(2R,3R,4R)-4-(benzoyloxy)-2-(2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)-5-(hydroxymethyl)oxolan-3-yl benzoate

• ChemBase ID: 132209
• Molecular Formular: C23H20N2O8
• Molecular Mass: 452.4135
• Monoisotopic Mass: 452.12196561
• SMILES: c1ccc(cc1)C(=O)O[C@@H]1[C@@H](C(O[C@H]1n1ccc(=O)[nH]c1=O)CO)OC(=O)c1ccccc1
• Canonical SMILES: OCC1O[C@H]([C@@H]([C@@H]1OC(=O)c1ccccc1)OC(=O)c1ccccc1)n1ccc(=O)[nH]c1=O
• InChI: InChI=1S/C23H20N2O8/c26-13-16-18(32-21(28)14-7-3-1-4-8-14)19(33-22(29)15-9-5-2-6-10-15)20(31-16)25-12-11-17(27)24-23(25)30/h1-12,16,18-20,26H,13H2,(H,24,27,30)/t16?,18-,19-,20-/m1/s1
• InChIKey: FZFFWKZFQMIXKC-FESZSOIMSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,3R,4R)-4-(benzoyloxy)-2-(2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)-5-(hydroxymethyl)oxolan-3-yl benzoate
• IUPAC Traditional name: (2R,3R,4R)-4-(benzoyloxy)-2-(2,4-dioxo-3H-pyrimidin-1-yl)-5-(hydroxymethyl)oxolan-3-yl benzoate
• Synonyms: Uridine 2′,3′-dibenzoate; 2′,3′-Di-O-benzoyluridine

Database IDs

• CAS Number: 50408-20-3
• EC Number: 256-581-8
• MDL Number: MFCD00023794
• PubChem SID: 162226486
• PubChem CID: 24212117

CALCULATED PROPERTIES

• LogD (pH = 7.4): 2.5732176
• Log P: 2.5753574
• Molar Refractivity: 112.2096 cm^3
• Polarizability: 43.815674 Å^3
• Polar Surface Area: 131.47 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true
• Acid pKa: 9.701293
• H Acceptors: 6
• H Donor: 2
• LogD (pH = 5.5): 2.5753305

PROPERTIES

Safety Information

• German water hazard class: 3
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥99% (TLC)
• Empirical Formula (Hill Notation): C23H20N2O8