laurent G.; Marpeau, Anne M. Journal of the American Oil Chemists' Society (1998,1) 75 45-50 18.18 GLC-Area-%
Pinus occidentalis Fatty acids of the seeds from pine species of the Ponderosa-Banksiana and Halepensis sections. The peculiar taxonomic position of Pinus pinaster Wolff, Robert L.; Comps, Bernard; Deluc, Laurent G.; Marpeau, Anne M. Journal of the American Oil Chemists' Society (1998,1) 75 45-50 18.5 GLC-Area-%
Pinus brutia Fatty acids of the seeds from pine species of the Ponderosa-Banksiana and Halepensis sections. The peculiar taxonomic position of Pinus pinaster Wolff, Robert L.; Comps, Bernard; Deluc, Laurent G.; Marpeau, Anne M. Journal of the American Oil Chemists' Society (1998,1) 75 45-50 3.14 GLC-Area-%
Pinus attenuata Fatty acids of the seeds from pine species of the Ponderosa-Banksiana and Halepensis sections. The peculiar taxonomic position of Pinus pinaster Wolff, Robert L.; Comps, Bernard; Deluc, Laurent G.; Marpeau, Anne M. Journal of the American Oil Chemists' Society (1998,1) 75 45-50 20.37 GLC-Area-%
Pinus muricata Fatty acids of the seeds from pine species of the Ponderosa-Banksiana and Halepensis sections. The peculiar taxonomic position of Pinus pinaster Wolff, Robert L.; Comps, Bernard; Deluc, Laurent G.; Marpeau, Anne M. Journal of the American Oil Chemists' Society (1998,1) 75 45-50 22.8 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 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-%
Pinus massoniana Fatty acids and triacylglycerols in seeds of Pinaceae species Imbs, A. B.; Pham, L. Q. Phytochemistry (1996) 42 1051-1053 18.4 GLC-Area-%
Pinus pinaster 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 7.9 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 radiata Fatty acids of the seeds from pine species of the Ponderosa-Banksiana and Halepensis sections. The peculiar taxonomic position of Pinus pinaster Wolff, Robert L.; Comps, Bernard; Deluc, Laurent G.; Marpeau, Anne M. Journal of the American Oil Chemists' Society (1998,1) 75 45-50 22.34 GLC-Area-%
Pinus taeda Fatty acids of the seeds from pine species of the Ponderosa-Banksiana and Halepensis sections. The peculiar taxonomic position of Pinus pinaster Wolff, Robert L.; Comps, Bernard; Deluc, Laurent G.; Marpeau, Anne M. Journal of the American Oil Chemists' Society (1998,1) 75 45-50 18.34 GLC-Area-%
Pinus ponderosa 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 18.36 GLC-Area-%
Pinus laricio 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 19.44 GLC-Area-%
Pinus halepensis 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 4.02 GLC-Area-%
Pinus monophylla 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 0.13 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-%
Pinus griffithii Private communication Wolff, R. L. Private communication (1999) 21.69 GLC-Area-%
Pinus laricio Private communication Wolff, R. L. Private communication (1999) 19.34 GLC-Area-%
Pinus laricio Private communication Wolff, R. L. Private communication (1999) 19.44 GLC-Area-%
Pinus nigra Private communication Wolff, R. L. Private communication (1999) 19.06 GLC-Area-%
Pinus salzmannii Private communication Wolff, R. L. Private communication (1999) 19.54 GLC-Area-%
Pinus tabuliformis Private communication Wolff, R. L. Private communication (1999) 17.03 GLC-Area-%
Pinus brutia Private communication Wolff, R. L. Private communication (1999) 3.12 GLC-Area-%
Pinus maximinoi Private communication Wolff, R. L. Private communication (1999) 17.5 GLC-Area-%
Pinus caribaea hondurensis Unpublished Aitzetmueller, K. Wolff, R. L. unpublished results (1999) 17.3 GLC-Area-%
* Converted from mol %