BRENDA - Enzyme Database show
show all sequences of 1.1.1.64

Development of 3-substituted-androsterone derivatives as potent inhibitors of 17beta-hydroxysteroid dehydrogenase type 3

Maltais, R.; Fournier, M.A.; Poirier, D.; Bioorg. Med. Chem. 19, 4652-4668 (2011)

Data extracted from this reference:

Cloned(Commentary)
Commentary
Organism
expression in HEK-293 cell
Homo sapiens
Inhibitors
Inhibitors
Commentary
Organism
Structure
(3alpha,5alpha)-3-[[trans-2,5-dimethyl-4-[[2-(trifluoromethyl)-phenyl]sulfonyl]piperazin-1-yl]methyl]-3-hydroxyandrostan-17-one
strong inhibition of isoform 17beta-HSD3 overexpressed in HEK-293 cells
Homo sapiens
(3R,5S,8R,9S,10S,13S,14S)-3'-benzyl-10,13-dimethyltetradecahydro-2'H-spiro[cyclopenta[a]phenanthrene-3,5'-[1,3]oxazolidine]-2',17(2H)-dione
strong inhibition of isoform 17beta-HSD3 overexpressed in HEK-293 cells. 44% inhibition at 0.1 microM in homogenized cells
Homo sapiens
Organism
Organism
Primary Accession No. (UniProt)
Commentary
Textmining
Homo sapiens
P37058
-
-
IC50 Value
IC50 Value
IC50 Value Maximum
Commentary
Organism
Inhibitor
Structure
0.000006
-
assay uses homogenized cells, pH not specified in the publication, temperature not specified in the publication
Homo sapiens
(3alpha,5alpha)-3-[[trans-2,5-dimethyl-4-[[2-(trifluoromethyl)-phenyl]sulfonyl]piperazin-1-yl]methyl]-3-hydroxyandrostan-17-one
Cloned(Commentary) (protein specific)
Commentary
Organism
expression in HEK-293 cell
Homo sapiens
IC50 Value (protein specific)
IC50 Value
IC50 Value Maximum
Commentary
Organism
Inhibitor
Structure
0.000006
-
assay uses homogenized cells, pH not specified in the publication, temperature not specified in the publication
Homo sapiens
(3alpha,5alpha)-3-[[trans-2,5-dimethyl-4-[[2-(trifluoromethyl)-phenyl]sulfonyl]piperazin-1-yl]methyl]-3-hydroxyandrostan-17-one
Inhibitors (protein specific)
Inhibitors
Commentary
Organism
Structure
(3alpha,5alpha)-3-[[trans-2,5-dimethyl-4-[[2-(trifluoromethyl)-phenyl]sulfonyl]piperazin-1-yl]methyl]-3-hydroxyandrostan-17-one
strong inhibition of isoform 17beta-HSD3 overexpressed in HEK-293 cells
Homo sapiens
(3R,5S,8R,9S,10S,13S,14S)-3'-benzyl-10,13-dimethyltetradecahydro-2'H-spiro[cyclopenta[a]phenanthrene-3,5'-[1,3]oxazolidine]-2',17(2H)-dione
strong inhibition of isoform 17beta-HSD3 overexpressed in HEK-293 cells. 44% inhibition at 0.1 microM in homogenized cells
Homo sapiens
Other publictions for EC 1.1.1.64
No.
1st author
Pub Med
title
organims
journal
volume
pages
year
Activating Compound
Application
Cloned(Commentary)
Crystallization (Commentary)
Engineering
General Stability
Inhibitors
KM Value [mM]
Localization
Metals/Ions
Molecular Weight [Da]
Natural Substrates/ Products (Substrates)
Organic Solvent Stability
Organism
Oxidation Stability
Posttranslational Modification
Purification (Commentary)
Reaction
Renatured (Commentary)
Source Tissue
Specific Activity [micromol/min/mg]
Storage Stability
Substrates and Products (Substrate)
Subunits
Temperature Optimum [C]
Temperature Range [C]
Temperature Stability [C]
Turnover Number [1/s]
pH Optimum
pH Range
pH Stability
Cofactor
Ki Value [mM]
pI Value
IC50 Value
Activating Compound (protein specific)
Application (protein specific)
Cloned(Commentary) (protein specific)
Cofactor (protein specific)
Crystallization (Commentary) (protein specific)
Engineering (protein specific)
General Stability (protein specific)
IC50 Value (protein specific)
Inhibitors (protein specific)
Ki Value [mM] (protein specific)
KM Value [mM] (protein specific)
Localization (protein specific)
Metals/Ions (protein specific)
Molecular Weight [Da] (protein specific)
Natural Substrates/ Products (Substrates) (protein specific)
Organic Solvent Stability (protein specific)
Oxidation Stability (protein specific)
Posttranslational Modification (protein specific)
Purification (Commentary) (protein specific)
Renatured (Commentary) (protein specific)
Source Tissue (protein specific)
Specific Activity [micromol/min/mg] (protein specific)
Storage Stability (protein specific)
Substrates and Products (Substrate) (protein specific)
Subunits (protein specific)
Temperature Optimum [C] (protein specific)
Temperature Range [C] (protein specific)
Temperature Stability [C] (protein specific)
Turnover Number [1/s] (protein specific)
pH Optimum (protein specific)
pH Range (protein specific)
pH Stability (protein specific)
pI Value (protein specific)
Expression
General Information
General Information (protein specific)
Expression (protein specific)
KCat/KM [mM/s]
KCat/KM [mM/s] (protein specific)
724719
Matsunaga
Pathophysiological roles of al ...
