Stearolic acid

Stearolic acid
Names
IUPAC name
octadec-9-ynoic acid
Other names
9-octadecynoic acid
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.007.301
EC Number
  • 208-030-8
KEGG
UNII
  • InChI=1S/C18H32O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h2-8,11-17H2,1H3,(H,19,20)
    Key: RGTIBVZDHOMOKC-UHFFFAOYSA-N
  • CCCCCCCCC#CCCCCCCCC(=O)O
Properties
C18H32O2
Molar mass 280.452 g·mol−1
Appearance solid
Melting point 45 °C (113 °F; 318 K)
practically insoluble
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Stearolic acid is an acetylenic fatty acid characterized by an 18-carbon chain with a triple bond between carbons 9 and 10. It is a rare, naturally occurring unsaturated fatty acid, notable for its unique chemical structure and occurrence in certain plant species. Its structural formula is CH3(CH2)7C≡C(CH2)7COOH. Its delta notation is 18:1Δ9a.

Stearolic acid is classified as an octadecynoic acid, specifically with the triple bond at the 9-position, hence its common name, 9-octadecynoic acid. The acid is isomeric to linoleic acid and tartaric acid, the latter differing from stearolic acid only in the position of the triple bond. Stearic acid, which has a similar name, has the same chain length but is saturated.