GSP

5'-GUANOSINE-DIPHOSPHATE-MONOTHIOPHOSPHATE



Chemical Component Summary

Name5'-GUANOSINE-DIPHOSPHATE-MONOTHIOPHOSPHATE
Identifiers[[(2R,3S,4R,5R)-5-(2-amino-6-oxo-1H-purin-9-yl)-3,4-dihydroxy-oxolan-2-yl]methoxy-hydroxy-phosphoryl] dihydroxyphosphinothioyl hydrogen phosphate
FormulaC10 H16 N5 O13 P3 S
Molecular Weight539.246
TypeNON-POLYMER
Isomeric SMILESc1nc2c(n1[C@H]3[C@@H]([C@@H]([C@H](O3)CO[P@](=O)(O)O[P@](=O)(O)OP(=S)(O)O)O)O)N=C(NC2=O)N
InChIInChI=1S/C10H16N5O13P3S/c11-10-13-7-4(8(18)14-10)12-2-15(7)9-6(17)5(16)3(26-9)1-25-29(19,20)27-30(21,22)28-31(23,24)32/h2-3,5-6,9,16-17H,1H2,(H,19,20)(H,21,22)(H2,23,24,32)(H3,11,13,14,18)/t3-,5-,6-,9-/m1/s1
InChIKeyXOFLBQFBSOEHOG-UUOKFMHZSA-N

Chemical Details

Formal Charge0
Atom Count48
Chiral Atom Count6
Bond Count50
Aromatic Bond Count5

Drug Info: DrugBank

DrugBank IDDB01864 
Name5'-Guanosine-Diphosphate-Monothiophosphate
Groups experimental
DescriptionGuanosine 5'-(trihydrogen diphosphate), monoanhydride with phosphorothioic acid. A stable GTP analog which enjoys a variety of physiological actions such as stimulation of guanine nucleotide-binding proteins, phosphoinositide hydrolysis, cyclic AMP accumulation, and activation of specific proto-oncogenes.
Synonyms
  • gamma-Thio-GTP
  • Guanosine 5'-(gamma-S)triphosphate
  • guanosine 5'-[gamma-thio]triphosphate
  • Guanosine 5'-O-(3-thiotriphosphate)
  • GTP gamma S
Categories
  • Guanine Nucleotides
  • Guanosine Triphosphate
  • Nucleic Acids, Nucleotides, and Nucleosides
  • Nucleotides
  • Purine Nucleotides
CAS number37589-80-3

Drug Targets

NameTarget SequencePharmacological ActionActions
ADP-ribosylation factor 6MGKVLSKIFGNKEMRILMLGLDAAGKTTILYKLKLGQSVTTIPTVGFNVE...unknown
Protein-glutamine gamma-glutamyltransferase EMAALGVQSINWQTAFNRQAHHTDKFSSQELILRRGQNFQVLMIMNKGLGS...unknown
Cell division protein FtsZMTPPHNYLAVIKVVGIGGGGVNAVNRMIEQGLKGVEFIAINTDAQALLMS...unknown
Ras-related protein Rab-11AMGTRDDEYDYLFKVVLIGDSGVGKSNLLSRFTRNEFNLESKSTIGVEFAT...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 5280465, 135398675, 444121, 37792, 135450576
ChEMBL CHEMBL1204628
ChEBI CHEBI:43000