(3R,3aR,6S,6aR)-hexahydro(2,3,3a,5,6,6a-13C6)furo[3,2-b]furan-3,6-diol

• ChemBase ID: 171960
• Molecular Formular: C6H10O4
• Molecular Mass: 152.09712903
• Monoisotopic Mass: 152.07803783
• SMILES: [13C@@H]12[13C@@H]([13C@@H]([13CH2]O1)O)O[13CH2][13C@@H]2O
• Canonical SMILES: O[13C@@H]1[13CH2]O[13C@H]2[13C@@H]1O[13CH2][13C@@H]2O
• InChI: InChI=1S/C6H10O4/c7-3-1-9-6-4(8)2-10-5(3)6/h3-8H,1-2H2/t3-,4+,5-,6-/m1/s1/i1+1,2+1,3+1,4+1,5+1,6+1
• InChIKey: KLDXJTOLSGUMSJ-GVZKVBLJSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3R,3aR,6S,6aR)-hexahydro(2,3,3a,5,6,6a-^1^3C₆)furo[3,2-b]furan-3,6-diol
• IUPAC Traditional name: (3R,3aR,6S,6aR)-hexahydro(2,3,3a,5,6,6a-^1^3C₆)furo[3,2-b]furan-3,6-diol
• Synonyms: 1,4:3,6-Dianhydro-D-glucitol-13C6; 1,4:3,6-Dianhydro-sorbitol13C6; (+)-D-Isosorbide-13C6; Devicoran-13C6; Hydronol-13C6; Ismotic-13C6; Isobide-13C6; NSC 40725-13C6; Isosorbide-13C6

Database IDs

• PubChem SID: 164227870
• PubChem CID: 71749628

CALCULATED PROPERTIES

• Acid pKa: 13.034376
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): -1.4066117
• LogD (pH = 7.4): -1.4066128
• Log P: -1.4066117
• Molar Refractivity: 31.3834 cm^3
• Polarizability: 13.101962 Å^3
• Polar Surface Area: 58.92 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Water
• Apperance: Yellow Solid

DETAILS

Toronto Research Chemicals - I901682

Reagent used to prepare detergents, cleansers, cosmetics, agrochemicals and vasodilators.

REFERENCES

• Hastwell, P., et al.: Mutagen., 24, 455 (2009)
• Guillarme, S., et al.: Bioorg. Chem., 38, 43 (2009)
• Dillon, G., et al.: Bioorg. Med. Chem., 18, 1045 (2009)