Homo sapiens
Chem. Biol. Interact.
202
234-242
2013
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724850
Legeza
The microsomal enzyme 17beta-h ...
Homo sapiens
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205-213
2013
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724915
Heinrich
Synthesis and structure-activi ...
Homo sapiens
Eur. J. Med. Chem.
62
738-744
2013
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Gazvoda
2,3-diarylpropenoic acids as s ...
Homo sapiens
Eur. J. Med. Chem.
62
89-97
2013
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723866
Jackson
Structure of AKR1C3 with 3-phe ...
Homo sapiens
Acta Crystallogr. Sect. F
68
409-413
2012
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724533
Chen
Crystal structures of AKR1C3 c ...
Homo sapiens
Bioorg. Med. Chem. Lett.
22
3492-3497
2012
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724536
Harada
Identification of oxazolidined ...
Homo sapiens
Bioorg. Med. Chem. Lett.
22
504-507
2012
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724538
Sinreih
N-Benzoyl anthranilic acid der ...
Homo sapiens
Bioorg. Med. Chem. Lett.
22
5948-5951
2012
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724555
Harada
Discovery of potent and orally ...
Homo sapiens, Rattus norvegicus
Bioorg. Med. Chem.
20
3242-3254
2012
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724715
Yuan
Effects of phthalates on 3beta ...
Homo sapiens, Rattus norvegicus
Chem. Biol. Interact.
195
180-188
2012
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725153
Miller
Aldo-keto reductase family 1 m ...
Homo sapiens
Int. J. Clin. Exp. Pathol.
5
278-289
2012
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725671
Brozic
Selective inhibitors of aldo-k ...
Homo sapiens
J. Med. Chem.
55
7417-7424
2012
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725825
Byrns
Overexpression of aldo-keto re ...
Homo sapiens
J. Steroid Biochem. Mol. Biol.
130
7-15
2012
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724517
Adeniji
Discovery of substituted 3-(ph ...
Homo sapiens
Bioorg. Med. Chem. Lett.
21
1464-1468
2011
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724550
Maltais
Development of 3-substituted-a ...
Homo sapiens
Bioorg. Med. Chem.
19
4652-4668
2011
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726493
Latif
Role of 11beta-OH-C(19) and C( ...
Rattus norvegicus
Steroids
76
682-689
2011
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725152
Zakharov
Suppressed expression of type ...
Homo sapiens
Int. J. Clin. Exp. Pathol.
3
608-617
2010
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699845
Hu
The (+)- and (-)-gossypols pot ...
Homo sapiens, Rattus norvegicus
J. Steroid Biochem. Mol. Biol.
115
14-19
2009
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700187
Day
Development of hormone-depende ...
Homo sapiens
Mol. Cell. Endocrinol.
301
251-258
2009
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712571
Nakamura
Type 5 17-hydroxysteroid dehy ...
Homo sapiens
J. Clin. Endocrinol. Metab.
94
2192-2198
2009
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699111
Parthasarathy
Effects of corticosterone defi ...
Rattus norvegicus
J. Cell. Biochem.
104
1671-1683
2008
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667983
Lota
Synthesis, biochemical evaluat ...
Rattus norvegicus
Bioorg. Med. Chem. Lett.
16
4519-4522
2006
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11
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11
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675981
Brozic
Cinnamic acids as new inhibito ...
