Compound: Obeticholic acid
SMILES: O=C(O)CC[C@H]([C@@H]1[C@@]2([C@H]([C@@H]3[C@H](O)[C@@H]([C@@H]4C[C@H](O)CC[C@@]4([C@H]3CC2)C)CC)CC1)C)C
InChIKey: ZXERDUOLZKYMJM-ZWECCWDJSA-N
Synonyms: Obeticholic acid, 459789-99-2, 6-ECDCA, INT-747, 6-Ethylchenodeoxycholic acid, Ocaliva, 6-Ethyl-CDCA, INT747, DSP-1747, INT 747, 6alpha-ethylchenodeoxycholic acid, acido obeticolico, acide obeticholique, DSP1747, 0462Z4S4OZ, 6alpha-ethyl-3alpha,7alpha-dihydroxy-5beta-cholan-24-oic acid, 6-ethyl-3,7-dihydroxycholan-24-oic acid, CHEBI:43602, DTXSID20196671, 6-alpha-ethylchenodeoxycholic acid, Cholan-24-oic acid, 6-ethyl-3,7-dihydroxy-, (3alpha,5beta,6alpha,7alpha)-, (3alpha,5beta,6alpha,7alpha)-6-Ethyl-3,7-dihydroxycholan-24-oic acid, (4R)-4-[(1R,3aS,3bS,4R,5R,5aS,7R,9aS,9bS,11aR)-5-ethyl-4,7-dihydroxy-9a,11a-dimethyl-hexadecahydro-1H-cyclopenta[a]phenanthren-1-yl]pentanoic acid, ObeticholicAcid, acidum obeticholicum, (4R)-4-((1R,3aS,3bS,4R,5R,5aS,7R,9aS,9bS,11aR)-5-ethyl-4,7-dihydroxy-9a,11a-dimethyl-hexadecahydro-1H-cyclopenta(a)phenanthren-1-yl)pentanoic acid, RefChem:57128, A05AA04, DTXCID60119162, 6-ethyl chenodeoxycholic acid, 6ECDCA, Obetichloic acid, 6alpha-Ethyl-chenodeoxycholic acid, (R)-4-((3R,5S,6R,7R,8S,9S,10S,13R,14S,17R)-6-ethyl-3,7-dihydroxy-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-17-yl)pentanoic acid, 6-ETHYL-CHENODEOXYCHOLIC ACID, (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, MFCD16621104, UNII-0462Z4S4OZ, 6-Et CDCA, Obeticholic acid [USAN], Obeticholic acid [USAN:INN], 1osv, Ocaliva (TN), 6-Ethylchenodeoxycholic aicd, 6-ECDCA; Obeticholic acid, OBETICHOLIC ACID [MI], SCHEMBL715823, Obeticholic acid (INT-747), OBETICHOLIC ACID [INN], OBETICHOLIC ACID [JAN], CHEMBL566315, GTPL3435, orb1307446, Obeticholic acid (INT-747)?, EX-A387, OBETICHOLIC ACID [WHO-DD], ZXERDUOLZKYMJM-ZWECCWDJSA-N, GLXC-05527, Obeticholic acid (JAN/USAN/INN), EBC-27035, HB3731, AKOS024259126, OBETICHOLIC ACID [ORANGE BOOK], CS-3813, DB05990, GS-6103, NCGC00480885-01, HY-12222, NS00071049, D09360, P16663, EN300-20332085, F951505, BRD-K30968378-001-01-9, Q15708271, 3A, 7A -DIHYDROXY-6A -ETHYL-5B-CHOLAN-24-OIC ACID, 3alpha,7alpha-dihydroxy-6alpha-ethyl-5beta-cholan-24-oic acid, (3alpha,5beta,6alpha,7alpha,8xi)-6-Ethyl-3,7-dihydroxycholan-24-oic acid, (3beta,5beta,6alpha,7beta)-6-ethyl-3,7-dihydroxycholan-24-oic acid, (3.ALPHA.,5.BETA.,6.ALPHA.,7.ALPHA.)-6-ETHYL-3,7-DIHYDROXYCHOLAN-24-OIC ACID, 6-ECDCA, (3I<<,5EC,6I<<,7I<<)-6-Ethyl-3,7-dihydroxycholan-24-oic acid, 6I<<-Ethylchenodeoxycholic acid, 6-Ethylchenodeoxycholic acid, 3I<<,7EC-Dihydroxy-6I<<-ethyl-5EC-cholan-24-oic acid, Obeticholic acid, Ocaliva,Cholan-24-oic acid, 6-ethyl-3,7-dihydroxy-, (3I<<,5EC,6I<<,7I<<)-, INT 747, CHOLAN-24-OIC ACID, 6-ETHYL-3,7-DIHYDROXY-, (3.ALPHA.,5.BETA.,6.ALPHA.,7.ALPHA.)-
Theoretical properties:
molecular_formula: C26H44O4
molecular_weight: 420.6 g/mol
exact_mass: 420.32395988 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 3
hydrogen_bond_acceptor_count: 4
rotatable_bond_count: 5
heavy_atom_count: 30
topological_polar_surface_area: 77.8 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
boiling_point: 562.9±25
melting_point: 108-110
Descriptions:
pubchem: Obeticholic acid is a dihydroxy-5beta-cholanic acid that is chenodeoxycholic acid carrying an additional ethyl substituent at the 6alpha-position. A semi-synthetic bile acid which acts as a farnesoid X receptor agonist and is used for treatment of primary biliary cholangitis. It has a role as a farnesoid X receptor agonist and a hepatoprotective agent. It is a dihydroxy-5beta-cholanic acid, a 3alpha-hydroxy steroid and a 7alpha-hydroxy steroid. It is functionally related to a chenodeoxycholic acid.
chebi: A dihydroxy-5β-cholanic acid that is chenodeoxycholic acid carrying an additional ethyl substituent at the 6α-position. A semi-synthetic bile acid which acts as a farnesoid X receptor agonist and is used for treatment of primary biliary cholangitis.
chembl: OBETICHOLIC ACID is a small molecule listed in the ChEMBL database and has reached clinical trial phase 4.0.
wikipedia: 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.