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

General Information of Drug (ID: DR0314)
Drug Name
Cholic acid
Synonyms
Cholalic acid; Cholalin; Cholbam; Cholic acid [USAN]; Cholic acid, 5beta-; Cholsaeure; Colalin; cholate; cholic acid; (R)-4-((3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-3,7,12-Trihydroxy-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-17-yl)pentanoic acid; 3,7,12-Trihydroxycholanic acid; 3alpha,7alpha,12alpha-Trihydroxy-5beta-cholan-24-oic acid; 3alpha,7alpha,12alpha-Trihydroxy-5beta-cholanic acid; 81-25-4; CHEBI:16359; CHEMBL205596; G1JO7801AE; HSDB 982; MFCD00003672; NSC-6135; NSC6135; UNII-G1JO7801AE
Indication Adrenomyeloneuropathy [ICD11: 5C57] Approved [1]
Structure
3D MOL 2D MOL
Pharmaceutical Properties Molecular Weight 408.6 Topological Polar Surface Area 98
Heavy Atom Count 29 Rotatable Bond Count 4
Hydrogen Bond Donor Count 4 Hydrogen Bond Acceptor Count 5
Cross-matching ID
PubChem CID
221493
PubChem SID
3963 ; 72129 ; 584143 ; 607109 ; 822057 ; 841391 ; 3135999 ; 4266387 ; 7886587 ; 8145669 ; 9376190 ; 11110315 ; 14757556 ; 15277848 ; 17422064 ; 24423691 ; 24423929 ; 24892356 ; 24893153 ; 26717723 ; 26717726 ; 26717727 ; 26737120 ; 26737126 ; 26737128 ; 26750105 ; 26750407 ; 26750412 ; 26750415 ; 26750420 ; 26750424 ; 30424718 ; 46507063 ; 47193710 ; 47662491 ; 49700787 ; 50452100 ; 53787750 ; 53789207 ; 56313736 ; 56437567 ; 56437568 ; 57399957 ; 81067251 ; 81091088 ; 85279435 ; 85285851 ; 85285861 ; 85285865 ; 85285871
ChEBI ID
CHEBI:16359
CAS Number
81-25-4
TTD Drug ID
D0OR2L
Formula
C24H40O5
Canonical SMILES
CC(CCC(=O)O)C1CCC2C1(C(CC3C2C(CC4C3(CCC(C4)O)C)O)O)C
InChI
1S/C24H40O5/c1-13(4-7-21(28)29)16-5-6-17-22-18(12-20(27)24(16,17)3)23(2)9-8-15(25)10-14(23)11-19(22)26/h13-20,22,25-27H,4-12H2,1-3H3,(H,28,29)/t13-,14+,15-,16-,17+,18+,19-,20+,22+,23+,24-/m1/s1
InChIKey
BHQCQFFYRZLCQQ-OELDTZBJSA-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
3-dehydrocholic acid DM001835
159655
Unclear 1 [3]
Cholic acid glucuronide metabolite DM001834
21252309
Unclear 1 [2]
The Full List of Metabolic Reaction (MR) of This Drug
MR ID Reactant Product MR Type DME REF
MR000652 Cholic acid Cholic acid glucuronide metabolite Unclear SULT2A1 [2]
MR000653 Cholic acid 3-dehydrocholic acid Unclear CYP3A4 [3]
Drug-Metabolizing Enzyme(s) (DME) Metabolizing This Drug
DME Name DME Info Species Uniprot ID EC Number REF
Sulfotransferase 1A1 (SULT1A1) DME0008 Homo sapiens
ST1A1_HUMAN
2.8.2.1
[2]
References
1 Cholic Acid was approved by FDA. The 2020 official website of the U.S. Food and Drug Administration.
2 Kinetic analysis of bile acid sulfation by stably expressed human sulfotransferase 2A1 (SULT2A1). Xenobiotica. 2010 Mar;40(3):184-94.
3 Genotyping studies of Toxoplasma gondii isolates from Africa revealed that the archetypal clonal lineages predominate as in North America and Europe Vet Parasitol. 2008 Aug 17;155(3-4):314-8. doi: 10.1016/j.vetpar.2008.04.021.

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