Any feedback?
Please rate this page
(literature.php)
(0/150)

BRENDA support

Literature summary for 1.1.1.62 extracted from

  • Poirier, D.
    Inhibitors of 17beta-hydroxysteroid dehydrogenases (2003), Curr. Med. Chem., 10, 453-477.
    View publication on PubMed

Inhibitors

Inhibitors Comment Organism Structure
(S)-2-Methoxy-6a-methyl-5,6,6a,10,10a,10b,11,12-octahydro-4bH-7-oxa-8-aza-pentaleno[2,1-a]phenanthrene
-
Homo sapiens
(S)-6a-Methyl-5,6,6a,10,10a,10b,11,12-octahydro-4bH-7-oxa-8-aza-pentaleno[2,1-a]phenanthren-2-ol
-
Homo sapiens
1'(2')H-estra-1,3,5(10)-trieno[17,16-c]pyrazol-3-ol IC50: 0.0041 mM Homo sapiens
1,2-Cyclohexanedione 40 mM, pH 8.5, t1/2: 4.4 h Homo sapiens
1,3,5(10),16-estratetraen-3-ol
-
Homo sapiens
1,3,5(10)-estratrien-3,16beta,17beta-triol
-
Homo sapiens
1,3,5(10)-estratrien-3,16beta-diol
-
Homo sapiens
1,3,5(10)-estratrien-3,17alpha-diol
-
Homo sapiens
1,3,5(10)-estratrien-3-ol
-
Homo sapiens
1,4-dibromo-2,3-butanedione 40 mM, pH 8.5, t1/2: 0.02 h Homo sapiens
1,9-decanediol
-
Homo sapiens
1-Chloro-4-(2,2-dichloro-1-(5-Chloro-phenyl)-ethyl)-benzene oxidation of estradiol Homo sapiens
1-Chloro-4-(2,2-dichloro-1-(6-Chloro-phenyl)-ethyl)-benzene oxidation of estradiol Homo sapiens
1-phenyl-1,2-propanedione 40 mM, pH 8.5, t1/2: 0.19 h Homo sapiens
1-[2-[4-(6-Methoxy-2-phenyl-3,4-dihydro-naphthalen-1-yl)-phenoxy]-ethyl]-pyrrolidine oxidation of estradiol Homo sapiens
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 Homo sapiens
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
-
Homo sapiens
16-difluoro-estradiol oxidation of estradiol Homo sapiens
16-methylen-estra-1,3,5(10)-triene-3,17beta-diol suicide inhibitor Homo sapiens
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+ Homo sapiens
16alpha-bromobutyl-estradiol
-
Homo sapiens
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 Homo sapiens
16beta-bromobutyl-estradiol
-
Homo sapiens
17(R,S)-14,15-secoestra-1,3,5(10)-trien-15-yne-3,17-diol suicide inhibitor Homo sapiens
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 Homo sapiens
17-deoxy-estradiol oxidation of estradiol Homo sapiens
2',4',4-trihydroxy-4'-chalcone IC50: 0.0338 mM Homo sapiens
2',4'-dihydroxy-chalcone IC50: 0.0346 mM Homo sapiens
2,3-Butanedione 40 mM, pH 8.5, t1/2: 2 h Homo sapiens
2,3-Pentanedione 40 mM, pH 8.5, t1/2: 5.3 h Homo sapiens
3',4',5,7-tetrahydroxy-flavone IC50: 0.0006 mM Homo sapiens
3',4',7-trihydroxy-isoflavone IC50: 0.0052 mM Homo sapiens
3,3',4',7-tetrahydroxy-flavone
-
Homo sapiens
3,5,7-trihydroxy-4'-methoxy-flavone IC50: 15 mM Homo sapiens
3,5,7-trihydroxy-flavone
-
Homo sapiens
3-hydroxyestra-1,3,5(10),7-tetraen-17-one IC50: 0.0019 mM, oxidation of estradiol Homo sapiens
3-methoxy-1'(2')H-estra-1,3,5(10)-trieno[17,16-c]pyrazole
-
Homo sapiens
3beta-hydroxy-5,16-androstadiene
-
Homo sapiens
3beta-hydroxy-5-androsten-16-one
-
Homo sapiens
4',5,7-trihydroxy-flavanone
-
Homo sapiens
4',5,7-trihydroxy-flavone IC50: 0.0003 mM Homo sapiens
4',5,7-trihydroxy-isoflavone IC50: 0.001 mM Homo sapiens
