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Literature summary for 3.3.2.10 extracted from

  • Dietze, E.C.; Kuwano, E.; Casa, J.; Hammock, B.D.
    Inhibition of cytosolic epoxide hydrolase by trans-3-phenylglycidols (1991), Biochem. Pharmacol., 42, 1163-1175.
    View publication on PubMed
Search for more literature for 3.3.2.10

Activating Compound

Activating Compound Comment Organism Structure
additional information clofibrate induces the enzyme Mus musculus

Inhibitors

Inhibitors Comment Organism Structure
(1R,2R)-1,2-epoxy-1-phenyl-1-propane weak inhibition, IC50 is 1.1 mM Mus musculus
(1S,2S)-1,2-epoxy-1-phenyl-1-propane weak inhibition, IC50 is 2.4 mM, preincubation of enzyme with inhibitor does not influence the inhibitory effect Mus musculus
(2R,3R)-1-acetoxy-2,3-epoxy-3-(4-nitrophenyl)propane IC50 is 0.069 mM Mus musculus
(2R,3R)-1-benzyloxy-2,3-epoxy-3-(4-nitrophenyl)propane IC50 is 0.024 mM Mus musculus
(2R,3R)-1-ethoxy-2,3-epoxy-3-(4-nitrophenyl)propane IC50 is 0.069 mM Mus musculus
(2R,3R)-2,3-epoxy-3-(4-nitrophenyl)glycidol IC50 is 1.2 mM, the S-enantiomer is a 750fold better inhibitor compared to the R-isomer Mus musculus
(2R,3R)-3-(4-bromophenyl)glycidol preincubation of enzyme with inhibitor increases the inhibitory effect Mus musculus
(2R,3R)-3-(4-nitrophenyl)glycidol
-
 Mus musculus
(2S,3S)-1-acetoxy-2,3-epoxy-3-(4-nitrophenyl)propane IC50 is 0.012 mM, preincubation of enzyme with inhibitor decreases the inhibitory effect Mus musculus
(2S,3S)-1-benzyloxy-2,3-epoxy-3-(4-nitrophenyl)propane IC50 is 0.039 mM Mus musculus
(2S,3S)-1-ethoxy-2,3-epoxy-3-(4-nitrophenyl)propane IC50 is 0.012 mM, preincubation of enzyme with inhibitor decreases the inhibitory effect Mus musculus
(2S,3S)-2,3-epoxy-3-(4-nitrophenyl)glycidol IC50 is 0.0016 mM, the S-enantiomer is a 750fold better inhibitor compared to the R-isomer Mus musculus
(2S,3S)-3-(4-bromophenyl)glycidol
-
 Mus musculus
(2S,3S)-3-(4-nitrophenyl)glycidol preincubation of enzyme with inhibitor increases the inhibitory effect Mus musculus
4-fluorochalcone oxide IC50 is 0.026 mM Mus musculus
Chalcone oxide IC50 is 0.055 mM Mus musculus
additional information inhibitor synthesis, overview, inhibition mechanisms, overview Mus musculus
racemic 2,3-epoxy-1,3-diphenyl-1-propanol IC50 is 0.029 mM Mus musculus
racemic 2,3-epoxy-3-(4-fluorophenyl)-1-phenyl-1-propanol IC50 is 0.032 mM Mus musculus
racemic 2,3-epoxy-3-(4-nitrophenyl)-1-phenyl-1-propanol IC50 is 0.0017 mM Mus musculus
racemic 3,4-epoxy-4-(4-nitrophenyl)-1-butanol IC50 is 0.012 mM Mus musculus
racemic 3-(4-nitrophenyl)glycidol IC50 is 0.005 mM Mus musculus

Localization

Localization Comment Organism GeneOntology No. Textmining
cytosol
-
 Mus musculus 5829
-

Organism

Organism UniProt Comment Textmining
Mus musculus
-
 Swiss Webster mice
-

Purification (Commentary)

Purification (Comment) Organism
from livers, partially by subcellular fractionation Mus musculus

Source Tissue

Source Tissue Comment Organism Textmining
liver
-
 Mus musculus
-

Synonyms

Synonyms Comment Organism
CEH
-
 Mus musculus
Cytosolic epoxide hydrolase
-
 Mus musculus

Temperature Optimum [°C]

Temperature Optimum [°C] Temperature Optimum Maximum [°C] Comment Organism
37
-
 assay at Mus musculus

pH Optimum

pH Optimum Minimum pH Optimum Maximum Comment Organism
9
-
 assay at Mus musculus

IC50 Value

IC50 Value IC50 Value Maximum Comment Organism Inhibitor Structure
0.0016
-
 IC50 is 0.0016 mM, the S-enantiomer is a 750fold better inhibitor compared to the R-isomer Mus musculus (2S,3S)-2,3-epoxy-3-(4-nitrophenyl)glycidol
0.0017
-
 IC50 is 0.0017 mM Mus musculus racemic 2,3-epoxy-3-(4-nitrophenyl)-1-phenyl-1-propanol
0.005
-
 IC50 is 0.005 mM Mus musculus racemic 3-(4-nitrophenyl)glycidol
0.012
-
 IC50 is 0.012 mM Mus musculus racemic 3,4-epoxy-4-(4-nitrophenyl)-1-butanol
0.012
-
 IC50 is 0.012 mM, preincubation of enzyme with inhibitor decreases the inhibitory effect Mus musculus (2S,3S)-1-acetoxy-2,3-epoxy-3-(4-nitrophenyl)propane
0.012
-
 IC50 is 0.012 mM, preincubation of enzyme with inhibitor decreases the inhibitory effect Mus musculus (2S,3S)-1-ethoxy-2,3-epoxy-3-(4-nitrophenyl)propane
0.024
-
 IC50 is 0.024 mM Mus musculus (2R,3R)-1-benzyloxy-2,3-epoxy-3-(4-nitrophenyl)propane
0.026
-
 IC50 is 0.026 mM Mus musculus 4-fluorochalcone oxide
0.029
-
 IC50 is 0.029 mM Mus musculus racemic 2,3-epoxy-1,3-diphenyl-1-propanol
0.032
-
 IC50 is 0.032 mM Mus musculus racemic 2,3-epoxy-3-(4-fluorophenyl)-1-phenyl-1-propanol
0.039
-
 IC50 is 0.039 mM Mus musculus (2S,3S)-1-benzyloxy-2,3-epoxy-3-(4-nitrophenyl)propane
0.055
-
 IC50 is 0.055 mM Mus musculus Chalcone oxide
0.069
-
 IC50 is 0.069 mM Mus musculus (2R,3R)-1-acetoxy-2,3-epoxy-3-(4-nitrophenyl)propane
0.069
-
 IC50 is 0.069 mM Mus musculus (2R,3R)-1-ethoxy-2,3-epoxy-3-(4-nitrophenyl)propane
1.1
-
 weak inhibition, IC50 is 1.1 mM Mus musculus (1R,2R)-1,2-epoxy-1-phenyl-1-propane
1.2
-
 IC50 is 1.2 mM, the S-enantiomer is a 750fold better inhibitor compared to the R-isomer Mus musculus (2R,3R)-2,3-epoxy-3-(4-nitrophenyl)glycidol
2.4
-
 weak inhibition, IC50 is 2.4 mM, preincubation of enzyme with inhibitor does not influence the inhibitory effect Mus musculus (1S,2S)-1,2-epoxy-1-phenyl-1-propane