α,β-Methyleneadenosine 5'-triphosphate trisodium salt

Key facts

CAS number

1343364-54-4

Form

Solid

form

Molecular weight

571.15 Da

Molecular formula

C₁₁H₁₅N₅Na₃O₁₂P₃

PubChem

90488813

Nature

Synthetic

Solubility

Soluble in water to 100 mM

Biochemical name

alpha,beta-Methyleneadenosine 5'-triphosphate trisodium salt

Biological description

ATP analog. Non-selective P2 purinoceptor agonist. Competitive inhibitor of adenylate cyclase (Ki = 0.5 mM).

Canonical smiles

C1=NC(=C2C(=N1)N(C=N2)C3C(C(C(O3)COP(=O)(CP(=O)([O-])OP(=O)(O)[O-])[O-])O)O)N.[Na+].[Na+].[Na+]

Isomeric smiles

C1=NC(=C2C(=N1)N(C=N2)[C@H]3[C@@H]([C@@H]([C@H](O3)COP(=O)(CP(=O)([O-])OP(=O)(O)[O-])[O-])O)O)N.[Na+].[Na+].[Na+]

InChi

InChI=1S/C11H18N5O12P3.3Na/c12-9-6-10(14-2-13-9)16(3-15-6)11-8(18)7(17)5(27-11)1-26-29(19,20)4-30(21,22)28-31(23,24)25;;;/h2-3,5,7-8,11,17-18H,1,4H2,(H,19,20)(H,21,22)(H2,12,13,14)(H2,23,24,25);;;/q;3*+1/p-3/t5-,7-,8-,11-;;;/m1.../s1

InChiKey

CBAGKCWFSRTVER-MTQUBGKESA-K

IUPAC Name

trisodium;[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy-[[[hydroxy(oxido)phosphoryl]oxy-oxidophosphoryl]methyl]phosphinate