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Information on EC 1.3.99.5 - 3-oxo-5alpha-steroid 4-dehydrogenase (acceptor) and Organism(s) Homo sapiens and UniProt Accession P31213
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1.3.99.5 3-oxo-5alpha-steroid 4-dehydrogenase (acceptor)IUBMB Comments
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+).
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Word Map
- 1.3.99.5
- androgen
- prostate
- dihydrotestosterone
- finasteride
- hyperplasia
- progesterone
- aromatase
-
steroidogenic
-
castrated
- dutasteride
-
neurosteroids
- genitalia
- alopecia
- 5alpha-dihydrotestosterone
- androstenedione
-
antiandrogenic
-
17beta-hydroxysteroid
- hypospadias
-
gabaa
- allopregnanolone
- 17beta-hsd
-
masculinization
-
androgenetic
-
tamsulosin
-
virilization
-
androgen-dependent
- cyp17a1
-
3alpha-hydroxysteroid
- hsd17b3
-
neuroactive
- pseudohermaphroditism
-
alpha-blocker
-
prostate-specific
- libido
-
bald
-
alpha1-adrenoceptors
-
bothersome
-
intraprostatic
-
micropenis
-
terazosin
-
doxazosin
- androstanediols
-
gonadectomized
-
urologist
-
3alpha
- hirsutism
- 3alpha-hsd
- androsterone
- medicine
- hsd3b1
- akr1c3
The taxonomic range for the selected organisms is: Homo sapiens
The expected taxonomic range for this enzyme is: Bacteria, Eukaryota
The expected taxonomic range for this enzyme is: Bacteria, Eukaryota
Synonyms
5alpha-reductase, srd5a2, srd5a1, 5alpha-r, steroid 5alpha-reductase, 5alpha-reductase type 2, 5alpha-reductase type 1, 5alphar1, 5alpha reductase, 5alphar2, 
more
topSYNONYM 
ORGANISM
UNIPROT
COMMENTARY 
LITERATURE
3-keto-DELTA4-steroid-5 alpha-reductase
-
-
-
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3-ketosteroid-DELTA4(5alpha)-dehydrogenase
-
-
-
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3-oxo-5alpha-steroid DELTA4-dehydrogenase
-
-
-
-
3-oxosteroid DELTA4-dehydrogenase
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-
-
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4-ene-3-ketosteroid-5alpha-oxidoreductase
-
-
-
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5 alpha-SR2
-
-
-
-
5alpha-reductase
5alphaR1
dehydrogenase, 3-oxo-5alphasteroid DELTA4-
-
-
-
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DELTA4(5alpha)DH
-
-
-
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DELTA4-3-keto steroid 5alpha-reductase
-
-
-
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DELTA4-3-ketosteroid 5alpha-oxidoreductase
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-
-
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DELTA4-3-oxo steroid reductase
-
-
-
-
DELTA4-3-oxosteroid-5alpha-reductase
-
-
-
-
DELTA4-5alpha-dehydrogenase
-
-
-
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S5AR
-
-
-
-
steroid 5alpha-reductase
-
-
-
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steroid DELTA4-5alpha-reductase
-
-
-
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testosterone 5alpha-reductase
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-
-
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REACTION TYPE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
redox reaction
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-
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oxidation
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-
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reduction
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PATHWAY SOURCE
PATHWAYS
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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
9036-43-5
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SUBSTRATE
PRODUCT
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate)
(Substrate)
LITERATURE
(Substrate)
(Substrate)
COMMENTARY
(Product)
(Product)
LITERATURE
(Product)
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
r=reversible
ir=irreversible
?=not specified
1-androstene-3,17-dione + acceptor
1,4-androstadiene-3,17-dione + reduced reduced acceptor
-
-
-
-
?
testosterone + reduced acceptor
5alpha-dihydrotestosterone + acceptor
-
-
-
-
?
