Rumenic acid
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Preferred IUPAC name (9Z,11E)-Octadeca-9,11-dienoic acid | |
Other names Bovinic acid; C9-T11 acid | |
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Properties | |
Chemical formula | 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). N verify (what is YN ?) Infobox references |
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]
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.
References
- ^ 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. S2CID 10693714.
- ^ Cyberlipid. "Polyenoic Fatty Acids". Retrieved 2007-01-17.
- ^ Turpeinen, Anu M.; Mutanen, Marja; Aro, Antti; Salminen, Irma; Basu, Samar; Palmquist, Donald L.; Griinari, J Mikko (2002). "Bioconversion of vaccenic acid to conjugated linoleic acid in humans". The American Journal of Clinical Nutrition. 76 (3): 504–510. doi:10.1093/ajcn/76.3.504. PMID 12197992.
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- Propionic (C3)
- Butyric (C4)
- Valeric (C5)
- Caproic (C6)
- Enanthic (C7)
- Caprylic (C8)
- Pelargonic (C9)
- Capric (C10)
- Undecylic (C11)
- Lauric (C12)
- Tridecylic (C13)
- Myristic (C14)
- Pentadecylic (C15)
- Palmitic (C16)
- Margaric (C17)
- Stearic (C18)
- Nonadecylic (C19)
- Arachidic (C20)
- Heneicosylic (C21)
- Behenic (C22)
- Tricosylic (C23)
- Lignoceric (C24)
- Pentacosylic (C25)
- Cerotic (C26)
- Carboceric (C27)
- Montanic (C28)
- Nonacosylic (C29)
- Melissic (C30)
- Hentriacontylic (C31)
- Lacceroic (C32)
- Psyllic (C33)
- Geddic (C34)
- Ceroplastic (C35)
- Hexatriacontylic (C36)
- Heptatriacontanoic (C37)
- Octatriacontanoic (C38)
- Nonatriacontanoic (C39)
- Tetracontanoic (C40)
- Octenoic (8:1)
- Decenoic (10:1)
- Decadienoic (10:2)
- Lauroleic (12:1)
- Laurolinoleic (12:2)
- Myristovaccenic (14:1)
- Myristolinoleic (14:2)
- Myristolinolenic (14:3)
- Palmitolinolenic (16:3)
- Palmitidonic (16:4)
- α-Linolenic (18:3)
- Stearidonic (18:4)
- α-Parinaric (18:4)
- Dihomo-α-linolenic (20:3)
- Eicosatetraenoic (20:4)
- Eicosapentaenoic (20:5)
- Clupanodonic (22:5)
- Docosahexaenoic (22:6)
- 9,12,15,18,21-Tetracosapentaenoic (24:5)
- 6,9,12,15,18,21-Tetracosahexaenoic (24:6)
- Myristoleic (14:1)
- Palmitovaccenic (16:1)
- α-Eleostearic (18:3)
- β-Eleostearic (trans-18:3)
- Punicic (18:3)
- 7,10,13-Octadecatrienoic (18:3)
- 9,12,15-Eicosatrienoic (20:3)
- β-Eicosatetraenoic (20:4)
- 8-Tetradecenoic (14:1)
- 12-Octadecenoic (18:1)
- Linoleic (18:2)
- Linolelaidic (trans-18:2)
- γ-Linolenic (18:3)
- Calendic (18:3)
- Pinolenic (18:3)
- Dihomo-linoleic (20:2)
- Dihomo-γ-linolenic (20:3)
- Sciadonic (20:3)
- Arachidonic (20:4)
- Adrenic (22:4)
- Osbond (22:5)
- Palmitoleic (16:1)
- Vaccenic (18:1)
- Rumenic (18:2)
- Paullinic (20:1)
- 7,10,13-Eicosatrienoic (20:3)
- Sapienic (16:1)
- Gadoleic (20:1)
- 4-Hexadecenoic (16:1)
- Petroselinic (18:1)
- 8-Eicosenoic (20:1)