CHEBI:81240 - ursocholic acid

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name ursocholic acid
Definition A bile acid that is 5β-cholan-24-oic acid bearing three hydroxy substituents at positions 3α, 7β and 12α.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download Molfile XML SDF
Formula C24H40O5
Net Charge 0
Average Mass 408.572
Monoisotopic Mass 408.28757
InChI 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
SMILES C1[C@@]2([C@]3(C[C@@H]([C@]4([C@]([C@@]3([C@H](C[C@@]2(C[C@@H](C1)O)[H])O)[H])(CC[C@@]4([C@@H](CCC(O)=O)C)[H])[H])C)O)[H])C
Roles Classification
Chemical Role(s): Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
Biological Role(s): human urinary metabolite
Any metabolite (endogenous or exogenous) found in human urine samples.
EC (7alpha-hydroxysteroid dehydrogenase) inhibitor
An EC 1.1.1.* (oxidoreductase acting on donor CH-OH group, NAD+ or NADP+ acceptor) inhibitor that interferes with the action of 7alpha-hydroxysteroid dehydrogenase (EC
View more via ChEBI Ontology
ChEBI Ontology
Outgoing ursocholic acid (CHEBI:81240) has role EC (7α-hydroxysteroid dehydrogenase) inhibitor (CHEBI:138390)
ursocholic acid (CHEBI:81240) has role human urinary metabolite (CHEBI:84087)
ursocholic acid (CHEBI:81240) is a 12α-hydroxy steroid (CHEBI:36846)
ursocholic acid (CHEBI:81240) is a 3α-hydroxy steroid (CHEBI:36835)
ursocholic acid (CHEBI:81240) is a 7β-hydroxy steroid (CHEBI:35349)
ursocholic acid (CHEBI:81240) is a bile acid (CHEBI:3098)
ursocholic acid (CHEBI:81240) is a C24-steroid (CHEBI:131620)
ursocholic acid (CHEBI:81240) is a trihydroxy-5β-cholanic acid (CHEBI:27114)
ursocholic acid (CHEBI:81240) is conjugate acid of ursocholate (CHEBI:137880)
Incoming tauroursocholic acid (CHEBI:145227) has functional parent ursocholic acid (CHEBI:81240)
ursocholate (CHEBI:137880) is conjugate base of ursocholic acid (CHEBI:81240)
3α,7β,12α-trihydroxy-5β-cholan-24-oic acid
Synonyms Sources
(3α,5β,7β,12α)-3,7,12-trihydroxycholan-24-oic acid IUPAC
3alpha,7beta,12alpha-Trihydroxy-5beta-cholan-24-oic acid ChemIDplus
3alpha,7beta,12alpha-Trihydroxy-5beta-cholanic acid KEGG COMPOUND
7-Epicholic acid KEGG COMPOUND
Manual Xrefs Databases
HMDB0000917 HMDB
View more database links
Registry Numbers Types Sources
2955-27-3 CAS Registry Number ChemIDplus
5303401 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
10216137 PubMed citation Europe PMC
12401785 PubMed citation Europe PMC
1551642 PubMed citation Europe PMC
1943496 PubMed citation Europe PMC
2079611 PubMed citation Europe PMC
22198717 PubMed citation Europe PMC
2396085 PubMed citation Europe PMC
24076126 PubMed citation Europe PMC
26718089 PubMed citation Europe PMC
28751127 PubMed citation Europe PMC
3660436 PubMed citation Europe PMC
3715370 PubMed citation Europe PMC
3949116 PubMed citation Europe PMC
7676478 PubMed citation Europe PMC
8500738 PubMed citation Europe PMC
9177526 PubMed citation Europe PMC
Last Modified
24 February 2020