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17-hydroxy-5alpha-pregnan-3alpha-ol-20-one + [reduced NADPH-hemoprotein reductase] + O2
androsterone + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
-
?
17-hydroxyprogesterone + [reduced NADPH-hemoprotein reductase] + O2
androstenedione + acetate + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
-
-
?
17alpha-hydroxy-5alpha-dihydroprogesterone + [reduced NADPH-hemoprotein reductase] + O2
5alpha-androstanedione + acetate + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
-
?
17alpha-Hydroxypregnenolone
Dehydroepiandrosterone + acetaldehyde
17alpha-hydroxypregnenolone + ? + cytochrome b5
dehydroepiandrosterone + ?
-
-
-
-
?
17alpha-hydroxypregnenolone + AH2 + O2
?
-
-
-
-
?
17alpha-hydroxypregnenolone + AH2 + O2
dehydroepiandrosterone + acetate + A + H2O
17alpha-hydroxypregnenolone + [reduced NADPH-hemoprotein reductase] + O2
3beta-hydroxyandrost-5-en-17-one + acetate + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
-
?
17alpha-hydroxypregnenolone + [reduced NADPH-hemoprotein reductase] + O2
dehydroepiandrosterone + [oxidized NADPH-hemoprotein reductase] + acetate + H2O
-
-
-
?
17alpha-hydroxyprogesterone + ?
androstenedione + ?
-
-
-
?
17alpha-hydroxyprogesterone + AH2 + O2
dehydroepiandrosterone + androstenedione + A + H2O
-
-
-
-
?
17alpha-hydroxyprogesterone + [reduced NADPH-hemoprotein reductase] + O2
androstenedione + acetate + [oxidized NADPH-hemoprotein reductase] + H2O
17alpha-picolyl-androst-4-en-3beta,17beta-diol + [reduced NADPH-hemoprotein reductase] + O2
? + acetate + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
66% conversion in 17,20-lyase reaction
-
?
17beta-hydroxy-17alpha-picolyl-androst-4-en-3-one + [reduced NADPH-hemoprotein reductase] + O2
? + acetate + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
73% conversion in 17,20-lyase reaction
-
?
5alpha-dihydroprogesterone + [reduced NADPH-hemoprotein reductase] + O2
17alpha-hydroxy-5alpha-dihydroprogesterone + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
-
?
5alpha-pregnan-17alpha-ol-3,20-dione + ?
androstanedione
-
-
very little product formation
-
?
5alpha-pregnan-3alpha,17alpha-diol-20-one + ? + cytochrome b5
androsterone + ?
-
better substrate than 17alpha-hydroxypregenolone
rapid reaction
-
?
5alpha-pregnan-3alpha-ol-20-one + [reduced NADPH-hemoprotein reductase] + O2
17-hydroxy-5alpha-pregnan-3alpha-ol-20-one + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
-
?
7,12-dimethylbenz[a]anthracene + AH2 + O2
?
substrate for CYP17A1
-
-
?
7-dehydro-17alpha-hydroxypregnenolone + AH2 + O2
7-dehydro-dehydroepiandrosterone + acetate + A + H2O
7-dehydro-pregnenolone + AH2 + O2
7-dehydro-17alpha-hydroxy-pregnenolone + A + H2O
-
-
-
?
7-dehydro-pregnenolone + AH2 + O2
7-dehydro-17alpha-hydroxypregnenolone + A + H2O
7alpha-hydroxypregnenolone + [reduced NADPH-hemoprotein reductase] + O2
3beta-hydroxyandrost-5-en-17-one + acetate + [oxidized NADPH-hemoprotein reductase] + H2O
-
17,20-lyase activity
-
-
?
aflatoxin B1 + AH2 + O2
aflatoxin B1epoxide + A + H2O
substrate for CYP17A1
-
-
?
allopregnanolone + [reduced NADPH-hemoprotein reductase] + O2
androstenedione + acetate + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
-
?
pregnenolone + AH2 + O2
17alpha-hydroxypregnenolone + A + H2O
-
-
-
?
pregnenolone + reduced acceptor + O2
17alpha-hydroxypregnenolone + oxidized acceptor + H2O
-
i.e. pregn-5-en-3beta-ol-20-one
-
-
?
pregnenolone + [reduced NADPH-hemoprotein reductase] + 2 O2
3beta-hydroxyandrost-5-en-17-one + acetate + [oxidized NADPH-hemoprotein reductase] + 2 H2O
-
-
-
?
pregnenolone + [reduced NADPH-hemoprotein reductase] + O2
17alpha-hydroxypregnenolone + [oxidized NADPH-hemoprotein reductase] + H2O
progesterone + AH2 + O2
17alpha-hydroxyprogesterone + A + H2O
progesterone + reduced acceptor + O2
17alpha-hydroxyprogesterone + acceptor + H2O
-
-
-
?
progesterone + [reduced NADPH-hemoprotein reductase] + O2
16alpha-hydroxyprogesterone + [oxidized NADPH-hemoprotein reductase] + H2O
minor product
-
-
?
progesterone + [reduced NADPH-hemoprotein reductase] + O2
17alpha-hydroxyprogesterone + [oxidized NADPH-hemoprotein reductase] + H2O
additional information
?
-
17alpha-Hydroxypregnenolone
Dehydroepiandrosterone + acetaldehyde
-
-
-
-
?
17alpha-Hydroxypregnenolone
Dehydroepiandrosterone + acetaldehyde
-
-
DHEA
?
17alpha-Hydroxypregnenolone
Dehydroepiandrosterone + acetaldehyde
-
-
DHEA
?
17alpha-Hydroxypregnenolone
Dehydroepiandrosterone + acetaldehyde
-
17,20-lyase activity
-
-
?
17alpha-Hydroxypregnenolone
Dehydroepiandrosterone + acetaldehyde
-
-
DHEA
?
17alpha-Hydroxypregnenolone
Dehydroepiandrosterone + acetaldehyde
-
-
DHEA
?
17alpha-Hydroxypregnenolone
Dehydroepiandrosterone + acetaldehyde
-
-
DHEA
?
17alpha-Hydroxypregnenolone
Dehydroepiandrosterone + acetaldehyde
-
-
-
-
?
17alpha-Hydroxypregnenolone
Dehydroepiandrosterone + acetaldehyde
-
17,20-lyase activity
-
-
?
17alpha-hydroxypregnenolone + AH2 + O2
dehydroepiandrosterone + acetate + A + H2O
-
-
-
-
?
17alpha-hydroxypregnenolone + AH2 + O2
dehydroepiandrosterone + acetate + A + H2O
-
-
-
-
?
17alpha-hydroxypregnenolone + AH2 + O2
dehydroepiandrosterone + acetate + A + H2O
-
-
-
-
?
17alpha-hydroxypregnenolone + AH2 + O2
dehydroepiandrosterone + acetate + A + H2O
-
-
-
?
17alpha-hydroxypregnenolone + AH2 + O2
dehydroepiandrosterone + acetate + A + H2O
-
-
-
-
?
17alpha-hydroxypregnenolone + AH2 + O2
dehydroepiandrosterone + acetate + A + H2O
-
-
-
-
?
17alpha-hydroxypregnenolone + AH2 + O2
dehydroepiandrosterone + acetate + A + H2O
-
-
-
-
?
17alpha-hydroxypregnenolone + AH2 + O2
dehydroepiandrosterone + acetate + A + H2O
-
-
-
-
?
17alpha-hydroxyprogesterone + [reduced NADPH-hemoprotein reductase] + O2
androstenedione + acetate + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
-
-
?
17alpha-hydroxyprogesterone + [reduced NADPH-hemoprotein reductase] + O2
androstenedione + acetate + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
-
-
?
17alpha-hydroxyprogesterone + [reduced NADPH-hemoprotein reductase] + O2
androstenedione + acetate + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
-
?
17alpha-hydroxyprogesterone + [reduced NADPH-hemoprotein reductase] + O2
androstenedione + acetate + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
-
-
?
17alpha-hydroxyprogesterone + [reduced NADPH-hemoprotein reductase] + O2
androstenedione + acetate + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
androstenedione
?
17alpha-hydroxyprogesterone + [reduced NADPH-hemoprotein reductase] + O2
androstenedione + acetate + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
androstenedione
?
17alpha-hydroxyprogesterone + [reduced NADPH-hemoprotein reductase] + O2
androstenedione + acetate + [oxidized NADPH-hemoprotein reductase] + H2O
-
17,20-lyase activity
-
-
?
17alpha-hydroxyprogesterone + [reduced NADPH-hemoprotein reductase] + O2
androstenedione + acetate + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
-
?
17alpha-hydroxyprogesterone + [reduced NADPH-hemoprotein reductase] + O2
androstenedione + acetate + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
androstenedione
?
17alpha-hydroxyprogesterone + [reduced NADPH-hemoprotein reductase] + O2
androstenedione + acetate + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
androstenedione, immediate precursor of testosterone
?
17alpha-hydroxyprogesterone + [reduced NADPH-hemoprotein reductase] + O2
androstenedione + acetate + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
-
?
17alpha-hydroxyprogesterone + [reduced NADPH-hemoprotein reductase] + O2
androstenedione + acetate + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
-
?
17alpha-hydroxyprogesterone + [reduced NADPH-hemoprotein reductase] + O2
androstenedione + acetate + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
-
?
17alpha-hydroxyprogesterone + [reduced NADPH-hemoprotein reductase] + O2
androstenedione + acetate + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
-
-
?
17alpha-hydroxyprogesterone + [reduced NADPH-hemoprotein reductase] + O2
androstenedione + acetate + [oxidized NADPH-hemoprotein reductase] + H2O
-
17,20-lyase activity
-
-
?
7-dehydro-17alpha-hydroxypregnenolone + AH2 + O2
7-dehydro-dehydroepiandrosterone + acetate + A + H2O
-
-
-
?
7-dehydro-17alpha-hydroxypregnenolone + AH2 + O2
7-dehydro-dehydroepiandrosterone + acetate + A + H2O
low activity
-
-
?
7-dehydro-17alpha-hydroxypregnenolone + AH2 + O2
7-dehydro-dehydroepiandrosterone + acetate + A + H2O
-
-
-
-
?
7-dehydro-pregnenolone + AH2 + O2
7-dehydro-17alpha-hydroxypregnenolone + A + H2O
-
-
-
-
?
