Elaidic acid
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| Names | |
|---|---|
| IUPAC name
(E)-octadec-9-enoic acid | |
| Other names
(E)-9-Octadecenoic acid, | |
| Identifiers | |
112-79-8  | |
| 3D model (Jmol) | Interactive image |
| ChEBI | CHEBI:27997 |
| ChEMBL | ChEMBL460657 |
| ChemSpider | 553123 |
| DrugBank | DB04224 |
| ECHA InfoCard | 100.003.642 |
| KEGG | C01712 |
| PubChem | 637517 |
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| Properties | |
| C18H34O2 | |
| Molar mass | 282.46 g/mol |
| Appearance | colorless waxy solid |
| Density | 0.8734 g/cm3 |
| Melting point | 45 |
| Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). | |
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| Infobox references | |
Elaidic acid is the organic compound with the formula CH3(CH2)6CHCH(CH2)7CO2H. Classified as an unsaturated fatty acid, it is a colorless oily solid. This compound has attracted attention because it is major trans fat found in hydrogenated vegetable oils, and trans fats are implicated in heart disease.[1]
Occurrence and bioactivity
It also occurs in small amounts in caprine and bovine milk (very roughly 0.1% of the fatty acids).[2] and some meats. It is the trans isomer of oleic acid. The name of the elaidinization reaction comes from elaidic acid.
Elaidic acid increases plasma CETP activity which lowers HDL cholesterol.[3]
See also
References
- ↑ Tardy, Anne-Laure; Morio, Beatrice; Chardigny, Jean-Michel; Malpuech-Brugere, Corinne "Ruminant and industrial sources of trans-fat and cardiovascular and diabetic diseases" Nutrition Research Reviews 2011, volume 24, pp. 111-117. doi:10.1017/S0954422411000011
- ↑ Alonso L, Fontecha J, Lozada L, Fraga MJ, Juárez M (1999). "Fatty acid composition of caprine milk: major, branched-chain, and trans fatty acids". J. Dairy Sci. 82 (5): 878–84. doi:10.3168/jds.S0022-0302(99)75306-3. PMID 10342226.
- ↑ Abbey M, Nestel PJ (1994). "Plasma cholesteryl ester transfer protein activity is increased when trans-elaidic acid is substituted for cis-oleic acid in the diet". Atherosclerosis. 106 (1): 99–107. doi:10.1016/0021-9150(94)90086-8. PMID 8018112.
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