(4S,5R)-oxane-2,3,4,5-tetrol

• ChemBase ID: 160781
• Molecular Formular: C5H10O5
• Molecular Mass: 150.1299
• Monoisotopic Mass: 150.05282342
• SMILES: [C@@H]1([C@@H](C(C(OC1)O)O)O)O
• Canonical SMILES: O[C@@H]1COC(C([C@H]1O)O)O
• InChI: InChI=1S/C5H10O5/c6-2-1-10-5(9)4(8)3(2)7/h2-9H,1H2/t2-,3+,4?,5?/m1/s1
• InChIKey: SRBFZHDQGSBBOR-JAKZDEMDSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (4S,5R)-oxane-2,3,4,5-tetrol
• IUPAC Traditional name: (4S,5R)-oxane-2,3,4,5-tetrol
• Synonyms: D-Arabinopyranose; D-(-)-Arabinose; D-Arabinose; NSC 224430; D-Lyxose

Database IDs

• CAS Number: 28697-53-2; 1114-34-7
• PubChem SID: 162254916
• PubChem CID: 71313478

CALCULATED PROPERTIES

• Polar Surface Area: 90.15 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true
• Acid pKa: 11.310624
• H Acceptors: 5
• H Donor: 4
• LogD (pH = 5.5): -2.3022048
• LogD (pH = 7.4): -2.3022575
• Log P: -2.3022044
• Molar Refractivity: 29.9609 cm^3
• Polarizability: 12.6405 Å^3

PROPERTIES

Physical Property

• Solubility: Methanol; Water
• Apperance: White to Off-White Solid
• Melting Point: 109-112°C; 158-160°C

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - A764175

An inhibitor of the enzyme glucose dehydrogenase.

REFERENCES

• Cozier, G.E. et al.: Biochem. J., 340, 639 (1999)