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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 251 - 300 of 616 in total
PlantSort off PublicationSort off ValueSort off UnitSort off
Pinus pinaster 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 7.9 GLC-Area-%
Pinus pinaster 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 7.9 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 pinaster FATTY ACID AND TOCOCHROMANOL PATTERNS OF TURKISH PINES Bagci, Eyüp; Karaagacli, Yalcin ACTA BIOLOGICA CRACOVIENSIA (2004) 46 95-100 8.1 weight-%
Pinus pinaster Fatty acid and tocochromanol patterns of turkish pinus L. (Pinaceae) Karaagach, E. B. Y.; Brauehl, L. Bangladesh journal of botany (2004) 33 23-29 8.1 weight-%
Pinus bungeana 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 8.6 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 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 pinaster Distribution of Delta 5-olefinic acids in the triacylglycerols from Pinus koraiensis and Pinus pinaster seed oils Gresti, J.; Mignerot, C.; Bezard, J.; Wolff, R. L. Journal of the American Oil Chemists Society (1996) 73 1539-1547 8.6 GLC-Area-%
Pinus bungeana 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 8.62 GLC-Area-%
Pinus coulteri 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 8.75 GLC-Area-%
Abies concolor 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 8.78 GLC-Area-%
Abies concolor 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 8.8 GLC-Area-%
Pseudolarix amabilis (J. Nelson) Rehder 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) 9.0 weight-%
Pinus thunbergii Parl. 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) 9.1 weight-%
Pinus bungeana Zucc. ex Endl. 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) 9.1 weight-%
Abies delavayi Unpublished? Aitzetmueller, K. Wolff, R. L. Unpublished? (1999) 9.2 GLC-Area-%
Cedrus deodara Nouveau dictionnaire des huiles végétales : compositions en acides gras Ucciani, Eugène Book (1995) 9.5 GLC-Area-%
Cedrus deodara 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 9.5 GLC-Area-%
Cedrus deodara 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 9.61 GLC-Area-%
Cedrus deodara 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 9.61 GLC-Area-%
Cedrus atlantica 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 9.94 GLC-Area-%
Cedrus atlantica 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 9.94 GLC-Area-%
Pinus taiwanensis 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 10.2 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 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 merkusii Fatty acids and triacylglycerols in seeds of Pinaceae species Imbs, A. B.; Pham, L. Q. Phytochemistry (1996) 42 1051-1053 10.3 GLC-Area-%
Pinus merkusii Fatty acids and triacylglycerols in seeds of Pinaceae species Imbs, A. B.; Pham, L. Q. Phytochemistry (1996) 42 1051-1053 10.3 GLC-Area-%
Abies pinsapo 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 10.39 GLC-Area-%
Abies pinsapo 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 10.39 GLC-Area-%
Cedrus libani 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 10.5 GLC-Area-%
Cedrus libani 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 10.5 GLC-Area-%
Cedrus atlantica 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 10.5 GLC-Area-%
Cedrus atlantica 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 10.54 GLC-Area-%
Cedrus brevifolia Private communication Wolff, R. L. Private communication (1999) 10.74 GLC-Area-%
Abies pindrow Unpublished Aitzetmueller, K. Wolff, R. L. unpublished results (1999) 10.8 GLC-Area-%
Abies cephalonica Private communication, 1999 Pasquier, E. Private communication (1999) 10.85 GLC-Area-%
Abies numidica Unpublished Aitzetmueller, K. Wolff, R. L. unpublished results (1999) 11.0 GLC-Area-%
Pinus yunnanensis Franch. 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) 11.1 weight-%
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 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 jeffreyi 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 11.1 weight-%
Abies nobilis 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 11.15 GLC-Area-%
Abies grandis 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 11.15 GLC-Area-%
Abies grandis Private communication Wolff, R. L. Private communication (1999) 11.15 GLC-Area-%
Abies nordmanniana 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 11.18 GLC-Area-%
Abies nordmanniana 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 11.18 GLC-Area-%
Abies nobilis 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 11.2 GLC-Area-%
Pinus jeffreyi 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 11.28 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-%