Ligand phenacetin
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Basic Ligand Information
C10H13NO2
phenacetin
CPJSUEIXXCENMM-UHFFFAOYSA-N
4-ethoxyacetanilide, N-(4-ethoxyphenyl)-acetamide, N-(4-ethoxyphenyl)-aecetamide, N-acetyl-4-ethoxyaniline
Roles as Enzyme Ligand
In Vivo Substrate in Enzyme-catalyzed Reactions (1 result)
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phenacetin + H2O = acetate + 4-ethoxyaniline
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In Vivo Product in Enzyme-catalyzed Reactions (1 result)
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phenetidine + acetate = phenacetin + H2O
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Substrate in Enzyme-catalyzed Reactions (3 results)
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phenacetin + [reduced NADPH-hemoprotein reductase] + O2 = ?
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phenacetin + H2O = acetate + 4-ethoxyaniline
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Product in Enzyme-catalyzed Reactions (5 results)
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acetyl-CoA + 4-ethoxyaniline = CoA + 4-ethoxyacetanilide
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acetyl-CoA + p-phenetidine = CoA + N-(4-ethoxyphenyl)-acetamide
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acetyl-CoA + 4-ethoxyaniline = CoA + N-acetyl-4-ethoxyaniline
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acetyl-CoA + p-phenetidine = CoA + N-(4-ethoxyphenyl)-aecetamide
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phenetidine + acetate = phenacetin + H2O
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Inhibitor in Enzyme-catalyzed Reactions (2 results)
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substrate 4-nitroacetanilide, Ki: 8.9 nM, competitive inhibition, induction of activity for 2-nitrophenylacetate and methylbutyrate
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3D Structure of Enzyme-Ligand-Complex (PDB) (1 result)
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Enzyme Kinetic Parameters
Ki Value (1 result)
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0.0000089
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substrate 4-nitroacetanilide, competitive inhibition, induction of activity for 2-nitrophenylacetate and methylbutyrate
References & Links
Literature References (6)
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Characterization of an inducible amidase from Pseudomonas acidovorans AE1
1975
Alt, J.; Heymann, E.; Krisch, K.
Eur. J. Biochem.
53
357-369
Cholesterol-metabolizing cytochromes P450
2006
Pikuleva, I.A.
Drug Metab. Dispos.
34
513-520
Kinetic study of paracetamol on prolidase activity in erythrocytes by capillary electrophoresis with Ru(bpy)3 2+ electrochemiluminescence detection
2006
Yuan, J.; Wei, H.; Jin, W.; Yang, X.; Wang, E.
Electrophoresis
27
4047-4051
Molecular characterization of a novel bacterial aryl acylamidase belonging to the amidase signature enzyme family
2010
Ko, H.J.; Lee, E.W.; Bang, W.G.; Lee, C.K.; Kim, K.H.; Choi, I.G.
Mol. Cells
29
485-492
Predominant contributions of carboxylesterase 1 and 2 in hydrolysis of anordrin in humans
2018
Jiang, J.; Chen, X.; Zhong, D.
Xenobiotica
48
533-540
Predominant contributions of carboxylesterase 1 and 2 in hydrolysis of anordrin in humans
2018
Jiang, J.; Chen, X.; Zhong, D.
Xenobiotica
48
533-540
Links to other databases for phenacetin