Ricinoleic acid

Ricinoleic acid
IUPAC name (9Z,12R)-12-Hydroxyoctadec-9-enoic acid
Other names R12-Hydroxy-9-cis-octadecenoic acid
Identifiers
CAS number	141-22-0 Y
PubChem	643684
ChemSpider	558800 Y
UNII	I2D0F69854 Y
ChEBI	CHEBI:28592 Y
Jmol-3D images	Image 1
SMILES O=C(O)CCCCCCC\C=C/C[C@H](O)CCCCCC
InChI InChI=1S/C18H34O3/c1-2-3-4-11-14-17(19)15-12-9-7-5-6-8-10-13-16-18(20)21/h9,12,17,19H,2-8,10-11,13-16H2,1H3,(H,20,21)/b12-9-/t17-/m1/s1 Y Key: WBHHMMIMDMUBKC-QJWNTBNXSA-N Y InChI=1/C18H34O3/c1-2-3-4-11-14-17(19)15-12-9-7-5-6-8-10-13-16-18(20)21/h9,12,17,19H,2-8,10-11,13-16H2,1H3,(H,20,21)/b12-9-/t17-/m1/s1 Key: WBHHMMIMDMUBKC-QJWNTBNXBT
Properties
Molecular formula	C18H34O3
Molar mass	298.461 g/mol
Y (verify) (what is: Y/N?) Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references

Ricinoleic acid (12-hydroxy-9-cis-octadecenoic acid) is an unsaturated omega-9 fatty acid that naturally occurs in mature Castor plant (Ricinus communis L., Euphorbiaceae) seeds or in sclerotium of ergot (Claviceps purpurea Tul., Clavicipitaceae). About 90% of the fatty acid content in castor oil is the triglyceride formed from ricinoleic acid. Ricinoleic acid is manufactured for industries by saponification or fractional distillation of hydrolyzed castor oil. The zinc salt is used in personal care products, such as deodorants.

Ricinoleic acid in medicines

Ricinoleic acid exerts remarkable analgesic and anti-inflammatory effects.

See also

• Ricinelaidic acid, the trans isomer of ricinoleic acid
• Ricinolein, the triglyceride of ricinoleic acid
• Polyglycerol polyricinoleate A polymer of glycerol with ricinoleic acid side chains, used as an emulsifier in chocolate.