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'''Elaidic acid''' is a [[chemical compound]] with the formula {{chem|C|18|H|34|O|2}}, specifically the [[fatty acid]] with structural formula HO(O=)C–(CH<sub>2</sub>–)<sub>7</sub>CH=CH–(CH<sub>2</sub>–)<sub>8</sub>H, with the double [[covalent bond|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 a [[chemical compound]] with the formula {{chem|C|18|H|34|O|2}}, specifically the [[fatty acid]] with structural formula HO(O=)C–(CH<sub>2</sub>–)<sub>7</sub>CH=CH–(CH<sub>2</sub>–)<sub>8</sub>H, with the double [[covalent bond|bond]] (between [[carbon]] atoms 9 and 10) in [[cis-trans isomerism|''trans'']] configuration. It is a colorless oily solid. Its salts and esters are called '''elaidates'''. |
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Elaidic acid is an [[unsaturated fat|unsaturated]] [[trans fat|trans fatty acid]], with code C18:1 ''trans''-9. This compound has attracted attention because it is a major trans fat found in [[Hydrogenation|hydrogenated]] vegetable oils, and trans fats have been implicated in heart disease.<ref>{{Cite journal | doi = 10.1017/S0954422411000011| pmid = 21320382| title = Ruminant and industrial sources of trans-fat and cardiovascular and diabetic diseases| journal = Nutrition Research Reviews| volume = 24| issue = 1| pages = 111–7| year = 2011| last1 = Tardy| first1 = Anne-Laure| last2 = Morio| first2 = Béatrice| last3 = Chardigny| first3 = Jean-Michel| last4 = Malpuech-Brugère| first4 = Corinne| doi-access = free}}</ref> |
Elaidic acid is an [[unsaturated fat|unsaturated]] [[trans fat|trans fatty acid]], with code C18:1 ''trans''-9. This compound has attracted attention because it is a major trans fat found in [[Hydrogenation|hydrogenated]] vegetable oils, and trans fats have been implicated in heart disease.<ref>{{Cite journal | doi = 10.1017/S0954422411000011| pmid = 21320382| title = Ruminant and industrial sources of trans-fat and cardiovascular and diabetic diseases| journal = Nutrition Research Reviews| volume = 24| issue = 1| pages = 111–7| year = 2011| last1 = Tardy| first1 = Anne-Laure| last2 = Morio| first2 = Béatrice| last3 = Chardigny| first3 = Jean-Michel| last4 = Malpuech-Brugère| first4 = Corinne| doi-access = free}}</ref> |
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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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UNII | |
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 °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 HO(O=)C–(CH2–)7CH=CH–(CH2–)8H, 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.
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] It also comprises 2.50% of the fats from the fruit of the durian species Durio graveolens.[4]
Elaidic acid increases plasma cholesterylester transfer protein (CETP) activity which lowers HDL cholesterol.[5]
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