3-[(methanesulfonylsulfanyl)methyl]-2,2,5,5-tetramethylpyrrolidin-1-ol

• ChemBase ID: 176125
• Molecular Formular: C10H21NO3S2
• Molecular Mass: 267.40864
• Monoisotopic Mass: 267.09628554
• SMILES: C1C(N(C(C1CSS(=O)(=O)C)(C)C)O)(C)C
• Canonical SMILES: ON1C(C)(C)CC(C1(C)C)CSS(=O)(=O)C
• InChI: InChI=1S/C10H21NO3S2/c1-9(2)6-8(7-15-16(5,13)14)10(3,4)11(9)12/h8,12H,6-7H2,1-5H3
• InChIKey: WRGRMWJGHAOGQV-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-[(methanesulfonylsulfanyl)methyl]-2,2,5,5-tetramethylpyrrolidin-1-ol
• IUPAC Traditional name: 3-[(methanesulfonylsulfanyl)methyl]-2,2,5,5-tetramethylpyrrolidin-1-ol
• Synonyms: proxyl-MTS; 2,2,5,5-Tetramethyl-3-[[(methylsulfonyl)thio]methyl]-1-Pyrrolidinyloxy; (1-Oxyl-2,2,5,5-tetramethylpyrrolidin-3-yl) Methyl Methanethiosulfonate

Database IDs

• CAS Number: 201403-46-5
• PubChem SID: 164232035
• PubChem CID: 45040174

CALCULATED PROPERTIES

• Acid pKa: 14.740683
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 0.6262537
• LogD (pH = 7.4): 0.6263328
• Log P: 0.6263339
• Molar Refractivity: 67.6659 cm^3
• Polarizability: 27.899073 Å^3
• Polar Surface Area: 57.61 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; DMSO; Ethanol; Methanol
• Apperance: Yellow Solid
• Melting Point: 85-90°C

Safety Information

• Storage Condition: -20°C Freezer
• Storage Warning: Unstable in Water

DETAILS

Toronto Research Chemicals - O873900

A highly reactive thiol-specific spin-label. A specific conformational probe of thiol site structure by virtue of its minimal rotational freedom and distance from the covalent disulfide linkage to the macromolecule under study. The ring unsaturated analo

REFERENCES

• Mchaourab, H.S., et al.: Biochem., 38, 2947-2955 (1999)