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> Main
CHEBI:17345 - guanosine 5'-monophosphate
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ChEBI Name
guanosine 5'-monophosphate
ChEBI ID
CHEBI:17345
Definition
A purine ribonucleoside 5'-monophosphate having guanine as the nucleobase.
Stars
This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs
CHEBI:40119, CHEBI:42979, CHEBI:42831, CHEBI:42615, CHEBI:42887, CHEBI:42892, CHEBI:42647, CHEBI:47450, CHEBI:5228, CHEBI:13341, CHEBI:14381, CHEBI:24449, CHEBI:24450, CHEBI:29058
Supplier Information
Download
Molfile
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Wikipedia
License
Read full article at Wikipedia
Formula
C10H14N5O8P
Net Charge
0
Average Mass
363.22082
Monoisotopic Mass
363.05800
InChI
InChI=1S/C10H14N5O8P/c11-
10-
13-
7-
4(8(18)
14-
10)
12-
2-
15(7)
9-
6(17)
5(16)
3(23-
9)
1-
22-
24(19,20)
21/h2-
3,5-
6,9,16-
17H,1H2,(H2,19,20,21)
(H3,11,13,14,18)
/t3-
,5-
,6-
,9-
/m1/s1
InChIKey
RQFCJASXJCIDSX-UUOKFMHZSA-N
SMILES
Nc1nc2n(cnc2c(=O)[nH]1)[C@@H]1O[C@H](COP(O)(O)=O)[C@@H](O)[C@H]1O
Metabolite of Species
Details
Mus musculus
(NCBI:txid10090)
Source: BioModels - MODEL1507180067 See:
PubMed
Escherichia coli
(NCBI:txid562)
See:
PubMed
Roles Classification
Biological Role
(s):
Escherichia coli metabolite
Any bacterial metabolite produced during a metabolic reaction in
Escherichia coli
.
mouse metabolite
Any mammalian metabolite produced during a metabolic reaction in a mouse (
Mus musculus
).
metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
Application
(s):
biomarker
A substance used as an indicator of a biological state.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing
guanosine 5'-monophosphate (
CHEBI:17345
)
has role
Escherichia coli
metabolite (
CHEBI:76971
)
guanosine 5'-monophosphate (
CHEBI:17345
)
has role
biomarker (
CHEBI:59163
)
guanosine 5'-monophosphate (
CHEBI:17345
)
has role
metabolite (
CHEBI:25212
)
guanosine 5'-monophosphate (
CHEBI:17345
)
has role
mouse metabolite (
CHEBI:75771
)
guanosine 5'-monophosphate (
CHEBI:17345
)
is a
guanosine 5'-phosphate (
CHEBI:37121
)
guanosine 5'-monophosphate (
CHEBI:17345
)
is a
purine ribonucleoside 5'-monophosphate (
CHEBI:37021
)
guanosine 5'-monophosphate (
CHEBI:17345
)
is conjugate acid of
guanosine 5'-monophosphate(2−) (
CHEBI:58115
)
Incoming
β-hydroxywybutosine 5'-monophosphate (
CHEBI:73622
)
has functional parent
guanosine 5'-monophosphate (
CHEBI:17345
)
(
R
)-lipoyl-GMP (
CHEBI:86459
)
has functional parent
guanosine 5'-monophosphate (
CHEBI:17345
)
2'-
O
-methylguanosine 5'-monophosphate (
CHEBI:44638
)
has functional parent
guanosine 5'-monophosphate (
CHEBI:17345
)
4-demethylwyosine 5'-monophosphate (
CHEBI:74273
)
has functional parent
guanosine 5'-monophosphate (
CHEBI:17345
)
7-methylguanosine 5'-phosphate(1+) (
