Oxanosine

Oxanosine is an analog of guanosine (Cay-27702) that has been found in S. capreolus and has diverse biological activities, including antibacterial, antiviral, and anticancer properties. It is active against a variety of bacteria, including S. flexneri, P. mirabilis, and E. coli (MICs = 6.25, 12.5, 25 µg/ml, respectively, on peptone, but not nutrient, agar). Oxanosine inhibits replication of the HIV-1 strain IIIb in infected CEM and U937, but not H9, cells (EC50s = 7, 27, and >500 µg/ml, respectively). It also inhibits the growth of HeLa human cervical cancer cells (IC50 = 32 µg/ml) and reduces tumor growth in a murine L1210 lymphocytic leukemia model.Formal Name: 5-amino-3-beta-D-ribofuranosyl-imidazo[4,5-d][1,3]oxazin-7(3H)-one. CAS Number: 80394-72-5. Synonyms: NSC 359452. Molecular Formula: C10H12N4O6. Formula Weight: 284.2. Purity: >90%. Formulation: (Request formulation change), A solid. SMILES: O=C1C2=C(N=C(O1)N)N([C@@]3([H])[C@H](O)[C@H](O)[C@@H](CO)O3)C=N2. InChi Code: InChI=1S/C10H12N4O6/c11-10-13-7-4(9(18)20-10)12-2-14(7)8-6(17)5(16)3(1-15)19-8/h2-3,5-6,8,15-17H,1H2,(H2,11,13)/t3-,5-,6-,8-/m1/s1. InChi Key: PWVUOVPUCZNICU-ZIYNGMLESA-N. Origin: Bacterium/Streptomyces capreolus MG265-CF3.