Vaccenic acid
| Template:Chembox header| Vaccenic acid | |
|---|---|
| Vaccenic acid | |
| Vaccenic acid comes from cows | |
| Chemical name | (E)-octadec-11-enoic acid |
| Chemical formula | C18H34O2 |
| Molecular mass | 282.461 g/mol |
| CAS number | 5281127 |
| Density | ? g/cm3 |
| Melting point | ? °C |
| Boiling point | ? °C |
| SMILES | CCCCCCC=CCCCCCCCCCC(=O)O |
| Template:Chembox header | Disclaimer and references | |
Vaccenic acid is a trans fat found in the fat of ruminants and in dairy products. Its IUPAC name is trans-7-octadecenoic acid, and its lipid shorthand name is 18:1 trans-11. The name was derived from the Latin vacca (cow).[1]
Vaccenic acid was discovered in 1928 in animal fats and butter. It is the main trans fatty acid isomer present in milk fat.[1] Mammals convert it into rumenic acid, a conjugated linoleic acid,[2][3] where it shows anticarcinogenic properties.[4]
Its stereoisomer, Cis-Vaccenic acid is an Omega-7 fatty acid found in Sea Buckthorn (Hippophae rhamnoides) oil. [5] Its IUPAC name is cis-7-octadecenoic acid, and its lipid shorthand name is 18:1 cis-11.
Old Person Smell
In the April 2001 issue of THE JOURNAL OF INVESTIGATIVE DERMATOLOGY, Shinichiro Haze et al published an article entitled: "2-Nonenal, Newly Found in Human Body Odor Tends to Increase with Aging". [6]
In this article it was suggested that omega-7 unsaturated fatty acids, such as palmitoleic acid and vaccenic acid, found on the skin surface may be the cause of the phenomenon commonly known as "old person smell".
References
- ↑ 1.0 1.1 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". J. Dairy Sci. 88 (449).
|access-date=requires|url=(help) - ↑ Bauman, Dale. "cis-9, trans-11 CLA - A Potent Anticarcinogen Found in Milk Fat". Retrieved 2007-01-15.
- ↑ Banni S, Angioni E, Murru E, Carta G, Melis M, Bauman D, Dong Y, Ip C (2001). "Vaccenic acid feeding increases tissue levels of conjugated linoleic acid and suppresses development of premalignant lesions in rat mammary gland". Nutr Cancer. 41 (1–2): 91–7. PMID 12094634.
|access-date=requires|url=(help) - ↑ Lock AL, Corl BA, Barbano DM, Bauman DE, Ip C. (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. Retrieved 2007-01-15. Unknown parameter
|month=ignored (help) - ↑ Federal Research Centre for Nutrition and Food - Institute for Lipid Research. "Seed Oil Fatty Acids Database".
- ↑ 2-Nonenal, Newly Found in Human Body Odor Tends to Increase with Aging, THE JOURNAL OF INVESTIGATIVE DERMATOLOGY, Shinichiro Haze et al, vol. 116, no. 4, April 2001, The Society for Investigative Dermatology
External links