BRENDA - Enzyme Database show
show all sequences of 1.1.1.51

Inhibitors of 17beta-hydroxysteroid dehydrogenases

Poirier, D.; Curr. Med. Chem. 10, 453-477 (2003)

Data extracted from this reference:

Inhibitors
Inhibitors
Commentary
Organism
Structure
11-[3-hydroxy-17-beta-hydroxyestr-5(10)-en-17alpha-yl-13-methyl-7,8,9,11,12,13,14,15,16,17-decahydro-6H-cyclopenta[a]phenanthren-7-yl]-undecanoic acid butyl-methyl-amide
selective inhibition of type 2 17beta-HSD
Homo sapiens
13-cis-retinoic acid
-
Rattus norvegicus
17-hydroxy-7alpha-thioethyl-3-oxo-4-androstene-17alpha-propionic acid, gamma-lactone
IC50 for reduction of androst-4-en-3,17-dione: 0.0009 mM
Homo sapiens
17alpha-ethynyl-estradiol
0.01 mM, 54% inhibition, reaction with 0.002 mM estradiol; inhibits oxidation of testosterone
Homo sapiens
17beta-dihydroequilin
0.01 mM, 88% inhibition, reaction with 0.002 mM estradiol
Homo sapiens
2-hydroxy-estradiol
0.01 mM, 67% inhibition, reaction with 0.002 mM estradiol
Homo sapiens
20alpha-dihydroprogesterone
0.01 mM, 71% inhibition, reaction with 0.002 mM estradiol, inhibits oxidation of testosterone
Homo sapiens
3,4-dihydrobenzoic acid
0.001 mM, 40% inhibition, reduction of androst-4-en-3,17-dione
Homo sapiens
3-hydroxy-1,3,5(10)-estratriene-17beta-O,17alpha-butanolactone
selective for type 2 17beta-HSD versus types 1, 3, and 7 but not versus type 5 17beta-HSD
Homo sapiens
3-oxo-17alpha-pregna-4-ene-7alpha-(benzylthia)-21,17-carbolactone
IC50 for reduction of androst-4-en-3,17-dione: 0.00042 mM,IC50 for oxidation of testosterone: 0.001 mM
Homo sapiens
3-oxo-17alpha-pregna-4-ene-7alpha-(phenylthia)-21,17-carbolactone
IC50 for reduction of androst-4-en-3,17-dione: 0.001 mM
Homo sapiens
3-oxo-17alpha-pregna-4-ene-7alpha-(propylthia)-21,17-carbolactone
IC50 for reduction of androst-4-en-3,17-dione: 0.0011 mM; IC50 for reduction of androst-4-en-3,17-dione: 0.0014 mM
Homo sapiens
3-oxo-17alpha-pregna-4-ene-7alpha-[4-[2-(1-piperidinyl)-ethoxy]benzylthia]-21,17-carbolactone
IC50 for oxidation of testosterone: 0.0007 mM, no inhibition of type 1, 3 and 5 17beta-HSD, nor against P450 aromatase
Homo sapiens
5alpha-androstane-3alpha,17beta-diol
0.01 mM, 87% inhibition, reaction with 0.002 mM estradiol
Homo sapiens
5alpha-dihydrotestosterone
inhibits oxidation of testosterone
Homo sapiens
5beta-androstane-3alpha,17beta-diol
0.01 mM, 83% inhibition, reaction with 0.002 mM estradiol
Homo sapiens
5beta-dihydrotestosterone
inhibits oxidation of testosterone
Homo sapiens
9-cis-retinoic acid
weak
Homo sapiens
9-cis-retinoic acid
-
Rattus norvegicus
danazol
inhibits oxidation of testosterone, 0.01 mM, 83% inhibition
Homo sapiens
estradiol
inhibits oxidation of testosterone
Homo sapiens
gallic acid
0.001 mM, 50% inhibition, reduction of androst-4-en-3,17-dione
Homo sapiens
oleuropein glycoside
0.001 mM, 40% inhibition, reduction of androst-4-en-3,17-dione
Homo sapiens
spiro-gamma-lactone-estradiol
inhibits the reduction of androst-4-en-3,17-dione, reversible, IC50: 0.00025 mM
Homo sapiens
spironolactone
IC50 for oxidation of testosterone: 0.0011 mM
Homo sapiens
testosterone
0.01 mM, 70% inhibition, reaction with 0.002 mM estradiol
Homo sapiens
Localization
Localization
Commentary
Organism
GeneOntology No.