7-dehydro-pregnenolone + AH2 + O2
7-dehydro-17alpha-hydroxypregnenolone + A + H2O
-
-
-
-
?
7-dehydro-pregnenolone + AH2 + O2
7-dehydro-17alpha-hydroxypregnenolone + A + H2O
-
-
-
?
7-dehydro-pregnenolone + AH2 + O2
7-dehydro-17alpha-hydroxypregnenolone + A + H2O
-
-
-
-
?
pregnenolone + [reduced NADPH-hemoprotein reductase] + O2
17alpha-hydroxypregnenolone + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
-
-
?
pregnenolone + [reduced NADPH-hemoprotein reductase] + O2
17alpha-hydroxypregnenolone + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
-
?
pregnenolone + [reduced NADPH-hemoprotein reductase] + O2
17alpha-hydroxypregnenolone + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
-
-
?
progesterone + AH2 + O2
17alpha-hydroxyprogesterone + A + H2O
-
-
-
-
?
progesterone + AH2 + O2
17alpha-hydroxyprogesterone + A + H2O
-
-
-
-
?
progesterone + AH2 + O2
17alpha-hydroxyprogesterone + A + H2O
-
-
-
-
?
progesterone + AH2 + O2
17alpha-hydroxyprogesterone + A + H2O
-
-
-
-
?
progesterone + AH2 + O2
17alpha-hydroxyprogesterone + A + H2O
-
-
-
-
?
progesterone + AH2 + O2
17alpha-hydroxyprogesterone + A + H2O
-
-
-
-
?
progesterone + AH2 + O2
17alpha-hydroxyprogesterone + A + H2O
-
-
-
-
?
progesterone + AH2 + O2
17alpha-hydroxyprogesterone + A + H2O
-
-
-
?
progesterone + AH2 + O2
17alpha-hydroxyprogesterone + A + H2O
-
-
-
-
?
progesterone + AH2 + O2
17alpha-hydroxyprogesterone + A + H2O
-
-
-
-
?
progesterone + AH2 + O2
17alpha-hydroxyprogesterone + A + H2O
-
-
-
-
?
progesterone + AH2 + O2
17alpha-hydroxyprogesterone + A + H2O
-
-
-
-
?
progesterone + AH2 + O2
17alpha-hydroxyprogesterone + A + H2O
-
-
-
-
?
progesterone + AH2 + O2
17alpha-hydroxyprogesterone + A + H2O
-
-
-
-
?
progesterone + [reduced NADPH-hemoprotein reductase] + O2
17alpha-hydroxyprogesterone + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
-
-
?
progesterone + [reduced NADPH-hemoprotein reductase] + O2
17alpha-hydroxyprogesterone + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
-
?
progesterone + [reduced NADPH-hemoprotein reductase] + O2
17alpha-hydroxyprogesterone + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
-
-
?
additional information
?
-
-
the bison enzyme belongs to the DELTA5-type CYP17, which has no, or very low, 17,20-lyase activity with 17-OH-progesterone with the formation of androstendione, substrate specificity, comparison of different species, none of the primate enzymes has 17,20-lyase activity towards DELTA4-steroids, overview
-
-
?
additional information
?
-
-
the bovine enzyme belongs to the DELTA5-type CYP17, which has no, or very low, 17,20-lyase activity with 17-OH-progesterone with the formation of androstendione, substrate specificity, comparison of different species, none of the primate enzymes has 17,20-lyase activity towards DELTA4-steroids, overview
-
-
?
additional information
?
-
-
the goat enzyme belongs to the DELTA5-type CYP17, which has no, or very low, 17,20-lyase activity with 17-OH-progesterone with the formation of androstendione, substrate specificity, comparison of different species, none of the primate enzymes has 17,20-lyase activity towards DELTA4-steroids, overview
-
-
?
additional information
?
-
enzyme catalyzes both 17alpha-hydroxylation of steroids, EC 1.14.99.9, and 17,20-lyase reaction, lyase activity is realized only with 17alpha-hydroxyprogesterone
-
-
?
additional information
?
-
-
the guinea pig enzyme belongs to the DELTA4-type CYP17, which has no, or very low, 17,20-lyase activity with 17alpha-hydroxy-pregnenolone with the formation of dehydroepiandrosterone, substrate specificity, comparison of different species, overview
-
-
?
additional information
?
-
-
the horse enzyme belongs to the DELTA4,5-type of CYP17, which catalyses the 17alpha-hydroxylation of progesterone and pregnenolone and the 17,20-lyase reaction of 17alpha-hydroxy-progesterone and 17alpha-hydroxy-pregnenolone, substrate specificity, comparison of different species, overview
-
-
?
additional information
?
-
-
the cat enzyme belongs to the DELTA5-type CYP17, which has no, or very low, 17,20-lyase activity with 17-OH-progesterone with the formation of androstendione, substrate specificity, comparison of different species, none of the primate enzymes has 17,20-lyase activity towards DELTA4-steroids, overview
-
-
?
additional information
?
-
-
acute elevation of serum insulin levels into the high physiological range selectively inhibits enzyme activity in man. This enzymatic step is involved in biosynthesis of the adrenal androgens androstenedione and dehydroepiandrosterone (DHEA)
-
-
?
additional information
?
-
-
enzyme also catalyzes hydroxylation of pregnenolone to 17alpha-hydroxypregnenolone and of progesterone to 17alpha-hydroxyprogesterone
-
-
?
additional information
?
-
the human enzyme belongs to the DELTA5-type CYP17, which has no, or very low, 17,20-lyase activity with 17-OH-progesterone with the formation of androstendione, substrate specificity, comparison of different species, none of the primate enzymes has 17,20-lyase activity towards DELTA4-steroids, overview
-
-
?
additional information
?
-
CYP17 has both 17alpha-hydroxylase and 17,20-lyase activities
-
-
?
additional information
?
-
no activity with 17alpha-hydroxyprogesterone
-
-
?
additional information
?
-
the enzyme shows also about 20% 16alpha-hydroxylase activity and some 21alpha-hydroxylase activity with progesterone
-
-
?
additional information
?
-
-
the enzyme shows also about 20% 16alpha-hydroxylase activity and some 21alpha-hydroxylase activity with progesterone
-
-
?
additional information
?
-
P450 17A1 is an inherently distributive enzyme but some processivity is present, i.e. some of the 17alpha-hydroxypregnenolone formed from pregnenolone does not dissociate from P450 17A1 before conversion to dehydroepiandrosterone
-
-
?
additional information
?
-
-
P450 17A1 is an inherently distributive enzyme but some processivity is present, i.e. some of the 17alpha-hydroxypregnenolone formed from pregnenolone does not dissociate from P450 17A1 before conversion to dehydroepiandrosterone
-
-
?
additional information
?
-
-
adrenal cytochrome P450C17 enzyme is capable of transforming pregnenolone into DHEA
-
-
?
additional information
?
-
-
substrate specificity, comparison of different species, overview
-
-
?
additional information
?
-
-
cytochrome P-450c17 mediates both 17alpha-hydroxylase and 17,20 lyase activities in the synthesis of steroid hormones
-
-
?
additional information
?
-
-
enzyme of the biosynthetic pathway for testosterone synthesis. Impairment of the reaction occurs in autoimmunized rabbits with severe damage of testes
-
-
?
additional information
?
-
-
the sheep enzyme belongs to the DELTA5-type CYP17, which has no, or very low, 17,20-lyase activity with 17-OH-progesterone with the formation of androstendione, substrate specificity, comparison of different species, none of the primate enzymes has 17,20-lyase activity towards DELTA4-steroids, overview
-
-
?
additional information
?
-
-
the chimp enzyme belongs to the DELTA5-type CYP17, which has no, or very low, 17,20-lyase activity with 17-OH-progesterone with the formation of androstendione, substrate specificity, comparison of different species, none of the primate enzymes has 17,20-lyase activity towards DELTA4-steroids, overview
-
-
?
additional information
?
-
-
the baboon enzyme belongs to the DELTA5-type CYP17, which has no, or very low, 17,20-lyase activity with 17-OH-progesterone with the formation of androstendione, substrate specificity, comparison of different species, none of the primate enzymes has 17,20-lyase activity towards DELTA4-steroids, overview
-
-
?
additional information
?
-
-
the rat enzyme belongs to the DELTA4,5-type of CYP17, which catalyses the 17alpha-hydroxylation of progesterone and pregnenolone and the 17,20-lyase reaction of 17alpha-hydroxy-progesterone and 17alpha-hydroxy-pregnenolone, substrate specificity, comparison of different species, overview
-
-
?
additional information
?
-
-
the enzyme catalyses two independent reactions at the same active site, the 17-hydroxylation of pregnenolone and progesterone (reaction of EC 1.14.14.19), and the conversion of the 17-hydroxylated products via a 17,20-lyase reaction. The C17,20-lyase reaction is rate limiting, and 525% of the 17OH-progesterone product is converted to 4-en-dione
-
-
?
additional information
?
-
-
the pig enzyme belongs to the DELTA4,5-type of CYP17, which catalyses the 17alpha-hydroxylation of progesterone and pregnenolone and the 17,20-lyase reaction of 17alpha-hydroxy-progesterone and 17alpha-hydroxy-pregnenolone, substrate specificity, comparison of different species, overview
-
-
?
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
17-hydroxy-5alpha-pregnan-3alpha-ol-20-one + [reduced NADPH-hemoprotein reductase] + O2
androsterone + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
-
?
17alpha-hydroxy-5alpha-dihydroprogesterone + [reduced NADPH-hemoprotein reductase] + O2
5alpha-androstanedione + acetate + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
-
?
17alpha-Hydroxypregnenolone
Dehydroepiandrosterone + acetaldehyde
17alpha-hydroxypregnenolone + AH2 + O2
dehydroepiandrosterone + acetate + A + H2O
17alpha-hydroxyprogesterone + [reduced NADPH-hemoprotein reductase] + O2
androstenedione + acetate + [oxidized NADPH-hemoprotein reductase] + H2O
5alpha-dihydroprogesterone + [reduced NADPH-hemoprotein reductase] + O2
17alpha-hydroxy-5alpha-dihydroprogesterone + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
-
?
5alpha-pregnan-3alpha-ol-20-one + [reduced NADPH-hemoprotein reductase] + O2
17-hydroxy-5alpha-pregnan-3alpha-ol-20-one + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
-
?
