Palmitoleic acid

Chemical compound From Wikipedia, the free encyclopedia

Palmitoleic acid, or (9Z)-hexadec-9-enoic acid, is an omega-7 monounsaturated fatty acid (16:1n-7) with the formula CH3(CH2)5CH=CH(CH2)7COOH. It is a rare component of fats.[1] It is present in all tissues but, in general, is found in higher concentrations in the liver.

Quick facts Names, Identifiers ...
Palmitoleic acid
Names
Preferred IUPAC name
(9Z)-Hexadec-9-enoic acid
Other names
Palmitoleic acid
cis-Palmitoleic acid
9-cis-Hexadecenoic acid
C16:1 (Lipid numbers)
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
ECHA InfoCard 100.006.151 Edit this at Wikidata
UNII
  • InChI=1S/C16H30O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16(17)18/h7-8H,2-6,9-15H2,1H3,(H,17,18)/b8-7- ☒N
    Key: SECPZKHBENQXJG-FPLPWBNLSA-N ☒N
  • InChI=1/C16H30O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16(17)18/h7-8H,2-6,9-15H2,1H3,(H,17,18)/b8-7-
    Key: SECPZKHBENQXJG-FPLPWBNLBE
  • O=C(O)CCCCCCC\C=C/CCCCCC
Properties
C16H30O2
Molar mass 254.414 g·mol−1
Density 0.894 g/cm3
Melting point −0.1 °C (31.8 °F; 273.0 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
☒N verify (what is checkY☒N ?)
Close

It is biosynthesized from palmitic acid by the action of the enzyme Stearoyl-CoA desaturase-1. Palmitoleic acid exists in two isomers, cis and trans.

Natural sources

Palmitoleic acid is found in trace amounts in most foods except for sardine oil, which contains 15% of this acid as a component of triglycerides.[1]

Other dietary sources of palmitoleic acid include breast milk,[2] a variety of animal fats, vegetable oils, and marine oils. Avocado oil, Macadamia oil (Macadamia integrifolia), and sea buckthorn oil (Hippophae rhamnoides) are botanical sources with high concentrations, containing 7-12%, 17% and 19-29% palmitoleic acid, respectively.[citation needed].[3][4]

Mink oil is also a source of palmitoleic acid.

References

Related Articles

Wikiwand AI