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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
PubChem CID
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)
Boiling point 257 °C (495 °F; 530 K) (100 mmHg)
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).

Pentadecylic acid, also known as pentadecanoic acid or C15:0 is an odd-chain saturated fatty acid. Its molecular formula is CH3(CH2)13CO2H. It is a colorless solid.

A laboratory preparation involves permanganate oxidation of 1-hexadecene (CH3(CH2)13CH=CH2).

Pentadecylic acid is found primarily in dairy fat, as well as in ruminant meat and some types of fish and plants. 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.

Because the butterfat in cow milk is its major dietary source, it may be used as a biomarker for butterfat consumption. Pentadecylic acid also occurs in hydrogenated mutton fat.

In reviews of preliminary dietary research, higher circulating concentrations of pentadecyclic acid were associated with a lower risk of developing type 2 diabetes and cardiovascular disease.

See also

External links


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