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InChI=1S/CH4O/c1-2/h2H,1H3
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> Main
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
Supplier Information
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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
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
Type
Source
22770225
PubMed citation
Europe PMC
Last Modified
25 February 2016