Textmining
microsome
-
Homo sapiens
-
-
Organism
Organism
Primary Accession No. (UniProt)
Commentary
Textmining
Homo sapiens
-
-
-
Rattus norvegicus
-
-
-
Source Tissue
Source Tissue
Commentary
Organism
Textmining
A-431 cell
derived from an epidermoid carcinoma of the vulva
Homo sapiens
-
HEK-293 cell
-
Homo sapiens
-
liver
-
Homo sapiens
-
liver
-
Rattus norvegicus
-
placenta
-
Homo sapiens
-
Substrates and Products (Substrate)
Substrates
Commentary Substrates
Literature (Substrates)
Organism
Products
Commentary (Products)
Literature (Products)
Organism (Products)
Reversibility
estradiol + NAD(P)+
-
658489
Homo sapiens
estrone + NAD(P)H
-
-
-
?
estradiol + NAD(P)+
-
658489
Rattus norvegicus
estrone + NAD(P)H
-
-
-
?
testosterone + NAD(P)+
-
658489
Homo sapiens
androst-4-en-3,17-dione + NAD(P)H + H+
-
-
-
r
testosterone + NAD(P)+
-
658489
Rattus norvegicus
androst-4-en-3,17-dione + NAD(P)H + H+
-
-
-
r
Cofactor
Cofactor
Commentary
Organism
Structure
NAD+
-
Homo sapiens
NAD+
-
Rattus norvegicus
NADH
-
Rattus norvegicus
NADH
-
Homo sapiens
NADP+
-
Rattus norvegicus
NADP+
-
Homo sapiens
NADPH
-
Rattus norvegicus
NADPH
-
Homo sapiens
Ki Value [mM]
Ki Value [mM]
Ki Value maximum [mM]
Inhibitor
Commentary
Organism
Structure
0.0003
-
17alpha-ethynyl-estradiol
-
Homo sapiens
0.0006
-
danazol
-
Homo sapiens
0.0008
-
estradiol
-
Homo sapiens
0.0024
-
13-cis-retinoic acid
-
Rattus norvegicus
0.0041
-
9-cis-retinoic acid
-
Rattus norvegicus
IC50 Value
IC50 Value
IC50 Value Maximum
Commentary
Organism
Inhibitor
Structure
0.00025
-
inhibits the reduction of androst-4-en-3,17-dione, reversible, IC50: 0.00025 mM
Homo sapiens
spiro-gamma-lactone-estradiol
0.0007
-
IC50 for oxidation of testosterone: 0.0007 mM, no inhibition of type 1, 3 and 5 17beta-HSD, nor against P450 aromatase
Homo sapiens
3-oxo-17alpha-pregna-4-ene-7alpha-[4-[2-(1-piperidinyl)-ethoxy]benzylthia]-21,17-carbolactone
0.0009
-
IC50 for reduction of androst-4-en-3,17-dione: 0.0009 mM
Homo sapiens
17-hydroxy-7alpha-thioethyl-3-oxo-4-androstene-17alpha-propionic acid, gamma-lactone
0.001
-
IC50 for reduction of androst-4-en-3,17-dione: 0.00042 mM,IC50 for oxidation of testosterone: 0.001 mM
Homo sapiens
3-oxo-17alpha-pregna-4-ene-7alpha-(benzylthia)-21,17-carbolactone
0.001
-
IC50 for reduction of androst-4-en-3,17-dione: 0.001 mM
Homo sapiens
3-oxo-17alpha-pregna-4-ene-7alpha-(phenylthia)-21,17-carbolactone
0.0011
-
IC50 for reduction of androst-4-en-3,17-dione: 0.0011 mM
Homo sapiens
3-oxo-17alpha-pregna-4-ene-7alpha-(propylthia)-21,17-carbolactone
0.0011
-
IC50 for oxidation of testosterone: 0.0011 mM
Homo sapiens
spironolactone
0.0014
-
IC50 for reduction of androst-4-en-3,17-dione: 0.0014 mM
Homo sapiens
3-oxo-17alpha-pregna-4-ene-7alpha-(propylthia)-21,17-carbolactone
Cofactor (protein specific)
Cofactor
Commentary
Organism
Structure
NAD+
-
Homo sapiens
NAD+
-
Rattus norvegicus
NADH
-
Rattus norvegicus
NADH
