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2'-Deoxyguanosine 5'-monophosphate (PC000273)

Record Information
Version1.0
Creation date2015-10-09 22:29:36 UTC
Update date2017-01-19 02:36:18 UTC
FoodComEx IDPC000273
FoodDB RecordFDB022388
Chemical Information
Name2'-Deoxyguanosine 5'-monophosphate
Description2'-Deoxyguanosine 5'-monophosphate, also known as deoxyguanylic acid or 2'-deoxy-GMP, belongs to the class of organic compounds known as purine 2'-deoxyribonucleoside monophosphates. These are purine nucleotides with monophosphate group linked to the ribose moiety lacking a hydroxyl group at position 2. 2'-Deoxyguanosine 5'-monophosphate is a moderately basic compound (based on its pKa). 2'-Deoxyguanosine 5'-monophosphate exists in all living species, ranging from bacteria to humans. Within humans, 2'-deoxyguanosine 5'-monophosphate participates in a number of enzymatic reactions. In particular, 2'-deoxyguanosine 5'-monophosphate can be converted into dGDP; which is mediated by the enzyme guanylate kinase. In addition, 2'-deoxyguanosine 5'-monophosphate can be converted into deoxyguanosine through its interaction with the enzyme cytosolic purine 5'-nucleotidase. In humans, 2'-deoxyguanosine 5'-monophosphate is involved in the metabolic disorder called the gout or kelley-seegmiller syndrome pathway. A purine 2'-deoxyribonucleoside 5'-monophosphate having guanine as the nucleobase.
CAS Number902-04-5
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
SynonymSource
2'-Deoxy-5'-GMPhmdb
2'-Deoxy-5'-guanylatehmdb
2'-Deoxy-5'-guanylic acidhmdb
2'-Deoxy-GMPhmdb
2'-Deoxy-guanosine 5'-(dihydrogen ate)HMDB
2'-deoxy-Guanosine 5'-(dihydrogen phosphate)hmdb
2'-Deoxy-guanosine 5'-ateHMDB
2'-deoxy-Guanosine 5'-phosphatehmdb
2'-Deoxy-guanosine ateHMDB
2'-deoxy-Guanosine phosphatehmdb
2'-Deoxyguanosine 5'-(dihydrogen ate)ChEBI
2'-Deoxyguanosine 5'-(dihydrogen ic acid)Generator
2'-Deoxyguanosine 5'-ateChEBI
2'-Deoxyguanosine 5'-ic acidGenerator
2'-Deoxyguanosine 5'-monoateChEBI
2'-Deoxyguanosine 5'-monoic acidGenerator
2'-Deoxyguanosine 5'-monophosphatehmdb
2'-Deoxyguanosine 5'-monophosphic acidhmdb
2'-Deoxyguanosine 5'-phosphatehmdb
2'-Deoxyguanosine-5'-ateHMDB
2'-deoxyguanosine-5'-phosphatehmdb
2'-Deoxyguanylatehmdb
2'-Deoxyguanylic acidhmdb
2'-dG-5'-MPhmdb
2'-dGMPhmdb
Deoxy-GMPhmdb
Deoxyguanosine 5'-ateChEBI
Deoxyguanosine 5'-ic acidGenerator
Deoxyguanosine 5'-monoateChEBI
Deoxyguanosine 5'-monoic acidGenerator
Deoxyguanosine 5'-monophosphatehmdb
Deoxyguanosine 5'-phosphatehmdb
Deoxyguanosine monoateChEBI
Deoxyguanosine monoic acidGenerator
Deoxyguanosine-ateHMDB
deoxyguanosine-phosphatehmdb
DeoxyguanylateGenerator
Deoxyguanylic acidChEBI
dGMPhmdb
Chemical FormulaC10H14N5O7P
IUPAC name{[(2R,3S,5R)-5-(2-amino-6-oxo-6,9-dihydro-3H-purin-9-yl)-3-hydroxyoxolan-2-yl]methoxy}phosphonic acid
InChI IdentifierInChI=1S/C10H14N5O7P/c11-10-13-8-7(9(17)14-10)12-3-15(8)6-1-4(16)5(22-6)2-21-23(18,19)20/h3-6,16H,1-2H2,(H2,18,19,20)(H3,11,13,14,17)/t4-,5+,6+/m0/s1
InChI KeyLTFMZDNNPPEQNG-KVQBGUIXSA-N
Isomeric SMILESNC1=NC(=O)C2=C(N1)N(C=N2)[C@H]1C[C@H](O)[C@@H](COP(O)(O)=O)O1
Average Molecular Weight347.2212
Monoisotopic Molecular Weight347.063084339
Chemical Taxonomy
Description Belongs to the class of organic compounds known as purine 2'-deoxyribonucleoside monophosphates. These are purine nucleotides with monophosphate group linked to the ribose moiety lacking a hydroxyl group at position 2.
KingdomOrganic compounds
Super ClassNucleosides, nucleotides, and analogues
ClassPurine nucleotides
Sub ClassPurine deoxyribonucleotides
Direct ParentPurine 2'-deoxyribonucleoside monophosphates
Alternative Parents
Substituents
  • Purine 2'-deoxyribonucleoside monophosphate
  • Imidazopyrimidine
  • Purine
  • Hydroxypyrimidine
  • Monoalkyl phosphate
  • N-substituted imidazole
  • Organic phosphoric acid derivative
  • Phosphoric acid ester
  • Alkyl phosphate
  • Pyrimidine
  • Azole
  • Imidazole
  • Heteroaromatic compound
  • Tetrahydrofuran
  • Secondary alcohol
  • Organoheterocyclic compound
  • Azacycle
  • Oxacycle
  • Organooxygen compound
  • Organonitrogen compound
  • Hydrocarbon derivative
  • Organic oxide
  • Organopnictogen compound
  • Organic oxygen compound
  • Organic nitrogen compound
  • Alcohol
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
Physico-Chemical Properties - Experimental
PropertyValueReference
Experimental logPNot Available
Experimental Water SolubilityNot Available
Melting PointNot Available
Foods of Origin
FoodContent Range AverageReference
FoodReference
Production Data
Production Methodcommercial
Production Method ReferenceNot Available
Production Method Reference FileNot Available
Quantity AvailableProduction upon request, up to 100 mg
Delivery TimeNot Available
Storage Formsolid
Storage Conditions-80°C
StabilityNot Available
PurityNot Available
Spectra
Spectral Data Upon RequestNot Available
Provider Information
Contact NameContact InstitutionContact Email
Rosa Vazquez Fresnovazquezf@ualberta.ca
Commercial Vendors
Not Available