(1R,2R,3S,4S,5R,6S)-7-oxabicyclo[4.1.0]heptane-2,3,4,5-tetrol

• ChemBase ID: 164952
• Molecular Formular: C6H10O5
• Molecular Mass: 162.1406
• Monoisotopic Mass: 162.05282342
• SMILES: [C@@H]12[C@@H]([C@@H]([C@H]([C@@H]([C@H]1O)O)O)O)O2
• Canonical SMILES: O[C@H]1[C@H](O)[C@@H](O)[C@H]2[C@@H]([C@@H]1O)O2
• InChI: InChI=1S/C6H10O5/c7-1-2(8)4(10)6-5(11-6)3(1)9/h1-10H/t1-,2-,3+,4+,5-,6+/m0/s1
• InChIKey: ZHMWOVGZCINIHW-FTYOSCRSSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R,2R,3S,4S,5R,6S)-7-oxabicyclo[4.1.0]heptane-2,3,4,5-tetrol
• IUPAC Traditional name: (1R,2R,3S,4S,5R,6S)-7-oxabicyclo[4.1.0]heptane-2,3,4,5-tetrol
• Synonyms: D,L-1,2-Anhydro-myo-inositol; Conduritol B Epoxide

Database IDs

• CAS Number: 6090-95-5
• PubChem SID: 162259086
• PubChem CID: 119054

CALCULATED PROPERTIES

• Acid pKa: 12.455655
• H Acceptors: 5
• H Donor: 4
• LogD (pH = 5.5): -2.620306
• LogD (pH = 7.4): -2.6203098
• Log P: -2.620306
• Molar Refractivity: 32.2649 cm^3
• Polarizability: 13.7504015 Å^3
• Polar Surface Area: 90.15 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol (slightly); Water
• Apperance: White Solid
• Melting Point: 157-159°C

Safety Information

• Storage Condition: Hygroscopic, -20°C Freezer, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - C666000

Conduritol B Epoxide acts on b-glucosidases from widely differing sources to show a loss of enzymic activity: from various Aspergillus species, yeast, snail, sweet almonds, and mammals. The other enzymes that have been found to be covalently inhibited ar

REFERENCES

• Z. Physiol. Chem., 349, 767 (1968)
• Biochem. Biophys. Res. Commun., 67, 85 (1968)
• Biochem. Biophys. Res. Commun., 152, 155 (1988).