(1R,2S,3S,4R)-cyclohex-5-ene-1,2,3,4-tetrol

• ChemBase ID: 164951
• Molecular Formular: C6H10O4
• Molecular Mass: 146.1412
• Monoisotopic Mass: 146.0579088
• SMILES: [C@H]1(C=C[C@H]([C@@H]([C@H]1O)O)O)O
• Canonical SMILES: O[C@H]1[C@H](O)C=C[C@H]([C@@H]1O)O
• InChI: InChI=1S/C6H10O4/c7-3-1-2-4(8)6(10)5(3)9/h1-10H/t3-,4-,5+,6+/m1/s1
• InChIKey: LRUBQXAKGXQBHA-ZXXMMSQZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R,2S,3S,4R)-cyclohex-5-ene-1,2,3,4-tetrol
• IUPAC Traditional name: (1R,2S,3S,4R)-cyclohex-5-ene-1,2,3,4-tetrol
• Synonyms: (1R,2S,3S,4R)-rel-5-Cyclohexene-1,2,3,4-tetrol; Conduritol B

Database IDs

• CAS Number: 25348-64-5
• PubChem SID: 162259085
• PubChem CID: 11768706

CALCULATED PROPERTIES

• Acid pKa: 12.696149
• H Acceptors: 4
• H Donor: 4
• LogD (pH = 5.5): -1.9941242
• LogD (pH = 7.4): -1.9941263
• Log P: -1.994124
• Molar Refractivity: 34.1686 cm^3
• Polarizability: 13.411979 Å^3
• Polar Surface Area: 80.92 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Water
• Apperance: White Solid
• Melting Point: 201-203°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - C665000

Conduritol b 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 are a- glu

REFERENCES

• Z. Physiol. Chem., 349, 767 (1968)
• Biochem. Biophys. Res. Commun., 67, 85 (1975)