Homo sapiens
Mol. Cell. Endocrinol.
248
233-235
2006
-
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1
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8
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8
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675982
Moeller
Multifunctionality of human 17 ...
Homo sapiens
Mol. Cell. Endocrinol.
248
47-55
2006
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669784
Tchedam Ngatcha
Androsterone 3alpha-ether-3bet ...
Homo sapiens
J. Med. Chem.
48
5257-5268
2005
-
-
-
-
-
-
42
-
-
-
-
1
-
1
-
-
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2
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1
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16
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1
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16
42
-
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1
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-
2
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
669905
Mindnich
Androgen metabolism via 17beta ...
Danio rerio, Homo sapiens
J. Mol. Endocrinol.
35
305-316
2005
-
-
-
-
-
-
-
-
1
-
-
-
-
2
-
-
-
-
-
10
-
-
14
-
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6
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6
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1
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-
10
-
-
14
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
657673
Khan
Human 17beta-hydroxysteroid de ...
Homo sapiens
Arch. Biochem. Biophys.
429
50-59
2004
-
-
-
-
-
-
-
-
-
-
-
-
-
2
-
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2
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1
-
-
1
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
658489
Poirier
Inhibitors of 17beta-hydroxyst ...
Canis lupus familiaris, Homo sapiens, Rattus norvegicus
Curr. Med. Chem.
10
453-477
2003
-
-
-
-
-
-
32
2
2
-
-
-
-
3
-
-
-
-
-
4
-
-
3
-
-
-
-
-
-
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-
6
2
-
21
-
-
-
6
-
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-
21
32
2
2
2
-
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-
4
-
-
3
-
-
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-
-
-
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-
-
-
-
658172
McKeever
Amino acid substitution of arg ...
Homo sapiens
Biochim. Biophys. Acta
1601
29-37
2002
-
-
-
-
6
-
-
1
-
-
-
1
-
1
-
-
-
-
-
1
-
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2
-
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-
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1
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1
-
6
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1
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1
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1
-
-
2
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
659587
le Lain
Some coumarins and triphenylet ...
Homo sapiens
J. Enzyme Inhib. Med. Chem.
17
93-100
2002
-
-
-
-
-
-
6
1
1
-
-
-
-
1
-
-
-
-
-
1
-
-
1
-
-
-
-
-
-
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-
1
-
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6
-
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-
1
-
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6
6
-
1
1
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-
-
-
-
-
-
1
-
-
1
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
287221
Andersson
Molecular genetics and pathoph ...
Homo sapiens
J. Clin. Endocrinol.
81
130-136
1996
-
-
1
-
6
-
-
-
-
-
-
2
-
1
-
-
-
-
-
-
-
-
2
-
-
-
-
-
-
-
-
1
-
-
-
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-
1
1
-
6
-
-
-
-
-
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2
-
-
-
-
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-
-
-
2
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
287222
Baker
Unusual evolution of 11beta- a ...
Homo sapiens
BioEssays
18
63-70
1995
-
-
-
-
-
-
-
2
1
-
-
2
-
1
-
-
-
-
-
1
-
-
3
-
-
-
-
-
-
-
-
1
-
-
-
-
-
-
1
-
-
-
-
-
-
2
1
-
-
2
-
-
-
-
-
1
-
-
3
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
287223
Geissler
Male pseudohermaphroditism cau ...
Homo sapiens
Nature Genet.
7
34-39
1994
-
-
1
-
4
-
-
-
-
-
-
2
-
1
-
-
-
-
-
1
-
-
3
-
-
-
-
-
-
-
-
1
-
-
-
-
-
1
1
-
4
-
-
-
-
-
-
-
-
2
-
-
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-
1
-
-
3
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
287192
Hara
Kinetic and stereochemical stu ...
Mus musculus
J. Biochem.
102
1585-1592
1987
-
-
-
-
-
-
-
-
1
-
-
3
-
1
-
-
-
1
-
1
-
-
4
-
-
-
-
-
-
-
-
1
-
-
-
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-
1
-
-
-
-
-
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1
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3
-
-
-
-
-
1
-
-
4
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
287225
Inano
Testicular 17beta-hydroxystero ...
Oryctolagus cuniculus, Ovis aries, Rattus norvegicus, Sus scrofa
Steroids
48
1-26
1986
-
-
-
-
-
1
-
2
1
-
5
9
-
4
-
-
1
1
-
2
-
-
9
1
-
-
-
-
-
-
-
4
-
-
-
-
-
-
4
-
-
1
-
-
-
2
1
-
5
9
-
-
-
1
-
2
-
-
9
1
-
-
-
-
-
-
-
-
-
-
-
-
-
-
287226
Hara
Guinea-pig liver testosterone ...
