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(S)-indan-1-ol + NADP+
indan-1-one + NADPH
-
-
-
?
1,2-dimethyl-6-dehydroestrone + NADH
1,2-dimethyl-6-dehydroestradiol + NAD+
-
-
-
-
?
1,2-dimethylestradiol + NAD+
1,2-dimethylestrone + NADH
-
-
-
-
r
1,2-dimethylestrone + NADH
1,2-dimethylestradiol + NAD+
-
-
-
-
r
1,4-diacetoxy-1,3,5(10)-estratrien-17-one + NADH
17beta-hydroxy-1,4-diacetoxy-1,3,5(10)-estratriene + NAD+
-
-
-
-
?
1,4-dihydroxy-1,3,5(10)-estratrien-17-one + NADH
1,4,17-trihydroxy-1,3,5(10)-estratrien + NAD+
-
-
-
-
?
1-methyl-6-dehydroestradiol + NAD+
1-methyl-6-dehydroestrone + NADH
-
-
-
-
r
1-methyl-6-dehydroestrone + NADH
1-methyl-6-dehydroestradiol + NAD+
-
-
-
-
r
1-methylestradiol + NAD+
1-methylestrone + NADH
-
-
-
-
?
11-ketoequilenin acetate + NADH
17beta-hydroxy-11-ketoequilenin acetate + NAD+
-
-
-
-
?
11alpha-hydroxyestradiol + NAD+
11alpha-hydroxyestrone + NADH
-
-
-
-
?
11beta-hydroxyestradiol + NAD+
11beta-hydroxyestrone + NADH
-
-
-
-
?
16-ketoestrone + NADH
16-ketoestradiol + NAD+
-
-
-
-
?
17beta-estradiol + NAD(P)+
estrone + NAD(P)H + H+
17beta-estradiol + NAD+
estrone + H+ + NADPH
-
-
-
?
17beta-estradiol + NAD+
estrone + NADH + H+
17beta-estradiol + NADP+
estrone + NADPH
17beta-estradiol + NADP+
estrone + NADPH + H+
-
-
-
?
17beta-hydroxyestra-4-en-3-one + NADP+
estra-4-en-3,17-dione + NADPH + H+
-
-
-
-
r
18-nor-D-homoestrone 3-methyl ether + NADH
18-nor-D-homoestradiol 3-methyl ether + NAD+
-
-
-
-
?
19-nortestosterone + NAD+
4-estren-3,17-dione + NADH
-
2% of the activity with estradiol-17beta
-
-
?
2,4-dinitroestradiol + NAD+
2,4-dinitroestrone + NADH
-
-
-
-
r
2,4-dinitroestrone + NADH
2,4-dinitroestradiol + NAD+
-
-
-
-
r
2,4-dinitroestrone 3-oxyacetic acid ether + NADH
2,4-dinitroestradiol 3-oxyacetic acid ether + NAD+
-
-
-
-
?
2,5(10)-estradiene-1,4,17-trione + NADH
17beta-hydroxy-2,5(10)-estradiene-1,4-dione + NAD+
-
-
-
-
?
2-aminoestradiol + NAD+
2-aminoestrone + NADH
-
-
-
-
?
2-methoxyestrone + NADH
2-methoxyestradiol + NAD+
-
-
-
-
?
2-methylestradiol + NAD+
2-methylestrone + NADH
-
-
-
-
?
2-nitroestradiol + NAD+
2-nitroestrone + NADH
-
-
-
-
r
2-nitroestrone + NADH
2-nitroestradiol + NAD+
-
-
-
-
r
2-nitroestrone 3-oxyacetic acid ester + NADH + H+
2-nitroestradiol-17beta-3-oxyacetic acid ester + NAD+
-
-
-
-
?
20alpha-hydroxy-4-pregnen-3-one + NADP+
4-pregnen-3,20-dione + NADPH
3-hydroxy-2,5(10)-estradiene-1,4,17-trione + NADH
3,17beta-dihydroxy-2,5(10)-estradiene-1,4-dione + NAD+
-
-
-
-
?
3-methyl-O-estradiol + NAD(P)+
3-methyl-O-estrone + NAD(P)H
-
-
-
-
?
3-O-methyl-17beta-estradiol + NAD+
3-O-methylestrone + NADH
3beta-hydroxyandrost-5-en-17-one + NADPH
3beta,17beta-dihydroxyandrost-5-ene + NADP+
-
i.e. dehydroepiandrosterone
-
-
?
4-aminoestrone + NADH
4-aminoestradiol + NAD+
-
-
-
-
?
4-aminoestrone 3,4-diacetate + NADH
4-aminoestradiol 3,4-diacetate + NAD+
-
-
-
-
?
4-androstene-3,17-dione + NADPH + H+
testosterone + NADP+
4-androstenedione + NAD(P)H + H+
testosterone + NAD(P)+
-
-
-
?
4-estrene-3,17-dione + NADH + H+
4-estrene-17beta-ol-3-one + NAD+
-
-
-
r
4-estrene-3,17-dione + NADPH
4-estrene-17beta-ol-3-one + NADP+
-
-
-
-
r
4-estrene-3,17-dione + NADPH + H+
4-estrene-17beta-ol-3-one + NADP+
-
-
-
r
4-methyl-1,3,5(10)-estratriene-1,17beta-diol + NAD+
1-hydroxy-4-methyl-1,3,5(10)-estratriene-17-one + NADH
-
-
-
-
?
4-nitrestrone + NADH
4-nitroestradiol + NAD+
-
-
-
-
r
4-nitroestradiol + NAD+
4-nitroestrone + NADH
-
-
-
-
r
4-oestrene-17beta-ol-3-one + NADP+
4-oestrene-3,17-dione + NADPH + H+
-
-
-
?
5,7,9-estratrien-3beta-ol-17-one + NADH
5,7,9-estratriene-3beta,17beta-diol + NAD+
-
-
-
-
?
5,7,9-estratriene-3beta,17beta-diol + NAD+
5,7,9-estratriene-3beta-ol-17-one + NADH
-
-
-
-
?
5-androstene-3beta,17beta-diol + NAD+
5-androstene-3-beta-ol-17-one + NADH
-
5.9% of the activity with estradiol
-
-
?
5-androstene-3beta,17beta-diol + NAD+
? + NADH + H+
-
-
-
?
5-androstene-3beta-ol-17-one + NADPH
5-androstene-3beta,17beta-diol + NADP+
-
-
-
?
5alpha-adrostane-3alpha,17beta-diol + NAD+
androsterone + NADH
-
-
-
?
5alpha-adrostane-3alpha,17beta-diol + NAD+
androsterone + NADH + H+
-
-
-
?
5alpha-androstane-3,17-dione + NADH + H+
5alpha-androstane-17beta-ol-3-one + NAD+
-
-
-
r
5alpha-androstane-3alpha,17beta-diol + NAD+
androsterone + NADH + H+
-
-
-
?
5alpha-dihydrotestosterone + NAD+
5alpha-androstan-3,17-dione + NADH
-
3.2% of the activity with estradiol
-
-
?
5alpha-dihydrotestosterone + NADH
5alpha-androstanedione + NAD+
-
-
-
?
5alpha-dihydrotestosterone + NADP+
5alpha-androstan-3,17-dione + NADPH
5alpha-dihydrotestosterone + NADPH
5alpha-androstane-3,17-dione + NADP+
-
-
-
?
5alpha-dihydrotestosterone + NADPH + H+
5alpha-androstane-3beta,17beta-diol + 5alpha-androstane-3,17-dione + NADP+
-
-
-
?
5alpha-dihydrotestosterone + NADPH + H+
? + NADP+
kinetics demonstrates positive cooperativity
-
-
?
5beta-pregnan-20alpha-ol-3-one + NADPH
5beta-pregnane-3,20-dione + NADP+
-
-
-
?
6-dehydroestrone 3-benzoate + NADH
6-dehydro-17beta-estradiol 3-benzoate + NAD+
-
-
-
-
?
6-ketoestrone + NADH
6-ketoestradiol-17beta + NAD+
-
-
-
-
?
6alpha,7alpha-dihydroxyestrone + NADH
6alpha,7alpha-dihydroxyestradiol + NAD+
-
-
-
-
?
6alpha-hydroxyestradiol + NAD+
6alpha-hydroxyestrone + NADH
-
-
-
-
?
7-ketoestrone + NADH
7-ketoestradiol-17beta + NAD+
-
-
-
-
?
7alpha-hydroxyestradiol + NAD+
7alpha-hydroxyestrone + NADH
-
-
-
-
?
7alpha-hydroxyestrone + NADH
7alpha-hydroxyestradiol + NAD+
-
-
-
-
r
7beta-hydroxyestrone + NADH
7beta-hydroxyestradiol + NAD+
-
-
-
-
?
9,10-phenanthrenequinone + NADPH
?
-
-
-
-
?
allopregnanolone + NAD+
5alpha-dihydroprogesterone + NADH + H+
-
-
-
?
androst-4-ene-3,17-dione + NADH + H+
testosterone + NAD+
androst-4-ene-3,17-dione + NADPH
androst-4-ene-17beta-ol-3-one + NADP+
-
-
-
-
?
androstendiol + NAD(P)+
dehydroepiandrosterone + NAD(P)H + H+
-
-
-
?
androstenedione + NAD(P)H + H+
testosterone + NADP+
-
-
-
?
androstenedione + NADPH + H+
testosterone + NADP+
androsterone + NAD(P)H
5alpha-androstane-3alpha,17beta-diol + NAD(P)+ + H+
-
-
-
?
androsterone + NADH + H+
5alpha-adrostane-3alpha,17beta-diol + NAD+
-
-
-
?
benzene dihydrodiol + NADP+
catechol + NADPH
-
-
-
?
dehydroepiandrosterone + H+ + NADPH
androstenediol + NADP+
-
-
-
?
dehydroepiandrosterone + NAD(P)H
5-androstene-3beta,17beta-diol + NAD(P)+
-
-
-
?
dehydroepiandrosterone + NAD(P)H
androst-5-ene-3beta,17beta-diol + NAD(P)+
-
-
-
?
dehydroepiandrosterone + NAD(P)H + H+
androstendiol + NAD(P)+
-
-
-
?
dehydroepiandrosterone + NADP+
?
-
-
-
-
?
dehydroepiandrosterone + NADPH + H+
5-androstene-3beta,17beta-diol + NADP+
-
-
-
?
dihydrotestosterone + NAD(P)H + H+
androstane-3beta,17beta-diol + NAD(P)+
-
-
-
-
?
dihydrotestosterone + NADPH + H+
5alpha-androstane-3beta,17beta-diol + NADP+
-
-
-
?
DL-3-deoxyequilenin + NADH
17beta-hydroxy-DL-3-deoxyequilin + NAD+
-
-
-
-
?
DL-6-methoxy-3-deoxy-equilenin + NADH + H+
17beta-hydroxy-DL-6-methoxy-3-deoxyequilenin + NAD+
-
-
-
-
?
epitestosterone + NADP+
4-androsten-3,17-dione + NADPH + H+
-
poor substrate
-
-
?
equilenin + NADH
17beta-hydroxyequilenin + NAD+
-
-
-
-
?
equilin + NADH
17beta-hydroxyequilin + NAD+
-
-
-
-
?
estradiol + NAD(P)+
estrone + NAD(P)H
-
-
-
-
?
estradiol + NAD+
estrone + NADH + H+
estradiol + NADP+
estrone + NADPH
-
the equilibrium state is 92% estradiol to 8% estrone
-
-
?
estradiol + NADP+
estrone + NADPH + H+
-
-
-
-
?
estradiol-17alpha + NADP+
estrone + NADPH
-
at about 3% of the activity with estradiol-17beta
-
-
?
estradiol-17beta + NAD(P)+
estrone + NAD(P)H
estradiol-17beta + NAD(P)+
estrone + NAD(P)H + H+
estradiol-17beta + NAD+
estrone + NADH
estradiol-17beta + NAD+
estrone + NADH + H+
estradiol-17beta + NADP+
estrone + NADPH
estradiol-17beta + NADP+
estrone + NADPH + H+
estrogenic estrone + NAD(P)H + H+
17beta-estradiol + NAD(P)+
the product 17beta-estradiol plays a central role in the etiology of estrogen dependent diseases
-
-
?
estrone + H+ + NADPH
17beta-estradiol + NADP+
estrone + NAD(P)H
estradiol + NAD(P)+
estrone + NAD(P)H
estradiol-17beta + NAD(P)+
estrone + NAD(P)H + H+
17beta-estradiol + NAD(P)+
estrone + NAD(P)H + H+
estradiol + NAD(P)+
estrone + NAD(P)H + H+
estradiol-17beta + NAD(P)+
estrone + NADH
estradiol-17beta + NAD+
estrone + NADH + H+
17beta-estradiol + NAD+
-
-
-
?
estrone + NADH + H+
estradiol + NAD+
estrone + NADH + H+
estradiol-17beta + NAD+
estrone + NADPH
17beta-estradiol + NADP+
estrone + NADPH
estradiol + NADP+ + H+
-
-
-
-
?
estrone + NADPH + H+
17beta-estradiol + NAD(P)+
estrone + NADPH + H+
17beta-estradiol + NADP+
estrone + NADPH + H+
estradiol + NADP+
estrone + NADPH + H+
estradiol-17beta + NADP
-
-
-
-
?
estrone + NADPH + H+
estradiol-17beta + NADP+
estrone 3-methyl ether + NADH
3-O-methyl-17beta-estradiol + NAD+
-
-
-
-
?
estrone 3-oxyacetic acid ether + NADH
17beta-estradiol 3-O-oxyacetic acid ether + NAD+
-
-
-
-
?
estronesulfate + NADPH
17beta-estradiolsulfate + NADP+
-
-
-
-
r
NAD+ + testosterone
androst-4-ene-3,17-dione + H+ + NADH
-
-
-
?
pregn-4-en-20alpha-ol-3-one + NADP+
progesterone + NADPH
-
-
-
?
progesterone + NADPH
? + NADP+
-
low activity
-
-
?
S-tetralol + NADP+
?
-
-
-
-
?
testosterone + NAD(P)+
4-androstene-3,17-dione + NAD(P)H
-
17beta-HSD2 and 5, key role in regulating steroid receptor occupancy in normal and tumor tissues
-
-
?
testosterone + NAD(P)+
androstenedione + NAD(P)H + H+
-
-
-
?
testosterone + NAD+
4-androstene-3,17-dione + NADH
testosterone + NAD+
androst-4-ene-3,17-dione + NADH + H+
testosterone + NAD+
androstenedione + NAD(P)H + H+
testosterone + NAD+
DELTA4-3,17-androstendione + NADH + H+
-
-
-
?
testosterone + NADP+
4-androstene-3,17-dione + NADPH + H+
zymosterone + NAD(P)H
zymosterol + NAD(P)+
-
-
-
?
additional information
?
-
17beta-estradiol + NAD(P)+