CHEBI:17825
)
has functional parent
guanosine 5'-monophosphate (
CHEBI:17345
)
8-oxo-GMP (
CHEBI:65135
)
has functional parent
guanosine 5'-monophosphate (
CHEBI:17345
)
N
ε
-(5'-guanylyl)-
N
α
-acetyl-
L
-lysine methyl ester(1−) (
CHEBI:64853
)
has functional parent
guanosine 5'-monophosphate (
CHEBI:17345
)
N
ε
-GMP-
N
α
-acetyl-
L
-lysine methyl ester (
CHEBI:64856
)
has functional parent
guanosine 5'-monophosphate (
CHEBI:17345
)
N
1
-methylguanosine 5'-monophosphate (
CHEBI:74268
)
has functional parent
guanosine 5'-monophosphate (
CHEBI:17345
)
N
2
,
N
2
,
N
7
-trimethylguanosine 5'-phosphate (
CHEBI:74668
)
has functional parent
guanosine 5'-monophosphate (
CHEBI:17345
)
N
2
,
N
2
-dimethylguanosine 5'-monophosphate (
CHEBI:43967
)
has functional parent
guanosine 5'-monophosphate (
CHEBI:17345
)
N
2
-methylguanosine 5'-monophosphate (
CHEBI:74722
)
has functional parent
guanosine 5'-monophosphate (
CHEBI:17345
)
N
6
-(5'-guanylyl)-
L
-lysine (
CHEBI:21869
)
has functional parent
guanosine 5'-monophosphate (
CHEBI:17345
)
N
7
-methylguanosine 5'-phosphate (
CHEBI:74720
)
has functional parent
guanosine 5'-monophosphate (
CHEBI:17345
)
coenzyme F
390
-G (
CHEBI:62786
)
has functional parent
guanosine 5'-monophosphate (
CHEBI:17345
)
ddhGMP (
CHEBI:156338
)
has functional parent
guanosine 5'-monophosphate (
CHEBI:17345
)
wybutosine 5'-monophosphate (
CHEBI:74300
)
has functional parent
guanosine 5'-monophosphate (
CHEBI:17345
)
guanosine 5'-monophosphate(2−) (
CHEBI:58115
)
is conjugate base of
guanosine 5'-monophosphate (
CHEBI:17345
)
GMP 3'-end residue (
CHEBI:53114
)
is substituent group from
guanosine 5'-monophosphate (
CHEBI:17345
)
GMP 5'-end residue (
CHEBI:53100
)
is substituent group from
guanosine 5'-monophosphate (
CHEBI:17345
)
guanosine 5'-monophosphate residue (
CHEBI:50324
)
is substituent group from
guanosine 5'-monophosphate (
CHEBI:17345
)
IUPAC Names
5'-guanylic acid
[(2
R
,3
S
,4
R
,5
R
)-
5-
(2-
amino-
6-
oxo-
1,6-
dihydro-
9
H
-
purin-
9-
yl)-
3,4-
dihydroxytetrahydrofuran-
2-
yl]methyl dihydrogen phosphate
Synonyms
Sources
5'-GMP
ChemIDplus
GMP
KEGG COMPOUND
Guanosine 5'-monophosphate
KEGG COMPOUND
Guanosine 5'-phosphate
KEGG COMPOUND
Guanosine monophosphate
KEGG COMPOUND
guanosine-5'-monophosphate
PDBeChem
Guanylic acid
KEGG COMPOUND
pG
ChEBI
Manual Xrefs
Databases
5GP
PDBeChem
C00019635
KNApSAcK
C00144
KEGG COMPOUND
DB01972
DrugBank
GMP
MetaCyc
Guanosine_monophosphate
Wikipedia
HMDB0001397
HMDB
View more database links
Registry Numbers
Types
Sources
59430
Reaxys Registry Number
Reaxys
85-32-5
CAS Registry Number
ChemIDplus
Citations
Types
Sources
11233304
PubMed citation
Europe PMC
11670950
PubMed citation
Europe PMC
22735334
PubMed citation
Europe PMC
2559771
PubMed citation
Europe PMC
3569407
PubMed citation
Europe PMC
Last Modified
05 December 2017