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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 Tavilis (talk | contribs)at22:47, 16 August 2019 (Salts). 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,

Identifiers

CAS Number

3D model (JSmol)

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

PubChem CID

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

C18H34O2
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 the organic compound with the formula CH3(CH2)7CHCH(CH2)7CO2H. Classified as an unsaturated trans fatty acid, it is a colorless oily solid. This compound has attracted attention because it is a major trans fat found in hydrogenated vegetable oils, and trans fats are implicated in heart disease.[1] Salts of elaidic acid are called elaidates.

It is the trans isomerofoleic acid. The name of the elaidinization reaction comes from elaidic acid.

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] 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]

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)
  • ^ Nasaruddin, Mohd hanif; Noor, Noor Qhairul Izzreen Mohd; Mamat, Hasmadi (2013). "Komposisi Proksimat dan Komponen Asid Lemak Durian Kuning (Durio graveolens) Sabah" [Proximate and Fatty Acid Composition of Sabah Yellow Durian (Durio graveolens)] (PDF). Sains Malaysiana (in Malay). 42 (9): 1283–1288. ISSN 0126-6039. OCLC 857479186. Retrieved 28 November 2017.
  • ^ 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=911160336"

    Categories: 
    Fatty acids
    Alkenoic acids
    Hidden categories: 
    CS1 errors: periodical ignored
    CS1 Malay-language sources (ms)
    Articles without UNII source
    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 16 August 2019, at 22:47 (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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