CHEBI:137921 - lithocholic acid 3-O-(β-D-glucuronide)

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name lithocholic acid 3-O-(β-D-glucuronide)
ChEBI ASCII Name lithocholic acid 3-O-(beta-D-glucuronide)
Definition A steroid glucosiduronic acid that is lithocholic acid having a single β-D-glucuronic acid residue attached at position 3.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C30H48O9
Net Charge 0
Average Mass 552.698
Monoisotopic Mass 552.32983
InChI InChI=1S/C30H48O9/c1-15(4-9-22(31)32)19-7-8-20-18-6-5-16-14-17(10-12-29(16,2)21(18)11-13-30(19,20)3)38-28-25(35)23(33)24(34)26(39-28)27(36)37/h15-21,23-26,28,33-35H,4-14H2,1-3H3,(H,31,32)(H,36,37)/t15-,16-,17-,18+,19-,20+,21+,23+,24+,25-,26+,28-,29+,30-/m1/s1
SMILES C1[C@@]2([C@]3(CC[C@]4([C@]([C@@]3(CC[C@@]2(C[C@@H](C1)O[C@@H]5O[C@@H]([C@H]([C@@H]([C@H]5O)O)O)C(O)=O)[H])[H])(CC[C@@]4([C@@H](CCC(O)=O)C)[H])[H])C)[H])C
Metabolite of Species Details
Rattus norvegicus (NCBI:txid10116) See: PubMed
Homo sapiens (NCBI:txid9606) See: PubMed
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.
rat metabolite
Any mammalian metabolite produced during a metabolic reaction in rat (Rattus norvegicus).
View more via ChEBI Ontology
ChEBI Ontology
Outgoing lithocholic acid 3-O-(β-D-glucuronide) (CHEBI:137921) has functional parent lithocholic acid (CHEBI:16325)
lithocholic acid 3-O-(β-D-glucuronide) (CHEBI:137921) has role human urinary metabolite (CHEBI:84087)
lithocholic acid 3-O-(β-D-glucuronide) (CHEBI:137921) has role rat metabolite (CHEBI:86264)
lithocholic acid 3-O-(β-D-glucuronide) (CHEBI:137921) is a β-D-glucosiduronic acid (CHEBI:15341)
lithocholic acid 3-O-(β-D-glucuronide) (CHEBI:137921) is a dicarboxylic acid (CHEBI:35692)
lithocholic acid 3-O-(β-D-glucuronide) (CHEBI:137921) is a steroid glucosiduronic acid (CHEBI:26763)
lithocholic acid 3-O-(β-D-glucuronide) (CHEBI:137921) is conjugate acid of lithocholate 3-O-(β-D-glucuronide)(2−) (CHEBI:136965)
Incoming lithocholate 3-O-(β-D-glucuronide)(2−) (CHEBI:136965) is conjugate base of lithocholic acid 3-O-(β-D-glucuronide) (CHEBI:137921)
24-hydroxy-24-oxo-5β-cholan-3α-yl β-D-glucopyranosiduronic acid
Synonyms Sources
(3α,5β)-24-hydroxy-24-oxocholan-3-yl β-D-glucopyranosiduronic acid IUPAC
Lithocholate 3-O-beta-D-glucuronide ChemIDplus
Lithocholate 3-O-glucuronide ChemIDplus
lithocholic acid 3-β-D-glucuronide ChEBI
lithocholic acid 3-β-glucuronide ChEBI
lithocholic acid 3-glucuronide ChEBI
Lithocholic acid glucuronide ChemIDplus
Registry Numbers Types Sources
26575526 Reaxys Registry Number Reaxys
75239-91-7 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
12191677 PubMed citation Europe PMC
16749861 PubMed citation Europe PMC
1916672 PubMed citation Europe PMC
20374298 PubMed citation Europe PMC
2351869 PubMed citation Europe PMC
23756265 PubMed citation Europe PMC
7751593 PubMed citation Europe PMC
8344113 PubMed citation Europe PMC
9367176 PubMed citation Europe PMC
Last Modified
17 July 2017