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2-Oxiraneoctanoic acid, 3-(2Z)-2-octen-1-yl-, (2R,3S)- (Coronaric acid)

Delta notation: 9,10-O-18:1-delta-12c

Other Names: Coronaric acid; Oxiraneoctanoic acid, 3-(2-octenyl)-, [2R-[2-alpha-,3-alpha-(Z)]]-; Oxiraneoctanoic acid, 3-(2Z)-2-octenyl-, (2R,3S)-; (-)-cis-9,10-Epoxy-12(Z)-octadecenoic acid; (-)-cis-9L,10L-9,10-Epoxy-cis-12-octadecenoic acid; cis-9,10-Epoxy-cis-12-octadecenoic acid

Formula: C18 H32 O3

Mass: 296.44

IUPAC name: 8-(3-oct-2-enyloxiran-2-yl)octanoic acid

2 oxiraneoctanoic acid, 3 (2z) 2 octen 1 yl , (2r,3s)
Structure drawn at OPSIN (opsin.ch.cam.uk)

External Database IDs:
CAS registry: 16833-56-0
SOFA Mol: M_181
Lipid Maps: LMFA02000283
PubChem: 1929
ChEBI:

inchi: InChI=1/C18H32O3/c1-2-3-4-5-7-10-13-16-17(21-16)14-11-8-6-9-12-15-18(19)20/h7,10,16-17H,2-6,8-9,11-15H2,1H3,(H,19,20)/b10-7-/t16-,17+/m0/s1/f/h19H

stdinchi: InChI=1S/C18H32O3/c1-2-3-4-5-7-10-13-16-17(21-16)14-11-8-6-9-12-15-18(19)20/h7,10,16-17H,2-6,8-9,11-15H2,1H3,(H,19,20)/b10-7-/t16-,17+/m0/s1

