(2R,3R,4R,5R)-4-(acetyloxy)-5-(4-amino-5-fluoro-2-oxo-1,2-dihydropyrimidin-1-yl)-2-methyloxolan-3-yl acetate

• ChemBase ID: 166761
• Molecular Formular: C13H16FN3O6
• Molecular Mass: 329.2810432
• Monoisotopic Mass: 329.10231347
• SMILES: [C@H]1([C@@H]([C@H](O[C@H]1n1c(=O)nc(c(c1)F)N)C)OC(=O)C)OC(=O)C
• Canonical SMILES: CC(=O)O[C@@H]1[C@H](OC(=O)C)[C@H](O[C@H]1n1cc(F)c(nc1=O)N)C
• InChI: InChI=1S/C13H16FN3O6/c1-5-9(22-6(2)18)10(23-7(3)19)12(21-5)17-4-8(14)11(15)16-13(17)20/h4-5,9-10,12H,1-3H3,(H2,15,16,20)/t5-,9-,10-,12-/m1/s1
• InChIKey: NWJBWNIUGNXJGO-RPULLILYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,3R,4R,5R)-4-(acetyloxy)-5-(4-amino-5-fluoro-2-oxo-1,2-dihydropyrimidin-1-yl)-2-methyloxolan-3-yl acetate
• IUPAC Traditional name: (2R,3R,4R,5R)-4-(acetyloxy)-5-(4-amino-5-fluoro-2-oxopyrimidin-1-yl)-2-methyloxolan-3-yl acetate
• Synonyms: 5'-Deoxy-2',3'-di-O-acetyl-5-fluorocytidine; 5'-Deoxy-5-fluoro-cytidine 2',3'-Diacetate; 2',3'-Di-O-acetyl-5'-deoxy-5-fluorocytidine

Database IDs

• CAS Number: 161599-46-8
• PubChem SID: 162260894
• PubChem CID: 11809635

CALCULATED PROPERTIES

• Acid pKa: 19.296844
• H Acceptors: 6
• H Donor: 1
• LogD (pH = 5.5): -0.6689136
• LogD (pH = 7.4): -0.6689136
• Log P: -0.6689136
• Molar Refractivity: 71.507 cm^3
• Polarizability: 28.36058 Å^3
• Polar Surface Area: 120.52 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; DMSO; Hot Ethanol; Methanol
• Apperance: White to Off-White Solid
• Melting Point: 196-198°C

Safety Information

• Storage Condition: -20°C Freezer

Product Information

• Purity: 95+%

DETAILS

Toronto Research Chemicals - D322500

A metabolite of Capecitabine.