(4S,5S)-6-[hydroxy(2H2)methyl](2-13C,2H5)oxane-2,3,4,5-tetrol

• ChemBase ID: 169672
• Molecular Formular: C6H12O6
• Molecular Mass: 181.14853484
• Monoisotopic Mass: 181.06674294
• SMILES: C1([C@H]([C@@H](C([13CH](O1)O)O)O)O)CO
• Canonical SMILES: OCC1O[13CH](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/i6+1
• InChIKey: WQZGKKKJIJFFOK-DOCOCWTFSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (4S,5S)-6-[hydroxy(^2H₂)methyl](2-^1^3C,^2H₅)oxane-2,3,4,5-tetrol
• IUPAC Traditional name: (4S,5S)-6-[hydroxy(^2H₂)methyl](2-^1^3C,^2H₅)oxane-2,3,4,5-tetrol
• Synonyms: D-Glucose-1-13C,1,2,3,4,5,6,6-d7; D-Glucopyranose-13C,d7; Glucopyranose-13C,d7; NSC 287045-13C,d7; D-Glucose-13C,d7

Database IDs

• PubChem SID: 162263804
• PubChem CID: 71317097

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 - G595004

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)