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

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ChEBI Name sodium 8-bromo-3',5'-cyclic GMP
Definition An 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.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C10H10BrN5NaO7P
Net Charge 0
Average Mass 446.08300
Monoisotopic Mass 444.93989
InChI InChI=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
SMILES [Na+].Nc1nc2n([C@@H]3O[C@@H]4COP([O-])(=O)O[C@H]4[C@H]3O)c(Br)nc2c(=O)[nH]1
Roles Classification
Biological Role(s): protein kinase G agonist
An agonist that selectively binds to and activates a protein kinase G receptor.
Application(s): 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.
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ChEBI Ontology
Outgoing 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)
sodium 8-bromoguanosine 3',5'-phosphate
Synonyms Sources
8-bromo cGMP sodium salt ChEBI
8-bromoguanosine 3',5'-cyclic phosphate sodium ChEBI
8-bromoguanosine 3',5'-cyclic phosphate sodium salt ChEBI
sodium 8-bromoguanosine 3',5'-cyclic phosphate ChEBI
Registry Number Type Source
8378760 Reaxys Registry Number Reaxys
Last Modified
06 March 2012