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CHEBI:16755 - chenodeoxycholic acid

Default Structure
ChEBI IDCHEBI:16755
ChEBI Namechenodeoxycholic acid
Stars
DefinitionA dihydroxy-5β-cholanic acid that is (5β)-cholan-24-oic acid substituted by hydroxy groups at positions 3 and 7 respectively.
Secondary ChEBI IDsCHEBI:3588, CHEBI:3593, CHEBI:23094
Last Modified27 February 2024
DownloadsMolfile
FormulaC24H40O4
Net Charge0
Average Mass392.580
Monoisotopic Mass392.29266
SMILES[H][C@@]12C[C@H](O)CC[C@]1(C)[C@@]1([H])CC[C@@]3(C)[C@@]([H])(CC[C@]3([H])[C@H](C)CCC(=O)O)[C@]1([H])[C@H](O)C2
InChIInChI=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
InChIKeyRUDATBOHQWOJDD-BSWAIDMHSA-N
Wikipedia
Species of MetaboliteComponentSourceComments
Homo sapiens (ncbitaxon:9606) - PubMed (16037564)
Mus musculus (ncbitaxon:10090)
- PubMed (11530998)
- PubMed (19425150) Source: BioModels - MODEL1507180067
Roles Classification
Chemical Role:
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Roles:
mouse metabolite  Any mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus).
human metabolite  Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
Application:
antispasmodic drug  A drug that suppresses spasms. These are usually caused by smooth muscle contraction, especially in tubular organs. The effect is to prevent spasms of the stomach, intestine or urinary bladder.
ChEBI Ontology
Outgoing Relation(s)
chenodeoxycholic acid (CHEBI:16755) has role antispasmodic drug (CHEBI:53784)
chenodeoxycholic acid (CHEBI:16755) has role human metabolite (CHEBI:77746)
chenodeoxycholic acid (CHEBI:16755) has role mouse metabolite (CHEBI:75771)
chenodeoxycholic acid (CHEBI:16755) is a bile acid (CHEBI:3098)
chenodeoxycholic acid (CHEBI:16755) is a C24-steroid (CHEBI:131620)
chenodeoxycholic acid (CHEBI:16755) is a dihydroxy-5β-cholanic acid (CHEBI:23775)
chenodeoxycholic acid (CHEBI:16755) is conjugate acid of chenodeoxycholate (CHEBI:36234)
Incoming Relation(s)
3-oxochenodeoxycholoyl-CoA (CHEBI:137532) has functional parent chenodeoxycholic acid (CHEBI:16755)
chenodeoxycholic acid 24-O-(β-D-glucuronide) (CHEBI:137790) has functional parent chenodeoxycholic acid (CHEBI:16755)
chenodeoxycholic acid 3-O-(β-D-glucuronide) (CHEBI:137725) has functional parent chenodeoxycholic acid (CHEBI:16755)
chenodeoxycholic acid-3-O-β-D-glucoside (CHEBI:229688) has functional parent chenodeoxycholic acid (CHEBI:16755)
chenodeoxycholoyl-CoA (CHEBI:28701) has functional parent chenodeoxycholic acid (CHEBI:16755)
glycochenodeoxycholic acid (CHEBI:36274) has functional parent chenodeoxycholic acid (CHEBI:16755)
obeticholic acid (CHEBI:43602) has functional parent chenodeoxycholic acid (CHEBI:16755)
taurochenodeoxycholic acid (CHEBI:16525) has functional parent chenodeoxycholic acid (CHEBI:16755)
chenodeoxycholate (CHEBI:36234) is conjugate base of chenodeoxycholic acid (CHEBI:16755)
IUPAC Name 
3α,7α-dihydroxy-5β-cholan-24-oic acid
INNs  Source
acide chenodesoxycholiqueWHO MedNet
acido quenodeoxicolicoWHO MedNet
Synonyms  Source
3alpha,7alpha-Dihydroxy-5beta-cholanic acidKEGG COMPOUND
7α-hydroxylithocholic acidChemIDplus
anthropodeoxycholic acidChemIDplus
anthropodesoxycholic acidChemIDplus
CDCAIUPHAR
ChendolChEMBL
Brand Names  Source
Chendol 125ChEMBL
Chendol 250ChEMBL
ChenocedonChEMBL
Chenodeoxycholic acid leadiant (previously known as chenodeoxycholic acid sigma-tau)ChEMBL
ChenofalkChEMBL
CombidolChEMBL
Manual XrefsDatabases
4361DrugCentral
C02528KEGG COMPOUND
ChenodiolWikipedia
D00163KEGG DRUG
DB06777DrugBank
HMDB0000518HMDB
JN3PDBeChem
LMST04010032LIPID MAPS
LSM-5353LINCS
Registry NumbersSources
Reaxys:3219887Reaxys
CAS:474-25-9ChemIDplus
CAS:474-25-9KEGG COMPOUND
Citations