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Literature summary for 1.1.1.62 extracted from

  • Maltais, R.; Ayan, D.; Trottier, A.; Barbeau, X.; Laguee, P.; Bouchard, J.E.; Poirier, D.
    Discovery of a non-estrogenic irreversible inhibitor of 17beta-hydroxysteroid dehydrogenase type 1 from 3-substituted-16beta-(m-carbamoylbenzyl)-estradiol derivatives (2014), J. Med. Chem., 57, 204-222.
    View publication on PubMed

Inhibitors

Inhibitors Comment Organism Structure
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 Homo sapiens
additional information design of a series of estradiol-derivatives from potent inhibitor 16beta-(m-carbamoylbenzyl)-E2 to eliminate estrogenic activity, evaluation as 17beta-HSD1 inhibitors, and their proliferative (estrogenic) activity on estrogen-sensitive cells, structure-activity relationship study, overview Homo sapiens

Natural Substrates/ Products (Substrates)

Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
17beta-estradiol + NAD(P)+ Homo sapiens
-
estrone + NAD(P)H + H+
-
r

Organism

Organism UniProt Comment Textmining
Homo sapiens
-
-
-

Source Tissue

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

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
17beta-estradiol + NAD(P)+
-
Homo sapiens estrone + NAD(P)H + H+
-
r

Synonyms

Synonyms Comment Organism
17beta-HSD1
-
Homo sapiens
17beta-hydroxysteroid dehydrogenase type 1
-
Homo sapiens

Cofactor

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

IC50 Value

IC50 Value IC50 Value Maximum Comment Organism Inhibitor Structure
0.000083
-
pH and temperature not specified in the publication Homo sapiens 3-([(16beta,17beta)-3-(2-bromoethyl)-17-hydroxyestra-1(10),2,4-trien-16-yl]methyl)benzamide

General Information

General Information Comment Organism
physiological function the enzyme is thought to play a pivotal role in the progression of estrogen-sensitive breast cancer by transforming estrone into estradiol Homo sapiens