show 
Synthesis and structure-activity relationship of acylthiourea derivatives as inhibitors of microsomal epoxide hydrolase
Shen, W.; Fang, Y.; Tong, A.; Zhu, Q.; Med. Chem. Res. 21, 4214-4218 (2012)
No PubMed abstract available
Data extracted from this reference:
Inhibitors
Inhibitors
Commentary
Organism
Structure
1,3-dicyclohexylurea
-
Homo sapiens
1,3-diphenylurea
-
Homo sapiens
N-(phenylcarbamothioyl)acetamide
-
Homo sapiens
N-(phenylcarbamothioyl)benzamide
-
Homo sapiens
N-(pyridin-4-ylcarbamothioyl)acetamide
-
Homo sapiens
N-(pyridin-4-ylcarbamothioyl)benzamide
-
Homo sapiens
N-(tert-butylcarbamothioyl)acetamide
-
Homo sapiens
N-(tert-butylcarbamothioyl)benzamide
-
Homo sapiens
N-acetyl-N'-adamantyl thiourea
-
Homo sapiens
N-acetyl-N'-[(3-trifluoromethyl-4-bromo)phenyl] thiourea
-
Homo sapiens
N-benzoyl-N'-adamantyl thiourea
-
Homo sapiens
N-benzoyl-N'-[(3-trifluoromethyl-4-bromo)phenyl] thiourea
-
Homo sapiens
N-[(2,6-dichlorophenyl)carbamothioyl]acetamide
-
Homo sapiens
N-[(2,6-dichlorophenyl)carbamothioyl]benzamide
-
Homo sapiens
N-[(2,6-diethoxyphenyl)carbamothioyl]acetamide
-
Homo sapiens
N-[(2,6-diethoxyphenyl)carbamothioyl]benzamide
-
Homo sapiens
N-[(2-methoxy-4-methylphenyl)carbamothioyl]acetamide
-
Homo sapiens
N-[(2-methoxy-4-methylphenyl)carbamothioyl]benzamide
-
Homo sapiens
N-[(2-methoxy-4-nitrophenyl)carbamothioyl]acetamide
-
Homo sapiens
N-[(2-methoxy-4-nitrophenyl)carbamothioyl]benzamide
-
Homo sapiens
N-[(2-methylphenyl)carbamothioyl]acetamide
-
Homo sapiens
N-[(2-methylphenyl)carbamothioyl]benzamide
-
Homo sapiens
N-[(4-bromonaphthalen-1-yl)carbamothioyl]acetamide
-
Homo sapiens
N-[(4-bromonaphthalen-1-yl)carbamothioyl]benzamide
-
Homo sapiens
N-[(4-bromophenyl)carbamothioyl]acetamide
-
Homo sapiens
N-[(4-bromophenyl)carbamothioyl]benzamide
-
Homo sapiens
N-[(4-chlorophenyl)carbamothioyl]acetamide
-
Homo sapiens
N-[(4-chlorophenyl)carbamothioyl]benzamide
-
Homo sapiens
N-[(4-phenoxyphenyl)carbamothioyl]acetamide
-
Homo sapiens
N-[(4-phenoxyphenyl)carbamothioyl]benzamide
-
Homo sapiens
N-[[4-(morpholin-4-yl)phenyl]carbamothioyl]acetamide
-
Homo sapiens
N-[[4-(morpholin-4-yl)phenyl]carbamothioyl]benzamide
-
Homo sapiens
Localization
Localization
Commentary
Organism
GeneOntology No.
Textmining
microsome
-
Homo sapiens
-
-
Natural Substrates/ Products (Substrates)
Natural Substrates
Organism
Commentary (Nat. Sub.)
Natural Products
Commentary (Nat. Pro.)
Organism (Nat. Pro.)
Reversibility
cis-stilbene oxide + H2O
Homo sapiens
-
(+)-(1R,2R)-1,2-diphenylethane-1,2-diol
-
-
?
Organism
Organism
Primary Accession No. (UniProt)
Commentary
Textmining
Homo sapiens
-
-
-
Source Tissue
Source Tissue
Commentary
Organism
Textmining
liver
-
Homo sapiens
-
Substrates and Products (Substrate)
Substrates
Commentary Substrates
Literature (Substrates)
Organism
Products
Commentary (Products)
Literature (Products)
Organism (Products)
Reversibility
7,12-dimethylbenz[a]anthracene + H2O
-
732444
Homo sapiens
?
-
-
-
?
benzo(a)pyrene 4,5-oxide + H2O
-
732444
Homo sapiens
?
-
-
-
?
cis-stilbene oxide + H2O
-
732444
Homo sapiens
(+)-(1R,2R)-1,2-diphenylethane-1,2-diol
-
-
-
?
