sodium (5-formylfuran-2-yl)methyl sulfate

• ChemBase ID: 177916
• Molecular Formular: C6H5NaO6S
• Molecular Mass: 228.15507
• Monoisotopic Mass: 227.97045316
• SMILES: c1(ccc(o1)COS(=O)(=O)[O-])C=O.[Na+]
• Canonical SMILES: O=Cc1ccc(o1)COS(=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
• InChIKey: KTRGQDPJPVHDGB-UHFFFAOYSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: sodium (5-formylfuran-2-yl)methyl sulfate
• IUPAC Traditional name: sodium (5-formylfuran-2-yl)methyl sulfate
• Synonyms: 5-[(Sulfooxy)methyl]-2-furancarboxaldehyde Sodium Salt; SMF; 5-Sulfooxymethylfurfural Sodium Salt

Database IDs

• PubChem SID: 164233826
• PubChem CID: 24838264

CALCULATED PROPERTIES

• Lipinski's Rule of Five: true
• 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

DETAILS

Toronto Research Chemicals - 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)