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'''Elaidic acid''' is the [[organic compound]] with the formula CH<sub>3</sub>(CH<sub>2</sub>)<sub> |
'''Elaidic acid''' is the [[organic compound]] with the formula CH<sub>3</sub>(CH<sub>2</sub>)<sub>7</sub>CHCH(CH<sub>2</sub>)<sub>7</sub>CO<sub>2</sub>H. Classified as an [[Saturated fat|unsaturated]] [[fatty acid]], it is a colorless oily solid. This compound has attracted attention because it is major [[trans fat]] found in [[Hydrogenation|hydrogenated]] vegetable oils, and trans fats are implicated in heart disease.<ref>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}}</ref> |
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==Occurrence and bioactivity== |
==Occurrence and bioactivity== |
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Names | |
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IUPAC name
(E)-octadec-9-enoic acid | |
Other names
(E)-9-Octadecenoic acid, | |
Identifiers | |
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3D model (JSmol) |
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ChEBI | |
ChEMBL | |
ChemSpider |
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DrugBank |
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ECHA InfoCard | 100.003.642 ![]() |
KEGG |
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PubChem CID |
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CompTox Dashboard (EPA) |
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Properties | |
C18H34O2 | |
Molar mass | 282.46 g/mol |
Appearance | colorless waxy solid |
Density | 0.8734 g/cm3 |
Melting point | 45 |
-204.8·10−6cm3/mol | |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). |
Elaidic acid is the organic compound with the formula CH3(CH2)7CHCH(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]
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 isomerofoleic acid. The name of the elaidinization reaction comes from elaidic acid.
Elaidic acid increases plasma CETP activity which lowers HDL cholesterol.[3]
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