5alpha-dihydrotestosterone + NADP+
testosterone + NADPH + H+
-
-
-
r
5alpha-dihydrotestosterone + NADP+
testosterone + NADPH + H+
the enzyme performs conversion of testosterone to 5alpha-dihydrotestosterone
-
-
r
5alpha-dihydrotestosterone + NADP+
testosterone + NADPH + H+
-
-
-
r
5alpha-dihydrotestosterone + NADP+
testosterone + NADPH + H+
-
the enzyme performs conversion of testosterone to 5alpha-dihydrotestosterone
-
-
r
5alpha-dihydrotestosterone + NADP+
testosterone + NADPH + H+
the enzyme performs conversion of testosterone to 5alpha-dihydrotestosterone
-
-
r
dihydrotestosterone + NADP+
testosterone + NADPH + H+
-
the enzyme performs conversion of testosterone to dihydrotestosterone
-
-
r
NATURAL SUBSTRATE
NATURAL PRODUCT
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate)
(Substrate)
LITERATURE
(Substrate)
(Substrate)
COMMENTARY
(Product)
(Product)
LITERATURE
(Product)
(Product)
REVERSIBILITY
r=reversible
ir=irreversible
?=not specified
r=reversible
ir=irreversible
?=not specified
5alpha-dihydrotestosterone + NADP+
testosterone + NADPH + H+
the enzyme performs conversion of testosterone to 5alpha-dihydrotestosterone
-
-
r
dihydrotestosterone + NADP+
testosterone + NADPH + H+
-
the enzyme performs conversion of testosterone to dihydrotestosterone
-
-
r
testosterone + reduced acceptor
5alpha-dihydrotestosterone + acceptor
-
-
-
-
?
5alpha-dihydrotestosterone + NADP+
testosterone + NADPH + H+
-
the enzyme performs conversion of testosterone to 5alpha-dihydrotestosterone
-
-
r
5alpha-dihydrotestosterone + NADP+
testosterone + NADPH + H+
the enzyme performs conversion of testosterone to 5alpha-dihydrotestosterone
-
-
r
COFACTOR
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
INHIBITOR
ORGANISM
UNIPROT
COMMENTARY
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
(11aR)-7-(1-hydroxypropan-2-yl)-1,4a,6a-trimethyltetradecahydrocyclopenta[5,6]naphtho[2,1-d][1,3]oxazin-2(1H)-one
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
(11aR)-N,N-diethyl-1,4a,6a-trimethyl-2-oxohexadecahydro-1H-indeno[5,4-f]quinoline-7-carboxamide
weak inhibition
(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 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 cyclopentylacetate
-
(16beta)-16-methyl-3,20-dioxopregna-4,6-dien-17-yl cyclopropanecarboxylate
-
(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)-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-[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
weak inhibitor
(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
-
(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
-
(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
(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 acetate
-
(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
-
(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-[[1-(dicyclohexylacetyl)piperidin-4-ylidene]methyl]-3-fluorophenyl)acetic acid
-
(4-[[1-(dicyclohexylacetyl)piperidin-4-ylidene]methyl]phenyl)acetic acid
-
(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
(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
(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
(4R)-5,10-seco-estra-4,5-diene-3,10,17-trione
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
(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
-
(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
-
(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-(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
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
-
2',3'-tetrahydrofuran-2'-spiro-17-(6-methylene-4-androsten-3-one)
i.e. L612,710
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
2-fluorophenyl 4-methyl-3-oxo-2,3,5,6-tetrahydro-1H-pyrido[1,2-a]quinoline-8-carboxylate
