Chaulmoogric acid

Chaulmoogric acid

Names
IUPAC name 13-[(1S)-Cyclopent-2-en-1-yl]tridecanoic acid
Identifiers
CAS Number	29106-32-9
3D model (JSmol)	Interactive image
ChEBI	CHEBI:61391
ChEMBL	ChEMBL2204421
ChemSpider	390179.html : 390179
ECHA InfoCard	100.044.931
EC Number	249-440-7
KEGG	C08282
PubChem CID	441446
UNII	6TD35V6OLU
CompTox Dashboard (EPA)	DTXSID00872002
InChI InChI=1S/C18H32O2/c19-18(20)16-10-8-6-4-2-1-3-5-7-9-13-17-14-11-12-15-17/h11,14,17H,1-10,12-13,15-16H2,(H,19,20)/t17-/m1/s1 Key: XMVQWNRDPAAMJB-QGZVFWFLSA-N
SMILES C(CCCCCCCCCCCC(O)=O)[C@H]1CCC=C1
Properties
Chemical formula	C18H32O2
Molar mass	280.452 g·mol−1
Melting point	68.5 °C (155.3 °F; 341.6 K) [1]
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Chaulmoogric acid is a fatty acid found in chaulmoogra oil, the oil from the seeds of Hydnocarpus wightianus.^[2] It is an unusual fatty acid which has a cyclopentene ring at its terminus instead of being entirely linear like most fatty acids.^[3]

It is a white crystalline solid with a melting point of 68.5 °C.^[1] It is soluble in ether, chloroform, and ethyl acetate.^[1]

In the early 20th century, it was investigated as a possible treatment for leprosy due to the use in traditional medicine of chaulmoogra oil for leprosy.^[4]