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sodium 8-bromo-3',5'-cyclic GMP

http://purl.obolibrary.org/obo/CHEBI_64104

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 PKG1alpha and promotes relaxation of tracheal and vascular smooth muscle tissue in vitro.

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Term info

Label

sodium 8-bromo-3',5'-cyclic GMP

Synonyms

sodium 8-bromoguanosine 3',5'-phosphate

database cross reference

Subsets

3_STAR

IUPAC NAME

sodium 8-bromoguanosine 3',5'-phosphate [ IUPAC ]

charge

formula

C10H10BrN5NaO7P

has obo namespace

chebi_ontology

has related synonym

8-bromoguanosine 3',5'-cyclic phosphate sodium salt, 8-bromo cGMP sodium salt, sodium 8-bromoguanosine 3',5'-cyclic phosphate, 8-bromoguanosine 3',5'-cyclic phosphate sodium

CHEBI:64104

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

inchikey

ZJRFCXHKYQVNFK-YEOHUATISA-M

mass

446.08300

monoisotopicmass

444.93989

smiles

[Na+].Nc1nc2n([C@@H]3O[C@@H]4COP([O-])(=O)O[C@H]4[C@H]3O)c(Br)nc2c(=O)[nH]1

Term relations

Subclass of:

organic sodium salt
has role some muscle relaxant
has role some protein kinase G agonist
has part some 8-bromo-3',5'-cyclic GMP(1-)