Ligand miconazole

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Basic Ligand Information

Molecular Structure
Picture of miconazole (click for magnification)
Molecular Formula
BRENDA Name
InChIKey
C18H14ClN2O
miconazole
BYBLEWFAAKGYCD-UHFFFAOYSA-N

Show all pahtways known for Show all pathways known for miconazole

Roles as Enzyme Ligand

Substrate in Enzyme-catalyzed Reactions (2 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
miconazole + UDP-alpha-D-glucuronate = miconazole D-glucuronate + UDP
show the reaction diagram
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ATP + H2O + miconazole/in = ADP + phosphate + miconazole/out
show the reaction diagram
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Product in Enzyme-catalyzed Reactions (1 result)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
ATP + H2O + miconazole/in = ADP + phosphate + miconazole/out
show the reaction diagram
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-

Activator in Enzyme-catalyzed Reactions (2 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
substrate lanosterol: dose-dependent activation, maximum activation with about 0.01 mM miconazole, required to inhibit 14alpha-methyl demethylase, 14alpha-demethylation of lanosterol. 14alpha-methyl demethylase activity is dominant over 24-reductase activity, and blockade or removal of 14alpha-methyl demethylase activity is absolutely required for the detection of maximal 24-reductase activity when lanosterol substrate is present
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0.2 mM miconazole induce a 2.5-fold increase of artemisinin production after 24 h, but have severe effects on cell viability
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Inhibitor in Enzyme-catalyzed Reactions (35 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
50% inhibition at 0.3 mM
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25.7% residual activity at 0.1 mM
-
36% inhibition at 1 mM
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i.e. 1-[2,4-dichloro-beta-([2,4-di-chlorobenzyl]oxy)phenethyl]-imidazole, mixed-type, weak
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0.048 mM, 50% inhibition
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0.01 mM, 26.2% inhibition, 0.1 mM, 78.5% inhibition
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30% inhibition at 0.1 mM
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i.e. 1-[2,4-dichloro-beta-([2,4-di-chlorobenzyl]oxy)phenethyl]-imidazole, mixed-type, weak
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azole derivative, antimycotic drug, strong dose-dependent inhibition
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partial inhibition
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0.003 mM, complete inhibition
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IC50: 0.15 mM
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0.064 mM, 100% inhibition
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100% inhibition at a concentration of 0.032 mg/ml
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50% inhibition at 0.0224 mM
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slight inhibition
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i.e. 1-[2,4-dichloro-beta-[(2,4-dichlorobenzyl)oxy]phenyl]imidazole
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Enzyme Kinetic Parameters

KM Value (1 result)

EC NUMBER
KM VALUE [MM]
KM VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
0.059
-
isoform UGT1A4, pH 7.4, 37C

Ki Value (4 results)

EC NUMBER
KI VALUE [MM]
KI VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
0.039
-
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IC50 Value (9 results)

EC NUMBER
IC50 VALUE
IC50 VALUE MAXIMUM
COMMENTARY
LITERATURE
0.307
-
pH 7.5, 32C
0.307
-
pH 7.5, 32C
0.15
-
IC50: 0.15 mM
0.0189
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References & Links

Links to other databases for miconazole

ChEBI
PubChem
ChEBI
PubChem