Services
Research
Training
Industry
About us
ChEBI
Examples:
iron*
,
InChI=1S/CH4O/c1-2/h2H,1H3
,
caffeine
Advanced
Home
Advanced Search
Browse
Documentation
Download
Tools
About ChEBI
Submit
Contact us
DiNA
Statistics
Entity of the Month
Periodic Table
Ontology
Train online
User Manual
Annotation Manual
Developer Manual
FAQ's
BiNChE
libChEBI
Web Services
ChEBI
> Main
CHEBI:17687 - glycocholic acid
Main
ChEBI Ontology
Automatic Xrefs
Reactions
Pathways
Models
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
Supplier Information
Download
Molfile
XML
SDF
Find compounds which contain this structure
Find compounds which resemble this structure
Take structure to the Advanced Search
more structures >>
Molfile
expand
Wikipedia
License
Read full article at Wikipedia
Formulae
C26H43NO6
C26H43NO6
Net Charge
0
Average Mass
465.62270
Monoisotopic Mass
465.30904
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
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
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
Manual Xrefs
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
Reaxys Registry Number
Reaxys
475-31-0
CAS Registry Number
ChemIDplus
475-31-0
CAS Registry Number
NIST Chemistry WebBook
Citation
Type
Source
22770225
PubMed citation
Europe PMC
Last Modified
25 February 2016