N-acetyl-4-benzoquinoneimine   Click here for help

GtoPdb Ligand ID: 6299

Synonyms: N-acetyl-p-benzo-quinoneimine | napqi
Compound class: Synthetic organic
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 3
Hydrogen bond donors 0
Rotatable bonds 1
Topological polar surface area 46.5
Molecular weight 149.05
XLogP 0.09
No. Lipinski's rules broken 0
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Canonical SMILES O=C1C=CC(=NC(=O)C)C=C1
Isomeric SMILES O=C1C=CC(=NC(=O)C)C=C1
InChI InChI=1S/C8H7NO2/c1-6(10)9-7-2-4-8(11)5-3-7/h2-5H,1H3
1. Andersson DA, Gentry C, Alenmyr L, Killander D, Lewis SE, Andersson A, Bucher B, Galzi JL, Sterner O, Bevan S et al.. (2011)
TRPA1 mediates spinal antinociception induced by acetaminophen and the cannabinoid Δ(9)-tetrahydrocannabiorcol.
Nat Commun, 2: 551. [PMID:22109525]
2. Nassini R, Materazzi S, Andrè E, Sartiani L, Aldini G, Trevisani M, Carnini C, Massi D, Pedretti P, Carini M et al.. (2010)
Acetaminophen, via its reactive metabolite N-acetyl-p-benzo-quinoneimine and transient receptor potential ankyrin-1 stimulation, causes neurogenic inflammation in the airways and other tissues in rodents.
FASEB J, 24 (12): 4904-16. [PMID:20720158]