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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
PlantSort off PublicationSort off ValueSort off UnitSort off
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 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 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 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-%
Abies veitchii Private communication Wolff, R. L. Private communication (1999) 14.93 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-%
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 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 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 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 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 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 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 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 armandii Franch. 华山松籽仁脂肪酸组成及其_5型脂肪酸鉴定_王博 . Identification of Fatty Acid Composition and Δ5-unsaturated Fatty Acids in Pinus armandii Kernel WANG Bo，LI Yao，QIN Gong-wei，LI Xin-sheng，CAO Xiao-yong Food Science (2011) 32(20) 164-166 16.11 weight-%
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 densiflora 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 16.5 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 strobiformis 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 16.59 GLC-Area-%
Pinus pseudostrobus 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 16.6 GLC-Area-%
Picea obovata Ledeb. 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) 16.6 weight-%
Pinus radiata Fatty acid and tocochromanol patterns of turkish pinus L. (Pinaceae) Karaagach, E. B. Y.; Brauehl, L. Bangladesh journal of botany (2004) 33 23-29 16.7 weight-%
Pinus radiata FATTY ACID AND TOCOCHROMANOL PATTERNS OF TURKISH PINES Bagci, Eyüp; Karaagacli, Yalcin ACTA BIOLOGICA CRACOVIENSIA (2004) 46 95-100 16.7 weight-%
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) 16.9 weight-%
Pinus elliottii Fatty acids of Pinus elliottii tissues Laseter, J. L.; Lawler, G. C.; Walkinshaw, C. H.; Weete, J. D. Phytochemistry (1973) 12 817-821 16.9 GLC-Area-%
Pinus tabuliformis Private communication Wolff, R. L. Private communication (1999) 17.03 GLC-Area-%
Abies lasiocarpa 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 17.11 GLC-Area-%
Abies lasiocarpa 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 17.11 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 17.15 GLC-Area-%
Pinus caribaea hondurensis Unpublished Aitzetmueller, K. Wolff, R. L. unpublished results (1999) 17.3 GLC-Area-%
Pinus shenkaniensis Private communication, 1999 Pasquier, E. Private communication (1999) 17.34 GLC-Area-%
Pinus shenkaniensis 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 17.48 GLC-Area-%
Pinus maximinoi Private communication Wolff, R. L. Private communication (1999) 17.5 GLC-Area-%
Pinus maximinoi 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 17.5 GLC-Area-%
Pinus massoniana Private communication, 1999 Pasquier, E. Private communication (1999) 17.69 GLC-Area-%
Pinus monticola 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 17.7 weight-%
Pinus massoniana 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 17.7 weight-%
Pinus tabuliformis 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 17.7 weight-%
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 17.71 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 sibirica Mayr 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) 17.8 weight-%
Pinus thunbergii 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 17.8 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 17.8 GLC-Area-%
Pinus khasya Private communication Wolff, R. L. Private communication (1999) 17.83 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 17.83 GLC-Area-%
Pinus glabra 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 17.84 GLC-Area-%
Pinus glabra Private communication, 1999 Pasquier, E. Private communication (1999) 17.84 GLC-Area-%