2-Chloroadenosine (CADO), Adenosine agonist

Key facts

Purity

>98%

Form

Solid

form

Molecular weight

301.69 Da

Molecular formula

C₁₀H₁₂ClN₅O₄

PubChem

44320877

Nature

Synthetic

Solubility

Soluble in DMSO to 25 mM

Soluble in water to 25mM

Biochemical name

(3R,4S,5R)-2-(6-amino-2-chloropurin-9-yl)-5-(hydroxymethyl)oxolane-3,4-diol

Biological description

Adenosine receptor agonist. Metabolically stable analogue of adenosine. Anticonvulsant effects and neuroprotective in vivo.

Canonical smiles

C1=NC2=C(N=C(N=C2N1C3C(C(C(O3)CO)O)O)Cl)N

Isomeric smiles

C1=NC2=C(N=C(N=C2N1C3[C@@H]([C@@H]([C@H](O3)CO)O)O)Cl)N

InChi

InChI=1S/C10H12ClN5O4/c11-10-14-7(12)4-8(15-10)16(2-13-4)9-6(19)5(18)3(1-17)20-9/h2-3,5-6,9,17-19H,1H2,(H2,12,14,15)/t3-,5-,6-,9?/m1/s1

InChiKey

BIXYYZIIJIXVFW-LZGMGDPASA-N

IUPAC Name

(3R,4S,5R)-2-(6-amino-2-chloropurin-9-yl)-5-(hydroxymethyl)oxolane-3,4-diol