1-(methanesulfonylsulfanyl)hexadecane

• ChemBase ID: 169912
• Molecular Formular: C17H36O2S2
• Molecular Mass: 336.59654
• Monoisotopic Mass: 336.21567239
• SMILES: S(=O)(=O)(SCCCCCCCCCCCCCCCC)C
• Canonical SMILES: CCCCCCCCCCCCCCCCSS(=O)(=O)C
• InChI: InChI=1S/C17H36O2S2/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-20-21(2,18)19/h3-17H2,1-2H3
• InChIKey: GIJWOCGDZZKJAD-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-(methanesulfonylsulfanyl)hexadecane
• IUPAC Traditional name: 1-(methanesulfonylsulfanyl)hexadecane
• Synonyms: Thio-methanesulfonic Acid S-Hexadecyl Ester; NSC 124764; Methanesulfonothioic Acid S-Hexadecyl Ester; Hexadecyl Methanethiosulfonate

Database IDs

• CAS Number: 7559-47-9
• PubChem SID: 162264044
• PubChem CID: 97458

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 6.5712543
• LogD (pH = 7.4): 6.5712543
• Log P: 6.5712543
• Molar Refractivity: 96.5983 cm^3
• Polarizability: 39.347855 Å^3
• Polar Surface Area: 34.14 Å^2
• Rotatable Bonds: 16
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Chloroform; Ethyl Acetate; Hexane
• Apperance: Off-White Solid
• Melting Point: 61-63°C

Safety Information

• Storage Condition: -20°C Freezer, Under Inert Atmosphere
• Storage Warning: Water Sensitive

DETAILS

Toronto Research Chemicals - H293825

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)