stdinchikey: FBUKMFOXMZRGRB-SQGUUQMOSA-N

smiles: C(\C=C/CCCCC)[C@H]1[C@H](O1)CCCCCCCC(=O)O

Results

Displaying all 30 datapoints
Plant PublicationSort off ValueSort off UnitSort off
Acacia suma Acacia suma Seed Oil-Characterization of a HBr-Reactive Acid Ansari, M. H.; Ahmad, M. Fette, Seifen, Anstrichmittel (1986) 88 402-403 10.6 GLC-Area-%
Acacia senegal COMPOSITION OF THE PLANTS ACACIA CANCINNA, ACACIA SENEGAL, ACACIA LEUCOPHOLEA, ACACIA MODESTA AND THE PHYSICO-CHEMICAL STUDIES OF THEIR SEED OILS PRAVEEN JAIN and S. A. IQBAL Oriental Journal of Chemistry (1989) 5 200-203 5.7 GLC-Area-%
Acacia albida ACACIA-ALBIDA SEED OIL - CHARACTERIZATION OF CORONARIC ACID Farooqui, J. A.; Ahmad, R.; Ahmad, M. Fett Wissenschaft Technologie-Fat Science Technology (1987) 89 30-32 7.8 weight-%
Acacia modesta COMPOSITION OF THE PLANTS ACACIA CANCINNA, ACACIA SENEGAL, ACACIA LEUCOPHOLEA, ACACIA MODESTA AND THE PHYSICO-CHEMICAL STUDIES OF THEIR SEED OILS PRAVEEN JAIN and S. A. IQBAL Oriental Journal of Chemistry (1989) 5 200-203 4.9 GLC-Area-%
Acacia leucophloea COMPOSITION OF THE PLANTS ACACIA CANCINNA, ACACIA SENEGAL, ACACIA LEUCOPHOLEA, ACACIA MODESTA AND THE PHYSICO-CHEMICAL STUDIES OF THEIR SEED OILS PRAVEEN JAIN and S. A. IQBAL Oriental Journal of Chemistry (1989) 5 200-203 6.8 GLC-Area-%
Acacia arabica Telia babul Acacia arabica varieties—Telia babul, Vediana and Cupressiformis seed oils: a moderate source of coronaric and cyclopropene fatty acids Hosamani, Kallappa M.; Patil, Andanagouda S.; Pattanashettar, Raviraj S. Industrial Crops and Products (2002) 15 131-137 9.0 weight-%
Acacia arabica Vediana Acacia arabica varieties—Telia babul, Vediana and Cupressiformis seed oils: a moderate source of coronaric and cyclopropene fatty acids Hosamani, Kallappa M.; Patil, Andanagouda S.; Pattanashettar, Raviraj S. Industrial Crops and Products (2002) 15 131-137 7.0 weight-%
Acacia arabica Telia babul Acacia arabica varieties—Telia babul, Vediana and Cupressiformis seed oils: a moderate source of coronaric and cyclopropene fatty acids Hosamani, Kallappa M.; Patil, Andanagouda S.; Pattanashettar, Raviraj S. Industrial Crops and Products (2002) 15 131-137 9.0 weight-%
Acacia arabica Vediana Acacia arabica varieties—Telia babul, Vediana and Cupressiformis seed oils: a moderate source of coronaric and cyclopropene fatty acids Hosamani, Kallappa M.; Patil, Andanagouda S.; Pattanashettar, Raviraj S. Industrial Crops and Products (2002) 15 131-137 7.0 weight-%
Acacia arabica Cupressiformis Acacia arabica varieties—Telia babul, Vediana and Cupressiformis seed oils: a moderate source of coronaric and cyclopropene fatty acids Hosamani, Kallappa M.; Patil, Andanagouda S.; Pattanashettar, Raviraj S. Industrial Crops and Products (2002) 15 131-137 7.5 weight-%
Acacia arabica Cupressiformis Acacia arabica varieties—Telia babul, Vediana and Cupressiformis seed oils: a moderate source of coronaric and cyclopropene fatty acids Hosamani, Kallappa M.; Patil, Andanagouda S.; Pattanashettar, Raviraj S. Industrial Crops and Products (2002) 15 131-137 7.5 weight-%
Albizia lebbeck Fatty acid profile ofAlbizia lebbeckandAlbizia samanseed oils: Presence of coronaric acid Knothe, Gerhard; Phoo, Zan Win Moh Moh; de Castro, Maria Ellenita G.; Razon, Luis F. European Journal of Lipid Science and Technology (2014) 117 567-574 2.3 weight-%
Albizia saman Fatty acid profile ofAlbizia lebbeckandAlbizia samanseed oils: Presence of coronaric acid Knothe, Gerhard; Phoo, Zan Win Moh Moh; de Castro, Maria Ellenita G.; Razon, Luis F. European Journal of Lipid Science and Technology (2014) 117 567-574 3.6 weight-%
