2-amino-8-(benzyloxy)-9-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-6,9-dihydro-1H-purin-6-one

• ChemBase ID: 161823
• Molecular Formular: C17H19N5O6
• Molecular Mass: 389.36266
• Monoisotopic Mass: 389.13353335
• SMILES: [C@@H]1([C@H]([C@@H](O[C@@H]1CO)n1c(nc2c1nc([nH]c2=O)N)OCc1ccccc1)O)O
• Canonical SMILES: OC[C@H]1O[C@H]([C@@H]([C@@H]1O)O)n1c(OCc2ccccc2)nc2c1nc(N)[nH]c2=O
• InChI: InChI=1S/C17H19N5O6/c18-16-20-13-10(14(26)21-16)19-17(27-7-8-4-2-1-3-5-8)22(13)15-12(25)11(24)9(6-23)28-15/h1-5,9,11-12,15,23-25H,6-7H2,(H3,18,20,21,26)/t9-,11-,12-,15-/m1/s1
• InChIKey: RNSGUQLXDMZREX-SDBHATRESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-amino-8-(benzyloxy)-9-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-6,9-dihydro-1H-purin-6-one
• IUPAC Traditional name: 2-amino-8-(benzyloxy)-9-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1H-purin-6-one
• Synonyms: 8-(Phenylmethoxy)guanosine; NSC 90391; 8-(Benzyloxy)guanosine

Database IDs

• CAS Number: 3868-36-8
• PubChem SID: 162255958
• PubChem CID: 23278068

CALCULATED PROPERTIES

• Acid pKa: 10.10456
• H Acceptors: 9
• H Donor: 5
• LogD (pH = 5.5): -0.45520887
• LogD (pH = 7.4): -0.45592436
• Log P: -0.45516634
• Molar Refractivity: 95.1702 cm^3
• Polarizability: 36.305317 Å^3
• Polar Surface Area: 164.45 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Ethanol; Methanol
• Apperance: White Solid

DETAILS

Toronto Research Chemicals - B286780

Guanosine (G) derivative.