Pentadecylic acid
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| Names | |
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| IUPAC name
pentadecanoic acid
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| Other names
n-Pentadecanoic acid; Pentadecylic acid
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| Identifiers | |
3D model (JSmol)
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| ChemSpider | |
| ECHA InfoCard | 100.012.448 |
PubChem CID
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CompTox Dashboard (EPA)
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| Properties | |
| C15H30O2 | |
| Molar mass | 242.403 g·mol−1 |
| Density | 0.842 g/cm3 |
| Melting point | 51-53 °C[1] |
| Boiling point | 257 °C (100 mmHg)[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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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 increase mother-to-child transmission of HIV through breastfeeding.[6]
References
- ^ a b Pentadecanoic acid, Sigma-Aldrich
- ^ Rolf Jost "Milk and Dairy Products" Ullmann's Encyclopedia of Industrial Chemistry, Wiley-VCH, Weinheim, 2002. doi:10.1002/14356007.a16_589.pub3
- ^ 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.
- ^ Pentadecanoic acid, Lipomics.com
- ^ 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.
- ^ 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.