sodium [5-formyl(2,3,4,5-13C4)furan-2-yl](13C)methyl sulfate

• ChemBase ID: 177917
• Molecular Formular: C6H5NaO6S
• Molecular Mass: 234.11099903
• Monoisotopic Mass: 233.99058219
• SMILES: [13cH]1[13cH][13c](o[13c]1[13CH]=O)[13CH2]OS(=O)(=O)[O-].[Na+]
• Canonical SMILES: O=[13CH][13c]1[13cH][13cH][13c](o1)[13CH2]OS(=O)(=O)[O-].[Na+]
• InChI: InChI=1S/C6H6O6S.Na/c7-3-5-1-2-6(12-5)4-11-13(8,9)10;/h1-3H,4H2,(H,8,9,10);/q;+1/p-1/i1+1,2+1,3+1,4+1,5+1,6+1
• InChIKey: KTRGQDPJPVHDGB-BVNCJLROSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: sodium [5-formyl(2,3,4,5-^1^3C₄)furan-2-yl](^1^3C)methyl sulfate
• IUPAC Traditional name: sodium [5-formyl(2,3,4,5-^1^3C₄)furan-2-yl](^1^3C)methyl sulfate
• Synonyms: 5-[(Sulfooxy)methyl]-2-furancarboxaldehyde-13C6 Sodium Salt; SMF-13C6; 5-Sulfooxymethylfurfural-13C6 Sodium Salt

Database IDs

• PubChem SID: 164233827
• PubChem CID: 71752262

CALCULATED PROPERTIES

• Acid pKa: -2.650986
• H Acceptors: 4
• H Donor: 0
• LogD (pH = 5.5): -2.4227662
• LogD (pH = 7.4): -2.422767
• Log P: -2.243042
• Molar Refractivity: 40.5964 cm^3
• Polarizability: 16.479424 Å^3
• Polar Surface Area: 96.64 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - S689077

Labelled 5-Sulfooxymethylfurfural (S689075). A reactive, nephrotoxic metabolite of the Maillard product 5-Hydroxymethylfurfural (H947000).

REFERENCES

• Surh, Y., et al.: Carcinogenesis, 15, 2375 (1994)
• Teubner, W., et al.: Biochem. J., 404, 207 (1994)
• Husoy, T., et al.: Food Chem. Toxicol., 46, 3697 (1994)