Jump to content

Pentadecylic acid

From Wikipedia, the free encyclopedia

This is an old revision of this page, as edited by 106.208.99.54 (talk) at 10:33, 6 October 2016. The present address (URL) is a permanent link to this revision, which may differ significantly from the current revision.

Pentadecylic acid
Names
IUPAC name
pentadecanoic acid
Other names
n-Pentadecanoic acid; Pentadecylic acid
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
ECHA InfoCard 100.012.448 Edit this at Wikidata
UNII
  • InChI=1S/C15H30O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15(16)17/h2-14H2,1H3,(H,16,17)
  • O=C(O)CCCCCCCCCCCCCC
Properties
C15H30O2
Molar mass 242.403 g·mol−1
Density 0.842 g/cm3
Melting point 51 to 53 °C (124 to 127 °F; 324 to 326 K)[1]
Boiling point 257 °C (495 °F; 530 K) (100 mmHg)[1]
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Pentadecanoic acid is a saturated fatty acid. Its molecular formula is CH3(CH2)13COOH. It is rare in nature, being found at the level of 1.2% in the milk fat from cows.[2] The butterfat in cows milk is its major dietary source[3] and it is used as a marker for butterfat consumption.[4] Pentadecanoic acid also occurs in hydrogenated mutton fat.[5]

Pentadecanoic acid may decrease mother-to-child transmission of HIV through breastfeeding.[6]

References

  1. ^ a b Pentadecanoic acid, Sigma-Aldrich
  2. ^ Rolf Jost "Milk and Dairy Products" Ullmann's Encyclopedia of Industrial Chemistry, Wiley-VCH, Weinheim, 2002. doi:10.1002/14356007.a16_589.pub3
  3. ^ Smedman, AE; Gustafsson, IB; Berglund, LG; Vessby, BO (1999). "Pentadecanoic acid in serum as a marker for intake of milk fat: relations between intake of milk fat and metabolic risk factors". The American Journal of Clinical Nutrition. 69 (1): 22–9. PMID 9925119.
  4. ^ Pentadecanoic acid, Lipomics.com
  5. ^ Hansen, RP; Shorland, FB; Cooke, NJ (1954). "The occurrence of n-pentadecanoic acid in hydrogenated mutton fat". Biochem J. 58 (4): 516–517. PMC 1269934. PMID 13229996.
  6. ^ Villamor, E; Koulinska, IN; Furtado, J; Baylin, A; Aboud, S; Manji, K; Campos, H; Fawzi, WW (2007). "Long-chain n-6 polyunsaturated fatty acids in breast milk decrease the risk of HIV transmission through breastfeeding". The American Journal of Clinical Nutrition. 86 (3): 682–9. PMID 17823433.