3-chloro-4-(dichloromethyl)-5-hydroxy-2,5-dihydrofuran-2-one

• ChemBase ID: 128477
• Molecular Formular: C5H3Cl3O3
• Molecular Mass: 217.43452
• Monoisotopic Mass: 215.914777
• SMILES: O=C1OC(O)C(=C1Cl)C(Cl)Cl
• Canonical SMILES: ClC(C1=C(Cl)C(=O)OC1O)Cl
• InChI: InChI=1S/C5H3Cl3O3/c6-2-1(3(7)8)4(9)11-5(2)10/h3-4,9H
• InChIKey: WNTRMRXAGJOLCU-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-chloro-4-(dichloromethyl)-5-hydroxy-2,5-dihydrofuran-2-one
• IUPAC Traditional name: mutagen X
• Synonyms: MX (Bacterial Mutagen); 3-Chloro-4-(dichloromethyl)-5-hydroxy-2(5H)-furanone; Mutagen X; Mutagen X; MX

Database IDs

• CAS Number: 77439-76-0
• PubChem SID: 162222784
• PubChem CID: 53665
• KEGG ID: C19205
• Wikipedia Title: Mutagen_X

CALCULATED PROPERTIES

• Acid pKa: 11.479716
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 1.5472257
• LogD (pH = 7.4): 1.5471901
• Log P: 1.5472262
• Molar Refractivity: 41.2304 cm^3
• Polarizability: 16.307913 Å^3
• Polar Surface Area: 46.53 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform
• Apperance: Orange Oil

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - C365665

Mutagen X (MX) is a chlorinated furanone that accounts for more of the mutagenic activity of drinking water than any other disinfection byproduct. DNA damages provoked by the six mutagens (furylframide, MX, 4-nitroquinoline N-oxide, sodium azide, 1-nitrop

REFERENCES

• Hakulinen, P., et al.: Toxicol. Lett., 151, 439 (2004)
• Richardson, S., et al.: Mutat. Res., 636, 178 (2004)
• Kim, J., et al.: Environ. Toxicol., 23, 319 (2004)