2-amino-9-[3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-6,7,8,9-tetrahydro-3H-purine-6,8-dione

• ChemBase ID: 125544
• Molecular Formular: C10H13N5O6
• Molecular Mass: 299.24012
• Monoisotopic Mass: 299.08658316
• SMILES: O=c1nc(N)[nH]c2c1[nH]c(=O)n2C1OC(C(O)C1O)CO
• Canonical SMILES: OCC1OC(C(C1O)O)n1c(=O)[nH]c2c1[nH]c(N)nc2=O
• InChI: InChI=1S/C10H13N5O6/c11-9-13-6-3(7(19)14-9)12-10(20)15(6)8-5(18)4(17)2(1-16)21-8/h2,4-5,8,16-18H,1H2,(H,12,20)(H3,11,13,14,19)
• InChIKey: FPGSEBKFEJEOSA-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-amino-9-[3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-6,7,8,9-tetrahydro-3H-purine-6,8-dione
• IUPAC Traditional name: 8-hydroxyguanosine
• Synonyms: 8-Oxoguanosine; 8-Hydroxyguanosine

Database IDs

• CAS Number: 3868-31-3
• PubChem SID: 162219894
• PubChem CID: 65131; 259811
• CHEMBL: 1688964
• Chemspider ID: 228049
• Wikipedia Title: 8-Hydroxyguanosine

CALCULATED PROPERTIES

• Acid pKa: 7.504647
• H Acceptors: 9
• H Donor: 6
• LogD (pH = 5.5): -3.3792784
• LogD (pH = 7.4): -3.6328385
• Log P: -3.3753192
• Molar Refractivity: 74.2041 cm^3
• Polarizability: 25.129889 Å^3
• Polar Surface Area: 169.74 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: false