{4-[(methanesulfonylsulfanyl)methyl]phenyl}methanol

• ChemBase ID: 170774
• Molecular Formular: C9H12O3S2
• Molecular Mass: 232.31978
• Monoisotopic Mass: 232.02278624
• SMILES: c1c(ccc(c1)CSS(=O)(=O)C)CO
• Canonical SMILES: OCc1ccc(cc1)CSS(=O)(=O)C
• InChI: InChI=1S/C9H12O3S2/c1-14(11,12)13-7-9-4-2-8(6-10)3-5-9/h2-5,10H,6-7H2,1H3
• InChIKey: GMXLIEXWALUYMT-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: {4-[(methanesulfonylsulfanyl)methyl]phenyl}methanol
• IUPAC Traditional name: {4-[(methanesulfonylsulfanyl)methyl]phenyl}methanol
• Synonyms: Methanesulfonothioic Acid S-[[4-(Hydroxymethyl)phenyl]methyl] Ester; MTSHMB; 4-(Hydroxymethyl)benzyl Methanethiosulfonate

Database IDs

• CAS Number: 887406-47-5
• PubChem SID: 164226684
• PubChem CID: 4157533

CALCULATED PROPERTIES

• Acid pKa: 15.006288
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 0.8696546
• LogD (pH = 7.4): 0.8696546
• Log P: 0.8696546
• Molar Refractivity: 58.9412 cm^3
• Polarizability: 23.786919 Å^3
• Polar Surface Area: 54.37 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Acetone; Chloroform; Dichloromethane; Ethanol; Methanol
• Apperance: White Solid
• Melting Point: 77-79°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - H946440

Reacts specifically and rapidly with thiols to form mixed disulfides.

REFERENCES

• Duhten, R.L., et al.: Biochemistry, 32, 3139 (1993)
• Yang, N. et al.: Neuron, 16, 113 (1993)
• Kuner, T. et al.: Neuron, 17, 343 (1993)
• Holmgren, M. et al: Neuropharmacology, 35, 797 (1993)
• Chahine, M. et al.: Biochemical & Biophysical Res. Commun., 233