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CHEBI:89929 - glycoursodeoxycholic acid

Default Structure
ChEBI IDCHEBI:89929
ChEBI Nameglycoursodeoxycholic acid
Stars
DefinitionA bile acid glycine conjugate derived from ursoodeoxycholic acid.
Last Modified1 July 2016
DownloadsMolfile
FormulaC26H43NO5
Net Charge0
Average Mass449.632
Monoisotopic Mass449.31412
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)NCC(=O)O)[C@]1([H])[C@@H](O)C2
InChIInChI=1S/C26H43NO5/c1-15(4-7-22(30)27-14-23(31)32)18-5-6-19-24-20(9-11-26(18,19)3)25(2)10-8-17(28)12-16(25)13-21(24)29/h15-21,24,28-29H,4-14H2,1-3H3,(H,27,30)(H,31,32)/t15-,16+,17-,18-,19+,20+,21+,24+,25+,26-/m1/s1
InChIKeyGHCZAUBVMUEKKP-XROMFQGDSA-N
Species of MetaboliteComponentSourceComments
Homo sapiens (ncbitaxon:9606)
urine (BTO:0001419) PubMed (22624806)
faeces (UBERON:0001988) PubMed (22664055)
Roles Classification
Chemical Role:
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Role:
human blood serum metabolite  Any metabolite (endogenous or exogenous) found in human blood serum samples.
Application:
neuroprotective agent  Any compound that can be used for the treatment of neurodegenerative disorders.
ChEBI Ontology
Outgoing Relation(s)
glycoursodeoxycholic acid (CHEBI:89929) has functional parent ursodeoxycholic acid (CHEBI:9907)
glycoursodeoxycholic acid (CHEBI:89929) has role human blood serum metabolite (CHEBI:85234)
glycoursodeoxycholic acid (CHEBI:89929) has role neuroprotective agent (CHEBI:63726)
glycoursodeoxycholic acid (CHEBI:89929) is a N-acylglycine (CHEBI:16180)
glycoursodeoxycholic acid (CHEBI:89929) is a bile acid glycine conjugate (CHEBI:36255)
glycoursodeoxycholic acid (CHEBI:89929) is conjugate acid of glycoursodeoxycholate (CHEBI:132030)
Incoming Relation(s)
glycoursodeoxycholate (CHEBI:132030) is conjugate base of glycoursodeoxycholic acid (CHEBI:89929)
IUPAC Name 
N-(3α,7β-dihydroxy-5β-cholan-24-oyl)glycine
Synonyms  Source
3α,7β-dihydroxy-5β-cholanoylglycineHMDB
N-[(3α,5β,7β)-3,7-dihydroxy-24-oxocholan-24-yl]glycineHMDB
N-(3α,7β-dihydroxy-5β-cholan-24-oyl)glycineHMDB
Glycine ursodeoxycholic acidChemIDplus
Glycylursodeoxycholic acidHMDB
GUDCAChEBI
Manual XrefsDatabases
HMDB0000708HMDB
Registry NumbersSources
Reaxys:3226178Reaxys
CAS:64480-66-6ChemIDplus
Citations