4-amino-1-[(2R,4R,5R)-3,4-dihydroxy-5-methyloxolan-2-yl]-5-fluoro-1,2-dihydro(2-13C,1,3-15N2)pyrimidin-2-one

• ChemBase ID: 165926
• Molecular Formular: C9H12FN3O4
• Molecular Mass: 248.18715583
• Monoisotopic Mass: 248.07860872
• SMILES: [C@H]1(C([C@@H](O[C@@H]1C)[15n]1[13c](=O)[15n]c(c(c1)F)N)O)O
• Canonical SMILES: C[C@H]1O[C@H](C([C@H]1O)O)[15n]1cc(F)c([15n][13c]1=O)N
• InChI: InChI=1S/C9H12FN3O4/c1-3-5(14)6(15)8(17-3)13-2-4(10)7(11)12-9(13)16/h2-3,5-6,8,14-15H,1H3,(H2,11,12,16)/t3-,5+,6?,8-/m1/s1/i9+1,12+1,13+1
• InChIKey: YSNABXSEHNLERR-HLHCVRCMSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-amino-1-[(2R,4R,5R)-3,4-dihydroxy-5-methyloxolan-2-yl]-5-fluoro-1,2-dihydro(2-^1^3C,1,3-^1^5N₂)pyrimidin-2-one
• IUPAC Traditional name: 4-amino-1-[(2R,4R,5R)-3,4-dihydroxy-5-methyloxolan-2-yl]-5-fluoro(2-^1^3C,1,3-^1^5N₂)pyrimidin-2-one
• Synonyms: 5-Fluoro-5’-deoxycytidine-13C,15N2,; 5'-Deoxy-5-fluorocytidine-13C,15N2

Database IDs

• PubChem SID: 162260059
• PubChem CID: 71315456

CALCULATED PROPERTIES

• Acid pKa: 12.587269
• H Acceptors: 6
• H Donor: 3
• LogD (pH = 5.5): -1.5511644
• LogD (pH = 7.4): -1.5511672
• Log P: -1.5511644
• Molar Refractivity: 53.204 cm^3
• Polarizability: 20.655432 Å^3
• Polar Surface Area: 108.38 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: Off-White to Pale Yellow Solid
• Melting Point: 200-202°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - D232952

A labelled metabolite of Capecitabine.