Details of the Drug

General Information of Drug (ID: DMRKA08)

Drug Name
Oxolithocholic acid
Synonyms
12-Ketolithocholic acid; 12-Oxolithocholic acid; 12-Oxolithocholate; 3?-Hydroxy-12 Ketolithocholic Acid; 3alpha-Hydroxy-12-0X0-5beta-cholanoic acid; 3alpha-Hydroxy-12-oxo-5beta-cholan-24-oic Acid; 5130-29-0; 57668172Z5; CCRIS 3990; Cholan-24-oic acid, 3-hydroxy-12-oxo-, (3alpha,5beta)-; UNII-57668172Z5; (4R)-4-[(3R,5R,8R,9S,10S,13R,14S,17R)-3-hydroxy-10,13-dimethyl-12-oxo-1,2,3,4,5,6,7,8,9,11,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-17-yl]pentanoic acid; 12-Dehydrodeoxycholic acid; 12-Ketodeoxycholic acid
Structure
3D MOL 2D MOL
#Ro5 Violations (Lipinski): 0 Molecular Weight (mw) 390.6
Logarithm of the Partition Coefficient (xlogp) 4.6
Rotatable Bond Count (rotbonds) 4
Hydrogen Bond Donor Count (hbonddonor) 2
Hydrogen Bond Acceptor Count (hbondacc) 4
Chemical Identifiers
Formula
C24H38O4
IUPAC Name
(4R)-4-[(3R,5R,8R,9S,10S,13R,14S,17R)-3-hydroxy-10,13-dimethyl-12-oxo-1,2,3,4,5,6,7,8,9,11,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-17-yl]pentanoic acid
Canonical SMILES
CC(CCC(=O)O)C1CCC2C1(C(=O)CC3C2CCC4C3(CCC(C4)O)C)C
InChI
CVNYHSDFZXHMMJ-VPUMZWJWSA-N
InChIKey
1S/C24H38O4/c1-14(4-9-22(27)28)18-7-8-19-17-6-5-15-12-16(25)10-11-23(15,2)20(17)13-21(26)24(18,19)3/h14-20,25H,4-13H2,1-3H3,(H,27,28)/t14-,15-,16-,17+,18-,19+,20+,23+,24-/m1/s1
Cross-matching ID
PubChem CID
3080612
ChEBI ID
CHEBI:139134
CAS Number
5130-29-0
INTEDE ID
DR2625

Molecular Interaction Atlas of This Drug


Drug-Metabolizing Enzyme (DME)
DME Name DME ID UniProt ID MOA REF
Alpha-hydroxysteroid dehydrogenase (12AH) DEL5PTS 12AH_CLOS4 Substrate [1]
Alpha-hydroxysteroid dehydrogenase (12AH) DEOIYWD 12AH_CLOS4 Substrate [1]
Alpha-hydroxysteroid dehydrogenase (12AH) DER7IAK 12AH_CLOS4 Substrate [1]
Alpha-hydroxysteroid dehydrogenase (12AH) DE5Q9XD 12AH_CLOS4 Substrate [1]
Molecular Interaction Atlas (MIA) Jump to Detail Molecular Interaction Atlas of This Drug

References

1 Metabolism of oxo-bile acids and characterization of recombinant 12alpha-hydroxysteroid dehydrogenases from bile acid 7alpha-dehydroxylating human gut bacteria. Appl Environ Microbiol. 2018 May 1;84(10). pii: e00235-18.