Elaidic acid

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Elaidic acid
IUPAC name
(E)-octadec-9-enoic acid
Other names
(E)-9-Octadecenoic acid,
112-79-8 YesY
ChEBI CHEBI:27997 YesY
ChEMBL ChEMBL460657 YesY
ChemSpider 553123 YesY
DrugBank DB04224 YesY
ECHA InfoCard 100.003.642
Jmol 3D model Interactive image
KEGG C01712 YesY
PubChem 637517
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[edit]

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[edit]


  1. ^ 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
  2. ^ 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. 
  3. ^ 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.