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
-
3-(2,4-dimethoxyphenyl)-5-methoxy-8,8-dimethyl-4H,8H-pyrano[2,3-f]chromen-4-one
-
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-([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
i.e. YM-36117
3-chloro-4-([1-(furan-2-ylmethyl)-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
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
-
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-(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
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-(methoxycarbonyl)phenyl 4-methyl-3-oxo-2,3,5,6-tetrahydro-1H-pyrido[1,2-a]quinoline-8-carboxylate
584% inhibition at 0.01 mM
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
4-methylphenyl 4-methyl-3-oxo-2,3,5,6-tetrahydro-1H-pyrido[1,2-a]quinoline-8-carboxylate
553% inhibition at 0.01 mM
4-[1-(6,6-dimethyl-6H-dibenzo[b,d]pyran-3-yl)methylindol-3-yl]-butyric acid
i.e. FR119680
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-([(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)methylamino]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-[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-(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
-
5-(2-ethyl-3-[3-[(4-hexylundecyl)amino]benzoyl]-1H-pyrrol-1-yl)pentanoate
-
5-(4-chlorophenyl)-1-methylpiperidine-2-thione
14% inhibition at 0.04 mM
5-bromo-N-pentyl-N-[(4aR,6aS,7S,11aR)-1,4a,6a-trimethyl-2-oxohexadecahydro-1H-indeno[5,4-f]quinolin-7-yl]pentanamide
-
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-hydroxy-9,10-dimethoxy-3,3-dimethyl-3H-chromeno[3,4-b]pyrano[2,3-h]chromen-7(13H)-one
-
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-carboxylic acid
-
6-[4-(N,N-diisopropylcarbamoyl) phenyl]-1H-quinolin-2-one
competitive inhibitor
6-[4-[di(propan-2-yl)carbamoyl]phenyl]-3,4-dihydronaphthalene-2-carboxylic acid
-
7-[(E)-2-phenylethenyl]-9,10-dihydrophenanthrene-2-carboxylic acid
-
catechin
from green tea, Camellia sinensis, is specific for SRD5alpha1 inhibition
ethyl 4-[2-[([1-[bis(4-propylphenyl)methyl]-1H-benzimidazol-5-yl]carbonyl)amino]phenoxy]butanoate
-
gamma-linolenic acid
a natural product found in oil of evening primrose, Oenothera biennis, oil and borage, Borago officinalis, inhibits SRD5alpha1 and SRD5alpha2
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
-
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
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-heptyl-N-[(4aR,6aS,7S,11aR)-1,4a,6a-trimethyl-2-oxohexadecahydro-1H-indeno[5,4-f]quinolin-7-yl]formamide
-
N-octyl-N-[(4aR,6aS,7S,11aR)-1,4a,6a-trimethyl-2-oxohexadecahydro-1H-indeno[5,4-f]quinolin-7-yl]formamide
-
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-[1,1,1-trifluoro-2-oxobut-3-yl]-3-oxo-4-aza-5-androst-1-ene-17-carboxamide
-
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
-
[(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
-
(10bR)-8-chloro-4,10b-dimethyl-1,4,6,10b-tetrahydrobenzo[f]quinoline-3(2H)-thione
-
(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
(11aR)-7-(1-hydroxypropan-2-yl)-1,4a,6a-trimethyltetradecahydrocyclopenta[5,6]naphtho[2,1-d][1,3]oxazin-2(1H)-one
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
(11aR)-N,N-diethyl-1,4a,6a-trimethyl-2-oxohexadecahydro-1H-indeno[5,4-f]quinoline-7-carboxamide
weak inhibition
(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 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 cyclopentylacetate
-
(16beta)-16-methyl-3,20-dioxopregna-4,6-dien-17-yl cyclopropanecarboxylate
-
(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)-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-[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
weak inhibitor
(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
-