7-dehydro-17alpha-hydroxypregnenolone + AH2 + O2
7-dehydro-dehydroepiandrosterone + acetate + A + H2O
7-dehydro-pregnenolone + AH2 + O2
7-dehydro-17alpha-hydroxy-pregnenolone + A + H2O
-
-
-
?
7-dehydro-pregnenolone + AH2 + O2
7-dehydro-17alpha-hydroxypregnenolone + A + H2O
7alpha-hydroxypregnenolone + [reduced NADPH-hemoprotein reductase] + O2
3beta-hydroxyandrost-5-en-17-one + acetate + [oxidized NADPH-hemoprotein reductase] + H2O
-
17,20-lyase activity
-
-
?
pregnenolone + reduced acceptor + O2
17alpha-hydroxypregnenolone + oxidized acceptor + H2O
-
i.e. pregn-5-en-3beta-ol-20-one
-
-
?
pregnenolone + [reduced NADPH-hemoprotein reductase] + O2
17alpha-hydroxypregnenolone + [oxidized NADPH-hemoprotein reductase] + H2O
progesterone + AH2 + O2
17alpha-hydroxyprogesterone + A + H2O
progesterone + [reduced NADPH-hemoprotein reductase] + O2
17alpha-hydroxyprogesterone + [oxidized NADPH-hemoprotein reductase] + H2O
additional information
?
-
17alpha-Hydroxypregnenolone
Dehydroepiandrosterone + acetaldehyde
-
17,20-lyase activity
-
-
?
17alpha-Hydroxypregnenolone
Dehydroepiandrosterone + acetaldehyde
-
17,20-lyase activity
-
-
?
17alpha-hydroxypregnenolone + AH2 + O2
dehydroepiandrosterone + acetate + A + H2O
-
-
-
-
?
17alpha-hydroxypregnenolone + AH2 + O2
dehydroepiandrosterone + acetate + A + H2O
-
-
-
-
?
17alpha-hydroxypregnenolone + AH2 + O2
dehydroepiandrosterone + acetate + A + H2O
-
-
-
-
?
17alpha-hydroxypregnenolone + AH2 + O2
dehydroepiandrosterone + acetate + A + H2O
-
-
-
-
?
17alpha-hydroxypregnenolone + AH2 + O2
dehydroepiandrosterone + acetate + A + H2O
-
-
-
-
?
17alpha-hydroxypregnenolone + AH2 + O2
dehydroepiandrosterone + acetate + A + H2O
-
-
-
-
?
17alpha-hydroxypregnenolone + AH2 + O2
dehydroepiandrosterone + acetate + A + H2O
-
-
-
-
?
17alpha-hydroxyprogesterone + [reduced NADPH-hemoprotein reductase] + O2
androstenedione + acetate + [oxidized NADPH-hemoprotein reductase] + H2O
-
17,20-lyase activity
-
-
?
17alpha-hydroxyprogesterone + [reduced NADPH-hemoprotein reductase] + O2
androstenedione + acetate + [oxidized NADPH-hemoprotein reductase] + H2O
-
17,20-lyase activity
-
-
?
7-dehydro-17alpha-hydroxypregnenolone + AH2 + O2
7-dehydro-dehydroepiandrosterone + acetate + A + H2O
-
-
-
?
7-dehydro-17alpha-hydroxypregnenolone + AH2 + O2
7-dehydro-dehydroepiandrosterone + acetate + A + H2O
-
-
-
-
?
7-dehydro-pregnenolone + AH2 + O2
7-dehydro-17alpha-hydroxypregnenolone + A + H2O
-
-
-
-
?
7-dehydro-pregnenolone + AH2 + O2
7-dehydro-17alpha-hydroxypregnenolone + A + H2O
-
-
-
-
?
7-dehydro-pregnenolone + AH2 + O2
7-dehydro-17alpha-hydroxypregnenolone + A + H2O
-
-
-
-
?
pregnenolone + [reduced NADPH-hemoprotein reductase] + O2
17alpha-hydroxypregnenolone + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
-
-
?
pregnenolone + [reduced NADPH-hemoprotein reductase] + O2
17alpha-hydroxypregnenolone + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
-
?
progesterone + AH2 + O2
17alpha-hydroxyprogesterone + A + H2O
-
-
-
-
?
progesterone + AH2 + O2
17alpha-hydroxyprogesterone + A + H2O
-
-
-
-
?
progesterone + AH2 + O2
17alpha-hydroxyprogesterone + A + H2O
-
-
-
-
?
progesterone + AH2 + O2
17alpha-hydroxyprogesterone + A + H2O
-
-
-
-
?
progesterone + AH2 + O2
17alpha-hydroxyprogesterone + A + H2O
-
-
-
-
?
progesterone + AH2 + O2
17alpha-hydroxyprogesterone + A + H2O
-
-
-
-
?
progesterone + AH2 + O2
17alpha-hydroxyprogesterone + A + H2O
-
-
-
-
?
progesterone + AH2 + O2
17alpha-hydroxyprogesterone + A + H2O
-
-
-
?
progesterone + AH2 + O2
17alpha-hydroxyprogesterone + A + H2O
-
-
-
-
?
progesterone + AH2 + O2
17alpha-hydroxyprogesterone + A + H2O
-
-
-
-
?
progesterone + AH2 + O2
17alpha-hydroxyprogesterone + A + H2O
-
-
-
-
?
progesterone + AH2 + O2
17alpha-hydroxyprogesterone + A + H2O
-
-
-
-
?
progesterone + AH2 + O2
17alpha-hydroxyprogesterone + A + H2O
-
-
-
-
?
progesterone + AH2 + O2
17alpha-hydroxyprogesterone + A + H2O
-
-
-
-
?
progesterone + [reduced NADPH-hemoprotein reductase] + O2
17alpha-hydroxyprogesterone + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
-
-
?
progesterone + [reduced NADPH-hemoprotein reductase] + O2
17alpha-hydroxyprogesterone + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
-
?
additional information
?
-
-
the bison enzyme belongs to the DELTA5-type CYP17, which has no, or very low, 17,20-lyase activity with 17-OH-progesterone with the formation of androstendione, substrate specificity, comparison of different species, none of the primate enzymes has 17,20-lyase activity towards DELTA4-steroids, overview
-
-
?
additional information
?
-
-
the bovine enzyme belongs to the DELTA5-type CYP17, which has no, or very low, 17,20-lyase activity with 17-OH-progesterone with the formation of androstendione, substrate specificity, comparison of different species, none of the primate enzymes has 17,20-lyase activity towards DELTA4-steroids, overview
-
-
?
additional information
?
-
-
the goat enzyme belongs to the DELTA5-type CYP17, which has no, or very low, 17,20-lyase activity with 17-OH-progesterone with the formation of androstendione, substrate specificity, comparison of different species, none of the primate enzymes has 17,20-lyase activity towards DELTA4-steroids, overview
-
-
?
additional information
?
-
-
the guinea pig enzyme belongs to the DELTA4-type CYP17, which has no, or very low, 17,20-lyase activity with 17alpha-hydroxy-pregnenolone with the formation of dehydroepiandrosterone, substrate specificity, comparison of different species, overview
-
-
?
additional information
?
-
-
the horse enzyme belongs to the DELTA4,5-type of CYP17, which catalyses the 17alpha-hydroxylation of progesterone and pregnenolone and the 17,20-lyase reaction of 17alpha-hydroxy-progesterone and 17alpha-hydroxy-pregnenolone, substrate specificity, comparison of different species, overview
-
-
?
additional information
?
-
-
the cat enzyme belongs to the DELTA5-type CYP17, which has no, or very low, 17,20-lyase activity with 17-OH-progesterone with the formation of androstendione, substrate specificity, comparison of different species, none of the primate enzymes has 17,20-lyase activity towards DELTA4-steroids, overview
-
-
?
additional information
?
-
-
acute elevation of serum insulin levels into the high physiological range selectively inhibits enzyme activity in man. This enzymatic step is involved in biosynthesis of the adrenal androgens androstenedione and dehydroepiandrosterone (DHEA)
-
-
?
additional information
?
-
the human enzyme belongs to the DELTA5-type CYP17, which has no, or very low, 17,20-lyase activity with 17-OH-progesterone with the formation of androstendione, substrate specificity, comparison of different species, none of the primate enzymes has 17,20-lyase activity towards DELTA4-steroids, overview
-
-
?
additional information
?
-
-
adrenal cytochrome P450C17 enzyme is capable of transforming pregnenolone into DHEA
-
-
?
additional information
?
-
-
substrate specificity, comparison of different species, overview
-
-
?
additional information
?
-
-
cytochrome P-450c17 mediates both 17alpha-hydroxylase and 17,20 lyase activities in the synthesis of steroid hormones
-
-
?
additional information
?
-
-
enzyme of the biosynthetic pathway for testosterone synthesis. Impairment of the reaction occurs in autoimmunized rabbits with severe damage of testes
-
-
?
additional information
?
-
-
the sheep enzyme belongs to the DELTA5-type CYP17, which has no, or very low, 17,20-lyase activity with 17-OH-progesterone with the formation of androstendione, substrate specificity, comparison of different species, none of the primate enzymes has 17,20-lyase activity towards DELTA4-steroids, overview
-
-
?
additional information
?
-
-
the chimp enzyme belongs to the DELTA5-type CYP17, which has no, or very low, 17,20-lyase activity with 17-OH-progesterone with the formation of androstendione, substrate specificity, comparison of different species, none of the primate enzymes has 17,20-lyase activity towards DELTA4-steroids, overview
-
-
?
additional information
?
-
-
the baboon enzyme belongs to the DELTA5-type CYP17, which has no, or very low, 17,20-lyase activity with 17-OH-progesterone with the formation of androstendione, substrate specificity, comparison of different species, none of the primate enzymes has 17,20-lyase activity towards DELTA4-steroids, overview
-
-
?
additional information
?
-
-
the rat enzyme belongs to the DELTA4,5-type of CYP17, which catalyses the 17alpha-hydroxylation of progesterone and pregnenolone and the 17,20-lyase reaction of 17alpha-hydroxy-progesterone and 17alpha-hydroxy-pregnenolone, substrate specificity, comparison of different species, overview
-
-
?
additional information
?
-
-
the pig enzyme belongs to the DELTA4,5-type of CYP17, which catalyses the 17alpha-hydroxylation of progesterone and pregnenolone and the 17,20-lyase reaction of 17alpha-hydroxy-progesterone and 17alpha-hydroxy-pregnenolone, substrate specificity, comparison of different species, overview
-
-
?
