sodium [5-(5-fluoro-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)-3-hydroxyoxolan-2-yl]methyl hydrogen phosphate

• ChemBase ID: 133891
• Molecular Formular: C9H11FN2NaO8P
• Molecular Mass: 348.1541742
• Monoisotopic Mass: 348.01347445
• SMILES: c1c(c(=O)[nH]c(=O)n1C1CC(C(O1)COP(=O)([O-])O)O)F.[Na+]
• Canonical SMILES: OC1CC(OC1COP(=O)(O)[O-])n1cc(F)c(=O)[nH]c1=O.[Na+]
• InChI: InChI=1S/C9H12FN2O8P.Na/c10-4-2-12(9(15)11-8(4)14)7-1-5(13)6(20-7)3-19-21(16,17)18;/h2,5-7,13H,1,3H2,(H,11,14,15)(H2,16,17,18);/q;+1/p-1
• InChIKey: MMBCLHTXMDSSCH-UHFFFAOYSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: sodium [5-(5-fluoro-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)-3-hydroxyoxolan-2-yl]methyl hydrogen phosphate
• IUPAC Traditional name: sodium [5-(5-fluoro-2,4-dioxo-3H-pyrimidin-1-yl)-3-hydroxyoxolan-2-yl]methyl hydrogen phosphate
• Synonyms: FdUMP; 5-Fluoro-2′-deoxyuridine 5′-monophosphate sodium salt

Database IDs

• CAS Number: 103226-10-4
• MDL Number: MFCD00057409
• PubChem SID: 162228168; 24894845
• PubChem CID: 71308732

CALCULATED PROPERTIES

• Acid pKa: 1.2327573
• H Acceptors: 7
• H Donor: 3
• LogD (pH = 5.5): -3.8819177
• LogD (pH = 7.4): -5.143273
• Log P: -1.4387271
• Molar Refractivity: 61.009 cm^3
• Polarizability: 24.59744 Å^3
• Polar Surface Area: 148.46 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 20/21/22-40
• Safety Statements: 22-36/37/39
• GHS Pictograms: GHS07; GHS08
• GHS Signal Word: Warning
• GHS Hazard statements: H302-H312-H332-H351
• GHS Precautionary statements: P280
• Personal Protective Equipment: Eyeshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges
• Storage Temperature: -20°C

Product Information

• Purity: ~85%

DETAILS

Sigma Aldrich - F3503

Application
5-Fluoro-2′-deoxyuridine 5′-monophosphate (FdUMP) is used extensively in studies on the activity and function of thymidylate synthase (TS).