-
Homo sapiens
NADP+
-
Rattus norvegicus
NADP+
-
Homo sapiens
NADPH
-
Rattus norvegicus
NADPH
-
Homo sapiens
IC50 Value (protein specific)
IC50 Value
IC50 Value Maximum
Commentary
Organism
Inhibitor
Structure
0.00025
-
inhibits the reduction of androst-4-en-3,17-dione, reversible, IC50: 0.00025 mM
Homo sapiens
spiro-gamma-lactone-estradiol
0.0007
-
IC50 for oxidation of testosterone: 0.0007 mM, no inhibition of type 1, 3 and 5 17beta-HSD, nor against P450 aromatase
Homo sapiens
3-oxo-17alpha-pregna-4-ene-7alpha-[4-[2-(1-piperidinyl)-ethoxy]benzylthia]-21,17-carbolactone
0.0009
-
IC50 for reduction of androst-4-en-3,17-dione: 0.0009 mM
Homo sapiens
17-hydroxy-7alpha-thioethyl-3-oxo-4-androstene-17alpha-propionic acid, gamma-lactone
0.001
-
IC50 for reduction of androst-4-en-3,17-dione: 0.00042 mM,IC50 for oxidation of testosterone: 0.001 mM
Homo sapiens
3-oxo-17alpha-pregna-4-ene-7alpha-(benzylthia)-21,17-carbolactone
0.001
-
IC50 for reduction of androst-4-en-3,17-dione: 0.001 mM
Homo sapiens
3-oxo-17alpha-pregna-4-ene-7alpha-(phenylthia)-21,17-carbolactone
0.0011
-
IC50 for reduction of androst-4-en-3,17-dione: 0.0011 mM
Homo sapiens
3-oxo-17alpha-pregna-4-ene-7alpha-(propylthia)-21,17-carbolactone
0.0011
-
IC50 for oxidation of testosterone: 0.0011 mM
Homo sapiens
spironolactone
0.0014
-
IC50 for reduction of androst-4-en-3,17-dione: 0.0014 mM
Homo sapiens
3-oxo-17alpha-pregna-4-ene-7alpha-(propylthia)-21,17-carbolactone
Inhibitors (protein specific)
Inhibitors
Commentary
Organism
Structure
11-[3-hydroxy-17-beta-hydroxyestr-5(10)-en-17alpha-yl-13-methyl-7,8,9,11,12,13,14,15,16,17-decahydro-6H-cyclopenta[a]phenanthren-7-yl]-undecanoic acid butyl-methyl-amide
selective inhibition of type 2 17beta-HSD
Homo sapiens
13-cis-retinoic acid
-
Rattus norvegicus
17-hydroxy-7alpha-thioethyl-3-oxo-4-androstene-17alpha-propionic acid, gamma-lactone
IC50 for reduction of androst-4-en-3,17-dione: 0.0009 mM
Homo sapiens
17alpha-ethynyl-estradiol
0.01 mM, 54% inhibition, reaction with 0.002 mM estradiol; inhibits oxidation of testosterone
Homo sapiens
17beta-dihydroequilin
0.01 mM, 88% inhibition, reaction with 0.002 mM estradiol
Homo sapiens
2-hydroxy-estradiol
0.01 mM, 67% inhibition, reaction with 0.002 mM estradiol
Homo sapiens
20alpha-dihydroprogesterone
0.01 mM, 71% inhibition, reaction with 0.002 mM estradiol, inhibits oxidation of testosterone
Homo sapiens
3,4-dihydrobenzoic acid
0.001 mM, 40% inhibition, reduction of androst-4-en-3,17-dione
Homo sapiens
3-hydroxy-1,3,5(10)-estratriene-17beta-O,17alpha-butanolactone
selective for type 2 17beta-HSD versus types 1, 3, and 7 but not versus type 5 17beta-HSD
Homo sapiens
3-oxo-17alpha-pregna-4-ene-7alpha-(benzylthia)-21,17-carbolactone
IC50 for reduction of androst-4-en-3,17-dione: 0.00042 mM,IC50 for oxidation of testosterone: 0.001 mM
Homo sapiens
3-oxo-17alpha-pregna-4-ene-7alpha-(phenylthia)-21,17-carbolactone
