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==Occurrence and bioactivity== |
==Occurrence and bioactivity== |
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Elaidic acid occurs naturally in small amounts in [[Goat#Milk, butter, and cheese|caprine]] and [[Milk|bovine milk]] (very roughly 0.1% of the fatty acids)<ref name=Alonso>{{cite journal |vauthors=Alonso L, Fontecha J, Lozada L, Fraga MJ, Juárez M |title=Fatty acid composition of caprine milk: major, branched-chain, and trans fatty acids |journal=J. Dairy Sci. |volume=82 |issue=5 |pages=878–84 |year=1999 |pmid=10342226 |doi=10.3168/jds.S0022-0302(99)75306-3|hdl=10261/113439 |doi-access=free}}</ref> and in some meats.<ref>{{Cite book |last=Stillwell |first=William |date=2016 |title = An Introduction to Biological Membranes – Composition, Structure and Function |chapter=Chapter 23. Membranes and Human Health}}</ref> |
Elaidic acid occurs naturally in small amounts in [[Goat#Milk, butter, and cheese|caprine]] and [[Milk|bovine milk]] (very roughly 0.1% of the fatty acids)<ref name=Alonso>{{cite journal |vauthors=Alonso L, Fontecha J, Lozada L, Fraga MJ, Juárez M |title=Fatty acid composition of caprine milk: major, branched-chain, and trans fatty acids |journal=J. Dairy Sci. |volume=82 |issue=5 |pages=878–84 |year=1999 |pmid=10342226 |doi=10.3168/jds.S0022-0302(99)75306-3|hdl=10261/113439 |doi-access=free}}</ref> and in some meats.<ref>{{Cite book |last=Stillwell |first=William |date=2016 |title = An Introduction to Biological Membranes – Composition, Structure and Function |chapter=Chapter 23. Membranes and Human Health |publisher=Elsevier |edition=2 |doi=10.1016/B978-0-444-63772-7.00023-3}}</ref> |
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Elaidic acid increases plasma [[cholesterylester transfer protein]] (CETP) activity which lowers [[High-density lipoprotein|HDL]] cholesterol.<ref name="pmid8018112">{{cite journal |vauthors=Abbey M, Nestel PJ |title=Plasma cholesteryl ester transfer protein activity is increased when trans-elaidic acid is substituted for cis-oleic acid in the diet |journal=Atherosclerosis |volume=106 |issue=1 |pages=99–107 |year=1994 |pmid=8018112 |doi=10.1016/0021-9150(94)90086-8 }}</ref> |
Elaidic acid increases plasma [[cholesterylester transfer protein]] (CETP) activity which lowers [[High-density lipoprotein|HDL]] cholesterol.<ref name="pmid8018112">{{cite journal |vauthors=Abbey M, Nestel PJ |title=Plasma cholesteryl ester transfer protein activity is increased when trans-elaidic acid is substituted for cis-oleic acid in the diet |journal=Atherosclerosis |volume=106 |issue=1 |pages=99–107 |year=1994 |pmid=8018112 |doi=10.1016/0021-9150(94)90086-8 }}</ref> |
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| Names | |
|---|---|
| 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 
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| KEGG |
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PubChem CID |
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| UNII | |
CompTox Dashboard (EPA) |
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| Properties | |
| C 18H 34O 2 | |
| Molar mass | 282.46 g/mol |
| Appearance | colorless waxy solid |
| Density | 0.8734 g/cm3 |
| Melting point | 45 °C (113 °F) |
| -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 a chemical compound with the formula C
18H
34O
2, specifically the fatty acid with structural formula HOOC−(CH2)7−CH=CH−(CH2)7−CH3, with the double bond (between carbon atoms 9 and 10) in trans configuration. It is a colorless oily solid. Its salts and esters are called elaidates.
Elaidic acid is an unsaturated trans fatty acid, with code C18:1 trans-9. This compound has attracted attention because it is a major trans fat found in hydrogenated vegetable oils, and trans fats have been implicated in heart disease.[1]
It is the trans isomerofoleic acid. The name of the elaidinization reaction comes from elaidic acid.
Its name comes from the Ancient Greek word ἔλαιον (elaion), meaning oil.
Elaidic acid occurs naturally in small amounts in caprine and bovine milk (very roughly 0.1% of the fatty acids)[2] and in some meats.[3]
Elaidic acid increases plasma cholesterylester transfer protein (CETP) activity which lowers HDL cholesterol.[4]