4',7-dihydroxy-isoflavone IC50: 0.01 mM Homo sapiens
4-hydroxychalcone IC50: 0.016 mM Homo sapiens
5,7-dihydroxy-4'-methoxy-flavone
-
Homo sapiens
5-androsten-3beta-ol
-
Homo sapiens
5-androstene-3beta,16beta-diol
-
Homo sapiens
7-hydroxy-flavanone IC50: 0.028 mM Homo sapiens
7-hydroxy-flavone IC50: 0.0009 mM Homo sapiens
8-((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)-octanoic acid 5-(6-amino-purin-9-yl)-3,4-dihydroxy-tetrahydro-furan-2-ylmethyl ester IC50: 93 nM Homo sapiens
9-((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)-nonanoic acid 5-(6-amino-purin-9-yl)-3,4-dihydroxy-tetrahydro-furan-2-ylmethyl ester IC50: 52 nM Homo sapiens
arachidonic acid 0.018 mM, complete inhibition, oxidation of estradiol Homo sapiens
Benzoic acid (13S,17R)-7-[10-(butyl-methyl-carbamoyl)-decyl]-17-ethynyl-17-hydroxy-13-methyl-7,8,9,11,12,13,14,15,16,17-decahydro-6H-cyclopenta[a]phenanthren-3-yl ester
-
Homo sapiens
benzyl alcohol
-
Homo sapiens
coumestrol IC50: 0.0002 mM Homo sapiens
Cyclohexanol
-
Homo sapiens
Cyclopentanol
-
Homo sapiens
diethylstilbestrol oxidation of estradiol Homo sapiens
estrone oxidation of estradiol Homo sapiens
Glyoxal 40 mM, pH 8.5, t1/2: 29 h Homo sapiens
linoleic acid 0.018 mM, 58% inhibition, oxidation of estradiol Homo sapiens
linolenic acid 0.018 mM, 34% inhibition, oxidation of estradiol Homo sapiens
medrogestone although the inhibitor is not selective for the type 1 17beta-HSD, it is weakly active and has a mechanism that appears to be complex, it offers new possibilities in treatment of estrogen-dependent diseases Homo sapiens
N-n-butyl-N-methyl-11-(16'a-bromo-3',17'b-dihydroxyestra-1',3',5'(10')-trien-7'a-yl)undecanamide
-
Homo sapiens
N-n-butyl-N-methyl-11-(16'a-chloro-3',17'a-dihydroxyestra-1',3',5'(10')-trien-7'a-yl)undecanamide
-
Homo sapiens
N-n-butyl-N-methyl-11-(16'a-chloro-3',17'b-dihydroxyestra-1',3',5'(10')-trien-7'a-yl)undecanamide
-
Homo sapiens
N-n-butyl-N-methyl-11-(16'a-fluoro-3',17'a-dihydroxyestra-1',3',5'(10')-trien-7'a-yl)undecanamide
-
Homo sapiens
N-n-butyl-N-methyl-11-(16'a-fluoro-3',17'b-dihydroxyestra-1',3',5'(10')-trien-7'a-yl)undecanamide
-
Homo sapiens
N-n-butyl-N-methyl-11-(16'a-iodo-3',17'b-dihydroxyestra-1',3',5'(10')-trien-7'a-yl)undecanamide
-
Homo sapiens
N-n-Butyl-N-methyl-11-(3,17b-dihydroxyestra-1,3,5(10)-trien-7a-yl)undecanamide
-
Homo sapiens
nomegestrol acetate although the inhibitor is not selective for the type 1 17beta-HSD, it is weakly active and has a mechanism that appears to be complex, it offers new possibilities in treatment of estrogen-dependent diseases Homo sapiens
oleic acid 0.018 mM, complete inhibition, oxidation of estradiol Homo sapiens
phenol noncompetitive Homo sapiens
Phenylglyoxal 40 mM, pH 8.5, t1/2: 0.33 h Homo sapiens
testosterone weak Homo sapiens
tibolone although the inhibitor is not selective for the type 1 17beta-HSD, it is weakly active and has a mechanism that appears to be complex, it offers new possibilities in treatment of estrogen-dependent diseases Homo sapiens

