Information on EC 1.3.99.5 - 3-oxo-5alpha-steroid 4-dehydrogenase (acceptor)

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The expected taxonomic range for this enzyme is: Eukaryota, Bacteria

EC NUMBER
COMMENTARY hide
1.3.99.5
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RECOMMENDED NAME
GeneOntology No.
3-oxo-5alpha-steroid 4-dehydrogenase (acceptor)
REACTION
REACTION DIAGRAM
COMMENTARY hide
ORGANISM
UNIPROT
LITERATURE
a 3-oxo-5alpha-steroid + acceptor = a 3-oxo-DELTA4-steroid + reduced acceptor
show the reaction diagram
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REACTION TYPE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
oxidation
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redox reaction
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reduction
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PATHWAY
BRENDA Link
KEGG Link
MetaCyc Link
Microbial metabolism in diverse environments
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Steroid degradation
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testosterone and androsterone degradation to androstendione
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SYSTEMATIC NAME
IUBMB Comments
3-oxo-5alpha-steroid:acceptor DELTA4-oxidoreductase
A flavoprotein. This bacterial enzyme, characterized from Comamonas testosteroni, is involved in androsterone degradation. cf. EC 1.3.1.22, 3-oxo-5alpha-steroid 4-dehydrogenase (NADP+).
CAS REGISTRY NUMBER
COMMENTARY hide
9036-43-5
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ORGANISM
COMMENTARY hide
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
isozymes SRD5alpha1, SRD5alpha2, and SRD5alpha3
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Manually annotated by BRENDA team
isozymes SRD5alpha1, SRD5alpha2, and SRD5alpha3
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Manually annotated by BRENDA team
isozymes SRD5alpha1, SRD5alpha2, and SRD5alpha3
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Manually annotated by BRENDA team
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UniProt
Manually annotated by BRENDA team
Xenopus (Silurana) tropicalis
isozymes SRD5alpha1, SRD5alpha2, and SRD5alpha3
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Manually annotated by BRENDA team
GENERAL INFORMATION
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
evolution
metabolism
physiological function
additional information
SUBSTRATE
PRODUCT                       
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
(5alpha)-androst-1-en-3,17-dione + oxidized dichlorophenolindophenol
1,4-androstadiene-3,17-dione + reduced dichlorophenolindophenol
show the reaction diagram
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-
?
1-androstene-3,17-dione + acceptor
1,4-androstadiene-3,17-dione + reduced reduced acceptor
show the reaction diagram
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-
?
1-androstene-3,17-dione + phenazine methosulfate
1,4-androstadiene-3,17-dione + reduced phenazine methosulfate
show the reaction diagram
1-estrene-3,17-dione + phenazine methosulfate
1,4-estradiene-3,17-dione + reduced phenazine methosulfate
show the reaction diagram
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-
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ir
5alpha-1-androsten-3,17-dione + acceptor
? + reduced acceptor
show the reaction diagram
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acceptor: N,N,N,N-tetramethyl-1,4-phenylenediamine, menadione, phenazine methosulfate, cytochrome c
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ir
5alpha-dihydrotestosterone + NADP+
testosterone + NADPH + H+
show the reaction diagram
5alpha-pregn-3,20-dione + NADP+
progesterone + NADPH + H+
show the reaction diagram
deoxycorticosterone + reduced acceptor
21-hydroxy-5alpha-pregnan-3,20-dione + acceptor
show the reaction diagram
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?
dihydrotestosterone + NADP+
testosterone + NADPH + H+
show the reaction diagram
progesterone + reduced acceptor
pregnane-3,20-dione + acceptor
show the reaction diagram
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-
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-
?
testosterone + NADPH + H+
5alpha-dihydrotestosterone + NADP+
show the reaction diagram
testosterone + NADPH + H+
dihydrotestosterone + NADP+
show the reaction diagram
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?
testosterone + reduced acceptor
5alpha-dihydrotestosterone + acceptor
show the reaction diagram
additional information
?
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NATURAL SUBSTRATES
NATURAL PRODUCTS
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
REVERSIBILITY
r=reversible
ir=irreversible
?=not specified
5alpha-dihydrotestosterone + NADP+
testosterone + NADPH + H+
show the reaction diagram
5alpha-pregn-3,20-dione + NADP+
progesterone + NADPH + H+
show the reaction diagram
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5alpha-reductase also can act on progesterone, which is metabolized to an intermediate product that is then converted to allopregnanolone
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r
deoxycorticosterone + reduced acceptor
21-hydroxy-5alpha-pregnan-3,20-dione + acceptor
show the reaction diagram
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?
dihydrotestosterone + NADP+
testosterone + NADPH + H+
show the reaction diagram
progesterone + reduced acceptor
pregnane-3,20-dione + acceptor
show the reaction diagram
-
-
-
-
?
testosterone + reduced acceptor
5alpha-dihydrotestosterone + acceptor
show the reaction diagram
additional information
?
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COFACTOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
INHIBITORS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
(10bR)-8-chloro-4,10b-dimethyl-1,4,6,10b-tetrahydrobenzo[f]quinoline-3(2H)-thione
; 13.2% inhibition at 0.04 mM
(10bR)-8-chloro-4,10b-dimethyl-1,5,6,10b-tetrahydrophenanthridin-3(2H)-one
;
(10bR)-8-chloro-4,5,10b-trimethyl-1,5,6,10b-tetrahydrophenanthridin-3(2H)-one
;
(10bR)-8-chloro-5,10b-dimethyl-1,5,6,10b-tetrahydrophenanthridin-3(2H)-one
;
(11aR)-7-(1-hydroxypropan-2-yl)-1,4a,6a-trimethylhexadecahydro-2H-indeno[5,4-f]quinolin-2-one
weak inhibition; weak inhibition
(11aR)-7-(1-hydroxypropan-2-yl)-1,4a,6a-trimethyltetradecahydrocyclopenta[5,6]naphtho[2,1-d][1,3]oxazin-2(1H)-one
weak inhibition; weak inhibition
(11aR)-7-(1-hydroxypropan-2-yl)-1,4a,6a-trimethyltetradecahydrocyclopenta[5,6]naphtho[2,1-d][1,3]oxazine-2(1H)-thione
weak inhibition; weak inhibition
(11aR)-N,N-diethyl-1,4a,6a-trimethyl-2-oxohexadecahydro-1H-indeno[5,4-f]quinoline-7-carboxamide
weak inhibition; weak inhibition
(16alpha,17beta)-17-hydroxy-16-methylandrost-4-en-3-one
(16beta)-16-bromo-3,20-dioxopregna-1,4,6-trien-17-yl cyclopentylacetate
;
(16beta)-16-methyl-3,20-dioxopregna-1,4,6-trien-17-yl acetate
;
(16beta)-16-methyl-3,20-dioxopregna-1,4,6-trien-17-yl cyclopentylacetate
;
(16beta)-16-methyl-3,20-dioxopregna-1,4,6-trien-17-yl pentanoate
;
(16beta)-16-methyl-3,20-dioxopregna-4,6-dien-17-yl acetate
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-
(16beta)-16-methyl-3,20-dioxopregna-4,6-dien-17-yl butanoate
-
-
(16beta)-16-methyl-3,20-dioxopregna-4,6-dien-17-yl cyclopentylacetate
;
(16beta)-16-methyl-3,20-dioxopregna-4,6-dien-17-yl cyclopropanecarboxylate
;
(16beta)-16-methyl-3,20-dioxopregna-4,6-dien-17-yl pentanoate
-
-
(16beta)-16-methyl-3,20-dioxopregna-4,6-dien-17-yl phenylacetate
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(16beta)-16-methylandrost-4-ene-3,17-dione
(16beta)-17-hydroxy-16-methylpregna-1,4,6-triene-3,20-dione
;
(16beta)-6-bromo-16-methyl-3,20-dioxopregna-4,6-dien-17-yl acetate
;
(16beta)-6-bromo-17-(hex-1-en-2-yloxy)-16-methylpregna-4,6-diene-3,20-dione
;
(16beta)-6-chloro-16-methyl-17-[(1-phenylethenyl)oxy]pregna-4,6-diene-3,20-dione
;
(16beta)-6-chloro-16-methyl-3,20-dioxopregna-4,6-dien-17-yl acetate
;
(17beta)-16-ethyl-17-hydroxyandrost-4-en-3-one
(17beta)-17-(2-oxo-3-phenyl-1,3-oxazinan-6-yl)androst-4-en-3-one
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(17beta)-17-(2-oxo-3-phenyl-1,3-oxazinan-6-yl)androst-4-en-3-one - 3-phenyl-1,3-oxazinan-2-one (1:1)
;
(17beta)-17-(propan-2-ylcarbamoyl)estra-1(10),2,4,6,8-pentaene-3-carboxylic acid
;
(17beta)-17-(propan-2-ylcarbamoyl)estra-1(10),2,4,6-tetraene-3-carboxylic acid
;
(17beta)-17-(propan-2-ylcarbamoyl)estra-1(10),2,4-triene-3-carboxylic acid
;
(17beta)-17-(propan-2-ylcarbamoyl)estra-1,3,5(10)-triene-3-sulfonic acid
;
(17beta)-17-[(5S)-2-(2-chlorophenyl)-4,5-dihydro-1,3-oxazol-5-yl]androst-4-en-3-one
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(17beta)-17-[(5S)-2-(4-bromophenyl)-4,5-dihydro-1,3-oxazol-5-yl]androst-4-en-3-one
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(17beta)-17-[(5S)-2-(4-chlorophenyl)-4,5-dihydro-1,3-oxazol-5-yl]androst-4-en-3-one
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(17beta)-17-[(5S)-2-(4-fluorophenyl)-4,5-dihydro-1,3-oxazol-5-yl]androst-4-en-3-one
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(17beta)-17-[(5S)-2-(4-nitrophenyl)-4,5-dihydro-1,3-oxazol-5-yl]androst-4-en-3-one
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(17beta)-17-[(5S)-2-phenyl-4,5-dihydro-1,3-oxazol-5-yl]androst-4-en-3-one
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(17beta)-17-[3-(4-bromophenyl)-2-oxo-1,3-oxazinan-6-yl]androst-4-en-3-one
(17beta)-17-[3-(4-chlorophenyl)-2-oxo-1,3-oxazinan-6-yl]androst-4-en-3-one
(17beta)-17-[3-(4-ethoxyphenyl)-2-oxo-1,3-oxazinan-6-yl]androst-4-en-3-one
(17beta)-17-[3-(4-ethylphenyl)-2-oxo-1,3-oxazinan-6-yl]androst-4-en-3-one
(17beta)-17-[3-(4-methoxyphenyl)-2-oxo-1,3-oxazinan-6-yl]androst-4-en-3-one
(17beta)-17-[di(propan-2-yl)carbamoyl]-4-fluoroandrost-3-ene-3-carboxylic acid
;
(17beta)-17-[di(propan-2-yl)carbamoyl]-4-methylandrosta-3,5-diene-3-carboxylic acid
;
(17beta)-17-[di(propan-2-yl)carbamoyl]-6-fluoroandrosta-3,5-diene-3-carboxylic acid
;
(17beta)-17-[di(propan-2-yl)carbamoyl]androst-3-ene-3-carboxylic acid
;
(17beta)-17-[di(propan-2-yl)carbamoyl]androsta-2,4,6-triene-3-carboxylic acid
;
(17beta)-17-[di(propan-2-yl)carbamoyl]androsta-3,5,11-triene-3-carboxylic acid
;
(17beta)-17-[di(propan-2-yl)carbamoyl]androsta-3,5-diene-3-carboxylic acid
;
(17beta)-17-[di(propan-2-yl)carbamoyl]estra-3,5-diene-3-carboxylic acid
;
(17beta)-2-chloro-17-(propan-2-ylcarbamoyl)estra-1(10),2,4-triene-3-carboxylic acid
;
(17beta)-3-(hydroxymethyl)-N-(propan-2-yl)androsta-3,5-diene-17-carboxamide
(17beta)-3-nitro-N-(propan-2-yl)androst-3-ene-17-carboxamide
;
(17beta)-4-bromo-N-tert-butyl-3-oxoandrost-4-ene-17-carboxamide
;
(17beta)-4-fluoro-17-(propan-2-ylcarbamoyl)estra-1(10),2,4-triene-3-carboxylic acid
;
(17beta)-N-tert-butyl-3-oxo-4-sulfanylandrost-4-ene-17-carboxamide
;
(17beta)-N-tert-butyl-4-chloro-3-oxoandrost-4-ene-17-carboxamide
;
(17beta)-N-tert-butyl-4-cyano-3-oxoandrost-4-ene-17-carboxamide
;
(1R,4R,9aR,11aR)-4,9a,11a-trimethyl-1-((R)-6-methylheptan-2-yl)-3,3a,3b,4,5,8,9,9a,9b,10,11,11a-dodecahydro-1H-cyclopenta[i]phenanthridin-7(2H)-one
;
(1R,4S,9aR,11aR)-4,9a,11a-trimethyl-1-((R)-6-methylheptan-2-yl)-3,3a,3b,4,5,8,9,9a,9b,10,11,11a-dodecahydro-1H-cyclopenta[i]phenanthridin-7(2H)-one
;
(1R,9aR,11aR)-9a,11a-dimethyl-1-((R)-6-methylheptan-2-yl)-3,3a,3b,4,5,8,9,9a,9b,10,11,11a-dodecahydro-1H-cyclopenta[i]phenanthridin-7(2H)-one
;
(1S,8bS,10aS)-N,N-diethyl-8b,10a-dimethyl-7-oxo-1,2,3,3a,3b,4,5,7,7a,8,8a,8b,8c,9,10,10a-hexadecahydrocyclopenta[i]cyclopropa[a]phenanthridine-1-carboxamide
;
(1S,9aR,11aR)-1-butyl-9a,11a-dimethyl-1,2,3,3a,3b,4,5,8,9,9a,9b,10,11,11a-tetradecahydro-7H-cyclopenta[i]phenanthridin-7-one
;
(1S,9aR,11aS)-1-(cyclohexylacetyl)-9a,11a-dimethyl-1,2,3,3a,3b,4,5,8,9,9a,9b,10,11,11a-tetradecahydro-7H-cyclopenta[i]phenanthridin-7-one
