CHEBI:17687 - glycocholic acid

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ChEBI Name glycocholic acid
ChEBI ID CHEBI:17687
Definition A bile acid glycine conjugate having cholic acid as the bile acid component.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:11894, CHEBI:42804, CHEBI:5464, CHEBI:24378, CHEBI:20215, CHEBI:29080
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Formulae C26H43NO6
C26H43NO6
Net Charge 0
Average Mass 465.62270
Monoisotopic Mass 465.309
InChI InChI=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
InChIKey RFDAIACWWDREDC-FRVQLJSFSA-N
SMILES C[C@H](CCC(=O)NCC(O)=O)[C@H]1CC[C@H]2[C@@H]3[C@H](O)C[C@@H]4C[C@H](O)CC[C@]4(C)[C@H]3C[C@H](O)[C@]12C
Roles Classification
Biological Role(s): human metabolite
Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 glycocholate (CHEBI:29746) is conjugate base of glycocholic acid (CHEBI:17687)
IUPAC Name
N-(3α,7α,12α-trihydroxy-5β-cholan-24-oyl)glycine
Synonyms Sources
3alpha,7alpha,12alpha-trihydroxy-5beta-cholan-24-oylglycine ChEBI
3alpha,7alpha,12alpha-Trihydroxy-5beta-cholan-24-oylglycine KEGG COMPOUND
Glycocholic acid KEGG COMPOUND
GLYCOCHOLIC ACID PDBeChem
N-[(3α,5β,7α,12α)-3,7,12-trihydroxy-24-oxocholan-24-yl]glycine NIST Chemistry WebBook
N-choloylglycine ChemIDplus
Database Links Databases
C00030410 KNApSAcK
C01921 KEGG COMPOUND
DB02691 DrugBank
GCH PDBeChem
Glycocholic_acid Wikipedia
GLYCOCHOLIC_ACID MetaCyc
HMDB0000138 HMDB
LMST05030001 LIPID MAPS
LSM-3222 LINCS
View more database links
Registry Numbers Types Sources
2955826 Beilstein Registry Number Beilstein
2955826 Reaxys Registry Number Reaxys
475-31-0 CAS Registry Number ChemIDplus
475-31-0 CAS Registry Number NIST Chemistry WebBook
Citation Waiting for Citations Type Source
22770225 PubMed citation Europe PMC
Last Modified
25 February 2016