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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 51 - 100 of 616 in total
PlantSort off PublicationSort off ValueSort off UnitSort off
Tsuga heterophylla 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 24.11 GLC-Area-%
Tsuga heterophylla 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 24.11 GLC-Area-%
Picea glauca glauca Fatty acid composition of Pinaceae as taxonomic markers Wolff, R. L.; Lavialle, O.; Pedrono, F.; Pasquier, E.; Deluc, L. G.; Marpeau, A. M.; Aitzetmuller, K. Lipids (2001) 36 439-451 24.06 GLC-Area-%
Larix olgensis A. Henry 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) 23.8 weight-%
Picea mariana Unpublished Aitzetmueller, K. Wolff, R. L. unpublished results (1999) 23.8 GLC-Area-%
Picea likiangensis Fatty acid composition of Pinaceae as taxonomic markers Wolff, R. L.; Lavialle, O.; Pedrono, F.; Pasquier, E.; Deluc, L. G.; Marpeau, A. M.; Aitzetmuller, K. Lipids (2001) 36 439-451 23.75 GLC-Area-%
Picea likiangensis Private communication, 1999 Pasquier, E. Private communication (1999) 23.75 GLC-Area-%
Picea orientalis Fatty acid composition of Pinaceae as taxonomic markers Wolff, R. L.; Lavialle, O.; Pedrono, F.; Pasquier, E.; Deluc, L. G.; Marpeau, A. M.; Aitzetmuller, K. Lipids (2001) 36 439-451 23.54 GLC-Area-%
Picea orientalis 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 23.54 GLC-Area-%
Picea orientalis 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 23.54 GLC-Area-%
Picea meyeri Fatty acid composition of Pinaceae as taxonomic markers Wolff, R. L.; Lavialle, O.; Pedrono, F.; Pasquier, E.; Deluc, L. G.; Marpeau, A. M.; Aitzetmuller, K. Lipids (2001) 36 439-451 23.53 GLC-Area-%
Picea asperata Mast. 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) 23.5 weight-%
Picea koraiensis Fatty acid composition of Pinaceae as taxonomic markers Wolff, R. L.; Lavialle, O.; Pedrono, F.; Pasquier, E.; Deluc, L. G.; Marpeau, A. M.; Aitzetmuller, K. Lipids (2001) 36 439-451 23.4 GLC-Area-%
Larix principis-rupprechtii 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) 22.9 weight-%
Pinus banksiana 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 22.9 GLC-Area-%
Pinus banksiana 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 22.9 GLC-Area-%
Picea asperata Private communication, 1999 Pasquier, E. Private communication (1999) 22.83 GLC-Area-%
Picea asperata Fatty acid composition of Pinaceae as taxonomic markers Wolff, R. L.; Lavialle, O.; Pedrono, F.; Pasquier, E.; Deluc, L. G.; Marpeau, A. M.; Aitzetmuller, K. Lipids (2001) 36 439-451 22.83 GLC-Area-%
Pinus sylvestris 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 22.82 GLC-Area-%
Pinus sylvestris Private communication, 1999 Wolff, R. L. Private communication 22.82 GLC-Area-%
Larix kaempferi (Lamb.) Carrière 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) 22.8 weight-%
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 contorta 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 22.75 GLC-Area-%
Pinus contorta 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 22.75 GLC-Area-%
Pinus kesiya var. langbianensis (A. Chev.) Gaussen ex Bui 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) 22.6 weight-%
Pinus roxburghii 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 22.4 weight-%
Pinus sylvestris Private communication Wolff, R. L. Private communication (1999) 22.37 GLC-Area-%
Pinus sylvestris 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 22.37 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 radiata 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 22.34 GLC-Area-%
Pinus radiata 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 22.34 GLC-Area-%
Pinus muricata 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 22.34 GLC-Area-%
Picea koyamae Fatty acid composition of Pinaceae as taxonomic markers Wolff, R. L.; Lavialle, O.; Pedrono, F.; Pasquier, E.; Deluc, L. G.; Marpeau, A. M.; Aitzetmuller, K. Lipids (2001) 36 439-451 22.23 GLC-Area-%
Picea koyamae Unpublished Aitzetmueller, K. Wolff, R. L. unpublished results (1999) 22.1 GLC-Area-%
Picea jezoensis hondoensis Fatty acid composition of Pinaceae as taxonomic markers Wolff, R. L.; Lavialle, O.; Pedrono, F.; Pasquier, E.; Deluc, L. G.; Marpeau, A. M.; Aitzetmuller, K. Lipids (2001) 36 439-451 22.02 GLC-Area-%
Picea morinda Private communication, 1999 Pasquier, E. Private communication (1999) 21.9 GLC-Area-%
Pinus griffithii 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 21.8 GLC-Area-%
Pinus griffithii 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 21.78 GLC-Area-%
Pinus griffithii Private communication Wolff, R. L. Private communication (1999) 21.69 GLC-Area-%
Pinus wallichiana 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 21.69 GLC-Area-%
Pinus sylvestris 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 21.66 GLC-Area-%
Pinus sylvestris 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 21.65 GLC-Area-%
Pinus sylvestris 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 21.65 GLC-Area-%
Pinus sylvestris 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 21.65 GLC-Area-%
Picea breweriana Fatty acid composition of Pinaceae as taxonomic markers Wolff, R. L.; Lavialle, O.; Pedrono, F.; Pasquier, E.; Deluc, L. G.; Marpeau, A. M.; Aitzetmuller, K. Lipids (2001) 36 439-451 21.55 GLC-Area-%
Pinus rigida 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 21.55 GLC-Area-%
Pinus sylvestris 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 21.47 GLC-Area-%
Pinus armandii 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) 21.2 weight-%
Pinus kwangtungensis Chun & Tsiang 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) 21.2 weight-%
Pinus sylvestris 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 21.1 weight-%