obeticholic acid

Also known as 6-ECDCA, 6-Et CDCA, 6-ethylchenodeoxycholic acid, INT-747, OCA, Ocaliva®, 6-Ethyl-CDCA

chemical compound

In the Vinony graph

Vinony's link graph records 46 inbound references to obeticholic acid, and connects out to bile acid malabsorption, liver and medication.

Vinony files it under Bile acids, Cholanes and Diols.

Vinony links it to 8 Wikipedia language editions.

Formula: C26H44O4
Molecular weight: 420.6 g/mol
IUPAC name: (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
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
InChIKey: ZXERDUOLZKYMJM-ZWECCWDJSA-N
XLogP: 5.7
Polar surface area: 77.8 Å²
H-bond donors: 3
H-bond acceptors: 4
Formal charge: 0

via PubChem

Withdrawn

Max clinical phase: Approved
Molecule type: Small molecule
First approval: 2016
Admin. routes: oral
Indications: biliary liver cirrhosis, liver disease, non-alcoholic fatty liver disease, Hepatitis, Alcoholic

via ChEMBL · EBI

951 papers

Show 7 more facts

medical condition treated: primary biliary cholangitis
chemical formula: C₂₆H₄₄O₄
World Health Organisation international non-proprietary name: 奥贝胆酸
canonical SMILES: CCC1C2CC(CCC2(C3CCC4(C(C3C1O)CCC4C(C)CCC(=O)O)C)C)O
isomeric 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
defined daily dose: 10
legal status (medicine): boxed warning