;
(1S,9aR,11aS)-6-bromo-9a,11a-dimethyl-7-oxo-N-(tricyclo[3.3.1.13,7]dec-1-yl)-2,3,3a,3b,4,5,7,8,9,9a,9b,10,11,11a-tetradecahydro-1H-cyclopenta[i]phenanthridine-1-carboxamide
;
(1S,9aR,11aS)-6-bromo-N,N-diethyl-9a,11a-dimethyl-7-oxo-2,3,3a,3b,4,5,7,8,9,9a,9b,10,11,11a-tetradecahydro-1H-cyclopenta[i]phenanthridine-1-carboxamide
;
(1S,9aR,11aS)-6-chloro-9a,11a-dimethyl-7-oxo-2,3,3a,3b,4,5,7,8,9,9a,9b,10,11,11a-tetradecahydro-1H-cyclopenta[i]phenanthridine-1-carboxamide
;
(1S,9aR,11aS)-6-chloro-N,N-diethyl-9a,11a-dimethyl-7-oxo-2,3,3a,3b,4,5,7,8,9,9a,9b,10,11,11a-tetradecahydro-1H-cyclopenta[i]phenanthridine-1-carboxamide
;
(1S,9aR,11aS)-9a,11a-dimethyl-1-nonanoyl-1,2,3,3a,3b,4,5,8,9,9a,9b,10,11,11a-tetradecahydro-7H-cyclopenta[i]phenanthridin-7-one
;
(1S,9aR,11aS)-9a,11a-dimethyl-N-(2-methylpropyl)-7-oxo-2,3,3a,3b,4,5,7,8,9,9a,9b,10,11,11a-tetradecahydro-1H-cyclopenta[i]phenanthridine-1-carboxamide
;
(1S,9aR,11aS)-N,N-diethyl-5,9a,11a-trimethyl-7-oxo-2,3,3a,3b,4,5,7,8,9,9a,9b,10,11,11a-tetradecahydro-1H-cyclopenta[i]phenanthridine-1-carboxamide
;
(1S,9aR,11aS)-N,N-diethyl-5,9a,11a-trimethyl-7-oxo-2,3,3a,3b,4,5,7,9a,9b,10,11,11a-dodecahydro-1H-cyclopenta[i]phenanthridine-1-carboxamide
;
(1S,9aR,11aS)-N,N-diethyl-6,9a,11a-trimethyl-7-oxo-2,3,3a,3b,4,5,7,8,9,9a,9b,10,11,11a-tetradecahydro-1H-cyclopenta[i]phenanthridine-1-carboxamide
;
(1S,9aR,11aS)-N,N-diethyl-9a,11a-dimethyl-7-oxo-2,3,3a,3b,4,5,7,8,9,9a,9b,10,11,11a-tetradecahydro-1H-cyclopenta[i]phenanthridine-1-carboxamide
;
(1S,9aR,11aS)-N-(4,4'-di-tert-butylbiphenyl-3-yl)-9a,11a-dimethyl-7-oxo-2,3,3a,3b,4,5,7,8,9,9a,9b,10,11,11a-tetradecahydro-1H-cyclopenta[i]phenanthridine-1-carboxamide
;
(1S,9aR,11aS)-N-(4-tert-butylbiphenyl-3-yl)-9a,11a-dimethyl-7-oxo-2,3,3a,3b,4,5,7,8,9,9a,9b,10,11,11a-tetradecahydro-1H-cyclopenta[i]phenanthridine-1-carboxamide
;
(1S,9aR,11aS)-N-(5-bromo-2-tert-butylphenyl)-9a,11a-dimethyl-7-oxo-2,3,3a,3b,4,5,7,8,9,9a,9b,10,11,11a-tetradecahydro-1H-cyclopenta[i]phenanthridine-1-carboxamide
;
(1S,9aR,11aS)-N-(dicyclohexylmethyl)-9a,11a-dimethyl-7-oxo-2,3,3a,3b,4,5,7,8,9,9a,9b,10,11,11a-tetradecahydro-1H-cyclopenta[i]phenanthridine-1-carboxamide
;
(1S,9aR,11aS)-N-(diphenylmethyl)-6,9a,11a-trimethyl-7-oxo-2,3,3a,3b,4,5,7,8,9,9a,9b,10,11,11a-tetradecahydro-1H-cyclopenta[i]phenanthridine-1-carboxamide
;
(1S,9aR,11aS)-N-(diphenylmethyl)-9a,11a-dimethyl-7-oxo-2,3,3a,3b,4,5,7,8,9,9a,9b,10,11,11a-tetradecahydro-1H-cyclopenta[i]phenanthridine-1-carboxamide
;
(1S,9aR,11aS)-N-tert-butyl-6,9a,11a-trimethyl-7-oxo-2,3,3a,3b,4,5,7,8,9,9a,9b,10,11,11a-tetradecahydro-1H-cyclopenta[i]phenanthridine-1-carboxamide
;
(1S,9aR,11aS)-N-[1-(4-chlorophenyl)cyclobutyl]-9a,11a-dimethyl-7-oxo-2,3,3a,3b,4,5,7,8,9,9a,9b,10,11,11a-tetradecahydro-1H-cyclopenta[i]phenanthridine-1-carboxamide
;
(1S,9aR,11aS)-N-[2,5-bis(trifluoromethyl)phenyl]-9a,11a-dimethyl-7-oxo-2,3,3a,3b,4,5,7,8,9,9a,9b,10,11,11a-tetradecahydro-1H-cyclopenta[i]phenanthridine-1-carboxamide
;
(1S,9aR,11aS)-N-[2-tert-butyl-5-(trifluoromethyl)phenyl]-9a,11a-dimethyl-7-oxo-2,3,3a,3b,4,5,7,8,9,9a,9b,10,11,11a-tetradecahydro-1H-cyclopenta[i]phenanthridine-1-carboxamide
;
(1S,9aR,11aS)-N-[bis(4-chlorophenyl)methyl]-9a,11a-dimethyl-7-oxo-2,3,3a,3b,4,5,7,8,9,9a,9b,10,11,11a-tetradecahydro-1H-cyclopenta[i]phenanthridine-1-carboxamide
;
(1S,9aS,11aS)-N,N-diethyl-8,9a,11a-trimethyl-7-oxo-2,3,3a,3b,4,5,7,9a,9b,10,11,11a-dodecahydro-1H-cyclopenta[i]phenanthridine-1-carboxamide
;
(20E)-20-(hydroxyimino)pregn-4-en-3-one
;
(20E)-20-(hydroxyimino)pregn-4-ene-3,6-dione
;
(20E)-20-(hydroxyimino)pregna-4,14,16-trien-3-one
;
(20E)-20-(hydroxyimino)pregna-4,16-dien-3-one
;
(21E)-21-(hydroxyimino)pregn-4-en-3-one
;
(22R,S)-N-(1,1,1-trifluoro-2-phenylprop-2-yl)-3-oxo-4-aza-5-androst-1-ene-17-carboxamide
i.e. FCE 28260; i.e. FCE 28260
(2R,3R,10aR,12aS)-2,10a,12a-trimethyl-1,8-dioxo-3-phenyl-1,2,3,4,4a,4b,8,10a,10b,11,12,12a-dodecahydrochrysen-2-yl acetate
;
(2R,3R,10aR,12aS)-2,10a,12a-trimethyl-1,8-dioxo-3-phenyl-1,2,3,4,4a,4b,8,9,10,10a,10b,11,12,12a-tetradecahydrochrysen-2-yl (2-fluorophenyl)acetate
(2R,3R,10aR,12aS)-2,10a,12a-trimethyl-1,8-dioxo-3-phenyl-1,2,3,4,4a,4b,8,9,10,10a,10b,11,12,12a-tetradecahydrochrysen-2-yl (3-fluorophenyl)acetate
-
-
(2R,3R,10aR,12aS)-2,10a,12a-trimethyl-1,8-dioxo-3-phenyl-1,2,3,4,4a,4b,8,9,10,10a,10b,11,12,12a-tetradecahydrochrysen-2-yl acetate
;
(2R,3R,10aR,12aS)-2,10a,12a-trimethyl-1,8-dioxo-3-phenyl-1,2,3,4,4a,4b,8,9,10,10a,10b,11,12,12a-tetradecahydrochrysen-2-yl phenylacetate
-
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(2R,3R,10aR,12aS)-2-hydroxy-2,10a,12a-trimethyl-3-phenyl-3,4,4a,10a,10b,11,12,12a-octahydrochrysene-1,8(2H,4bH)-dione
;
(2R,3R,10aR,12aS)-2-hydroxy-2,10a,12a-trimethyl-3-phenyl-3,4,4a,9,10,10a,10b,11,12,12a-decahydrochrysene-1,8(2H,4bH)-dione
;
(2S,9aR,11aR)-2-(4-chlorophenoxy)-5,9a,11a-trimethyl-1,2,3,3a,3b,4,5,8,9,9a,9b,10,11,11a-tetradecahydro-7H-cyclopenta[i]phenanthridin-7-one
-
(3beta)-6,20-dioxopregna-4,16-dien-3-yl 3-bromopropanoate
;
(3beta)-6,20-dioxopregna-4,16-dien-3-yl 3-chloropropanoate
;
(3beta)-6,20-dioxopregna-4,16-dien-3-yl 3-iodopropanoate
;
(3beta)-6,20-dioxopregna-4,16-dien-3-yl propanoate
;
(3E,4aR,6aS,7S,11aR)-N,N-diethyl-3-(hydroxymethylidene)-1,4a,6a-trimethyl-2-oxohexadecahydro-1H-indeno[5,4-f]quinoline-7-carboxamide
;
(4-[4-(4-bromophenoxy)benzoyl]phenyl)acetic acid
-
pH 5.5, 55% inhibition at 0.01 mM, pH 6.6, 59% inhibition at 0.01 mM
(4-[[1-(dicyclohexylacetyl)piperidin-4-ylidene]methyl]-3-fluorophenyl)acetic acid
;
(4-[[1-(dicyclohexylacetyl)piperidin-4-ylidene]methyl]phenyl)acetic acid
;
(4alpha,5alpha)-3,20-dioxo-4,5-epoxypregnan-17-yl 4-bromobenzoate
-
-
(4alpha,5alpha)-3,20-dioxo-4,5-epoxypregnan-17-yl benzoate
-
-
(4aR,10bR)-4,10b-dimethyl-8-[(E)-2-phenylethenyl]-1,4,4a,5,6,10b-hexahydrobenzo[f]quinolin-3(2H)-one
;
(4aR,10bR)-4,8-dimethyl-1,4,4a,5,6,10b-hexahydrobenzo[f]quinolin-3(2H)-one
;
(4aR,10bR)-8-(furan-2-yl)-4,10b-dimethyl-1,4,4a,5,6,10b-hexahydrobenzo[f]quinolin-3(2H)-one
;
(4aR,10bR)-8-bromo-4-methyl-1,4,4a,5,6,10b-hexahydrobenzo[f]quinolin-3(2H)-one
;
(4aR,10bR)-8-chloro-1,4,4a,5,6,10b-hexahydrobenzo[f]quinolin-3(2H)-one
;
(4aR,10bR)-8-chloro-4,10b-dimethyl-1,4,4a,5,6,10b-hexahydrobenzo[f]quinolin-3(2H)-one
;
(4aR,10bR)-8-chloro-4,10b-dimethyl-1,4,4a,5,6,10b-hexahydrobenzo[f]quinoline-3(2H)-thione
; 21.6% inhibition at 0.04 mM
(4aR,10bR)-8-chloro-4-methyl-1,4,4a,5,6,10b-hexahydrobenzo[f]quinolin-3(2H)-one
i.e. LY191704; i.e. LY191704
(4aR,10bR)-8-fluoro-4-methyl-1,4,4a,5,6,10b-hexahydrobenzo[f]quinolin-3(2H)-one
;
(4aR,10bR)-8-[(E)-2-(isoquinolin-4-yl)ethenyl]-4,10b-dimethyl-1,4,4a,5,6,10b-hexahydrobenzo[f]quinolin-3(2H)-one
;
(4aR,5S,6aS,11aR)-N-(diphenylmethyl)-5-hydroxy-1,4a,6a,10-tetramethyl-2-oxo-2,4a,4b,5,6,6a,7,8,9,9a,9b,10,11,11a-tetradecahydro-1H-indeno[5,4-f]quinoline-7-carboxamide
(4aR,5S,6aS,11aR)-N-(diphenylmethyl)-5-hydroxy-4a,6a,10-trimethyl-2-oxo-2,4a,4b,5,6,6a,7,8,9,9a,9b,10,11,11a-tetradecahydro-1H-indeno[5,4-f]quinoline-7-carboxamide
(4aR,6aR)-1,4a,6a,10-tetramethyl-7-(6-methylheptan-2-yl)-1,3,4,4a,4b,5,6,6a,7,8,9,9a,9b,10-tetradecahydro-2H-indeno[5,4-f]quinolin-2-one
;
(4aR,6aR)-1,4a,6a,10-tetramethyl-7-(6-methylheptan-2-yl)-1,4a,4b,5,6,6a,7,8,9,9a,9b,10,11,11a-tetradecahydro-2H-indeno[5,4-f]quinolin-2-one
;
(4aR,6aR)-1,4a,6a-trimethyl-7-(6-methylheptan-2-yl)-10-propyl-1,3,4,4a,4b,5,6,6a,7,8,9,9a,9b,11a-tetradecahydro-2H-indeno[5,4-f]quinolin-2-one
;
(4aR,6aR)-1,4a,6a-trimethyl-7-(6-methylheptan-2-yl)hexadecahydro-2H-indeno[5,4-f]quinolin-2-one
;
(4aR,6aR)-10-ethyl-1,4a,6a-trimethyl-7-(6-methylheptan-2-yl)hexadecahydro-2H-indeno[5,4-f]quinolin-2-one
;
(4aR,6aR)-4a,6a,10-trimethyl-7-(6-methylheptan-2-yl)-1,4a,4b,5,6,6a,7,8,9,9a,9b,10,11,11a-tetradecahydro-2H-indeno[5,4-f]quinolin-2-one
;
(4aR,6aS,11aR)-1,4a,6a,10-tetramethyl-2-oxo-N-(4,4,4-trifluoro-2-methyl-3-oxobutan-2-yl)-2,4a,4b,5,6,6a,7,8,9,9a,9b,10,11,11a-tetradecahydro-1H-indeno[5,4-f]quinoline-7-carboxamide
;
(4aR,6aS,11aR)-1,4a,6a,10-tetramethyl-2-oxo-N-(4,4,4-trifluoro-3-oxobutan-2-yl)-2,4a,4b,5,6,6a,7,8,9,9a,9b,10,11,11a-tetradecahydro-1H-indeno[5,4-f]quinoline-7-carboxamide
;
(4aR,6aS,11aR)-1,4a,6a,10-tetramethyl-N-(2-methyl-4-oxopentan-3-yl)-2-oxo-2,4a,4b,5,6,6a,7,8,9,9a,9b,10,11,11a-tetradecahydro-1H-indeno[5,4-f]quinoline-7-carboxamide
;
(4aR,6aS,11aR)-N-(2-cyanopropan-2-yl)-1,4a,6a,10-tetramethyl-2-oxo-2,4a,4b,5,6,6a,7,8,9,9a,9b,10,11,11a-tetradecahydro-1H-indeno[5,4-f]quinoline-7-carboxamide
(4aR,6aS,7E,11aR)-7-(chloromethylidene)-1,6a-dimethylhexadecahydro-2H-indeno[5,4-f]quinolin-2-one
i.e. azaestranone II; i.e. azaestranone II
(4aR,6aS,7S)-1,4a,6a-trimethyl-2,5-dioxo-N-phenyl-2,4a,4b,5,6,6a,7,8,9,9a,9b,10,11,11a-tetradecahydro-1H-indeno[5,4-f]quinoline-7-carboxamide
;
(4aR,6aS,7S)-1,4a,6a-trimethyl-2,5-dioxo-N-phenylhexadecahydro-1H-indeno[5,4-f]quinoline-7-carboxamide
;
(4aR,6aS,7S)-1,4a,6a-trimethyl-2,5-dioxo-N-[2-(trifluoromethyl)phenyl]-2,4a,4b,5,6,6a,7,8,9,9a,9b,10,11,11a-tetradecahydro-1H-indeno[5,4-f]quinoline-7-carboxamide
;
(4aR,6aS,7S)-4a,6a-dimethyl-2,5-dioxo-N-phenyl-2,4a,4b,5,6,6a,7,8,9,9a,9b,10,11,11a-tetradecahydro-1H-indeno[5,4-f]quinoline-7-carboxamide
;
(4aR,6aS,7S)-4a,6a-dimethyl-2,5-dioxo-N-phenylhexadecahydro-1H-indeno[5,4-f]quinoline-7-carboxamide
;
(4aR,6aS,7S)-N,1,4a,6a-tetramethyl-2,5-dioxo-N-phenyl-2,4a,4b,5,6,6a,7,8,9,9a,9b,10,11,11a-tetradecahydro-1H-indeno[5,4-f]quinoline-7-carboxamide
;
(4aR,6aS,7S)-N,4a,6a-trimethyl-2,5-dioxo-N-phenyl-2,4a,4b,5,6,6a,7,8,9,9a,9b,10,11,11a-tetradecahydro-1H-indeno[5,4-f]quinoline-7-carboxamide
;
(4aR,6aS,7S)-N-(2-chlorophenyl)-1,4a,6a-trimethyl-2,5-dioxo-2,4a,4b,5,6,6a,7,8,9,9a,9b,10,11,11a-tetradecahydro-1H-indeno[5,4-f]quinoline-7-carboxamide
;
(4aR,6aS,7S)-N-[2,5-bis(trifluoromethyl)phenyl]-1,4a,6a-trimethyl-2,5-dioxo-2,4a,4b,5,6,6a,7,8,9,9a,9b,10,11,11a-tetradecahydro-1H-indeno[5,4-f]quinoline-7-carboxamide
;
(4aR,6aS,7S,11aR)-1,4a,6a-trimethyl-N-(3-methylbutanoyl)-2-oxo-N-(propan-2-yl)-2,4a,4b,5,6,6a,7,8,9,9a,9b,10,11,11a-tetradecahydro-1H-indeno[5,4-f]quinoline-7-carboxamide
(4aR,6aS,7S,11aR)-1,4a,6a-trimethyl-N-(3-methylbutanoyl)-2-oxo-N-(propan-2-yl)hexadecahydro-1H-indeno[5,4-f]quinoline-7-carboxamide
(4aR,6aS,7S,11aR)-4a,6a-dimethyl-2-oxo-N-(4,4,4-trifluoro-3-oxobutan-2-yl)-2,4a,4b,5,6,6a,7,8,9,9a,9b,10,11,11a-tetradecahydro-1H-indeno[5,4-f]quinoline-7-carboxamide
;
(4aR,6aS,7S,11aR)-4a,6a-dimethyl-4,4a,4b,5,6,6a,7,8,9,9a,9b,10,11,11a-tetradecahydro-1H-indeno[5,4-f]isoquinolin-7-ol 2-oxide
;
(4aR,6aS,7S,11aR)-4a,6a-dimethyl-N-(3-methylbutanoyl)-2-oxo-N-(propan-2-yl)-2,4a,4b,5,6,6a,7,8,9,9a,9b,10,11,11a-tetradecahydro-1H-indeno[5,4-f]quinoline-7-carboxamide
(4aR,6aS,7S,11aR)-4a,6a-dimethyl-N-(3-methylbutanoyl)-2-oxo-N-(propan-2-yl)hexadecahydro-1H-indeno[5,4-f]quinoline-7-carboxamide
(4aR,6aS,7S,11aR)-7-hydroxy-1,4a,6a-trimethylhexadecahydro-2H-indeno[5,4-f]quinolin-2-one
;
(4aR,6aS,7S,11aR)-N-(3,3-dimethylpentanoyl)-1,4a,6a-trimethyl-N-(2-methylbutan-2-yl)-2-oxohexadecahydro-1H-indeno[5,4-f]quinoline-7-carboxamide
(4aR,6aS,7S,11aR)-N-(diphenylmethyl)-1,4a,6a-trimethyl-2,5-dioxohexadecahydro-1H-indeno[5,4-f]quinoline-7-carboxamide
(4aR,6aS,7S,11aR)-N-(diphenylmethyl)-4a,6a-dimethyl-2,5-dioxo-2,4a,4b,5,6,6a,7,8,9,9a,9b,10,11,11a-tetradecahydro-1H-indeno[5,4-f]quinoline-7-carboxamide
(4aR,6aS,7S,11aR)-N-(diphenylmethyl)-4a,6a-dimethyl-2,5-dioxohexadecahydro-1H-indeno[5,4-f]quinoline-7-carboxamide
(4aR,6aS,7S,11aR)-N-cyclohexyl-N-(cyclohexylacetyl)-1,4a,6a-trimethyl-2-oxohexadecahydro-1H-indeno[5,4-f]quinoline-7-carboxamide
(4aR,6aS,7S,11aR)-N-[2,5-bis(trifluoromethyl)phenyl]-4a,6a-dimethyl-2-oxo-2,4a,4b,5,6,6a,7,8,9,9a,9b,10,11,11a-tetradecahydro-1H-indeno[5,4-f]quinoline-7-carboxamide
;
(4aR,7S)-8-ethyl-4a,7-dimethyl-10-methylidene-7-[(2S)-3-oxobutan-2-yl]-4,4a,4b,5,6,7,8,8a,9,10-decahydrophenanthren-2(3H)-one
;