IC50 Value
IC50 Value
IC50 Value Maximum
Commentary
Organism
Inhibitor
Structure
0.00016
-
pH and temperature not specified in the publication
Homo sapiens
1,3-dicyclohexylurea
0.00101
-
pH and temperature not specified in the publication
Homo sapiens
N-benzoyl-N'-adamantyl thiourea
0.00112
-
pH and temperature not specified in the publication
Homo sapiens
N-acetyl-N'-adamantyl thiourea
0.00117
-
pH and temperature not specified in the publication
Homo sapiens
N-benzoyl-N'-[(3-trifluoromethyl-4-bromo)phenyl] thiourea
0.0012
-
pH and temperature not specified in the publication
Homo sapiens
1,3-diphenylurea
0.00129
-
pH and temperature not specified in the publication
Homo sapiens
N-(phenylcarbamothioyl)benzamide
0.00139
-
pH and temperature not specified in the publication
Homo sapiens
N-acetyl-N'-[(3-trifluoromethyl-4-bromo)phenyl] thiourea
0.0015
-
pH and temperature not specified in the publication
Homo sapiens
N-[(2-methylphenyl)carbamothioyl]acetamide
0.00158
-
pH and temperature not specified in the publication
Homo sapiens
N-(tert-butylcarbamothioyl)benzamide
0.00164
-
pH and temperature not specified in the publication
Homo sapiens
N-[(4-bromophenyl)carbamothioyl]acetamide
0.00164
-
pH and temperature not specified in the publication
Homo sapiens
N-[(4-chlorophenyl)carbamothioyl]benzamide
0.00165
-
pH and temperature not specified in the publication
Homo sapiens
N-[(2-methoxy-4-nitrophenyl)carbamothioyl]benzamide
0.00169
-
pH and temperature not specified in the publication
Homo sapiens
N-[(2-methoxy-4-methylphenyl)carbamothioyl]acetamide
0.00172
-
pH and temperature not specified in the publication
Homo sapiens
N-[[4-(morpholin-4-yl)phenyl]carbamothioyl]benzamide
0.00187
-
pH and temperature not specified in the publication
Homo sapiens
N-[(2-methoxy-4-nitrophenyl)carbamothioyl]acetamide
0.00188
-
pH and temperature not specified in the publication
Homo sapiens
N-[(4-bromonaphthalen-1-yl)carbamothioyl]benzamide
0.00204
-
pH and temperature not specified in the publication
Homo sapiens
N-[(2,6-diethoxyphenyl)carbamothioyl]benzamide
0.00207
-
pH and temperature not specified in the publication
Homo sapiens
N-(pyridin-4-ylcarbamothioyl)acetamide
0.0021
-
pH and temperature not specified in the publication
Homo sapiens
N-[(4-phenoxyphenyl)carbamothioyl]benzamide
0.00215
-
pH and temperature not specified in the publication
Homo sapiens
N-[(2,6-dichlorophenyl)carbamothioyl]benzamide
0.00221
-
pH and temperature not specified in the publication
Homo sapiens
N-[(4-chlorophenyl)carbamothioyl]acetamide
0.00228
-
pH and temperature not specified in the publication
Homo sapiens
N-(pyridin-4-ylcarbamothioyl)benzamide
0.00229
-
pH and temperature not specified in the publication
Homo sapiens
N-[(2,6-dichlorophenyl)carbamothioyl]acetamide
0.00235
-
pH and temperature not specified in the publication
Homo sapiens
N-(phenylcarbamothioyl)acetamide
0.00242
-
pH and temperature not specified in the publication
Homo sapiens
N-[(4-bromonaphthalen-1-yl)carbamothioyl]acetamide
0.00253
-
pH and temperature not specified in the publication
Homo sapiens
N-[(2,6-diethoxyphenyl)carbamothioyl]acetamide
0.00254
-
pH and temperature not specified in the publication
Homo sapiens
N-[(2-methoxy-4-methylphenyl)carbamothioyl]benzamide
0.00259
-
pH and temperature not specified in the publication
Homo sapiens
N-[[4-(morpholin-4-yl)phenyl]carbamothioyl]acetamide
0.0027
-
pH and temperature not specified in the publication
Homo sapiens
N-(tert-butylcarbamothioyl)acetamide
0.00344
-
pH and temperature not specified in the publication
