1-hydroxy-N-[6-(methanesulfonylsulfanyl)hexyl]-2,2,5,5-tetramethyl-2,5-dihydro-1H-pyrrole-3-carboxamide

• ChemBase ID: 176134
• Molecular Formular: C16H30N2O4S2
• Molecular Mass: 378.5504
• Monoisotopic Mass: 378.16469945
• SMILES: C1=C(C(N(C1(C)C)O)(C)C)C(=O)NCCCCCCSS(=O)(=O)C
• Canonical SMILES: O=C(C1=CC(N(C1(C)C)O)(C)C)NCCCCCCSS(=O)(=O)C
• InChI: InChI=1S/C16H30N2O4S2/c1-15(2)12-13(16(3,4)18(15)20)14(19)17-10-8-6-7-9-11-23-24(5,21)22/h12,20H,6-11H2,1-5H3,(H,17,19)
• InChIKey: RNGXKNWRGVXYTF-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-hydroxy-N-[6-(methanesulfonylsulfanyl)hexyl]-2,2,5,5-tetramethyl-2,5-dihydro-1H-pyrrole-3-carboxamide
• IUPAC Traditional name: 1-hydroxy-N-[6-(methanesulfonylsulfanyl)hexyl]-2,2,5,5-tetramethylpyrrole-3-carboxamide
• Synonyms: (1-Oxyl-2,2,5,5-tetramethylpyrroline-3-yl)carbamidohexyl Methanethiosulfonate

Database IDs

• PubChem SID: 164232044
• PubChem CID: 71751415

CALCULATED PROPERTIES

• Acid pKa: 14.670713
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): 1.2329301
• LogD (pH = 7.4): 1.2345011
• Log P: 1.2345213
• Molar Refractivity: 99.8954 cm^3
• Polarizability: 39.917404 Å^3
• Polar Surface Area: 86.71 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; DMSO
• Apperance: Brown Low Melting Solid
• Melting Point: 55-65°C

Safety Information

• Storage Condition: Amber Vial, Refrigerator
• Storage Warning: Moisture Sensitive: Desiccate

DETAILS

Toronto Research Chemicals - O876050

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.