(4aS,6aS,7S,11aR)-4a,6a-dimethyl-2,3,4,4a,5,6,6a,7,8,9,9a,10,11,11a-tetradecahydro-1H-indeno[5,4-f]isoquinolin-7-ol
-
(4aS,6aS,7S,11aS)-4a,6a-dimethyl-2-oxo-N,N-diphenyl-2,3,4,4a,5,6,6a,7,8,9,9a,10,11,11a-tetradecahydro-1H-indeno[4,5-h]isoquinoline-7-carboxamide
;
(4aS,6aS,7S,11aS)-4a,6a-dimethyl-2-oxo-N-phenyl-2,3,4,4a,5,6,6a,7,8,9,9a,10,11,11a-tetradecahydro-1H-indeno[4,5-h]isoquinoline-7-carboxamide
;
(4aS,6aS,7S,11aS)-4a,6a-dimethyl-2-oxo-N-[2-(trifluoromethyl)phenyl]-2,3,4,4a,5,6,6a,7,8,9,9a,10,11,11a-tetradecahydro-1H-indeno[4,5-h]isoquinoline-7-carboxamide
;
(4aS,6aS,7S,11aS)-4a,6a-dimethyl-4,4a,4b,5,6,6a,7,8,9,9a,9b,10,11,11a-tetradecahydro-1H-indeno[4,5-h]isoquinolin-7-ol 3-oxide
;
(4aS,6aS,7S,11aS)-4a,6a-dimethyl-7-[methyl(phenyl)carbamoyl]-2-oxo-2,3,4,4a,5,6,6a,7,8,9,9a,10,11,11a-tetradecahydro-1H-indeno[4,5-h]isoquinolinium
;
(4aS,6aS,7S,11aS)-N,N-di(1H-indol-1-yl)-4a,6a-dimethyl-2-oxo-2,3,4,4a,5,6,6a,7,8,9,9a,10,11,11a-tetradecahydro-1H-indeno[4,5-h]isoquinoline-7-carboxamide
;
(4aS,6aS,7S,11aS)-N-(biphenyl-3-yl)-4a,6a-dimethyl-2-oxo-2,3,4,4a,5,6,6a,7,8,9,9a,10,11,11a-tetradecahydro-1H-indeno[4,5-h]isoquinoline-7-carboxamide
;
(4R)-5,10-seco-19-nor-pregna-4,5-diene-3,10,20-trione
a non-competitive and possibly irreversible inhibitor; a non-competitive and possibly irreversible inhibitor
(4R)-5,10-seco-estra-4,5-diene-3,10,17-trione
a non-competitive and possibly irreversible inhibitor; a non-competitive and possibly irreversible inhibitor
(5,20R)-4-diazo-21-hydroxy-20-methyl-pregn-6-en-3-one
i.e. RMI-18,341; i.e. RMI-18,341
-
(5alpha,6alpha)-20-oxo-5,6-epoxypregn-16-en-3-yl acetate
(5alpha17beta)-17-N,N-diethylcarbamoyl-4-methyl-4-aza-5-androstan-3-one
;
(5aR,7aS,8S,12aR)-5a,7a-dimethyl-2-oxooctadecahydrocyclopenta[5,6]naphtho[2,1-b]azepin-8-yl acetate
;
(5aR,9aR,11aS)-1-(3,3-dimethylbutanoyl)-6,9a,11a-trimethyl-1,2,3,3a,3b,4,5,5a,6,9a,9b,10,11,11a-tetradecahydro-7H-indolo[5,4-f]quinolin-7-one
;
(5aR,9aR,11aS)-1-(3,3-dimethylbutanoyl)-6,9a,11a-trimethylhexadecahydro-7H-indolo[5,4-f]quinolin-7-one
;
(5aR,9aR,11aS)-1-(3,3-dimethylbutanoyl)-9a,11a-dimethyl-1,2,3,3a,3b,4,5,5a,6,9a,9b,10,11,11a-tetradecahydro-7H-indolo[5,4-f]quinolin-7-one
;
(5aR,9aR,11aS)-1-(3,3-dimethylbutanoyl)-9a,11a-dimethylhexadecahydro-7H-indolo[5,4-f]quinolin-7-one
;
(6aR,7S,9aR,11aS)-7-hydroxy-1,9a,11a-trimethylhexadecahydro-2H-indeno[5,4-f]quinolin-2-one
;
(6aS,10aS,12aS)-1,10a,12a-trimethylhexadecahydronaphtho[2,1-f]quinoline-2,8-dione
;
(6aS,7S)-6a-methyl-N-(propan-2-yl)-5,6,6a,7,8,9,9a,9b-octahydro-4bH-indeno[5,4-f]isoquinoline-7-carboxamide 2-oxide
-
(6aS,7S)-N,N-diethyl-6a-methyl-5,6,6a,7,8,9,9a,9b-octahydro-4bH-indeno[5,4-f]isoquinoline-7-carboxamide 2-oxide
-
(6aS,8S,10aS,12aS)-8-hydroxy-1,10a,12a-trimethylhexadecahydronaphtho[2,1-f]quinolin-2(1H)-one
;
(6beta)-6-bromo-16-methyl-17-[(1-phenylethenyl)oxy]pregna-4,6-diene-3,20-dione
;
(7-chloro-3,4,4a,9-tetrahydrophenanthren-2-yl)phosphinic acid
;
(7aR,9aS,10S)-N,N-diethyl-7a,9a-dimethyl-5-oxo-1,2,3,5,6,7,7a,7b,8,9,9a,10,11,12,12a,12b-hexadecahydrobenzo[b]indeno[5,4-d]azepine-10-carboxamide
;
(7aS,8S,10aS,10bS)-N-tert-butyl-7a-methyl-2-oxo-2,3,4,5a,6,7,7a,8,9,10,10a,10b,11,12-tetradecahydrocyclopenta[f]pyrido[1,2-a]quinoline-8-carboxamide
-
(7aS,8S,12aR)-7a-methyl-8-(phenylamino)-5a,6,7,7a,8,9,10,10a,10b,11,12,12a-dodecahydrocyclopenta[f]pyrido[1,2-a]quinolin-2(1H)-one
;
(7aS,8S,12aR)-8-[benzyl(phenyl)amino]-7a-methyl-5a,6,7,7a,8,9,10,10a,10b,11,12,12a-dodecahydrocyclopenta[f]pyrido[1,2-a]quinolin-2(1H)-one
;
(8a,9b,10x,14x)-N-tert-butyl-3-oxoestr-4-ene-17-carboxamide
;
(8R,9aS,11aS)-1,9a,11a-trimethyl-2-oxo-N,N-di(propan-2-yl)hexadecahydro-1H-indeno[5,4-f]quinoline-8-carboxamide
;
(9aR,11aS)-1-(3,3-dimethylbutanoyl)-6,9a,11a-trimethyl-1,2,3,3a,3b,4,6,8,9,9a,9b,10,11,11a-tetradecahydro-7H-indolo[5,4-f]quinolin-7-one
;
(S)-4-[1-[4-[[1-(4-isobutylphenyl)butyl]oxy]benzoyl]indolizin-3-yl]-butyric acid
(S)-4-[1-[4-[[1-(4-isobutylphenyl)butyl]oxy]benzoyl]indolizin-3-yl]butyric acid
1,10-phenanthroline
-
1 mM, 29% inhibition
1,4,5,6-tetrahydrobenzo[f]quinolin-3(2H)-one
-
1,4,6-pregnatriene-3,17-dione
-
-
-
1,4-Androstadiene-3,17-dione
-
-
1-(3-carboxypropyl)-4-[4-([[3-(2-methylpropyl)phenyl][4-(2-methylpropyl)phenyl]methyl]amino)benzoyl]-1H-pyrrole-3-carboxylic acid
1-cyclopropyl-3-ethyl-1-[(4aR,6aS,7S,11aR)-1,4a,6a-trimethyl-2-oxohexadecahydro-1H-indeno[5,4-f]quinolin-7-yl]urea
; 20% inhibition at 100 nM in transfected SW-13 cells
1-cyclopropyl-3-methyl-1-[(4aR,6aS,7S,11aR)-1,4a,6a,10-tetramethyl-2-oxohexadecahydro-1H-indeno[5,4-f]quinolin-7-yl]urea
;
1-cyclopropyl-3-phenyl-1-[(4aR,6aS,7S,11aR)-1,4a,6a,10-tetramethyl-2-oxohexadecahydro-1H-indeno[5,4-f]quinolin-7-yl]urea
;
1-cyclopropyl-3-phenyl-1-[(4aR,6aS,7S,11aR)-1,4a,6a-trimethyl-2-oxohexadecahydro-1H-indeno[5,4-f]quinolin-7-yl]urea
; 39.7% inhibition at 100 nM in transfected SW-13 cells; 56.3% inhibition at 100 nM in transfected SW-13 cells
1-methyl-5-phenylpiperidin-2-one
; 13.5% inhibition at 0.04 mM
1-methyl-5-[4-(phenylacetyl)phenyl]pyridin-2(1H)-one
61% inhibition at 0.010 mM
1-methyl-5-[4-[(E)-2-phenylethenyl]phenyl]piperidin-2-one
;
1-methyl-5-[4-[(E)-phenyldiazenyl]phenyl]piperidin-2-one
;
16,16-dimethylandrost-4-ene-3,17-dione
16-ethyl-17beta-hydroxy-4-estren-3-one
17-(2-cyclopentylethoxy)-6-methylidenepregn-4-ene-3,20-dione
;
17-(3-cyclopentylpropoxy)-6-methylidenepregn-4-ene-3,20-dione
;
17-hydroxy-6-methylidenepregn-4-ene-3,20-dione
;
17-hydroxyestra-4,8-dien-3-one
;
17-hydroxyestra-4,9(11)-dien-3-one
;
17-hydroxypregna-4,6-diene-3,20-dione
-
-
17beta-(N-tert-butyl carbamoyl)-19-nor-10-aza-4-androsten-3-one
-
-
17beta-(N-tert-butylcarbamoyl)-4-aza-5alpha-androst-1-en-3-one
;
17beta-N,N-diethylcarbamoyl-4-methyl-4-aza-5alpha-androstan-3-one
17beta-N-(2,5-bis(trifluoromethyl)-phenyl)-3-oxo-4-aza-5alpha-androst-1-ene-17-carboxamide
;
1alpha,2alpha-epoxy-4,6-pregnadiene-3,17-dione
-
-
-
2',3'-tetrahydrofuran-2'-spiro-17-(6-methylene-4-androsten-3-one)
2,2'-dipyridyl
-
1 mM, 22% inhibition
2,6,4'-methoxybenzophenone
-
from Anemarrhena aspholoides rhizomes
-
2-(trifluoromethyl)phenyl 4-methyl-3-oxo-2,3,5,6-tetrahydro-1H-pyrido[1,2-a]quinoline-8-carboxylate
368% inhibition at 0.01 mM; 42% inhibition at 0.010 mM
2-fluorophenyl 4-methyl-3-oxo-2,3,5,6-tetrahydro-1H-pyrido[1,2-a]quinoline-8-carboxylate
138% inhibition at 0.010 mM; 166% inhibition at 0.01 mM
2-methyl-N-phenyl-N-[(4aR,6aS,7S,11aR)-1,4a,6a-trimethyl-2-oxohexadecahydro-1H-indeno[5,4-f]quinolin-7-yl]propanamide
;
2-oxo-8-(prop-2-en-1-yl)-2H-chromen-7-yl benzoate
;
2-[4-(1,2-dimethyl-6-oxo-1,2,3,6-tetrahydropyridin-3-yl)phenoxy]-N-(propan-2-yl)acetamide
3% inhibition at 0.010 mM
2-[4-(1-methyl-6-oxo-1,6-dihydropyridin-3-yl)phenoxy]-N-(prop-2-en-1-yl)acetamide
6% inhibition at 0.010 mM
2-[4-(1-methyl-6-oxo-1,6-dihydropyridin-3-yl)phenoxy]-N-(propan-2-yl)acetamide
8% inhibition at 0.010 mM
2-[4-(1-methyl-6-oxopiperidin-3-yl)phenoxy]-N-(propan-2-yl)acetamide
6% inhibition at 0.010 mM
2-[[16-(acetylsulfanyl)hexadecanoyl]amino]ethyl (4Z)-6-([[4-(1-methyl-6-oxo-1,6-dihydropyridin-3-yl)phenoxy]acetyl]amino)hex-4-enoate
43% inhibition at 0.010 mM
20-hydroxyimino-1,4-pregnadiene-3,20-dione
-
-
-
20-hydroxyimino-4-pregnene-3,20-dione
-
-
-
20-hydroxyimino-5-oxo-A-nor-3,5-secopregnan-3-oic acid
-
-
-
20-oxo-16,17-epoxypregn-5-en-3-yl acetate
;
3,20-dioxopregn-4-en-17-yl (4-bromophenyl)carbamate
;
3,20-dioxopregn-4-en-17-yl phenylcarbamate
;
3,20-dioxopregna-4,6-dien-17-yl (4-bromophenyl)carbamate
-
-
3,20-dioxopregna-4,6-dien-17-yl 4-bromobenzoate
3,20-dioxopregna-4,6-dien-17-yl 4-chlorobenzoate
-
-
3,20-dioxopregna-4,6-dien-17-yl 4-fluorobenzoate
3,20-dioxopregna-4,6-dien-17-yl benzoate
3,20-dioxopregna-4,6-dien-17-yl phenylcarbamate
-
-
3-(2,4-dimethoxyphenyl)-5-methoxy-8,8-dimethyl-4H,8H-pyrano[2,3-f]chromen-4-one
3-(2-[[16-(acetylsulfanyl)hexadecanoyl]amino]ethoxy)propyl (4Z)-6-([[4-(1-methyl-6-oxo-1,6-dihydropyridin-3-yl)phenoxy]acetyl]amino)hex-4-enoate
33% inhibition at 0.010 mM
3-butyl-1-cyclopropyl-1-[(4aR,6aS,7S,11aR)-1,4a,6a-trimethyl-2-oxo-2,4a,4b,5,6,6a,7,8,9,9a,9b,10,11,11a-tetradecahydro-1H-indeno[5,4-f]quinolin-7-yl]urea
; 4.9% inhibition at 100 nM in transfected SW-13 cells
3-butyl-1-cyclopropyl-1-[(4aR,6aS,7S,11aR)-1,4a,6a-trimethyl-2-oxohexadecahydro-1H-indeno[5,4-f]quinolin-7-yl]urea
; 46.3% inhibition at 100 nM in transfected SW-13 cells
3-chloro-4-(4-[N-(4-phenoxybenzyl)amino] phenoxy)benzoic acid
-
-
3-chloro-4-(4-[N-(4-phenoxybenzyl)amino]phenoxy)benzoic acid
;
3-chloro-4-([1-(4-methoxybenzyl)-2,3-dihydro-1H-indol-5-yl]oxy)benzoic acid
-
-
3-chloro-4-([1-(4-phenoxybenzoyl)-1H-indol-5-yl]oxy)benzoic acid
;
3-chloro-4-([1-(4-phenoxybenzyl)indolin-5-yl]oxy)benzoic acid
3-chloro-4-([1-(furan-2-ylmethyl)-2,3-dihydro-1H-indol-5-yl]oxy)benzoic acid
;
-
3-chloro-4-[(1-(4-phenoxybenzoyl)-1H-indol-5-yl]oxy)benzoic acid
-
-
3-chloro-4-[[1-(4-methoxybenzyl)-2,3-dihydro-1H-indol-5-yl]oxy]benzoic acid
-
3-cyclohexyl-1-cyclopropyl-1-[(4aR,6aS,7S,11aR)-1,4a,6a,10-tetramethyl-2-oxohexadecahydro-1H-indeno[5,4-f]quinolin-7-yl]urea
;
3-cyclohexyl-1-cyclopropyl-1-[(4aR,6aS,7S,11aR)-1,4a,6a-trimethyl-2-oxohexadecahydro-1H-indeno[5,4-f]quinolin-7-yl]urea
; 48.7% inhibition at 100 nM in transfected SW-13 cells
3-fluorophenyl 4-methyl-3-oxo-2,3,5,6-tetrahydro-1H-pyrido[1,2-a]quinoline-8-carboxylate
134% inhibition at 0.01 mM; 160% inhibition at 0.010 mM
3-hydroxy-16,17-epoxypregn-5-en-20-one
;
3-[2,4-bis(benzyloxy)phenyl]-5-methoxy-8,8-dimethyl-4H,8H-pyrano[2,3-f]chromen-4-one
3-[2,4-bis(benzyloxy)phenyl]-5-methoxy-8,8-dimethyl-8,9-dihydro-4H,10H-pyrano[2,3-f]chromene-4,10-dione
3-[4-(4-phenoxybenzoyl)phenyl]acrylic acid
3beta-acetoxy-20-hydroxyimino-5-pregnen-20-one
-
-
-
3beta-acetoxy-5-pregnen-20-one
-
-
-
3beta-hydroxy-20-hydroxyiminopregnenolone
-
-
-
4'-(tricyclo[3.3.1.13,7]dec-2-ylcarbamoyl)biphenyl-4-carboxylic acid
4'-[2-[di(propan-2-yl)amino]-2-oxoethoxy]-3',5'-di(propan-2-yl)biphenyl-4-carboxylic acid
;
4'-[2-[di(propan-2-yl)amino]-2-oxoethoxy]-3'-fluoro-5'-nitrobiphenyl-4-carboxylic acid
;
4,4a,5,6,7,8,9,10-octahydro-3H-pyrido[1,2-a]quinolin-3-one
-
4,8-dimethyl-1,2,5,6-tetrahydro-3H-pyrido[1,2-a]quinolin-3-one
-
4-(1-benzyl-1H-indol-5-yl)benzoic acid
;
4-(2-[1-(4,4'-dipropylbenzhydryl)indole-5-carboxamido]phenoxy)butyric acid
4-(2-[[(2E)-3-[1-[bis(4-fluorophenyl)methyl]-1H-indol-5-yl]pent-2-enoyl]amino]phenoxy)butanoic acid
i.e. KF20405; i.e. KF20405
4-(3-(4-(N-methylacetamido)phenyl) pentan-3-yl) phenyldibenzylcarbamate
;
4-(3-[[2,2-bis(4-chlorophenyl)-1,3-benzodioxol-5-yl]carbonyl]-2-methyl-1H-indol-1-yl)butanoic acid
;
4-(4-([2,6-bis(trifluoromethyl)benzyl]oxy)benzoyl)benzoic acid
-
pH 5.5, 29% inhibition at 0.01 mM, pH 6.6, 69% inhibition at 0.01 mM
4-(4-benzoylphenoxy)benzoic acid
;
4-(4-phenoxybenzoyl)benzoic acid
4-(4-[[2,6-bis(trifluoromethyl)benzyl]oxy]benzoyl)benzoic acid
-
pH 5.5, isoform 2, 50% inhibition at 0.000113 mM, isoform 1, 12% inhibition at 0.01 mM
4-(biphenyl-4-yloxy)-2-chlorobenzoic acid
;
4-(biphenyl-4-yloxy)-2-fluorobenzoic acid
;
4-(biphenyl-4-yloxy)-3-methoxybenzoic acid
;
4-(methoxycarbonyl)phenyl 4-methyl-3-oxo-2,3,5,6-tetrahydro-1H-pyrido[1,2-a]quinoline-8-carboxylate
129% inhibition at 0.010 mM; 584% inhibition at 0.01 mM
4-androsten-3-one-17-carboxylic acid
competitive
-
4-aza-20-hydroxyimino-5-pregnene-3,20-dione
-
an 4-azasteroid
-
4-bromo-3,20-dioxopregn-4-en-17-yl 4-chlorobenzoate
;
4-bromo-3,20-dioxopregn-4-en-17-yl 4-fluorobenzoate
;
4-bromo-3,20-dioxopregna-1,4-dien-17-yl acetate
;
4-cyanoprogesterone
4-fluorophenyl 4-methyl-3-oxo-2,3,5,6-tetrahydro-1H-pyrido[1,2-a]quinoline-8-carboxylate
119% inhibition at 0.01 mM; 93% inhibition at 0.010 mM
4-methylphenyl 4-methyl-3-oxo-2,3,5,6-tetrahydro-1H-pyrido[1,2-a]quinoline-8-carboxylate
102% inhibition at 0.010 mM; 553% inhibition at 0.01 mM
4-trifluoromethyl-N-(tert-butyl)-4-androsten-17beta-carboxamide
;
