3-[(3,4-dihydroxy-5-nitrophenyl)methylidene](1,2,3,4,5-13C5)pentane-2,4-dione

• ChemBase ID: 175177
• Molecular Formular: C12H11NO6
• Molecular Mass: 270.18211419
• Monoisotopic Mass: 270.07541127
• SMILES: c1(c(c(cc(c1)C=[13C]([13C](=O)[13CH3])[13C](=O)[13CH3])[N+](=O)[O-])O)O
• Canonical SMILES: [13CH3][13C](=O)[13C](=Cc1cc(O)c(c(c1)[N+](=O)[O-])O)[13C](=O)[13CH3]
• InChI: InChI=1S/C12H11NO6/c1-6(14)9(7(2)15)3-8-4-10(13(18)19)12(17)11(16)5-8/h3-5,16-17H,1-2H3/i1+1,2+1,6+1,7+1,9+1
• InChIKey: UPMRZALMHVUCIN-VJQWXDCTSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-[(3,4-dihydroxy-5-nitrophenyl)methylidene](1,2,3,4,5-^1^3C₅)pentane-2,4-dione
• IUPAC Traditional name: 3-[(3,4-dihydroxy-5-nitrophenyl)methylidene](1,2,3,4,5-^1^3C₅)pentane-2,4-dione
• Synonyms: 3-[(3,4-Dihydroxy-5-nitrophenyl)methylene]-2,4-pentanedione-13C5; OR 462-13C5; Nitecapone-13C5

Database IDs

• PubChem SID: 164231087
• PubChem CID: 46782483

CALCULATED PROPERTIES

• Acid pKa: 5.8001647
• H Acceptors: 6
• H Donor: 2
• LogD (pH = 5.5): 1.5412828
• LogD (pH = 7.4): 0.2535732
• Log P: 1.715434
• Molar Refractivity: 67.5229 cm^3
• Polarizability: 24.565075 Å^3
• Polar Surface Area: 120.42 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - N490132

Labelled Nitecapone. Inhibitor for the treatment of Parkinson's disease.

REFERENCES

• Biggs, S., et al.: Eur. J. Pharmacol., 299, 83 (1996)
• Mannisto, P., et al.: Pharmacol. Rev., 51(1996)
• 593 (1996)
• Fisher, A., et al.: Neuroscience, 95(1996)
• 97 (1996)