4-amino-1-hydroxy-2,2,6,6-tetramethylpiperidine-4-carboxylic acid

• ChemBase ID: 178469
• Molecular Formular: C10H20N2O3
• Molecular Mass: 216.2774
• Monoisotopic Mass: 216.14739251
• SMILES: C1C(N(C(CC1(N)C(=O)O)(C)C)O)(C)C
• Canonical SMILES: OC(=O)C1(N)CC(C)(C)N(C(C1)(C)C)O
• InChI: InChI=1S/C10H20N2O3/c1-8(2)5-10(11,7(13)14)6-9(3,4)12(8)15/h15H,5-6,11H2,1-4H3,(H,13,14)
• InChIKey: BYTZPINCZITWEC-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-amino-1-hydroxy-2,2,6,6-tetramethylpiperidine-4-carboxylic acid
• IUPAC Traditional name: 4-amino-1-hydroxy-2,2,6,6-tetramethylpiperidine-4-carboxylic acid
• Synonyms: 4-Amino-4-carboxy-2,2,6,6-tetramethylpiperidine-1-oxyl; NSC 239127; TOAC; 2,2,6,6-Tetramethylpiperidine-N-oxyl-4-amino-4-carboxylic Acid

Database IDs

• CAS Number: 15871-57-5
• PubChem SID: 164234379
• PubChem CID: 428497

CALCULATED PROPERTIES

• Acid pKa: 2.7343004
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): -2.525556
• LogD (pH = 7.4): -2.528815
• Log P: -2.525206
• Molar Refractivity: 56.0782 cm^3
• Polarizability: 22.634089 Å^3
• Polar Surface Area: 86.79 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Water
• Apperance: Light Yellow Solid
• Melting Point: >210°C (dec.)

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - T304500

A stable free radical spin label.

REFERENCES

• Marchetto, R., et al.: J.A.C.S., 115, 11042 (1993)
• Millhauser, et al.: J. Am. Chem. Soc., 121, 11071 (1999)