Exploring Phylogenetic Relationships between Hundreds of Plant Fatty Acids Synthesized by Thousands of Plants. more details ...

Delta notation: 12,13-O-18:1-delta-9c

Other Names: 9-Undecenoic acid, 11-(3-pentyloxiranyl)-, [2S-[2α(Z),3α]]-; 9-Undecenoic acid, 11-[(2S,3R)-3-pentyloxiranyl]-, (9Z)-; Oleic acid, 12,13-epoxy-, (12S,13R)-(+)-; Vernolic acid; (+)-12,13-Epoxy-9-cis-octadecenoic acid; (+)-Vernolic acid; Octadec-cis-(+)-12,13-epoxy-cis-9-enoic acid; Vernoleic acid; cis-(+)-12,13-Epoxyoctadec-cis-9-enoic acid

Formula: C18 H32 O3

Mass: 296.44

IUPAC name: (Z)-11-[(2S,3R)-3-pentyloxiran-2-yl]undec-9-enoic acid

9 undecenoic acid, 11 [(2s,3r) 3 pentyl 2 oxiranyl] , (9z)
Structure drawn at OPSIN (opsin.ch.cam.uk)

External Database IDs:
CAS registry: 503-07-1
SOFA Mol: M_329
Lipid Maps: LMFA02000282
PubChem: 6449780
ChEBI:

inchi: InChI=1/C18H32O3/c1-2-3-10-13-16-17(21-16)14-11-8-6-4-5-7-9-12-15-18(19)20/h8,11,16-17H,2-7,9-10,12-15H2,1H3,(H,19,20)/b11-8-/t16-,17+/m1/s1/f/h19H

stdinchi: InChI=1S/C18H32O3/c1-2-3-10-13-16-17(21-16)14-11-8-6-4-5-7-9-12-15-18(19)20/h8,11,16-17H,2-7,9-10,12-15H2,1H3,(H,19,20)/b11-8-/t16-,17+/m1/s1

