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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 501 - 550 of 616 in total
PlantSort off PublicationSort off ValueSort off UnitSort off
Chamaecyparis lawsoniana Fokienia hodginsii seed oil, another source of all-cis 5,9,12,15-18 : 4 (coniferonic) acid Wolff, R. L.; Pedrono, F.; Marpeau, A. M. Journal of the American Oil Chemists Society (1999) 76 535-536 0.49 GLC-Area-%
Cupressus bakeri Private communication Wolff, R. L. Private communication (1999) 0.48 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 nelsonii 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 0.43 GLC-Area-%
Sequoia sempervirens 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 0.42 GLC-Area-%
Bassia hyssopifolia cis-5-Monoenoic fatty acids in some chenopodiaceae seed oils Kleiman, R.; Rawls, M. H.; Earle, F. R. Lipids (1972) 7 494-496 0.4 GLC-Area-%
Pinus pinea New Tools to Explore Lipid Metabolism Wolff, R. L. Inform (1997) 8 116-119 0.4 GLC-Area-%
Cupressus dupreziana Taxonomy of gymnospermae: multivariate analyses of leaf fatty acid composition Mongrand, Sébastien; Badoc, Alain; Patouille, Brigitte; Lacomblez, Chantal; Chavent, Marie; Cassagne, Claude; Bessoule, Jean-Jacques Phytochemistry (2001) 58 101-115 0.4 weight-%
Taxus baccata New Tools to Explore Lipid Metabolism Wolff, R. L. Inform (1997) 8 116-119 0.4 GLC-Area-%
Torreya californica Taxonomy of gymnospermae: multivariate analyses of leaf fatty acid composition Mongrand, Sébastien; Badoc, Alain; Patouille, Brigitte; Lacomblez, Chantal; Chavent, Marie; Cassagne, Claude; Bessoule, Jean-Jacques Phytochemistry (2001) 58 101-115 0.4 weight-%
Pinus pinea New Tools to Explore Lipid Metabolism Wolff, R. L. Inform (1997) 8 116-119 0.4 GLC-Area-%
Cryptomeria japonica Private communication Wolff, R. L. Private communication (1999) 0.38 GLC-Area-%
Cryptomeria japonica 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 0.38 GLC-Area-%
Pinus edulis 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 0.36 GLC-Area-%
Taxus baccata 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 0.36 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 cembroides Delta 5-olefinic acids in the edible seeds of nut pines (Pinus cembroides edulis) from the United States Wolff, R. L.; Marpeau, A. M. Journal of the American Oil Chemists Society (1997) 74 613-614 0.36 GLC-Area-%
Pinus pinea 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 0.35 GLC-Area-%
Pinus maximartinezii 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 0.35 GLC-Area-%
Cupressus macrocarpa Private communication Wolff, R. L. Private communication (1999) 0.35 GLC-Area-%
Cupressus macrocarpa 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 0.35 GLC-Area-%
Pinus maximartinezii 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 0.35 GLC-Area-%
Pinus pinea 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 0.35 GLC-Area-%
Araucaria bidwillii Private communication Wolff, R. L. Private communication (1999) 0.33 GLC-Area-%
Taxus baccata The seed fatty acid composition and the distribution of Δ5-olefinic acids in the triacylglycerols of some taxaceae (Taxus and Torreya) Wolff, Robert L.; Pédrono, Frédérique; Marpeau, Anne M.; Christie, William W.; Gunstone, Frank D. Journal of the American Oil Chemists' Society (1998,11) 75 1637-1641 0.33 GLC-Area-%
Taxus baccata The seed fatty acid composition and the distribution of Δ5-olefinic acids in the triacylglycerols of some taxaceae (Taxus and Torreya) Wolff, Robert L.; Pédrono, Frédérique; Marpeau, Anne M.; Christie, William W.; Gunstone, Frank D. Journal of the American Oil Chemists' Society (1998,11) 75 1637-1641 0.33 GLC-Area-%
Athrotaxis laxifolia Taxonomy of gymnospermae: multivariate analyses of leaf fatty acid composition Mongrand, Sébastien; Badoc, Alain; Patouille, Brigitte; Lacomblez, Chantal; Chavent, Marie; Cassagne, Claude; Bessoule, Jean-Jacques Phytochemistry (2001) 58 101-115 0.3 weight-%
