GMP

GUANOSINE

Created: 1999-07-08
Last modified:  2012-01-05

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Chemical Details

Formal Charge0
Atom Count33
Chiral Atom Count4
Bond Count35
Aromatic Bond Count5
2D diagram of GMP

Chemical Component Summary

NameGUANOSINE
Systematic Name (OpenEye OEToolkits)2-amino-9-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1H-purin-6-one
FormulaC10 H13 N5 O5
Molecular Weight283.241
TypeNON-POLYMER

Chemical Descriptors

TypeProgram Version Descriptor
SMILESACDLabs10.04O=C1c2ncn(c2N=C(N)N1)C3OC(C(O)C3O)CO
SMILESCACTVS3.385NC1=Nc2n(cnc2C(=O)N1)[CH]3O[CH](CO)[CH](O)[CH]3O
SMILESOpenEye OEToolkits1.7.5c1nc2c(n1C3C(C(C(O3)CO)O)O)N=C(NC2=O)N
Canonical SMILESCACTVS3.385 NC1=Nc2n(cnc2C(=O)N1)[C@@H]3O[C@H](CO)[C@@H](O)[C@H]3O
Canonical SMILESOpenEye OEToolkits1.7.5 c1nc2c(n1[C@H]3[C@@H]([C@@H]([C@H](O3)CO)O)O)N=C(NC2=O)N
InChIInChI1.03 InChI=1S/C10H13N5O5/c11-10-13-7-4(8(19)14-10)12-2-15(7)9-6(18)5(17)3(1-16)20-9/h2-3,5-6,9,16-18H,1H2,(H3,11,13,14,19)/t3-,5-,6-,9-/m1/s1
InChIKeyInChI1.03 NYHBQMYGNKIUIF-UUOKFMHZSA-N

Drug Info: DrugBank

DrugBank IDDB02857 
NameGuanosine
Groups
  • experimental
  • investigational
DescriptionGuanosine is a nucleoside comprising guanine attached to a ribose (ribofuranose) ring via a β-N9-glycosidic bond. Guanosine can be phosphorylated to become GMP (guanosine monophosphate), cGMP (cyclic guanosine monophosphate), GDP (guanosine diphosphate) and GTP (guanosine triphosphate) which are factors in signal transduction pathways.
Synonyms
  • 9-β-D-ribofuranosyl-guanine
  • Guanosina
  • Guanosin
  • 2-amino-1,9-dihydro-9-β-D-ribofuranosyl-6H-purin-6-one
  • 2(3H)-imino-9-β-D-ribofuranosyl-9H-purin-6(1H)-one
Categories
  • Heterocyclic Compounds, Fused-Ring
  • Nucleic Acids, Nucleotides, and Nucleosides
  • Nucleosides
  • Purine Nucleosides
  • Purines
CAS number118-00-3

Drug Targets

NameTarget SequencePharmacological ActionActions
DNA polymeraseMKEFYLTVEQIGDSIFERYIDSNGRERTREVEYKPSLFAHCPESQATKYF...unknown
Purine nucleoside phosphorylaseMENGYTYEDYKNTAEWLLSHTKHRPQVAIICGSGLGGLTDKLTQAQIFDY...unknown
Purine nucleoside phosphorylaseMSPIHVRAHPGDVAERVLLPGDPGRAEWIAKTFLQNPRRYNDHRGLWGYT...unknown
Drug Info/Drug Targets: DrugBank 3.0: a comprehensive resource for 'omics' research on drugs. Knox C, Law V, Jewison T, Liu P, Ly S, Frolkis A, Pon A, Banco K, Mak C, Neveu V, Djoumbou Y, Eisner R, Guo AC, Wishart DS. Nucleic Acids Res. 2011 Jan; 39 (Database issue):D1035-41. | PMID:21059682

Related Resource References

Resource NameReference
PubChem 135398635, 5274256, 6802
ChEMBL CHEMBL375655
ChEBI CHEBI:16750
CCDC/CSD GUANSH10