(5R)-2,5-dihydroxy-6-(hydroxymethyl)oxan-3-one

• ChemBase ID: 165957
• Molecular Formular: C6H10O5
• Molecular Mass: 162.1406
• Monoisotopic Mass: 162.05282342
• SMILES: [C@H]1(CC(=O)C(OC1CO)O)O
• Canonical SMILES: OCC1OC(O)C(=O)C[C@H]1O
• InChI: InChI=1S/C6H10O5/c7-2-5-3(8)1-4(9)6(10)11-5/h3,5-8,10H,1-2H2/t3-,5?,6?/m1/s1
• InChIKey: UHPMJDGOAZMIID-GBLJGUNLSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (5R)-2,5-dihydroxy-6-(hydroxymethyl)oxan-3-one
• IUPAC Traditional name: (5R)-2,5-dihydroxy-6-(hydroxymethyl)oxan-3-one
• Synonyms: 3-Deoxy-D-threo-hexos-2-ulose; 3-Deoxy-D-threo-hexosulose; 3-Deoxy-galactosone

Database IDs

• CAS Number: 4134-97-8
• PubChem SID: 162260090
• PubChem CID: 46780627

CALCULATED PROPERTIES

• Acid pKa: 10.440278
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): -1.6789145
• LogD (pH = 7.4): -1.6793048
• Log P: -1.6789095
• Molar Refractivity: 33.9119 cm^3
• Polarizability: 13.910811 Å^3
• Polar Surface Area: 86.99 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Methanol; Water
• Apperance: Yellow Solid

Safety Information

• Storage Condition: -86°C Freezer, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - D237100

It has carcinostatic activity.

REFERENCES

• Reynolds, T.M., et al.: Advan. Food. Res., 14, 167 (1965)
• Szent-Gyorgyi, L.G., et al.: Science, 155, 539 (1965)