4-[(methanesulfonylsulfanyl)methyl]phenol

• ChemBase ID: 170272
• Molecular Formular: C8H10O3S2
• Molecular Mass: 218.2932
• Monoisotopic Mass: 218.00713618
• SMILES: c1c(ccc(c1)CSS(=O)(=O)C)O
• Canonical SMILES: Oc1ccc(cc1)CSS(=O)(=O)C
• InChI: InChI=1S/C8H10O3S2/c1-13(10,11)12-6-7-2-4-8(9)5-3-7/h2-5,9H,6H2,1H3
• InChIKey: YPHDQZFGAJAIEG-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-[(methanesulfonylsulfanyl)methyl]phenol
• IUPAC Traditional name: 4-[(methanesulfonylsulfanyl)methyl]phenol
• Synonyms: Methanesulfonothioic Acid (4-Hydroxyphenyl)methyl Ester; 4-HB-MTS; 4-Hydroxybenzyl Methanethiosulfonate

Database IDs

• CAS Number: 491868-12-3
• PubChem SID: 164226182
• PubChem CID: 3367705

CALCULATED PROPERTIES

• Acid pKa: 9.493536
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 1.3333952
• LogD (pH = 7.4): 1.3299719
• Log P: 1.333439
• Molar Refractivity: 54.1062 cm^3
• Polarizability: 21.943697 Å^3
• Polar Surface Area: 54.37 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Acetone; Chloroform; Dichloromethane; Ethyl Acetate; Methanol
• Apperance: White to Off-White Solid
• Melting Point: 73-76°C

Safety Information

• Storage Condition: -20°C Freezer, Under Inert Atmosphere
• Storage Warning: Solid is Stable when Frozen; Decomposes Rapidly in Solution.

DETAILS

Toronto Research Chemicals - H829750

Reacts specifically and rapidly with thiols to form mixed disulfides. Used to probe the structures of the ACh receptor channel of the GABA receptor channel and of lactose permease.

REFERENCES

• Journal of Biological Chemistry (2002)
• 277(2002)
• 39880-39886.