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although the editor's intention was to be precise, the formula is actually incorrect (the subscript after parentheses counts only atoms or groups of atoms and bonds are implicit); it is better to write the formula identical to that of oleic acid for the reader to see that the difference between oleic and elaidic acids lies only in the configuration
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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 |
'''Elaidic acid''' is a [[chemical compound]] with the formula {{chem|C|18|H|34|O|2}}, specifically the [[fatty acid]] with structural formula {{chem2|HOOC\s(CH2)7\sCH\dCH\s(CH2)7\sCH3}}, with the [[double 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 | |
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]
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