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Literature summary for 1.1.1.51 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
11-[3-hydroxy-17-beta-hydroxyestr-5(10)-en-17alpha-yl-13-methyl-7,8,9,11,12,13,14,15,16,17-decahydro-6H-cyclopenta[a]phenanthren-7-yl]-undecanoic acid butyl-methyl-amide selective inhibition of type 2 17beta-HSD Homo sapiens
13-cis-retinoic acid
-
Rattus norvegicus
17-hydroxy-7alpha-thioethyl-3-oxo-4-androstene-17alpha-propionic acid, gamma-lactone IC50 for reduction of androst-4-en-3,17-dione: 0.0009 mM Homo sapiens
17alpha-ethynyl-estradiol 0.01 mM, 54% inhibition, reaction with 0.002 mM estradiol; inhibits oxidation of testosterone Homo sapiens
17beta-dihydroequilin 0.01 mM, 88% inhibition, reaction with 0.002 mM estradiol Homo sapiens
2-hydroxy-estradiol 0.01 mM, 67% inhibition, reaction with 0.002 mM estradiol Homo sapiens
20alpha-dihydroprogesterone 0.01 mM, 71% inhibition, reaction with 0.002 mM estradiol, inhibits oxidation of testosterone Homo sapiens
3,4-dihydrobenzoic acid 0.001 mM, 40% inhibition, reduction of androst-4-en-3,17-dione Homo sapiens
3-hydroxy-1,3,5(10)-estratriene-17beta-O,17alpha-butanolactone selective for type 2 17beta-HSD versus types 1, 3, and 7 but not versus type 5 17beta-HSD Homo sapiens
3-oxo-17alpha-pregna-4-ene-7alpha-(benzylthia)-21,17-carbolactone IC50 for reduction of androst-4-en-3,17-dione: 0.00042 mM,IC50 for oxidation of testosterone: 0.001 mM Homo sapiens
3-oxo-17alpha-pregna-4-ene-7alpha-(phenylthia)-21,17-carbolactone IC50 for reduction of androst-4-en-3,17-dione: 0.001 mM Homo sapiens
3-oxo-17alpha-pregna-4-ene-7alpha-(propylthia)-21,17-carbolactone IC50 for reduction of androst-4-en-3,17-dione: 0.0011 mM; IC50 for reduction of androst-4-en-3,17-dione: 0.0014 mM Homo sapiens
3-oxo-17alpha-pregna-4-ene-7alpha-[4-[2-(1-piperidinyl)-ethoxy]benzylthia]-21,17-carbolactone IC50 for oxidation of testosterone: 0.0007 mM, no inhibition of type 1, 3 and 5 17beta-HSD, nor against P450 aromatase Homo sapiens
5alpha-androstane-3alpha,17beta-diol 0.01 mM, 87% inhibition, reaction with 0.002 mM estradiol Homo sapiens
5alpha-dihydrotestosterone inhibits oxidation of testosterone Homo sapiens
5beta-androstane-3alpha,17beta-diol 0.01 mM, 83% inhibition, reaction with 0.002 mM estradiol Homo sapiens
5beta-dihydrotestosterone inhibits oxidation of testosterone Homo sapiens
9-cis-retinoic acid weak Homo sapiens
9-cis-retinoic acid
-
Rattus norvegicus
danazol inhibits oxidation of testosterone, 0.01 mM, 83% inhibition Homo sapiens
estradiol inhibits oxidation of testosterone Homo sapiens
gallic acid 0.001 mM, 50% inhibition, reduction of androst-4-en-3,17-dione Homo sapiens
oleuropein glycoside 0.001 mM, 40% inhibition, reduction of androst-4-en-3,17-dione Homo sapiens
spiro-gamma-lactone-estradiol inhibits the reduction of androst-4-en-3,17-dione, reversible, IC50: 0.00025 mM Homo sapiens
spironolactone IC50 for oxidation of testosterone: 0.0011 mM Homo sapiens
testosterone 0.01 mM, 70% inhibition, reaction with 0.002 mM estradiol Homo sapiens

