Obeticholic acid

Obeticholic acid
Clinical data
Trade names	Ocaliva
Other names	6α-ethyl-chenodeoxycholic acid; INT-747
AHFS/Drugs.com	Monograph
MedlinePlus	a616033
License data	US DailyMed: Obeticholic acid;
Pregnancy; category	AU: B1;
Routes of; administration	By mouth
ATC code	A05AA04 (WHO) ;
Legal status
Legal status	AU: S4 (Prescription only); CA: ℞-only; UK: POM (Prescription only); US: ℞-only; EU: Rx-only;
Identifiers
	IUPAC name (3α,5β,6α,7α)-6-Ethyl-3,7-dihydroxycholan-24-oic acid; OR; (4R)-4-[(3R,5S,6R,7R,8S,9S,10S,13R,14S,17R)-6-ethyl-3,7-dihydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]pentanoic acid;
CAS Number	459789-99-2;
PubChem CID	447715;
IUPHAR/BPS	3435;
DrugBank	DB05990;
ChemSpider	394730;
UNII	0462Z4S4OZ;
KEGG	D09360;
ChEBI	CHEBI:43602 ;
ChEMBL	ChEMBL566315;
CompTox Dashboard (EPA)	DTXSID20196671 ;
ECHA InfoCard	100.238.318
Chemical and physical data
Formula	C26H44O4
Molar mass	420.634 g·mol−1
3D model (JSmol)	Interactive image;
Melting point	108–110 °C (226–230 °F)
	SMILES CC[C@@H]1[C@@H]2C[C@@H](CC[C@@]2([C@H]3CC[C@]4([C@H]([C@@H]3[C@@H]1O)CC[C@@H]4[C@H](C)CCC(=O)O)C)C)O;
	InChI InChI=1S/C26H44O4/c1-5-17-21-14-16(27)10-12-26(21,4)20-11-13-25(3)18(15(2)6-9-22(28)29)7-8-19(25)23(20)24(17)30/h15-21,23-24,27,30H,5-14H2,1-4H3,(H,28,29)/t15-,16-,17-,18-,19+,20+,21+,23+,24-,25-,26-/m1/s1; Key:ZXERDUOLZKYMJM-ZWECCWDJSA-N;

Obeticholic acid (OCA), sold under the brand name Ocaliva, is a semi-synthetic bile acid analogue which has the chemical structure 6α-ethyl-chenodeoxycholic acid. It is used as a medication used to treat primary biliary cholangitis. Intercept Pharmaceuticals Inc. hold the worldwide rights to develop OCA outside Japan and China, where it is licensed to Dainippon Sumitomo Pharma.