(3aR,6R,7S,7aS)-6-(hydroxymethyl)-2,2-dimethyl-hexahydro-[1,3]dioxolo[4,5-c]pyran-6,7-diol

• ChemBase ID: 173711
• Molecular Formular: C9H16O6
• Molecular Mass: 220.21974
• Monoisotopic Mass: 220.09468823
• SMILES: O1C[C@@H]2[C@H]([C@@H]([C@@]1(O)CO)O)OC(O2)(C)C
• Canonical SMILES: OC[C@@]1(O)OC[C@@H]2[C@H]([C@@H]1O)OC(O2)(C)C
• InChI: InChI=1S/C9H16O6/c1-8(2)14-5-3-13-9(12,4-10)7(11)6(5)15-8/h5-7,10-12H,3-4H2,1-2H3/t5-,6-,7+,9-/m1/s1
• InChIKey: HSMPYYFZUMECON-JAGXHNFQSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3aR,6R,7S,7aS)-6-(hydroxymethyl)-2,2-dimethyl-hexahydro-[1,3]dioxolo[4,5-c]pyran-6,7-diol
• IUPAC Traditional name: (3aR,6R,7S,7aS)-6-(hydroxymethyl)-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-6,7-diol
• Synonyms: 4,5-O-(1-Methylethylidene)-β-D-fructopyranose

Database IDs

• CAS Number: 912456-61-2
• PubChem SID: 164229621
• PubChem CID: 71750350

CALCULATED PROPERTIES

• Acid pKa: 10.29138
• H Acceptors: 6
• H Donor: 3
• LogD (pH = 5.5): -1.0555817
• LogD (pH = 7.4): -1.0561315
• Log P: -1.0555747
• Molar Refractivity: 48.5678 cm^3
• Polarizability: 20.00014 Å^3
• Polar Surface Area: 88.38 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Methanol
• Apperance: White Solid

DETAILS

Toronto Research Chemicals - M304890

Intermediate in the preparation of 2,3-Desisopropylidene Topiramate, a metabolite of Topiramate