Homo sapiens
N-[(4-bromophenyl)carbamothioyl]benzamide
0.00354
-
pH and temperature not specified in the publication
Homo sapiens
N-[(2-methylphenyl)carbamothioyl]benzamide
0.0037
-
pH and temperature not specified in the publication
Homo sapiens
N-[(4-phenoxyphenyl)carbamothioyl]acetamide
IC50 Value (protein specific)
IC50 Value
IC50 Value Maximum
Commentary
Organism
Inhibitor
Structure
0.00016
-
pH and temperature not specified in the publication
Homo sapiens
1,3-dicyclohexylurea
0.00101
-
pH and temperature not specified in the publication
Homo sapiens
N-benzoyl-N'-adamantyl thiourea
0.00112
-
pH and temperature not specified in the publication
Homo sapiens
N-acetyl-N'-adamantyl thiourea
0.00117
-
pH and temperature not specified in the publication
Homo sapiens
N-benzoyl-N'-[(3-trifluoromethyl-4-bromo)phenyl] thiourea
0.0012
-
pH and temperature not specified in the publication
Homo sapiens
1,3-diphenylurea
0.00129
-
pH and temperature not specified in the publication
Homo sapiens
N-(phenylcarbamothioyl)benzamide
0.00139
-
pH and temperature not specified in the publication
Homo sapiens
N-acetyl-N'-[(3-trifluoromethyl-4-bromo)phenyl] thiourea
0.0015
-
pH and temperature not specified in the publication
Homo sapiens
N-[(2-methylphenyl)carbamothioyl]acetamide
0.00158
-
pH and temperature not specified in the publication
Homo sapiens
N-(tert-butylcarbamothioyl)benzamide
0.00164
-
pH and temperature not specified in the publication
Homo sapiens
N-[(4-bromophenyl)carbamothioyl]acetamide
0.00164
-
pH and temperature not specified in the publication
Homo sapiens
N-[(4-chlorophenyl)carbamothioyl]benzamide
0.00165
-
pH and temperature not specified in the publication
Homo sapiens
N-[(2-methoxy-4-nitrophenyl)carbamothioyl]benzamide
0.00169
-
pH and temperature not specified in the publication
Homo sapiens
N-[(2-methoxy-4-methylphenyl)carbamothioyl]acetamide
0.00172
-
pH and temperature not specified in the publication
Homo sapiens
N-[[4-(morpholin-4-yl)phenyl]carbamothioyl]benzamide
0.00187
-
pH and temperature not specified in the publication
Homo sapiens
N-[(2-methoxy-4-nitrophenyl)carbamothioyl]acetamide
0.00188
-
pH and temperature not specified in the publication
Homo sapiens
N-[(4-bromonaphthalen-1-yl)carbamothioyl]benzamide
0.00204
-
pH and temperature not specified in the publication
Homo sapiens
N-[(2,6-diethoxyphenyl)carbamothioyl]benzamide
0.00207
-
pH and temperature not specified in the publication
Homo sapiens
N-(pyridin-4-ylcarbamothioyl)acetamide
0.0021
-
pH and temperature not specified in the publication
Homo sapiens
N-[(4-phenoxyphenyl)carbamothioyl]benzamide
0.00215
-
pH and temperature not specified in the publication
Homo sapiens
N-[(2,6-dichlorophenyl)carbamothioyl]benzamide
0.00221
-
pH and temperature not specified in the publication
Homo sapiens
N-[(4-chlorophenyl)carbamothioyl]acetamide
0.00228
-
pH and temperature not specified in the publication
Homo sapiens
N-(pyridin-4-ylcarbamothioyl)benzamide
0.00229
-
pH and temperature not specified in the publication
Homo sapiens
N-[(2,6-dichlorophenyl)carbamothioyl]acetamide
0.00235
-
pH and temperature not specified in the publication
Homo sapiens
N-(phenylcarbamothioyl)acetamide
0.00242
-
pH and temperature not specified in the publication
Homo sapiens
N-[(4-bromonaphthalen-1-yl)carbamothioyl]acetamide
0.00253
-
pH and temperature not specified in the publication
Homo sapiens
N-[(2,6-diethoxyphenyl)carbamothioyl]acetamide
0.00254
-
pH and temperature not specified in the publication
Homo sapiens