(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
-
(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
(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
-
-
(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
-
(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-[[1-(dicyclohexylacetyl)piperidin-4-ylidene]methyl]-3-fluorophenyl)acetic acid
-
(4-[[1-(dicyclohexylacetyl)piperidin-4-ylidene]methyl]phenyl)acetic acid
-
(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
-
(4aR,10bR)-8-chloro-4-methyl-1,4,4a,5,6,10b-hexahydrobenzo[f]quinolin-3(2H)-one
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
(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,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
(4R)-5,10-seco-estra-4,5-diene-3,10,17-trione
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
(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,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
-
(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,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
-
(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-(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
-
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
-
1-methyl-5-[4-(phenylacetyl)phenyl]pyridin-2(1H)-one
61% inhibition at 0.010 mM
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
-
2',3'-tetrahydrofuran-2'-spiro-17-(6-methylene-4-androsten-3-one)
i.e. L612,710
2-(trifluoromethyl)phenyl 4-methyl-3-oxo-2,3,5,6-tetrahydro-1H-pyrido[1,2-a]quinoline-8-carboxylate
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
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-[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
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
-
3-butyl-1-cyclopropyl-1-[(4aR,6aS,7S,11aR)-1,4a,6a-trimethyl-2-oxohexadecahydro-1H-indeno[5,4-f]quinolin-7-yl]urea
-
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
i.e. YM-36117
3-chloro-4-([1-(furan-2-ylmethyl)-2,3-dihydro-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
-
3-fluorophenyl 4-methyl-3-oxo-2,3,5,6-tetrahydro-1H-pyrido[1,2-a]quinoline-8-carboxylate
160% inhibition at 0.010 mM
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
-
pH 5.5, isoform 2, 50% inhibition at 0.00047 mM, not inhibitory to isoform 1
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-(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
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-phenoxybenzoyl)benzoic acid
-
pH 5.5, isoform 2, 50% inhibition at 0.000053 mM, not inhibitory to isoform 1
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-(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
4-fluorophenyl 4-methyl-3-oxo-2,3,5,6-tetrahydro-1H-pyrido[1,2-a]quinoline-8-carboxylate
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
4-[1-(6,6-dimethyl-6H-dibenzo[b,d]pyran-3-yl)methylindol-3-yl]-butyric acid
i.e. FR119680
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
-
pH 5.5, isoform 2, 50% inhibition at 0.000131 mM, not inhibitory to isoform 1
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-[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-(benzyloxy)benzoyl]benzoic acid
-
pH 5.5, isoform 2, 50% inhibition at 0.000119 mM, not inhibitory to isoform 1
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
-
5-(2-ethyl-3-[3-[(4-hexylundecyl)amino]benzoyl]-1H-pyrrol-1-yl)pentanoate
-
5-bromo-N-pentyl-N-[(4aR,6aS,7S,11aR)-1,4a,6a-trimethyl-2-oxohexadecahydro-1H-indeno[5,4-f]quinolin-7-yl]pentanamide
-
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-hydroxy-9,10-dimethoxy-3,3-dimethyl-3H-chromeno[3,4-b]pyrano[2,3-h]chromen-7(13H)-one
-
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-carboxylate
-