4-[(1-benzyl-1H-indol-5-yl)oxy]-3-chlorobenzoic acid
4-[1-(6,6-dimethyl-6H-dibenzo[b,d]pyran-3-yl)methylindol-3-yl]-butyric acid
4-[2-(1-methyl-6-oxopiperidin-3-yl)ethyl]-N,N-di(propan-2-yl)benzamide
4-[2-(5-[[bis(4-fluorophenyl)methyl]carbamoyl]-1-benzofuran-2-yl)phenoxy]butanoic acid
;
4-[2-(6-[[bis(4-fluorophenyl)methyl]carbamoyl]-1-benzofuran-2-yl)phenoxy]butanoic acid
4-[3-(1-methyl-6-oxopiperidin-3-yl)butan-2-yl]-N,N-di(propan-2-yl)benzamide
4-[3-(4-[(1R)-1-[4-(2-methylpropyl)phenyl]ethoxy]benzoyl)-1H-indol-1-yl]butanoic acid
;
4-[3-(benzyloxy)benzoyl]benzoic acid
4-[3-([(2R)-2-methyl-2-[4-(2-methylpropyl)phenyl]-1,3-benzodioxol-5-yl]carbonyl)-1H-indol-1-yl]butanoic acid
;
4-[3-ethyl-4-[4-([[3-(2-methylpropyl)phenyl][4-(2-methylpropyl)phenyl]methyl]amino)benzoyl]-1H-pyrrol-1-yl]butanoic acid
4-[3-[3-([[3-(2-methylpropyl)phenyl][4-(2-methylpropyl)phenyl]methyl]amino)benzoyl]-4-(propan-2-yl)-1H-pyrrol-1-yl]butanoic acid
4-[3-[3-[bis (4-isobutylphenyl)methyl amino] benzoyl]-lH-indol-l-yl] butyric acid
i.e. FK-143
4-[3-[3-[bis (4-isobutylphenyl)methylamino]benzoyl]-lH-indol-l-yl] butyric acid
4-[3-[3-[bis(4-isobutylphenyl)methylamino]benzoyl]-lH-indol-l-yl]butyric acid
4-[3-[4-([[3-(2-methylpropyl)phenyl][4-(2-methylpropyl)phenyl]methyl]amino)benzoyl]-1H-pyrrol-1-yl]butanoic acid
4-[3-[4-([[3-(2-methylpropyl)phenyl][4-(2-methylpropyl)phenyl]methyl]amino)benzoyl]-4-(propan-2-yl)-1H-pyrrol-1-yl]butanoic acid
4-[4-(4-methylbenzoyl)phenoxy]benzoic acid
;
4-[4-(benzyloxy)benzoyl]benzoic acid
4-[4-(tricyclo[3.3.1.13,7]dec-2-ylcarbamoyl)phenoxy]benzoic acid
4-[4-[di(propan-2-yl)carbamoyl]-2-ethylphenyl]cyclohex-1-ene-1-carboxylic acid
;
4-[[1-(2-propylpentanoyl)piperidin-4-ylidene]methyl]benzoic acid
4-[[1-(biphenyl-4-ylcarbamoyl)piperidin-4-ylidene]methyl]benzoic acid
4-[[1-(dicyclohexylacetyl)piperidin-4-ylidene]methyl]-3-fluorobenzoic acid
;
4-[[1-(dicyclohexylacetyl)piperidin-4-ylidene]methyl]benzoic acid
4-[[1-(diphenylacetyl)piperidin-4-ylidene]methyl]benzoic acid
5-(2-ethyl-3-[3-[(4-hexylundecyl)amino]benzoyl]-1H-pyrrol-1-yl)pentanoate
5-(4-chlorophenyl)-1-methylpiperidin-2-one
;
5-(4-chlorophenyl)-1-methylpiperidine-2-thione
; 14% inhibition at 0.04 mM
5-(benzyloxy)-1H-indole-2-carboxylic acid
;
5-bromo-N-pentyl-N-[(4aR,6aS,7S,11aR)-1,4a,6a-trimethyl-2-oxohexadecahydro-1H-indeno[5,4-f]quinolin-7-yl]pentanamide
;
5alpha,6alpha-epoxy-3beta-acetoxy-20-hydroxyiminopregnan-20-one
-
-
-
5alpha,6alpha-epoxy-3beta-acetoxypregnan-20-one
-
-
-
5alpha,6alpha-epoxy-3beta-hydroxypregnan-20-one
-
-
-
5beta,6beta-epoxy-3beta-acetoxy-20-hydroxyiminopregnan-20-one
-
-
-
5beta,6beta-epoxy-3beta-acetoxypregnan-20-one
-
-
-
6,20-dioxopregn-4-en-3-yl 4-bromobenzoate
;
6,20-dioxopregn-4-en-3-yl 4-fluorobenzoate
;
6,20-dioxopregn-4-en-3-yl 5-chloropentanoate
;
6,20-dioxopregna-4,16-dien-3-yl 3-bromopropanoate
-
-
6,20-dioxopregna-4,16-dien-3-yl 3-chloropropanoate
-
-
6,20-dioxopregna-4,16-dien-3-yl 3-iodopropanoate
-
-
6,20-dioxopregna-4,16-dien-3-yl 4-bromobenzoate
;
6,20-dioxopregna-4,16-dien-3-yl 4-fluorobenzoate
;
6,20-dioxopregna-4,16-dien-3-yl 4-methylbenzoate
;
6,20-dioxopregna-4,16-dien-3-yl acetate
6,20-dioxopregna-4,16-dien-3-yl benzoate
6,8-dimethyl-1,2,5,6-tetrahydro-3H-pyrido[1,2-a]quinolin-3-one
-
6-(benzyloxy)-5-methoxy-1-methyl-1H-indole-2-carboxylic acid
;
6-([5-[(1R,4aR,6aR,7R,11aR)-1,4a,6a-trimethyl-1-oxidohexadecahydro-1H-indeno[5,4-f]quinolin-7-yl]hexanoyl]amino)hexanoic acid
;
6-([5-[(1S,4aR,6aR,7R,11aR)-1,4a,6a-trimethyl-1-oxidohexadecahydro-1H-indeno[5,4-f]quinolin-7-yl]hexanoyl]amino)hexanoic acid
;
6-bromo-3,20-dioxopregna-4,6-dien-17-yl acetate
6-chloro-3,20-dioxopregna-4,6-dien-17-yl 4-bromobenzoate
6-chloro-3,20-dioxopregna-4,6-dien-17-yl 4-chlorobenzoate
-
-
6-chloro-3,20-dioxopregna-4,6-dien-17-yl 4-fluorobenzoate
6-chloro-3,20-dioxopregna-4,6-dien-17-yl benzoate
6-hydroxy-9,10-dimethoxy-3,3-dimethyl-3H-chromeno[3,4-b]pyrano[2,3-h]chromen-7(13H)-one
6-methylidene-3,20-dioxopregn-4-en-17-yl 4-bromobenzoate
;
6-[(1R,4aR,6aR,7R,11aR)-7-[6-[(4-cyanobenzyl)oxy]hexan-2-yl]-4a,6a-dimethyl-1-oxidohexadecahydro-1H-indeno[5,4-f]quinolin-1-yl]hexanoic acid
;
6-[(1S,4aR,6aR,7R,11aR)-7-[6-[(4-cyanobenzyl)oxy]hexan-2-yl]-4a,6a-dimethyl-1-oxidohexadecahydro-1H-indeno[5,4-f]quinolin-1-yl]hexanoic acid
;
6-[3-(N,N-dicyclohexylaminocarbonyl) phenyl]-3,4-dihydro-naphthalene-2-carboxylicacid
-
6-[3-(N,N-dicyclohexylaminocarbonyl)phenyl]-3,4-dihydro-naphthalene-2-carboxylic acid
;
6-[4-(N,N-diisopropylamino-carbonyl) phenyl]naphthalene-2-carboxylic acid
-
6-[4-(N,N-diisopropylamino-carbonyl)phenyl]naphthalene-2-carboxylic acid
; uncompetitive
6-[4-(N,N-diisopropylcarbamoyl) phenyl]-1H-quinolin-2-one
; competitive inhibitor
6-[4-(N,N-diisopropylcarbamoyl) phenyl]-N-methyl-quinolin-2-one
;
6-[4-[di(propan-2-yl)carbamoyl]phenyl]-3,4-dihydronaphthalene-2-carboxylic acid
;
7-bromo-9,10-dihydrophenanthrene-2-carboxylic acid
;
7-chloro-3,4,4a,9-tetrahydrophenanthrene-2-carboxylic acid
;
7-chloro-9,10-dihydrophenanthrene-2-carboxylic acid
;
7-[(3-methylbut-2-en-1-yl)oxy]-2H-chromen-2-one
-
7-[(3-methylbut-2-en-1-yl)oxy]-2H-chromen-2-one8-allyl-7-hydroxycoumarin
-
-
7-[(E)-2-phenylethenyl]-9,10-dihydrophenanthrene-2-carboxylic acid
;
8-allyl-7-hydroxycoumarin
-
8-bromo-4-methyl-1,4,5,6-tetrahydrobenzo[f]quinolin-3(2H)-one
-
8-chloro-1,2,5,6,6a,7,8,9,10,10a-decahydro-3H-pyrido[1,2-a]quinolin-3-one
-
8-chloro-1,2,5,6,7,8,9,10-octahydro-3H-pyrido[1,2-a]quinolin-3-one
-
8-chloro-1,2,5,6-tetrahydro-3H-pyrido[1,2-a]quinolin-3-one
-
8-chloro-1,4,5,6-tetrahydrobenzo[f]quinolin-3(2H)-one
-
8-chloro-1-methyl-1,2,5,6-tetrahydro-3H-pyrido[1,2-a]quinolin-3-one
-
8-chloro-4,4a,5,6-tetrahydro-3H-pyrido[1,2-a]quinolin-3-one
-
8-chloro-4,6-dimethyl-4,4a,5,6-tetrahydro-3H-pyrido[1,2-a]quinolin-3-one
-
8-chloro-4-methyl-1,4,5,6-tetrahydrobenzo[f]quinolin-3(2H)-one
-
8-chloro-4-methyl-4,4a,5,6-tetrahydro-3H-pyrido[1,2-a]quinolin-3-one
-
8-hydroxyquinoline
-
1 mM, 10% inhibition
8-methyl-1,2,5,6-tetrahydro-3H-pyrido[1,2-a]quinolin-3-one
-
9,10-dihydrophenanthrene-2-carboxylic acid
;
androst-4-ene-3,17-dione
catechin
from green tea, Camellia sinensis, is specific for SRD5alpha1 inhibition
cis-hinokiresinol
-
from Anemarrhena aspholoides rhizomes
-
CuSO4
-
1 mM, 95% inhibition
deoxycortisone
-
inhibits the synthesis of 5alpha-dihydrotestosterone by competing with 4-en-3-one function of the testosterone for the 5alpha-reductase enzyme
-
dutasteride
EDTA
-
1 mM, 23% inhibition
epristeride
;
estra-4,8-diene-3,17-dione
;
estra-4,9(11)-diene-3,17-dione
;
ethyl 4-[2-[([1-[bis(4-propylphenyl)methyl]-1H-benzimidazol-5-yl]carbonyl)amino]phenoxy]butanoate
finasteride
FK143
-
dual inhibitor for both isoform 1 and 2
gamma-linolenic acid
a natural product found in oil of evening primrose, Oenothera biennis, oil and borage, Borago officinalis, inhibits SRD5alpha1 and SRD5alpha2
HgCl2
-
1 mM, complete inhibition
iodoacetamide
-
1 mM, 11% inhibition
iodoacetate
-
1 mM, 8% inhibition
kaempferol
-
inhibition of both isoforms I and II
KCN
-
1 mM, 24% inhibition
linolenic acid
-
strong inhibition
mangiferin
-
a 1,3,6,7-tetrahydroxyxanthone-C2-beta-D-glucoside, from Anemarrhena aspholoides rhizomes, directly inhibits SRD5A2 binding to a complex of enzyme and substrate
methyl (1S,9aR,11aS)-9a,11a-dimethyl-7-oxo-2,3,3a,3b,4,5,7,8,9,9a,9b,10,11,11a-tetradecahydro-1H-cyclopenta[i]phenanthridine-1-carboxylate
;
methyl(1S,9aR,11aS)-9a,11a-dimethyl-7-oxo-2,3,3a,3b,4,5,7,8,9,9a,9b,10,11,11a-tetradecahydro-1H-cyclopenta[i]phenanthridine-1-carboxylate
-
MK386
-
significant decrease in cell proliferation of enzyme-positive prostate cancer cell lines
MK906
-
significant decrease in cell proliferation of enzyme-positive prostate cancer cell lines
MnSO4
-
1 mM, 42% inhibition
Monolinolein
-
strong inhibition
N,N-dicyclohexyl-4-(1-methyl-6-oxo-1,6-dihydropyridin-3-yl)benzamide
N-(1,1,1,3,3,3-hexafluorophenylpropyl)-3-oxo-4-aza-5-androst-1-ene-17-carboxamide
i.e. PNU 157706; i.e. PNU 157706
N-(3,3-dimethylbutyl)-N-[(4aR,6aS,7S,11aR)-1,4a,6a-trimethyl-2-oxohexadecahydro-1H-indeno[5,4-f]quinolin-7-yl]formamide
;
N-(3-methylbutan-2-yl)-N-[(4aR,6aS,7S,11aR)-1,4a,6a,10-tetramethyl-2-oxohexadecahydro-1H-indeno[5,4-f]quinolin-7-yl]formamide
;
N-(3-methylbutyl)-N-[(4aR,6aS,7S,11aR)-1,4a,6a-trimethyl-2-oxohexadecahydro-1H-indeno[5,4-f]quinolin-7-yl]formamide
;
N-(4-methoxycyclohexyl)-2-methyl-N-[(4aR,6aS,7S,11aR)-1,4a,6a-trimethyl-2-oxohexadecahydro-1H-indeno[5,4-f]quinolin-7-yl]propanamide
;
N-(dicyclohexyl)acetyl-piperidine-4-(benzylidene-4-carboxylic acid)
;
N-butyl-N-[(4aR,6aS,7S,11aR)-1,4a,6a,10-tetramethyl-2-oxohexadecahydro-1H-indeno[5,4-f]quinolin-7-yl]formamide
;
N-cyclohexyl-N-iodo-4-(2-methoxyquinolin-6-yl)benzamide
;
N-heptyl-N-[(4aR,6aS,7S,11aR)-1,4a,6a-trimethyl-2-oxohexadecahydro-1H-indeno[5,4-f]quinolin-7-yl]formamide
;
N-iodo-4-(2-methoxyquinolin-6-yl)benzamide
;
N-octyl-N-[(4aR,6aS,7S,11aR)-1,4a,6a-trimethyl-2-oxohexadecahydro-1H-indeno[5,4-f]quinolin-7-yl]formamide
;
N-oxido-3-aza-1,3,5(10)-triene
;
-
N-pentyl-N-[(4aR,6aS,7S,11aR)-1,4a,6a,10-tetramethyl-2-oxohexadecahydro-1H-indeno[5,4-f]quinolin-7-yl]formamide
;
N-pentyl-N-[(4aR,6aS,7S,11aR)-1,4a,6a-trimethyl-2-oxohexadecahydro-1H-indeno[5,4-f]quinolin-7-yl]butanamide
;
N-pentyl-N-[(4aR,6aS,7S,11aR)-1,4a,6a-trimethyl-2-oxohexadecahydro-1H-indeno[5,4-f]quinolin-7-yl]formamide
;
N-phenyl-N-[(4aR,6aS,7S,11aR)-1,4a,6a-trimethyl-2-oxohexadecahydro-1H-indeno[5,4-f]quinolin-7-yl]benzamide
;
N-propyl-N-[(4aR,6aS,7S,11aR)-1,4a,6a,10-tetramethyl-2-oxohexadecahydro-1H-indeno[5,4-f]quinolin-7-yl]formamide
;
N-propyl-N-[(4aR,6aS,7S,11aR)-1,4a,6a-trimethyl-2-oxohexadecahydro-1H-indeno[5,4-f]quinolin-7-yl]formamide
;
N-tert-butyl-3-oxoestra-4,9(11)-diene-17-carboxamide
;
N-[1,1,1-trifluoro-2-oxobut-3-yl]-3-oxo-4-aza-5-androst-1-ene-17-carboxamide
NaN3
-
1 mM, 26% inhibition
o-Iodosobenzoate
-
1 mM, complete inhibition
p-chloromercuribenzoate
-
1 mM, 43% inhibition
PNU157706
-
dual inhibitor for both isoform 1 and 2
pregna-4,16-diene-3,6,20-trione
progesterone
-
inhibits the synthesis of 5alpha-dihydrotestosterone by competing with 4-en-3-one function of the testosterone for the 5alpha-reductase enzyme
Strogen forte
tricyclo[3.3.1.13,7]dec-2-yl (1S,9aR,11aS)-9a,11a-dimethyl-7-oxo-2,3,3a,3b,4,5,7,8,9,9a,9b,10,11,11a-tetradecahydro-1H-cyclopenta[i]phenanthridine-1-carboxylate
;
ZnSO4
-
1 mM, 53% inhibition
[(17beta)-17-(propan-2-ylcarbamoyl)androsta-3,5-dien-3-yl]phosphinic acid
;
[(17beta)-17-(propan-2-ylcarbamoyl)androsta-3,5-dien-3-yl]phosphonic acid
;
[3-fluoro-4-(4-phenoxybenzoyl)phenyl]acetic acid
[3-methyl-4-(4-phenoxybenzoyl)phenyl]acetic acid
[4-(4-phenoxybenzoyl)phenyl]acetic acid
[4-(biphenyl-4-yloxy)phenyl]acetic acid
[4-[4-(4-bromophenoxy)benzoyl]phenyl]acetic acid
additional information
ACTIVATING COMPOUND
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
morphine
-
morphine increases 5alpha-reductase enzyme activity in the central nervous system
testosterone
-
5alpha-reductase activity in males is increased by testosterone regardless of breeding season, thus, testosterone appears to regulate its own metabolism in male, but not female, anoles
additional information
KM VALUE [mM]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.01 - 0.17
(5alpha)-androst-1-en-3,17-dione
0.0066
1-Androstene-3,17-dione
-
reaction with N,N,N,N-tetramethyl-1,4-phenylenediamine
0.0161
5alpha-androstane-3,17-dione
-
reaction with N,N,N,N-tetramethyl-1,4-phenylenediamine
0.000054 - 0.01
testosterone
additional information
additional information
under optimal conditions, SRD5alpha2 has a higher Vm/Km and a 1000fold greater affinity for steroid substrates than SRD5alpha1
-
TURNOVER NUMBER [1/s]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.7 - 2.4
(5alpha)-androst-1-en-3,17-dione
kcat/KM VALUE [1/mMs-1]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
