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Rumenic acid

Chemical compound From Wikipedia, the free encyclopedia

Rumenic acid, also known as bovinic acid, is a conjugated linoleic acid (CLA) found in the fat of ruminants and in dairy products. It is an omega-7 trans fatty acid. Its lipid shorthand name is cis-9, trans-11 18:2 acid. The name was proposed by Kramer et al. in 1998.[1] It can be considered as the principal dietary form, accounting for as much as 85-90% of the total CLA content in dairy products.[2]

Quick facts Names, Identifiers ...
Rumenic acid
Rumenic acid
Rumenic acid
Names
Preferred IUPAC name
(9Z,11E)-Octadeca-9,11-dienoic acid
Other names
Bovinic acid; C9-T11 acid
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
KEGG
UNII
  • InChI=1S/C18H32O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h7-10H,2-6,11-17H2,1H3,(H,19,20)/b8-7+,10-9- X markN
    Key: JBYXPOFIGCOSSB-GOJKSUSPSA-N X markN
  • InChI=1/C18H32O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h7-10H,2-6,11-17H2,1H3,(H,19,20)/b8-7+,10-9-
    Key: JBYXPOFIGCOSSB-GOJKSUSPBK
  • CCCCCC\C=C/C=C/CCCCCCCC(=O)O
Properties
C18H32O2
Molar mass 280.452 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Biosynthesis and biotransformations

Rumenic acid is produced from vaccenic acid by the action of unsaturase enzymes.[3] Rumenic acid is converted back to vaccenic acid en route to stearic acid.

Further reading

F. Destaillats; E. Buyukpamukcu; P.-A. Golay; F. Dionisi & F. Giuffrida (2005). "Letter to the Editor: Vaccenic and Rumenic Acids, A Distinct Feature of Ruminant Fats". Journal of Dairy Science. 88 (449): 449. doi:10.3168/jds.S0022-0302(05)72705-3. PMID 15653508.

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