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-[di(propan-2-yl)carbamoyl]phenyl]-3,4-dihydronaphthalene-2-carboxylic acid
-
7-[(E)-2-phenylethenyl]-9,10-dihydrophenanthrene-2-carboxylic acid
-
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-methyl-1,2,5,6-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-4,4a,5,6-tetrahydro-3H-pyrido[1,2-a]quinolin-3-one
-
ethyl 4-[2-[([1-[bis(4-propylphenyl)methyl]-1H-benzimidazol-5-yl]carbonyl)amino]phenoxy]butanoate
-
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
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
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-heptyl-N-[(4aR,6aS,7S,11aR)-1,4a,6a-trimethyl-2-oxohexadecahydro-1H-indeno[5,4-f]quinolin-7-yl]formamide
-
N-octyl-N-[(4aR,6aS,7S,11aR)-1,4a,6a-trimethyl-2-oxohexadecahydro-1H-indeno[5,4-f]quinolin-7-yl]formamide
-
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-[1,1,1-trifluoro-2-oxobut-3-yl]-3-oxo-4-aza-5-androst-1-ene-17-carboxamide
-
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
-
standardized extract of the plant Sabalis serrulata, 0.245 mg/ml result in 50% enzyme inhibition
-
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
-
[(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
-
pH 5.5, isoform 2, 50% inhibition at 0.000045 mM, not inhibitory to isoform 1
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
1-cyclopropyl-3-phenyl-1-[(4aR,6aS,7S,11aR)-1,4a,6a-trimethyl-2-oxohexadecahydro-1H-indeno[5,4-f]quinolin-7-yl]urea
56.3% inhibition at 100 nM in transfected SW-13 cells
6-[4-(N,N-diisopropylamino-carbonyl)phenyl]naphthalene-2-carboxylic acid
-
6-[4-(N,N-diisopropylamino-carbonyl)phenyl]naphthalene-2-carboxylic acid
uncompetitive
dutasteride
i.e. 17beta-N-(2,5-bis(trifluoromethyl)-phenyl)-3-oxo-4-aza-5alpha-androst-1-ene-17-carboxamide, a competitive inhibitor of both 5alpha-reductase type I and type II isozymes, reduces DHT levels over 90% following 1 year of oral administration
dutasteride
SRD5alpha2 and SRD5alpha1 both respond similarly to dutasteride
finasteride
i.e. 17beta-(N-tert-butylcarbamoyl)-4-aza-5alpha-androst-1-en-3-one, decreases the prostatic dihydrotestosterone level by 70-90% and reduces the prostatic size, inhibition mechanism, detailed overview
(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
-
(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 (2-fluorophenyl)acetate
-
dutasteride
i.e. 17beta-N-(2,5-bis(trifluoromethyl)-phenyl)-3-oxo-4-aza-5alpha-androst-1-ene-17-carboxamide, a competitive inhibitor of both 5alpha-reductase type I and type II isozymes, reduces DHT levels over 90% following 1 year of oral administration
finasteride
-
pH 5.5, isoform 2, 50% inhibition at 0.000005 mM, isoform 1, 50% inhibition at 0.051 mM
finasteride
-
i.e. 17beta-(N-tert-butylcarbamoyl)-4-aza-5alpha-androst-1-en-3-one or MK-906. A competitive inhibitor of 5alpha-reductase type II with 10fold higher affinity than type I due to formation of stable complex with enzyme
finasteride
i.e. 17beta-(N-tert-butylcarbamoyl)-4-aza-5alpha-androst-1-en-3-one, decreases the prostatic DHT level by 70-90% and reduces the prostatic size, inhibition mechanism, detailed overview
[3-methyl-4-(4-phenoxybenzoyl)phenyl]acetic acid
-
pH 5.5, isoform 2, 50% inhibition at 0.000027 mM, not inhibitory to isoform 1
[4-(4-phenoxybenzoyl)phenyl]acetic acid
-
pH 5.5, isoform 2, 50% inhibition at 0.000023 mM, not inhibitory to isoform 1
[4-[4-(4-bromophenoxy)benzoyl]phenyl]acetic acid
-
pH 5.5, isoform 2, 50% inhibition at 0.000005 mM, not inhibitory to isoform 1
additional information
4-aza-3-oxo-1-ene compounds are the major class of synthetic SRD5alpha inhibitors, they require a structure similar to 3-oxo-4-ene with a secondary 17beta-substituent to successfully bind to the SRD5alpha-NADPH or SRD5alpha-NADP+ complexes
