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.^[1] The zinc salt is used in personal care products,^[2] such as deodorants.^[3]

Ricinoleic acid in medicines

Ricinoleic acid exerts remarkable analgesic and anti-inflammatory effects.^[4]

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.

References