(4S,5R)-6-(hydroxymethyl)oxane-2,3,4,5-tetrol

• ChemBase ID: 169553
• Molecular Formular: C6H12O6
• Molecular Mass: 180.15588
• Monoisotopic Mass: 180.0633881
• SMILES: [C@H]1([C@@H](C(C(OC1CO)O)O)O)O
• Canonical SMILES: OCC1OC(O)C([C@H]([C@H]1O)O)O
• InChI: InChI=1S/C6H12O6/c7-1-2-3(8)4(9)5(10)6(11)12-2/h2-11H,1H2/t2?,3-,4-,5?,6?/m0/s1
• InChIKey: WQZGKKKJIJFFOK-UZJJNQGWSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (4S,5R)-6-(hydroxymethyl)oxane-2,3,4,5-tetrol
• IUPAC Traditional name: (4S,5R)-6-(hydroxymethyl)oxane-2,3,4,5-tetrol
• Synonyms: (+)-Galactose; D-(+)-Galactose; Galactose; D-Galactose

Database IDs

• CAS Number: 59-23-4
• PubChem SID: 162263685
• PubChem CID: 59083882

CALCULATED PROPERTIES

• Acid pKa: 11.298101
• H Acceptors: 6
• H Donor: 5
• LogD (pH = 5.5): -2.93254
• LogD (pH = 7.4): -2.932594
• Log P: -2.9325392
• Molar Refractivity: 35.9234 cm^3
• Polarizability: 15.155883 Å^3
• Polar Surface Area: 110.38 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Water
• Apperance: White Solid
• Melting Point: 168-170°C

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - G155250

A C-4 epimer of Glucose (G595000) found in milk and sugar beets as well as being synthesized by the body. Potential use in oral therapy for nephrotic syndrome in focal and segmental glomerulosclerosis.

REFERENCES

• De Smet, E. et al.: Nephrol. Dial. Transplant., 24, 2938 (2009)
• Kivele, R. et al.: Carb. Pol., 85, 645 (2009)