5-(methanesulfonylsulfanyl)pent-1-yne

• ChemBase ID: 176356
• Molecular Formular: C6H10O2S2
• Molecular Mass: 178.2724
• Monoisotopic Mass: 178.01222156
• SMILES: S(=O)(=O)(SCCCC#C)C
• Canonical SMILES: C#CCCCSS(=O)(=O)C
• InChI: InChI=1S/C6H10O2S2/c1-3-4-5-6-9-10(2,7)8/h1H,4-6H2,2H3
• InChIKey: WUPLOPYAUOHGCI-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-(methanesulfonylsulfanyl)pent-1-yne
• IUPAC Traditional name: 5-(methanesulfonylsulfanyl)pent-1-yne
• Synonyms: Methanesulfonothioic Acid S-4-Pentyn-1-yl Ester; 4-Pentynyl Methanethiosulfonate

Database IDs

• CAS Number: 1076199-31-9
• PubChem SID: 164232266
• PubChem CID: 29986306

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 0.87384415
• LogD (pH = 7.4): 0.87384415
• Log P: 0.87384415
• Molar Refractivity: 44.4489 cm^3
• Polarizability: 18.013557 Å^3
• Polar Surface Area: 34.14 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; Ethyl Acetate
• Apperance: Clear Colourless Liquid

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - P285000

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. Useful for mapping the pore-lining regions of the ryanodine receptor.

REFERENCES

• Weidner, J. P., et al.: J. Med. Chem., 7, 671 (1964)