estrone + NAD(P)H + H+
-
-
-
-
r
17beta-estradiol + NAD(P)+
estrone + NAD(P)H + H+
-
-
-
r
17beta-estradiol + NAD(P)+
estrone + NAD(P)H + H+
-
-
-
?
17beta-estradiol + NAD(P)+
estrone + NAD(P)H + H+
-
-
-
?
17beta-estradiol + NAD(P)+
estrone + NAD(P)H + H+
-
-
-
?
17beta-estradiol + NAD(P)+
estrone + NAD(P)H + H+
-
-
-
r
17beta-estradiol + NAD+

estrone + NADH + H+
-
-
-
r
17beta-estradiol + NAD+
estrone + NADH + H+
-
-
-
-
?
17beta-estradiol + NAD+
estrone + NADH + H+
-
-
-
?
17beta-estradiol + NAD+
estrone + NADH + H+
-
-
-
r
17beta-estradiol + NAD+
estrone + NADH + H+
-
-
-
?
17beta-estradiol + NAD+
estrone + NADH + H+
-
-
-
?
17beta-estradiol + NAD+
estrone + NADH + H+
-
-
-
?
17beta-estradiol + NAD+
estrone + NADH + H+
-
-
-
-
?
17beta-estradiol + NAD+
estrone + NADH + H+
-
high efficiency, over 98% of 17beta-estradiol was oxidized into estrone in 5 min
-
-
?
17beta-estradiol + NAD+
estrone + NADH + H+
-
-
-
-
?
17beta-estradiol + NAD+
estrone + NADH + H+
-
high efficiency, over 98% of 17beta-estradiol was oxidized into estrone in 5 min
-
-
?
17beta-estradiol + NAD+
estrone + NADH + H+
-
-
-
?
17beta-estradiol + NAD+
estrone + NADH + H+
-
-
-
-
?
17beta-estradiol + NAD+
estrone + NADH + H+
-
-
-
-
?
17beta-estradiol + NADP+

estrone + NADPH
-
-
-
-
?
17beta-estradiol + NADP+
estrone + NADPH
-
isozyme 17beta-HSD4
-
-
?
20alpha-hydroxy-4-pregnen-3-one + NADP+

4-pregnen-3,20-dione + NADPH
-
-
-
-
?
20alpha-hydroxy-4-pregnen-3-one + NADP+
4-pregnen-3,20-dione + NADPH
-
low activity
-
-
?
3-O-methyl-17beta-estradiol + NAD+

3-O-methylestrone + NADH
-
-
-
-
?
3-O-methyl-17beta-estradiol + NAD+
3-O-methylestrone + NADH
-
85% of the activity with estradiol-17beta
-
-
?
4-androstene-3,17-dione + NADPH + H+

testosterone + NADP+
-
-
-
-
?
4-androstene-3,17-dione + NADPH + H+
testosterone + NADP+
-
-
-
r
4-androstene-3,17-dione + NADPH + H+
testosterone + NADP+
-
17beta-HSD3 and 5, formation of active androgens in testis and prostate
-
-
?
4-androstene-3,17-dione + NADPH + H+
testosterone + NADP+
-
-
-
r
5alpha-dihydrotestosterone + NADP+

5alpha-androstan-3,17-dione + NADPH
-
-
-
-
?
5alpha-dihydrotestosterone + NADP+
5alpha-androstan-3,17-dione + NADPH
-
-
-
?
5alpha-dihydrotestosterone + NADP+
5alpha-androstan-3,17-dione + NADPH
the enzyme could play a critical role in estrogen-sensitive cells, since it inactivates 5alpha-dihydrotestosterone that generally shows antagonistic effect in the cells
-
-
?
androst-4-ene-3,17-dione + NADH + H+

testosterone + NAD+
-
-
-
r
androst-4-ene-3,17-dione + NADH + H+
testosterone + NAD+
-
-
-
?
androstenedione + NADPH + H+

testosterone + NADP+
-
-
-
-
?
androstenedione + NADPH + H+
testosterone + NADP+
-
-
-
r
androstenedione + NADPH + H+
testosterone + NADP+
-
50% of the activity with estradiol-17beta
-
-
?
estradiol + NAD+

estrone + NADH + H+
-
-
-
?
estradiol + NAD+
estrone + NADH + H+
-
-
-
-
?
estradiol-17beta + NAD(P)+

estrone + NAD(P)H
-
-
-
-
?
estradiol-17beta + NAD(P)+
estrone + NAD(P)H
-
17beta-HSD2 and 5, key role in regulating steroid receptor occupancy in normal and tumor tissues
-
-
?
estradiol-17beta + NAD(P)+

estrone + NAD(P)H + H+
-
-
-
-
ir
estradiol-17beta + NAD(P)+
estrone + NAD(P)H + H+
-
-
-
?
estradiol-17beta + NAD(P)+
estrone + NAD(P)H + H+
-
17beta-HSD4 is involved in etsrogen inactivation and may protect against an excessive accumulation of E2 in human ovarian epithelial cells
-
-
?
estradiol-17beta + NAD(P)+
estrone + NAD(P)H + H+
7beta-HSD type 2
-
-
?
estradiol-17beta + NAD(P)+
estrone + NAD(P)H + H+
-
-
-
-
?
estradiol-17beta + NAD+

estrone + NADH
-
enzyme prefers NAD+ over NADP+
-
-
?
estradiol-17beta + NAD+
estrone + NADH
-
-
-
-
?
estradiol-17beta + NAD+
estrone + NADH
-
-
-
-
r
estradiol-17beta + NAD+
estrone + NADH
-
type 1 enzyme is a cytosolic isoform highly specific for estradiol. Type 2 is a membrane bound isoform reactive with both estradiol and testosterone
-
-
?
estradiol-17beta + NAD+
estrone + NADH
-
-
-
-
?
estradiol-17beta + NAD+
estrone + NADH
-
-
-
-
r
estradiol-17beta + NAD+
estrone + NADH
-
reversible at neutral pH, reduction of estrone at 5% of the activity of reduction of estradiol-17beta
-
-
r
estradiol-17beta + NAD+
estrone + NADH
-
-
-
-
?
estradiol-17beta + NAD+
estrone + NADH
-
reduction of estrone is 400fold slower than oxidation of 17beta-estradiol
-
-
r
estradiol-17beta + NAD+

estrone + NADH + H+
-
-
-
?
estradiol-17beta + NAD+
estrone + NADH + H+
-
vitamin K2 binds 17beta-hydroxysteroid dehydrogenase 4 and modulates estrogen metabolism. Vitamin K2 decreases the estradiol-17beta/estrone ratio in cells by 25%
-
-
?
estradiol-17beta + NAD+
estrone + NADH + H+
17beta-HSD2
-
-
?
estradiol-17beta + NAD+
estrone + NADH + H+
-
enzyme catalyzes the reduction of estrone to estradiol, the rate is 2.3% of the activity with estradiol
-
-
?
estradiol-17beta + NAD+
estrone + NADH + H+
-
activity with NAD+ is barely detectable
-
-
?
estradiol-17beta + NAD+
estrone + NADH + H+
-
activity with NAD+ is 2.2-3.8fold lower than with NADP+, depending on sample
-
-
?
estradiol-17beta + NADP+

estrone + NADPH
-
rate of oxidation of estradiol-17beta at the optimum, pH 9.9, is three to four times faster than that of the reverse reaction at pH 7.4
-
-
r
estradiol-17beta + NADP+
estrone + NADPH
-
-
-
-
?
estradiol-17beta + NADP+
estrone + NADPH
-
-
-
-
r
estradiol-17beta + NADP+
estrone + NADPH
-
maximal activity with NADP+ is approximately 1/3 of that with NAD+
-
-
r
estradiol-17beta + NADP+
estrone + NADPH
-
17beta-HSD2, important role in peripheral inactivation of androgens and estrogens, 17beta-HSD4, low substrate affinity
-
-
?
estradiol-17beta + NADP+
estrone + NADPH
-
reverse reaction catalyzed by different isoforms of the enzyme
-
-
?
estradiol-17beta + NADP+
estrone + NADPH
-
-
-
-
?, r
estradiol-17beta + NADP+
estrone + NADPH
-
-
-
-
r
estradiol-17beta + NADP+
estrone + NADPH
-
reversible at neutral pH, reduction of estrone at 5% of the activity of reduction of estradiol-17beta
-
-
r
estradiol-17beta + NADP+
estrone + NADPH
-
17% of the activity with NAD+
-
-
r
estradiol-17beta + NADP+
estrone + NADPH
-
activity with NADP+ is only 30% of the activity with NAD+
-
-
r
estradiol-17beta + NADP+

estrone + NADPH + H+
-
-
-
?
estradiol-17beta + NADP+
estrone + NADPH + H+
-
-
-
-
?
estradiol-17beta + NADP+
estrone + NADPH + H+
-
-
-
?
estradiol-17beta + NADP+
estrone + NADPH + H+
-
-
-
-
?
estradiol-17beta + NADP+
estrone + NADPH + H+
-
-
-
?
estradiol-17beta + NADP+
estrone + NADPH + H+
-
-
-
r
estradiol-17beta + NADP+
estrone + NADPH + H+
-
-
-
-
?
estradiol-17beta + NADP+
estrone + NADPH + H+
-
-
-
-
?
estradiol-17beta + NADP+
estrone + NADPH + H+
-
-
-
-
?
estrone + H+ + NADPH

17beta-estradiol + NADP+
-
-
-
?
estrone + H+ + NADPH
17beta-estradiol + NADP+
-
-
-
?
estrone + H+ + NADPH
17beta-estradiol + NADP+
most active enzyme in regards to 17beta-estradiol production
-
-
?
estrone + NAD(P)H

estradiol + NAD(P)+
-
-
-
-
?
estrone + NAD(P)H
estradiol + NAD(P)+
-
normal and tubal pregancies possess identical expression of 17HSD1 in syncytiotrophoblast cells and therefore, similar estradiol production in the placenta. Association of 17HSD1 with extravillous cells indicates that the enzyme perhaps plays a role in trophoblast invasion.Increased expression of 17HSD1 in epithelial cells of fallopian tube may lead to a local estradiol supply sufficient for maintenance of tubal pregnancy
-
-
?
estrone + NAD(P)H

estradiol-17beta + NAD(P)+
-
-
-
-
r
estrone + NAD(P)H
estradiol-17beta + NAD(P)+
-
final step in the synthesis of active estrogens
-
-
r
estrone + NAD(P)H
estradiol-17beta + NAD(P)+
the enzyme produces active estradiol for cell proliferation
-
-
?
estrone + NAD(P)H + H+

17beta-estradiol + NAD(P)+
-
-
-
?
estrone + NAD(P)H + H+
17beta-estradiol + NAD(P)+
-
-
-
?
estrone + NAD(P)H + H+

estradiol + NAD(P)+
-
-
-
-
?
estrone + NAD(P)H + H+
estradiol + NAD(P)+
-
-
-
?
estrone + NAD(P)H + H+
estradiol + NAD(P)+
-
-
-
?
estrone + NAD(P)H + H+
estradiol + NAD(P)+
-
17beta-hydroxysteroid dehydrogenase has a pivotal role in regulating the synthesis of estradiol within breast tumours. 17beta-hydroxysteroid dehydrogenase activity contributes to the high estradiol concentrations found in most breast tumours
-
-
?
estrone + NAD(P)H + H+
estradiol + NAD(P)+
-
the enzyme efficiently converts estrone to estradiol and enhances the estrogen-dependent growth of cultured MCF-7 cells in the presence of hormonally less active estrone. The reaction is reversible in vitro, but in cultured cells the production of estradiol is the predominant rection in physiological conditions
-
-
r
estrone + NAD(P)H + H+
estradiol + NAD(P)+
type 12 17beta-hydroxysteroid dehydrogenase plays a role in estrogen formation. Type 12 17beta-hydroxysteroid dehydrogenase is the major estrogenic 17beta-HSD responsible for the conversion of estrone to estradiol in women, especially in the ovary, the predominant source of estrogens before menopause
-
-
?
estrone + NAD(P)H + H+

estradiol-17beta + NAD(P)+
-
-
-
-
?
estrone + NAD(P)H + H+
estradiol-17beta + NAD(P)+
-
-
-
-
r
estrone + NAD(P)H + H+
estradiol-17beta + NAD(P)+
-
-
-
?
estrone + NAD(P)H + H+
estradiol-17beta + NAD(P)+
-
-
-
?
estrone + NAD(P)H + H+
estradiol-17beta + NAD(P)+
-
-
-
-
?
estrone + NAD(P)H + H+
estradiol-17beta + NAD(P)+
-
-
-
?
estrone + NAD(P)H + H+
estradiol-17beta + NAD(P)+
-
type 1 17beta-hydroxysteroid dehydrogenase plays a critical role in the biosynthesis of estradiol
-
-
?
estrone + NAD(P)H + H+
estradiol-17beta + NAD(P)+
7beta-HSD type 1
-
-
?
estrone + NAD(P)H + H+
estradiol-17beta + NAD(P)+
-
-
-
?
estrone + NAD(P)H + H+
estradiol-17beta + NAD(P)+
-
-
-
?
estrone + NADH

estradiol-17beta + NAD+
-
enzyme prefers NAD+ over NADP+
-
-
?
estrone + NADH
estradiol-17beta + NAD+
-
-
-
-
?
estrone + NADH
estradiol-17beta + NAD+
-
-
-
-
r
estrone + NADH
estradiol-17beta + NAD+
key enzyme responsible for elevated levels of 17beta-estradiol in breast tumor tissues
-
-
?
estrone + NADH
estradiol-17beta + NAD+
-
exposure to epidermal growth factor slowly induces a cellular state in which enzyme activity is subject to modulation by both progesterone and estradiol
-
-
?
estrone + NADH
estradiol-17beta + NAD+
-
17beta-estradiol is a potent stimulator of certain endocrine-dependent forms of breast cancer. The enzyme catalyzes the last step in the biosynthesis of 17beta-estradiol from the less potent estrogen, estrone
-
-
?
estrone + NADH
estradiol-17beta + NAD+
-
type 1 enzyme, catalyzes the conversion of the low activity estrogen, estrone, into highly active estradiol, both in the gonads and in target tissues
-
?
estrone + NADH
estradiol-17beta + NAD+
-
the reductive activity predominates in hormone dependent breast tumors. This gives rise to high concentrations of estradiol in breast cancer
-
-
?
estrone + NADH
estradiol-17beta + NAD+
-
trans-retinoic acid increases expression of the enzyme in a dose-dependent and time-dependent manner in T47D breast cancer cells, the increased expression is associated with an increase in reductive activity of the enzyme
-
-
?
estrone + NADH
estradiol-17beta + NAD+
-
-
-
-
r
estrone + NADH
estradiol-17beta + NAD+
-
reversible at neutral pH, reduction of estrone at 5% of the activity of reduction of estradiol-17beta
-
-
r
estrone + NADH
estradiol-17beta + NAD+
-
reduction of estrone is 400fold slower than oxidation of 17beta-estradiol
-
-
r
estrone + NADH
estradiol-17beta + NAD+
-
progesterone treatment of ovariectomized gilts stimulates oxidative activity in uterus, anterior pituitary, skeletal muscle and kidney, constitutive levels of activity in adrenals, lung and liver
-
-
?
estrone + NADH + H+

estradiol + NAD+
-
-
-
r
estrone + NADH + H+
estradiol + NAD+
-
-
-
?
estrone + NADH + H+

estradiol-17beta + NAD+
-
-
-
-
?
estrone + NADH + H+
estradiol-17beta + NAD+
17beta-HSD1
-
-
?
estrone + NADPH

