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5,11,14,17-Eicosatetraenoic acid, (5Z,11Z,14Z,17Z)- (Juniperonic acid)

Delta notation: 20:4-delta-5c,11c,14c,17c

Other Names: 5,11,14,17-Eicosatetraenoic acid, (all-Z)-; (all-Z)-5,11,14,17-Eicosatetraenoic acid; 5Z,11Z,14Z,17Z-Eicosatetraenoic acid; Juniperonic acid; all-cis-5,11,14,17-Eicosatetraenoic acid

Formula: C20 H32 O2

Mass: 304.47

IUPAC name: 5Z,11Z,14Z,17Z)-icosa-5,11,14,17-tetraenoic acid

5,11,14,17 eicosatetraenoic acid, (5z,11z,14z,17z)
Structure drawn at OPSIN (opsin.ch.cam.uk)

External Database IDs:
CAS registry: 18016-45-0
SOFA Mol: M_137
Lipid Maps: LMFA01030394
PubChem: 5312543
ChEBI:

inchi: InChI=1/C20H32O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20(21)22/h3-4,6-7,9-10,15-16H,2,5,8,11-14,17-19H2,1H3,(H,21,22)/b4-3-,7-6-,10-9-,16-15-/f/h21H

stdinchi: InChI=1S/C20H32O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20(21)22/h3-4,6-7,9-10,15-16H,2,5,8,11-14,17-19H2,1H3,(H,21,22)/b4-3-,7-6-,10-9-,16-15-