-
additional information
steroidal and non-steroidal 5alpha-reductase inhibitors as they inhibit the conversion of testosterone to 5alpha-dihydrotestosterone, detailed overview. 4-Aza, 6-aza and charged 3-substituents derivatives are highly selective for type II enzyme. Potent inhibitors of steroid 5alpha-reductase are found among the transition state analogues as molecules mimicking the transition state of the enzymatic processes exhibit a greater binding to the enzyme and hence produce greater inhibition. The enzyme 5alpha-reductase binds the 3-keto-DELTA4 steroids in such a way that the carbonyl group is brought into vicinity of a positively charged centre on the enzyme whereby the conjugated ketone becomes activated. Poor inhibition by (4aS,6aS,7S,11aS)-7-hydroxy-4a,6a-dimethylhexadecahydro-2H-indeno[4,5-h]isoquinolin-2-one, (4aS,6aS,7S,11aS)-4a,6a-dimethylhexadecahydro-1H-indeno[4,5-h]isoquinolin-7-ol, and (4aS,6aS,7S,11aR)-7-hydroxy-4a,6a-dimethyl-1,2,4,4a,5,6,6a,7,8,9,9a,10,11,11a-tetradecahydro-3H-indeno[5,4-f]isoquinolin-3-one. No inhibition (17E)-17-(hydroxyimino)androst-5-en-3-ol, (20Z)-20-(hydroxyimino)pregn-5-en-3-ol, (20Z)-20-(hydroxyimino)pregna-5,16-dien-3-ol, 20-(hydroxyimino)pregna-5,14-dien-3-ol, and 20-(hydroxyimino)pregna-5,14,16-trien-3-ol, and by 2-[4-(1-methyl-6-oxo-1,6-dihydropyridin-3-yl)phenoxy]-N-(propan-2-yl)acetamide, 2-[4-(1-methyl-6-oxo-1,6-dihydropyridin-3-yl)phenoxy]-N-(prop-2-en-1-yl)acetamide, 2-[4-(1-methyl-6-oxopiperidin-3-yl)phenoxy]-N-(propan-2-yl)acetamide, 2-[4-(1,2-dimethyl-6-oxo-1,2,3,6-tetrahydropyridin-3-yl)phenoxy]-N-(propan-2-yl)acetamide, 1-methyl-5-[4-(phenylacetyl)phenyl]pyridin-2(1H)-one, 2-[[16-(acetylsulfanyl)hexadecanoyl]amino]ethyl (4Z)-6-([[4-(1-methyl-6-oxo-1,6-dihydropyridin-3-yl)phenoxy]acetyl]amino)hex-4-enoate, and 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, as well as 8-chloro-1,2,5,6,7,8,9,10-octahydro-3H-pyrido[1,2-a]quinolin-3-one and 8-chloro-1,2,5,6,6a,7,8,9,10,10a-decahydro-3H-pyrido[1,2-a]quinolin-3-one
-
additional information
steroidal and non-steroidal 5alpha-reductase inhibitors as they inhibit the conversion of testosterone to 5alpha-dihydrotestosterone, detailed overview. 4-Aza, 6-aza and charged 3-substituents derivatives are highly selective for type II enzyme. Potent inhibitors of steroid 5alpha-reductase are found among the transition state analogues as molecules mimicking the transition state of the enzymatic processes exhibit a greater binding to the enzyme and hence produce greater inhibition. The enzyme 5alpha-reductase binds the 3-keto-DELTA4 steroids in such a way that the carbonyl group is brought into vicinity of a positively charged centre on the enzyme whereby the conjugated ketone becomes activated. Poor inhibition by (4aS,6aS,7S,11aS)-7-hydroxy-4a,6a-dimethylhexadecahydro-2H-indeno[4,5-h]isoquinolin-2-one, (4aS,6aS,7S,11aS)-4a,6a-dimethylhexadecahydro-1H-indeno[4,5-h]isoquinolin-7-ol, and (4aS,6aS,7S,11aR)-7-hydroxy-4a,6a-dimethyl-1,2,4,4a,5,6,6a,7,8,9,9a,10,11,11a-tetradecahydro-3H-indeno[5,4-f]isoquinolin-3-one. No inhibition (17E)-17-(hydroxyimino)androst-5-en-3-ol, (20Z)-20-(hydroxyimino)pregn-5-en-3-ol, (20Z)-20-(hydroxyimino)pregna-5,16-dien-3-ol, 20-(hydroxyimino)pregna-5,14-dien-3-ol, and 20-(hydroxyimino)pregna-5,14,16-trien-3-ol, and by 2-[4-(1-methyl-6-oxo-1,6-dihydropyridin-3-yl)phenoxy]-N-(propan-2-yl)acetamide, 2-[4-(1-methyl-6-oxo-1,6-dihydropyridin-3-yl)phenoxy]-N-(prop-2-en-1-yl)acetamide, 2-[4-(1-methyl-6-oxopiperidin-3-yl)phenoxy]-N-(propan-2-yl)acetamide, 2-[4-(1,2-dimethyl-6-oxo-1,2,3,6-tetrahydropyridin-3-yl)phenoxy]-N-(propan-2-yl)acetamide, 1-methyl-5-[4-(phenylacetyl)phenyl]pyridin-2(1H)-one, 2-[[16-(acetylsulfanyl)hexadecanoyl]amino]ethyl (4Z)-6-([[4-(1-methyl-6-oxo-1,6-dihydropyridin-3-yl)phenoxy]acetyl]amino)hex-4-enoate, and 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, as well as 8-chloro-1,2,5,6,7,8,9,10-octahydro-3H-pyrido[1,2-a]quinolin-3-one and 8-chloro-1,2,5,6,6a,7,8,9,10,10a-decahydro-3H-pyrido[1,2-a]quinolin-3-one