17beta-estradiol + NADP+
-
-
-
-
r
estrone + NADPH
17beta-estradiol + NADP+
-
-
-
-
?
estrone + NADPH
17beta-estradiol + NADP+
-
convertion of the weak androgen estrone into the potent estrogen 17beta-estradiol
-
-
?
estrone + NADPH
17beta-estradiol + NADP+
-
isozyme 17beta-HSD1
-
-
?
estrone + NADPH
17beta-estradiol + NADP+
-
the reversible reaction constitutes an important pre-receptor control mechanism for nuclear receptor ligands, since the conversion switches between the 17beta-hydroxy receptor ligands and their inactive 17-oxo metabolites
-
-
r
estrone + NADPH
17beta-estradiol + NADP+
-
substrate of e.g. isozyme 17beta-HSD3, 17beta-HSD8, and 17beta-HSD14
-
-
r
estrone + NADPH
17beta-estradiol + NADP+
-
type 8 17beta-HSD can downregulate 17beta-estradiol levels in a large variety of tissues
-
-
?
estrone + NADPH
17beta-estradiol + NADP+
-
type 8 17beta-HSD is substrate-specific
-
-
?
estrone + NADPH + H+

17beta-estradiol + NAD(P)+
-
-
-
?
estrone + NADPH + H+
17beta-estradiol + NAD(P)+
steroid hormone pathway
-
-
?
estrone + NADPH + H+

17beta-estradiol + NADP+
-
-
-
?
estrone + NADPH + H+
17beta-estradiol + NADP+
-
-
-
?
estrone + NADPH + H+

estradiol + NADP+
-
-
-
-
?
estrone + NADPH + H+
estradiol + NADP+
-
-
-
?
estrone + NADPH + H+
estradiol + NADP+
kinetics demonstrates positive cooperativity
-
-
?
estrone + NADPH + H+

estradiol-17beta + NADP+
-
-
-
-
?
estrone + NADPH + H+
estradiol-17beta + NADP+
-
final step in the synthesis of active estrogens
-
-
?
estrone + NADPH + H+
estradiol-17beta + NADP+
-
-
-
?
estrone + NADPH + H+
estradiol-17beta + NADP+
final step in the synthesis of active estrogens, important in the maintenance of pregnancy
-
-
?
estrone + NADPH + H+
estradiol-17beta + NADP+
final step in the synthesis of active estrogens, important in the maintenance of pregnancy
-
-
r
estrone + NADPH + H+
estradiol-17beta + NADP+
reductive activity is 1.5-3fold higher than oxidative activity
-
-
r
estrone + NADPH + H+
estradiol-17beta + NADP+
-
-
-
-
?
estrone + NADPH + H+
estradiol-17beta + NADP+
-
rate of oxidation of estradiol-17beta at the optimum, pH 9.9, is three to four times faster than that of the reverse reaction at pH 7.4
-
-
r
estrone + NADPH + H+
estradiol-17beta + NADP+
-
-
-
-
?
estrone + NADPH + H+
estradiol-17beta + NADP+
-
-
-
-
r
estrone + NADPH + H+
estradiol-17beta + NADP+
-
-
-
?
estrone + NADPH + H+
estradiol-17beta + NADP+
-
type 1 enzyme is a cytosolic isoform highly specific for estradiol. Type 2 is a membrane bound isoform reactive with both estradiol and testosterone
-
-
?
estrone + NADPH + H+
estradiol-17beta + NADP+
-
17beta-HSD1, final step in the synthesis of active estrogens
-
-
?
estrone + NADPH + H+
estradiol-17beta + NADP+
-
final step in the synthesis of active estrogens
-
-
?
estrone + NADPH + H+
estradiol-17beta + NADP+
final step in the synthesis of active estrogens
-
-
?
estrone + NADPH + H+
estradiol-17beta + NADP+
-
final step in the synthesis of active estrogens, maintenance of a proper balance of inactive estrone and active estradiol-17beta in brain
-
-
?
estrone + NADPH + H+
estradiol-17beta + NADP+
-
reverse reaction catalyzed by different isoforms of the enzyme
-
-
?
estrone + NADPH + H+
estradiol-17beta + NADP+
-
final step in synthesis of estradiol
-
-
?
estrone + NADPH + H+
estradiol-17beta + NADP+
-
-
-
-
?
estrone + NADPH + H+
estradiol-17beta + NADP+
-
final step in the synthesis of active estrogens
-
-
?
estrone + NADPH + H+
estradiol-17beta + NADP+
-
-
-
-
r
estrone + NADPH + H+
estradiol-17beta + NADP+
-
reversible at neutral pH, reduction of estrone at 5% of the activity of oxidation of estradiol-17beta
-
-
r
estrone + NADPH + H+
estradiol-17beta + NADP+
-
-
-
-
?
estrone + NADPH + H+
estradiol-17beta + NADP+
-
related to nuclear maturation in oocytes
-
-
?
testosterone + NAD+

4-androstene-3,17-dione + NADH
-
2.4% of the activity with estradiol
-
-
?
testosterone + NAD+
4-androstene-3,17-dione + NADH
-
-
-
-
?
testosterone + NAD+

androst-4-ene-3,17-dione + NADH + H+
-
-
-
?
testosterone + NAD+
androst-4-ene-3,17-dione + NADH + H+
-
-
-
?
testosterone + NAD+

androstenedione + NAD(P)H + H+
-
-
-
?
testosterone + NAD+
androstenedione + NAD(P)H + H+
-
-
-
?
testosterone + NADP+

4-androstene-3,17-dione + NADPH + H+
-
poor substrate
-
-
?
testosterone + NADP+
4-androstene-3,17-dione + NADPH + H+
-
-
-
-
?
testosterone + NADP+
4-androstene-3,17-dione + NADPH + H+
-
-
androstenedione
r
testosterone + NADP+
4-androstene-3,17-dione + NADPH + H+
-
75% of the activity with estradiol-17beta
-
r
testosterone + NADP+
4-androstene-3,17-dione + NADPH + H+
-
17beta-HSD2, important role in peripheral inactivation of androgens and estrogens
-
-
?
testosterone + NADP+
4-androstene-3,17-dione + NADPH + H+
-
activity is 22fold lower than with estradiol-17beta
-
-
?
testosterone + NADP+
4-androstene-3,17-dione + NADPH + H+
-
-
-
?
testosterone + NADP+
4-androstene-3,17-dione + NADPH + H+
-
lower activity than with estradiol 17beta
-
-
?
testosterone + NADP+
4-androstene-3,17-dione + NADPH + H+
-
-
-
?
testosterone + NADP+
4-androstene-3,17-dione + NADPH + H+
-
activity is 2.3-2.8fold lower than with estradiol-17beta, depending on sample
-
-
?
additional information

