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4-androstene-3,17-dione monooxygenase
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androst-4-ene-3,17-dione 17-oxidoreductase
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androst-4-ene-3,17-dione hydroxylase
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androstene-3,17-dione hydroxylase
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androstenedione monooxygenase
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oxygenase, androstenedione mono-
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androst-4-ene-3,17-dione + AH2 + O2
14alpha-hydroxyandrost-4-ene-3,17-dione + 14alpha,17beta-dihydroxyandrost-4-en-3-one + 7alpha,17beta-dihydroxyandrost-4-en-3-one + A + H2O
androst-4-ene-3,17-dione + AH2 + O2
14alpha-hydroxyandrost-4-ene-3,17-dione + 6beta-hydroxyandrost-4-ene-3,17-dione + A + H2O
androst-4-ene-3,17-dione + AH2 + O2
17beta-hydroxyandrost-4-en-3-one + 11beta-hydroxyandrost-4-ene-3,17-dione + 17alpha-oxa-D-homo-androst-4-ene-3,17-dione + A + H2O
androst-4-ene-3,17-dione + AH2 + O2
17beta-hydroxyandrost-4-en-3-one + 14alpha-hydroxyandrost-4-ene-3,17-dione + 11alpha-hydroxyandrost-4-ene-3,17-dione + 15beta,17beta-dihydroxyandrost-4-en-3-one + 11alpha,17beta-dihydroxyandrost-4-en-3-one + 15alpha,17beta-dihydroxyandrost-4-en-3-one + A + H2O
androst-4-ene-3,17-dione + AH2 + O2
3-oxo-13,17-secoandrost-4-ene-17,13alpha-lactone + A + H2O
androst-4-ene-3,17-dione + NADPH + O2
3-oxo-13,17-secoandrost-4-ene-17,13alpha-lactone + NADP+ + H2O
androst-4-ene-3,17-dione + AH2 + O2

14alpha-hydroxyandrost-4-ene-3,17-dione + 14alpha,17beta-dihydroxyandrost-4-en-3-one + 7alpha,17beta-dihydroxyandrost-4-en-3-one + A + H2O
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-
?
androst-4-ene-3,17-dione + AH2 + O2
14alpha-hydroxyandrost-4-ene-3,17-dione + 14alpha,17beta-dihydroxyandrost-4-en-3-one + 7alpha,17beta-dihydroxyandrost-4-en-3-one + A + H2O
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?
androst-4-ene-3,17-dione + AH2 + O2

14alpha-hydroxyandrost-4-ene-3,17-dione + 6beta-hydroxyandrost-4-ene-3,17-dione + A + H2O
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?
androst-4-ene-3,17-dione + AH2 + O2
14alpha-hydroxyandrost-4-ene-3,17-dione + 6beta-hydroxyandrost-4-ene-3,17-dione + A + H2O
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-
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-
?
androst-4-ene-3,17-dione + AH2 + O2

17beta-hydroxyandrost-4-en-3-one + 11beta-hydroxyandrost-4-ene-3,17-dione + 17alpha-oxa-D-homo-androst-4-ene-3,17-dione + A + H2O
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?
androst-4-ene-3,17-dione + AH2 + O2
17beta-hydroxyandrost-4-en-3-one + 11beta-hydroxyandrost-4-ene-3,17-dione + 17alpha-oxa-D-homo-androst-4-ene-3,17-dione + A + H2O
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?
androst-4-ene-3,17-dione + AH2 + O2

17beta-hydroxyandrost-4-en-3-one + 14alpha-hydroxyandrost-4-ene-3,17-dione + 11alpha-hydroxyandrost-4-ene-3,17-dione + 15beta,17beta-dihydroxyandrost-4-en-3-one + 11alpha,17beta-dihydroxyandrost-4-en-3-one + 15alpha,17beta-dihydroxyandrost-4-en-3-one + A + H2O
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?
androst-4-ene-3,17-dione + AH2 + O2
17beta-hydroxyandrost-4-en-3-one + 14alpha-hydroxyandrost-4-ene-3,17-dione + 11alpha-hydroxyandrost-4-ene-3,17-dione + 15beta,17beta-dihydroxyandrost-4-en-3-one + 11alpha,17beta-dihydroxyandrost-4-en-3-one + 15alpha,17beta-dihydroxyandrost-4-en-3-one + A + H2O
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?
androst-4-ene-3,17-dione + AH2 + O2

3-oxo-13,17-secoandrost-4-ene-17,13alpha-lactone + A + H2O
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?
androst-4-ene-3,17-dione + AH2 + O2
3-oxo-13,17-secoandrost-4-ene-17,13alpha-lactone + A + H2O
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enzyme levels increase after exposure of rats to di-n-butyl phthalate
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?
androst-4-ene-3,17-dione + NADPH + O2

