(2S,3S,4R,5S,6S)-6-(ethylsulfanyl)-5-fluoro-2-methyloxane-3,4-diol

• ChemBase ID: 168491
• Molecular Formular: C8H15FO3S
• Molecular Mass: 210.2663032
• Monoisotopic Mass: 210.07259356
• SMILES: [C@@H]1([C@H]([C@@H]([C@@H]([C@@H](O1)SCC)F)O)O)C
• Canonical SMILES: CCS[C@@H]1O[C@@H](C)[C@H]([C@@H]([C@@H]1F)O)O
• InChI: InChI=1S/C8H15FO3S/c1-3-13-8-5(9)7(11)6(10)4(2)12-8/h4-8,10-11H,3H2,1-2H3/t4-,5-,6+,7-,8-/m0/s1
• InChIKey: VBNOARYWRIEUHP-RLMOJYMMSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3S,4R,5S,6S)-6-(ethylsulfanyl)-5-fluoro-2-methyloxane-3,4-diol
• IUPAC Traditional name: (2S,3S,4R,5S,6S)-6-(ethylsulfanyl)-5-fluoro-2-methyloxane-3,4-diol
• Synonyms: Ethyl 2-Deoxy-2-fluoro-L-thiofucopyranoside

Database IDs

• PubChem SID: 162262623
• PubChem CID: 71316558

CALCULATED PROPERTIES

• Acid pKa: 12.598167
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 0.6126102
• LogD (pH = 7.4): 0.6126075
• Log P: 0.6126102
• Molar Refractivity: 48.3568 cm^3
• Polarizability: 19.567104 Å^3
• Polar Surface Area: 49.69 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - E913500

A fucose (F836100) derivative.

REFERENCES

• Albano, E.L., et al.: Carbohydr. Res., 19, 63 (1971)