?
-
-
type 1 enzyme is a cytosolic isoform highly specific for estradiol. Type 2 enzyme is a membrane bound isoform reactive with both estradiol and testosterone
-
-
?
additional information
?
-
-
the isozymes constitute by showing different properties a complex system ensuring cell-specific adaptation and regulation of sex steroid hormone levels, isozyme 17beta-HSD1 is the major determinant of peripheral and gonadal estradiol synthesis
-
-
?
additional information
?
-
-
17beta-HSD isozymes differ in their expression pattern, nucleotide cofactor preferences, steroid substrate specificity, and subcellular localization, detailed overview, substrate are androgens, estrogens, cholesterol, progestins, and eicosanoids, isozyme 17beta-HSD3 also shows 3beta-hydroxysteroid dehydrogenase, EC 1.1.1.51, isozyme 17beta-HSD8 also shows, to a lessser extent, NAD+-dependent testosterone oxidation to androstenedione, EC 1.1.1.63
-
-
?
additional information
?
-
-
human 17beta-hydroxysteroid dehydrogenases are multifunctional enzymes, isozyme 17beta-HSD4 also performs beta-oxidation of branched fatty acids, like pristanic acid, and in bile acid synthesis, e.g. of di- and trihydroxycholestanoic acids, overview
-
-
?
additional information
?
-
-
A-stereospecificity in hydrogen transfer
-
-
?
additional information
?
-
-
expression is stimulated 2fold by dexamethasone but is completly downregulated by phorbol ester
-
-
?
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(10R,13S,17R)-10,13-dimethyl-1,2,7,8,9,10,11,12,13,14,15,16-dodecahydro-3'H-spiro[cyclopenta[a]phenanthrene-17,2'-furan]-3,5',6(4'H)-trione
-
0.003 mM, 45% inhibition, substrate: 4-androstene-3,17-dione
(10R,13S,17R)-10,13-dimethyl-1,6,7,8,9,10,11,12,13,14,15,16-dodecahydro-3'H-spiro[cyclopenta[a]phenanthrene-17,2'-furan]-3,5'(2H,4'H)-dione
-
0.003 mM, 61% inhibition, substrate: 4-androstene-3,17-dione; 0.003 mM, 63% inhibition, substrate: 4-androstene-3,17-dione
(13alpha)-3-hydroxyestra-1(10),2,4-trien-17-one
inhibits the enzyme activity effectively, enzyme affinity is similar to that of the natural estrone substrate
(13S,17R)-13-methyl-4',5',6,7,8,9,11,12,13,14,15,16-dodecahydro-3'H-spiro[cyclopenta[a]phenanthrene-17,2'-furan]-3,5'-diol
-
0.003 mM, 61% inhibition, substrate: 4-androstene-3,17-dione
(13S,17R)-3-hydroxy-13-methyl-3',4',6,7,8,9,11,12,13,14,15,16-dodecahydro-5'H-spiro[cyclopenta[a]phenanthrene-17,2'-furan]-5'-one
-
0.003 mM, 79% inhibition, substrate: 4-androstene-3,17-dione
(13S,17R)-3-hydroxy-13-methyl-5'-propyl-4',5',6,7,8,9,11,12,13,14,15,16-dodecahydrospiro[cyclopenta[a]phenanthrene-17,2'-pyran]-6'(3'H)-one
-
0.003 mM, 83% inhibition, substrate: 4-androstene-3,17-dione
(13S,17R)-3-hydroxy-5',13-dimethyl-4',5',6,7,8,9,11,12,13,14,15,16-dodecahydrospiro[cyclopenta[a]phenanthrene-17,2'-pyran]-6'(3'H)-one
-
0.003 mM, 94% inhibition, substrate: 4-androstene-3,17-dione
(13S,17R)-5',13-dimethyl-4',5',6,7,8,9,11,12,13,14,15,16-dodecahydrospiro[cyclopenta[a]phenanthrene-17,2'-pyran]-6'(3'H)-one
-
0.003 mM, 94% inhibition, substrate: 4-androstene-3,17-dione
(13S,17R)-5',5',13-trimethyl-4',5',6,7,8,9,11,12,13,14,15,16-dodecahydrospiro[cyclopenta[a]phenanthrene-17,2'-pyran]-6'(3'H)-one
-
0.003 mM, 95% inhibition, substrate: 4-androstene-3,17-dione
(13S,17S)-13-methyl-4',5',6,7,8,9,11,12,13,14,15,16-dodecahydrospiro[cyclopenta[a]phenanthrene-17,2'-pyran]-6'(3'H)-one
-
0.003 mM, 95% inhibition, substrate: 4-androstene-3,17-dione
(13S,17S)-3-hydroxy-13-methyl-3',4',6,7,8,9,11,12,13,14,15,16-dodecahydro-5'H-spiro[cyclopenta[a]phenanthrene-17,2'-furan]-5'-one
-
0.003 mM, 45% inhibition, substrate: 4-androstene-3,17-dione
(13S,17S)-3-hydroxy-13-methyl-4',5',6,7,8,9,11,12,13,14,15,16-dodecahydrospiro[cyclopenta[a]phenanthrene-17,2'-pyran]-6'(3'H)-one
-
0.003 mM, 95% inhibition, substrate: 4-androstene-3,17-dione
(13S,17S)-3-hydroxy-13-methyl-6,7,8,9,11,12,13,14,15,16-decahydro-7'H-spiro[cyclopenta[a]phenanthrene-17,2'-oxepan]-7'-one
-
0.003 mM, 93% inhibition, substrate: 4-androstene-3,17-dione
(15alpha)-3-hydroxy-N-(5-methyl-1,3-thiazol-2-yl)-17-oxoestra-1(10),2,4-triene-15-carboxamide
-
(15beta)-15-(4-morpholin-4-yl-4-oxobutyl)-17-oxoestra-1(10),2,4-trien-3-yl sulfamate
0.0001 mM, 10% inhibition
(15beta)-3-hydroxy-15-(3-hydroxypropyl)estra-1(10),2,4-trien-17-one
-
(15beta)-3-hydroxy-15-(5-hydroxypentyl)estra-1(10),2,4-trien-17-one
-
(16alpa,17beta)-16-(3-bromopropyl)estra-1(10),2,4-triene-3,17-diol
EM-251
(16alpha)-2-chloro-16-fluoro-3-hydroxyestra-1(10),2,4-trien-17-one
-
(16alpha)-3-hydroxy-17-oxoestra-1(10),2,4-triene-16-carbonitrile
-
(16beta)-16-(ethoxymethyl)-3-hydroxyestra-1(10),2,4-trien-17-one
-
(16beta)-2-chloro-16-fluoro-3-hydroxyestra-1(10),2,4-trien-17-one
-
(16beta)-3-hydroxy-16-methyl-17-oxoestra-1(10),2,4-triene-16-carbonitrile
-
(16beta)-3-hydroxy-17-oxoestra-1(10),2,4-triene-16-carbonitrile
-
(16Z)-3-hydroxy-16-(2,2,2-trifluoro-1-hydroxyethylidene)estra-1(10),2,4-trien-17-one
-
(16Z)-3-hydroxy-16-(hydroxymethylidene)estra-1(10),2,4-trien-17-one
-
(17beta)-3,17-dihydroxy-N-(pyridin-3-ylmethyl)estra-1(10),2,4-triene-16-carboxamide
-
(17E)-3-hydroxyestra-1(10),2,4-trien-17-one oxime
-
(17Z)-3-hydroxyestra-1(10),2,4-triene-16,17-dione dioxime
-
(1Z)-N'-[[(3,5-dimethylisoxazol-4-yl)carbonyl]oxy]-2-[4-(1,2,3-thiadiazol-4-yl)phenyl]ethanimidamide
-
(2'R,13S)-3-hydroxy-13-methyl-6,7,8,9,11,12,13,14,15,16-decahydrospiro[cyclopenta[a]phenanthrene-17,2'-pyran]-6'(3'H)-one
-
0.003 mM, 92% inhibition, substrate: 4-androstene-3,17-dione
(2'R,13S)-3-hydroxy-4',13-dimethyl-4',5',6,7,8,9,11,12,13,14,15,16-dodecahydrospiro[cyclopenta[a]phenanthrene-17,2'-pyran]-6'(3'H)-one
-
0.003 mM, 94% inhibition, substrate: 4-androstene-3,17-dione
(2'R,13S)-3-hydroxy-5',5',13-trimethyl-4',5',6,7,8,9,11,12,13,14,15,16-dodecahydrospiro[cyclopenta[a]phenanthrene-17,2'-pyran]-6'(3'H)-one
-
0.003 mM, 94% inhibition, substrate: 4-androstene-3,17-dione
(2'R,13S)-5'-cyclopropyl-3-hydroxy-13-methyl-4',5',6,7,8,9,11,12,13,14,15,16-dodecahydrospiro[cyclopenta[a]phenanthrene-17,2'-pyran]-6'(3'H)-one
-
0.003 mM, 91% inhibition, substrate: 4-androstene-3,17-dione
(2'R,13S)-methyl 3-hydroxy-13-methyl-6'-oxo-3',4',5',6,6',7,8,9,11,12,13,14,15,16-tetradecahydrospiro[cyclopenta[a]phenanthrene-17,2'-pyran]-5'-carboxylate
-
0.003 mM, 92% inhibition, substrate: 4-androstene-3,17-dione
(2,4-dihydroxyphenyl)-phenylmethanone
-
-
(2E)-3-[2-hydroxy-6-(3-hydroxyphenyl)-1-naphthyl]-N-methylacrylamide
58% inhibition at 0.001 mM
(2E)-3-[2-hydroxy-6-(3-hydroxyphenyl)-1-naphthyl]-N-phenylacrylamide
60% inhibition at 0.001 mM
(2R,4aS,4bR,10bS,12aS)-9-chloro-2-fluoro-8-hydroxy-12a-methyl-3,4,4a,4b,5,6,10b,11,12,12a-decahydrochrysen-1(2H)-one
-
(2S,4aS,4bR,10bS,12aS)-9-chloro-2-fluoro-8-hydroxy-12a-methyl-3,4,4a,4b,5,6,10b,11,12,12a-decahydrochrysen-1(2H)-one
-
(2Z,2'E)-N,N'-1H-1,5-benzodiazepine-2,4-diylbis(3-phenylprop-2-enamide)
30% inhibition at 0.006 mM
(3-amino-5-[13-[(16beta,17beta)-3,17-dihydroxyestra-1(10),2,4-trien-16-yl]tridecyl]phenyl)acetic acid
-
(3-[(4-aminophenyl)carbonyl]-5-[13-[(16beta,17beta)-3,17-dihydroxyestra-1(10),2,4-trien-16-yl]tridecyl]phenyl)acetic acid
-
(3-[13-[(16beta,17beta)-3,17-dihydroxyestra-1(10),2,4-trien-16-yl]tridecyl]phenyl)acetic acid
-
(3alpha,7alpha,17beta)-17-ethynyl-7-methylestr-5(10)-ene-3,17-diol
-
(3beta,7alpha,17beta)-17-ethynyl-7-methylestr-5(10)-ene-3,17-diol
-
(4aR,6aS,7S)-7-[heptyl(methyl)amino]-1,4a,6a-trimethylhexadecahydro-2H-indeno[5,4-f]quinolin-2-one
-
(4aR,6aS,7S)-7-[heptyl(methyl)amino]-4a,6a-dimethylhexadecahydro-2H-indeno[5,4-f]quinolin-2-one
-
(4aS,4bR,10bS,12aS)-8-hydroxy-12a-methyl-9-(2-phenylethyl)-3,4,4a,4b,5,6,10b,11,12,12a-decahydrochrysen-1(2H)-one
-
(4aS,4bR,10bS,12aS)-8-hydroxy-12a-methyl-9-prop-2-en-1-yl-3,4,4a,4b,5,6,10b,11,12,12a-decahydrochrysen-1(2H)-one
-
(4aS,4bR,10bS,12aS)-8-hydroxy-9-iodo-12a-methyl-3,4,4a,4b,5,6,10b,11,12,12a-decahydrochrysen-1(2H)-one
-
(4aS,4bR,10bS,12aS)-8-hydroxy-9-methoxy-12a-methyl-3,4,4a,4b,5,6,10b,11,12,12a-decahydrochrysen-1(2H)-one
-
(4aS,4bR,10bS,12aS)-9-bromo-8-hydroxy-12a-methyl-3,4,4a,4b,5,6,10b,11,12,12a-decahydrochrysen-1(2H)-one
-
(4aS,4bR,10bS,12aS)-9-chloro-8-hydroxy-12a-methyl-3,4,4a,4b,5,6,10b,11,12,12a-decahydrochrysen-1(2H)-one
-
(4R,5R)-4-(2-fluorophenyl)-5-[hydroxy(5-phenylthiophen-2-yl)methyl]-1-methylpyrrolidin-2-one
-
(4R,5R)-5-[hydroxy[5-(pyridin-3-yl)thiophen-2-yl]methyl]-1-methyl-4-phenylpyrrolidin-2-one
-
(4S,5S)-5-[biphenyl-3-yl(hydroxy)methyl]-4-(2-fluorophenyl)-1-methylpyrrolidin-2-one
-
(4S,5S)-5-[biphenyl-4-yl(hydroxy)methyl]-4-(2-fluorophenyl)-1-methylpyrrolidin-2-one
-
(4S,5S)-5-[hydroxy[5-(pyridin-3-yl)thiophen-2-yl]methyl]-1-methyl-4-phenylpyrrolidin-2-one
-
(6-hydroxy-1,3-benzothiazol-2-yl)(3-hydroxyphenyl)methanone
modeling of binding to crystal structure shows five hydrogen bond interactions and a cation-pi-interaction
(6aS)-2-(benzyloxy)-6a-methyl-9-[(2E)-4-morpholin-4-yl-4-oxobut-2-en-1-yl]-5,6,6a,10,10a,10b,11,12-octahydro-4bH-naphtho[2',1':4,5]indeno[2,1-d]isoxazole
0.0001 mM, 21% inhibition
(6aS)-2-hydroxy-6a,8-dimethyl-5,6,6a,7,8,10,10a,10b,11,12-decahydronaphtho[2',1':4,5]indeno[1,2-c]pyrazol-9(4bH)-one
0.01 mM, 32% inhibition
(6aS)-2-hydroxy-6a-methyl-5,6,6a,7,8,10,10a,10b,11,12-decahydronaphtho[2',1':4,5]indeno[1,2-c]pyrazol-9(4bH)-one
0.01 mM, 86% inhibition
(6aS)-2-hydroxy-6a-methyl-N-(2-pyridin-3-ylethyl)-4b,5,6,6a,8,10,10a,10b,11,12-decahydronaphtho[2',1':4,5]indeno[1,2-c]pyrazole-9-carboxamide
(6aS)-2-hydroxy-6a-methyl-N-(pyridin-2-ylmethyl)-4b,5,6,6a,8,10,10a,10b,11,12-decahydronaphtho[2',1':4,5]indeno[1,2-c]pyrazole-9-carboxamide
(6aS)-2-hydroxy-6a-methyl-N-(pyridin-3-ylmethyl)-4b,5,6,6a,8,10,10a,10b,11,12-decahydronaphtho[2',1':4,5]indeno[1,2-c]pyrazole-9-carboxamide
