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Rumenic acid

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Rumenic acid
Rumenic acid
Names
IUPAC name
(9Z,11E)-octadeca-9,11-dienoic acid
Identifiers
3D model (JSmol)
  • CCCCCC\C=C/C=C/CCCCCCCC(=O)O
Properties
C18H32O2
Molar mass 280.445 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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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 fat. Its lipid shorthand name is cis-9, trans-11 18:2 acid. The name was proposed by Kramer et al. in 1998.[1] It is formed along with vaccenic acid by biohydrogenation of dietary polyunsaturated fatty acids in the rumen.[2] It can be considered as the principal dietary form, accounting for as much as 85-90% of the total CLA content in dairy products.[3]

Biological properties

Laboratory studies indicate that rumenic acid shows anticarcinogenic properties.[4]

References

  1. ^ Kramer J, Parodi P, Jensen R, Mossoba M, Yurawecz M, Adlof R (1998). "Rumenic acid: a proposed common name for the major conjugated linoleic acid isomer found in natural products". Lipids. 33 (8): 835. doi:10.1007/s11745-998-0279-6. PMID 9727617.{{cite journal}}: CS1 maint: multiple names: authors list (link)
  2. ^ F. Destaillats, E. Buyukpamukcu, P.-A. Golay, F. Dionisi and F. Giuffrida (2005). "Letter to the Editor: Vaccenic and Rumenic Acids, A Distinct Feature of Ruminant Fats". Journal of Dairy Science. 88 (449).{{cite journal}}: CS1 maint: multiple names: authors list (link)
  3. ^ Cyberlipid. "Polyenoic Fatty Acids". Retrieved 2007-01-17.
  4. ^ Lock AL, Corl BA, Barbano DM, Bauman DE, Ip C. (October 1, 2004). "The anticarcinogenic effect of trans-11 18:1 is dependent on its conversion to cis-9, trans-11 CLA by delta9-desaturase in rats". J Nutr. 134 (10): 2698–704. PMID 15465769. Retrieved 2007-01-15.{{cite journal}}: CS1 maint: multiple names: authors list (link)