IC50 for reduction of androst-4-en-3,17-dione: 0.001 mM
Homo sapiens
3-oxo-17alpha-pregna-4-ene-7alpha-(propylthia)-21,17-carbolactone
IC50 for reduction of androst-4-en-3,17-dione: 0.0011 mM; IC50 for reduction of androst-4-en-3,17-dione: 0.0014 mM
Homo sapiens
3-oxo-17alpha-pregna-4-ene-7alpha-[4-[2-(1-piperidinyl)-ethoxy]benzylthia]-21,17-carbolactone
IC50 for oxidation of testosterone: 0.0007 mM, no inhibition of type 1, 3 and 5 17beta-HSD, nor against P450 aromatase
Homo sapiens
5alpha-androstane-3alpha,17beta-diol
0.01 mM, 87% inhibition, reaction with 0.002 mM estradiol
Homo sapiens
5alpha-dihydrotestosterone
inhibits oxidation of testosterone
Homo sapiens
5beta-androstane-3alpha,17beta-diol
0.01 mM, 83% inhibition, reaction with 0.002 mM estradiol
Homo sapiens
5beta-dihydrotestosterone
inhibits oxidation of testosterone
Homo sapiens
9-cis-retinoic acid
weak
Homo sapiens
9-cis-retinoic acid
-
Rattus norvegicus
danazol
inhibits oxidation of testosterone, 0.01 mM, 83% inhibition
Homo sapiens
estradiol
inhibits oxidation of testosterone
Homo sapiens
gallic acid
0.001 mM, 50% inhibition, reduction of androst-4-en-3,17-dione
Homo sapiens
oleuropein glycoside
0.001 mM, 40% inhibition, reduction of androst-4-en-3,17-dione
Homo sapiens
spiro-gamma-lactone-estradiol
inhibits the reduction of androst-4-en-3,17-dione, reversible, IC50: 0.00025 mM
Homo sapiens
spironolactone
IC50 for oxidation of testosterone: 0.0011 mM
Homo sapiens
testosterone
0.01 mM, 70% inhibition, reaction with 0.002 mM estradiol
Homo sapiens
Ki Value [mM] (protein specific)
Ki Value [mM]
Ki Value maximum [mM]
Inhibitor
Commentary
Organism
Structure
0.0003
-
17alpha-ethynyl-estradiol
-
Homo sapiens
0.0006
-
danazol
-
Homo sapiens
0.0008
-
estradiol
-
Homo sapiens
0.0024
-
13-cis-retinoic acid
-
Rattus norvegicus
0.0041
-
9-cis-retinoic acid
-
Rattus norvegicus
Localization (protein specific)
Localization
Commentary
Organism
GeneOntology No.
Textmining
microsome
-
Homo sapiens
-
-
Source Tissue (protein specific)
Source Tissue
Commentary
Organism
Textmining
A-431 cell
derived from an epidermoid carcinoma of the vulva
Homo sapiens
-
HEK-293 cell
-
Homo sapiens
-
liver
-
Homo sapiens
-
liver
-
Rattus norvegicus
-
placenta
-
Homo sapiens
-
Substrates and Products (Substrate) (protein specific)
Substrates
Commentary Substrates
Literature (Substrates)
Organism
Products
Commentary (Products)
Literature (Products)
Organism (Products)
Reversibility
estradiol + NAD(P)+
-
658489
Homo sapiens
estrone + NAD(P)H
-
-
-
?
estradiol + NAD(P)+
-
658489
Rattus norvegicus
estrone + NAD(P)H
-
-
-
?
testosterone + NAD(P)+
-
658489
Homo sapiens
androst-4-en-3,17-dione + NAD(P)H + H+
-
-
-
r
testosterone + NAD(P)+
-
658489
Rattus norvegicus
androst-4-en-3,17-dione + NAD(P)H + H+
-
-
-
r
Other publictions for EC 1.1.1.51
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)
725824
Svegelj
The role of Ala231 and Trp227 ...
