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Literature summary extracted from

  • Bydal, P.; Luu-The, V.; Labrie, F.; Poirier, D.
    Steroidal lactones as inhibitors of 17beta-hydroxysteroid dehydrogenase type 5: Chemical synthesis, enzyme inhibitory activity, and assessment of estrogenic and androgenic activities (2008), Eur. J. Med. Chem., 44, 632-644.
    View publication on PubMed

Inhibitors

EC Number Inhibitors Comment Organism Structure
1.1.1.62 (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 Homo sapiens
1.1.1.62 (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 Homo sapiens
1.1.1.62 (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 Homo sapiens
1.1.1.62 (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 Homo sapiens
1.1.1.62 (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 Homo sapiens
1.1.1.62 (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 Homo sapiens
1.1.1.62 (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 Homo sapiens
1.1.1.62 (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 Homo sapiens
1.1.1.62 (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 Homo sapiens
1.1.1.62 (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 Homo sapiens
1.1.1.62 (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 Homo sapiens
1.1.1.62 (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 Homo sapiens
1.1.1.62 (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 Homo sapiens
1.1.1.62 (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 Homo sapiens
1.1.1.62 (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 Homo sapiens
1.1.1.62 (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 Homo sapiens
1.1.1.62 (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 Homo sapiens
1.1.1.62 (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 Homo sapiens
1.1.1.62 (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 Homo sapiens
1.1.1.62 (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 Homo sapiens
1.1.1.62 (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 Homo sapiens
1.1.1.62 S-[(7R,10R,13S,17R)-10,13-dimethyl-3,5'-dioxo-1,2,3,4',5',6,7,8,9,10,11,12,13,14,15,16-hexadecahydro-3'H-spiro[cyclopenta[a]phenanthrene-17,2'-furan]-7-yl] ethanethioate 0.003 mM, 57% inhibition, substrate: 4-androstene-3,17-dione Homo sapiens

Organism

EC Number Organism UniProt Comment Textmining
1.1.1.62 Homo sapiens
-
-
-

Source Tissue

EC Number Source Tissue Comment Organism Textmining
1.1.1.62 HEK-293 cell
-
 Homo sapiens
-
1.1.1.62 prostate
-
 Homo sapiens
-

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
1.1.1.62 4-androstene-3,17-dione + NADPH + H+
-
 Homo sapiens testosterone + NADP+
-
 ?

Synonyms

EC Number Synonyms Comment Organism
1.1.1.62 17beta-HSD5
-
 Homo sapiens
1.1.1.62 17beta-hydroxysteroid dehydrogenase type 5
-
 Homo sapiens

IC50 Value

EC Number IC50 Value IC50 Value Maximum Comment Organism Inhibitor Structure
1.1.1.62 0.000016
-
-
 Homo sapiens (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
1.1.1.62 0.000019
-
-
 Homo sapiens (13S,17R)-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
1.1.1.62 0.00002
-
-
 Homo sapiens (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
1.1.1.62 0.000028
-
-
 Homo sapiens (13S,17R)-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
1.1.1.62 0.000042
-
-
 Homo sapiens (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
1.1.1.62 0.000049
-
-
 Homo sapiens (13S,17R)-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
1.1.1.62 0.000066
-
-
 Homo sapiens (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
1.1.1.62 0.000072
-
-
 Homo sapiens methyl (13S,17R)-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
1.1.1.62 0.000107
-
-
 Homo sapiens (13S,17R)-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