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CHEBI:64104 - sodium 8-bromo-3',5'-cyclic GMP

ChEBI IDCHEBI:64104
ChEBI Namesodium 8-bromo-3',5'-cyclic GMP
Stars
DefinitionAn organic sodium salt having 8-bromoguanosine 3',5'-cyclic phosphate as the counterion. A membrane permeable cGMP analogue that activates protein kinase G (PKG). It is 4.3-fold more potent than cGMP in activating PKG1α and promotes relaxation of tracheal and vascular smooth muscle tissue in vitro.
Last Modified6 March 2012
SubmitterSteve
DownloadsMolfile
FormulaC10H10BrN5O7P.Na
Net Charge0
Average Mass446.086
Monoisotopic Mass444.93989
SMILESNc1nc(=O)c2nc(Br)n([C@@H]3O[C@@H]4COP(=O)([O-])O[C@H]4[C@H]3O)c2n1.[Na+]
InChIInChI=1S/C10H11BrN5O7P.Na/c11-9-13-3-6(14-10(12)15-7(3)18)16(9)8-4(17)5-2(22-8)1-21-24(19,20)23-5;/h2,4-5,8,17H,1H2,(H,19,20)(H3,12,14,15,18);/q;+1/p-1/t2-,4-,5-,8-;/m1./s1
InChIKeyZJRFCXHKYQVNFK-YEOHUATISA-M
Roles Classification
Biological Role:
protein kinase G agonist  An agonist that selectively binds to and activates a protein kinase G receptor.
Application:
muscle relaxant  A drug used to produce muscle relaxation (excepting neuromuscular blocking agents). Its primary clinical and therapeutic use is the treatment of muscle spasm and immobility associated with strains, sprains, and injuries of the back and, to a lesser degree, injuries to the neck. Also used for the treatment of a variety of clinical conditions that have in common only the presence of skeletal muscle hyperactivity, for example, the muscle spasms that can occur in multiple sclerosis.
ChEBI Ontology
Outgoing Relation(s)
sodium 8-bromo-3',5'-cyclic GMP (CHEBI:64104) has part 8-bromo-3',5'-cyclic GMP(1−) (CHEBI:64107)
sodium 8-bromo-3',5'-cyclic GMP (CHEBI:64104) has role muscle relaxant (CHEBI:51371)
sodium 8-bromo-3',5'-cyclic GMP (CHEBI:64104) has role protein kinase G agonist (CHEBI:64105)
sodium 8-bromo-3',5'-cyclic GMP (CHEBI:64104) is a organic sodium salt (CHEBI:38700)
IUPAC Name 
sodium 8-bromoguanosine 3',5'-phosphate
Synonyms  Source
8-bromo cGMP sodium saltChEBI
sodium 8-bromoguanosine 3',5'-cyclic phosphateChEBI
8-bromoguanosine 3',5'-cyclic phosphate sodiumChEBI
8-bromoguanosine 3',5'-cyclic phosphate sodium saltChEBI
Registry NumbersSources
Reaxys:8378760Reaxys