[(5R)-3,4-bis(acetyloxy)-5-(2-amino-8-bromo-6-oxo-6,9-dihydro-1H-purin-9-yl)oxolan-2-yl]methyl acetate

• ChemBase ID: 155581
• Molecular Formular: C16H18BrN5O8
• Molecular Mass: 488.24682
• Monoisotopic Mass: 487.03387456
• SMILES: CC(=O)OCC1C(C([C@@H](O1)n1c2c(c(=O)[nH]c(n2)N)nc1Br)OC(=O)C)OC(=O)C
• Canonical SMILES: CC(=O)OC1C(OC(=O)C)C(O[C@H]1n1c(Br)nc2c1nc(N)[nH]c2=O)COC(=O)C
• InChI: InChI=1S/C16H18BrN5O8/c1-5(23)27-4-8-10(28-6(2)24)11(29-7(3)25)14(30-8)22-12-9(19-15(22)17)13(26)21-16(18)20-12/h8,10-11,14H,4H2,1-3H3,(H3,18,20,21,26)/t8?,10?,11?,14-/m1/s1
• InChIKey: JLZCAXCVNVVXJL-SYFKMIMOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(5R)-3,4-bis(acetyloxy)-5-(2-amino-8-bromo-6-oxo-6,9-dihydro-1H-purin-9-yl)oxolan-2-yl]methyl acetate
• IUPAC Traditional name: [(5R)-3,4-bis(acetyloxy)-5-(2-amino-8-bromo-6-oxo-1H-purin-9-yl)oxolan-2-yl]methyl acetate
• Synonyms: 8-Bromo-2′,3′,5′-tri-O-acetylguanosine

Database IDs

• CAS Number: 15717-45-0
• EC Number: 239-810-6
• MDL Number: MFCD00057036
• PubChem SID: 162249719; 24892140
• PubChem CID: 16219062

CALCULATED PROPERTIES

• Acid pKa: 10.116221
• H Acceptors: 8
• H Donor: 2
• LogD (pH = 5.5): -0.31879735
• LogD (pH = 7.4): -0.3195131
• Log P: -0.31877485
• Molar Refractivity: 99.7004 cm^3
• Polarizability: 39.041313 Å^3
• Polar Surface Area: 173.43 Å^2
• Rotatable Bonds: 8
• 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
• Storage Temperature: -20°C

Product Information

• Empirical Formula (Hill Notation): C16H18BrN5O8