2-(methanesulfonylsulfanyl)ethan-1-ol

• ChemBase ID: 170575
• Molecular Formular: C3H8O3S2
• Molecular Mass: 156.22382
• Monoisotopic Mass: 155.99148612
• SMILES: S(=O)(=O)(SCCO)C
• Canonical SMILES: OCCSS(=O)(=O)C
• InChI: InChI=1S/C3H8O3S2/c1-8(5,6)7-3-2-4/h4H,2-3H2,1H3
• InChIKey: AGPKHLPHPSLRED-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(methanesulfonylsulfanyl)ethan-1-ol
• IUPAC Traditional name: 2-(methanesulfonylsulfanyl)ethanol
• Synonyms: MTSHE; 2-Mercapto-ethanol S-Methanesulfonate; 2-Hydroxyethyl Methanethiosulfonate

Database IDs

• CAS Number: 13700-08-8
• PubChem SID: 164226485
• PubChem CID: 4157424

CALCULATED PROPERTIES

• Rotatable Bonds: 3
• Lipinski's Rule of Five: true
• Acid pKa: 15.239975
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): -1.0062722
• LogD (pH = 7.4): -1.0062722
• Log P: -1.0062722
• Molar Refractivity: 33.9154 cm^3
• Polarizability: 14.292223 Å^3
• Polar Surface Area: 54.37 Å^2

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Ether; Ethyl Acetate; Methanol
• Apperance: Yellow Oil (which may have a slightly cloudy
• Boiling Point: 116-118°C

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - H942250

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

• Xu, M. & Akabus, M.H.: J. Biol. Chem., 268, 21505 (1993)
• 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)
• Pascual, J.M. & Karlin, A.: J. Gen. Physiol., 111, 717 (1998