sodium 6-(2-amino-8-bromo-6-oxo-6,9-dihydro-1H-purin-9-yl)-7-hydroxy-2-oxo-hexahydro-1,3,5,2$l^{5}-furo[3,2-d][1,3,2$l^{5}]dioxaphosphinin-2-olate

• ChemBase ID: 105123
• Molecular Formular: C10H10BrN5NaO7P
• Molecular Mass: 446.083231
• Monoisotopic Mass: 444.9398906
• SMILES: [Na+].Nc1nc2c(nc(Br)n2C2OC3COP(=O)([O-])OC3C2O)c(=O)[nH]1
• Canonical SMILES: OC1C2OP(=O)([O-])OCC2OC1n1c(Br)nc2c1nc(N)[nH]c2=O.[Na+]
• 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
• InChIKey: ZJRFCXHKYQVNFK-UHFFFAOYSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: sodium 6-(2-amino-8-bromo-6-oxo-6,9-dihydro-1H-purin-9-yl)-7-hydroxy-2-oxo-hexahydro-1,3,5,2$l^{5}-furo[3,2-d][1,3,2$l^{5}]dioxaphosphinin-2-olate
• IUPAC Traditional name: potassium 6-(2-amino-8-bromo-6-oxo-1H-purin-9-yl)-7-hydroxy-2-oxo-tetrahydro-4H-1,3,5,2$l^{5}-furo[3,2-d][1,3,2$l^{5}]dioxaphosphinin-2-olate
• Synonyms: 8-Bromo-cGMP; 8-BROMOGUANOSINE-3',5'-cyclic-MONOPHOSPHATE SODIUM SALT

Database IDs

• CAS Number: 51116-01-9
• EC Number: 256-993-8
• PubChem SID: 162091943
• PubChem CID: 44134592

CALCULATED PROPERTIES

• Acid pKa: 1.9035653
• H Acceptors: 8
• H Donor: 3
• LogD (pH = 5.5): -3.215349
• LogD (pH = 7.4): -3.245903
• Log P: -1.1080263
• Molar Refractivity: 78.2181 cm^3
• Polarizability: 30.848368 Å^3
• Polar Surface Area: 173.35 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• Storage Condition: -20°C, Desiccate

Product Information

• Purity: 96%

DETAILS

MP Biomedicals - 02158880

Sodium Salt
Purity: 96%
Activates cGMP-dependent protein kinase. Inhibitor of thrombin induced arachidonic acid release in human platelets.

REFERENCES

• Sane, D.C., et al., Biochem. Biophys. Res. Commun. , 165 : 708 (1989).
• Meyer, R.B. and Miller, J.P., Life Sci. , 14 : 1019 (1974).
• Francis, S.G., et al., ibid. , 34 : 506 (1988).
• Schultz, K.D., et al., Naunyn-Schmiedeberg's Arch. Pharmacol. , 306 : 1 (1979).