(6aS)-2-hydroxy-6a-methyl-N-[(1-methyl-1H-pyrrol-2-yl)methyl]-4b,5,6,6a,8,10,10a,10b,11,12-decahydronaphtho[2',1':4,5]indeno[1,2-c]pyrazole-9-carboxamide
0.01 mM, 90% inhibition, IC50: 0.0023 mM
(6aS)-2-hydroxy-6a-methyl-N-[(5-methylpyrazin-2-yl)methyl]-4b,5,6,6a,8,10,10a,10b,11,12-decahydronaphtho[2',1':4,5]indeno[1,2-c]pyrazole-9-carboxamide
0.01 mM, 80% inhibition
(6aS)-3-ethyl-2-hydroxy-6a-methyl-N-(2-pyridin-3-ylethyl)-4b,5,6,6a,8,10,10a,10b,11,12-decahydronaphtho[2',1':4,5]indeno[1,2-c]pyrazole-9-carboxamide
-
(6aS)-6a-methyl-4b,5,6,6a,8,10,10a,10b,11,12-decahydronaphtho[2',1':4,5]indeno[1,2-c]pyrazol-2-ol
-
(6aS)-6a-methyl-9-(4-morpholin-4-yl-4-oxobutyl)-4b,5,6,6a,7,10,10a,10b,11,12-decahydronaphtho[2',1':4,5]indeno[1,2-c]pyrazol-2-ol
0.0001 mM, 53% inhibition
(6aS)-6a-methyl-9-(trifluoromethyl)-4b,6,6a,7,9a,10,10a,10b,11,12-decahydronaphtho[2',1':4,5]indeno[1,2-c]pyrazole-2,6b(5H)-diol
-
(6aS)-8-(2-methoxyethyl)-6a-methyl-4b,5,6,6a,8,10,10a,10b,11,12-decahydronaphtho[2',1':4,5]indeno[1,2-c]pyrazol-2-ol
-
(6aS)-9-(hydroxymethyl)-6a-methyl-4b,5,6,6a,8,10,10a,10b,11,12-decahydronaphtho[2',1':4,5]indeno[1,2-c]pyrazol-2-ol
-
(6aS,6bR,10aR)-2-hydroxy-6a-methyl-5,6,6a,6b,9,10,10a,11,11a,11b,12,13-dodecahydronaphtho[2',1':4,5]indeno[1,2-b]pyran-8(4bH)-one
-
0.003 mM, 52% inhibition, substrate: 4-androstene-3,17-dione
(6aS,6bS,10aS)-2-hydroxy-6a-methyl-5,6,6a,6b,9,10,10a,11,11a,11b,12,13-dodecahydronaphtho[2',1':4,5]indeno[1,2-b]pyran-8(4bH)-one
-
0.003 mM, 85% inhibition, substrate: 4-androstene-3,17-dione
(6aS,6bS,11aS)-2-hydroxy-6a-methyl-4b,5,6,6a,6b,9,10,11,11a,12,12a,12b,13,14-tetradecahydro-8H-naphtho[2',1':4,5]indeno[1,2-b]oxepin-8-one
-
0.003 mM, 91% inhibition, substrate: 4-androstene-3,17-dione
(6aS,6bS,9aR)-2-hydroxy-6a-methyl-4b,5,6,6a,6b,9,9a,10,10a,10b,11,12-dodecahydro-8H-naphtho[2',1':4,5]indeno[1,2-b]furan-8-one
-
0.003 mM, 62% inhibition, substrate: 4-androstene-3,17-dione
(6beta,17beta)-6-(hexylsulfanyl)estra-1(10),2,4-triene-3,17-diol
-
(6Z,17E)-3-hydroxyestra-1(10),2,4-triene-6,17-dione dioxime
-
(7alpha,17beta)-17-ethynyl-17-hydroxy-7-methylestr-4-en-3-one
-
(8R,9S,13S,14S,17S)-3-hydroxy-13-methyl-4',5',6,7,8,9,11,12,13,14,15,16-dodecahydrospiro[cyclopenta[a]phenanthrene-17,2'-pyran]-6'(3'H)-one
85% inhibition at 0.001 mM
(S)-2-Methoxy-6a-methyl-5,6,6a,10,10a,10b,11,12-octahydro-4bH-7-oxa-8-aza-pentaleno[2,1-a]phenanthrene
-
-
(S)-6a-Methyl-5,6,6a,10,10a,10b,11,12-octahydro-4bH-7-oxa-8-aza-pentaleno[2,1-a]phenanthren-2-ol
-
-
([4-[(3-methoxyphenyl)methyl]piperazin-1-yl]methyl)-17alpha-methylandrostane-3alpha,17beta-diol
0.1 mM, 21.9% inhibition in the reaction with allopregnanolone. 0.3 mM, 22.6% inhibition in the reaction with 17beta-estradiol
([4-[(3-methoxyphenyl)methyl]piperazin-1-yl]methyl)-17alpha-pregn-20-yne-3alpha,17-diol
0.1 mM, 20.0% inhibition in the reaction with allopregnanolone. 0.3 mM, 44.5% inhibition in the reaction with 17beta-estradiol
1'(2')H-estra-1,3,5(10)-trieno[17,16-c]pyrazol-3-ol
-
IC50: 0.0041 mM
1,1':4',1''-terphenyl-3,3''-diol
-
-
1,2,3,4-tetrahydroquinolin-7-yl 4-(acetylamino)benzenesulfonate
-
1,2-Cyclohexanedione
-
40 mM, pH 8.5, t1/2: 4.4 h
1,3,5(10),16-estratetraen-3-ol
-
-
1,3,5(10)-estratrien-3,16beta,17beta-triol
-
-
1,3,5(10)-estratrien-3,16beta-diol
-
-
1,3,5(10)-estratrien-3,17alpha-diol
-
-
1,3,5(10)-estratrien-3-ol
-
-
1,4-dibromo-2,3-butanedione
-
40 mM, pH 8.5, t1/2: 0.02 h
1-(3'-ethyl-4'-hydroxy-biphenyl-4-yl)-ethanone
1-(3-ethyl-4'-hydroxy-biphenyl-4-yl)-ethanone
1-(4'-hydroxy-2'-methyl-biphenyl-4-yl)-ethanone
89% inhibition at 0.001 mM
1-(4'-hydroxy-2'_methyl-biphenyl-4-yl)-ethanone
37°C, 0.01 mM, 89% inhibition, substrate: estrone, 7beta-HSD type 1
1-(4'-hydroxy-biphenyl-4-yl)-ethanone
37°C, 01 mM, 97% inhibition, substrate: estrone, 7beta-HSD type 1; 97% inhibition at 0.001 mM
1-(4-fluorophenyl)-3-[4-(1,2,3-thiadiazol-4-yl)benzyl]urea
-
1-(4-hydroxy-phenyl)-butan-1-one
-
weak inhibitor with 35.1% inhibition at 0.1 mM
1-(4-hydroxy-phenyl)-decan-1-one
-
weak inhibitor with 28.2% inhibition at 0.1 mM
1-(4-hydroxy-phenyl)-dodecan-1-one
-
weak inhibitor with 42.5% inhibition at 0.1 mM
1-(4-hydroxy-phenyl)-ethanone
-
weak inhibitor with 20.8% inhibition at 0.1 mM
1-(4-hydroxy-phenyl)-heptan-1-one
-
weak inhibitor with 47.6% inhibition at 0.1 mM
1-(4-hydroxy-phenyl)-hexan-1-one
-
weak inhibitor with 45.7% inhibition at 0.1 mM
1-(4-hydroxy-phenyl)-octan-1-one
-
weak inhibitor with 36.9% inhibition at 0.1 mM
1-(4-hydroxy-phenyl)-pentan-1-one
-
weak inhibitor with 39.8% inhibition at 0.1 mM
1-(4-hydroxy-phenyl)-propan-1-one
-
weak inhibitor with 17.5% inhibition at 0.1 mM
1-(4-hydroxy-phenyl)-undecan-1-one
-
weak inhibitor with 30.6% inhibition at 0.1 mM
1-(4-hydroxyphenyl)-nonan-1-one
-
weak inhibitor with 36.3% inhibition at 0.1 mM
1-(6-hydroxy-9H-fluoren-2-yl)-ethanone
37°C, 0.01 mM, 86% inhibition, substrate: estrone, 7beta-HSD type 1; 86% inhibition at 0.001 mM
1-bromo-6-(3-hydroxyphenyl)-2-naphthol
88% inhibition at 0.001 mM
1-Chloro-4-(2,2-dichloro-1-(5-Chloro-phenyl)-ethyl)-benzene
-
oxidation of estradiol
1-Chloro-4-(2,2-dichloro-1-(6-Chloro-phenyl)-ethyl)-benzene
-
oxidation of estradiol
1-phenyl-1,2-propanedione
-
40 mM, pH 8.5, t1/2: 0.19 h
1-[(3-hydroxyphenyl)sulfanyl]-5-oxo-4,5,7,8,9,10,11,13-octahydro-3H-indeno[2',1':4,5]pyrimido[1,2-a]azepine-2-carbaldehyde
-
1-[2-[4-(6-Methoxy-2-phenyl-3,4-dihydro-naphthalen-1-yl)-phenoxy]-ethyl]-pyrrolidine
-
oxidation of estradiol
1-[5-(3'-hydroxybiphenyl-3-yl)-2-thienyl]ethanone
0.001 mM, 10 min, 22% inhibition; 0.001 mM, 10 min, 23% inhibition
1-[5-(3'-Hydroxybiphenyl-4-yl)-2-thienyl]ethanone
0.001 mM, 10 min, 10% inhibition; 0.001 mM, 10 min, 38% inhibition
10-((13S,16S,17S)-3,17-Dihydroxy-13-methyl-7,8,9,11,12,13,14,15,16,17-decahydro-6H-cyclopenta[a]phenanthren-16-yl)-decanoic acid 5-(6-amino-purin-9-yl)-3,4-dihydroxy-tetrahydro-furan-2-ylmethyl ester
-
IC50: 140 nM
11-((13S,17R)-17-Ethynyl-3,17-dihydroxy-13-methyl-7,8,9,11,12,13,14,15,16,17-decahydro-6H-cyclopenta[a]phenanthren-7-yl)-undecanoic acid butyl-methyl-amide
-
-
13-oxo-4-(phenylsulfanyl)-1,2,7,8,9,10,11,13-octahydro[1]benzothieno[2',3':4,5]pyrimido[1,2-a]azepine-3-carbaldehyde
0.001 mM, 80% inhibition
13-oxo-4-(propylsulfanyl)-1,2,7,8,9,10,11,13-octahydro[1]benzothieno[2',3':4,5]pyrimido[1,2-a]azepine-3-carbaldehyde
0.001 mM, 74% inhibition
16-cyano-17-oxoestra-1(10),2,4-trien-3-yl sulfamate
-
16-cyano-2-methoxy-17-oxoestra-1(10),2,4-trien-3-yl sulfamate
-
16-difluoro-estradiol
-
oxidation of estradiol
16-methylen-estra-1,3,5(10)-triene-3,17beta-diol
-
suicide inhibitor
16-oxo-estrone
-
40 mM, pH 8.5, t1/2: 0.8-1 h, at pH 7.2 inhibition is competitive against estradiol and non-competitive against NAD+
16alpha-Bromoacetoxyprogesterone
-
-
16alpha-bromobutyl-estradiol
-
-
16alpha-bromopropyl-estradiol
-
IC50: 0.00046 mM, reduction of estrone, the inhibitor is totally inactive against type 2 17beta-HSD and type type 1 17beta-HSD
16beta-bromobutyl-estradiol
-
-
16beta-m-pyridylmethylamidomethyl-2-methoxyoestrone
-
IC50: 0.00029 mM
17(R,S)-14,15-secoestra-1,3,5(10)-trien-15-yne-3,17-diol
-
suicide inhibitor
17,17-difluoro-3beta-([4-[(3-methoxyphenyl)methyl]piperazin-1-yl]methyl)androstan-3alpha-ol
0.1 mM, 38.6% inhibition in the reaction with allopregnanolone. 0.3 mM, 13.3% inhibition in the reaction with 17beta-estradiol
17-(1-hydroxy-prop-2-ynyl)-10,13-dimethyl-1,2,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-cyclopenta[a]phenanthren-3-one
-
suicide inhibitor
17-deoxy-estradiol
-
oxidation of estradiol
2',4',4-trihydroxy-4'-chalcone
-
IC50: 0.0338 mM
2',4'-dihydroxy-chalcone
-
IC50: 0.0346 mM
2'-AMP
-
competitive with respect to NAD(H) or NADP(H) and noncompetitive with respect to the steroid
2'-methoxy-N-(3-methoxyphenyl)-N-methyl-[1,1'-biphenyl]-4-sulfonamide
23% inhibition at 0.001 mM
2'-methoxy-N-methyl-N-phenyl-[1,1'-biphenyl]-4-sulfonamide
10% inhibition at 0.001 mM
2,2',4,4'-tetrahydroxybenzophenone
-
-
2,2'-diimino-7,7'-dimethyl-5,5'-bis(1-methylethyl)-2H,2'H-8,8'-binaphtho[1,8-bc]furan-3,3',4,4'-tetrol
-
2,3-Butanedione
-
40 mM, pH 8.5, t1/2: 2 h
2,3-Pentanedione
-
40 mM, pH 8.5, t1/2: 5.3 h
2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)ethyl (2E)-3-(3,4,5-trimethoxyphenyl)prop-2-enoate
44% inhibition at 0.006 mM
2-(2,6-dibromo-4-methylphenoxy)-N'-[(E)-(2,4-dihydroxy-6-methylphenyl)methylidene]acetohydrazide
64% inhibition at 0.02 mM
2-(2,6-dibromo-4-methylphenoxy)-N'-[(E)-(2,4-dimethoxyphenyl)methylidene]acetohydrazide
38% inhibition at 0.02 mM
2-(2-bromo-4,6-dimethylphenoxy)-N'-[(E)-(2,4-dihydroxyphenyl)methylidene]acetohydrazide
91% inhibition at 0.02 mM
2-(2-bromo-4-methylphenoxy)-N'-[(1E)-1-(2,4-dihydroxyphenyl)ethylidene]acetohydrazide
-
2-(3-hydroxyphenyl)quinolin-6-ol
0.001 mM, 63% inhibition, substrate: estrone
2-(acetylamino)phenyl 3,4-dimethylbenzenesulfonate
-
2-chloro-3-hydroxyestra-1(10),2,4-trien-17-one
-
2-chloro-4-[5-(2,6-difluoro-3-hydroxybenzoyl)thiophen-2-yl]phenyl sulfamate
dual inhibitor, acts both on steroid sulfatase and hydroxy steroid dehydrogenase 17beta-HSD1, reverses estrogen-induced T-47D cell proliferation
2-ethyl-17-oxo-16-[2-oxo-2-[(pyridin-3-ylmethyl)amino]ethyl]estra-1(10),2,4-trien-3-yl sulfamate
-
2-ethyl-3-sulfamoyloxy-17-oxo-estra-1,3,5(10)-trien-16-methylcarboxylic acid-S-alpha-methylbenzyl amide
-
50% inhibition at 0.001 mM
2-ethyl-3-sulfamoyloxy-17-oxo-estra-1,3,5(10)-trien-16alpha/beta-methylcarboxylic acid-(5-methylpyrimidinyl-2-ylmethyl)amide
-
37% inhibition at 0.001 mM
2-ethyl-3-sulfamoyloxy-17-oxo-estra-1,3,5(10)-trien-16alpha/beta-methylcarboxylic acid-(pyridine-3-ylmethyl)amide
-
64% inhibition at 0.01 mM
2-hydroxy-6-(3-hydroxyphenyl)-N-(5-methyl-1,3,4-thiadiazol-2-yl)-1-naphthamide
73% inhibition at 0.001 mM
2-hydroxy-6-(3-hydroxyphenyl)-N-methyl-1-naphthamide