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(17beta)-17-[(5R)-2-(2-chlorophenyl)-4,5-dihydro-1,3-oxazol-5-yl]androst-4-en-3-one
-
-
(17beta)-17-[(5R)-2-(3-chlorophenyl)-4,5-dihydro-1,3-oxazol-5-yl]androst-4-en-3-one
-
-
(17beta)-17-[(5R)-2-(4-bromophenyl)-4,5-dihydro-1,3-oxazol-5-yl]androst-4-en-3-one
-
-
(17beta)-17-[(5R)-2-(4-chlorophenyl)-4,5-dihydro-1,3-oxazol-5-yl]androst-4-en-3-one
-
-
(17beta)-17-[(5R)-2-(4-nitrophenyl)-4,5-dihydro-1,3-oxazol-5-yl]androst-4-en-3-one
-
-
(17beta)-17-[(5R)-2-phenyl-4,5-dihydro-1,3-oxazol-5-yl]androst-4-en-3-one
-
-
(2S,4aR,4bS,6aS,6bR,7S,9aS,10aS,10bS)-4a,6a,7-trimethyl-2,3,4,4a,4b,5,6,6a,6b,7,9,9a,10,10a,10b,11-hexadecahydro-1H-naphtho[2',1':4,5]indeno[2,1-c][1,2]oxazol-2-ol
-
-
(2S,4aR,4bS,6aS,6bS,7S,10aS,10bS)-4a,6a,7-trimethyl-8-(4-methylphenyl)-1,2,3,4,4a,4b,5,6,6a,6b,7,8,10,10a,10b,11-hexadecahydronaphtho[2',1':4,5]indeno[2,1-c]pyrazol-2-ol
-
-
(3beta,17beta)-17-[(5R)-2-(3-chlorophenyl)-4,5-dihydro-1,3-oxazol-5-yl]androst-5-en-3-ol
-
-
(3beta,17beta)-17-[(5R)-2-(4-nitrophenyl)-4,5-dihydro-1,3-oxazol-5-yl]androst-5-en-3-ol
-
-
(3beta,17beta)-17-[2-(4-chlorophenyl)-5,6-dihydro-4H-1,3-oxazin-4-yl]androst-5-en-3-ol
-
decreases enzyme activity by 70% at 50 µM
(5'R)-17beta-[2-(2-chlorophenyl)-4,5-dihydrooxazol-5-yl]androst-5-en-3-one
-
-
(5'R)-17beta-[2-(2-chlorophenyl)-4,5-dihydrooxazol-5-yl]androst-5-en-3beta-ol
-
-
(5'R)-17beta-[2-(3-chlorophenyl)-4,5-dihydrooxazol-5-yl]androst-5-en-3-one
-
-
(5'R)-17beta-[2-(3-chlorophenyl)-4,5-dihydrooxazol-5-yl]androst-5-en-3beta-ol
-
-
(5'R)-17beta-[2-(4-bromophenyl)-4,5-dihydrooxazol-5-yl]androst-5-en-3-one
-
-
(5'R)-17beta-[2-(4-bromophenyl)-4,5-dihydrooxazol-5-yl]androst-5-en-3beta-ol
-
-
(5'R)-17beta-[2-(4-chlorophenyl)-4,5-dihydrooxazol-5-yl]androst-5-en-3-one
-
-
(5'R)-17beta-[2-(4-chlorophenyl)-4,5-dihydrooxazol-5-yl]androst-5-en-3beta-ol
-
-
(5'R)-17beta-[2-(4-fluorophenyl)-4,5-dihydrooxazol-5-yl]androst-5-en-3-one
-
-
(5'R)-17beta-[2-(4-nitrophenyl)-4,5-dihydrooxazol-5-yl]androst-5-en-3-one
-
-
(5'R)-17beta-[2-(4-nitrophenyl)-4,5-dihydrooxazol-5-yl]androst-5-en-3beta-ol
-
-
(5'R)-17beta-[2-phenyl-4,5-dihydrooxazol-5-yl]androst-5-en-3-one
-
-
(S)-orteronel
three times more inhibitory toward the conversion of 17alpha-hydroxypregnenolone to dehydroepiandrosterone than toward the 17alpha-hydroxylation of pregnenolone. The (S)-enantiomer of orteronel is more inhibitory than the (R) enantiomer
1-(3-phenylpropyl)-1H-imidazole
-
-
1-(4-bromobenzyl)-1H-imidazole
-
-
1-(4-iodo-benzyl)-1H-imidazole
-
-
1-(4-phenylbutyl)-1H-imidazole
-
-
1-(5-phenylpentyl)-1H-imidazole
-
-
1-(7-phenyl-heptyl)-1H-imidazole
-
-
1-[3-(4-bromo-phenyl)-propyl]-1H-imidazole
-
-
1-[3-(4-chlorophenyl)-propyl]-1H-imidazole
-
-
1-[3-(4-fluorophenyl)-propyl]-1H-imidazole
-
-
1-[5-(4-bromo-phenyl)-pentyl]-1H-imidazole
-
-
1-[5-(4-chlorophenyl)-pentyl]-1H-imidazole
-
-
1-[5-(4-fluorophenyl)-pentyl]-1H-imidazole
-
-
1-[7-(4-fluorophenyl)-heptyl]-1H-imidazole
-
-
17(E)-picolinyliden-androst-4-en-3beta-ol
-
-
17(E)-picolinyliden-androst-5-en-3beta-ol
-
-
17-(1H-1,2,3-triazol-1-yl)androsta-4,16-dien-3-one
-
VN/85-1
17-(1H-imidazole-1-yl)androsta-4,16-dien-3-one
-
VN/108-1
17beta-(1-p-chlorophenyl-3-pyrazolyl)androst-4-en-3-one
-
91% relative conversion at 0.05 mM
17beta-(1-p-chlorophenyl-3-pyrazolyl)androst-5-en-3beta-ol
-
74% relative conversion at 0.05 mM
17beta-(1-p-chlorophenyl-5-pyrazolyl)androst-4-en-3-one
-
78% relative conversion at 0.05 mM
17beta-(1-p-chlorophenyl-5-pyrazolyl)androst-5-en-3beta-ol
-
-
17beta-(1-p-cyanophenyl-3-pyrazolyl)androst-4-en-3-one
-
34% relative conversion at 0.05 mM
17beta-(1-p-cyanophenyl-3-pyrazolyl)androst-5-en-3beta-ol
-
-
17beta-(1-p-cyanophenyl-5-pyrazolyl)androst-4-en-3-one
-
69% relative conversio at 0.05 mMn
17beta-(1-p-cyanophenyl-5-pyrazolyl)androst-5-en-3beta-ol
-
-
17beta-(1-p-methoxyphenyl-3-pyrazolyl)androst-4-en-3-one
-
54% relative conversion at 0.05 mM
17beta-(1-p-methoxyphenyl-3-pyrazolyl)androst-5-en-3beta-ol
-
95% relative conversion at 0.05 mM
17beta-(1-p-methoxyphenyl-5-pyrazolyl)androst-4-en-3-one
-
91% relative conversion at 0.05 mM
17beta-(1-p-methoxyphenyl-5-pyrazolyl)androst-5-en-3beta-ol
-
-
17beta-(1-p-tolyl-3-pyrazolyl)androst-4-en-3-one
-
92% relative conversion at 0.05 mM
17beta-(1-p-tolyl-5-pyrazolyl)androst-4-en-3-one
-
86% relative conversion at 0.05 mM
17beta-(1-p-tolyl-5-pyrazolyl)androst-5-en-3beta-ol
-
89% relative conversion at 0.05 mM
17beta-(1-p-tolylphenyl-3-pyrazolyl)androst-5-en-3beta-
-
-
17beta-(1-p-tolylphenyl-3-pyrazolyl)androst-5-en-3beta-ol
-
93% relative conversion at 0.05 mM
17beta-(1-p-tolylphenyl-5-pyrazolyl)androst-5-en-3beta-
-
-
17beta-(1-phenyl-3-pyrazolyl)androst-4-en-3-one
-
86% relative conversion at 0.05 mM
17beta-(1-phenyl-3-pyrazolyl)androst-5-en-3beta-ol
-
65% relative conversion at 0.05 mM
17beta-(1-phenyl-5-pyrazolyl)androst-4-en-3-one
-
87% relative conversion at 0.05 mM
17beta-(1-phenyl-5-pyrazolyl)androst-5-en-3beta-ol
-
92% relative conversion at 0.05 mM
17beta-(2-oxazolidon-5-yl)-androst-4-en-3-one
-
-
17beta-(2-oxazolidon-5-yl)androst-5-en-3beta-ol
-
-
17beta-[3-(N-3,5-dimethylphenyl)-2-oxazolidon-5-yl]androst-4-en-3-one
-
-
17beta-[3-(N-3,5-dimethylphenyl)-2-oxazolidon-5-yl]androst-5-en-3beta-ol
-
-
17beta-[3-(N-4-bromophenyl)-2-oxazolidon-5-yl]androst-4-en-3-one
-
-
17beta-[3-(N-4-bromophenyl)-2-oxazolidon-5-yl]androst-5-en-3beta-ol
-
-
17beta-[3-(N-4-chlorophenyl)-2-oxazolidon-5-yl]androst-4-en-3-one
-
-
17beta-[3-(N-4-chlorophenyl)-2-oxazolidon-5-yl]androst-5-en-3beta-ol
-
-
17beta-[3-(N-4-fluorophenyl)-2-oxazolidon-5-yl]androst-4-en-3-one
-
-
17beta-[3-(N-4-fluorophenyl)-2-oxazolidon-5-yl]androst-5-en-3beta-ol
-
-
17beta-[3-(N-4-methoxyphenyl)-2-oxazolidon-5-yl]androst-4-en-3-one
-
-
17beta-[3-(N-4-methoxyphenyl)-2-oxazolidon-5-yl]androst-5-en-3beta-ol
-
-
17beta-[3-(N-phenyl)-2-oxazolidon-5-yl]androst-4-en-3-one
-
-
17beta-[3-(N-phenyl)-2-oxazolidon-5-yl]androst-5-en-3beta-ol
-
-
2'-[[(E)-3beta-hydroxyandrost-5-en-17-ylidene]methyl]-4',4'-dimethyl-4',5'-dihydro-1',3'-oxazole
-
-
2'-[[(E)-3beta-hydroxyandrost-5-en-17-ylidene]methyl]-4',5'-dihydro-1',3'-oxazole
-
-
2-fluoro-4-[5-(pyridin-4-yl)-5,6,7,8-tetrahydronaphthalen-2-yl]phenol
-
-
2-fluoro-4-[5-(pyridin-4-yl)-7,8-dihydronaphthalen-2-yl]phenol
-
-
3-[5-(4-fluorophenyl)-2,3-dihydro-1H-inden-1-yl]pyridine
-
-
3-[6-(4-fluorophenyl)-1H-inden-3-yl]pyridine
-
-
3beta-acetoxy-21-chloropregn-5-ene-20beta-N-phenylurethane
-
-
3beta-acetoxy-5alpha,6beta,17alpha,21-tetrabromo-pregnane-20-one
-
-
3beta-hydroxy-17-(1H-1,2,3-triazol-1-yl)androsta-5,16-diene
-
VN/87-1
3beta-hydroxy-17-(1H-benzimidazol-1-yl)androsta-5,16-diene
-
VN/124-1
3beta-hydroxy-17-(1H-benzimidazole-1-yl)androsta-5,16-diene
-
VN/124-1
3beta-hydroxy-17-(50-[30-methyl]-10,20,40-oxadiazolyl)androst-5,16-diene
4-(1H-imidazol-1-ylmethyl)-7-[(3-methylbenzyl)oxy]-2H-chromen-2-one
-
-
4-(1H-imidazol-1-ylmethyl)-7-[[3-(trifluoromethyl)benzyl]oxy]-2Hchromen-2-one
-
-
4-(1H-imidazol-1-ylmethyl)phenyl 4-(trifluoromethyl)benzenesulfonate
-
-
