1-hydroxy-N-[3-(methanesulfonylsulfanyl)propyl]-2,2,5,5-tetramethyl-2,5-dihydro-1H-pyrrole-3-carboxamide

• ChemBase ID: 176135
• Molecular Formular: C13H24N2O4S2
• Molecular Mass: 336.47066
• Monoisotopic Mass: 336.11774926
• SMILES: C1=C(C(N(C1(C)C)O)(C)C)C(=O)NCCCSS(=O)(=O)C
• Canonical SMILES: O=C(C1=CC(N(C1(C)C)O)(C)C)NCCCSS(=O)(=O)C
• InChI: InChI=1S/C13H24N2O4S2/c1-12(2)9-10(13(3,4)15(12)17)11(16)14-7-6-8-20-21(5,18)19/h9,17H,6-8H2,1-5H3,(H,14,16)
• InChIKey: WGJRMPCMLSLXBZ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-hydroxy-N-[3-(methanesulfonylsulfanyl)propyl]-2,2,5,5-tetramethyl-2,5-dihydro-1H-pyrrole-3-carboxamide
• IUPAC Traditional name: 1-hydroxy-N-[3-(methanesulfonylsulfanyl)propyl]-2,2,5,5-tetramethylpyrrole-3-carboxamide
• Synonyms: (1-Oxyl-2,2,5,5-tetramethylpyrroline-3-yl)carbamidopropylmethaneMethanethiosulfonate

Database IDs

• PubChem SID: 164232045
• PubChem CID: 71751416

CALCULATED PROPERTIES

• Acid pKa: 14.634826
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): -0.17356566
• LogD (pH = 7.4): -0.1719988
• Log P: -0.17197876
• Molar Refractivity: 86.0488 cm^3
• Polarizability: 34.41588 Å^3
• Polar Surface Area: 86.71 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Soluble in Chloroform
• Melting Point: 106-108°C

Safety Information

• Storage Condition: -20°C Freezer
• Storage Warning: Moisture Sensitive: Desiccate

DETAILS

Toronto Research Chemicals - O876100

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.