(2R,3R,5R)-(3,4,5-13C3)-6,8-dioxabicyclo[3.2.1]octane-2,3,4-triol

• ChemBase ID: 160690
• Molecular Formular: C6H10O5
• Molecular Mass: 165.11856451
• Monoisotopic Mass: 165.06288793
• SMILES: C12[C@H]([13C@H]([13CH]([13C@H](O1)OC2)O)O)O
• Canonical SMILES: O[13C@@H]1[C@H](O)C2CO[13C@H]([13CH]1O)O2
• InChI: InChI=1S/C6H10O5/c7-3-2-1-10-6(11-2)5(9)4(3)8/h2-9H,1H2/t2?,3-,4-,5?,6-/m1/s1/i4+1,5+1,6+1
• InChIKey: TWNIBLMWSKIRAT-CYKHMEGVSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,3R,5R)-(3,4,5-^1^3C₃)-6,8-dioxabicyclo[3.2.1]octane-2,3,4-triol
• IUPAC Traditional name: (2R,3R,5R)-(3,4,5-^1^3C₃)-6,8-dioxabicyclo[3.2.1]octane-2,3,4-triol
• Synonyms: 1,6-Anhydro-D-mannose-13C3; 1,6-Anhydromannose-13C3; Mannosan-13C3; NSC 226600-13C3; 1,6-Anhydro-β-D-mannopyranose-13C3

Database IDs

• PubChem SID: 162254825
• PubChem CID: 71313432

CALCULATED PROPERTIES

• Acid pKa: 12.212605
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): -1.7708358
• LogD (pH = 7.4): -1.7708423
• Log P: -1.7708356
• Molar Refractivity: 32.4133 cm^3
• Polarizability: 13.814454 Å^3
• Polar Surface Area: 79.15 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - A652502

Labelled Mannosan (A652500). Monosaccharide anhydrides, new markers of toasted oak wood used for ageing wines and distillates.

REFERENCES

• Goldberg, D., et al.: J. Agric. Food Chem., 47, 3978 (1999)
• Fu, P., et al.: Environ. Sci. Technol., 43, 286 (1999)