4-(1H-imidazol-1-ylmethyl)phenyl 4-bromobenzenesulfonate
-
-
4-(1H-imidazol-1-ylmethyl)phenyl 4-chlorobenzenesulfonate
-
-
4-(1H-imidazol-1-ylmethyl)phenyl 4-fluorobenzenesulfonate
-
-
4-(1H-imidazol-1-ylmethyl)phenyl 4-iodobenzenesulfonate
-
-
4-(1H-imidazol-1-ylmethyl)phenyl 4-methoxybenzenesulfonate
-
-
4-(1H-imidazol-1-ylmethyl)phenyl 4-nitrobenzenesulfonate
-
-
4-(1H-imidazol-1-ylmethylphenyl)-4-toluenesulfonate
-
-
4-iodobenzyl imidazole
-
-
4-nonylphenol
-
strong inhibitory effect at 0.1 mM
4-[5-(4-fluorophenyl)-2,3-dihydro-1H-inden-1-yl]pyridine
-
-
4-[5-(pyridin-4-yl)-5,6,7,8-tetrahydronaphthalen-2-yl]benzene-1,2-diol
-
-
4-[5-(pyridin-4-yl)-7,8-dihydronaphthalen-2-yl]benzene-1,2-diol
-
-
4-[6-(3,4-difluorophenyl)-1,2,3,4-tetrahydronaphthalen-1-yl]pyridine
-
-
4-[6-(3,4-difluorophenyl)-3,4-dihydronaphthalen-1-yl]pyridine
-
-
4-[6-(4-fluorophenyl)-1,2,3,4-tetrahydronaphthalen-1-yl]pyridine
-
-
4-[6-(4-fluorophenyl)-1H-inden-3-yl]pyridine
-
-
4-[6-(4-fluorophenyl)-3,4-dihydronaphthalen-1-yl]pyridine
-
-
4-[6-(4-methoxyphenyl)-1H-inden-3-yl]pyridine
-
-
5-(4-fluorophenyl)-1-(pyridin-3-yl)-2,3-dihydro-1H-inden-1-ol
-
-
6-(3,4-difluorophenyl)-1-(pyridin-3-yl)-1,2,3,4-tetrahydronaphthalen-1-ol
-
-
6-(3-fluoro-4-methoxyphenyl)-1-(pyridin-3-yl)-1,2,3,4-tetrahydronaphthalen-1-ol
-
-
7-[(3-chlorobenzyl)oxy]-4-(1H-imidazol-1-ylmethyl)-2H-chromen-2-one
-
-
7-[(3-fluorobenzyl)oxy]-4-(1H-imidazol-1-ylmethyl)-2H-chromen-2-one
-
-
cyclopregnenolone
-
i.e. 3alpha5-cyclo-6beta-methoxy-5alpha-pregnane-20-one
estradiol-17beta
-
concentration of 0.3 mM both, testicular and male duodenal enzyme with exogenous 17alpha-hydroxyprogesterone as substrate are inhibited by 30-40%
Insulin
-
acute and selective
-
O-3beta-acetoxyandrost-5,16-diene-17-acyl-p-methoxybenzamidoxime
-
compound displays in vitro cytotoxic activity against HeLa cells, MCF-7 cells, A-2780 cells and A-431 cells which are higher than or comparable to that of the reference cisplatin
O-3beta-acetoxyandrost-5,16-diene-17-acylacetamidoxime
-
compound displays in vitro cytotoxic activity against HeLa cells, MCF-7 cells, A-2780 cells and A-431 cells which are higher than or comparable to that of the reference cisplatin
Promegestone
-
competitive
tetrabromobisphenol A
-
-
VT-464
-
selective suppression of androgen synthesis through CYP17 lyase inhibition
3beta-hydroxy-17-(50-[30-methyl]-10,20,40-oxadiazolyl)androst-5,16-diene
-
compound displays in vitro cytotoxic activity against HeLa cells, MCF-7 cells, A-2780 cells and A-431 cells which are higher than or comparable to that of the reference cisplatin
3beta-hydroxy-17-(50-[30-methyl]-10,20,40-oxadiazolyl)androst-5,16-diene
-
-
abiraterone
-
-
abiraterone
-
i.e. 17-(pyridin-3-yl)androsta-5,16-dien-3beta-ol
abiraterone
-
i.e. 17-(3-pyridyl)androsta-5,16-dien-3beta-ol
flusilazole
-
ketoconazole
-
strong inhibitory effect at 0.1 mM
ketoconazole
-
i.e. cis-1-acetyl-4-[4[[2,4-(dichlorophenyl)-2-(1H-imidazol-1-ylmethyl)-1,3-dioxolan-4-yl]-methoxy]phenyl]piperazine
ketoconazole
-
competitve
SU10603
-
SU10603
-
CYP17 chimeric mouse brains incubated in the presence of SU10603, do not form dehydroepiandrosterone
tebuconazole
highest affinity for human CYP17A1
additional information
-
not inhibited by acetyl pregnenolone
-
additional information
itraconazole has no effect on human CYP17A1
-
additional information
no effect by valproic acid, triclosan, tebuconazole, bisphenol A, tetrabromobisphenol A, methoxyacetic acid, cyclosporin A, endosulfan, methylmercury, perfluorobutane sulfonic acid, perfluorohexane sulfonic acid, perfluorononanoic acid, perfluorooctanoic acid, perfluorooctane sulfate, glufosinate ammonium, dibutyl phthalate, diethylhexyl phthalate, mono-ethylhexyl phthalate, epicatechin, genistein, D-mannitol, diethylstilbestrol, atrazine, retinoic acid, and 4-hydroxy-androstenedione
-
additional information
-
no effect by valproic acid, triclosan, tebuconazole, bisphenol A, tetrabromobisphenol A, methoxyacetic acid, cyclosporin A, endosulfan, methylmercury, perfluorobutane sulfonic acid, perfluorohexane sulfonic acid, perfluorononanoic acid, perfluorooctanoic acid, perfluorooctane sulfate, glufosinate ammonium, dibutyl phthalate, diethylhexyl phthalate, mono-ethylhexyl phthalate, epicatechin, genistein, D-mannitol, diethylstilbestrol, atrazine, retinoic acid, and 4-hydroxy-androstenedione
-
additional information
-
overview
-
additional information
-
inhibitor development and synthesis, inhibitory potencies of compounds, overview
-
additional information
-
no enzyme inhibition by (5'R)-17beta-[2-phenyl-4,5-dihydrooxazol-5-yl]androst-5-en-3beta-ol and (5'R)-17beta-[2-(4-fluoroophenyl)-4,5-dihydrooxazol-5-yl]androst-5-en-3beta-ol
-
additional information
-
C17,20-lyase activity is not inhibited by 0.05 mM 17beta-(1-p-chlorophenyl-3-pyrazolyl)androst-5-en-3beta-ol, 17beta-(1-p-cyanophenyl-3-pyrazolyl)androst-5-en-3beta-ol, 17beta-(1-p-cyanophenyl-5-pyrazolyl)androst-5-en-3beta-ol and 17beta-(1-p-methoxyphenyl-5-pyrazolyl)androst-5-en-3beta-ol; inhibitory effects of synthesized 3beta-hydroxy-17beta-exo-heterocyclic steroids and the corresponding DELTA4-3-ketosteroids on the testicular C17,20-lyase activity are analyzed by an in vitro radioligand incubation technique, overview
-
additional information
-
picolyl derivatives exert no significant inhibition either on the 17alpha-hydroxylase or the C17,20-lyase activities
-
additional information
-
no effect by valproic acid, triclosan, bisphenol A, methoxyacetic acid, cyclosporin A, forskolin, endosulfan, dioctyltin chloride, perfluorobutane sulfonic acid, perfluorohexane sulfonic acid, perfluorononanoic acid, perfluorooctanoic acid, perfluorooctane sulfate, glufosinate ammonium, dibutyl phthalate, diethylhexyl phthalate, mono-ethylhexyl phthalate, epicatechin, genistein, D-mannitol, atrazine, retinoic acid, and 4-hydroxy-androstenedione
-
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0.014
(17beta)-17-[(5R)-2-(2-chlorophenyl)-4,5-dihydro-1,3-oxazol-5-yl]androst-4-en-3-one
Rattus norvegicus
-
37°C
0.0048
(17beta)-17-[(5R)-2-(3-chlorophenyl)-4,5-dihydro-1,3-oxazol-5-yl]androst-4-en-3-one
Rattus norvegicus
-
37°C
0.005
(17beta)-17-[(5R)-2-(4-bromophenyl)-4,5-dihydro-1,3-oxazol-5-yl]androst-4-en-3-one
Rattus norvegicus
-
37°C
0.052
(17beta)-17-[(5R)-2-(4-chlorophenyl)-4,5-dihydro-1,3-oxazol-5-yl]androst-4-en-3-one
Rattus norvegicus
-
37°C
0.0077
(17beta)-17-[(5R)-2-(4-nitrophenyl)-4,5-dihydro-1,3-oxazol-5-yl]androst-4-en-3-one
Rattus norvegicus
-
37°C
0.03
(17beta)-17-[(5R)-2-phenyl-4,5-dihydro-1,3-oxazol-5-yl]androst-4-en-3-one
Rattus norvegicus
-
37°C
0.026
(2S,4aR,4bS,6aS,6bR,7S,9aS,10aS,10bS)-4a,6a,7-trimethyl-2,3,4,4a,4b,5,6,6a,6b,7,9,9a,10,10a,10b,11-hexadecahydro-1H-naphtho[2',1':4,5]indeno[2,1-c][1,2]oxazol-2-ol
Rattus norvegicus
-
37°C
0.0058
(2S,4aR,4bS,6aS,6bS,7S,10aS,10bS)-4a,6a,7-trimethyl-8-(4-methylphenyl)-1,2,3,4,4a,4b,5,6,6a,6b,7,8,10,10a,10b,11-hexadecahydronaphtho[2',1':4,5]indeno[2,1-c]pyrazol-2-ol
Rattus norvegicus
-
37°C
0.011
