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CHEBI:9907 - ursodeoxycholic acid

ChEBI IDCHEBI:9907
ChEBI Nameursodeoxycholic acid
Stars
DefinitionA bile acid found in the bile of bears (Ursidae) as a conjugate with taurine. Used therapeutically, it prevents the synthesis and absorption of cholesterol and can lead to the dissolution of gallstones.
Last Modified7 September 2017
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-UZVSRGJWSA-N
Wikipedia
Species of MetaboliteComponentSourceComments
Homo sapiens (ncbitaxon:9606) - PubMed (14989050)
Mus musculus (ncbitaxon:10090) - PubMed (24816727)
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).
ChEBI Ontology
Outgoing Relation(s)
ursodeoxycholic acid (CHEBI:9907) has role human metabolite (CHEBI:77746)
ursodeoxycholic acid (CHEBI:9907) has role mouse metabolite (CHEBI:75771)
ursodeoxycholic acid (CHEBI:9907) is a bile acid (CHEBI:3098)
ursodeoxycholic acid (CHEBI:9907) is a C24-steroid (CHEBI:131620)
ursodeoxycholic acid (CHEBI:9907) is a dihydroxy-5β-cholanic acid (CHEBI:23775)
ursodeoxycholic acid (CHEBI:9907) is conjugate acid of ursodeoxycholate (CHEBI:78604)
Incoming Relation(s)
3α,7β-dihydroxy-12-oxo-5β-cholanic acid (CHEBI:138401) has functional parent ursodeoxycholic acid (CHEBI:9907)
glycoursodeoxycholic acid (CHEBI:89929) has functional parent ursodeoxycholic acid (CHEBI:9907)
tauroursodeoxycholic acid (CHEBI:80774) has functional parent ursodeoxycholic acid (CHEBI:9907)
ursodeoxycholoyl-CoA (CHEBI:138379) has functional parent ursodeoxycholic acid (CHEBI:9907)
ursodeoxycholate (CHEBI:78604) is conjugate base of ursodeoxycholic acid (CHEBI:9907)
IUPAC Name 
3α,7β-dihydroxy-5β-cholan-24-oic acid
Synonyms  Source
3alpha,7beta-Dihydroxy-5beta-cholan-24-oic acidKEGG COMPOUND
(3α,5β,7β)-3,7-dihydroxycholan-24-oic acidChemIDplus
ActigallChemIDplus
UrsodeoxycholateKEGG COMPOUND
Ursodeoxycholic acidKEGG COMPOUND
UrsodiolKEGG COMPOUND
Manual XrefsDatabases
2797DrugCentral
C07880KEGG COMPOUND
D00734KEGG DRUG
DB01586DrugBank
HMDB0000946HMDB
LMST04010033LIPID MAPS
LSM-6555LINCS
UrsodiolWikipedia
Registry NumbersSources
Reaxys:3219888Reaxys
CAS:128-13-2KEGG COMPOUND
CAS:128-13-2ChemIDplus
Citations