2-(methanesulfonylsulfanyl)(2H4)ethan-1-ol

• ChemBase ID: 170576
• Molecular Formular: C3H8O3S2
• Molecular Mass: 156.22382
• Monoisotopic Mass: 155.99148612
• SMILES: CS(=O)(=O)SCCO
• 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)(^2H₄)ethan-1-ol
• IUPAC Traditional name: 2-(methanesulfonylsulfanyl)(^2H₄)ethanol
• Synonyms: Methanesulfonothioic Acid S-(2-Hydroxyethyl-1,1,2,2-d4) Ester; MTSHE; 2-Hydroxyethyl-1,1,2,2-d4 Methanethiosulfonate

Database IDs

• CAS Number: 1020719-50-9
• PubChem SID: 164226486
• PubChem CID: 45039447

CALCULATED PROPERTIES

• 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: 14.28947 Å^3
• Polar Surface Area: 54.37 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Boiling Point: 116-118°C

DETAILS

Toronto Research Chemicals - H942260

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