KM Value [mM]

KM Value [mM] KM Value Maximum [mM] Substrate Comment Organism Structure
0.0022
-
3-methyl-O-estradiol
-
Homo sapiens
0.004
-
estradiol
-
Homo sapiens

Localization

Localization Comment Organism GeneOntology No. Textmining
cytosol
-
Homo sapiens 5829
-
microsome
-
Homo sapiens
-
-

Organism

Organism UniProt Comment Textmining
Homo sapiens
-
-
-

Source Tissue

Source Tissue Comment Organism Textmining
placenta
-
Homo sapiens
-
T-47D cell
-
Homo sapiens
-

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
3-methyl-O-estradiol + NAD(P)+
-
Homo sapiens 3-methyl-O-estrone + NAD(P)H
-
?
estradiol + NAD(P)+
-
Homo sapiens estrone + NAD(P)H
-
?

Synonyms

Synonyms Comment Organism
type 1 17beta-HSD
-
Homo sapiens

Cofactor

Cofactor Comment Organism Structure
NAD(P)+
-
Homo sapiens
NAD(P)H
-
Homo sapiens

Ki Value [mM]

Ki Value [mM] Ki Value maximum [mM] Inhibitor Comment Organism Structure
0.00004
-
1,3,5(10)-estratrien-3-ol
-
Homo sapiens
0.00017
-
1,3,5(10),16-estratetraen-3-ol
-
Homo sapiens
0.00019
-
17-deoxy-estradiol
-
Homo sapiens
0.00022
-
1-Chloro-4-(2,2-dichloro-1-(6-Chloro-phenyl)-ethyl)-benzene
-
Homo sapiens
0.0004
-
estrone
-
Homo sapiens
0.00061
-
1-[2-[4-(6-Methoxy-2-phenyl-3,4-dihydro-naphthalen-1-yl)-phenoxy]-ethyl]-pyrrolidine
-
Homo sapiens
0.0008
-
diethylstilbestrol
-
Homo sapiens
0.0008
-
1,3,5(10)-estratrien-3,16beta-diol
-
Homo sapiens
0.0011
-
1,3,5(10)-estratrien-3,16beta,17beta-triol
-
Homo sapiens
0.0018
-
3beta-hydroxy-5,16-androstadiene
-
Homo sapiens
0.0022
-
1,3,5(10)-estratrien-3,17alpha-diol
-
Homo sapiens
0.0025
-
16-difluoro-estradiol
-
Homo sapiens
0.0028
-
1-Chloro-4-(2,2-dichloro-1-(5-Chloro-phenyl)-ethyl)-benzene
-
Homo sapiens
0.0033
-
diethylstilbestrol
-
Homo sapiens
0.0037
-
estrone
-
Homo sapiens
0.006
-
5-androsten-3beta-ol
-
Homo sapiens
0.0095
-
1'(2')H-estra-1,3,5(10)-trieno[17,16-c]pyrazol-3-ol
-
Homo sapiens
0.0128
-
3-methoxy-1'(2')H-estra-1,3,5(10)-trieno[17,16-c]pyrazole
-
Homo sapiens
0.0255
-
5-androstene-3beta,16beta-diol
-
Homo sapiens
0.0368
-
3beta-hydroxy-5-androsten-16-one
-
Homo sapiens
0.0694
-
(S)-6a-Methyl-5,6,6a,10,10a,10b,11,12-octahydro-4bH-7-oxa-8-aza-pentaleno[2,1-a]phenanthren-2-ol
-
Homo sapiens
0.4245
-
(S)-2-Methoxy-6a-methyl-5,6,6a,10,10a,10b,11,12-octahydro-4bH-7-oxa-8-aza-pentaleno[2,1-a]phenanthrene
-
Homo sapiens
0.7
-
phenol
-
Homo sapiens
2
-
1,9-decanediol
-
Homo sapiens
9
-
Cyclohexanol
-
Homo sapiens
10
-
benzyl alcohol
-
Homo sapiens
37
-
Cyclopentanol
-
Homo sapiens

IC50 Value

IC50 Value IC50 Value Maximum Comment Organism Inhibitor Structure
0.000052
-
IC50: 52 nM Homo sapiens 9-((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)-nonanoic acid 5-(6-amino-purin-9-yl)-3,4-dihydroxy-tetrahydro-furan-2-ylmethyl ester
0.000093
-
IC50: 93 nM Homo sapiens 8-((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)-octanoic acid 5-(6-amino-purin-9-yl)-3,4-dihydroxy-tetrahydro-furan-2-ylmethyl ester
0.00014
-
IC50: 140 nM Homo sapiens 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
0.0002
-
IC50: 0.0002 mM Homo sapiens coumestrol
0.0003
-
IC50: 0.0003 mM Homo sapiens 4',5,7-trihydroxy-flavone
0.00046
-
IC50: 0.00046 mM, reduction of estrone, the inhibitor is totally inactive against type 2 17beta-HSD and type type 1 17beta-HSD Homo sapiens 16alpha-bromopropyl-estradiol
0.0006
-
IC50: 0.0006 mM Homo sapiens 3',4',5,7-tetrahydroxy-flavone
0.0009
-
IC50: 0.0009 mM Homo sapiens 7-hydroxy-flavone
0.001
-
IC50: 0.001 mM Homo sapiens 4',5,7-trihydroxy-isoflavone
0.0019
-
IC50: 0.0019 mM, oxidation of estradiol Homo sapiens 3-hydroxyestra-1,3,5(10),7-tetraen-17-one
0.0041
-
IC50: 0.0041 mM Homo sapiens 1'(2')H-estra-1,3,5(10)-trieno[17,16-c]pyrazol-3-ol
0.0052
-
IC50: 0.0052 mM Homo sapiens 3',4',7-trihydroxy-isoflavone
0.01
-
IC50: 0.01 mM Homo sapiens 4',7-dihydroxy-isoflavone
0.016
-
IC50: 0.016 mM Homo sapiens 4-hydroxychalcone
0.028
-
IC50: 0.028 mM Homo sapiens 7-hydroxy-flavanone
0.0338
-
IC50: 0.0338 mM Homo sapiens 2',4',4-trihydroxy-4'-chalcone
0.0346
-
IC50: 0.0346 mM Homo sapiens 2',4'-dihydroxy-chalcone
15
-
IC50: 15 mM Homo sapiens 3,5,7-trihydroxy-4'-methoxy-flavone