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
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Formula C10H14N5O8P
Net Charge 0
Average Mass 363.22082
Monoisotopic Mass 363.058
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:10090) Source: BioModels - MODEL1507180067 See: PubMed
Escherichia coli (NCBI:562) 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.
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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)
Nε-(5'-guanylyl)-Nα-acetyl-L-lysine methyl ester(1−) (CHEBI:64853) has functional parent guanosine 5'-monophosphate (CHEBI:17345)
Nε-GMP-Nα-acetyl-L-lysine methyl ester (CHEBI:64856) has functional parent guanosine 5'-monophosphate (CHEBI:17345)
N1-methylguanosine 5'-monophosphate (CHEBI:74268) has functional parent guanosine 5'-monophosphate (CHEBI:17345)
N2,N2,N7-trimethylguanosine 5'-phosphate (CHEBI:74668) has functional parent guanosine 5'-monophosphate (CHEBI:17345)
N2,N2-dimethylguanosine 5'-monophosphate (CHEBI:43967) has functional parent guanosine 5'-monophosphate (CHEBI:17345)
N2-methylguanosine 5'-monophosphate (CHEBI:74722) has functional parent guanosine 5'-monophosphate (CHEBI:17345)
N6-(5'-guanylyl)-L-lysine (CHEBI:21869) has functional parent guanosine 5'-monophosphate (CHEBI:17345)
N7-methylguanosine 5'-phosphate (CHEBI:74720) has functional parent guanosine 5'-monophosphate (CHEBI:17345)
coenzyme F390-G (CHEBI:62786) 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
[(2R,3S,4R,5R)-5-(2-amino-6-oxo-1,6-dihydro-9H-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
Database Links 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 Waiting for 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