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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 151 - 200 of 616 in total
PlantSort off PublicationSort off ValueSort off UnitSort off
Pinus nigra Private communication Wolff, R. L. Private communication (1999) 19.06 GLC-Area-%
Pinus nigra 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 18.97 GLC-Area-%
Pinus nigra 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 18.97 GLC-Area-%
Pinus oocarpa 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 18.96 GLC-Area-%
Pinus szemasensis Private communication Wolff, R. L. Private communication (1999) 18.92 GLC-Area-%
Pinus szemasensis 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 18.92 GLC-Area-%
Pinus cembra Unpublished unpublished results MRI (1993) 18.9 GLC-Area-%
Pinus nigra 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 18.9 GLC-Area-%
Pinus nigra 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 18.89 GLC-Area-%
Pinus nigra 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 18.89 GLC-Area-%
Pinus pallasiana Private communication Wolff, R. L. Private communication (1999) 18.81 GLC-Area-%
Pinus nigra 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 18.81 GLC-Area-%
Pinus sibirica 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 18.8 weight-%
Pinus devoniana 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 18.76 GLC-Area-%
Pinus michoacana 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 18.76 GLC-Area-%
Pinus nigra Private communication Wolff, R. L. Private communication (1999) 18.76 GLC-Area-%
Pinus nigra 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 18.76 GLC-Area-%
Pinus pumila 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 18.74 GLC-Area-%
Pinus pumila 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 18.74 GLC-Area-%
Pinus taiwanensis Hayata 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) 18.7 weight-%
Pinus nigra ssp. pallasiana pyramidata FATTY ACID AND TOCOCHROMANOL PATTERNS OF TURKISH PINES Bagci, Eyüp; Karaagacli, Yalcin ACTA BIOLOGICA CRACOVIENSIA (2004) 46 95-100 18.6 weight-%
Pinus cembra 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 18.6 GLC-Area-%
Pinus taeda Private communication, 1999 Pasquier, E. Private communication (1999) 18.59 GLC-Area-%
Pinus nigra pyramidata Fatty acid and tocochromanol patterns of turkish pinus L. (Pinaceae) Karaagach, E. B. Y.; Brauehl, L. Bangladesh journal of botany (2004) 33 23-29 18.56 weight-%
Pinus cembra sibirica 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 18.5 GLC-Area-%
Pinus occidentalis 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 18.5 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 cembra sibirica New Tools to Explore Lipid Metabolism Wolff, R. L. Inform (1997) 8 116-119 18.5 GLC-Area-%
Pinus cembra sibirica New Tools to Explore Lipid Metabolism Wolff, R. L. Inform (1997) 8 116-119 18.5 GLC-Area-%
Picea koraiensis Nakai 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) 18.5 weight-%
Pinus sibirica 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 18.49 GLC-Area-%
Pinus sibirica 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 18.49 GLC-Area-%
Pinus elliottii 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 18.47 GLC-Area-%
Pinus elliottii 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 18.47 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 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 18.4 GLC-Area-%
Pseudotsuga menziesii 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 18.4 GLC-Area-%
Pseudotsuga menziesii 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 18.37 GLC-Area-%
Pinus ponderosa 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 18.36 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 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 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 taeda 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 18.34 GLC-Area-%
Pinus taiwanensis Unpublished Aitzetmueller, K. Wolff, R. L. unpublished results (1999) 18.3 GLC-Area-%
Pinus caribaea 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 18.3 GLC-Area-%
Pinus caribaea Fatty acids and triacylglycerols in seeds of Pinaceae species Imbs, A. B.; Pham, L. Q. Phytochemistry (1996) 42 1051-1053 18.3 GLC-Area-%
Pinus ayacahuite 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 18.27 GLC-Area-%
Pinus kesiya Fatty acids and triacylglycerols in seeds of Pinaceae species Imbs, A. B.; Pham, L. Q. Phytochemistry (1996) 42 1051-1053 18.2 GLC-Area-%
Pinus thunbergii 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 18.2 GLC-Area-%
Pinus kesiya 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 18.2 GLC-Area-%