Guanosine 3',5'-cyclic monophosphate sodium salt (cGMP), cyclic nucleotide second messenger

Key facts

Purity

>99%

Form

Solid

form

Molecular weight

367.19 Da

Molecular formula

C₁₀H₁₁N₅NaO₇P

PubChem

23702131

Nature

Synthetic

Solubility

Soluble in water to 100 mM

Biochemical name

CID 23702131

Biological description

Cyclic nucleotide second messenger derived from guanosine triphosphate. Generated by guanylate cyclases. Involved in a number of cellular processes; downstream targets include cyclic nucleotide gated channels, cGMP-regulated phosphodiesterases and cGMP-dependent kinases.

Canonical smiles

C1C2C(C(C(O2)N3C=NC4=C3NC(=NC4=O)N)O)OP(=O)(O1)[O-].[Na+]

Isomeric smiles

C1[C@@H]2[C@H]([C@H]([C@@H](O2)N3C=NC4=C3NC(=NC4=O)N)O)OP(=O)(O1)[O-].[Na+]

InChi

InChI=1S/C10H12N5O7P.Na/c11-10-13-7-4(8(17)14-10)12-2-15(7)9-5(16)6-3(21-9)1-20-23(18,19)22-6;/h2-3,5-6,9,16H,1H2,(H,18,19)(H3,11,13,14,17);/q;+1/p-1/t3-,5-,6-,9-;/m1./s1

InChiKey

KMPIYXNEROUNOG-GWTDSMLYSA-M

IUPAC Name

sodium;9-[(4aR,6R,7R,7aS)-7-hydroxy-2-oxido-2-oxo-4a,6,7,7a-tetrahydro-4H-furo[3,2-d][1,3,2]dioxaphosphinin-6-yl]-2-amino-3H-purin-6-one