Cryptomeria japonica 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 0.3 GLC-Area-%
Juniperus sabina Taxonomy of gymnospermae: multivariate analyses of leaf fatty acid composition Mongrand, Sébastien; Badoc, Alain; Patouille, Brigitte; Lacomblez, Chantal; Chavent, Marie; Cassagne, Claude; Bessoule, Jean-Jacques Phytochemistry (2001) 58 101-115 0.3 weight-%
Halerpestes sarmentosa Unpublished unpublished results MRI (1994) 0.3 GLC-Area-%
Ginkgo biloba 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 0.3 GLC-Area-%
Taxus brevifolia Taxonomy of gymnospermae: multivariate analyses of leaf fatty acid composition Mongrand, Sébastien; Badoc, Alain; Patouille, Brigitte; Lacomblez, Chantal; Chavent, Marie; Cassagne, Claude; Bessoule, Jean-Jacques Phytochemistry (2001) 58 101-115 0.3 weight-%
Bidens tripartita Unpublished unpublished results MRI (1995) 0.3 GLC-Area-%
Cycas siamensis Taxonomy of gymnospermae: multivariate analyses of leaf fatty acid composition Mongrand, Sébastien; Badoc, Alain; Patouille, Brigitte; Lacomblez, Chantal; Chavent, Marie; Cassagne, Claude; Bessoule, Jean-Jacques Phytochemistry (2001) 58 101-115 0.3 weight-%
Pinus pinea 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 0.3 weight-%
Juniperus rigida 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 0.3 GLC-Area-%
Chamaecyparis lawsoniana 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 0.29 GLC-Area-%
Juniperus occidentalis Private communication, 1999 Pasquier, E. Private communication (1999) 0.28 GLC-Area-%
Juniperus chinensis Private communication Wolff, R. L. Private communication (1999) 0.24 GLC-Area-%
Podocarpus macrophyllus Private communication Wolff, R. L. Private communication (1999) 0.22 GLC-Area-%
Hippophae goniocarpa Unpublished unpublished results MRI Fett extr. Xin (1997) 0.2 GLC-Area-%
Torreya californica Unpublished Aitzetmueller, K. Wolff, R. L. unpublished results (1999) 0.2 GLC-Area-%
Cryptomeria japonica Taxonomy of gymnospermae: multivariate analyses of leaf fatty acid composition Mongrand, Sébastien; Badoc, Alain; Patouille, Brigitte; Lacomblez, Chantal; Chavent, Marie; Cassagne, Claude; Bessoule, Jean-Jacques Phytochemistry (2001) 58 101-115 0.2 weight-%
Podocarpus macrophyllus 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 0.2 GLC-Area-%
Ephedra viridis Δ5-olefinic acids in the seed lipids from four Ephedra species and their distribution between the α and β positions of triacylglycerols. Characteristics common to coniferophytes and cycadophytes Wolff, R. L.; Christie, W. W.; Pédrono, F.; Marpeau, A. M.; Tsevegsüren, N.; Aitzetmüller, K.; Gunstone, F. D. Lipids (1999) 34 855-864 0.2 GLC-Area-%
Zamia furfuracea Taxonomy of gymnospermae: multivariate analyses of leaf fatty acid composition Mongrand, Sébastien; Badoc, Alain; Patouille, Brigitte; Lacomblez, Chantal; Chavent, Marie; Cassagne, Claude; Bessoule, Jean-Jacques Phytochemistry (2001) 58 101-115 0.2 weight-%
Ephedra chilensis Taxonomy of gymnospermae: multivariate analyses of leaf fatty acid composition Mongrand, Sébastien; Badoc, Alain; Patouille, Brigitte; Lacomblez, Chantal; Chavent, Marie; Cassagne, Claude; Bessoule, Jean-Jacques Phytochemistry (2001) 58 101-115 0.2 weight-%
Taxus cuspidata Taxonomy of gymnospermae: multivariate analyses of leaf fatty acid composition Mongrand, Sébastien; Badoc, Alain; Patouille, Brigitte; Lacomblez, Chantal; Chavent, Marie; Cassagne, Claude; Bessoule, Jean-Jacques Phytochemistry (2001) 58 101-115 0.2 weight-%
Juniperus chinensis Taxonomy of gymnospermae: multivariate analyses of leaf fatty acid composition Mongrand, Sébastien; Badoc, Alain; Patouille, Brigitte; Lacomblez, Chantal; Chavent, Marie; Cassagne, Claude; Bessoule, Jean-Jacques Phytochemistry (2001) 58 101-115 0.2 weight-%
Lepidozamia hopei Taxonomy of gymnospermae: multivariate analyses of leaf fatty acid composition Mongrand, Sébastien; Badoc, Alain; Patouille, Brigitte; Lacomblez, Chantal; Chavent, Marie; Cassagne, Claude; Bessoule, Jean-Jacques Phytochemistry (2001) 58 101-115 0.2 weight-%