N-[(2-methoxy-4-methylphenyl)carbamothioyl]benzamide
0.00259
-
pH and temperature not specified in the publication
Homo sapiens
N-[[4-(morpholin-4-yl)phenyl]carbamothioyl]acetamide
0.0027
-
pH and temperature not specified in the publication
Homo sapiens
N-(tert-butylcarbamothioyl)acetamide
0.00344
-
pH and temperature not specified in the publication
Homo sapiens
N-[(4-bromophenyl)carbamothioyl]benzamide
0.00354
-
pH and temperature not specified in the publication
Homo sapiens
N-[(2-methylphenyl)carbamothioyl]benzamide
0.0037
-
pH and temperature not specified in the publication
Homo sapiens
N-[(4-phenoxyphenyl)carbamothioyl]acetamide
Inhibitors (protein specific)
Inhibitors
Commentary
Organism
Structure
1,3-dicyclohexylurea
-
Homo sapiens
1,3-diphenylurea
-
Homo sapiens
N-(phenylcarbamothioyl)acetamide
-
Homo sapiens
N-(phenylcarbamothioyl)benzamide
-
Homo sapiens
N-(pyridin-4-ylcarbamothioyl)acetamide
-
Homo sapiens
N-(pyridin-4-ylcarbamothioyl)benzamide
-
Homo sapiens
N-(tert-butylcarbamothioyl)acetamide
-
Homo sapiens
N-(tert-butylcarbamothioyl)benzamide
-
Homo sapiens
N-acetyl-N'-adamantyl thiourea
-
Homo sapiens
N-acetyl-N'-[(3-trifluoromethyl-4-bromo)phenyl] thiourea
-
Homo sapiens
N-benzoyl-N'-adamantyl thiourea
-
Homo sapiens
N-benzoyl-N'-[(3-trifluoromethyl-4-bromo)phenyl] thiourea
-
Homo sapiens
N-[(2,6-dichlorophenyl)carbamothioyl]acetamide
-
Homo sapiens
N-[(2,6-dichlorophenyl)carbamothioyl]benzamide
-
Homo sapiens
N-[(2,6-diethoxyphenyl)carbamothioyl]acetamide
-
Homo sapiens
N-[(2,6-diethoxyphenyl)carbamothioyl]benzamide
-
Homo sapiens
N-[(2-methoxy-4-methylphenyl)carbamothioyl]acetamide
-
Homo sapiens
N-[(2-methoxy-4-methylphenyl)carbamothioyl]benzamide
-
Homo sapiens
N-[(2-methoxy-4-nitrophenyl)carbamothioyl]acetamide
-
Homo sapiens
N-[(2-methoxy-4-nitrophenyl)carbamothioyl]benzamide
-
Homo sapiens
N-[(2-methylphenyl)carbamothioyl]acetamide
-
Homo sapiens
N-[(2-methylphenyl)carbamothioyl]benzamide
-
Homo sapiens
N-[(4-bromonaphthalen-1-yl)carbamothioyl]acetamide
-
Homo sapiens
N-[(4-bromonaphthalen-1-yl)carbamothioyl]benzamide
-
Homo sapiens
N-[(4-bromophenyl)carbamothioyl]acetamide
-
Homo sapiens
N-[(4-bromophenyl)carbamothioyl]benzamide
-
Homo sapiens
N-[(4-chlorophenyl)carbamothioyl]acetamide
-
Homo sapiens
N-[(4-chlorophenyl)carbamothioyl]benzamide
-
Homo sapiens
N-[(4-phenoxyphenyl)carbamothioyl]acetamide
-
Homo sapiens
N-[(4-phenoxyphenyl)carbamothioyl]benzamide
-
Homo sapiens
N-[[4-(morpholin-4-yl)phenyl]carbamothioyl]acetamide
-
Homo sapiens
N-[[4-(morpholin-4-yl)phenyl]carbamothioyl]benzamide
-
Homo sapiens
Localization (protein specific)
Localization
Commentary
Organism
GeneOntology No.
Textmining
microsome
-
Homo sapiens
-
-
Natural Substrates/ Products (Substrates) (protein specific)
Natural Substrates
Organism
Commentary (Nat. Sub.)
Natural Products
Commentary (Nat. Pro.)
Organism (Nat. Pro.)
Reversibility
cis-stilbene oxide + H2O
Homo sapiens
-
(+)-(1R,2R)-1,2-diphenylethane-1,2-diol
-
-
?
Source Tissue (protein specific)
Source Tissue
Commentary
Organism
Textmining
liver
-
Homo sapiens
-
Substrates and Products (Substrate) (protein specific)
Substrates
Commentary Substrates
Literature (Substrates)
Organism
Products
Commentary (Products)
Literature (Products)
Organism (Products)
Reversibility
7,12-dimethylbenz[a]anthracene + H2O
-
732444
Homo sapiens
?
-
-
-
?
benzo(a)pyrene 4,5-oxide + H2O
-
732444
Homo sapiens
?
-
-
-
?
cis-stilbene oxide + H2O
-
732444
Homo sapiens
(+)-(1R,2R)-1,2-diphenylethane-1,2-diol
-
-
-
?
Other publictions for EC 3.3.2.9
No.