9 - 2400
(5alpha)-androst-1-en-3,17-dione
Ki VALUE [mM]
INHIBITOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.01
(10bR)-8-chloro-4,10b-dimethyl-1,5,6,10b-tetrahydrophenanthridin-3(2H)-one
pH not specified in the publication, temperature not specified in the publication
0.0011
(10bR)-8-chloro-4,5,10b-trimethyl-1,5,6,10b-tetrahydrophenanthridin-3(2H)-one
pH not specified in the publication, temperature not specified in the publication
0.00092
(10bR)-8-chloro-5,10b-dimethyl-1,5,6,10b-tetrahydrophenanthridin-3(2H)-one
pH not specified in the publication, temperature not specified in the publication
0.000036
(17beta)-17-(propan-2-ylcarbamoyl)estra-1(10),2,4,6,8-pentaene-3-carboxylic acid
pH not specified in the publication, temperature not specified in the publication; pH not specified in the publication, temperature not specified in the publication
0.00003
(17beta)-17-(propan-2-ylcarbamoyl)estra-1(10),2,4,6-tetraene-3-carboxylic acid
pH not specified in the publication, temperature not specified in the publication; pH not specified in the publication, temperature not specified in the publication
0.00002
(17beta)-17-(propan-2-ylcarbamoyl)estra-1(10),2,4-triene-3-carboxylic acid
pH not specified in the publication, temperature not specified in the publication; pH not specified in the publication, temperature not specified in the publication
0.000035
(17beta)-2-chloro-17-(propan-2-ylcarbamoyl)estra-1(10),2,4-triene-3-carboxylic acid
pH not specified in the publication, temperature not specified in the publication; pH not specified in the publication, temperature not specified in the publication
0.00001
(17beta)-4-fluoro-17-(propan-2-ylcarbamoyl)estra-1(10),2,4-triene-3-carboxylic acid
pH not specified in the publication, temperature not specified in the publication; pH not specified in the publication, temperature not specified in the publication
0.00098
(4R)-5,10-seco-19-nor-pregna-4,5-diene-3,10,20-trione
pH not specified in the publication, temperature not specified in the publication
0.00547
(4R)-5,10-seco-estra-4,5-diene-3,10,17-trione
pH not specified in the publication, temperature not specified in the publication
0.000104
(6aS,7S)-6a-methyl-N-(propan-2-yl)-5,6,6a,7,8,9,9a,9b-octahydro-4bH-indeno[5,4-f]isoquinoline-7-carboxamide 2-oxide
pH not specified in the publication, temperature not specified in the publication
0.000031
(6aS,7S)-N,N-diethyl-6a-methyl-5,6,6a,7,8,9,9a,9b-octahydro-4bH-indeno[5,4-f]isoquinoline-7-carboxamide 2-oxide
pH not specified in the publication, temperature not specified in the publication
0.0016 - 0.0019
(7-chloro-3,4,4a,9-tetrahydrophenanthren-2-yl)phosphinic acid
0.0014
16-ethyl-17beta-hydroxy-4-estren-3-one
-
pH not specified in the publication, temperature not specified in the publication
0.00009
6-[3-(N,N-dicyclohexylaminocarbonyl)phenyl]-3,4-dihydro-naphthalene-2-carboxylic acid
0.0008
6-[4-(N,N-diisopropylcarbamoyl) phenyl]-1H-quinolin-2-one
pH not specified in the publication, temperature not specified in the publication
0.00051
6-[4-(N,N-diisopropylcarbamoyl) phenyl]-N-methyl-quinolin-2-one
pH not specified in the publication, temperature not specified in the publication
0.000026 - 0.01
7-bromo-9,10-dihydrophenanthrene-2-carboxylic acid
0.00026 - 0.0012
7-chloro-3,4,4a,9-tetrahydrophenanthrene-2-carboxylic acid
0.00032 - 0.0025
7-chloro-9,10-dihydrophenanthrene-2-carboxylic acid
0.000315 - 0.01
9,10-dihydrophenanthrene-2-carboxylic acid
IC50 VALUE [mM]
INHIBITOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.000377
(10bR)-8-chloro-4,10b-dimethyl-1,4,6,10b-tetrahydrobenzo[f]quinoline-3(2H)-thione
Homo sapiens
P18405
pH not specified in the publication, temperature not specified in the publication
0.0000002
(11aR)-7-(1-hydroxypropan-2-yl)-1,4a,6a-trimethyltetradecahydrocyclopenta[5,6]naphtho[2,1-d][1,3]oxazine-2(1H)-thione
Homo sapiens
P18405
pH not specified in the publication, temperature not specified in the publication
0.00000062 - 0.0000235
(16alpha,17beta)-17-hydroxy-16-methylandrost-4-en-3-one
0.000000063
(16beta)-16-methyl-3,20-dioxopregna-4,6-dien-17-yl acetate
Homo sapiens
-
pH not specified in the publication, temperature not specified in the publication
0.000000079
(16beta)-16-methyl-3,20-dioxopregna-4,6-dien-17-yl butanoate
Homo sapiens
-
pH not specified in the publication, temperature not specified in the publication
0.000032
(16beta)-16-methyl-3,20-dioxopregna-4,6-dien-17-yl pentanoate
Homo sapiens
-
pH not specified in the publication, temperature not specified in the publication
0.0000012
(16beta)-16-methyl-3,20-dioxopregna-4,6-dien-17-yl phenylacetate
Homo sapiens
-
pH not specified in the publication, temperature not specified in the publication
0.00000052 - 0.0000048
(17beta)-16-ethyl-17-hydroxyandrost-4-en-3-one
0.00027
(17beta)-17-(2-oxo-3-phenyl-1,3-oxazinan-6-yl)androst-4-en-3-one
Homo sapiens
-
37C
0.00075
(17beta)-17-[(5S)-2-(2-chlorophenyl)-4,5-dihydro-1,3-oxazol-5-yl]androst-4-en-3-one
Rattus norvegicus
-
37C
0.00105
(17beta)-17-[(5S)-2-(4-bromophenyl)-4,5-dihydro-1,3-oxazol-5-yl]androst-4-en-3-one
Rattus norvegicus
-
37C
0.00109
(17beta)-17-[(5S)-2-(4-chlorophenyl)-4,5-dihydro-1,3-oxazol-5-yl]androst-4-en-3-one
Rattus norvegicus
-
37C
0.00275
(17beta)-17-[(5S)-2-(4-fluorophenyl)-4,5-dihydro-1,3-oxazol-5-yl]androst-4-en-3-one
Rattus norvegicus
-
37C
0.00152
(17beta)-17-[(5S)-2-(4-nitrophenyl)-4,5-dihydro-1,3-oxazol-5-yl]androst-4-en-3-one
Rattus norvegicus
-
37C
0.00118
(17beta)-17-[(5S)-2-phenyl-4,5-dihydro-1,3-oxazol-5-yl]androst-4-en-3-one
Rattus norvegicus
-
37C
0.0005
(17beta)-17-[3-(4-bromophenyl)-2-oxo-1,3-oxazinan-6-yl]androst-4-en-3-one
Homo sapiens
-
37C
0.00042
(17beta)-17-[3-(4-chlorophenyl)-2-oxo-1,3-oxazinan-6-yl]androst-4-en-3-one
Homo sapiens
-
37C
0.000245
(17beta)-17-[3-(4-ethoxyphenyl)-2-oxo-1,3-oxazinan-6-yl]androst-4-en-3-one
Homo sapiens
-
37C
0.00026
(17beta)-17-[3-(4-ethylphenyl)-2-oxo-1,3-oxazinan-6-yl]androst-4-en-3-one
Homo sapiens
-
37C
0.0006
(17beta)-17-[3-(4-methoxyphenyl)-2-oxo-1,3-oxazinan-6-yl]androst-4-en-3-one
Homo sapiens
-
37C
0.000026
(17beta)-17-[di(propan-2-yl)carbamoyl]-4-fluoroandrost-3-ene-3-carboxylic acid
Homo sapiens
P18405
pH not specified in the publication, temperature not specified in the publication; pH not specified in the publication, temperature not specified in the publication
0.000035
(17beta)-17-[di(propan-2-yl)carbamoyl]-4-methylandrosta-3,5-diene-3-carboxylic acid
Homo sapiens
P18405
pH not specified in the publication, temperature not specified in the publication; pH not specified in the publication, temperature not specified in the publication
0.000032
(17beta)-17-[di(propan-2-yl)carbamoyl]-6-fluoroandrosta-3,5-diene-3-carboxylic acid
Homo sapiens
P18405
pH not specified in the publication, temperature not specified in the publication; pH not specified in the publication, temperature not specified in the publication
0.00003
(17beta)-17-[di(propan-2-yl)carbamoyl]androst-3-ene-3-carboxylic acid
Homo sapiens
P18405
pH not specified in the publication, temperature not specified in the publication; pH not specified in the publication, temperature not specified in the publication
0.000007
(17beta)-17-[di(propan-2-yl)carbamoyl]androsta-2,4,6-triene-3-carboxylic acid
0.00005
(17beta)-17-[di(propan-2-yl)carbamoyl]estra-3,5-diene-3-carboxylic acid
Homo sapiens
P18405
pH not specified in the publication, temperature not specified in the publication; pH not specified in the publication, temperature not specified in the publication
0.000387 - 0.000981
(17beta)-4-bromo-N-tert-butyl-3-oxoandrost-4-ene-17-carboxamide
0.000437 - 0.000709
(17beta)-N-tert-butyl-3-oxo-4-sulfanylandrost-4-ene-17-carboxamide
0.000192 - 0.001
(17beta)-N-tert-butyl-4-chloro-3-oxoandrost-4-ene-17-carboxamide
0.0000029
(17beta)-N-tert-butyl-4-cyano-3-oxoandrost-4-ene-17-carboxamide
Homo sapiens
P18405
pH not specified in the publication, temperature not specified in the publication
0.0000007 - 0.0000079
(1R,4R,9aR,11aR)-4,9a,11a-trimethyl-1-((R)-6-methylheptan-2-yl)-3,3a,3b,4,5,8,9,9a,9b,10,11,11a-dodecahydro-1H-cyclopenta[i]phenanthridin-7(2H)-one
0.000001 - 0.0000012
(1R,4S,9aR,11aR)-4,9a,11a-trimethyl-1-((R)-6-methylheptan-2-yl)-3,3a,3b,4,5,8,9,9a,9b,10,11,11a-dodecahydro-1H-cyclopenta[i]phenanthridin-7(2H)-one
0.0000023
(1R,9aR,11aR)-9a,11a-dimethyl-1-((R)-6-methylheptan-2-yl)-3,3a,3b,4,5,8,9,9a,9b,10,11,11a-dodecahydro-1H-cyclopenta[i]phenanthridin-7(2H)-one
Homo sapiens
P18405
pH not specified in the publication, temperature not specified in the publication
0.0000034 - 0.0000035
(1S,8bS,10aS)-N,N-diethyl-8b,10a-dimethyl-7-oxo-1,2,3,3a,3b,4,5,7,7a,8,8a,8b,8c,9,10,10a-hexadecahydrocyclopenta[i]cyclopropa[a]phenanthridine-1-carboxamide
0.0000001 - 0.000012
(1S,9aR,11aR)-1-butyl-9a,11a-dimethyl-1,2,3,3a,3b,4,5,8,9,9a,9b,10,11,11a-tetradecahydro-7H-cyclopenta[i]phenanthridin-7-one
0.000004
(1S,9aR,11aS)-1-(cyclohexylacetyl)-9a,11a-dimethyl-1,2,3,3a,3b,4,5,8,9,9a,9b,10,11,11a-tetradecahydro-7H-cyclopenta[i]phenanthridin-7-one
Homo sapiens
P18405
pH not specified in the publication, temperature not specified in the publication
0.0000001 - 0.0000045
(1S,9aR,11aS)-6-bromo-9a,11a-dimethyl-7-oxo-N-(tricyclo[3.3.1.13,7]dec-1-yl)-2,3,3a,3b,4,5,7,8,9,9a,9b,10,11,11a-tetradecahydro-1H-cyclopenta[i]phenanthridine-1-carboxamide
0.0000021 - 0.000097
(1S,9aR,11aS)-6-bromo-N,N-diethyl-9a,11a-dimethyl-7-oxo-2,3,3a,3b,4,5,7,8,9,9a,9b,10,11,11a-tetradecahydro-1H-cyclopenta[i]phenanthridine-1-carboxamide
0.0000001 - 0.0000006
(1S,9aR,11aS)-6-chloro-9a,11a-dimethyl-7-oxo-2,3,3a,3b,4,5,7,8,9,9a,9b,10,11,11a-tetradecahydro-1H-cyclopenta[i]phenanthridine-1-carboxamide
0.000009 - 0.000051
(1S,9aR,11aS)-6-chloro-N,N-diethyl-9a,11a-dimethyl-7-oxo-2,3,3a,3b,4,5,7,8,9,9a,9b,10,11,11a-tetradecahydro-1H-cyclopenta[i]phenanthridine-1-carboxamide
0.0000001 - 0.000001
(1S,9aR,11aS)-9a,11a-dimethyl-1-nonanoyl-1,2,3,3a,3b,4,5,8,9,9a,9b,10,11,11a-tetradecahydro-7H-cyclopenta[i]phenanthridin-7-one
0.000009
(1S,9aR,11aS)-9a,11a-dimethyl-N-(2-methylpropyl)-7-oxo-2,3,3a,3b,4,5,7,8,9,9a,9b,10,11,11a-tetradecahydro-1H-cyclopenta[i]phenanthridine-1-carboxamide
Homo sapiens
P18405
pH not specified in the publication, temperature not specified in the publication
0.0000023 - 0.00018
(1S,9aR,11aS)-N,N-diethyl-5,9a,11a-trimethyl-7-oxo-2,3,3a,3b,4,5,7,8,9,9a,9b,10,11,11a-tetradecahydro-1H-cyclopenta[i]phenanthridine-1-carboxamide
0.0000057 - 0.000013
(1S,9aR,11aS)-N,N-diethyl-5,9a,11a-trimethyl-7-oxo-2,3,3a,3b,4,5,7,9a,9b,10,11,11a-dodecahydro-1H-cyclopenta[i]phenanthridine-1-carboxamide
0.0000039 - 0.00004
(1S,9aR,11aS)-N,N-diethyl-6,9a,11a-trimethyl-7-oxo-2,3,3a,3b,4,5,7,8,9,9a,9b,10,11,11a-tetradecahydro-1H-cyclopenta[i]phenanthridine-1-carboxamide
0.0000015 - 0.00075
(1S,9aR,11aS)-N,N-diethyl-9a,11a-dimethyl-7-oxo-2,3,3a,3b,4,5,7,8,9,9a,9b,10,11,11a-tetradecahydro-1H-cyclopenta[i]phenanthridine-1-carboxamide
0.0000001 - 0.0000013
(1S,9aR,11aS)-N-(4,4'-di-tert-butylbiphenyl-3-yl)-9a,11a-dimethyl-7-oxo-2,3,3a,3b,4,5,7,8,9,9a,9b,10,11,11a-tetradecahydro-1H-cyclopenta[i]phenanthridine-1-carboxamide
0.0000046
(1S,9aR,11aS)-N-(4-tert-butylbiphenyl-3-yl)-9a,11a-dimethyl-7-oxo-2,3,3a,3b,4,5,7,8,9,9a,9b,10,11,11a-tetradecahydro-1H-cyclopenta[i]phenanthridine-1-carboxamide
Homo sapiens
P18405
pH not specified in the publication, temperature not specified in the publication
0.0000001 - 0.0000042
(1S,9aR,11aS)-N-(5-bromo-2-tert-butylphenyl)-9a,11a-dimethyl-7-oxo-2,3,3a,3b,4,5,7,8,9,9a,9b,10,11,11a-tetradecahydro-1H-cyclopenta[i]phenanthridine-1-carboxamide
0.0000004 - 0.00002
(1S,9aR,11aS)-N-(dicyclohexylmethyl)-9a,11a-dimethyl-7-oxo-2,3,3a,3b,4,5,7,8,9,9a,9b,10,11,11a-tetradecahydro-1H-cyclopenta[i]phenanthridine-1-carboxamide
0.0000001 - 0.0000036
(1S,9aR,11aS)-N-(diphenylmethyl)-6,9a,11a-trimethyl-7-oxo-2,3,3a,3b,4,5,7,8,9,9a,9b,10,11,11a-tetradecahydro-1H-cyclopenta[i]phenanthridine-1-carboxamide