76% inhibition at 0.001 mM
2-hydroxy-6-(3-hydroxyphenyl)-N-phenyl-1-naphthamide
80% inhibition at 0.001 mM
2-hydroxy-N,6-bis(3-hydroxyphenyl)-1-naphthamide
70% inhibition at 0.001 mM
2-methoxyoestrone
-
IC50: 0.0024 mM
2-methoxyphenyl 3-(acetylamino)benzenesulfonate
-
2-methoxyphenyl benzenesulfonate
51% inhibition at 0.02 mM
2-methylcinnamic acid
-
IC50: 0.0064 mM
2-nitrophenyl (2E)-3-phenylprop-2-enoate
45% inhibition at 0.006 mM
2-phenylethyl (2E)-3-phenylprop-2-enoate
-
-
2-[(16beta)-2-ethyl-3-hydroxy-17-oxoestra-1(10),2,4-trien-16-yl]-N-(pyridin-3-ylmethyl)acetamide
-
2-[2-ethyl-3-hydroxy-17-oxoestra-1(10),2,4-trien-16-yl]-N-(pyridin-2-ylmethyl)acetamide
-
2-[2-ethyl-3-hydroxy-17-oxoestra-1(10),2,4-trien-16-yl]-N-(pyridin-3-ylmethyl)acetamide
-
2-[3-hydroxy-17-oxoestra-1(10),2,4-trien-16-yl]-N-(2-pyridin-2-ylethyl)acetamide
0.01 mM, 58% inhibition
2-[3-hydroxy-17-oxoestra-1(10),2,4-trien-16-yl]-N-(pyridin-2-ylmethyl)acetamide
0.01 mM, 82% inhibition
2-[3-hydroxy-17-oxoestra-1(10),2,4-trien-16-yl]-N-(pyridin-3-ylmethyl)acetamide
-
2-[5-(3-ethyl-4-hydroxyphenyl)-1-oxo-indan-2-yl]-N-pyridin-3-ylmethyl-acetamide
37°C, 0.001 mM, 39% inhibition, substrate: estrone, 7beta-HSD type 1; 39% inhibition at 0.001 mM
3',4',5,7-tetrahydroxy-flavone
-
IC50: 0.0006 mM
3',4',7-trihydroxy-isoflavone
-
IC50: 0.0052 mM
3'-(1-benzothien-2-yl)biphenyl-3-ol
0.001 mM, 10 min, 39% inhibition; 0.001 mM, 10 min, 49% inhibition
3'-(2-thienyl)biphenyl-3-ol
0.001 mM, 10 min, 40% inhibition; 0.001 mM, 10 min, 48% inhibition
3'-(5-chloro-2-thienyl)biphenyl-3-ol
0.001 mM, 10 min, 31% inhibition; 0.001 mM, 10 min, 71% inhibition
3'-(5-methyl-2-thienyl)biphenyl-3-ol
0.001 mM, 10 min, 32% inhibition; 0.001 mM, 10 min, 36% inhibition
3'-hydroxy-N-(3-hydroxybenzyl)-N-methyl-[1,10-biphenyl]-4-sulfonamide
57% inhibition at 0.001 mM
3'-hydroxy-N-(3-hydroxybenzyl)-N-methylbiphenyl-3-carboxamide
-
3'-hydroxy-N-(3-hydroxybenzyl)-N-methylbiphenyl-4-carboxamide
-
3'-hydroxy-N-(3-hydroxyphenyl)-N-methyl-[1,10-biphenyl]-3-sulfonamide
42% inhibition at 0.001 mM; 68% inhibition at 0.001 mM
3'-hydroxy-N-(3-hydroxyphenyl)-N-methyl-[1,10-biphenyl]-4-sulfonamide
14% inhibition at 0.001 mM; 50% inhibition at 0.001 mM
3'-hydroxy-N-(3-hydroxyphenyl)-N-methylbiphenyl-3-carboxamide
35% inhibition
3'-hydroxy-N-(3-hydroxyphenyl)-N-methylbiphenyl-4-carboxamide
3'-hydroxy-N-(3-methoxyphenyl)-N-methyl-[1,10-biphenyl]-4-sulfonamide
15% inhibition at 0.001 mM; 38% inhibition at 0.001 mM
3'-methoxy-N-(2-methoxyphenyl)-N-methyl-[1,1'-biphenyl]-4-sulfonamide
10% inhibition at 0.001 mM; 17% inhibition at 0.001 mM
3'-methoxy-N-(3-methoxybenzyl)-N-methyl-[1,10-biphenyl]-4-sulfonamide
45% inhibition at 0.001 mM
3'-methoxy-N-(3-methoxybenzyl)-N-methylbiphenyl-3-carboxamide
11% inhibition
3'-methoxy-N-(3-methoxybenzyl)-N-methylbiphenyl-4-carboxamide
-
3'-methoxy-N-(3-methoxyphenyl)-N-methyl-[1,1'-biphenyl]-4-sulfonamide
10% inhibition at 0.001 mM; 27% inhibition at 0.001 mM
3'-methoxy-N-(3-methoxyphenyl)-N-methyl-[1,10-biphenyl]-3-sulfonamide
26% inhibition at 0.001 mM
3'-methoxy-N-(3-methoxyphenyl)-N-methylbiphenyl-3-carboxamide
3'-methoxy-N-(3-methoxyphenyl)-N-methylbiphenyl-4-carboxamide
35% inhibition at 0.001 mM
3'-methoxy-N-(4-methoxyphenyl)-N-methyl-[1,1'-biphenyl]-4-sulfonamide
22% inhibition at 0.001 mM
3,3',4',7-tetrahydroxy-flavone
-
-
3,3',4,4'-tetrahydroxy-7,7'-dimethyl-5,5'-bis(1-methylethyl)-2H,2'H-8,8'-binaphtho[1,8-bc]furan-2,2'-dione
-
3,3'-(1-methyl-1H-1,2,4-triazole-3,5-diyl)diphenol
-
-
3,3'-(1-phenyl-1H-1,2,4-triazole-3,5-diyl)diphenol
-
-
3,3'-(1H-1,2,3-triazole-1,4-diyl)diphenol
-
17% inhibition at 0.001 mM
3,3'-pyridine-2,5-diyldiphenol
-
-
3,4,5-trimethoxycinnamic acid
3,5,7,4'-tetrahydroxyflavone
-
IC50 between 0.001 and 0.005 mM, reduction of estra-4-en-3,17-dione
3,5,7-trihydroxy-4'-methoxy-flavone
-
IC50: 15 mM
3,5,7-trihydroxy-flavone
-
-
3,5-dibromosalicylic acid
-
-
3-(17beta-hydroxy-3-methoxy-estra-1,3,5(10)-trien-16beta-ylmethyl)-benzamide
0.01 mM, 90% inhibition, substrate: estrone
3-(17beta-hydroxy-estra-1,3,5(10)-trien-16beta-ylmethyl)-benzamide
0.01 mM, 79% inhibition, substrate: estrone
3-(2-furylmethyl)-8-hydroxy-2-(2-phenylethyl)[1]benzothieno[2,3-d]pyrimidin-4(3H)-one
33% inhibition at 100 nM, 78% inhibition at 0.001 mM
3-(2-naphthyl)phenol
0.001 mM, 61% inhibition, substrate: estrone
3-(3,17beta-dihydroxy-2-methoxy-estra-1,3,5(10)-trien-16beta-ylmethyl)-benzamide
0.01 mM, 81% inhibition, substrate: estrone
3-(3,17beta-dihydroxy-estra-1,3,5(10)-trien-16beta-ylmethyl)-benzamide
0.001 mM, 94% inhibition, substrate: estrone
3-(3-hydroxy-17-oxo-estra-1,3,5(10)-trien-16beta-ylmethyl)-benzamide
0.001 mM, 88% inhibition, substrate: estrone
3-(3-hydroxyphenyl)quinolin-7-ol
0.001 mM, 57% inhibition, substrate: estrone
3-(3-methoxy-17-oxo-estra-1,3,5(10)-trien-16beta-ylmethyl)-benzamide
0.01 mM, 76% inhibition, substrate: estrone
3-(6-hydroxy-2-naphthyl)benzoic acid
0.001 mM, 76% inhibition, substrate: estrone
3-(hydroxymethyl)-4-(phenylsulfanyl)-2,7,8,9,10,11-hexahydro[1]benzothieno[2',3':4,5]pyrimido[1,2-a]azepin-13(1H)-one
0.001 mM, 52% inhibition
3-(quinolin-3-yl)phenol
0.001 mM, 18% inhibition, substrate: estrone
3-(trifluoromethyl)-cinnamic acid
-
3-([(16beta,17beta)-3,17-dihydroxyestra-1(10),2,4-trien-16-yl]methyl)benzamide
-
-
3-([(16beta,17beta)-3-(2-bromoethyl)-17-hydroxyestra-1(10),2,4-trien-16-yl]methyl)benzamide
-
a potent and steroidal nonestrogenic inhibitor of 17beta-HSD1, inhibits the transformation of estrone into estradiol by 17beta-HSD1 in T-47D cells. The comppound does not inhibit enzymes 17beta-HSD2, 17beta-HSD7, 17beta-HSD12, and CYP3A4, and does not stimulate the proliferation of estrogen-sensitive MCF-7 cells. Kinetic and molecular modeling (docking) experiments show that compound is a competitive and irreversible inhibitor of 17beta-HSD1
-
3-acetyl-2-oxo-2H-chromen-7-yl trifluoromethanesulfonate
IC50 value of 360 nM against recombinant enzyme in bacterial homogenate
3-acetyl-7-(4-hydroxyphenyl)-2H-chromen-2-one
IC50 value of 270 nM against recombinant enzyme in bacterial homogenate, and high selectivity for isoform 17beta-HSD1 over 17beta-HSD2 and against the alpha and beta estrogen receptors
3-benzyl-2-(2-bromo-3,4,5-trimethoxyphenyl)-8-hydroxy[1]benzothieno[2,3-d]pyrimidin-4(3H)-one
3-benzyl-8-hydroxy-2-(2-methylprop-1-en-1-yl)[1]benzothieno[2,3-d]pyrimidin-4(3H)-one
82% inhibition at 100 nM, 97% inhibition at 0.001 mM
3-benzyl-8-hydroxy-2-(2-thienyl)[1]benzothieno[2,3-d]pyrimidin-4(3H)-one
83% inhibition at 100 nM, 89% inhibition at 0.001 mM
3-benzyl-8-hydroxy-2-(3,4,5-trimethoxyphenyl)[1]benzothieno[2,3-d]pyrimidin-4(3H)-one
3-benzyl-8-hydroxy-2-(3-methoxyphenyl)[1]benzothieno[2,3-d]pyrimidin-4(3H)-one
89% inhibition at 100 nM, 95% inhibition at 0.001 mM
3-benzylidene camphor
-
-
3-bromo-5-phenylsalicylic acid
-
-
3-bromo-N-(3-hydroxy-4-methylphenyl)benzenesulfonamide
-
3-butyl-8-hydroxy-2-(3,4,5-trimethoxybenzyl)[1]benzothieno[2,3-d]pyrimidin-4(3H)-one
0.001 mM,k 95% inhibition
3-butyl-8-hydroxy-2-(3,4,5-trimethoxyphenyl)[1]benzothieno[2,3-d]pyrimidin-4(3H)-one
86% inhibition at 100 nM, 95% inhibition at 0.001 mM
3-coumaric acid
-
34% inhibition at 0.05 mM
3-cyclohexylpropanoic acid
-
weak inhibition, IC50: 0.1 mM, above
3-hydroxy-1,3,5(10)-triene-[17,16-c]-(5'-carboxylic acid)-pyrazole
-
0.01 mM: 32% inhibition
3-hydroxy-1,3,5(10)-triene-[17,16-c]-(5'-hydroxymethyl)-pyrazole
-
0.01 mM: 94% inhibition, IC50: 0.00095 mM
3-hydroxy-1,3,5(10)-triene-[17,16-c]-[5'-(carboxylic acid ethyl ester)]-pyrazole
-
0.01 mM: 94% inhibition, IC50: 0.00185 mM
3-hydroxy-13alpha-D-secooxime
displays an outstanding cofactor dependence, i.e. more efficient inhibition in the presence of NADH than NADPH
3-hydroxy-13beta-D-secoalcohol
displays an outstanding cofactor dependence, i.e. more efficient inhibition in the presence of NADH than NADPH
-
3-hydroxy-17-oxoestra-1(10),2,4-triene-16-carboxylic acid
-
3-hydroxy-17-oxoestra-1(10),2,4-triene-2-carbonitrile
-
3-hydroxy-2-methoxy-17-oxoestra-1(10),2,4-triene-16-carbonitrile
0.01 mM, 35% inhibition
3-hydroxy-7-(3-hydroxyphenyl)-1-naphthonitrile
99% inhibition at 0.001 mM
3-hydroxy-7-(3-hydroxyphenyl)-N-methyl-2-naphthamide
18% inhibition at 0.001 mM
3-hydroxy-7-(3-hydroxyphenyl)-N-phenyl-2-naphthamide
62% inhibition at 0.001 mM
3-hydroxy-estra-1,3,5(10)-triene-[17,16-c]-(1'-isobutyl)-pyrazole
-
0.01 mM: 77% inhibition
3-hydroxy-estra-1,3,5(10)-triene-[17,16-c]-(1'-methoxyethyl)-pyrazole
-
0.01 mM: 95% inhibition, IC50: 0.00053 mM
3-hydroxy-estra-1,3,5(10)-triene-[17,16-c]-(1'-methyl acetate)-pyrazole
-
0.01 mM: 95% inhibition, IC50: 0.00092 mM
3-hydroxy-estra-1,3,5(10)-triene-[17,16-c]-(1'-methyl)-pyrazole
-
0.01 mM: 94% inhibition, IC50: 0.00275 mM
3-hydroxy-estra-1,3,5(10)-triene-[17,16-c]-(1'-propionitrile)-pyrazole
-
0.01 mM: 95% inhibition, IC50: 0.00073 mM
3-hydroxy-estra-1,3,5(10)-triene-[17,16-c]-(2'-isobutyl)-pyrazole
-
0.01 mM: 70% inhibition
3-hydroxy-estra-1,3,5(10)-triene-[17,16-c]-(2'-methoxy-ethyl)-pyrazole
-
0.01 mM: 83% inhibition
3-hydroxy-estra-1,3,5(10)-triene-[17,16-c]-(2'-methyl acetate)-pyrazole
-
0.01 mM: 79% inhibition
3-hydroxy-estra-1,3,5(10)-triene-[17,16-c]-(2'-methyl)-pyrazole
-
0.01 mM: 43% inhibition
3-hydroxy-estra-1,3,5(10)-triene-[17,16-c]-(5'-ethylme-thylcarbamoyl)-pyrazole
-
0.01 mM: 88% inhibition
3-hydroxy-estra-1,3,5(10)-triene-[17,16-c]-(5'-isopropylcarbamoyl)-pyrazole
-
0.01 mM: 57% inhibition
3-hydroxy-estra-1,3,5(10)-triene-[17,16-c]-(5'-methyl)-pyrazole
-
0.01 mM: 75% inhibition
3-hydroxy-estra-1,3,5(10)-triene-[17,16-c]-(5'-methyl-carbamoyl)-pyrazole
-
0.01 mM: 62% inhibition
3-hydroxy-estra-1,3,5(10)-triene-[17,16-c]-[5'-(1''-methylpiperazin-4''-ylmethyl)carbamoyl]-pyrazole
-
0.01 mM: 50% inhibition