3-oxo-13,17-secoandrost-4-ene-17,13alpha-lactone + NADP+ + H2O
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testololactone
?
androst-4-ene-3,17-dione + NADPH + O2
3-oxo-13,17-secoandrost-4-ene-17,13alpha-lactone + NADP+ + H2O
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testololactone
?
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5-Pregnene-3beta,20alpha-diol
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5alpha-androstane-17beta-ol
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exhibits an IC50 of 0.046 mM against androstendione 6beta-hydroxylase activity and an IC50 of 0.026 against androstendione 16alpha-hydroxylase activity and an IC50 of 0.047 against androstendione 16beta-hydroxylase activity
5alpha-androstane-3beta-ol
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exhibits an IC50 of 0.11 mM against androstendione 6beta-hydroxylase activity and an IC50 of 0.071 mM against androstendione 16alpha-hydroxylase activity
5alpha-androstane-3beta-ol-17-one
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exhibits an IC50 of 0.12 mM against androstendione 6beta-hydroxylase activity and an IC50 of 0.14 against androstendione 16beta-hydroxylase activity
5beta-androstane-17beta-ol
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exhibits an IC50 of 0.11 mM against androstendione 6beta-hydroxylase activity and an IC50 of 0.065 against androstendione 16alpha-hydroxylase activity
5beta-androstane-3-one-17-one
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exhibits an IC50 of 0.084 mM against androstendione 7alpha-hydroxylase activity
5beta-androstane-3beta-ol
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exhibits an IC50 of 0.027 mM against androstendione 6beta-hydroxylase activity and an IC50 of 0.007 mM against androstendione 16alpha-hydroxylase activity
5beta-androstane-3beta-ol-17-one
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exhibits an IC50 of 0.047 mM against androstendione 6beta-hydroxylase activity and an IC50 of 0.06 mM against androstendione 7alpha-hydroxylase activity and an IC50 of 0.051 against androstendione 16alpha-hydroxylase activity and an IC50 of 0.087 against androstendione 16beta-hydroxylase activity; exhibits an IC50 of 0.095 against androstendione 16alpha-hydroxylase activity
dehydroepiandrosterone
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p-Mercuriphenylsulfonate
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in presence of NADPH
additional information
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5beta-reduced steroids are more potent inhibitors than 5alpha-reduced epimers
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0.026 - 0.047
5alpha-androstane-17beta-ol
0.071
5alpha-androstane-3beta-ol
Rattus norvegicus
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exhibits an IC50 of 0.11 mM against androstendione 6beta-hydroxylase activity and an IC50 of 0.071 mM against androstendione 16alpha-hydroxylase activity
0.12 - 0.14
5alpha-androstane-3beta-ol-17-one
0.065 - 0.11
5beta-androstane-17beta-ol
0.084
5beta-androstane-3-one-17-one
Rattus norvegicus
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exhibits an IC50 of 0.084 mM against androstendione 7alpha-hydroxylase activity
0.007
5beta-androstane-3beta-ol
Rattus norvegicus
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exhibits an IC50 of 0.027 mM against androstendione 6beta-hydroxylase activity and an IC50 of 0.007 mM against androstendione 16alpha-hydroxylase activity
0.095
5beta-androstane-3beta-ol-17-one
Rattus norvegicus
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exhibits an IC50 of 0.095 mM against androstendione 16alpha-hydroxylase activity
0.026
5alpha-androstane-17beta-ol

Rattus norvegicus
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IC50 of 0.026 mM against androstendione 16alpha-hydroxylase activity
0.046
5alpha-androstane-17beta-ol
Rattus norvegicus
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exhibits an IC50 of 0.046 mM against androstendione 6beta-hydroxylase activity
0.047
5alpha-androstane-17beta-ol
Rattus norvegicus
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IC50 of 0.047 mM against androstendione 16beta-hydroxylase activity
0.12
5alpha-androstane-3beta-ol-17-one

Rattus norvegicus
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exhibits an IC50 of 0.12 mM against androstendione 6beta-hydroxylase activity
0.14
5alpha-androstane-3beta-ol-17-one
Rattus norvegicus
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IC50 of 0.14 mM against androstendione 16beta-hydroxylase activity
0.065
5beta-androstane-17beta-ol

Rattus norvegicus
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IC50 of 0.065 mM against androstendione 16alpha-hydroxylase activity
0.11
5beta-androstane-17beta-ol
Rattus norvegicus
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exhibits an IC50 of 0.11 mM against androstendione 6beta-hydroxylase activity
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Itagaki, E.
Studies on steroid monooxygenase from Cylindrocarpon radicicola ATCC 11011. Oxygenative lactonization of androstenedione to testololactone
J. Biochem.
99
825-832
1986
Ilyonectria destructans
brenda
Prairie, R.L.; Talalay, P.
Enzymatic formation of testololactone
Biochemistry
2
203-208
1963
Purpureocillium lilacinum
brenda
Murray, M.; Mehta, I.
Structure-activity relationships in the in vitro modulation of rat hepatic microsomal androst-4-ene-3,17,dione hydroxylase activities by derivatives of 5alpha- and 5beta-androstane
J. Steroid Biochem.
35
465-471
1999
Rattus norvegicus
brenda
Fan, L.Q.; You, L.; Brown-Borg, H.; Brown, S.; Edwards, R.J.; Corton, J.C.
Regulation of phase I and phase II steroid metabolism enzymes by PPARa activators
Toxicology
204
109-121
2004
Rattus norvegicus
brenda
Yildirim, K.; Kuru, A.; Keskin, E.; Salihoglu, A.; Bukum, N.
Biotransformation of androst-4-ene-3,17-dione by some fungi
J. Chem. Res.
41
594-597
2017
Aspergillus candidus, Aspergillus tamarii, Aspergillus wentii, Mucor hiemalis, Aspergillus candidus MRC 200634, Aspergillus tamarii MRC 72400, Aspergillus wentii MRC 200316, Mucor hiemalis MRC 70325
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brenda