1st author
Pub Med
title
organims
journal
volume
pages
year
Activating Compound
Application
Cloned(Commentary)
Crystallization (Commentary)
Engineering
General Stability
Inhibitors
KM Value [mM]
Localization
Metals/Ions
Molecular Weight [Da]
Natural Substrates/ Products (Substrates)
Organic Solvent Stability
Organism
Oxidation Stability
Posttranslational Modification
Purification (Commentary)
Reaction
Renatured (Commentary)
Source Tissue
Specific Activity [micromol/min/mg]
Storage Stability
Substrates and Products (Substrate)
Subunits
Temperature Optimum [°C]
Temperature Range [°C]
Temperature Stability [°C]
Turnover Number [1/s]
pH Optimum
pH Range
pH Stability
Cofactor
Ki Value [mM]
pI Value
IC50 Value
Activating Compound (protein specific)
Application (protein specific)
Cloned(Commentary) (protein specific)
Cofactor (protein specific)
Crystallization (Commentary) (protein specific)
Engineering (protein specific)
General Stability (protein specific)
IC50 Value (protein specific)
Inhibitors (protein specific)
Ki Value [mM] (protein specific)
KM Value [mM] (protein specific)
Localization (protein specific)
Metals/Ions (protein specific)
Molecular Weight [Da] (protein specific)
Natural Substrates/ Products (Substrates) (protein specific)
Organic Solvent Stability (protein specific)
Oxidation Stability (protein specific)
Posttranslational Modification (protein specific)
Purification (Commentary) (protein specific)
Renatured (Commentary) (protein specific)
Source Tissue (protein specific)
Specific Activity [micromol/min/mg] (protein specific)
Storage Stability (protein specific)
Substrates and Products (Substrate) (protein specific)
Subunits (protein specific)
Temperature Optimum [°C] (protein specific)
Temperature Range [°C] (protein specific)
Temperature Stability [°C] (protein specific)
Turnover Number [1/s] (protein specific)
pH Optimum (protein specific)
pH Range (protein specific)
pH Stability (protein specific)
pI Value (protein specific)
Expression
General Information
General Information (protein specific)
Expression (protein specific)
KCat/KM [mM/s]
KCat/KM [mM/s] (protein specific)
736011
Li
Discovery of a novel microsoma ...
Homo sapiens
Drug Metab. Dispos.
44
1341-1348
2016
-
-
-
-
-
-
2
1
1
-
-
1
-
2
-
-
-
-
-
1
-
-
4
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
2
-
1
1
-
-
1
-
-
-
-
-
1
-
-
4
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
731547
Chen
Hepatitis B spliced protein (H ...
Homo sapiens, Mus musculus
BMC Cancer
14
282
2014
2
-
-
-
-
-
-
-
2
-
-
-
-
3
-
-
-
-
-
2
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
2
-
-
-
-
-
-
-
-
-
-
2
-
-
-
-
-
-
-
-
2
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
732299
Nithipatikom
A novel activity of microsomal ...
Homo sapiens
J. Lipid Res.
55
2093-2102
2014
-
-
-
-
-
-
5
1
1
-
-
1
-
1
-
-
-
-
-
3
-
-
3
-
-
-
-
-
-
-
-
-
-
-
1
-
-
-
-
-
-
-
1
5
-
1
1
-
-
1
-
-
-
-
-
3
-
-
3
-
-
-
-
-
-
-
-
-
-
1
1
-
-
-
731225
Kamita
Characterization of Hovi-mEH1, ...
Homalodisca vitripennis
Arch. Insect Biochem. Physiol.
83
171-179
2013
-
-
1
-
-
-
-
1
1
-
2
1
-
6
-
-
-
-
-
-
4
-
5
1
-
-
-
1
-
-
-
-
-
1
-
-
-
1
-
-
-
-
-
-
-
1
1
-
2
1
-
-
-
-
-
-
4
-
5
1
-
-
-
1
-
-
-
1
-
-
-
-
-
-
731916
Kamita
Cloning and characterization o ...
Heliothis virescens
Insect Biochem. Mol. Biol.
43
219-228
2013
-
-
1
-
-
-
-
1
1
-
1
4
-
6
-
-
-
-
-
2
10
-
10
1
-
-
-
1
1
-
-
-
-
1
-
-
-
1
-
-
-
-
-
-
-
1
1
-
1
4
-
-
-
-
-
2
10
-
10
1
-
-
-
1
1
-
-
1
-
-
-
-
1
1
732905
Nguyen
Expression of a novel mRNA tra ...
Homo sapiens
RNA
19
752-766
2013
-
-
-
-
-
-
-
-
1
-
1
1
-
2
-
-
-
-
-
9
-
-
1
1
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
1
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Biochemical characterization ...
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698150
Lacko
Microsomal epoxide hydrolase g ...
Homo sapiens
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Liu
Microsomal epoxide hydrolase d ...
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Pushparajah
Differential response of human ...
Homo sapiens, Rattus norvegicus
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2008
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Morisseau
Gerry Brooks and epoxide hydro ...
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701185
Hu
Association between polymorphi ...
Homo sapiens
Respirology
13
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2
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Keating
Expression of ovarian microsom ...
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1
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Stereochemical features of the ...
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661494
Bellucci
Kinetics and stereochemistry o ...
Oryctolagus cuniculus
Chirality
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1994
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5
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1
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1
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208919
Lacourciere
Interaction of hepatic microso ...