(3beta,17beta)-17-[(5R)-2-(3-chlorophenyl)-4,5-dihydro-1,3-oxazol-5-yl]androst-5-en-3-ol
Rattus norvegicus
-
37°C
0.0079
(3beta,17beta)-17-[(5R)-2-(4-nitrophenyl)-4,5-dihydro-1,3-oxazol-5-yl]androst-5-en-3-ol
Rattus norvegicus
-
37°C
0.0048
(5'R)-17beta-[2-(2-chlorophenyl)-4,5-dihydrooxazol-5-yl]androst-5-en-3-one
Rattus norvegicus
-
pH 7.3, 37°C
0.014
(5'R)-17beta-[2-(3-chlorophenyl)-4,5-dihydrooxazol-5-yl]androst-5-en-3-one
Rattus norvegicus
-
pH 7.3, 37°C
0.005
(5'R)-17beta-[2-(4-bromophenyl)-4,5-dihydrooxazol-5-yl]androst-5-en-3-one
Rattus norvegicus
-
pH 7.3, 37°C
0.052
(5'R)-17beta-[2-(4-chlorophenyl)-4,5-dihydrooxazol-5-yl]androst-5-en-3-one
Rattus norvegicus
-
pH 7.3, 37°C
0.0077
(5'R)-17beta-[2-(4-nitrophenyl)-4,5-dihydrooxazol-5-yl]androst-5-en-3-one
Rattus norvegicus
-
pH 7.3, 37°C
0.0079
(5'R)-17beta-[2-(4-nitrophenyl)-4,5-dihydrooxazol-5-yl]androst-5-en-3beta-ol
Rattus norvegicus
-
pH 7.3, 37°C
0.03
(5'R)-17beta-[2-phenyl-4,5-dihydrooxazol-5-yl]androst-5-en-3-one
Rattus norvegicus
-
pH 7.3, 37°C
0.00614 - 0.03095
1-(3-phenylpropyl)-1H-imidazole
0.00285 - 0.01655
1-(4-bromobenzyl)-1H-imidazole
0.00158 - 0.01006
1-(4-iodo-benzyl)-1H-imidazole
0.00223 - 0.00865
1-(4-phenylbutyl)-1H-imidazole
0.00131 - 0.0022
1-(5-phenylpentyl)-1H-imidazole
0.0001 - 0.00032
1-(7-phenyl-heptyl)-1H-imidazole
0.00033 - 0.00295
1-[3-(4-bromo-phenyl)-propyl]-1H-imidazole
0.00055 - 0.00585
1-[3-(4-chlorophenyl)-propyl]-1H-imidazole
0.00196 - 0.02781
1-[3-(4-fluorophenyl)-propyl]-1H-imidazole
0.000058 - 0.0005
1-[5-(4-bromo-phenyl)-pentyl]-1H-imidazole
0.000086 - 0.00057
1-[5-(4-chlorophenyl)-pentyl]-1H-imidazole
0.0001 - 0.00075
1-[5-(4-fluorophenyl)-pentyl]-1H-imidazole
0.000057 - 0.00017
1-[7-(4-fluorophenyl)-heptyl]-1H-imidazole
0.014
17(E)-picolinyliden-androst-4-en-3beta-ol
Rattus norvegicus
-
C17,20-lyase activity, pH 7.3, 37°C
0.0082
17(E)-picolinyliden-androst-5-en-3beta-ol
Rattus norvegicus
-
C17,20-lyase activity, pH 7.3, 37°C
0.022
17beta-(1-p-cyanophenyl-3-pyrazolyl)androst-4-en-3-one
0.059
17beta-(1-p-methoxyphenyl-3-pyrazolyl)androst-4-en-3-one
Rattus norvegicus
-
-
0.059
17beta-(1-phenyl-5-pyrazolyl)androst-4-en-3-one
Rattus norvegicus
-
pH and temperature not specified in the publication
0.003
17beta-(2-oxazolidon-5-yl)-androst-4-en-3-one
Rattus norvegicus
-
-
0.013
2'-[[(E)-3beta-hydroxyandrost-5-en-17-ylidene]methyl]-4',4'-dimethyl-4',5'-dihydro-1',3'-oxazole
Homo sapiens
-
at pH 7.4 and 37°C
0.0009
2'-[[(E)-3beta-hydroxyandrost-5-en-17-ylidene]methyl]-4',5'-dihydro-1',3'-oxazole
Homo sapiens
-
at pH 7.4 and 37°C
0.00006
3beta-hydroxy-17-(50-[30-methyl]-10,20,40-oxadiazolyl)androst-5,16-diene
Rattus norvegicus
-
pH 7.3, 37°C
0.0002908
4-(1H-imidazol-1-ylmethyl)phenyl 4-(trifluoromethyl)benzenesulfonate
Rattus norvegicus
-
at 37°C
0.0000704
4-(1H-imidazol-1-ylmethyl)phenyl 4-bromobenzenesulfonate
Rattus norvegicus
-
at 37°C
0.0000987
4-(1H-imidazol-1-ylmethyl)phenyl 4-chlorobenzenesulfonate
Rattus norvegicus
-
at 37°C
0.00021
4-(1H-imidazol-1-ylmethyl)phenyl 4-fluorobenzenesulfonate
Rattus norvegicus
-
at 37°C
0.0000651
4-(1H-imidazol-1-ylmethyl)phenyl 4-iodobenzenesulfonate
Rattus norvegicus
-
at 37°C
0.0001009
4-(1H-imidazol-1-ylmethyl)phenyl 4-methoxybenzenesulfonate
Rattus norvegicus
-
at 37°C
0.000085
4-(1H-imidazol-1-ylmethyl)phenyl 4-nitrobenzenesulfonate
Rattus norvegicus
-
at 37°C
0.00023
4-(1H-imidazol-1-ylmethylphenyl)-4-toluenesulfonate
Rattus norvegicus
-
at 37°C
0.00158
4-iodobenzyl imidazole
Rattus norvegicus
-
at 37°C
0.0000012 - 0.0013
abiraterone
0.014
diethylstilbestrol
Sus scrofa
-
adrenal cortex microsomes, pH and temperature not specified in the publication
0.000084
dioctyltin chloride
Homo sapiens
H295R cell assay, pH and temperature not specified in the publication
0.00013 - 0.016
flusilazole
0.000032 - 0.00376
ketoconazole
0.02 - 2
methylmercury
Sus scrofa
-
adrenal cortex microsomes, pH and temperature not specified in the publication
0.000039 - 0.000061
SU10603
0.00014
tebuconazole
Sus scrofa
-
adrenal cortex microsomes, pH and temperature not specified in the publication
0.093
tetrabromobisphenol A
Sus scrofa
-
adrenal cortex microsomes, pH and temperature not specified in the publication
0.00614
1-(3-phenylpropyl)-1H-imidazole
Rattus norvegicus
-
lyase IC50 value
0.03095
1-(3-phenylpropyl)-1H-imidazole
Rattus norvegicus
-
17alpha-OHase IC50 value
0.00285
1-(4-bromobenzyl)-1H-imidazole
Rattus norvegicus
-
lyase IC50 value
0.01655
1-(4-bromobenzyl)-1H-imidazole
Rattus norvegicus
-
17alpha-OHase IC50 value
0.00158
1-(4-iodo-benzyl)-1H-imidazole
Rattus norvegicus
-
lyase IC50 value
0.01006
1-(4-iodo-benzyl)-1H-imidazole
Rattus norvegicus
-
17alpha-OHase IC50 value
0.00223
1-(4-phenylbutyl)-1H-imidazole
Rattus norvegicus
-
lyase IC50 value
0.00865
1-(4-phenylbutyl)-1H-imidazole
Rattus norvegicus
-
17alpha-OHase IC50 value
0.00131
1-(5-phenylpentyl)-1H-imidazole
Rattus norvegicus
-
lyase IC50 value
0.0022
1-(5-phenylpentyl)-1H-imidazole
Rattus norvegicus
-
17alpha-OHase IC50 value
0.0001
1-(7-phenyl-heptyl)-1H-imidazole
Rattus norvegicus
-
lyase IC50 value
0.00032
1-(7-phenyl-heptyl)-1H-imidazole
Rattus norvegicus
-
17alpha-OHase IC50 value
0.00033
1-[3-(4-bromo-phenyl)-propyl]-1H-imidazole
Rattus norvegicus
-
lyase IC50 value
0.00295
1-[3-(4-bromo-phenyl)-propyl]-1H-imidazole
Rattus norvegicus
-
17alpha-OHase IC50 value
0.00055
1-[3-(4-chlorophenyl)-propyl]-1H-imidazole
Rattus norvegicus
-
lyase IC50 value
0.00585
1-[3-(4-chlorophenyl)-propyl]-1H-imidazole
Rattus norvegicus
-
17alpha-OHase IC50 value
0.00196
1-[3-(4-fluorophenyl)-propyl]-1H-imidazole
Rattus norvegicus
-
lyase IC50 value
0.02781
1-[3-(4-fluorophenyl)-propyl]-1H-imidazole
Rattus norvegicus
-
17alpha-OHase IC50 value
0.000058
1-[5-(4-bromo-phenyl)-pentyl]-1H-imidazole
Rattus norvegicus
-
lyase IC50 value
0.0005
1-[5-(4-bromo-phenyl)-pentyl]-1H-imidazole
Rattus norvegicus
-
17alpha-OHase IC50 value
0.000086
1-[5-(4-chlorophenyl)-pentyl]-1H-imidazole
Rattus norvegicus
-
lyase IC50 value
0.00057
1-[5-(4-chlorophenyl)-pentyl]-1H-imidazole
Rattus norvegicus
-
17alpha-OHase IC50 value
0.0001
1-[5-(4-fluorophenyl)-pentyl]-1H-imidazole
Rattus norvegicus
-
lyase IC50 value
0.00075
1-[5-(4-fluorophenyl)-pentyl]-1H-imidazole
Rattus norvegicus
-
17alpha-OHase IC50 value
0.000057
1-[7-(4-fluorophenyl)-heptyl]-1H-imidazole
Rattus norvegicus
-
lyase IC50 value
0.00017
1-[7-(4-fluorophenyl)-heptyl]-1H-imidazole
Rattus norvegicus
-
17alpha-OHase IC50 value
0.022
17beta-(1-p-cyanophenyl-3-pyrazolyl)androst-4-en-3-one
Rattus norvegicus
-
-
0.022
17beta-(1-p-cyanophenyl-3-pyrazolyl)androst-4-en-3-one
Rattus norvegicus
-
pH and temperature not specified in the publication
0.0000012
abiraterone
Rattus norvegicus
-
pH 7.3, 37°C
0.000012
abiraterone
Rattus norvegicus
-
C17,20-lyase activity, pH 7.3, 37°C
0.0013
abiraterone
Homo sapiens
-
at pH 7.4 and 37°C
0.00013
flusilazole
Sus scrofa
-
adrenal cortex microsomes, pH and temperature not specified in the publication
0.016
flusilazole
Homo sapiens
H295R cell assay, pH and temperature not specified in the publication
0.000032
ketoconazole