Localization

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

Organism

Organism UniProt Comment Textmining
Homo sapiens
-
-
-
Rattus norvegicus
-
-
-

Source Tissue

Source Tissue Comment Organism Textmining
A-431 cell derived from an epidermoid carcinoma of the vulva Homo sapiens
-
HEK-293 cell
-
Homo sapiens
-
liver
-
Homo sapiens
-
liver
-
Rattus norvegicus
-
placenta
-
Homo sapiens
-

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
estradiol + NAD(P)+
-
Homo sapiens estrone + NAD(P)H
-
?
estradiol + NAD(P)+
-
Rattus norvegicus estrone + NAD(P)H
-
?
testosterone + NAD(P)+
-
Homo sapiens androst-4-en-3,17-dione + NAD(P)H + H+
-
r
testosterone + NAD(P)+
-
Rattus norvegicus androst-4-en-3,17-dione + NAD(P)H + H+
-
r

Synonyms

Synonyms Comment Organism
type 2 17beta-HSD
-
Homo sapiens
type 2 17beta-HSD
-
Rattus norvegicus

Cofactor

Cofactor Comment Organism Structure
NAD+
-
Homo sapiens
NAD+
-
Rattus norvegicus
NADH
-
Homo sapiens
NADH
-
Rattus norvegicus
NADP+
-
Homo sapiens
NADP+
-
Rattus norvegicus
NADPH
-
Homo sapiens
NADPH
-
Rattus norvegicus

Ki Value [mM]

Ki Value [mM] Ki Value maximum [mM] Inhibitor Comment Organism Structure
0.0003
-
17alpha-ethynyl-estradiol
-
Homo sapiens
0.0006
-
danazol
-
Homo sapiens
0.0008
-
estradiol
-
Homo sapiens
0.0024
-
13-cis-retinoic acid
-
Rattus norvegicus
0.0041
-
9-cis-retinoic acid
-
Rattus norvegicus

IC50 Value

IC50 Value IC50 Value Maximum Comment Organism Inhibitor Structure
0.00025
-
inhibits the reduction of androst-4-en-3,17-dione, reversible, IC50: 0.00025 mM Homo sapiens spiro-gamma-lactone-estradiol
0.0007
-
IC50 for oxidation of testosterone: 0.0007 mM, no inhibition of type 1, 3 and 5 17beta-HSD, nor against P450 aromatase Homo sapiens 3-oxo-17alpha-pregna-4-ene-7alpha-[4-[2-(1-piperidinyl)-ethoxy]benzylthia]-21,17-carbolactone
0.0009
-
IC50 for reduction of androst-4-en-3,17-dione: 0.0009 mM Homo sapiens 17-hydroxy-7alpha-thioethyl-3-oxo-4-androstene-17alpha-propionic acid, gamma-lactone
0.001
-
IC50 for reduction of androst-4-en-3,17-dione: 0.00042 mM,IC50 for oxidation of testosterone: 0.001 mM Homo sapiens 3-oxo-17alpha-pregna-4-ene-7alpha-(benzylthia)-21,17-carbolactone
0.001
-
IC50 for reduction of androst-4-en-3,17-dione: 0.001 mM Homo sapiens 3-oxo-17alpha-pregna-4-ene-7alpha-(phenylthia)-21,17-carbolactone
0.0011
-
IC50 for oxidation of testosterone: 0.0011 mM Homo sapiens spironolactone
0.0011
-
IC50 for reduction of androst-4-en-3,17-dione: 0.0011 mM Homo sapiens 3-oxo-17alpha-pregna-4-ene-7alpha-(propylthia)-21,17-carbolactone
0.0014
-
IC50 for reduction of androst-4-en-3,17-dione: 0.0014 mM Homo sapiens 3-oxo-17alpha-pregna-4-ene-7alpha-(propylthia)-21,17-carbolactone