stdinchikey: JDKIKEYFSJUYJZ-OUJQXAOTSA-N

smiles: C(CCC\C=C/CCCC\C=C/C\C=C/C\C=C/CC)(=O)O

Results

Displaying datapoints 1 - 50 of 334 in total
PlantSort off PublicationSort off Value UnitSort off
Athrotaxis cupressoides The fatty acid composition of gymnospermae seed and leaf oils Vickery, J. R.; Whitfield, F. B.; Ford, G. L.; Kennett, B. H. Journal of the American Oil Chemists' Society (1984) 61 573-575 61.1 GLC-Area-%
Athrotaxis selaginoides The fatty acid composition of gymnospermae seed and leaf oils Vickery, J. R.; Whitfield, F. B.; Ford, G. L.; Kennett, B. H. Journal of the American Oil Chemists' Society (1984) 61 573-575 24.6 GLC-Area-%
Ephedra gerardiana Cyclopropenoic fatty acids in gymnosperms: The seed oil of Welwitschia Aitzetmuller, K.; Vosmann, K. Journal of the American Oil Chemists Society (1998) 75 1761-1765 19.2 GLC-Area-%
Juniperus communis New Tools to Explore Lipid Metabolism Wolff, R. L. Inform (1997) 8 116-119 18.6 GLC-Area-%
Juniperus communis 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 18.6 GLC-Area-%
Juniperus communis 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 17.99 GLC-Area-%
Taxodium distichum 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 14.25 GLC-Area-%
Thuja occidentalis 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 14.1 GLC-Area-%
Taxodium mucronatum Private communication, 1999 Wolff, R. L. Private communication 12.99 GLC-Area-%
Gnetum gnemon 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 12.9 weight-%
Callitris oblonga The fatty acid composition of gymnospermae seed and leaf oils Vickery, J. R.; Whitfield, F. B.; Ford, G. L.; Kennett, B. H. Journal of the American Oil Chemists' Society (1984) 61 573-575 11.9 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 11.7 GLC-Area-%
Ephedra viridis Unpublished Aitzetmueller, K. Unpublished Results (1998) 11.6 GLC-Area-%
Thuja plicata Private communication, 1999 Wolff, R. L. Private communication 11.5 GLC-Area-%
Thuja plicata 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 11.5 GLC-Area-%
Taxodium mucronatum Private communication, 1999 Pasquier, E. Private communication (1999) 11.42 GLC-Area-%
Biota orientalis Re-examination of the fatty acid composition Biota orientalis seed oil by gas chromatograhy—mass spectrometry of the picolinyl ester derivatives Lie Ken Jie, Marcel S.F.; Choi, Candy Y.C.; Berger, A.; Berger, R.G. Journal of Chromatography A (1991,1) 543 257-261 11.3 GLC-Area-%
Cupressus funebris Private communication, 1999 Pasquier, E. Private communication (1999) 10.27 GLC-Area-%
Callitris columellaris The fatty acid composition of gymnospermae seed and leaf oils Vickery, J. R.; Whitfield, F. B.; Ford, G. L.; Kennett, B. H. Journal of the American Oil Chemists' Society (1984) 61 573-575 10.2 GLC-Area-%
Platycladus orientalis Extensive incorporation of dietary δ-5,11,14 eicosatrienoate into the phosphatidylinositol pool Berger, A.; Bruce German, J. Biochimica et Biophysica Acta (BBA)/Lipids and Lipid Metabolism (1991) 1085 371-376 9.8 * weight-%
Juniperus virginiana 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 9.45 GLC-Area-%
Caltha sp. Unpublished unpublished results MRI Bundesforschungsanstalt Muenster (1997) 9.4 GLC-Area-%
Callitris endlicheri The fatty acid composition of gymnospermae seed and leaf oils Vickery, J. R.; Whitfield, F. B.; Ford, G. L.; Kennett, B. H. Journal of the American Oil Chemists' Society (1984) 61 573-575 9.3 GLC-Area-%
Ephedra nevadensis Unpublished unpublished results MRI FSME v. Wolff, R.L.; Bordeaux (1998) 9.3 GLC-Area-%
Ephedra nevadensis Unpublished Aitzetmueller, K. unpublished results (1998) 9.3 GLC-Area-%
Austrocedrus chilensis Private communication Wolff, R. L. Private communication (1999) 9.11 GLC-Area-%
Juniperus virginiana Private communication, 1999 Pasquier, E. Private communication (1999) 9.02 GLC-Area-%
Biota orientalis New Tools to Explore Lipid Metabolism Wolff, R. L. Inform (1997) 8 116-119 9.0 GLC-Area-%
Cimicifuga americana Unusual Delta 5cis fatty acids in seed oils of Cimicifuga species Tsevegsueren, N. Aitzetmueller, K. Journal of High Resolution Chromatography (1997) 20 237-241 9.0 GLC-Area-%
Biota orientalis 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 9.0 GLC-Area-%
Biota orientalis 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 8.95 GLC-Area-%
Ephedra nevadensis 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 8.9 GLC-Area-%
Ephedra przewalskii Unpublished Tsevegsueren, N. Aitzetmueller, K. unpublished results 8.8 GLC-Area-%
Ephedra przewalskii Unpublished unpublished results MRI (1993) 8.8 GLC-Area-%
Cimicifuga americana Unusual Delta 5cis fatty acids in seed oils of Cimicifuga species Tsevegsueren, N. Aitzetmueller, K. Journal of High Resolution Chromatography (1997) 20 237-241 8.8 GLC-Area-%
Cimicifuga americana Unpublished unpublished results MRI (1995) 8.7 GLC-Area-%
Austrocedrus chilensis Private communication, 1999 Pasquier, E. Private communication (1999) 8.61 GLC-Area-%
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 8.5 GLC-Area-%
Juniperus oxycedrus Private communication Wolff, R. L. Private communication (1999) 8.11 GLC-Area-%
Cimicifuga racemosa Unpublished unpublished results MRI (1993) 9 8.0 GLC-Area-%
Cimicifuga racemosa Unusual Delta 5cis fatty acids in seed oils of Cimicifuga species Tsevegsueren, N. Aitzetmueller, K. Journal of High Resolution Chromatography (1997) 20 237-241 8.0 weight-%
Chamaecyparis thyoides The leaf lipids of some conifer species Jamieson, G. R.; Reid, E. H. Phytochemistry (1972) 11 269-275 7.7 GLC-Area-%
Juniperus chinensis Private communication Wolff, R. L. Private communication (1999) 7.36 GLC-Area-%
Cupressus torulosa Private communication Wolff, R. L. Private communication (1999) 7.31 GLC-Area-%
Chamaecyparis pisifera Private communication Wolff, R. L. Private communication (1999) 7.12 GLC-Area-%
Chamaecyparis pisifera 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 7.1 GLC-Area-%
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 6.8 weight-%
Cephalotaxus sinensis 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 6.8 weight-%
Cupressus funebris Private communication Wolff, R. L. Private communication (1999) 6.68 GLC-Area-%
Cimicifuga europaea Unpublished unpublished results MRI (1995) 6.5 GLC-Area-%
* Converted from mol %