Rattus norvegicus
-
pH 7.3, 37°C
0.000051
ketoconazole
Sus scrofa
-
adrenal cortex microsomes, pH and temperature not specified in the publication
0.00007
ketoconazole
Homo sapiens
H295R cell assay, pH and temperature not specified in the publication
0.00032
ketoconazole
Rattus norvegicus
-
C17,20-lyase activity, pH 7.3, 37°C
0.00035
ketoconazole
Rattus norvegicus
-
-
0.00075
ketoconazole
Rattus norvegicus
-
-
0.00166
ketoconazole
Rattus norvegicus
-
-
0.00166
ketoconazole
Rattus norvegicus
-
at 37°C
0.00376
ketoconazole
Rattus norvegicus
-
-
0.000039
SU10603
Sus scrofa
-
adrenal cortex microsomes, pH and temperature not specified in the publication
0.000061
SU10603
Homo sapiens
H295R cell assay, pH and temperature not specified in the publication
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Bioconversion of steroids in vitro by testes from autoimmunized rabbits
Hoppe-Seyler's Z. Physiol. Chem.
355
716-720
1974
Oryctolagus cuniculus
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74
362-367
1992
Homo sapiens
brenda
Sakai, N.; Tanaka, M.; Adachi, S.; Miller, W.L.; Nagahama, Y.
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1992
Oncorhynchus mykiss
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Isolation and characterization of the mouse P450 17alpha-Hydrolase/C17-20-lyase gene (Cyp 17): Transcriptional regulation of the gene by cyclic adenosine 3,5-monophosphate in MA-10 Leydig cells
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6
927-934
1992
Mus musculus
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J. Steroid Biochem. Mol. Biol.
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Rattus norvegicus, vertebrata
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Burkhart, J.P.; Gates, C.A.; Laughlin, M.E.; Resvick, R.J.; Peet, N.P.
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4
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1996
Macaca fascicularis
brenda
Burke, D.F.; Laughton, C.A.; Neidle, S.
Homology modelling of the enzyme P450 17alpha-hydroxylase/17,20-lyase-a taget for prostate cancer chemotherapy-from the crystal structure of P450BM-3
Anticancer Drug Des.
12
113-123
1997
Homo sapiens
brenda
Cloutier, M.; Fleury, A.; Courtemanche, J.; Ducharme, L.; Mason, J.I.; Lehoux, J.G.
Characterization of the adrenal cytochrome P450C17 in the hamster, a small animal model for the study of adrenal dehydroepiandrosterone biosynthesis
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16
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1997
Mesocricetus auratus
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Gupta, M.K.; Guryev, O.L.; Auchus, R.J.
5alpha-reduced C21 steroids are substrates for human cytochrome P450c17
Arch. Biochem. Biophys.
418
151-160
2003
Homo sapiens
brenda
Gilep, A.A.; Estabrook, R.W.; Usanov, S.A.
Chimerogenesis in estimation of specificity and pathway directions for cytochrome P45017alpha catalyzed reactions
Biochemistry (Moscow)
69
364-375
2004
Cavia porcellus (Q64410)
brenda
Akhtar, M.K.; Kelly, S.L.; Kaderbhai, M.A.
Cytochrome b5 modulation of 17alpha hydroxylase and 17-20 lyase (CYP17) activities in steroidogenesis
J. Endocrinol.
187
267-274
2005
Homo sapiens
brenda
Fernandes, D.; Bebianno, M.J.; Porte, C.
Mitochondrial metabolism of 17alpha-hydroxyprogesterone in male sea bass (Dicentrarchus labrax): a potential target for endocrine disruptors
Aquat. Toxicol.
85
258-266
2007
Dicentrarchus labrax
brenda
Kolar, N.W.; Swart, A.C.; Mason, J.I.; Swart, P.
Functional expression and characterisation of human cytochrome P45017alpha in Pichia pastoris
J. Biotechnol.
129
635-644
2007
Homo sapiens
brenda
Martin, R.M.; Oliveira, P.S.; Costa, E.M.; Arnhold, I.J.; Mendonca, B.B.
Combined 17 alpha-hydroxylase/17,20-lyase deficiency due to a homozygous 25 BP duplication (NT 4157-4181) at exon 5 in the CYP17 resulting in a premature stop codon predicted by molecular modeling
Arq. Bras. Endocrinol. Metabol.
52
1317-1320
2008
Homo sapiens
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Nguyen, A.D.; Corbin, C.J.; Pattison, J.C.; Bird, I.M.; Conley, A.J.
The developmental increase in adrenocortical 17,20-lyase activity (biochemical adrenarche) is driven primarily by increasing cytochrome b5 in neonatal rhesus macaques
Endocrinology
150
1748-1756
2009
Macaca mulatta
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Hershkovitz, E.; Parvari, R.; Wudy, S.A.; Hartmann, M.F.; Gomes, L.G.; Loewental, N.; Miller, W.L.
Homozygous mutation G539R in the gene for P450 oxidoreductase in a family previously diagnosed as having 17,20-lyase deficiency
J. Clin. Endocrinol. Metab.
93
3584-3588
2008
Homo sapiens
brenda
Bhangoo, A.; Aisenberg, J.; Chartoffe, A.; Ten, S.; Wallerstein, R.J.; Wolf, R.; Auchus, R.J.
Novel mutation in cytochrome P450c17 causes complete combined 17alpha-hydroxylase/17,20-lyase deficiency
J. Pediatr. Endocrinol. Metab.
21
185-190
2008
Homo sapiens
brenda
Shahid, I.; Patel, C.H.; Dhanani, S.; Owen, C.P.; Ahmed, S.
Synthesis, biochemical evaluation of a range of potent 4-substituted phenyl alkyl imidazole-based inhibitors of the enzyme complex 17alpha-Hydroxylase/17,20-Lyase (P45017alpha)
J. Steroid Biochem. Mol. Biol.
110
18-29
2008
Rattus norvegicus
brenda
Vasaitis, T.; Belosay, A.; Schayowitz, A.; Khandelwal, A.; Chopra, P.; Gediya, L.K.; Guo, Z.; Fang, H.B.; Njar, V.C.; Brodie, A.M.
Androgen receptor inactivation contributes to antitumor efficacy of 17{alpha}-hydroxylase/17,20-lyase inhibitor 3beta-hydroxy-17-(1H-benzimidazole-1-yl)androsta-5,16-diene in prostate cancer
Mol. Cancer Ther.
7
2348-2357
2008
Homo sapiens
brenda
Bruno, R.D.; Gover, T.D.; Burger, A.M.; Brodie, A.M.; Njar, V.C.
17alpha-Hydroxylase/17,20 lyase inhibitor VN/124-1 inhibits growth of androgen-independent prostate cancer cells via induction of the endoplasmic reticulum stress response
Mol. Cancer Ther.
7
2828-2836
2008
Homo sapiens
brenda
Ondre, D.; Woelfling, J.; Ivanyi, Z.; Schneider, G.; Toth, I.; Szecsi, M.; Julesz, J.
Neighboring group participation Part 17 Stereoselective synthesis of some steroidal 2-oxazolidones, as novel potential inhibitors of 17alpha-hydroxylase-C(17,20)-lyase
Steroids
73
1375-1384
2008
Rattus norvegicus
brenda
Shackleton, C.H.; Neres, M.S.; Hughes, B.A.; Stewart, P.M.; Kater, C.E.
17-Hydroxylase/C17,20-lyase (CYP17) is not the enzyme responsible for side-chain cleavage of cortisol and its metabolites
Steroids
73
652-656
2008
Homo sapiens
brenda
Ahmed, S.; Shahid, I.; Dhanani, S.; Owen, C.P.
Synthesis and biochemical evaluation of a range of sulfonated derivatives of 4-hydroxybenzyl imidazole as highly potent inhibitors of rat testicular 17alpha-hydroxylase/17,20-lyase (P-450(17alpha))
Bioorg. Med. Chem. Lett.
19
4698-4701
2009
Rattus norvegicus
brenda
Chen, C.F.; Wen, H.S.; Wang, Z.P.; He, F.; Zhang, J.R.; Chen, X.Y.; Jin, G.X.; Shi, B.; Shi, D.; Yang, Y.P.; Li, J.F.; Qi, B.X.; Li, N.
Cloning and expression of P450c17-I (17alpha-hydroxylase/17,20-lyase) in brain and ovary during gonad development in Cynoglossus semilaevis
Fish Physiol. Biochem.
