1-hydroxy-2,2,5,5-tetramethyl-2,5-dihydro-1H-pyrrole-3-carboxylic acid

• ChemBase ID: 163784
• Molecular Formular: C9H15NO3
• Molecular Mass: 185.2203
• Monoisotopic Mass: 185.10519335
• SMILES: C1=C(C(N(C1(C)C)O)(C)C)C(=O)O
• Canonical SMILES: OC(=O)C1=CC(N(C1(C)C)O)(C)C
• InChI: InChI=1S/C9H15NO3/c1-8(2)5-6(7(11)12)9(3,4)10(8)13/h5,13H,1-4H3,(H,11,12)
• InChIKey: SADYUZSTFFUBBP-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-hydroxy-2,2,5,5-tetramethyl-2,5-dihydro-1H-pyrrole-3-carboxylic acid
• IUPAC Traditional name: 1-hydroxy-2,2,5,5-tetramethylpyrrole-3-carboxylic acid
• Synonyms: 1-Oxy-2,2,5,5-tetramethylpyrroline-3-carboxylic Acid; 2,5-Dihydro-1-hydroxy-2,2,5,5-tetramethyl-1H-pyrrole-3-carboxylic Acid; 3-Carboxy-2,2,5,5-tetramethyl-3-pyrrolin-1-yloxy, Free Radical

Database IDs

• CAS Number: 2154-67-8
• PubChem SID: 162257919
• PubChem CID: 75079

CALCULATED PROPERTIES

• Acid pKa: 4.6535134
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): -0.2937804
• LogD (pH = 7.4): -2.0712798
• Log P: 0.61032176
• Molar Refractivity: 48.9208 cm^3
• Polarizability: 19.0253 Å^3
• Polar Surface Area: 60.77 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Methanol
• Apperance: Yellow Solid
• Melting Point: >140°C (dec.)

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - C179075

A highly reactive spin-label.

REFERENCES

• Jin, Y., et al.: Bioorg. Med. Chem., 14, 3062 (2006)
• Biczo, R., et al.: J. Inorg. Biochem., 103, 362 (2006)