Pentadecylic acid

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Pentadecylic acid
Pentadecanoic acid.svg
Pentadecylic-acid-3D-balls.png
Names
Preferred IUPAC name
Pentadecanoic acid
Other names
n-Pentadecanoic acid;
C15:0 (Lipid numbers)
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]
Related compounds
Related compounds
Tetradecanoic acid, Hexadecanoic acid
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Pentadecylic acid, or pentadecanoic acid, is a saturated fatty acid. Its molecular formula is CH3(CH2)13CO2H. It is one of the most common odd-chain fatty acids, although it is rare in nature, comprising 1.2% of 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. Pentadecylic acid also occurs in hydrogenated mutton fat.[4] It also comprises 3.61% of the fats from the fruit of the durian species Durio graveolens.[5]

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

See also[edit]

References[edit]

  1. ^ a b Pentadecanoic acid, Sigma-Aldrich
  2. ^ Jost, Rolf (2007). "Milk and Dairy Products". Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH. 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. doi:10.1093/ajcn/69.1.22. PMID 9925119.
  4. ^ Hansen, RP; Shorland, FB; Cooke, NJ (1954). "The occurrence of n-pentadecanoic acid in hydrogenated mutton fat". Biochem. J. 58 (4): 516–517. doi:10.1042/bj0580516. PMC 1269934. PMID 13229996.
  5. ^ Nasaruddin, Mohd hanif; Noor, Noor Qhairul Izzreen Mohd; Mamat, Hasmadi (2013). "Komposisi Proksimat dan Komponen Asid Lemak Durian Kuning (Durio graveolens) Sabah" [Proximate and Fatty Acid Composition of Sabah Yellow Durian (Durio graveolens)] (PDF). Sains Malaysiana (in Malay). 42 (9): 1283–1288. ISSN 0126-6039. OCLC 857479186. Retrieved 28 November 2017.
  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. doi:10.1093/ajcn/86.3.682. PMID 17823433.

External links[edit]