0.00003
(1S,9aR,11aS)-N-(diphenylmethyl)-9a,11a-dimethyl-7-oxo-2,3,3a,3b,4,5,7,8,9,9a,9b,10,11,11a-tetradecahydro-1H-cyclopenta[i]phenanthridine-1-carboxamide
Homo sapiens
P18405
pH not specified in the publication, temperature not specified in the publication
0.0000014 - 0.000012
(1S,9aR,11aS)-N-tert-butyl-6,9a,11a-trimethyl-7-oxo-2,3,3a,3b,4,5,7,8,9,9a,9b,10,11,11a-tetradecahydro-1H-cyclopenta[i]phenanthridine-1-carboxamide
0.0000001 - 0.0000068
(1S,9aR,11aS)-N-[1-(4-chlorophenyl)cyclobutyl]-9a,11a-dimethyl-7-oxo-2,3,3a,3b,4,5,7,8,9,9a,9b,10,11,11a-tetradecahydro-1H-cyclopenta[i]phenanthridine-1-carboxamide
0.000004
(1S,9aR,11aS)-N-[2,5-bis(trifluoromethyl)phenyl]-9a,11a-dimethyl-7-oxo-2,3,3a,3b,4,5,7,8,9,9a,9b,10,11,11a-tetradecahydro-1H-cyclopenta[i]phenanthridine-1-carboxamide
Homo sapiens
P18405
pH not specified in the publication, temperature not specified in the publication
0.0000001 - 0.0000088
(1S,9aR,11aS)-N-[2-tert-butyl-5-(trifluoromethyl)phenyl]-9a,11a-dimethyl-7-oxo-2,3,3a,3b,4,5,7,8,9,9a,9b,10,11,11a-tetradecahydro-1H-cyclopenta[i]phenanthridine-1-carboxamide
0.00000012 - 0.00002
(1S,9aR,11aS)-N-[bis(4-chlorophenyl)methyl]-9a,11a-dimethyl-7-oxo-2,3,3a,3b,4,5,7,8,9,9a,9b,10,11,11a-tetradecahydro-1H-cyclopenta[i]phenanthridine-1-carboxamide
0.0000018 - 0.000014
(1S,9aS,11aS)-N,N-diethyl-8,9a,11a-trimethyl-7-oxo-2,3,3a,3b,4,5,7,9a,9b,10,11,11a-dodecahydro-1H-cyclopenta[i]phenanthridine-1-carboxamide
0.00058 - 0.00163
(20E)-20-(hydroxyimino)pregn-4-en-3-one
0.0003 - 0.00195
(21E)-21-(hydroxyimino)pregn-4-en-3-one
0.0000033 - 0.000036
(22R,S)-N-(1,1,1-trifluoro-2-phenylprop-2-yl)-3-oxo-4-aza-5-androst-1-ene-17-carboxamide
0.0000005 - 0.000005
(2R,3R,10aR,12aS)-2,10a,12a-trimethyl-1,8-dioxo-3-phenyl-1,2,3,4,4a,4b,8,9,10,10a,10b,11,12,12a-tetradecahydrochrysen-2-yl (2-fluorophenyl)acetate
0.0000007
(2R,3R,10aR,12aS)-2,10a,12a-trimethyl-1,8-dioxo-3-phenyl-1,2,3,4,4a,4b,8,9,10,10a,10b,11,12,12a-tetradecahydrochrysen-2-yl (3-fluorophenyl)acetate
Homo sapiens
-
pH not specified in the publication, temperature not specified in the publication
0.00031
(2R,3R,10aR,12aS)-2,10a,12a-trimethyl-1,8-dioxo-3-phenyl-1,2,3,4,4a,4b,8,9,10,10a,10b,11,12,12a-tetradecahydrochrysen-2-yl phenylacetate
Homo sapiens
-
pH not specified in the publication, temperature not specified in the publication
0.0000018
(3beta)-6,20-dioxopregna-4,16-dien-3-yl 3-bromopropanoate
Homo sapiens
P18405
pH not specified in the publication, temperature not specified in the publication; pH not specified in the publication, temperature not specified in the publication
0.000014
(3beta)-6,20-dioxopregna-4,16-dien-3-yl 3-chloropropanoate
Homo sapiens
P18405
pH not specified in the publication, temperature not specified in the publication; pH not specified in the publication, temperature not specified in the publication
0.00001
(3beta)-6,20-dioxopregna-4,16-dien-3-yl 3-iodopropanoate
Homo sapiens
P18405
pH not specified in the publication, temperature not specified in the publication; pH not specified in the publication, temperature not specified in the publication
0.000007
(4-[[1-(dicyclohexylacetyl)piperidin-4-ylidene]methyl]-3-fluorophenyl)acetic acid
Homo sapiens
P18405
pH not specified in the publication, temperature not specified in the publication
0.000006
(4-[[1-(dicyclohexylacetyl)piperidin-4-ylidene]methyl]phenyl)acetic acid
Homo sapiens
P18405
pH not specified in the publication, temperature not specified in the publication
0.0000049
(4alpha,5alpha)-3,20-dioxo-4,5-epoxypregnan-17-yl 4-bromobenzoate
Homo sapiens
-
pH not specified in the publication, temperature not specified in the publication
0.000013
(4alpha,5alpha)-3,20-dioxo-4,5-epoxypregnan-17-yl benzoate
Homo sapiens
-
pH not specified in the publication, temperature not specified in the publication
0.000006 - 0.0014
(4aR,10bR)-4,10b-dimethyl-8-[(E)-2-phenylethenyl]-1,4,4a,5,6,10b-hexahydrobenzo[f]quinolin-3(2H)-one
0.000011
(4aR,10bR)-4,8-dimethyl-1,4,4a,5,6,10b-hexahydrobenzo[f]quinolin-3(2H)-one
Homo sapiens
P18405
pH not specified in the publication, temperature not specified in the publication
0.00001 - 0.000059
(4aR,10bR)-8-(furan-2-yl)-4,10b-dimethyl-1,4,4a,5,6,10b-hexahydrobenzo[f]quinolin-3(2H)-one
0.000035
(4aR,10bR)-8-bromo-4-methyl-1,4,4a,5,6,10b-hexahydrobenzo[f]quinolin-3(2H)-one
Homo sapiens
P18405
pH not specified in the publication, temperature not specified in the publication
0.00006
(4aR,10bR)-8-chloro-1,4,4a,5,6,10b-hexahydrobenzo[f]quinolin-3(2H)-one
Homo sapiens
P18405
pH not specified in the publication, temperature not specified in the publication
0.000017
(4aR,10bR)-8-chloro-4,10b-dimethyl-1,4,4a,5,6,10b-hexahydrobenzo[f]quinolin-3(2H)-one
Homo sapiens
P18405
pH not specified in the publication, temperature not specified in the publication
0.000183
(4aR,10bR)-8-chloro-4,10b-dimethyl-1,4,4a,5,6,10b-hexahydrobenzo[f]quinoline-3(2H)-thione
Homo sapiens
P18405
pH not specified in the publication, temperature not specified in the publication
0.000008 - 0.01
(4aR,10bR)-8-chloro-4-methyl-1,4,4a,5,6,10b-hexahydrobenzo[f]quinolin-3(2H)-one
0.000035
(4aR,10bR)-8-fluoro-4-methyl-1,4,4a,5,6,10b-hexahydrobenzo[f]quinolin-3(2H)-one
Homo sapiens
P18405
pH not specified in the publication, temperature not specified in the publication
0.000006 - 0.0013
(4aR,10bR)-8-[(E)-2-(isoquinolin-4-yl)ethenyl]-4,10b-dimethyl-1,4,4a,5,6,10b-hexahydrobenzo[f]quinolin-3(2H)-one
0.0000029 - 0.000074
(4aR,5S,6aS,11aR)-N-(diphenylmethyl)-5-hydroxy-1,4a,6a,10-tetramethyl-2-oxo-2,4a,4b,5,6,6a,7,8,9,9a,9b,10,11,11a-tetradecahydro-1H-indeno[5,4-f]quinoline-7-carboxamide
0.00000055 - 0.00005
(4aR,5S,6aS,11aR)-N-(diphenylmethyl)-5-hydroxy-4a,6a,10-trimethyl-2-oxo-2,4a,4b,5,6,6a,7,8,9,9a,9b,10,11,11a-tetradecahydro-1H-indeno[5,4-f]quinoline-7-carboxamide
0.0000006 - 0.000147
(4aR,6aR)-1,4a,6a,10-tetramethyl-7-(6-methylheptan-2-yl)-1,3,4,4a,4b,5,6,6a,7,8,9,9a,9b,10-tetradecahydro-2H-indeno[5,4-f]quinolin-2-one
0.000002 - 0.000125
(4aR,6aR)-1,4a,6a,10-tetramethyl-7-(6-methylheptan-2-yl)-1,4a,4b,5,6,6a,7,8,9,9a,9b,10,11,11a-tetradecahydro-2H-indeno[5,4-f]quinolin-2-one
0.0000054 - 0.0000084
(4aR,6aR)-1,4a,6a-trimethyl-7-(6-methylheptan-2-yl)-10-propyl-1,3,4,4a,4b,5,6,6a,7,8,9,9a,9b,11a-tetradecahydro-2H-indeno[5,4-f]quinolin-2-one
0.0000017 - 0.000218
(4aR,6aR)-1,4a,6a-trimethyl-7-(6-methylheptan-2-yl)hexadecahydro-2H-indeno[5,4-f]quinolin-2-one
0.0000057 - 0.00033
(4aR,6aR)-10-ethyl-1,4a,6a-trimethyl-7-(6-methylheptan-2-yl)hexadecahydro-2H-indeno[5,4-f]quinolin-2-one
0.0000016 - 0.000298
(4aR,6aR)-4a,6a,10-trimethyl-7-(6-methylheptan-2-yl)-1,4a,4b,5,6,6a,7,8,9,9a,9b,10,11,11a-tetradecahydro-2H-indeno[5,4-f]quinolin-2-one
0.000014
(4aR,6aS,11aR)-1,4a,6a,10-tetramethyl-2-oxo-N-(4,4,4-trifluoro-2-methyl-3-oxobutan-2-yl)-2,4a,4b,5,6,6a,7,8,9,9a,9b,10,11,11a-tetradecahydro-1H-indeno[5,4-f]quinoline-7-carboxamide
Homo sapiens
P18405
pH not specified in the publication, temperature not specified in the publication; pH not specified in the publication, temperature not specified in the publication
0.000016
(4aR,6aS,11aR)-1,4a,6a,10-tetramethyl-2-oxo-N-(4,4,4-trifluoro-3-oxobutan-2-yl)-2,4a,4b,5,6,6a,7,8,9,9a,9b,10,11,11a-tetradecahydro-1H-indeno[5,4-f]quinoline-7-carboxamide
Homo sapiens
P18405
pH not specified in the publication, temperature not specified in the publication; pH not specified in the publication, temperature not specified in the publication
0.000008
(4aR,6aS,11aR)-1,4a,6a,10-tetramethyl-N-(2-methyl-4-oxopentan-3-yl)-2-oxo-2,4a,4b,5,6,6a,7,8,9,9a,9b,10,11,11a-tetradecahydro-1H-indeno[5,4-f]quinoline-7-carboxamide
Homo sapiens
P18405
pH not specified in the publication, temperature not specified in the publication; pH not specified in the publication, temperature not specified in the publication
0.000036 - 0.000262
(4aR,6aS,11aR)-N-(2-cyanopropan-2-yl)-1,4a,6a,10-tetramethyl-2-oxo-2,4a,4b,5,6,6a,7,8,9,9a,9b,10,11,11a-tetradecahydro-1H-indeno[5,4-f]quinoline-7-carboxamide
0.00003 - 0.00021
(4aR,6aS,7S)-1,4a,6a-trimethyl-2,5-dioxo-N-phenyl-2,4a,4b,5,6,6a,7,8,9,9a,9b,10,11,11a-tetradecahydro-1H-indeno[5,4-f]quinoline-7-carboxamide
0.000005 - 0.000011
(4aR,6aS,7S)-1,4a,6a-trimethyl-2,5-dioxo-N-phenylhexadecahydro-1H-indeno[5,4-f]quinoline-7-carboxamide
0.000002 - 0.000007
(4aR,6aS,7S)-1,4a,6a-trimethyl-2,5-dioxo-N-[2-(trifluoromethyl)phenyl]-2,4a,4b,5,6,6a,7,8,9,9a,9b,10,11,11a-tetradecahydro-1H-indeno[5,4-f]quinoline-7-carboxamide
0.0000002 - 0.000013
(4aR,6aS,7S)-4a,6a-dimethyl-2,5-dioxo-N-phenyl-2,4a,4b,5,6,6a,7,8,9,9a,9b,10,11,11a-tetradecahydro-1H-indeno[5,4-f]quinoline-7-carboxamide
0.000015 - 0.00041
(4aR,6aS,7S)-4a,6a-dimethyl-2,5-dioxo-N-phenylhexadecahydro-1H-indeno[5,4-f]quinoline-7-carboxamide
0.00005 - 0.00012
(4aR,6aS,7S)-N,1,4a,6a-tetramethyl-2,5-dioxo-N-phenyl-2,4a,4b,5,6,6a,7,8,9,9a,9b,10,11,11a-tetradecahydro-1H-indeno[5,4-f]quinoline-7-carboxamide
0.00002 - 0.00042
(4aR,6aS,7S)-N,4a,6a-trimethyl-2,5-dioxo-N-phenyl-2,4a,4b,5,6,6a,7,8,9,9a,9b,10,11,11a-tetradecahydro-1H-indeno[5,4-f]quinoline-7-carboxamide
0.000006 - 0.00001
(4aR,6aS,7S)-N-(2-chlorophenyl)-1,4a,6a-trimethyl-2,5-dioxo-2,4a,4b,5,6,6a,7,8,9,9a,9b,10,11,11a-tetradecahydro-1H-indeno[5,4-f]quinoline-7-carboxamide
0.00002
(4aR,6aS,7S)-N-[2,5-bis(trifluoromethyl)phenyl]-1,4a,6a-trimethyl-2,5-dioxo-2,4a,4b,5,6,6a,7,8,9,9a,9b,10,11,11a-tetradecahydro-1H-indeno[5,4-f]quinoline-7-carboxamide
Homo sapiens
P18405
pH not specified in the publication, temperature not specified in the publication
0.001218 - 0.001611
(4aR,6aS,7S,11aR)-1,4a,6a-trimethyl-N-(3-methylbutanoyl)-2-oxo-N-(propan-2-yl)-2,4a,4b,5,6,6a,7,8,9,9a,9b,10,11,11a-tetradecahydro-1H-indeno[5,4-f]quinoline-7-carboxamide
0.000053 - 0.000381
(4aR,6aS,7S,11aR)-1,4a,6a-trimethyl-N-(3-methylbutanoyl)-2-oxo-N-(propan-2-yl)hexadecahydro-1H-indeno[5,4-f]quinoline-7-carboxamide
0.0000009 - 0.000154
(4aR,6aS,7S,11aR)-4a,6a-dimethyl-2-oxo-N-(4,4,4-trifluoro-3-oxobutan-2-yl)-2,4a,4b,5,6,6a,7,8,9,9a,9b,10,11,11a-tetradecahydro-1H-indeno[5,4-f]quinoline-7-carboxamide
0.001553 - 0.001554
(4aR,6aS,7S,11aR)-4a,6a-dimethyl-N-(3-methylbutanoyl)-2-oxo-N-(propan-2-yl)-2,4a,4b,5,6,6a,7,8,9,9a,9b,10,11,11a-tetradecahydro-1H-indeno[5,4-f]quinoline-7-carboxamide
0.000227 - 0.001218
(4aR,6aS,7S,11aR)-4a,6a-dimethyl-N-(3-methylbutanoyl)-2-oxo-N-(propan-2-yl)hexadecahydro-1H-indeno[5,4-f]quinoline-7-carboxamide
0.000055 - 0.000212
(4aR,6aS,7S,11aR)-N-(3,3-dimethylpentanoyl)-1,4a,6a-trimethyl-N-(2-methylbutan-2-yl)-2-oxohexadecahydro-1H-indeno[5,4-f]quinoline-7-carboxamide
0.000001 - 0.000033
(4aR,6aS,7S,11aR)-N-(diphenylmethyl)-1,4a,6a-trimethyl-2,5-dioxohexadecahydro-1H-indeno[5,4-f]quinoline-7-carboxamide
0.0000016 - 0.000074
(4aR,6aS,7S,11aR)-N-(diphenylmethyl)-4a,6a-dimethyl-2,5-dioxo-2,4a,4b,5,6,6a,7,8,9,9a,9b,10,11,11a-tetradecahydro-1H-indeno[5,4-f]quinoline-7-carboxamide
0.0000001 - 0.000039
(4aR,6aS,7S,11aR)-N-(diphenylmethyl)-4a,6a-dimethyl-2,5-dioxohexadecahydro-1H-indeno[5,4-f]quinoline-7-carboxamide
0.000041 - 0.000212
(4aR,6aS,7S,11aR)-N-cyclohexyl-N-(cyclohexylacetyl)-1,4a,6a-trimethyl-2-oxohexadecahydro-1H-indeno[5,4-f]quinoline-7-carboxamide
0.0000005 - 0.0000081
(4aR,6aS,7S,11aR)-N-[2,5-bis(trifluoromethyl)phenyl]-4a,6a-dimethyl-2-oxo-2,4a,4b,5,6,6a,7,8,9,9a,9b,10,11,11a-tetradecahydro-1H-indeno[5,4-f]quinoline-7-carboxamide
0.0000019
(4aS,6aS,7S,11aR)-4a,6a-dimethyl-2,3,4,4a,5,6,6a,7,8,9,9a,10,11,11a-tetradecahydro-1H-indeno[5,4-f]isoquinolin-7-ol
Homo sapiens
P18405
pH not specified in the publication, temperature not specified in the publication
0.0000004 - 0.001
(4aS,6aS,7S,11aS)-4a,6a-dimethyl-2-oxo-N,N-diphenyl-2,3,4,4a,5,6,6a,7,8,9,9a,10,11,11a-tetradecahydro-1H-indeno[4,5-h]isoquinoline-7-carboxamide
0.00002 - 0.0000246
(4aS,6aS,7S,11aS)-4a,6a-dimethyl-2-oxo-N-phenyl-2,3,4,4a,5,6,6a,7,8,9,9a,10,11,11a-tetradecahydro-1H-indeno[4,5-h]isoquinoline-7-carboxamide
