Ligand metyrapone

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Basic Ligand Information

Molecular Structure
Picture of metyrapone (click for magnification)
Molecular Formula
BRENDA Name
InChIKey
C14H14N2O
metyrapone
FJLBFSROUSIWMA-UHFFFAOYSA-N
Synonyms:
1,2-Bis(3-pyridyl)-2-methyl-1-propanone, 2-Methyl-1,2-di(3-pyridyl)-1-propanone, 2-methyl-1,2-di(pyridin-3-yl)propan-1-one

Roles as Enzyme Ligand

Substrate in Enzyme-catalyzed Reactions (4 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
metyrapone + NAD(P)H + H+ = 2-methyl-1,2-di(pyridin-3-yl)propan-1-ol + NAD(P)+
show the reaction diagram
-
metyrapone + ? = metyrapol + ?
show the reaction diagram
-

Product in Enzyme-catalyzed Reactions (1 result)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
metyrapol + NAD(P)+ = 2-methyl-1,2-di(pyridin-3-yl)propan-1-one + NAD(P)H + H+
show the reaction diagram
-
-

Activator in Enzyme-catalyzed Reactions (6 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
enhances activity
-

Inhibitor in Enzyme-catalyzed Reactions (47 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
1 mM, 14% inhibition
-
i.e. methyrapone
-
0.01 mM: 15% inhibition, 0.1 mM: 37% inhibition
-
1 mM, 83% inhibition
-
34% inhibition at 1 mM
-
strong inhibition, 0.1 mM: 57.3% inhibition
-
0.001 mM: 23% inhibition, 0.01 mM: 57% inhibition, 0.1 mM: 74% inhibition
-
slight inhibition
-
i.e. 2-methyl-1,2-di-3-pyridyl-1-propanone, moderate
-
0.1 mM, 41% residual activity
-
0.01 mM, 73.6% inhibition, 0.1 mM, 92.4% inhibition
-
complete inhibition at 0.1 mM
-
23% inhibition at 1 mM
-
i.e. 2-methyl-1,2-di-3-pyridyl-1-propanone, inhibition
-
enzyme P450cam bound to metyrapone is constrained in the closed conformation
slight inhibition of 27-monooxygenase
-
complete inhibition at 5 mM
-
SU 4885
-
partial inhibition
-
microsomal-bound enzyme
-
slight inhibition
-
weak inhibition in hyperplastic nodules, not in normal tissue
-
strong inhibition of hydration of benzopyrene 11,12-oxide and dibenzoanthracene 5,6-oxide
-

3D Structure of Enzyme-Ligand-Complex (PDB) (3 results)

EC NUMBER
ENZYME 3D STRUCTURE

Enzyme Kinetic Parameters

KM Value (2 results)

EC NUMBER
KM VALUE [MM]
KM VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE

IC50 Value (4 results)

EC NUMBER
IC50 VALUE
IC50 VALUE MAXIMUM
COMMENTARY
LITERATURE
0.005
-
pH 7.5, 32°C
0.005
-
pH 7.5, 32°C

References & Links

Links to other databases for metyrapone

ChEBI
PubChem
ChEBI
PubChem