[(5-fluoro-2,3,4-trihydroxy-6-oxohexyl)oxy]phosphonic acid

• ChemBase ID: 131159
• Molecular Formular: C6H12FO8P
• Molecular Mass: 262.1268442
• Monoisotopic Mass: 262.02538219
• SMILES: C(C(C(C(C(C=O)F)O)O)O)OP(=O)(O)O
• Canonical SMILES: O=CC(C(C(C(COP(=O)(O)O)O)O)O)F
• InChI: InChI=1S/C6H12FO8P/c7-3(1-8)5(10)6(11)4(9)2-15-16(12,13)14/h1,3-6,9-11H,2H2,(H2,12,13,14)
• InChIKey: CMLYNMGULQGGIA-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(5-fluoro-2,3,4-trihydroxy-6-oxohexyl)oxy]phosphonic acid
• IUPAC Traditional name: (5-fluoro-2,3,4-trihydroxy-6-oxohexyl)oxyphosphonic acid
• Synonyms: 2-Fluoro-2-deoxy-D-glucose 6-phosphate barium salt

Database IDs

• CAS Number: 40871-47-4
• MDL Number: MFCD00274421
• PubChem SID: 162225437
• PubChem CID: 3451190

CALCULATED PROPERTIES

• Acid pKa: 1.4918834
• H Acceptors: 7
• H Donor: 5
• LogD (pH = 5.5): -5.208001
• LogD (pH = 7.4): -6.179538
• Log P: -2.800835
• Molar Refractivity: 46.5264 cm^3
• Polarizability: 19.102444 Å^3
• Polar Surface Area: 144.52 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 20/21/22
• Safety Statements: 36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302-H312-H332
• GHS Precautionary statements: P280
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

DETAILS

Sigma Aldrich - F6037

Biochem/physiol Actions
A metabolite of 2-fluoro-2-deoxy-D-glucose. Its formation is an indication of D-glucose transport, metabolism and steady state.