36
1001-1012
2010
Cynoglossus semilaevis (B2D2I4), Cynoglossus semilaevis
brenda
Rosa, S.; Steigert, M.; Lang-Muritano, M.; lAllemand, D.; Schoenle, E.J.; Biason-Lauber, A.
Clinical, genetic and functional characteristics of three novel CYP17A1 mutations causing combined 17alpha-hydroxylase/17,20-lyase deficiency
Horm. Res. Paediatr.
73
198-204
2010
Homo sapiens
brenda
Zhang, H.; Sheng, X.; Hu, X.; Li, X.; Xl, H.; Zhang, M.; Li, B.; Xu, M.; Weng, Q.; Zhang, Z.; Taya, K.
Seasonal changes in spermatogenesis and immunolocalization of cytochrome P450 17alpha-hydroxylase/c17-20 lyase and cytochrome P450 aromatase in the wild male ground squirrel (Citellus dauricus Brandt)
J. Reprod. Dev.
56
297-302
2010
Spermophilus dauricus
brenda
Liu, Y.; Pocivavsek, A.; Papadopoulos, V.
Dehydroepiandrosterone formation is independent of cytochrome P450 17alpha-hydroxylase/17, 20 lyase activity in the mouse brain
J. Steroid Biochem. Mol. Biol.
115
86-90
2009
Mus musculus, Mus musculus C57BL/6
brenda
Katsumata, N.; Ogawa, E.; Fujiwara, I.; Fujikura, K.
Novel CYP17A1 mutation in a Japanese patient with combined 17alpha-hydroxylase/17,20-lyase deficiency
Metab. Clin. Exp.
59
275-278
2009
Homo sapiens
brenda
Li, Y.; Liang, X.; Wei, L.; Xiong, Y.; Yang, X.; Shi, H.; Yang, Z.
Study of RNA interference inhibiting rat ovarian androgen biosynthesis by depressing 17alpha-hydroxylase/17, 20-lyase activity in vivo
Reprod. Biol. Endocrinol.
7
73-80
2009
Rattus norvegicus
brenda
Ondre, D.; Woelfling, J.; Toth, I.; Szecsi, M.; Julesz, J.; Schneider, G.
Steroselective synthesis of some steroidal oxazolines, as novel potential inhibitors of 17alpha-hydroxylase-C17,20-lyase
Steroids
74
1025-1032
2009
Rattus norvegicus
brenda
Ivanyi, Z.; Woelfling, J.; Goerbe, T.; Szecsi, M.; Wittmann, T.; Schneider, G.
Synthesis of regioisomeric 17beta-N-phenylpyrazolyl steroid derivatives and their inhibitory effect on 17alpha-hydroxylase/C(17,20)-lyase
Steroids
75
450-456
2010
Rattus norvegicus
brenda
Neto, A.C.; Ball, B.A.; Browne, P.; Conley, A.J.
Cellular localization of androgen synthesis in equine granulosa-theca cell tumors: Immunohistochemical expression of 17alpha-hydroxylase/17,20-lyase cytochrome P450
Theriogenology
74
393-401
2010
Equus sp.
brenda
Frank, E.; Mucsi, Z.; Szcsi, M.; Zupk, I.; Wlfling, J.; Schneider, G.
Intramolecular approach to some new D-ring-fused steroidal isoxazolidines by 1,3-dipolar cycloaddition: synthesis, theoretical and in vitro pharmacological studies
New J. Chem.
34
2671-2681
2010
Rattus norvegicus
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brenda
Wlfling, J.; Oravecz, E.A.; Ondr, D.; Mernyk, E.; Schneider, G.; Tth, I.; Szcsi, M.; Julesz, J.
Stereoselective synthesis of some 17beta-dihydrooxazinyl steroids, as novel presumed inhibitors of 17alpha-hydroxylase-C17,20-lyase
Steroids
71
809-816
2006
Rattus norvegicus
brenda
Shumyantseva, V.; Bulko, T.; Misharin, A.; Archakov, A.
Screening of potential substrates or inhibitors of cytochrome P450 17A1 (CYP17A1) by electrochemical methods
Biochemistry (Moscow) Suppl. Ser. B
57
402-409
2011
Homo sapiens
brenda
Gilep, A.A.; Sushko, T.A.; Usanov, S.A.
At the crossroads of steroid hormone biosynthesis: the role, substrate specificity and evolutionary development of CYP17
Biochim. Biophys. Acta
1814
200-209
2011
Papio sp., Bison bison, Bos taurus, Capra hircus, Cavia porcellus, Equus caballus, Felis catus, Ovis aries, Mus musculus, Pan troglodytes, Rattus norvegicus, Sus scrofa, Homo sapiens (P05093)
brenda
Stefanachi, A.; Favia, A.; Nicolotti, O.; Leonetti, F.; Pisani, L.; Catto, M.; Zimmer, C.; Hartmann, R.; Carotti, A.
Design, synthesis, and biological evaluation of imidazolyl derivatives of 4,7-disubstituted coumarins as aromatase inhibitors selective over 17-alpha-hydroxylase/C17-20 lyase
J. Med. Chem.
54
1613-1625
2011
Homo sapiens
brenda
Manca, P.; Mulliri, G.; Burrai, G.P.; Pirino, S.; Mameli, O.
Immunohistochemical localisation and molecular expression of the steroidogenic enzyme cytochrome p450 17alpha-hydroxylase/c(17,20)-lyase in the vestibular nuclei of adult male rats
J. Neuroendocrinol.
23
444-449
2011
Rattus norvegicus
brenda
Khatri, Y.; Gregory, M.C.; Grinkova, Y.V.; Denisov, I.G.; Sligar, S.G.
Active site proton delivery and the lyase activity of human CYP17A1
Biochem. Biophys. Res. Commun.
443
179-184
2014
Homo sapiens
brenda
Kovacs, D.; Wlfling, J.; Szabo, N.; Szecsi, M.; Kovacs, I.; Zupko, I.; Frank, E.
An efficient approach to novel 17-5'-(1',2',4')-oxadiazolyl androstenes via the cyclodehydration of cytotoxic O-steroidacylamidoximes, and an evaluation of their inhibitory action on 17alpha-hydroxylase/C17,20-lyase
Eur. J. Med. Chem.
70
649-660
2013
Homo sapiens, Rattus norvegicus
brenda
Roelofs, M.J.; Piersma, A.H.; van den Berg, M.; van Duursen, M.B.
The relevance of chemical interactions with CYP17 enzyme activity: assessment using a novel in vitro assay
Toxicol. Appl. Pharmacol.
268
309-317
2013
Sus scrofa, Homo sapiens (P05093), Homo sapiens
brenda
Szabo, N.; Ajdukovic, J.J.; Djurendic, E.A.; Sakac, M.N.; Ignath, I.; Gardi, J.; Mahmoud, G.; Klisuric, O.R.; Jovanovic-Santa, S.; Penov Gasi, K.M.; Szecsi, M.
Determination of 17alpha-hydroxylase-C17,20-lyase (P45017alpha) enzyme activities and their inhibition by selected steroidal picolyl and picolinylidene compounds
Acta Biol. Hung.
66
41-51
2015
Rattus norvegicus
brenda
Yoshimoto, F.K.; Auchus, R.J.
The diverse chemistry of cytochrome P450 17A1 (P450c17, CYP17A1)
J. Steroid Biochem. Mol. Biol.
151
52-65
2015
Homo sapiens (P05093), Homo sapiens
brenda
Kuzikov, A.V.; Dugin, N.O.; Stulov, S.V.; Shcherbinin, D.S.; Zharkova, M.S.; Tkachev, Y.V.; Timofeev, V.P.; Veselovsky, A.V.; Shumyantseva, V.V.; Misharin, A.Y.
Novel oxazolinyl derivatives of pregna-5,17(20)-diene as 17alpha-hydroxylase/17,20-lyase (CYP17A1) inhibitors
Steroids
88
66-71
2014
Homo sapiens
brenda
Mak, P.J.; Gregory, M.C.; Sligar, S.G.; Kincaid, J.R.
Resonance Raman spectroscopy reveals that substrate structure selectively impacts the heme-bound diatomic ligands of CYP17
Biochemistry
53
90-100
2014
Homo sapiens (P05093)
brenda
Peng, H.M.; Im, S.C.; Pearl, N.M.; Turcu, A.F.; Rege, J.; Waskell, L.; Auchus, R.J.
Cytochrome b5 Activates the 17,20-lyase activity of human cytochrome P450 17A1 by increasing the coupling of NADPH consumption to androgen production
Biochemistry
55
4356-4365
2016
Homo sapiens (P05093), Homo sapiens
brenda
Huang, X.; Jin, J.; Shen, S.; Xia, Y.; Xu, P.; Zou, X.; Wang, H.; Yi, L.; Wang, Y.; Gao, Q.
Modulation of expression of 17-Hydroxylase/17,20 lyase (CYP17) and P450 aromatase (CYP19) by inhibition of MEK1 in a human ovarian granulosa-like tumor cell line
Gynecol. Endocrinol.
32
201-205
2016
Homo sapiens
brenda
Simonov, A.N.; Holien, J.K.; Yeung, J.C.; Nguyen, A.D.; Corbin, C.J.; Zheng, J.; Kuznetsov, V.L.; Auchus, R.J.; Conley, A.J.; Bond, A.M.; Parker, M.W.; Rodgers, R.J.; Martin, L.L.
Mechanistic scrutiny identifies a kinetic role for cytochrome b5 regulation of human cytochrome P450c17 (CYP17A1, P450 17A1)
PLoS ONE
10
e0141252
2015
Homo sapiens (P05093), Homo sapiens
brenda
Gonzalez, E.; Guengerich, F.P.
Kinetic processivity of the two-step oxidations of progesterone and pregnenolone to androgens by human cytochrome P450 17A1
J. Biol. Chem.
292
13168-13185
2017
Homo sapiens (P05093), Homo sapiens
brenda
Toren, P.J.; Kim, S.; Pham, S.; Mangalji, A.; Adomat, H.; Guns, E.S.; Zoubeidi, A.; Moore, W.; Gleave, M.E.
Anticancer activity of a novel selective CYP17A1 inhibitor in preclinical models of castrate-resistant prostate cancer
Mol. Cancer Ther.
14
59-69
2015
Homo sapiens
brenda