3-(methanesulfonylsulfanyl)propanamide

• ChemBase ID: 73943
• Molecular Formular: C4H9NO3S2
• Molecular Mass: 183.24916
• Monoisotopic Mass: 183.00238515
• SMILES: S(CCC(=O)N)S(=O)(=O)C
• Canonical SMILES: NC(=O)CCSS(=O)(=O)C
• InChI: InChI=1S/C4H9NO3S2/c1-10(7,8)9-3-2-4(5)6/h2-3H2,1H3,(H2,5,6)
• InChIKey: SKIDTAOBVRSVHW-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-(methanesulfonylsulfanyl)propanamide
• IUPAC Traditional name: 3-(methanesulfonylsulfanyl)propanamide
• Synonyms: Methanesulfonothioic Acid S-(3-Amino-3-oxopropyl) Ester; [2-(Aminocarbonyl)ethyl] Methanethiosulfonate; MTSACE; [2-(Aminocarbonyl)ethyl]methanethiosulphonate

Database IDs

• CAS Number: 351422-28-1
• MDL Number: MFCD01320365
• PubChem SID: 162038862
• PubChem CID: 2735294

CALCULATED PROPERTIES

• Acid pKa: 15.251352
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): -1.1794153
• LogD (pH = 7.4): -1.1794153
• Log P: -1.1794153
• Molar Refractivity: 40.1189 cm^3
• Polarizability: 16.74135 Å^3
• Polar Surface Area: 77.23 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• Storage Condition: Hygroscopic, -20°C Freezer, Under Inert Atmosphere

DETAILS

Apollo Scientific Ltd - OR0305T

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

Toronto Research Chemicals - A603050

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)