6-amino-9-{2,7-dihydroxy-2-oxo-hexahydro-1,3,5,2λ5-furo[3,2-d][1,3,2λ5]dioxaphosphinin-6-yl}-8,9-dihydro-7H-purin-8-one

• ChemBase ID: 133435
• Molecular Formular: C10H12N5O7P
• Molecular Mass: 345.205341
• Monoisotopic Mass: 345.04743438
• SMILES: c1nc(c2c(n1)n(c(=O)[nH]2)C1C(C2C(O1)COP(=O)(O2)O)O)N
• Canonical SMILES: OC1C2OP(=O)(O)OCC2OC1n1c(=O)[nH]c2c1ncnc2N
• InChI: InChI=1S/C10H12N5O7P/c11-7-4-8(13-2-12-7)15(10(17)14-4)9-5(16)6-3(21-9)1-20-23(18,19)22-6/h2-3,5-6,9,16H,1H2,(H,14,17)(H,18,19)(H2,11,12,13)
• InChIKey: WCMOKPQGYXJAFO-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 6-amino-9-{2,7-dihydroxy-2-oxo-hexahydro-1,3,5,2λ^5-furo[3,2-d][1,3,2λ^5]dioxaphosphinin-6-yl}-8,9-dihydro-7H-purin-8-one
• IUPAC Traditional name: 6-amino-9-{2,7-dihydroxy-2-oxo-tetrahydro-4H-1,3,5,2λ^5-furo[3,2-d][1,3,2λ^5]dioxaphosphinin-6-yl}-7H-purin-8-one
• Synonyms: 7,8-Dihydro-8-oxoadenosine 3′:5′-cyclic monophosphate; 8-Hydroxy-cyclic AMP; 8-Hydroxyadenosine 3′:5′-cyclic monophosphate

Database IDs

• CAS Number: 31356-95-3
• MDL Number: MFCD00079352
• PubChem SID: 162227712; 24895671
• PubChem CID: 4617095

CALCULATED PROPERTIES

• Acid pKa: 1.6903262
• H Acceptors: 8
• H Donor: 4
• LogD (pH = 5.5): -3.73878
• LogD (pH = 7.4): -3.7599213
• Log P: -2.2048526
• Molar Refractivity: 73.8959 cm^3
• Polarizability: 27.887522 Å^3
• Polar Surface Area: 169.36 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• German water hazard class: 3
• Storage Temperature: -20°C