1-[(2R,3S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-5-fluoro-1,2,3,4-tetrahydro(2-13C,1,3-15N2)pyrimidine-2,4-dione

• ChemBase ID: 169274
• Molecular Formular: C9H11FN2O6
• Molecular Mass: 265.17131583
• Monoisotopic Mass: 265.05753893
• SMILES: [C@H]1(C([C@@H]([C@@H](O1)[15n]1[13c](=O)[15nH]c(=O)c(c1)F)O)O)CO
• Canonical SMILES: OC[C@H]1O[C@H]([C@H](C1O)O)[15n]1cc(F)c(=O)[15nH][13c]1=O
• InChI: InChI=1S/C9H11FN2O6/c10-3-1-12(9(17)11-7(3)16)8-6(15)5(14)4(2-13)18-8/h1,4-6,8,13-15H,2H2,(H,11,16,17)/t4-,5?,6+,8-/m1/s1/i9+1,11+1,12+1
• InChIKey: FHIDNBAQOFJWCA-AVPSPQLMSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-[(2R,3S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-5-fluoro-1,2,3,4-tetrahydro(2-^1^3C,1,3-^1^5N₂)pyrimidine-2,4-dione
• IUPAC Traditional name: 1-[(2R,3S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-5-fluoro(2-^1^3C,1,3-^1^5N₂)-3H-pyrimidine-2,4-dione
• Synonyms: 5-FU-3C, 15N2; 5-Fluorouridine-13C,15N2

Database IDs

• PubChem SID: 162263406
• PubChem CID: 57369201

CALCULATED PROPERTIES

• Acid pKa: 7.674215
• H Acceptors: 6
• H Donor: 4
• LogD (pH = 5.5): -2.2186642
• LogD (pH = 7.4): -2.3983889
• Log P: -2.2157993
• Molar Refractivity: 52.7685 cm^3
• Polarizability: 20.810516 Å^3
• Polar Surface Area: 119.33 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMF; DMSO; Methanol; Water
• Apperance: White Solid
• Melting Point: 145-147°C

Safety Information

• Storage Condition: -20°C Freezer