Rattus norvegicus
Biochemistry
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1993
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1
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2
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2
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208935
Touhara
Juvenile hormone epoxide hydro ...
Manduca sexta
J. Biol. Chem.
268
19604-19609
1993
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-
-
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-
2
3
3
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1
1
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1
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5
1
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1
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1
1
1
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3
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1
1
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1
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5
1
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4
1
-
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1
1
1
-
-
-
-
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-
661024
Dietze
Inhibition of cytosolic epoxid ...
Mus musculus
Biochem. Pharmacol.
42
1163-1175
1991
1
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8
-
1
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2
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1
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8
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1
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1
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1
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1
-
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1
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-
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-
-
-
-
-
208915
Beaune
Hydrophobic chromatography: a ...
Homo sapiens, Rattus norvegicus
J. Chromatogr.
426
169-176
1988
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-
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2
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2
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2
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2
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3
2
-
2
-
-
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-
-
208911
Meijer
Comparison of the sex and subc ...
Cavia porcellus, Cricetinae, Homo sapiens, Mus musculus, Oryctolagus cuniculus, Platyrrhini
Eur. J. Biochem.
167
269-279
1987
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5
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14
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10
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5
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-
10
-
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-
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-
-
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-
208912
Moody
Purification of microsomal epo ...
Macaca mulatta
Arch. Biochem. Biophys.
258
156-166
1987
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-
-
-
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3
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1
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1
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2
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2
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-
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208908
Bulleid
Microsomal epoxide hydrolase o ...
Rattus norvegicus
Biochem. J.
233
607-611
1986
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-
-
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1
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1
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1
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1
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1
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1
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1
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2
1
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2
1
-
-
-
-
-
-
-
-
-
-
-
-
-
-
660845
Watabe
Hepatic microsomal cholesterol ...
Mus musculus
Biochem. Biophys. Res. Commun.
140
632-637
1986
5
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1
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1
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2
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1
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2
1
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1
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1
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1
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5
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1
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1
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1
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2
1
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1
-
1
-
-
-
1
-
-
-
-
-
-
-
-
-
661275
Astroem
Subcellular and organ distribu ...
Rattus norvegicus
Biochim. Biophys. Acta
882
359-366
1986
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3
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1
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1
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8
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1
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1
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1
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3
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1
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8
-
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1
-
1
-
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1
-
-
-
-
-
-
-
-
-
662084
Sevanian
Catalytic properties and inhib ...
Rattus norvegicus
J. Biol. Chem.
261
54-59
1986
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2
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1
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1
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1
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1
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1
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1
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2
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1
-
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1
-
-
-
-
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-
-
-
-
208877
Wixtrom
-
Membrane-bound and soluble-fra ...
Homo sapiens, Macaca mulatta, Mus musculus, Oryctolagus cuniculus, Rattus norvegicus
Biochem. Pharmacol. Toxicol.
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1985
5
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15
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5
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5
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3
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15
5
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30
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5
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15
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5
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3
-
15
5
-
30
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
208907
Chalmers
-
Purification of epoxide hydrol ...
Mus musculus
Biochem. Soc. Trans.
13
1153
1985
-
-
-
-
-
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-
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1
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1
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2
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
208909
Papadopoulos
Subcellular distribution, cata ...
Homo sapiens
Chem. Biol. Interact.
55
249-260
1985
2
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-
-
-
-
2
1
2
-
1
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1
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1
1
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4
1
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1
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2
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2
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1
2
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1
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1
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1
1
-
4
1
-
-
-
-
1
-
-
-
-
-
-
-
-
-
661435
Oesch
Existence of multiple forms of ...
Oryctolagus cuniculus, Rattus norvegicus
Carcinogenesis
5
7-9
1984
-
-
-
-
-
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4
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2
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2
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2
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2
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2
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4
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2
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2
-
-
2
-
-
-
-
-
-
-
-
-
-
-
-
-
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208878
Seidegard
Microsomal epoxide hydrolase. ...
Oryctolagus cuniculus, Rattus norvegicus
Biochim. Biophys. Acta
695
251-270
1983
13
-
-
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2
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2
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1
21
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1
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-
13
-
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2
-
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1
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-
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-
-
2
-
1
21
-
-
-
-
-
1
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-
-
-
-
-
-
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-
208903
Guenthner
Identification and characteriz ...
Mus musculus
J. Biol. Chem.
258
15054-15061
1983
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1
1
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1
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1
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4
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4
1
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1
1
-
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1
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1
-
-
4
-
-
-
-
-
4
1
-
-
-
-
-
-
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-
660782
Levin
Distinct rat hepatic microsoma ...
Rattus norvegicus
Arch. Biochem. Biophys.
220
485-494
1983
1
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1
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1
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1
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3
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1
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3
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5
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1
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1
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1
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-
-
-
-
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1
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1
-
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1
-
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1
-
3
-
-
5
-
1
-
-
-
1
-
-
-
-
-
-
-
-
-
208899
Vogel-Bindel
Endogenous role of microsomal ...
