RefMet Compound Details

RefMet ID, RefMet name, exact mass and formula
RefMet IDRM0033601
RefMet nameGMP
Systematic name{[(2R,3S,4R,5R)-5-(2-amino-6-oxo-6,9-dihydro-1H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}phosphonic acid
SynonymsPubChem Synonyms
Exact mass363.058003 (neutral)
Calculate m/z:   
View other RefMet entries with this exact (neutral) mass:   +/- 0.05 amu   +/- 0.1 amu   +/- 0.2 amu   +/- 0.5 amu
FormulaC10H14N5O8PView other entries in RefMet with this formula
Molecular descriptors
Molfile37773 (Download molfile/View MW Metabolite Database details)
InChIInChI=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
InChIKeyRQFCJASXJCIDSX-UUOKFMHZSA-NView other enantiomers/diastereomers of this metabolite in RefMet
SMILESC([C@@H]1[C@H]([C@H]([C@H](n2cnc3c2nc(N)[nH]c3=O)O1)O)O)OP(=O)(O)O
Run Tanimoto similarity search (with similarity coefficient >=0.6)
Chemical/Biochemical Classification
Super ClassNucleic acids
Main ClassPurines
Sub ClassPurine rNMP
Distribution of GMP in NMDR studies
SpeciesPlot Species distribution
Sample sourcePlot Sample source(tissue) distribution
StudiesNMDR Studies reporting GMP
External Links
Pubchem CID135398631
ChEBI ID17345
KEGG IDC00144
HMDB IDHMDB0001397
Chemspider ID6545
MetaCyc IDGMP
Spectral data for GMP standards
NP-MRD ID(NMR)View NMR spectra
MassBank(EU)View MS spectra
Structural annotation level
Annotation level1   (1:Known structure; 2:Known regiochemistry; 3:Partial structure; 4:Sum-composition)

Table of KEGG reactions in human pathways involving GMP

Rxn IDKEGG ReactionEnzyme
R00328 GDP + H2O <=> GMP + OrthophosphateGDP phosphohydrolase
R00332 ATP + GMP <=> ADP + GDPATP:GMP phosphotransferase
R00426 GTP + H2O <=> GMP + DiphosphateGTP diphosphohydrolase (diphosphate-forming)
R01134 IMP + Ammonia + NADP+ <=> GMP + NADPH + H+inosine-5'-phosphate:NADP+ oxidoreductase (aminating)
R01227 GMP + H2O <=> Guanosine + Orthophosphateguanosine 5'-monophosphate phosphohydrolase
R01228 ATP + Guanosine <=> ADP + GMPATP:guanosine 5'-phosphotransferase
R01229 GMP + Diphosphate <=> Guanine + 5-Phospho-alpha-D-ribose 1-diphosphateGMP:diphosphate 5-phospho-alpha-D-ribosyltransferase
R01230 ATP + Xanthosine 5'-phosphate + Ammonia <=> AMP + Diphosphate + GMPXanthosine-5'-phosphate:ammonia ligase (AMP-forming)
R01231 ATP + Xanthosine 5'-phosphate + L-Glutamine + H2O <=> AMP + Diphosphate + GMP + L-GlutamateXanthosine-5'-phosphate:L-glutamine amido-ligase (AMP-forming)
R01234 3',5'-Cyclic GMP + H2O <=> GMPGuanosine 3',5'-cyclic phosphate 5'-nucleotidohydrolase

Table of KEGG human pathways containing GMP

Pathway IDHuman Pathway# of reactions
hsa00230 Purine metabolism 9
hsa01100 Metabolic pathways 3
hsa01232 Nucleotide metabolism 2
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