4-(acetyloxy)-2-(2-amino-6-oxo-6,9-dihydro-3H-purin-9-yl)-5-(hydroxymethyl)oxolan-3-yl acetate

• ChemBase ID: 131405
• Molecular Formular: C14H17N5O7
• Molecular Mass: 367.31408
• Monoisotopic Mass: 367.11279791
• SMILES: CC(=O)OC1C(OC(C1OC(=O)C)n1cnc2c1[nH]c(nc2=O)N)CO
• Canonical SMILES: OCC1OC(C(C1OC(=O)C)OC(=O)C)n1cnc2c1[nH]c(N)nc2=O
• InChI: InChI=1S/C14H17N5O7/c1-5(21)24-9-7(3-20)26-13(10(9)25-6(2)22)19-4-16-8-11(19)17-14(15)18-12(8)23/h4,7,9-10,13,20H,3H2,1-2H3,(H3,15,17,18,23)
• InChIKey: MESNVKGXLMWATF-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-(acetyloxy)-2-(2-amino-6-oxo-6,9-dihydro-3H-purin-9-yl)-5-(hydroxymethyl)oxolan-3-yl acetate
• IUPAC Traditional name: 4-(acetyloxy)-2-(2-amino-6-oxo-3H-purin-9-yl)-5-(hydroxymethyl)oxolan-3-yl acetate
• Synonyms: 2′,3′-Di-O-acetylguanosine

Database IDs

• CAS Number: 42167-65-7
• PubChem SID: 162225683
• PubChem CID: 3932495

CALCULATED PROPERTIES

• Acid pKa: 7.9818497
• H Acceptors: 9
• H Donor: 3
• LogD (pH = 5.5): -1.3083564
• LogD (pH = 7.4): -1.4019198
• Log P: -1.3063565
• Molar Refractivity: 82.4907 cm^3
• Polarizability: 32.22255 Å^3
• Polar Surface Area: 167.36 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter