35G

GUANOSINE-3',5'-MONOPHOSPHATE


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Chemical Component Summary

NameGUANOSINE-3',5'-MONOPHOSPHATE
Identifiersn/a
FormulaC10 H12 N5 O7 P
Molecular Weight345.205
TypeNON-POLYMER
Isomeric SMILESc1nc2c(n1[C@H]3[C@@H]([C@H]4[C@H](O3)CO[P@@](=O)(O4)O)O)N=C(NC2=O)N
InChIInChI=1S/C10H12N5O7P/c11-10-13-7-4(8(17)14-10)12-2-15(7)9-5(16)6-3(21-9)1-20-23(18,19)22-6/h2-3,5-6,9,16H,1H2,(H,18,19)(H3,11,13,14,17)/t3-,5-,6-,9-/m1/s1
InChIKeyZOOGRGPOEVQQDX-UUOKFMHZSA-N

Chemical Details

Formal Charge0
Atom Count35
Chiral Atom Count4
Bond Count38
Aromatic Bond Count5

Drug Info: DrugBank

DrugBank IDDB02315 
NameCyclic GMP
Groups experimental
DescriptionCyclic guanosine monophosphate (Cyclic GMP) is a guanine nucleotide containing one phosphate group which is esterified to the sugar moiety in both the 3'- and 5'-positions. It is a cellular regulatory agent and has been described as a second messenger. Its levels increase in response to a variety of hormones, including acetylcholine, insulin, and oxytocin and it has been found to activate specific protein kinases. (From Merck Index, 11th ed)
Synonyms
  • Guanosine cyclic monophosphate
  • Guanosine 3',5'-cyclic monophosphate
  • Cyclic guanosine monophosphate
  • 3',5'-cyclic GMP
  • Cyclic GMP
Categories
  • Guanine Nucleotides
  • Heterocyclic Compounds, Fused-Ring
  • Nucleic Acids, Nucleotides, and Nucleosides
  • Nucleotides
  • Nucleotides, Cyclic
CAS number7665-99-8

Drug Targets

NameTarget SequencePharmacological ActionActions
cGMP-dependent 3',5'-cyclic phosphodiesteraseMGQACGHSILCRSQQYPAARPAEPRGQQVFLKPDEPPPPPQPCADSLQDA...unknown
Potassium/sodium hyperpolarization-activated cyclic nucleotide-gated channel 2MDARGGGGRPGESPGATPAPGPPPPPPPAPPQQQPPPPPPPAPPPGPGPA...unknown
cAMP-dependent protein kinase type I-alpha regulatory subunitMESGSTAASEEARSLRECELYVQKHNIQALLKDSIVQLCTARPERPMAFL...unknown
Solute carrier family 22 member 6MAFNDLLQQVGGVGRFQQIQVTLVVLPLLLMASHNTLQNFTAAIPTHHCR...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 24316, 135398570, 5280386
ChEMBL CHEMBL395336
ChEBI CHEBI:16356