Rattus norvegicus
Eur. J. Biochem.
126
425-431
1982
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-
-
-
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9
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5
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3
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1
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-
5
-
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3
-
-
-
-
-
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-
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-
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9
-
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5
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1
-
5
-
-
3
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
208900
Wang
Purification of human liver cy ...
Homo sapiens
Biochemistry
21
5769-5776
1982
-
-
-
-
-
-
-
-
1
-
1
-
-
2
-
-
-
-
-
1
-
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8
2
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-
-
-
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-
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-
-
-
-
-
-
-
-
-
-
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1
-
1
-
-
-
-
-
-
1
-
-
8
2
-
-
-
-
-
-
-
-
-
-
-
-
-
-
208901
Guengerich
-
Epoxide hydratase: properties ...
Bos taurus, Cavia porcellus, Homo sapiens, Mus musculus, Rattus norvegicus
Rev. Biochem. Toxicol.
4
5-30
1982
-
-
-
-
-
-
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1
5
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10
4
-
5
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-
-
-
-
4
-
-
51
4
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
1
5
-
10
4
-
-
-
-
-
4
-
-
51
4
-
-
-
-
-
-
-
-
-
-
-
-
-
-
208897
Guenthner
Microsomal epoxide hydrolase ...
Rattus norvegicus
Methods Enzymol.
77
344-349
1981
-
-
-
-
-
-
-
-
1
-
1
-
-
1
-
-
1
-
-
1
1
2
1
1
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
1
-
1
-
-
-
-
1
-
1
1
2
1
1
-
-
-
-
-
-
-
-
-
-
-
-
-
-
208879
Lu
Molecular properties and biolo ...
Homo sapiens, Rattus norvegicus
Annu. Rev. Pharmacol. Toxicol.
20
513-531
1980
-
-
-
-
-
-
1
1
2
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-
2
-
2
-
-
-
-
-
2
-
-
10
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
1
-
1
2
-
-
2
-
-
-
-
-
2
-
-
10
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
208896
Ota
Cytosolic and microsomal epoxi ...
Cavia porcellus, Mus musculus, Rattus norvegicus
Science
207
1479-1481
1980
-
-
-
-
-
-
-
-
3
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6
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-
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-
3
6
-
6
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-
-
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-
3
3
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-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
3
-
-
-
-
-
-
-
-
3
6
-
6
-
-
-
-
-
3
3
-
-
-
-
-
-
-
-
208880
Oesch
-
Epoxide hydratase ...
Cavia porcellus, Felis catus, Mus musculus, Oryctolagus cuniculus, Pigeon, quail, Rattus norvegicus, Sus scrofa, toad, trout
Prog. Drug Metab.
3
253-301
1979
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-
-
-
-
-
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5
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1
3
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10
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1
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32
3
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33
3
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-
-
-
5
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
5
-
1
3
-
-
-
1
-
32
3
-
33
3
-
-
-
-
5
-
-
-
-
-
-
-
-
-
208891
Yawetz
Epoxide hydrase in Trypanosoma ...
Trypanosoma cruzi
Biochim. Biophys. Acta
585
210-219
1979
-
-
-
-
-
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5
1
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1
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1
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-
1
-
-
2
-
-
-
-
-
1
-
-
-
-
-
-
-
-
-
-
-
-
-
-
5
-
1
-
-
-
1
-
-
-
-
-
1
-
-
2
-
-
-
-
-
1
-
-
-
-
-
-
-
-
-
208892
Bindel
Endogenous role of epoxide-hyd ...
Rattus norvegicus
Eur. J. Biochem.
97
275-281
1979
-
-
-
-
-
-
-
-
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1
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6
1
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3
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-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
6
1
-
3
-
-
-
-
-
-
-
-
-
-
-
-
-
-
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208893
Lu
Purification of human liver mi ...
Homo sapiens, Rattus norvegicus
J. Biol. Chem.
254
5878-5881
1979
2
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5
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1
-
-
2
1
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15
2
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-
-
-
-
-
-
-
-
-
-
2
-
-
-
-
-
-
-
5
-
-
2
-
2
-
-
-
-
1
-
2
1
-
15
2
-
-
-
-
-
-
-
-
-
-
-
-
-
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208894
Bornstein
Comparison of nuclear and micr ...
Rattus norvegicus
Arch. Biochem. Biophys.
197
436-446
1979
3
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2
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8
1
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-
-
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-
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-
-
3
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-
-
-
-
-
-
-
-
-
2
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1
-
-
-
-
-
-
-
-
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8
1
-
-
-
-
-
-
-
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208895
Guengerich
Rat and human liver microsomal ...