0.0000001 - 0.0000056
(4aS,6aS,7S,11aS)-4a,6a-dimethyl-2-oxo-N-[2-(trifluoromethyl)phenyl]-2,3,4,4a,5,6,6a,7,8,9,9a,10,11,11a-tetradecahydro-1H-indeno[4,5-h]isoquinoline-7-carboxamide
0.0000252 - 0.00035
(4aS,6aS,7S,11aS)-4a,6a-dimethyl-7-[methyl(phenyl)carbamoyl]-2-oxo-2,3,4,4a,5,6,6a,7,8,9,9a,10,11,11a-tetradecahydro-1H-indeno[4,5-h]isoquinolinium
0.0000001 - 0.00012
(4aS,6aS,7S,11aS)-N,N-di(1H-indol-1-yl)-4a,6a-dimethyl-2-oxo-2,3,4,4a,5,6,6a,7,8,9,9a,10,11,11a-tetradecahydro-1H-indeno[4,5-h]isoquinoline-7-carboxamide
0.0000002 - 0.000014
(4aS,6aS,7S,11aS)-N-(biphenyl-3-yl)-4a,6a-dimethyl-2-oxo-2,3,4,4a,5,6,6a,7,8,9,9a,10,11,11a-tetradecahydro-1H-indeno[4,5-h]isoquinoline-7-carboxamide
0.000000063
(5alpha,6alpha)-20-oxo-5,6-epoxypregn-16-en-3-yl acetate
Homo sapiens
-
pH not specified in the publication, temperature not specified in the publication
0.0000017 - 0.000003
(5alpha17beta)-17-N,N-diethylcarbamoyl-4-methyl-4-aza-5-androstan-3-one
0.000174 - 0.000477
(5aR,9aR,11aS)-1-(3,3-dimethylbutanoyl)-6,9a,11a-trimethyl-1,2,3,3a,3b,4,5,5a,6,9a,9b,10,11,11a-tetradecahydro-7H-indolo[5,4-f]quinolin-7-one
0.0000036
(5aR,9aR,11aS)-1-(3,3-dimethylbutanoyl)-6,9a,11a-trimethylhexadecahydro-7H-indolo[5,4-f]quinolin-7-one
Homo sapiens
P18405
pH not specified in the publication, temperature not specified in the publication
0.0000103 - 0.000765
(5aR,9aR,11aS)-1-(3,3-dimethylbutanoyl)-9a,11a-dimethyl-1,2,3,3a,3b,4,5,5a,6,9a,9b,10,11,11a-tetradecahydro-7H-indolo[5,4-f]quinolin-7-one
0.0000401 - 0.0022
(5aR,9aR,11aS)-1-(3,3-dimethylbutanoyl)-9a,11a-dimethylhexadecahydro-7H-indolo[5,4-f]quinolin-7-one
0.012
(6aR,7S,9aR,11aS)-7-hydroxy-1,9a,11a-trimethylhexadecahydro-2H-indeno[5,4-f]quinolin-2-one
Homo sapiens
P18405
pH not specified in the publication, temperature not specified in the publication; pH not specified in the publication, temperature not specified in the publication
0.015
(6aS,10aS,12aS)-1,10a,12a-trimethylhexadecahydronaphtho[2,1-f]quinoline-2,8-dione
Homo sapiens
P18405
pH not specified in the publication, temperature not specified in the publication; pH not specified in the publication, temperature not specified in the publication
0.004
(6aS,8S,10aS,12aS)-8-hydroxy-1,10a,12a-trimethylhexadecahydronaphtho[2,1-f]quinolin-2(1H)-one
Homo sapiens
P18405
pH not specified in the publication, temperature not specified in the publication; pH not specified in the publication, temperature not specified in the publication
0.000318
(7aR,9aS,10S)-N,N-diethyl-7a,9a-dimethyl-5-oxo-1,2,3,5,6,7,7a,7b,8,9,9a,10,11,12,12a,12b-hexadecahydrobenzo[b]indeno[5,4-d]azepine-10-carboxamide
Homo sapiens
P18405
pH not specified in the publication, temperature not specified in the publication; pH not specified in the publication, temperature not specified in the publication
0.000279 - 0.002
(7aS,8S,12aR)-7a-methyl-8-(phenylamino)-5a,6,7,7a,8,9,10,10a,10b,11,12,12a-dodecahydrocyclopenta[f]pyrido[1,2-a]quinolin-2(1H)-one
0.000247 - 0.000913
(7aS,8S,12aR)-8-[benzyl(phenyl)amino]-7a-methyl-5a,6,7,7a,8,9,10,10a,10b,11,12,12a-dodecahydrocyclopenta[f]pyrido[1,2-a]quinolin-2(1H)-one
0.00046 - 0.001134
(8a,9b,10x,14x)-N-tert-butyl-3-oxoestr-4-ene-17-carboxamide
0.04
(8R,9aS,11aS)-1,9a,11a-trimethyl-2-oxo-N,N-di(propan-2-yl)hexadecahydro-1H-indeno[5,4-f]quinoline-8-carboxamide
Homo sapiens
P18405
pH not specified in the publication, temperature not specified in the publication; pH not specified in the publication, temperature not specified in the publication
0.000052 - 0.007
(9aR,11aS)-1-(3,3-dimethylbutanoyl)-6,9a,11a-trimethyl-1,2,3,3a,3b,4,6,8,9,9a,9b,10,11,11a-tetradecahydro-7H-indolo[5,4-f]quinolin-7-one
0.0000017 - 0.0000046
(S)-4-[1-[4-[[1-(4-isobutylphenyl)butyl]oxy]benzoyl]indolizin-3-yl]-butyric acid
0.0000046
(S)-4-[1-[4-[[1-(4-isobutylphenyl)butyl]oxy]benzoyl]indolizin-3-yl]butyric acid
Homo sapiens
P18405
pH not specified in the publication, temperature not specified in the publication; pH not specified in the publication, temperature not specified in the publication
0.0065
1,4,5,6-tetrahydrobenzo[f]quinolin-3(2H)-one
Homo sapiens
P18405
pH not specified in the publication, temperature not specified in the publication
0.0000273
1-cyclopropyl-3-ethyl-1-[(4aR,6aS,7S,11aR)-1,4a,6a-trimethyl-2-oxohexadecahydro-1H-indeno[5,4-f]quinolin-7-yl]urea
Homo sapiens
P18405
pH not specified in the publication, temperature not specified in the publication
0.0000005
1-cyclopropyl-3-methyl-1-[(4aR,6aS,7S,11aR)-1,4a,6a,10-tetramethyl-2-oxohexadecahydro-1H-indeno[5,4-f]quinolin-7-yl]urea
Homo sapiens
P18405
pH not specified in the publication, temperature not specified in the publication; pH not specified in the publication, temperature not specified in the publication
0.0000023
1-cyclopropyl-3-phenyl-1-[(4aR,6aS,7S,11aR)-1,4a,6a,10-tetramethyl-2-oxohexadecahydro-1H-indeno[5,4-f]quinolin-7-yl]urea
Homo sapiens
P18405
pH not specified in the publication, temperature not specified in the publication; pH not specified in the publication, temperature not specified in the publication
0.0000013 - 0.0000115
1-cyclopropyl-3-phenyl-1-[(4aR,6aS,7S,11aR)-1,4a,6a-trimethyl-2-oxohexadecahydro-1H-indeno[5,4-f]quinolin-7-yl]urea
0.002477
1-methyl-5-phenylpiperidin-2-one
Homo sapiens
P18405
pH not specified in the publication, temperature not specified in the publication
0.000107 - 0.000617
1-methyl-5-[4-[(E)-2-phenylethenyl]phenyl]piperidin-2-one
0.000302 - 0.000579
1-methyl-5-[4-[(E)-phenyldiazenyl]phenyl]piperidin-2-one
0.00011
17-hydroxypregna-4,6-diene-3,20-dione
Homo sapiens
-
pH not specified in the publication, temperature not specified in the publication
0.0003
17beta-(N-tert-butylcarbamoyl)-4-aza-5alpha-androst-1-en-3-one
Homo sapiens
P18405
pH not specified in the publication, temperature not specified in the publication
0.0000017 - 0.0000019
17beta-N,N-diethylcarbamoyl-4-methyl-4-aza-5alpha-androstan-3-one
0.0000024 - 0.000041
17beta-N-(2,5-bis(trifluoromethyl)-phenyl)-3-oxo-4-aza-5alpha-androst-1-ene-17-carboxamide
0.0000105 - 0.000582
2-methyl-N-phenyl-N-[(4aR,6aS,7S,11aR)-1,4a,6a-trimethyl-2-oxohexadecahydro-1H-indeno[5,4-f]quinolin-7-yl]propanamide
0.00049
2-oxo-8-(prop-2-en-1-yl)-2H-chromen-7-yl benzoate
Homo sapiens
P18405
pH not specified in the publication, temperature not specified in the publication
0.00005
3,20-dioxopregna-4,6-dien-17-yl (4-bromophenyl)carbamate
Homo sapiens
-
pH not specified in the publication, temperature not specified in the publication
0.000031 - 0.00037
3,20-dioxopregna-4,6-dien-17-yl 4-bromobenzoate
0.00009
3,20-dioxopregna-4,6-dien-17-yl 4-chlorobenzoate
Homo sapiens
-
pH not specified in the publication, temperature not specified in the publication
0.000026
3,20-dioxopregna-4,6-dien-17-yl 4-fluorobenzoate
Homo sapiens
-
pH not specified in the publication, temperature not specified in the publication
0.000063 - 0.00036
3,20-dioxopregna-4,6-dien-17-yl benzoate
0.00001
3,20-dioxopregna-4,6-dien-17-yl phenylcarbamate
Homo sapiens
-
pH not specified in the publication, temperature not specified in the publication
0.0000242
3-butyl-1-cyclopropyl-1-[(4aR,6aS,7S,11aR)-1,4a,6a-trimethyl-2-oxo-2,4a,4b,5,6,6a,7,8,9,9a,9b,10,11,11a-tetradecahydro-1H-indeno[5,4-f]quinolin-7-yl]urea
Homo sapiens
P18405
pH not specified in the publication, temperature not specified in the publication
0.0000053
3-butyl-1-cyclopropyl-1-[(4aR,6aS,7S,11aR)-1,4a,6a-trimethyl-2-oxohexadecahydro-1H-indeno[5,4-f]quinolin-7-yl]urea
Homo sapiens
P18405
pH not specified in the publication, temperature not specified in the publication
0.0000055
3-chloro-4-(4-[N-(4-phenoxybenzyl)amino] phenoxy)benzoic acid
Rattus norvegicus
-
pH not specified in the publication, temperature not specified in the publication
0.00001
3-chloro-4-(4-[N-(4-phenoxybenzyl)amino]phenoxy)benzoic acid
Homo sapiens
P18405
pH not specified in the publication, temperature not specified in the publication; pH not specified in the publication, temperature not specified in the publication
0.000073
3-chloro-4-([1-(4-phenoxybenzoyl)-1H-indol-5-yl]oxy)benzoic acid
Homo sapiens
P18405
pH not specified in the publication, temperature not specified in the publication; pH not specified in the publication, temperature not specified in the publication
0.0000053 - 0.000046
3-chloro-4-([1-(4-phenoxybenzyl)indolin-5-yl]oxy)benzoic acid
0.000073
3-chloro-4-[(1-(4-phenoxybenzoyl)-1H-indol-5-yl]oxy)benzoic acid
Rattus norvegicus
-
pH not specified in the publication, temperature not specified in the publication
0.0000032
3-cyclohexyl-1-cyclopropyl-1-[(4aR,6aS,7S,11aR)-1,4a,6a,10-tetramethyl-2-oxohexadecahydro-1H-indeno[5,4-f]quinolin-7-yl]urea
Homo sapiens
P18405
pH not specified in the publication, temperature not specified in the publication; pH not specified in the publication, temperature not specified in the publication
0.0000315
3-cyclohexyl-1-cyclopropyl-1-[(4aR,6aS,7S,11aR)-1,4a,6a-trimethyl-2-oxohexadecahydro-1H-indeno[5,4-f]quinolin-7-yl]urea
Homo sapiens
P18405
pH not specified in the publication, temperature not specified in the publication
0.000071
4'-[2-[di(propan-2-yl)amino]-2-oxoethoxy]-3',5'-di(propan-2-yl)biphenyl-4-carboxylic acid
Homo sapiens
P18405
pH not specified in the publication, temperature not specified in the publication
0.0000098
4'-[2-[di(propan-2-yl)amino]-2-oxoethoxy]-3'-fluoro-5'-nitrobiphenyl-4-carboxylic acid
Homo sapiens
P18405
pH not specified in the publication, temperature not specified in the publication
0.00513
4,4a,5,6,7,8,9,10-octahydro-3H-pyrido[1,2-a]quinolin-3-one
Homo sapiens
P18405
pH not specified in the publication, temperature not specified in the publication
0.00002 - 0.000137
4,8-dimethyl-1,2,5,6-tetrahydro-3H-pyrido[1,2-a]quinolin-3-one
0.000067
4-(1-benzyl-1H-indol-5-yl)benzoic acid
Homo sapiens
P18405
pH not specified in the publication, temperature not specified in the publication
0.0000096
4-(2-[1-(4,4'-dipropylbenzhydryl)indole-5-carboxamido]phenoxy)butyric acid
Rattus norvegicus
-
pH not specified in the publication, temperature not specified in the publication
0.00084
4-(3-(4-(N-methylacetamido)phenyl) pentan-3-yl) phenyldibenzylcarbamate
Homo sapiens
P18405
pH not specified in the publication, temperature not specified in the publication
0.00001 - 0.0063
4-(3-[[2,2-bis(4-chlorophenyl)-1,3-benzodioxol-5-yl]carbonyl]-2-methyl-1H-indol-1-yl)butanoic acid
0.000005
4-(4-benzoylphenoxy)benzoic acid
Homo sapiens
P18405
pH not specified in the publication, temperature not specified in the publication; pH not specified in the publication, temperature not specified in the publication
0.00000087
4-(biphenyl-4-yloxy)-2-chlorobenzoic acid
Homo sapiens
P18405
pH not specified in the publication, temperature not specified in the publication; pH not specified in the publication, temperature not specified in the publication
0.00000067
4-(biphenyl-4-yloxy)-2-fluorobenzoic acid
Homo sapiens
P18405
pH not specified in the publication, temperature not specified in the publication; pH not specified in the publication, temperature not specified in the publication
0.00000056
4-(biphenyl-4-yloxy)-3-methoxybenzoic acid
Homo sapiens
P18405
pH not specified in the publication, temperature not specified in the publication; pH not specified in the publication, temperature not specified in the publication
0.000045 - 0.00005
4-cyanoprogesterone
0.0000021
4-[(1-benzyl-1H-indol-5-yl)oxy]-3-chlorobenzoic acid
0.000005
4-[1-(6,6-dimethyl-6H-dibenzo[b,d]pyran-3-yl)methylindol-3-yl]-butyric acid
Rattus norvegicus
-
pH not specified in the publication, temperature not specified in the publication
0.0000379 - 0.00034
4-[2-(6-[[bis(4-fluorophenyl)methyl]carbamoyl]-1-benzofuran-2-yl)phenoxy]butanoic acid
0.000004 - 0.00004
4-[3-(4-[(1R)-1-[4-(2-methylpropyl)phenyl]ethoxy]benzoyl)-1H-indol-1-yl]butanoic acid
0.000023 - 0.000025
