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Contents

   



(Top)
 


1 Occurrence and bioactivity  





2 See also  





3 References  














Elaidic acid






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This is an old revision of this page, as edited by Catfish Jim and the soapdish (talk | contribs)at22:33, 21 October 2022 (Occurrence and bioactivity: Removed poorly sourced material). The present address (URL) is a permanent link to this revision, which may differ significantly from the current revision.
(diff)  Previous revision | Latest revision (diff) | Newer revision  (diff)

Elaidic acid
Names
IUPAC name

(E)-octadec-9-enoic acid

Other names

(E)-9-octadecenoic acid
(9E)-octadecenoic acid
trans-9-octadecenoic acid
18:1 trans-9
C18:1 trans-9

Identifiers

CAS Number

3D model (JSmol)

ChEBI
ChEMBL
ChemSpider
DrugBank
ECHA InfoCard 100.003.642 Edit this at Wikidata
KEGG

PubChem CID

UNII

CompTox Dashboard (EPA)

  • InChI=1S/C18H34O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h9-10H,2-8,11-17H2,1H3,(H,19,20)/b10-9+ checkY

    Key: ZQPPMHVWECSIRJ-MDZDMXLPSA-N checkY

  • InChI=1/C18H34O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h9-10H,2-8,11-17H2,1H3,(H,19,20)/b10-9+

    Key: ZQPPMHVWECSIRJ-MDZDMXLPBT

  • O=C(O)CCCCCCC/C=C/CCCCCCCC

Properties

Chemical formula

C
18
H
34
O
2
Molar mass 282.46 g/mol
Appearance colorless waxy solid
Density 0.8734 g/cm3
Melting point 45 °C (113 °F)

Magnetic susceptibility (χ)

-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).

checkY verify (what is checkY☒N ?)

Infobox references

Elaidic acid is a chemical compound with the formula C
18
H
34
O
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.

Its name comes from the Ancient Greek word ἔλαιον (elaion), meaning oil.

Occurrence and bioactivity

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]

See also

References

  1. ^ Tardy, Anne-Laure; Morio, Béatrice; Chardigny, Jean-Michel; Malpuech-Brugère, Corinne (2011). "Ruminant and industrial sources of trans-fat and cardiovascular and diabetic diseases". Nutrition Research Reviews. 24 (1): 111–7. doi:10.1017/S0954422411000011. PMID 21320382.
  • ^ 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. hdl:10261/113439. PMID 10342226.
  • ^ William Stillwell (2016). Membranes and Human Health (Second ed.). {{cite book}}: |work= ignored (help)
  • ^ 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.

  • Retrieved from "https://en.wikipedia.org/w/index.php?title=Elaidic_acid&oldid=1117473959"

    Categories: 
    Fatty acids
    Alkenoic acids
    Hidden categories: 
    CS1 errors: periodical ignored
    ECHA InfoCard ID from Wikidata
    Articles containing unverified chemical infoboxes
    Chembox image size set
    Articles with short description
    Short description matches Wikidata
     



    This page was last edited on 21 October 2022, at 22:33 (UTC).

    This version of the page has been revised. Besides normal editing, the reason for revision may have been that this version contains factual inaccuracies, vandalism, or material not compatible with the Creative Commons Attribution-ShareAlike License.



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