(4S,5S)-6-[hydroxy(13C,2H2)methyl](2,3,4,5,6-13C5,2H5)oxane-2,3,4,5-tetrol

• ChemBase ID: 169669
• Molecular Formular: C6H12O6
• Molecular Mass: 186.11180903
• Monoisotopic Mass: 186.08351713
• SMILES: [13CH]1([13C@H]([13C@@H]([13CH]([13CH](O1)O)O)O)O)[13CH2]O
• Canonical SMILES: O[13CH2][13CH]1O[13CH](O)[13CH]([13C@H]([13C@@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/i1+1,2+1,3+1,4+1,5+1,6+1
• InChIKey: WQZGKKKJIJFFOK-SXZATKSZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (4S,5S)-6-[hydroxy(^1^3C,^2H₂)methyl](2,3,4,5,6-^1^3C₅,^2H₅)oxane-2,3,4,5-tetrol
• IUPAC Traditional name: (4S,5S)-6-[hydroxy(^1^3C,^2H₂)methyl](2,3,4,5,6-^1^3C₅,^2H₅)oxane-2,3,4,5-tetrol
• Synonyms: D-Glucose-13C6,1,2,3,4,5,6,6-d7; D-Glucopyranose-13C6,d7; Glucopyranose-13C6,d7; NSC 287045-13C,d7; D-Glucose-13C6,d7

Database IDs

• CAS Number: 201417-01-8
• PubChem SID: 162263801
• PubChem CID: 71317094

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 - G595001

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)