3-hydroxy-estra-1,3,5(10)-triene-[17,16-c]-[5'-(1'-methylpyrrol-2''-ylmethyl)carbamoyl]-pyrazole
-
0.01 mM: 89% inhibition, IC50: 0.0023 mM
3-hydroxy-estra-1,3,5(10)-triene-[17,16-c]-[5'-(5''-methylpyrazin-2''-ylmethyl)carbamoyl]-pyrazole
-
0.01 mM: 80% inhibition
3-hydroxy-estra-1,3,5(10)-triene-[17,16-c]-[5'-(pyridin-2''-ylmethyl)carbamoyl]-pyrazole
-
0.01 mM: 93% inhibition, IC50: 0.00088 mM
3-hydroxy-estra-1,3,5(10)-triene-[17,16-c]-[5'-(pyridin-3''-ylethyl)carbamoyl]-pyrazole
-
0.01 mM: 99% inhibition, IC50: 0.0003 mM
3-hydroxy-estra-1,3,5(10)-triene-[17,16-c]-[5'-(pyridin-3''-ylmethyl)carbamoyl]-pyrazole
-
0.01 mM: 92% inhibition, IC50: 0.00078 mM
3-hydroxy-estra-1,3,5(10)-triene-[17,16-c]-[5'-(tetrahydrofuran-2''-ylmethyl)carbamoyl]-pyrazole
-
0.01 mM: 87% inhibition
3-hydroxy-N-(3'-hydroxy-[1,1'-biphenyl]-3-yl)-N-methylbenzenesulfonamide
17% inhibition at 0.001 mM; 88% inhibition at 0.001 mM
3-hydroxy-N-(3'-hydroxy-[1,1'-biphenyl]-4-yl)-N-methylbenzenesulfonamide
22% inhibition at 0.001 mM; 66% inhibition at 0.001 mM
3-hydroxy-N-(6-hydroxy-1,3-benzothiazol-2-yl)benzamide
modeling of binding to crystal structure shows five hydrogen bond interactions and a cation-pi-interaction
3-hydroxyestra-1(10),2,4-triene-16,17-dione 16-oxime
-
3-hydroxyestra-1,3,5(10),7-tetraen-17-one
-
IC50: 0.0019 mM, oxidation of estradiol
3-methoxy-1'(2')H-estra-1,3,5(10)-trieno[17,16-c]pyrazole
-
-
3-methoxy-N-(3'-methoxy-[1,1'-biphenyl]-3-yl)-N-methylbenzenesulfonamide
14% inhibition at 0.001 mM; 68% inhibition at 0.001 mM
3-methoxy-N-(3'-methoxy-[1,10-biphenyl]-4-yl)-Nmethylbenzenesulfonamide
18% inhibition at 0.001 mM; 25% inhibition at 0.001 mM
3-phenoxybenzyl (2E)-3-(1,3-benzodioxol-5-yl)prop-2-enoate
14% inhibition at 0.006 mM
3-phenoxybenzyl (2E)-3-phenylprop-2-enoate
13% inhibition at 0.006 mM
3-phenyl-5-bromosalicylic acid
-
-
3-trifluoromethylcinnamic acid
-
IC50: 0.043 mM
3-[(15beta)-3-hydroxy-17-oxoestra-1(10),2,4-trien-15-yl]-N-(4-methyl-1,3-thiazol-2-yl)propanamide
-
3-[(15beta)-3-methoxy-17-oxoestra-1(10),2,4-trien-15-yl]-N-(5-methyl-1,3-thiazol-2-yl)propanamide
-
3-[(4-chlorophenyl)sulfanyl]-6-(2,4-dimethyl-1H-pyrrol-1-yl)pyridazine
-
3-[(4bS,6aS,6bR,10S,10aS,11aS,11bR)-9-hexyl-2,10a-dihydroxy-6a-methyl-8-oxo-4b,5,6,6a,6b,8,9,10,10a,11,11a,11b,12,13-tetradecahydronaphtho[20,10:4,5]indeno[2,1-][1,3]oxazin-10-yl]benzamide
-
3-[(4bS,6aS,6bR,10S,10aS,11aS,11bR)-9-octyl-2,10a-dihydroxy-6a-methyl-8-oxo-4b,5,6,6a,6b,8,9,10,10a,11,11a,11b,12,13-tetradecahydronaphtho[20,10:4,5]indeno[2,1-][1,3]oxazin-10-yl]benzamide
-
3-[(4bS,6aS,6bR,10S,11aR,11bR)-9-butyl-2-hydroxy-6a-methyl-8-oxo-4b,5,6,6a,6b,8,9,10,11a,11b,12,13-dodecahydronaphtho[20,10:4,5]indeno[2,1-e][1,3]oxazin-10-l]benzamide
-
3-[(4bS,6aS,6bR,10S,11aR,11bR)-9-ethyl-2-hydroxy-6a-methyl-8-oxo-4b,5,6,6a,6b,8,9,10,11a,11b,12,13-dodecahydronaphtho[20,10:4,5]indeno[2,1-e][1,3]oxazin-10-l]benzamide
-
3-[(4bS,6aS,6bR,10S,11aR,11bR)-9-hexyl-2-hydroxy-6a-methyl-8-oxo-4b,5,6,6a,6b,8,9,10,11a,11b,12,13-dodecahydronaphtho[20,10:4,5]indeno[2,1-e][1,3]oxazin-10-l]benzamide
-
3-[(4bS,6aS,6bR,10S,11aR,11bR)-9-octyl-2-hydroxy-6a-methyl-8-oxo-4b,5,6,6a,6b,8,9,10,11a,11b,12,13-dodecahydronaphtho[20,10:4,5]indeno[2,1-e][1,3]oxazin-10-l]benzamide
-
3-[(5-bromofuran-2-yl)methyl]-8-hydroxy-2-(3,4,5-trimethoxybenzyl)[1]benzothieno[2,3-d]pyrimidin-4(3H)-one
0.001 mM, 95% inhibition
3-[(5-bromofuran-2-yl)methyl]-8-hydroxy-2-(3,4,5-trimethoxyphenyl)[1]benzothieno[2,3-d]pyrimidin-4(3H)-one
94% inhibition at 100 nM, 99% inhibition at 0.001 mM
3-[(6aS)-2-hydroxy-6a-methyl-4b,6,6a,10,10a,10b,11,12-octahydronaphtho[2',1':4,5]indeno[1,2-c]pyrazol-8(5H)-yl]propanenitrile
-
3-[(6aS,6bR,10S,10aS)-9-butyl-2,10a-dihydroxy-6a-methyl-8-oxo-4b,5,6,6a,6b,8,9,10,10a,11,11a,11b,12,13-tetradecahydronaphtho[2',1':4,5]indeno[2,1-e][1,3]oxazin-10-yl]benzamide
-
3-[(6aS,6bR,10S,10aS)-9-ethyl-2,10a-dihydroxy-6a-methyl-8-oxo-4b,5,6,6a,6b,8,9,10,10a,11,11a,11b,12,13-tetradecahydronaphtho[2',1':4,5]indeno[2,1-e][1,3]oxazin-10-yl]benzamide
-
3-[1-(4-hydroxyphenyl)-1H-1,2,3-triazol-4-yl]-phenol
17beta-HSD1; substrate: estradiol-17beta, 17beta-HSD2
3-[1-(4-hydroxyphenyl)-1H-1,2,3-triazol-4-yl]phenol
-
-
3-[2-(2-thienyl)pyridin-4-yl]phenol
0.001 mM, 10 min, 33% inhibition; 0.001 mM, 10 min, 62% inhibition
3-[2-(5-chloro-2-thienyl)pyridin-4-yl]phenol
0.001 mM, 10 min, 39% inhibition; 0.001 mM, 10 min, 63% inhibition
3-[2-(5-chlorothiophen-2-yl)pyridin-4-yl]phenol
-
3-[2-hydroxy-6-(3-hydroxyphenyl)-1-naphthyl]-N-methylpropanamide
80% inhibition at 0.001 mM
3-[3-(4-hydroxyphenyl)-1-methyl-1H-1,2,4-triazol-5-yl]phenol
-
-
3-[3-(4-hydroxyphenyl)-1-phenyl-1H-1,2,4-triazol-5-yl]phenol
-
-
3-[3-(4-hydroxyphenyl)isoxazol-5-yl]-phenol
17beta-HSD1; substrate: estradiol-17beta, 17beta-HSD2
3-[4-(4-hydroxyphenyl)-1,3-oxazol-2-yl]-phenol
17beta-HSD1
3-[4-(4-hydroxyphenyl)-1,3-oxazol-2-yl]phenol
substrate: estradiol-17beta, 17beta-HSD2
3-[4-(4-hydroxyphenyl)-1H-1,2,3-triazol-1-yl]-phenol
17beta-HSD1; substrate: estradiol-17beta, 17beta-HSD2
3-[4-(4-hydroxyphenyl)-1H-1,2,3-triazol-1-yl]phenol
-
-
3-[4-(4-hydroxyphenyl)thiophen-2-yl]phenol
-
-
3-[4-(5-chloro-2-thienyl)pyridin-2-yl]phenol
0.001 mM, 10 min, 25% inhibition; 0.001 mM, 10 min, 61% inhibition
3-[5-(4-hydroxyphenyl)-1,3-oxazol-2-yl]-phenol
substrate: estradiol-17beta, 17beta-HSD2, very good selectivity, high cell permeability and medium CaCo-2 permeability; very good selectivity, high cell permeability and medium CaCo-2 permeability, 17beta-HSD1
3-[5-(4-hydroxyphenyl)-1-methyl-1H-1,2,4-triazol-3-yl]phenol
-
-
3-[5-(4-hydroxyphenyl)-1-phenyl-1H-1,2,4-triazol-3-yl]phenol
-
-
3-[5-(4-hydroxyphenyl)thiophen-2-yl]phenol
-
-
3-[5-(4-hydroxyphenyl)thiophen-3-yl]phenol
-
-
3-[5-(5-chloro-2-thienyl)pyridin-3-yl]phenol
0.001 mM, 10 min, 40% inhibition; 0.001 mM, 10 min, 46% inhibition
3-[6-(5-chloro-2-thienyl)pyridin-2-yl]phenol
0.001 mM, 10 min, 21% inhibition; 0.001 mM, 10 min, 40% inhibition
3-[[(16beta,17beta)-3-(2-bromoethyl)-17-hydroxyestra-1,3,5(10)-trien-16-yl]methyl] benzamide
irreversible inhibitor
-
3alpha-hydroxy-3beta-([4-[(2-methoxy-4-methylphenyl)methyl]piperazin-1-yl]methyl)-androstan-17-one
-
-
3alpha-hydroxy-3beta-([4-[(3-methoxy-4-methylphenyl)methyl]piperazin-1-yl]methyl)-androstan-17-one
-
-
3alpha-hydroxy-3beta-([4-[(3-methoxy-4-methylphenyl)methyl]piperazin-1-yl]methyl)androstan-17-one
0.1 mM, 12.5% inhibition in the reaction with allopregnanolone. 0.3 mM, 31.0% inhibition in the reaction with 17beta-estradiol
3alpha-hydroxy-3beta-([4-[(3-methoxyphenyl)methyl]piperazin-1-yl]methyl)-16,16-dimethylandrostan-17-one
0.1 mM, 11.1% inhibition in the reaction with allopregnanolone. 0.3 mM, 24.6% inhibition in the reaction with 17beta-estradiol
3alpha-hydroxy-3beta-([4-[(3-methoxyphenyl)methyl]piperazin-1-yl]methyl)-androstan-17-one
-
-
3alpha-hydroxy-3beta-([4-[(3-methoxyphenyl)methyl]piperazin-1-yl]methyl)androstan-17-one
0.1 mM, 14.7% inhibition in the reaction with allopregnanolone. 0.3 mM, 30.0% inhibition in the reaction with 17beta-estradiol
3alpha-hydroxy-3beta-([4-[(quinolin-3-yl)methyl]piperazin-1-yl]methyl)-androstan-17-one
-
-
3alpha-hydroxy-3beta-([4-[(quinolin-3-yl)methyl]piperazin-1-yl]methyl)androstan-17-one
0.1 mM, 15.2% inhibition in the reaction with allopregnanolone. 0.3 mM, 36.1% inhibition in the reaction with 17beta-estradiol
3alpha-hydroxy-3beta-[(4-[[3-methoxy-4-(trifluoromethyl)phenyl]methyl]piperazin-1-yl)methyl]-androstan-17-one
-
-
3beta-([4-[(3-methoxyphenyl)methyl]piperazin-1-yl]methyl)androstane-3alpha,17alpha-diol
0.1 mM, 41.7% inhibition in the reaction with allopregnanolone. 0.3 mM, 31.7% inhibition in the reaction with 17beta-estradiol
3beta-([4-[(3-methoxyphenyl)methyl]piperazin-1-yl]methyl)androstane-3alpha,17beta-diol
0.1 mM, no inhibition in the reaction with allopregnanolone. 0.3 mM, 13.7% inhibition in the reaction with 17beta-estradiol
3beta-hydroxy-5,16-androstadiene
-
-
3beta-hydroxy-5-androsten-16-one
-
-
3beta-[(4-[[3-methoxy-4-(trifluoromethyl)phenyl]methyl]piperazin-1-yl)methyl]-17alpha-pregn-20-yne-3alpha,17-diol
-
metabolic stability and selectivity of inhibition for 17beta-HSD10 over 17beta-HSD3
-
3beta-[(4-[[3-methoxy-4-(trifluoromethyl)phenyl]methyl]piperazin-1-yl)methyl]-androstane-3alpha,17alpha-diol
-
metabolic stability and selectivity of inhibition for 17beta-HSD10 over 17beta-HSD3
3beta-[[4-(3,5-dimethylbenzoyl)piperazin-1-yl]methyl]-3alpha-hydroxyandrostan-17-one
3beta-[[4-(3-acetylbenzoyl)piperazin-1-yl]methyl]-3alpha-hydroxyandrostan-17-one
3beta-[[4-(4-benzoylbenzoyl)piperazin-1-yl]methyl]-3alpha-hydroxyandrostan-17-one
0.1 mM, 8.0% inhibition in the reaction with allopregnanolone. 0.3 mM, 58.8% inhibition in the reaction with 17beta-estradiol
3beta-[[4-([1,1'-biphenyl]-4-carbonyl)piperazin-1-yl]methyl]-3?-hydroxyandrostan-17-one
0.1 mM, 19.3% inhibition in the reaction with allopregnanolone. 0.3 mM, 29.4% inhibition in the reaction with 17beta-estradiol
3beta-[[4-([1,1'-biphenyl]-4-carbonyl)piperazin-1-yl]methyl]-3alpha-hydroxyandrostan-17-one
-
-
4',5,7-trihydroxy-flavanone
-
-
4',5,7-trihydroxy-flavone
-
IC50: 0.0003 mM
4',5,7-trihydroxy-isoflavone
-
IC50: 0.001 mM
4',7-dihydroxy-isoflavone
-
IC50: 0.01 mM
4'-(2-thienyl)biphenyl-3-ol
0.001 mM, 10 min, 22% inhibition; 0.001 mM, 10 min, 36% inhibition
4'-(3-furyl)biphenyl-3-ol
0.001 mM, 10 min, 17% inhibition
4'-(3-thienyl)biphenyl-3-ol
0.001 mM, 10 min, 36% inhibition; 0.001 mM, 10 min, 41% inhibition
4'-(5-chloro-2-thienyl)biphenyl-3-ol
0.001 mM, 10 min, 48% inhibition
4'-(6-methoxypyridin-3-yl)biphenyl-3-ol
0.001 mM, 10 min, 35% inhibition; 0.001 mM, 10 min, 58% inhibition
4'-cyanophenyl 3,4-methylenedioxycinnamate
-
4'-hydroxy-N-(3-hydroxybenzyl)-N-methylbiphenyl-3-carboxamide
