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

General Information of Drug (ID: DR2172)
Drug Name
Ursodeoxycholic acid
Synonyms
Ursobilin; Ursochol; Ursodamor; Ursodeoxy cholic acid; Ursodeoxycholate; Ursodeoxycholic acid (JP15/INN); Ursodesoxycholicacid; Ursodexycholic Acid; Ursodiol; Ursodiol (USP); Ursodiol [USAN]; Ursofalk; Ursolvan; Ursosan; Ursosan (TN); Acide ursodesoxycholique; Acido ursodeossicolico; Acido ursodeossicolico [Italian]; Acido ursodeoxicolico; Acidum ursodeoxycholicum; Actigall; Actigall (TN); Antigall; Arsacol; Cholit-ursan; Delursan; Deoxyursocholic Acid; Destolit; Deursil; Deursil (TN); Dom-ursodiol c; ISO-URSODEOXYCHOLIC ACID; Litursol; Lyeton; PHL-ursodiol c; PMS-ursodiol c; Peptarom; Sodium Ursodeoxycholate; Solutrat; U-9000; Urosiol; Ursacholic Acid; Ursacol; Urso (TN); Urso 250; Urso DS; Urso Forte; Urso Forte (TN); (3alpha,5beta,7beta)-3,7-dihydroxycholan-24-oic acid; (3alpha,5beta,7beta,8xi)-3,7-dihydroxycholan-24-oic acid; (4R)-4-[(3R,5S,7S,8R,9S,10S,13R,14S,17R)-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; 17-beta-(1-Methyl-3-carboxypropyl)etiocholane-3-alpha,7-beta-diol; 3 alpha,7 beta-Dihydroxy-5 beta-cholan-24-oic Acid; 3,7-Dihydroxycholan-24-oic acid; 3-alpha,7-beta-Dihydroxy-5-beta-cholanoic acid; 3-alpha,7-beta-Dihydroxycholanic acid; 3-alpha,7-beta-Dioxycholanic acid; 3alpha,7beta-Dihydroxy-5beta-cholan-24-oic acid; 3alpha,7beta-Dihydroxy-5beta-cholanic acid; 5beta-Cholan-24-oic acid-3alpha,7beta-diol; 5beta-Cholanic Acid-3alpha,7beta-diol; 7-beta-Hydroxylithocholic acid; 7beta-Hydroxylithocholic acid; Acide ursodesoxycholique [INN-French]; Acido ursodeoxicolico [INN-Spanish]; Acidum ursodeoxycholicum [INN-Latin]; Cholan-24-oic acid, 3,7-dihydroxy-, (3-alpha,5-beta,7-beta)-(9CI); IU5; U0030; UDCA; UDCS; UrSO; Ursodeoxycholic acid, UDCA, Ursosan, Ursofalk, Urso Forte, Udiliv, Ursodiol
Indication Hepatic fibrosis/cirrhosis [ICD11: DB93] Approved [1]
Structure
3D MOL 2D MOL
Pharmaceutical Properties Molecular Weight 392.6 Topological Polar Surface Area 77.8
Heavy Atom Count 28 Rotatable Bond Count 4
Hydrogen Bond Donor Count 3 Hydrogen Bond Acceptor Count 4
Cross-matching ID
PubChem CID
31401
PubChem SID
10082 ; 822713 ; 3138790 ; 7847799 ; 7850921 ; 7888488 ; 7980868 ; 8172159 ; 11433256 ; 11466986 ; 11468106 ; 11486841 ; 11532904 ; 14718187 ; 14756614 ; 14780856 ; 24900651 ; 29204656 ; 34673541 ; 46508795 ; 47193720 ; 47217051 ; 47515582 ; 47885649 ; 48110725 ; 48185236 ; 48416690 ; 49699224 ; 49748670 ; 49902961 ; 50124074 ; 53788379 ; 57311214 ; 78337565 ; 87577760 ; 92125922 ; 92717068 ; 99431529 ; 102851587 ; 103578669 ; 103913836 ; 104169985 ; 104253279 ; 104310778 ; 121362367 ; 121363593 ; 124757400 ; 124800594 ; 125085062 ; 125164204
ChEBI ID
ChEBI:9907
CAS Number
128-13-2
TTD Drug ID
D0G3SH
Formula
C24H40O4
Canonical SMILES
CC(CCC(=O)O)C1CCC2C1(CCC3C2C(CC4C3(CCC(C4)O)C)O)C
InChI
1S/C24H40O4/c1-14(4-7-21(27)28)17-5-6-18-22-19(9-11-24(17,18)3)23(2)10-8-16(25)12-15(23)13-20(22)26/h14-20,22,25-26H,4-13H2,1-3H3,(H,27,28)/t14-,15+,16-,17-,18+,19+,20+,22+,23+,24-/m1/s1
InChIKey
RUDATBOHQWOJDD-UZVSRGJWSA-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
LCA DM001801
9903
Unclear 1 [3]
The Full List of Metabolic Reaction (MR) of This Drug
MR ID Reactant Product MR Type DME REF
MR002483 Ursodeoxycholic acid Lithocholic acid Unclear Unclear [3]
Drug-Metabolizing Enzyme(s) (DME) Metabolizing This Drug
DME Name DME Info Species Uniprot ID EC Number REF
Beta-hydroxysteroid dehydrogenase (hdhB) DME1189 Collinsella aerofaciens
A4ECA9_9ACTN
1.1.1.201
[2]
References
1 Ursodeoxycholic acid was approved by FDA. The 2020 official website of the U.S. Food and Drug Administration.
2 Identification, cloning, heterologous expression, and characterization of a NADPH-dependent 7beta-hydroxysteroid dehydrogenase from Collinsella aerofaciens. Appl Microbiol Biotechnol. 2011 Apr;90(1):127-35.
3 Pharmacology of ursodeoxycholic acid, an enterohepatic drug Scand J Gastroenterol Suppl. 1994;204:1-15. doi: 10.3109/00365529409103618.

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