4-[3-([(2R)-2-methyl-2-[4-(2-methylpropyl)phenyl]-1,3-benzodioxol-5-yl]carbonyl)-1H-indol-1-yl]butanoic acid
0.0000019
4-[3-[3-[bis (4-isobutylphenyl)methyl amino] benzoyl]-lH-indol-l-yl] butyric acid
0.0000042
4-[3-[3-[bis(4-isobutylphenyl)methylamino]benzoyl]-lH-indol-l-yl]butyric acid
Rattus norvegicus
-
pH not specified in the publication, temperature not specified in the publication
0.00001
4-[4-(4-methylbenzoyl)phenoxy]benzoic acid
Homo sapiens
P18405
pH not specified in the publication, temperature not specified in the publication; pH not specified in the publication, temperature not specified in the publication
0.00038
4-[4-(tricyclo[3.3.1.13,7]dec-2-ylcarbamoyl)phenoxy]benzoic acid
Homo sapiens
P18405
pH not specified in the publication, temperature not specified in the publication; pH not specified in the publication, temperature not specified in the publication
0.00029
4-[[1-(2-propylpentanoyl)piperidin-4-ylidene]methyl]benzoic acid
Rattus norvegicus
-
pH not specified in the publication, temperature not specified in the publication
0.00054 - 0.00069
4-[[1-(biphenyl-4-ylcarbamoyl)piperidin-4-ylidene]methyl]benzoic acid
0.000011
4-[[1-(dicyclohexylacetyl)piperidin-4-ylidene]methyl]-3-fluorobenzoic acid
Homo sapiens
P18405
pH not specified in the publication, temperature not specified in the publication
0.00006 - 0.00008
4-[[1-(dicyclohexylacetyl)piperidin-4-ylidene]methyl]benzoic acid
0.00037 - 0.00344
4-[[1-(diphenylacetyl)piperidin-4-ylidene]methyl]benzoic acid
0.0000006 - 0.0000058
5-(2-ethyl-3-[3-[(4-hexylundecyl)amino]benzoyl]-1H-pyrrol-1-yl)pentanoate
0.00169 - 0.0123
5-(4-chlorophenyl)-1-methylpiperidin-2-one
0.00336
5-(4-chlorophenyl)-1-methylpiperidine-2-thione
Homo sapiens
P18405
pH not specified in the publication, temperature not specified in the publication
0.00000242 - 0.001
5-bromo-N-pentyl-N-[(4aR,6aS,7S,11aR)-1,4a,6a-trimethyl-2-oxohexadecahydro-1H-indeno[5,4-f]quinolin-7-yl]pentanamide
0.0000037
6,20-dioxopregn-4-en-3-yl 4-fluorobenzoate
Homo sapiens
P18405
pH not specified in the publication, temperature not specified in the publication; pH not specified in the publication, temperature not specified in the publication
0.000018
6,20-dioxopregna-4,16-dien-3-yl 3-bromopropanoate
Homo sapiens
-
pH not specified in the publication, temperature not specified in the publication
0.000014
6,20-dioxopregna-4,16-dien-3-yl 3-chloropropanoate
Homo sapiens
-
pH not specified in the publication, temperature not specified in the publication
0.00001
6,20-dioxopregna-4,16-dien-3-yl 3-iodopropanoate
Homo sapiens
-
pH not specified in the publication, temperature not specified in the publication
0.000003
6,20-dioxopregna-4,16-dien-3-yl 4-fluorobenzoate
Homo sapiens
P18405
pH not specified in the publication, temperature not specified in the publication; pH not specified in the publication, temperature not specified in the publication
0.000004
6,20-dioxopregna-4,16-dien-3-yl 4-methylbenzoate
Homo sapiens
P18405
pH not specified in the publication, temperature not specified in the publication; pH not specified in the publication, temperature not specified in the publication
0.000000065
6,20-dioxopregna-4,16-dien-3-yl acetate
Homo sapiens
-
pH not specified in the publication, temperature not specified in the publication
0.00000007
6,20-dioxopregna-4,16-dien-3-yl benzoate
Homo sapiens
-
pH not specified in the publication, temperature not specified in the publication
0.0000143
6,8-dimethyl-1,2,5,6-tetrahydro-3H-pyrido[1,2-a]quinolin-3-one
Homo sapiens
P18405
pH not specified in the publication, temperature not specified in the publication
0.000033
6-bromo-3,20-dioxopregna-4,6-dien-17-yl acetate
0.00097
6-chloro-3,20-dioxopregna-4,6-dien-17-yl 4-bromobenzoate
Homo sapiens
-
pH not specified in the publication, temperature not specified in the publication
0.00099
6-chloro-3,20-dioxopregna-4,6-dien-17-yl 4-chlorobenzoate
Homo sapiens
-
pH not specified in the publication, temperature not specified in the publication
0.00093
6-chloro-3,20-dioxopregna-4,6-dien-17-yl 4-fluorobenzoate
Homo sapiens
-
pH not specified in the publication, temperature not specified in the publication
0.00092
6-chloro-3,20-dioxopregna-4,6-dien-17-yl benzoate
Homo sapiens
-
pH not specified in the publication, temperature not specified in the publication
0.00075 - 0.00081
6-[3-(N,N-dicyclohexylaminocarbonyl)phenyl]-3,4-dihydro-naphthalene-2-carboxylic acid
0.0002
6-[4-(N,N-diisopropylamino-carbonyl)phenyl]naphthalene-2-carboxylic acid
Homo sapiens
P18405
pH not specified in the publication, temperature not specified in the publication
0.00068
6-[4-[di(propan-2-yl)carbamoyl]phenyl]-3,4-dihydronaphthalene-2-carboxylic acid
Homo sapiens
P18405
pH not specified in the publication, temperature not specified in the publication
0.0013
7-[(3-methylbut-2-en-1-yl)oxy]-2H-chromen-2-one
Homo sapiens
P18405
pH not specified in the publication, temperature not specified in the publication
0.000152 - 0.00034
7-[(E)-2-phenylethenyl]-9,10-dihydrophenanthrene-2-carboxylic acid
0.00099
8-allyl-7-hydroxycoumarin
Homo sapiens
P18405
pH not specified in the publication, temperature not specified in the publication
0.00006
8-bromo-4-methyl-1,4,5,6-tetrahydrobenzo[f]quinolin-3(2H)-one
Homo sapiens
P18405
pH not specified in the publication, temperature not specified in the publication
0.02
8-chloro-1,2,5,6,6a,7,8,9,10,10a-decahydro-3H-pyrido[1,2-a]quinolin-3-one
Homo sapiens
P18405
pH not specified in the publication, temperature not specified in the publication
0.000058
8-chloro-1,2,5,6,7,8,9,10-octahydro-3H-pyrido[1,2-a]quinolin-3-one
Homo sapiens
P18405
pH not specified in the publication, temperature not specified in the publication
0.000049
8-chloro-1,2,5,6-tetrahydro-3H-pyrido[1,2-a]quinolin-3-one
Homo sapiens
P18405
pH not specified in the publication, temperature not specified in the publication
0.00046
8-chloro-1,4,5,6-tetrahydrobenzo[f]quinolin-3(2H)-one
Homo sapiens
P18405
pH not specified in the publication, temperature not specified in the publication
0.000204
8-chloro-1-methyl-1,2,5,6-tetrahydro-3H-pyrido[1,2-a]quinolin-3-one
Homo sapiens
P18405
pH not specified in the publication, temperature not specified in the publication
0.000459
8-chloro-4,4a,5,6-tetrahydro-3H-pyrido[1,2-a]quinolin-3-one
Homo sapiens
P18405
pH not specified in the publication, temperature not specified in the publication
0.0000085
8-chloro-4,6-dimethyl-4,4a,5,6-tetrahydro-3H-pyrido[1,2-a]quinolin-3-one
Homo sapiens
P18405
pH not specified in the publication, temperature not specified in the publication
0.00003
8-chloro-4-methyl-1,4,5,6-tetrahydrobenzo[f]quinolin-3(2H)-one
Homo sapiens
P18405
pH not specified in the publication, temperature not specified in the publication
0.0000076
8-chloro-4-methyl-4,4a,5,6-tetrahydro-3H-pyrido[1,2-a]quinolin-3-one
Homo sapiens
P18405
pH not specified in the publication, temperature not specified in the publication
0.000176
8-methyl-1,2,5,6-tetrahydro-3H-pyrido[1,2-a]quinolin-3-one
Homo sapiens
P18405
pH not specified in the publication, temperature not specified in the publication
0.00003
epristeride
Homo sapiens
P18405
pH not specified in the publication, temperature not specified in the publication; pH not specified in the publication, temperature not specified in the publication
0.0046
estra-4,9(11)-diene-3,17-dione
Homo sapiens
P18405
pH not specified in the publication, temperature not specified in the publication
0.000013
ethyl 4-[2-[([1-[bis(4-propylphenyl)methyl]-1H-benzimidazol-5-yl]carbonyl)amino]phenoxy]butanoate
Rattus norvegicus
-
pH not specified in the publication, temperature not specified in the publication
0.000003 - 0.0003
finasteride
0.0000032
methyl (1S,9aR,11aS)-9a,11a-dimethyl-7-oxo-2,3,3a,3b,4,5,7,8,9,9a,9b,10,11,11a-tetradecahydro-1H-cyclopenta[i]phenanthridine-1-carboxylate
Homo sapiens
P18405
pH not specified in the publication, temperature not specified in the publication
0.00015
methyl(1S,9aR,11aS)-9a,11a-dimethyl-7-oxo-2,3,3a,3b,4,5,7,8,9,9a,9b,10,11,11a-tetradecahydro-1H-cyclopenta[i]phenanthridine-1-carboxylate
Homo sapiens
P18405
pH not specified in the publication, temperature not specified in the publication
0.0000018 - 0.0000039
N-(1,1,1,3,3,3-hexafluorophenylpropyl)-3-oxo-4-aza-5-androst-1-ene-17-carboxamide
0.00000235 - 0.0001
N-(3,3-dimethylbutyl)-N-[(4aR,6aS,7S,11aR)-1,4a,6a-trimethyl-2-oxohexadecahydro-1H-indeno[5,4-f]quinolin-7-yl]formamide
0.0000022
N-(3-methylbutan-2-yl)-N-[(4aR,6aS,7S,11aR)-1,4a,6a,10-tetramethyl-2-oxohexadecahydro-1H-indeno[5,4-f]quinolin-7-yl]formamide
Homo sapiens
P18405
pH not specified in the publication, temperature not specified in the publication; pH not specified in the publication, temperature not specified in the publication
0.00000219 - 0.0001
N-(3-methylbutyl)-N-[(4aR,6aS,7S,11aR)-1,4a,6a-trimethyl-2-oxohexadecahydro-1H-indeno[5,4-f]quinolin-7-yl]formamide
0.00000544 - 0.001
N-(4-methoxycyclohexyl)-2-methyl-N-[(4aR,6aS,7S,11aR)-1,4a,6a-trimethyl-2-oxohexadecahydro-1H-indeno[5,4-f]quinolin-7-yl]propanamide
0.0000026
N-butyl-N-[(4aR,6aS,7S,11aR)-1,4a,6a,10-tetramethyl-2-oxohexadecahydro-1H-indeno[5,4-f]quinolin-7-yl]formamide
Homo sapiens
P18405
pH not specified in the publication, temperature not specified in the publication; pH not specified in the publication, temperature not specified in the publication
0.00000957 - 0.000014
N-heptyl-N-[(4aR,6aS,7S,11aR)-1,4a,6a-trimethyl-2-oxohexadecahydro-1H-indeno[5,4-f]quinolin-7-yl]formamide
0.0000169 - 0.0000184
N-octyl-N-[(4aR,6aS,7S,11aR)-1,4a,6a-trimethyl-2-oxohexadecahydro-1H-indeno[5,4-f]quinolin-7-yl]formamide
0.0000018
N-pentyl-N-[(4aR,6aS,7S,11aR)-1,4a,6a,10-tetramethyl-2-oxohexadecahydro-1H-indeno[5,4-f]quinolin-7-yl]formamide
Homo sapiens
P18405
pH not specified in the publication, temperature not specified in the publication; pH not specified in the publication, temperature not specified in the publication
0.00000177 - 0.001
N-pentyl-N-[(4aR,6aS,7S,11aR)-1,4a,6a-trimethyl-2-oxohexadecahydro-1H-indeno[5,4-f]quinolin-7-yl]butanamide
0.00000091 - 0.0001
N-pentyl-N-[(4aR,6aS,7S,11aR)-1,4a,6a-trimethyl-2-oxohexadecahydro-1H-indeno[5,4-f]quinolin-7-yl]formamide
0.00000293 - 0.0000038
N-phenyl-N-[(4aR,6aS,7S,11aR)-1,4a,6a-trimethyl-2-oxohexadecahydro-1H-indeno[5,4-f]quinolin-7-yl]benzamide
0.0000051
N-propyl-N-[(4aR,6aS,7S,11aR)-1,4a,6a,10-tetramethyl-2-oxohexadecahydro-1H-indeno[5,4-f]quinolin-7-yl]formamide
Homo sapiens
P18405
pH not specified in the publication, temperature not specified in the publication; pH not specified in the publication, temperature not specified in the publication
0.00000305 - 0.0001
N-propyl-N-[(4aR,6aS,7S,11aR)-1,4a,6a-trimethyl-2-oxohexadecahydro-1H-indeno[5,4-f]quinolin-7-yl]formamide
0.000051 - 0.00006
N-[1,1,1-trifluoro-2-oxobut-3-yl]-3-oxo-4-aza-5-androst-1-ene-17-carboxamide
0.00000085
pregna-4,16-diene-3,6,20-trione
Homo sapiens
-
pH not specified in the publication, temperature not specified in the publication
0.0000001 - 0.00002
tricyclo[3.3.1.13,7]dec-2-yl (1S,9aR,11aS)-9a,11a-dimethyl-7-oxo-2,3,3a,3b,4,5,7,8,9,9a,9b,10,11,11a-tetradecahydro-1H-cyclopenta[i]phenanthridine-1-carboxylate
0.000005
[3-methyl-4-(4-phenoxybenzoyl)phenyl]acetic acid
Homo sapiens
P18405
pH not specified in the publication, temperature not specified in the publication
0.000023
[4-(4-phenoxybenzoyl)phenyl]acetic acid
Homo sapiens
P18405
pH not specified in the publication, temperature not specified in the publication
0.00006
[4-(biphenyl-4-yloxy)phenyl]acetic acid
Homo sapiens
P18405
pH not specified in the publication, temperature not specified in the publication; pH not specified in the publication, temperature not specified in the publication
0.000027
[4-[4-(4-bromophenoxy)benzoyl]phenyl]acetic acid
Homo sapiens
P18405
pH not specified in the publication, temperature not specified in the publication