3-(methanesulfonylsulfanyl)propanoic acid

• ChemBase ID: 91827
• Molecular Formular: C4H8O4S2
• Molecular Mass: 184.23392
• Monoisotopic Mass: 183.98640074
• SMILES: S(CCC(=O)O)S(=O)(=O)C
• Canonical SMILES: OC(=O)CCSS(=O)(=O)C
• InChI: InChI=1S/C4H8O4S2/c1-10(7,8)9-3-2-4(5)6/h2-3H2,1H3,(H,5,6)
• InChIKey: ZKTVHIQLDQIQHX-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-(methanesulfonylsulfanyl)propanoic acid
• IUPAC Traditional name: 3-(methanesulfonylsulfanyl)propanoic acid
• Synonyms: 2-Carboxyethyl methylthiosulphonate; 3-[(Methylsulphonyl)sulphanyl]propionic acid; 3-[(Methylsulphonyl)thio]propanoic acid; 3-[(Methylsulfonyl)thio]propanoic Acid; MTSCE; 2-Carboxyethyl Methanethiosulfonate

Database IDs

• CAS Number: 92953-12-3
• MDL Number: MFCD00797599
• PubChem SID: 162078525
• PubChem CID: 5096287

CALCULATED PROPERTIES

• Acid pKa: 3.3174634
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): -2.5387425
• LogD (pH = 7.4): -3.794816
• Log P: -0.37247273
• Molar Refractivity: 38.2967 cm^3
• Polarizability: 16.10607 Å^3
• Polar Surface Area: 71.44 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Acetone; Chloroform; Dichloromethane; Ethyl Acetate; Methanol
• Apperance: Off-White to Pale Yellow Solid
• Melting Point: 60-62°C; 60-62°C

Safety Information

• Storage Condition: -20°C Freezer
• Storage Warning: Harmful/Irritant/Store at -20°C

DETAILS

Apollo Scientific Ltd - OR7810T

Reacts specifically and rapidly with thiols to form mixed disulfides. Useful for probing the structures & functions of receptor & ion channel proteins.

Toronto Research Chemicals - C178100

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 (1996)