stdinchikey: CCPPLLJZDQAOHD-GJGKEFFFSA-N

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


Results

Displaying datapoints 1 - 50 of 99 in total
PlantSort off PublicationSort off ValueSort off Unit
Pithecellobium dulce A minor source of vernolic, malvalic, and sterculic acids in Pithecollobium dulce (syn. Inga dulcis) seed oil Hosamani, K. M. Journal of the American Oil Chemists’ Society (1995) 72 489-492 10.0 GLC-Area-%
Leucas martinicensis Leucas martinicensis: potential new semi-arid crop source of industrial oil Ogbobe, O. Rivista Italiana delle Sostanze Grasse (1992) 69 285-286 1.7 GLC-Area-%
Hibiscus sabdariffa HIBISCUS-SABDARIFFA SEED OIL - REINVESTIGATION Ahmad, M. U.; Husain, S. K.; Ahmad, I.; Osman, S. M. Journal of the Science of Food and Agriculture (1979) 30 424-428 4.5 GLC-Area-%
Anthericum liliago Unpublished unpublished results MRI (1997) 2.3 GLC-Area-%
Euphorbia lagascae Unpublished Aitzetmueller, K. Unpublished Results (1992) 60.1 GLC-Area-%
Mucuna prurita EPOXY ACIDS OF MUCUNA-PRURITA SEED OIL Hasan, S. Q.; Sherwani, M. R. K.; Ahmad, I.; Ahmad, F.; Osman, S. M. Journal of the Indian Chemical Society (1980) 57 920-923 4.0 GLC-Area-%
Vernonia galamensis Triacylglycerols of Vernonia galamensis seed oil Ncube, I.; Read, J. S.; Adlercreutz, P.; Mattiasson, B. Phytochemistry (1998) 47 723-727 80.0 GLC-Area-%
Geranium sanguineum Unpublished Aitzetmueller, K. unpublished results 7.1 GLC-Area-%
Geranium sanguineum Unpublished Aitzetmueller, K. unpublished results 5.2 GLC-Area-%
Bernardia pulchella The seed oil of Bernardia pulchella (Euphorbiaceae) - A rich source of vernolic acid Spitzer, V.; Aitzetmuller, K.; Vosmann, K. Journal of the American Oil Chemists Society (1996) 73 1733-1735 91.0 GLC-Area-%
Rivea ornata Industrial utilization of Rivea ornata seed oil: A moderate source of vernolic acid Hosamani, K. M.; Sattigeri, R. M. Industrial Crops and Products (2000) 12 93-96 22.0 GLC-Area-%
Syzygium cumini EPOXY AND CYCLOPROPENOID FATTY-ACIDS IN SYZYGIUM-CUMINII SEED OIL Daulatabad, Cmjd; Mirajkar, A. M.; Hosamani, K. M.; Mulla, G. M. M. Journal of the Science of Food and Agriculture (1988) 43 91-94 3.0 GLC-Area-%
Hibiscus mutabilis HIBISCUS MUTABILIS SEED OIL - CHARACTERIZATION OF HBR-REACTIVE ACIDS Husain, S. R.; Ahmad, M. S.; Ahmad, F.; Ahmad, M.; Osman, S. M. Fett Wissenschaft Technologie-Fat Science Technology (1989) 91 167-168 5.9 GLC-Area-%
Mucuna prurita EPOXY ACIDS OF MUCUNA-PRURITA SEED OIL Hasan, S. Q.; Sherwani, M. R. K.; Ahmad, I.; Ahmad, F.; Osman, S. M. Journal of the Indian Chemical Society (1980) 57 920-923 4.0 GLC-Area-%
Quamoclit phoenicea Epoxy oleic acid in Quamoclit seed oils Daulatabad, C. D.; Desai, V. A.; Hosamani, K. M.; Hiremath, V. B. Journal of the American Oil Chemists' Society (1992) 69 190-191 6.4 GLC-Area-%
Crepis sibirica Unpublished unpublished results MRI (1995) 21.5 GLC-Area-%
Crepis capillaris Unpublished unpublished results MRI (1995) 48.9 GLC-Area-%
Salmalia malabarica Cyclopropene fatty acids of selected seed oils from bombacaceae, malvaceae, and sterculiaceae Bohannon, M. B.; Kleiman, R. Lipids (1978) 13 270-273 1.0 GLC-Area-%
Hibiscus sabdariffa FA and tocopherol composition of Vietnamese oilseeds Matthaus, Bertrand; Vosmann, Klaus; Pham, Long Quoc; Aitzetmüller, Kurt Journal of the American Oil Chemists' Society (2003) 80 1013-1020 2.7 GLC-Area-%
Cassia siamea Cassia siamea seed oil: A minor source of vernolic and cyclopropenoid fatty acids Daulatabad, C. D.; Hosamani, K. M.; Mirajkar, A. M. Journal of the American Oil Chemists' Society (1988) 65 952-953 14.0 GLC-Area-%
Citrullus sp. Unpublished results Aitzetmueller, K. et al. Unpublished (1997) 0.3 GLC-Area-%
Clematis pubescens Unpublished results Aitzetmueller, K. et al. Unpublished (1997) 0.3 GLC-Area-%
Galeopsis bifida Unpublished unpublished results MRI (1996) 0.4 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 4.0 GLC-Area-%
Carlina acaulis Unpublished unpublished results MRI Bundesforschungsanstalt Muenster (1996) 3.2 GLC-Area-%
Gyrocarpus americanus Unpublished unpublished results MRI (1997) 3.3 GLC-Area-%
Plectranthus mollis Vernolic and Cyclopropenoid Fatty Acids in Plectranthus mollis Syn. Plenctranthus incanus, Link, Seed Oil: A Rich Source of Oil Daulatabad, C.D. et al. Abstr. Nr. 39 In: J. Oil Technol. Assoc. India (1988) 20 128 6.1 GLC-Area-%
Citrullus vulgaris Unpublished results Aitzetmueller, K. et al. Unpublished (1997) 0.8 GLC-Area-%
