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CHEBI:17687 - glycocholic acid

ChEBI IDCHEBI:17687
ChEBI Nameglycocholic acid
Stars
DefinitionA bile acid glycine conjugate having cholic acid as the bile acid component.
Secondary ChEBI IDsCHEBI:5464, CHEBI:11894, CHEBI:20215, CHEBI:24378, CHEBI:29080, CHEBI:42804
Last Modified25 February 2016
DownloadsMolfile
FormulaC26H43NO6
Net Charge0
Average Mass465.631
Monoisotopic Mass465.30904
SMILES[H][C@@]12C[C@H](O)CC[C@]1(C)[C@@]1([H])C[C@H](O)[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/C26H43NO6/c1-14(4-7-22(31)27-13-23(32)33)17-5-6-18-24-19(12-21(30)26(17,18)3)25(2)9-8-16(28)10-15(25)11-20(24)29/h14-21,24,28-30H,4-13H2,1-3H3,(H,27,31)(H,32,33)/t14-,15+,16-,17-,18+,19+,20-,21+,24+,25+,26-/m1/s1
InChIKeyRFDAIACWWDREDC-FRVQLJSFSA-N
Wikipedia
Roles Classification
Biological Role:
human metabolite  Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
ChEBI Ontology
Outgoing Relation(s)
glycocholic acid (CHEBI:17687) has functional parent cholic acid (CHEBI:16359)
glycocholic acid (CHEBI:17687) has functional parent glycochenodeoxycholic acid (CHEBI:36274)
glycocholic acid (CHEBI:17687) has role human metabolite (CHEBI:77746)
glycocholic acid (CHEBI:17687) is a bile acid glycine conjugate (CHEBI:36255)
glycocholic acid (CHEBI:17687) is conjugate acid of glycocholate (CHEBI:29746)
Incoming Relation(s)
glycocholic acid-d4 (CHEBI:192783) is a glycocholic acid (CHEBI:17687)
glycocholate (CHEBI:29746) is conjugate base of glycocholic acid (CHEBI:17687)
IUPAC Name 
N-(3α,7α,12α-trihydroxy-5β-cholan-24-oyl)glycine
Synonyms  Source
Glycocholic acidKEGG COMPOUND
3alpha,7alpha,12alpha-Trihydroxy-5beta-cholan-24-oylglycineKEGG COMPOUND
3alpha,7alpha,12alpha-trihydroxy-5beta-cholan-24-oylglycineChEBI
GLYCOCHOLIC ACIDPDBeChem
N-[(3α,5β,7α,12α)-3,7,12-trihydroxy-24-oxocholan-24-yl]glycineNIST Chemistry WebBook
N-choloylglycineChemIDplus
Manual XrefsDatabases
C01921KEGG COMPOUND
GCHPDBeChem
LMST05030001LIPID MAPS
HMDB0000138HMDB
GLYCOCHOLIC_ACIDMetaCyc
Glycocholic_acidWikipedia
DB02691DrugBank
C00030410KNApSAcK
LSM-3222LINCS
Registry NumbersSources
Reaxys:2955826Reaxys
CAS:475-31-0KEGG COMPOUND
CAS:475-31-0ChemIDplus
CAS:475-31-0NIST Chemistry WebBook
Citations