4'-methoxy-N-(3-methoxybenzyl)-N-methylbiphenyl-3-carboxamide
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4'-methoxy-N-(3-methoxyphenyl)-N-methyl-[1,1'-biphenyl]-4-sulfonamide
13% inhibition at 0.001 mM
4'-methoxy-N-(3-methoxyphenyl)-N-methylbiphenyl-3-carboxamide
4-(17beta-hydroxy-3-methoxy-estra-1,3,5(10)-trien-16beta-ylmethyl)-benzamide
0.01 mM, 38% inhibition, substrate: estrone
4-(3'-ethyl-4'-hydroxy-3-methyl-biphenyl)-4-oxo-N-pyridin-3-ylethyl-butyramide
15% inhibition at 0.001 mM
4-(3'-ethyl-4'-hydroxy-3-methyl-biphenyl)-4-oxo-N-pyridin-3-ylmethyl-butyramide
21% inhibition at 0.001 mM; 37°C, 0.001 mM, 21% inhibition, substrate: estrone,7beta-HSD type 1
4-(3'-ethyl-4'-hydroxy-biphenyl)-2,2-dimethyl-4-oxo-N-pyridin-3-ylethyl-butyramide
15% inhibition at 0.001 mM; 37°C, 0.001 mM, 15% inhibition, substrate: estrone, 7beta-HSD type 1
4-(3'-ethyl-4'-hydroxy-biphenyl)-2,2-dimethyl-4-oxo-N-pyridin-3-ylmethyl-butyramide
38% inhibition at 0.001 mM
4-(3'-ethyl-4'-hydroxy-biphenyl)-4-oxo-N-(2-hydroxyethyl)-butyramide
23% inhibition at 0.001 mM; 37°C, 0.001 mM, 23% inhibition, substrate: estrone, 7beta-HSD type 1
4-(3'-ethyl-4'-hydroxy-biphenyl)-4-oxo-N-pyridin-3-ylethyl-butyramide
17% inhibition at 0.001 mM; 37°C, 0.001 mM, 17% inhibition, substrate: estrone, 7beta-HSD type 1
4-(3'-ethyl-4'-hydroxy-biphenyl)-4-oxo-N-pyridin-3-ylmethyl-butyramide
24% inhibition at 0.001 mM; 37°C, 0.001 mM, 24% inhibition, substrate: estrone, 7beta-HSD type 1; 37°C, 0.01 mM, 12% inhibition, substrate: estradiol-17beta, 7beta-HSD type 2
4-(3'-ethyl-4'-methoxy-biphenyl)-2,2-dimethyl-4-oxo-N-pyridin-3-ylmethyl-butyramide
17% inhibition at 0.001 mM; 37°C, 0.001 mM, 17% inhibition, substrate: estrone, 7beta-HSD type 1
4-(3,17beta-dihydroxy-estra-1,3,5(10)-trien-16beta-ylmethyl)-benzamide
0.01 mM, 74% inhibition, substrate: estrone
4-(3-ethyl-4-hydroxy-3-methyl-biphenyl)-4-oxo-N-pyridin-3-ylethyl-butyramide
37°C, 0.001 mM, 15% inhibition, substrate: estrone, 7beta-HSD type 1
4-(3-ethyl-4-hydroxy-biphenyl)-2,2-dimethyl-4-oxo-N-pyridin-3-ylmethyl-butyramide
37°C, 0.001 mM, 38% inhibition, substrate: estrone, 7beta-HSD type 1
4-(3-Hydroxy-17-oxo-estra-1,3,5(10)-trien-16beta-ylmethyl)-benzamide
0.01 mM, 76% inhibition, substrate: estrone
4-(3-methoxy-17-oxo-estra-1,3,5(10)-trien-16beta-ylmethyl)-benzamide
0.01 mM, 56% inhibition, substrate: estrone
4-(4-[[3alpha-hydroxy-17-oxoandrostan-3beta-yl]methyl]piperazine-1-carbonyl)benzonitrile
-
-
4-(dimethylsulfamoyl)-N-(4-[[3alpha-hydroxy-17-oxoandrostan-beta?-yl]methyl]piperazin-1-yl)benzene-1-carbothioamide
0.1 mM, 13.3% inhibition in the reaction with allopregnanolone. 0.3 mM, 0.3% inhibition in the reaction with 17beta-estradiol
4-(octanoylamino)phenyl (2E)-3-phenylprop-2-enoate
15% inhibition at 0.006 mM
4-bromo-N-(3-fluorophenyl)benzenesulfonamide
-
4-chloro-N-(3-hydroxy-4-methylphenyl)benzenesulfonamide
45% inhibition at 0.02 mM
4-chloro-N-(3-hydroxyphenyl)-2,5-dimethylbenzenesulfonamide
-
4-chloro-N-(4-hydroxyphenyl)benzenesulfonamide
55% inhibition at 0.02 mM
4-chloro-N-(4-methoxyphenyl)benzenesulfonamide
-
4-chloro-N-[2-(hydroxymethyl)phenyl]benzenesulfonamide
-
4-cyanophenyl (2E)-3-(1,3-benzodioxol-5-yl)prop-2-enoate
76% inhibition at 0.006 mM
4-fluoro-3-hydroxy-N-(3'-hydroxybiphenyl-3-yl)-N-methylbenzenesulfonamide
80% inhibition at 0.001 mM; 96% inhibition at 0.001 mM
4-fluoro-3-methoxy-N-(3'-methoxybiphenyl-3-yl)-N-methylbenzenesulfonamide
17% inhibition at 0.001 mM
4-fluoro-N-[2-(1-hydroxyethyl)phenyl]benzenesulfonamide
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4-hydroxychalcone
-
IC50: 0.016 mM
4-methyl-3-(trifluoromethyl)-5-[[4-(trifluoromethyl)benzyl]sulfanyl]-4H-1,2,4-triazole
-
4-methyl-5-[6-(2,2,2-trifluoroethoxy)pyridin-3-yl]-4H-1,2,4-triazole-3-thiol
-
4-methyl-N-[4-[4-(trifluoromethyl)-1H-pyrazol-1-yl]phenyl]benzenesulfonamide
-
4-methylbenzylidene camphor
-
-
4-propanoylphenyl 3-(acetylamino)benzenesulfonate
67% inhibition at 0.02 mM
4-[(15beta)-3-hydroxy-17-oxo-2-propylestra-1(10),2,4-trien-15-yl]-N-[2-(7-methyl-1H-indol-2-yl)ethyl]butanamide
0.0001 mM, 69% inhibition
4-[(15beta)-3-hydroxy-17-oxoestra-1(10),2,4-trien-15-yl]-N-[2-(7-methyl-1H-indol-3-yl)ethyl]butanamide
-
4-[5-(3-hydroxyphenyl)thiophen-2-yl]-2-methylphenol
-
-
4-[[(4-methoxy-2,5-dimethylphenyl)sulfonyl]amino]benzoic acid
-
4-[[3alpha-hydroxy-17-oxoandrostan-3beta-yl]methyl]-N-[[3-(trifluoromethyl)phenyl]methyl]piperazine-1-carbothioamide
-
-
5'-O-(10-[3',17'beta-dihydroxy-1',3',5'(10')-estratrien-16'alpha-yl]-decanoyl)adenosine
-
IC50: 140 nM
5'-O-(11-[3',17'beta-dihydroxy-1',3',5'(10')-estratrien-16'alpha-yl]-undecanoyl) adenosine
-
IC50: 310 nM
5'-O-(11-[3',17'beta-dihydroxy-1',3',5'(10')-estratrien-16'alpha/beta-yl]-undecanoyl)adenosine
-
IC50: 90 nM
5'-O-(11-[3',17'beta-dihydroxy-1',3',5'(10')-estratrien-16'beta-yl]-undecanoyl)adenosine
-
IC50: 120 nM
5'-O-(12-[3',17'beta-(dihydroxy)-1',3',5'(10')-estratrien-16'alpha-yl]-dodecanoyl)adenosine
-
IC50: 1000 nM
5'-O-(6-[3',17'beta-dihydroxy-1',3',5'(10')-estratrien-16'alpha/beta-yl]-hexanoyl)adenosine
-
IC50: 6900 nM
5'-O-(7-[3',17'beta-dihydroxy-1',3',5'(10')-estratrien-16'alpha-yl]-heptanoyl)adenosine
-
IC50: 430 nM
5'-O-(8-[3',17'beta-dihydroxy-1',3',5'(10')-estratrien-16'alpha-yl]-octanoyl)adenosine
-
IC50: 93 nM
5'-O-(9-[3',17'beta-dihydroxy-1',3',5'(10')-estratrien-16'alpha-yl]-nonanoyl)adenosine
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IC50: 52 nM
5'-O-[9-[(16b,17b)-3,17-dihydroxyestra-1(10),2,4-trien-16-yl]nonanoyl]adenosine
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5'-O-[9-[(16beta,17beta)-3,17-dihydroxyestra-1(10),2,4-trien-16-yl]nonanoyl]adenosine
EM-1745, bisubstrate inhibitor of 17beta-HSD1
5,6,7-trihydroxy-2-phenyl-4H-chromen-4-one
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-
5,7-dihydroxy-4'-methoxy-flavone
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-
5,7-dihydroxyflavone
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IC50 below 0.001 mM, oxidation of 17beta-hydroxyestra-4-en-3-one
5-(2-fluoro-3-methoxyphenyl)-N-(3-hydroxybenzyl)-N-methylthiophene-2-carboxamide
5-(2-fluoro-3-methoxyphenyl)-N-(3-methoxyphenyl)-N-methylthiophene-2-carboxamide
5-(2-fluoro-3-methoxyphenyl)-N-methyl-N-(3-methylphenyl)thiophene-2-carboxamide
5-(2-hydroxyphenyl)-N-(3-hydroxyphenyl)-N-methylthiophene-2-carboxamide
5-(2-methoxyphenyl)-N-(3-methoxyphenyl)-N-methylthiophene-2-carboxamide
5-(3-ethyl-4-hydroxyphenyl)-indan-1-one
37°C, 0.01 mM, 48% inhibition, substrate: estradiol-17beta, 7beta-HSD type 2; 37°C, 0.01 mM, 86% inhibition, substrate: estrone, 7beta-HSD type 1; 86% inhibition at 0.001 mM
5-(3-fluoro-4-hydroxyphenyl)-indan-1-one
37°C, 0.01 mM, 24% inhibition, substrate: estradiol-17beta, 7beta-HSD type 2; 37°C, 0.01 mM, 75% inhibition, substrate: estrone, 7beta-HSD type 1; 75% inhibition at 0.001 mM
5-(3-fluoro-4-methoxyphenyl)-indan-1-one
37°C, 0.01 mM, 56% inhibition, substrate: estrone, 7beta-HSD type 1; 56% inhibition at 0.001 mM
5-(3-fluorophenyl)-N-(3-hydroxybenzyl)-N-methylthiophene-2-carboxamide
5-(3-fluorophenyl)-N-(3-methoxyphenyl)-N-methylthiophene-2-carboxamide
5-(4-cyanophenyl)-N-(3-hydroxybenzyl)-N-methylthiophene-2-carboxamide
-
5-(4-cyanophenyl)-N-(3-methoxyphenyl)-N-methylthiophene-2-carboxamide
48% inhibition
5-(4-hydroxyphenyl)-indan-1-one
37°C, 0.01 mM, 17% inhibition, substrate: estradiol-17beta, 7beta-HSD type 2; 37°C, 0.01 mM, 81% inhibition, substrate: estrone, 7beta-HSD type 1; 81% inhibition at 0.001 mM
5-(6-hydroxy-2-naphthyl)pyridin-3-ol
0.001 mM, 58% inhibition, substrate: estrone
5-androstene-3beta,16beta-diol
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-
5-benzyl-3-(furan-2-ylmethyl)-8-hydroxy-2-(2-phenylethyl)[1]benzothieno[2,3-d]pyrimidin-4(3H)-one
5% inhibition at 100 nM, 26% inhibition at 0.001 mM
5-bromo-3-(2-methylpropyl)-2-(3,4,5-trimethoxyphenyl)-6,7-dihydro[1]benzothieno[2,3-d]pyrimidine-4,8(3H,5H)-dione
0.001 mM, 54% inhibition
5-butyl-3-(furan-2-ylmethyl)-8-hydroxy-2-(2-phenylethyl)[1]benzothieno[2,3-d]pyrimidin-4(3H)-one
9% inhibition at 100 nM, 27% inhibition at 0.001 mM
5-hydroxyflavone
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IC50 below 0.001 mM, oxidation of 17beta-hydroxyestra-4-en-3-one
5-methoxyflavone
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IC50 between 0.001 and 0.005 mM, reduction of estra-4-en-3,17-dione
5-[(15beta)-3-methoxy-17-oxoestra-1(10),2,4-trien-15-yl]-N-(2-thiophen-2-ylethyl)pentanamide
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6-(3-ethyl-4-hydroxyphenyl)-3,4-dihydro-2H-naphthalen-1-one
37°C, 0.01 mM, 51% inhibition, substrate: estrone, 7beta-HSD type 1; 51% inhibition at 0.001 mM
6-(3-ethyl-4-methoxyphenyl)-3,4-dihydro-2H-naphthalen-1-one
37°C, 0.01 mM, 71% inhibition, substrate: estrone, 7beta-HSD type 1; 71% inhibition at 0.001 mM
6-(3-hydroxyphenyl)-1-((4-methylphenyl)sulfonyl)-2-naphthol
75% inhibition at 0.001 mM
6-(3-hydroxyphenyl)-1-(morpholin-4-ylcarbonyl)-2-naphthol
62% inhibition at 0.001 mM
6-(3-hydroxyphenyl)-1-(phenylsulfonyl)-2-naphthol
33% inhibition at 0.001 mM
6-(3-hydroxyphenyl)-1-(piperazin-1-ylcarbonyl)-2-naphthol
45% inhibition at 0.001 mM
6-(3-hydroxyphenyl)-1-(piperidin-1-ylcarbonyl)-2-naphthol
73% inhibition at 0.001 mM
6-(3-hydroxyphenyl)-1-naphthol
0.001 mM, 23% inhibition, substrate: estrone
6-(3-hydroxyphenyl)-1-phenyl-2-naphthol
89% inhibition at 0.001 mM
6-(3-hydroxyphenyl)-2-naphthol
6-(3-hydroxyphenyl)-3,4-dihydronaphthalen-1(2H)-one
0.001 mM, 23% inhibition, substrate: estrone
6-(4-hydroxy-phenyl)-3,4-dihydro-2H-naphthalen-1-one
37°C, 0.01 mM, 89% inhibition, substrate: estrone, 7beta-HSD type 1; 89% inhibition at 0.001 mM
6-(4-hydroxyphenyl)-1-naphthol
0.001 mM, 55% inhibition, substrate: estrone
6-(4-hydroxyphenyl)naphthalen-1-ol