(4S,5S)-6-[hydroxy(2H2)methyl]oxane-2,3,4,5-tetrol

• ChemBase ID: 169671
• 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?/m1/s1
• InChIKey: WQZGKKKJIJFFOK-DLABPRKASA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (4S,5S)-6-[hydroxy(^2H₂)methyl]oxane-2,3,4,5-tetrol
• IUPAC Traditional name: (4S,5S)-6-[hydroxy(^2H₂)methyl]oxane-2,3,4,5-tetrol
• Synonyms: D-Glucopyranose-d2; Glucopyranose-d2; NSC 287045-d2; D-Glucose-6,6-d2

Database IDs

• CAS Number: 18991-62-3
• PubChem SID: 162263803
• PubChem CID: 71317096

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

DETAILS

Toronto Research Chemicals - G595003

Labelled D-Glucose. Used in enzymic synthesis of cyclohexyl-α and β-D-glucosides.

REFERENCES

• Wang, R., et al.: J. Mol. Catal. B. Enz., 56, 131 (2009)