1-[1-hydroxy-2,2,6,6-tetrakis(2H3)methyl(2H5)piperidin-4-yl]-2,5-dihydro-1H-pyrrole-2,5-dione

• ChemBase ID: 176124
• Molecular Formular: C13H20N2O3
• Molecular Mass: 252.3095
• Monoisotopic Mass: 252.14739251
• SMILES: C1=CC(=O)N(C1=O)C1CC(N(C(C1)(C)C)O)(C)C
• Canonical SMILES: ON1C(C)(C)CC(CC1(C)C)N1C(=O)C=CC1=O
• InChI: InChI=1S/C13H20N2O3/c1-12(2)7-9(8-13(3,4)15(12)18)14-10(16)5-6-11(14)17/h5-6,9,18H,7-8H2,1-4H3
• InChIKey: ATLHCOBCOLZMIK-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-[1-hydroxy-2,2,6,6-tetrakis(^2H₃)methyl(^2H₅)piperidin-4-yl]-2,5-dihydro-1H-pyrrole-2,5-dione
• IUPAC Traditional name: 1-[1-hydroxy-2,2,6,6-tetrakis(^2H₃)methyl(^2H₅)piperidin-4-yl]pyrrole-2,5-dione
• Synonyms: 4-(2,5-Dihydro-2,5-dioxo-1H-pyrrol-1-yl)-2,2,6,6-tetramethyl-1-piperidinyloxy-d17; 4-Maleimido-2,2,6,6-tetramethylpiperidinooxy-d17; 4-Maleimido-TEMPO-d17; 4-N-Maleimido-2,2,6,6-tetramethylpiperidine-d17 Nitroxide; A 25335-9-d17; MAL 6-d17; Oxytetramethyl Piperidinyl-d17 Maleimide; Tempo-maleimide-d17; N-(1-Oxyl-2,2,6,6-tetramethyl-4-piperidinyl)maleimide-d17

Database IDs

• PubChem SID: 164232034
• PubChem CID: 71751413

CALCULATED PROPERTIES

• Acid pKa: 14.741969
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 0.24359426
• LogD (pH = 7.4): 0.24398199
• Log P: 0.24398696
• Molar Refractivity: 68.2831 cm^3
• Polarizability: 26.426489 Å^3
• Polar Surface Area: 60.85 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - O873802

A labelled thiol specific spin label.

REFERENCES

• Seelig, B., et al.: Chem. Biol., 6, 167 (1999)