[(2R,3S,5R)-3-(acetyloxy)-5-(5-bromo-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)oxolan-2-yl]methyl acetate

• ChemBase ID: 166755
• Molecular Formular: C13H15BrN2O7
• Molecular Mass: 391.1714
• Monoisotopic Mass: 390.00626283
• SMILES: C1[C@@H]([C@H](O[C@H]1n1cc(c(=O)[nH]c1=O)Br)COC(=O)C)OC(=O)C
• Canonical SMILES: CC(=O)O[C@H]1C[C@@H](O[C@@H]1COC(=O)C)n1cc(Br)c(=O)[nH]c1=O
• InChI: InChI=1S/C13H15BrN2O7/c1-6(17)21-5-10-9(22-7(2)18)3-11(23-10)16-4-8(14)12(19)15-13(16)20/h4,9-11H,3,5H2,1-2H3,(H,15,19,20)/t9-,10+,11+/m0/s1
• InChIKey: QRIHCNASFWJWJB-HBNTYKKESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(2R,3S,5R)-3-(acetyloxy)-5-(5-bromo-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)oxolan-2-yl]methyl acetate
• IUPAC Traditional name: [(2R,3S,5R)-3-(acetyloxy)-5-(5-bromo-2,4-dioxo-3H-pyrimidin-1-yl)oxolan-2-yl]methyl acetate
• Synonyms: 5-Bromo-2'-deoxy-uridine 3',5'-Diacetate; 3', 5'-Di-O-acetyl-5-bromo-2'-deoxyuridine

Database IDs

• CAS Number: 6161-23-5
• PubChem SID: 162260888
• PubChem CID: 2815901

CALCULATED PROPERTIES

• Acid pKa: 8.040324
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): 0.19190483
• LogD (pH = 7.4): 0.10475049
• Log P: 0.19314034
• Molar Refractivity: 76.9672 cm^3
• Polarizability: 30.887476 Å^3
• Polar Surface Area: 111.24 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Ethyl Acetate
• Apperance: Off-White Solid
• Melting Point: 148-150°C

Safety Information

• Storage Condition: Refrigerator