Homo sapiens, Rattus norvegicus
J. Biol. Chem.
254
12248-12254
1979
2
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2
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2
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14
2
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-
-
-
-
-
-
-
-
-
-
2
-
-
-
-
-
-
-
-
-
-
2
-
2
-
-
-
-
2
-
2
-
-
14
2
-
-
-
-
-
-
-
-
-
-
-
-
-
-
208890
Lu
Purification and assay of live ...
Rattus norvegicus
Methods Enzymol.
52
193-200
1978
2
-
-
-
-
-
3
-
1
-
-
-
-
1
-
-
1
-
-
1
1
-
12
-
-
-
-
-
-
-
-
-
-
-
-
2
-
-
-
-
-
-
-
3
-
-
1
-
-
-
-
-
-
1
-
1
1
-
12
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
208881
Oesch
-
Epoxide hydratase ...
Cavia porcellus, Homo sapiens, Macaca mulatta, Mus musculus, Oryctolagus cuniculus, Rattus norvegicus
Mises Point Biochim. Pharmacol.
1
127-148
1977
-
-
-
-
-
-
3
1
5
-
2
4
-
6
-
-
1
-
-
42
1
1
4
4
-
-
4
-
3
-
-
-
-
-
-
-
-
-
-
-
-
-
-
3
-
1
5
-
2
4
-
-
-
1
-
42
1
1
4
4
-
-
4
-
3
-
-
-
-
-
-
-
-
-
208887
Knowles
A simple method for purificati ...
Rattus norvegicus
Biochem. J.
163
381-383
1977
-
-
-
-
-
-
-
-
1
-
1
-
-
1
-
-
1
-
-
1
1
-
1
1
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
1
-
1
-
-
-
-
1
-
1
1
-
1
1
-
-
-
-
-
-
-
-
-
-
-
-
-
-
208889
Knowles
Mouse liver epoxide hydratase: ...
Mus musculus
Biochem. Soc. Trans.
5
731-732
1977
-
-
-
-
-
-
-
-
1
-
1
-
-
1
-
-
1
-
-
1
-
-
1
1
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
1
-
1
-
-
-
-
1
-
1
-
-
1
1
-
-
-
-
-
-
-
-
-
-
-
-
-
-
208885
Lu
Liver microsomal expoxide hydr ...
Rattus norvegicus
J. Biol. Chem.
250
8283-8288
1975
2
-
-
-
-
-
2
-
1
-
-
-
-
1
-
-
-
-
-
1
-
-
-
1
-
-
-
-
-
-
-
-
-
-
-
2
-
-
-
-
-
-
-
2
-
-
1
-
-
-
-
-
-
-
-
1
-
-
-
1
-
-
-
-
-
-
-
-
-
-
-
-
-
-
208886
Bentley
Purification of rat liver epox ...
Rattus norvegicus
FEBS Lett.
59
291-295
1975
-
-
-
-
-
-
-
-
-
-
1
-
-
1
-
-
1
-
-
1
1
1
3
1
-
-
2
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
1
-
-
-
-
1
-
1
1
1
3
1
-
-
2
-
-
-
-
-
-
-
-
-
-
-
208888
Bentley
Properties and amino acid comp ...
Rattus norvegicus
FEBS Lett.
59
296-299
1975
-
-
-
-
-
-
-
1
1
-
1
-
-
1
-
-
-
-
-
1
-
-
1
1
-
-
-
-
3
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
1
1
-
1
-
-
-
-
-
-
1
-
-
1
1
-
-
-
-
3
-
-
-
-
-
-
-
-
-
208884
Oesch
Purification and specificity o ...
Cavia porcellus, Homo sapiens, Rattus norvegicus
Biochem. J.
139
77-88
1974
12
-
-
-
-
-
74
-
3
-
-
-
-
3
-
-
1
-
-
3
1
-
6
-
-
-
-
-
-
-
-
-
-
-
-
12
-
-
-
-
-
-
-
74
-
-
3
-
-
-
-
-
-
1
-
3
1
-
6
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
208882
Oesch
Solubilization, purification, ...
Cavia porcellus
Biochim. Biophys. Acta
227
692-697
1971
-
-
-
-
-
-
1
1
1
-
-
-
-
1
-
-
1
-
-
1
1
-
1
-
-
-
-
-
1
1
-
1
-
-
-
-
-
-
1
-
-
-
-
1
-
1
1
-
-
-
-
-
-
1
-
1
1
-
1
-
-
-
-
-
1
1
-
-
-
-
-
-
-
-
208883
Oesch
Substrate specificity of hepat ...
Cavia porcellus
Arch. Biochem. Biophys.
144
253-261
1971
-
-
-
-
-
-
-
-
1
-
-
-
-
1
-
-
1
-
-
1
-
-
8
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
1
-
-
-
-
-
-
1
-
1
-
-
8
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-