Cavia porcellus
Biochem. J.
225
177-181
1985
-
-
-
-
-
-
-
4
1
-
-
2
-
2
-
-
-
-
-
2
-
-
10
-
-
-
-
-
2
-
-
2
-
-
-
-
-
-
2
-
-
-
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-
-
4
1
-
-
2
-
-
-
-
-
2
-
-
10
-
-
-
-
-
2
-
-
-
-
-
-
-
-
-
287227
Inano
Amino acid composition and imm ...
Sus scrofa
J. Steroid Biochem.
13
287-295
1980
-
-
-
-
-
-
-
-
-
-
1
2
-
1
-
-
1
-
-
1
-
-
2
-
-
-
-
-
-
-
-
1
-
-
-
-
-
-
1
-
-
-
-
-
-
-
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-
1
2
-
-
-
1
-
1
-
-
2
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
287228
Kageura
Purification and properties of ...
Cavia porcellus
Biochem. J.
163
401-407
1977
-
-
-
-
-
-
-
8
-
-
2
2
-
2
-
-
1
-
-
2
2
1
12
-
2
-
-
-
2
-
-
1
-
-
-
-
-
-
1
-
-
-
-
-
-
8
-
-
2
2
-
-
-
1
-
2
2
1
12
-
2
-
-
-
2
-
-
-
-
-
-
-
-
-
287229
Inano
Relationship between steroids ...
Sus scrofa
Eur. J. Biochem.
53
319-326
1975
-
-
-
-
-
-
-
4
-
-
-
2
-
1
-
-
-
-
-
1
-
-
4
-
-
-
-
-
-
-
-
2
-
-
-
-
-
-
2
-
-
-
-
-
-
4
-
-
-
2
-
-
-
-
-
1
-
-
4
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
287230
Tamaoki
Testicular 17beta-hydroxystero ...
Rattus norvegicus, Sus scrofa
J. Steroid Biochem.
6
361-363
1975
-
-
-
-
-
-
-
2
-
-
1
4
-
2
-
-
1
-
-
1
2
1
4
-
1
-
-
-
2
-
-
2
-
-
-
-
-
-
2
-
-
-
-
-
-
2
-
-
1
4
-
-
-
1
-
1
2
1
4
-
1
-
-
-
2
-
-
-
-
-
-
-
-
-
287231
Inano
Purificatition and properties ...
Sus scrofa
Eur. J. Biochem.
44
13-23
1974
-
-
-
-
-
-
1
-
-
-
-
2
-
1
-
-
1
-
-
1
1
-
3
-
-
-
-
-
-
-
-
1
-
-
-
-
-
-
1
-
-
-
-
1
-
-
-
-
-
2
-
-
-
1
-
1
1
-
3
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
287232
Oshima
On testicular 17beta-hydroxyst ...
Homo sapiens, Oryctolagus cuniculus
Biochim. Biophys. Acta
306
227-236
1973
1
-
-
-
-
-
-
1
-
-
-
4
-
2
-
-
-
-
-
1
-
-
4
-
1
-
-
-
1
1
-
2
-
-
-
1
-
-
2
-
-
-
-
-
-
1
-
-
-
4
-
-
-
-
-
1
-
-
4
-
1
-
-
-
1
1
-
-
-
-
-
-
-
-
287219
Villee
Some properties of the pyridin ...
Cavia porcellus
J. Biol. Chem.
235
3615-3619
1960
-
-
-
-
-
-
-
2
1
-
-
2
-
1
-
-
1
-
-
1
1
-
2
-
-
-
1
-
-
-
-
1
-
-
-
-
-
-
1
-
-
-
-
-
-
2
1
-
-
2
-
-
-
1
-
1
1
-
2
-
-
-
1
-
-
-
-
-
-
-
-
-
-
-
287234
Endahl
Separation of a triphosphopyri ...
Cavia porcellus
J. Biol. Chem.
235
2792-2796
1960
-
-
-
-
-
-
7
1
1
-
-
2
-
1
-
-
-
-
-
1
1
-
2
-
-
-
-
-
1
1
-
1
-
-
-
-
-
-
1
-
-
-
-
7
-
1
1
-
-
2
-
-
-
-
-
1
1
-
2
-
-
-
-
-
1
1
-
-
-
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-