Eremurus bungei Unpublished unpublished results MRI (1998) 0.3 GLC-Area-%
Kigelia pinnata KIGELIA PINNATA SEED OIL - A MODERATE SOURCE OF VERNOLIC ACID Afaque, S.; Siddiqui, M. M.; Ahmad, I.; Siddiqui, M. S.; Osman, S. M. Fett Wissenschaft Technologie-Fat Science Technology (1987) 89 433-435 22.3 GLC-Area-%
Vernonia anthelmintica Vernonia anthelmintica (L.) Willd. trivernolin, 1,3-divernolin and vernolic (Epoxyoleic) acid from the seed oil Krewson, C. F.; Ard, J. S.; Riemenschneider, R. W. Journal of the American Oil Chemists Society (1962) 39 334-340 75.0 GLC-Area-%
Vernonia anthelmintica Analysis of lipids containing epoxy groups: The epoxy glycerides of Vernonia anthelmintica seed oil Fioriti, J. A.; Buide, N.; Sims, R. J. Journal of the American Oil Chemists' Society (1969) 46 108-112 31.4 GLC-Area-%
Vernonia cinerea VEGETABLE OILS .11. COMPONENT ACIDS OF TORRESEA CEARENSIS SEED OIL Badami, R. C.; Gunstone, F. D. Journal of the Science of Food and Agriculture (1963) 14 479-& 28.0 GLC-Area-%
Vernonia colorata VEGETABLE OILS .11. COMPONENT ACIDS OF TORRESEA CEARENSIS SEED OIL Badami, R. C.; Gunstone, F. D. Journal of the Science of Food and Agriculture (1963) 14 479-& 38.0 GLC-Area-%
Vernonia hymenolepis Agronomic evaluation of prospective new crop species White, G. A.; Willingham, B. C.; Skrdla, W. H.; Massey, J. H.; Higgins, J. J.; Calhoun, W.; Davis, A. M.; Dolan, D. D.; Earle, F. R. Economic Botany (1971) 25 22-43 65.0 GLC-Area-%
Vernonia nigritiana VEGETABLE OILS .11. COMPONENT ACIDS OF TORRESEA CEARENSIS SEED OIL Badami, R. C.; Gunstone, F. D. Journal of the Science of Food and Agriculture (1963) 14 479-& 8.0 GLC-Area-%
Centratherum ritchiei CENTRATHERUM-RITCHIEI SEED OIL - CHARACTERIZATION OF VERNOLIC ACID Ahmad, R.; Ahmad, I.; Osman, S. M. Fett Wissenschaft Technologie-Fat Science Technology (1989) 91 488-490 30.1 GLC-Area-%
Cephalaria leucantha Identification and distribution of epoxyacyl groups in new, natural epoxy oils Tallent, W. H.; Cope, D. G.; Hagemann, J. W.; Earle, F. R.; Wolff, I. A. Lipids (1966) 1 335-340 27.0 GLC-Area-%
Cephalaria leucantha Agronomic evaluation of prospective new crop species White, G. A.; Willingham, B. C.; Skrdla, W. H.; Massey, J. H.; Higgins, J. J.; Calhoun, W.; Davis, A. M.; Dolan, D. D.; Earle, F. R. Economic Botany (1971) 25 22-43 19.0 GLC-Area-%
Cephalocroton pueschelii Glyceride studies: Part IX: Intraglyceride distribution of vernolic acid and of five conjugated octadecatrienoic acids in seed glycerides Conacher, H. B. S.; Gunstone, F. D.; Hornby, G. M.; Padley, F. B. Lipids (1970) 5 434-441 72.0 GLC-Area-%
Vernonia adoensis Agronomic evaluation of prospective new crop species White, G. A.; Willingham, B. C.; Skrdla, W. H.; Massey, J. H.; Higgins, J. J.; Calhoun, W.; Davis, A. M.; Dolan, D. D.; Earle, F. R. Economic Botany (1971) 25 22-43 43.0 GLC-Area-%
Leonurus sibiricus Leonurus sibiricus oil: a new and rich source of epoxy and palmitoleic acids Mukarram, M.; Ahmad, M. Journal of the Oil Technologists' Association of India (Mumbai, India) (1983) 15 14-15 13.0 GLC-Area-%
Abelmoschus esculentus AN OXYGENATED FATTY ACID FROM THE SEED OIL OF HIBISCUS ESCULENTUS Chisholm, M. J.; Hopkins, C. Y. Canadian Journal of Chemistry-Revue Canadienne De Chimie (1957) 35 358-364 3.0 GLC-Area-%
Sonchus oleraceus SONCHUS OLERACEUS SEED OIL - CHARACTERIZATION OF HBR-REACTIVE OXYGENATED ACID Ahmad, R.; Ahmad, I.; Ahmad, F.; Osman, S. M. Fette Seifen Anstrichmittel (1986) 88 490-492 13.7 GLC-Area-%
Firmiana platanifolia Cyclopropene fatty acids of selected seed oils from bombacaceae, malvaceae, and sterculiaceae Bohannon, M. B.; Kleiman, R. Lipids (1978) 13 270-273 2.0 GLC-Area-%
Alchornea cordifolia Alchornea cordifolia seed oil: A rich source of a new C20 epoxide, (+)cis-14,15-epoxy-cis-11-eicosenoic acid Kleiman, R.; Plattner, R. D.; Spencer, G. F. Lipids (1977) 12 610-612 2.3 GLC-Area-%
Euphorbia lagascae FATTY-ACIDS IN PLANTS AND ANIMALS .2. TRANS UNSATURATED, ALKYNE, HYDROXY, EPOXY, OXO, CYCLOPROPANE AND CYCLOPROPENE FATTY-ACIDS Pohl, P.; Wagner, H. Fette Seifen Anstrichmittel Verbunden Mit Der Zeitschrift Die Ernahrungsindustrie (1972) 74 541-& 64.0 GLC-Area-%
Geranium sanguineum Unpublished unpublished results MRI (1996) 5.2 GLC-Area-%
Geranium sanguineum Unpublished unpublished results MRI (1996) 8.4 GLC-Area-%
Malope trifida Cyclopropene fatty acids of selected seed oils from bombacaceae, malvaceae, and sterculiaceae Bohannon, M. B.; Kleiman, R. Lipids (1978) 13 270-273 6.5 GLC-Area-%