Artemisia absinthium EPOXY ACIDS OF OIL OF ARTEMISIA-ABSINTHIUM SEEDS Ulchenko, N. T.; Gigienova, E. I.; Umarov, A. U. Khimiya Prirodnykh Soedinenii (1976) None 705-710 5.94 GLC-Area-%
Aster alpinus The rans-3-enoic acids of Aster alpinus and Arctium minus seed oils Morris, L. J.; Marshall, M. O.; Hammond, E. W. Lipids (1968) 3 91-95 2.0 GLC-Area-%
Chrysanthemum coronarium The Epoxy Acids of Chrysanthemum coronarium and Clarkia elegans Seed Oils SMITH, C. R.; BAGBY, M. O.; LOHMAR, R. L.; GLASS, C. A.; WOLFF, I. A. The Journal of Organic Chemistry (1960,2) 25 218-222 14.0 GLC-Area-%
Chrysanthemum coronarium The Epoxy Acids of Chrysanthemum coronarium and Clarkia elegans Seed Oils SMITH, C. R.; BAGBY, M. O.; LOHMAR, R. L.; GLASS, C. A.; WOLFF, I. A. The Journal of Organic Chemistry (1960,2) 25 218-222 15.8 GLC-Area-%
Chrysanthemum coronarium EVIDENCE FOR A NEW OXYGENATED FATTY ACID IN THE SEED OIL OF CHRYSANTHEMUM-CORONARIUM Smith, C. R.; Koch, K. F.; Wolff, I. A. Chemistry & Industry (1959) 259-260 14.0 GLC-Area-%
Chrysanthemum coronarium Differentiation of hydrogen bromide-reactive acids in seed oils Smith, C. R.; Burnett, M. C.; Wilson, T. L.; Lohmar, R. L.; Wolff, I. A. Journal of the American Oil Chemists' Society (1960) 37 320-323 14.7 GLC-Area-%
Galeopsis speciosa New epoxy acids of Galeopsis bifida Asilbekova, D. T.; Gusakova, S. D.; Moiseeva, G. P.; Glushenkova, A. I. Chemistry of Natural Compounds (1987) 23 186-192 0.0 GLC-Area-%
Helichrysum bracteatum Helichrysum see oil. I. Separation and characterization of individual acids Powell, R. G.; Smith Jr, C. R.; Wolff, I. A. Journal of the American Oil Chemists' Society (1965) 42 165-169 14.0 GLC-Area-%
Helichrysum bracteatum Helichrysum see oil. I. Separation and characterization of individual acids Powell, R. G.; Smith Jr, C. R.; Wolff, I. A. Journal of the American Oil Chemists' Society (1965) 42 165-169 14.0 GLC-Area-%
Helichrysum bracteatum Helichrysum Seed Oil. II. Structure and Chemistry of a New Enynolic Acid 1 Powell, R. G.; Smith, C. R.; Glass, C. A.; Wolff, I. A. The Journal of Organic Chemistry (1965) 30 610-615 14.0 GLC-Area-%
Lactuca scariola COOCCURRENCE OF CORONARIC AND VERNOLIC ACIDS IN COMPOSITAE SEED OILS Ansari, M. H.; Ahmad, S.; Ahmad, F.; Ahmad, M.; Osman, S. M. Fett Wissenschaft Technologie-Fat Science Technology (1987) 89 116-118 6.0 GLC-Area-%
Lactuca sativa COOCCURRENCE OF CORONARIC AND VERNOLIC ACIDS IN COMPOSITAE SEED OILS Ansari, M. H.; Ahmad, S.; Ahmad, F.; Ahmad, M.; Osman, S. M. Fett Wissenschaft Technologie-Fat Science Technology (1987) 89 116-118 16.9 GLC-Area-%
Lactuca scariola COOCCURRENCE OF CORONARIC AND VERNOLIC ACIDS IN COMPOSITAE SEED OILS Ansari, M. H.; Ahmad, S.; Ahmad, F.; Ahmad, M.; Osman, S. M. Fett Wissenschaft Technologie-Fat Science Technology (1987) 89 116-118 6.0 GLC-Area-%
Lactuca sativa COOCCURRENCE OF CORONARIC AND VERNOLIC ACIDS IN COMPOSITAE SEED OILS Ansari, M. H.; Ahmad, S.; Ahmad, F.; Ahmad, M.; Osman, S. M. Fett Wissenschaft Technologie-Fat Science Technology (1987) 89 116-118 16.9 GLC-Area-%
Sigesbeckia orientalis COOCCURRENCE OF CORONARIC AND VERNOLIC ACIDS IN COMPOSITAE SEED OILS Ansari, M. H.; Ahmad, S.; Ahmad, F.; Ahmad, M.; Osman, S. M. Fett Wissenschaft Technologie-Fat Science Technology (1987) 89 116-118 16.0 GLC-Area-%
Stenachaenium macrocephalum Retarded hydrolysis by pancreatic lipase of seed oils with Trans-3 unsaturation Kleiman, R.; Earle, F. R.; Tallent, W. H.; Wolff, I. A. Lipids (1970) 5 513-518 1.9 GLC-Area-%
Stenachaenium macrocephalum Oxygenated Trans-3-olefinic acids in a Stenachaenium seed oil Kleiman, R.; Spencer, G. F.; Tjarks, L. W.; Earle, F. R. Lipids (1971) 6 617-622 1.9 GLC-Area-%