Details of the Drug Metabolized by Drug-Metabolizing Enzyme (DME)

General Information of Drug (ID: DR2625)
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
Indication Discovery agent Investigative [1]
Structure
3D MOL 2D MOL
Pharmaceutical Properties Molecular Weight 390.6 Topological Polar Surface Area 74.6
Heavy Atom Count 28 Rotatable Bond Count 4
Hydrogen Bond Donor Count 2 Hydrogen Bond Acceptor Count 4
Cross-matching ID
PubChem CID
3080612
ChEBI ID
CHEBI:139134
CAS Number
5130-29-0
Formula
C24H38O4
Canonical SMILES
CC(CCC(=O)O)C1CCC2C1(C(=O)CC3C2CCC4C3(CCC(C4)O)C)C
InChI
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
InChIKey
CVNYHSDFZXHMMJ-VPUMZWJWSA-N
The Metabolic Roadmap of This Drug
The Full List of Drug Metabolites (DM) of This Drug
DM Name DM ID PubChem ID Reaction DM Level REF
7,12-dioxo-LCA DM005639 N. A. Unclear 1 [2]
Cholic acid DM004937
221493
Unclear 1 [2]
7-oxo-DCA DM005640 N. A. Unclear 2 [2]
The Full List of Metabolic Reaction (MR) of This Drug
MR ID Reactant Product MR Type DME REF
MR006020 Oxolithocholic acid 7,12-dioxo-LCA Unclear 7-HSDH [2]
MR006022 Oxolithocholic acid CA Unclear 12-HSDH [2]
MR006021 7,12-dioxo-LCA 7-oxo-DCA Unclear 12-HSDH [2]
MR006023 CA 7-oxo-DCA Unclear 7-HSDH [2]
Drug-Metabolizing Enzyme(s) (DME) Metabolizing This Drug
DME Name DME Info Species Uniprot ID EC Number REF
12alpha-hydroxysteroid dehydrogenase (12-HSDH) DMEN310 . Not Available Not Available [2]
7-Hydroxysteroid dehydrogenase (7-HSDH) DMEN287 Bacteroides fragilis Not Available Not Available [2]
Alpha-hydroxysteroid dehydrogenase (12AH) DME1749 Clostridium hiranonis
12AH_CLOS4
1.1.1.176
[2]
Alpha-hydroxysteroid dehydrogenase (12AH) DME1750 Clostridium scindens
12AH_CLOS4
1.1.1.176
[2]
Alpha-hydroxysteroid dehydrogenase (12AH) DME1751 Clostridium hylemonae
12AH_CLOS4
1.1.1.176
[2]
Alpha-hydroxysteroid dehydrogenase (12AH) DME1752 Clostridium leptum
12AH_CLOS4
1.1.1.176
[2]
⏷ Show the Full List of 6  DME(s)
References
1 Effect of dietary fiber on colonic bacterial enzymes and bile acids in relation to colon cancer. Gastroenterology. 1992 May;102(5):1475-82.
2 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.

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