Curvularia lunata
J. Steroid Biochem. Mol. Biol.
129
92-98
2012
-
-
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1
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1
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2
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699146
Bruzzone
Immunohistochemical localizati ...
Pelophylax esculentus
J. Chem. Neuroanat.
39
35-50
2010
-
-
-
-
-
-
-
-
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1
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1
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3
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1
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1
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1
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3
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711161
Nashev
The UV-filter benzophenone-1 i ...
Homo sapiens, Mus musculus, Rattus norvegicus
Biochem. Pharmacol.
79
1189-1199
2010
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-
3
-
-
-
16
-
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6
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2
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1
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3
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3
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14
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3
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14
16
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2
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1
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3
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3
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712881
Zhao
Inhibition of 3beta- and 17bet ...
Rattus norvegicus
J. Steroid Biochem. Mol. Biol.
118
13-17
2010
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1
1
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2
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2
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2
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4
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4
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4
1
4
1
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2
-
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2
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-
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-
713329
Ernst
Expression of 3beta-HSD and P5 ...
Digitalis lanata
Planta Med.
76
923-927
2010
-
-
1
-
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-
-
-
-
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-
4
-
5
-
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4
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4
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1
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1
1
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4
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4
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4
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-
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1
1
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-
696052
Higo
Comparison of sex-steroid synt ...
Rattus norvegicus
Biochem. Biophys. Res. Commun.
385
62-66
2009
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1
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1
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4
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1
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1
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1
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4
-
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-
-
-
-
-
-
-
-
700177
Senthilkumaran
Novel 3beta-hydroxysteroid deh ...
Oreochromis niloticus
Mol. Cell. Endocrinol.
299
146-152
2009
-
-
1
-
-
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-
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-
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2
-
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1
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4
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1
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2
2
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2
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4
-
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700188
Chura
Steroid-converting enzymes in ...
Homo sapiens
Mol. Cell. Endocrinol.
301
51-58
2009
-
-
-
-
-
-
-
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-
-
-
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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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712925
De Catalfo
Influence of commercial dietar ...
Rattus norvegicus
Lipids
44
345-357
2009
-
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Parthasarathy
Assessment of in vitro effects ...
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691108
Hunter
Transformation of 5-ene steroi ...
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2008
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Delta5-3beta-hydroxysteroid de ...
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Mitochondrial 3 beta-hydroxyst ...
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Benach
Structure of bacterial 3beta/1 ...
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Tth
In vitro inhibition of testicu ...
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Stokes
Characterization of DELTA4-3-k ...
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1
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287077
Kwan
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Kinetic studies of 3alpha- and ...
Sus scrofa
Biochem. Soc. Trans.
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842-843
1984
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3
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287076
Shen
The induction, purification an ...
Cavia porcellus
J. Steroid Biochem.
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187-193
1979
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287074
Schultz
3(17)beta-Hydroxysteroid dehyd ...
Comamonas testosteroni
J. Biol. Chem.
252
3784-3790
1977
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4
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3
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287075
Schultz
3(17)beta-Hydroxysteroid dehyd ...
Comamonas testosteroni
J. Biol. Chem.
252
3775-3783
1977
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287073
Heyns
A 3(17)beta-hydroxysteroid deh ...
Rattus norvegicus, Rattus norvegicus Wistar
Biochim. Biophys. Acta
358
1-13
1974
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7
6
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1
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5
167
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1
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13
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7
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13
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2
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1
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287081
Stevenson
Purification of male guinea pi ...
Cavia porcellus
Endocrinology
95
766-770
1974
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287072
Mulder
Isolation and characterization ...
Homo sapiens
Biochem. J.
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649-659
1972
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6
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6
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287071
Dahm
-
Anreicherung einer 17beta-hydr ...
Rattus norvegicus, Rattus norvegicus Wistar
Hoppe-Seyler's Z. Physiol. Chem.
336
63-68
1964
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