4-fluoro-6-(hydroxymethyl)oxane-2,3,5-triol

• ChemBase ID: 99570
• Molecular Formular: C6H11FO5
• Molecular Mass: 182.1469432
• Monoisotopic Mass: 182.05905167
• SMILES: O1C(O)C(O)C(F)C(C1CO)O
• Canonical SMILES: OCC1OC(O)C(C(C1O)F)O
• InChI: InChI=1S/C6H11FO5/c7-3-4(9)2(1-8)12-6(11)5(3)10/h2-6,8-11H,1H2
• InChIKey: BUMRBAMACDBPKO-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-fluoro-6-(hydroxymethyl)oxane-2,3,5-triol
• IUPAC Traditional name: 4-fluoro-6-(hydroxymethyl)oxane-2,3,5-triol
• Synonyms: 3-Deoxy-3-fluoro-D-mannose; 3-Deoxy-3-fluoro-D-glucose

Database IDs

• MDL Number: MFCD09749883; MFCD00063302
• PubChem SID: 162085833
• PubChem CID: 3832553

CALCULATED PROPERTIES

• Acid pKa: 11.255882
• H Acceptors: 5
• H Donor: 4
• LogD (pH = 5.5): -2.041448
• LogD (pH = 7.4): -2.041508
• Log P: -2.0414474
• Molar Refractivity: 34.2313 cm^3
• Polarizability: 14.34486 Å^3
• Polar Surface Area: 90.15 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 152-154°C

Safety Information

• Storage Warning: Irritant

DETAILS

Apollo Scientific Ltd - PC7312

Metabolized by yeast cells.

Apollo Scientific Ltd - PC7307

Phosphorylated in vivo & transported across cell membranes, where it enters the metabolic cycle in a similar fashion to glucose but does not complete the cycle