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

• ChemBase ID: 11934
• Molecular Formular: C6H11FO5
• Molecular Mass: 182.1469432
• Monoisotopic Mass: 182.05905167
• SMILES: OC1[C@H](O)[C@H]([C@H](O)[C@H](O1)CO)F
• Canonical SMILES: OC[C@H]1OC(O)[C@@H]([C@H]([C@@H]1O)F)O
• InChI: InChI=1S/C6H11FO5/c7-3-4(9)2(1-8)12-6(11)5(3)10/h2-6,8-11H,1H2/t2-,3+,4-,5-,6?/m1/s1
• InChIKey: BUMRBAMACDBPKO-CBPJZXOFSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3S,4S,5R,6R)-4-fluoro-6-(hydroxymethyl)oxane-2,3,5-triol
• IUPAC Traditional name: (3S,4S,5R,6R)-4-fluoro-6-(hydroxymethyl)oxane-2,3,5-triol
• Synonyms: 3-Fluoro-3-deoxy-D-glucopyranose; 3-Fluoro-3-deoxy-D-glucose; 3-Deoxy-3-fluoro-D-glucose; 3-脱氧-3-氟-D-葡糖糖; 3-氟-3-脱氧-D-葡萄糖

Database IDs

• CAS Number: 14049-03-7
• MDL Number: MFCD00063302
• Beilstein Number: 1865171
• PubChem SID: 160975241; 24894941
• PubChem CID: 2737303

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: 115-117 °C(lit.)
• Optical Rotation: [α]25/D +61°, c = 0.7 in H2O

Safety Information

• Storage Warning: IRRITANT, IRRITANT-HARMFUL
• German water hazard class: 3
• TSCA Listed: false
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: 2-8°C

Product Information

• Purity: 97%; 99%
• Empirical Formula (Hill Notation): C6H11FO5