-
additional information
-
steroidal and non-steroidal 5alpha-reductase inhibitors as they inhibit the conversion of testosterone to 5alpha-dihydrotestosterone, detailed overview. 4-Aza, 6-aza and charged 3-substituents derivatives are highly selective for type II enzyme. Potent inhibitors of steroid 5alpha-reductase are found among the transition state analogues as molecules mimicking the transition state of the enzymatic processes exhibit a greater binding to the enzyme and hence produce greater inhibition. The enzyme 5alpha-reductase binds the 3-keto-DELTA4 steroids in such a way that the carbonyl group is brought into vicinity of a positively charged centre on the enzyme whereby the conjugated ketone becomes activated. Poor inhibition by (4aS,6aS,7S,11aS)-7-hydroxy-4a,6a-dimethylhexadecahydro-2H-indeno[4,5-h]isoquinolin-2-one, (4aS,6aS,7S,11aS)-4a,6a-dimethylhexadecahydro-1H-indeno[4,5-h]isoquinolin-7-ol, and (4aS,6aS,7S,11aR)-7-hydroxy-4a,6a-dimethyl-1,2,4,4a,5,6,6a,7,8,9,9a,10,11,11a-tetradecahydro-3H-indeno[5,4-f]isoquinolin-3-one. No inhibition (17E)-17-(hydroxyimino)androst-5-en-3-ol, (20Z)-20-(hydroxyimino)pregn-5-en-3-ol, (20Z)-20-(hydroxyimino)pregna-5,16-dien-3-ol, 20-(hydroxyimino)pregna-5,14-dien-3-ol, and 20-(hydroxyimino)pregna-5,14,16-trien-3-ol, and by 2-[4-(1-methyl-6-oxo-1,6-dihydropyridin-3-yl)phenoxy]-N-(propan-2-yl)acetamide, 2-[4-(1-methyl-6-oxo-1,6-dihydropyridin-3-yl)phenoxy]-N-(prop-2-en-1-yl)acetamide, 2-[4-(1-methyl-6-oxopiperidin-3-yl)phenoxy]-N-(propan-2-yl)acetamide, 2-[4-(1,2-dimethyl-6-oxo-1,2,3,6-tetrahydropyridin-3-yl)phenoxy]-N-(propan-2-yl)acetamide, 1-methyl-5-[4-(phenylacetyl)phenyl]pyridin-2(1H)-one, 2-[[16-(acetylsulfanyl)hexadecanoyl]amino]ethyl (4Z)-6-([[4-(1-methyl-6-oxo-1,6-dihydropyridin-3-yl)phenoxy]acetyl]amino)hex-4-enoate, and 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, as well as 8-chloro-1,2,5,6,7,8,9,10-octahydro-3H-pyrido[1,2-a]quinolin-3-one and 8-chloro-1,2,5,6,6a,7,8,9,10,10a-decahydro-3H-pyrido[1,2-a]quinolin-3-one
-
additional information
-
design and optimization of steroidal structure as 5alpha-reductase inhibitors, rationalizing the molecular properties and 5alpha-reductase inhibitory activities, three-dimensional quantitative structure-activity relationship, 3D-QSAR, study and modeling, overview
-
additional information
steroidal and non-steroidal 5alpha-reductase inhibitors as they inhibit the conversion of testosterone to 5alpha-dihydrotestosterone, detailed overview. Inhibitors with 4-methyl-4-aza functionality are very potent for type I enzyme. Potent inhibitors of steroid 5alpha-reductase are found among the transition state analogues as molecules mimicking the transition state of the enzymatic processes exhibit a greater binding to the enzyme and hence produce greater inhibition. The enzyme 5alpha-reductase binds the 3-keto-DELTA4 steroids in such a way that the carbonyl group is brought into vicinity of a positively charged centre on the enzyme whereby the conjugated ketone becomes activated. Poor inhibition by (4aS,6aS,7S,11aS)-7-hydroxy-4a,6a-dimethylhexadecahydro-2H-indeno[4,5-h]isoquinolin-2-one, (4aS,6aS,7S,11aS)-4a,6a-dimethylhexadecahydro-1H-indeno[4,5-h]isoquinolin-7-ol, (4aS,6aS,7S,11aR)-7-hydroxy-4a,6a-dimethyl-1,2,4,4a,5,6,6a,7,8,9,9a,10,11,11a-tetradecahydro-3H-indeno[5,4-f]isoquinolin-3-one, and (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. No inhibition by (17E)-17-(hydroxyimino)androst-5-en-3-ol, (20Z)-20-(hydroxyimino)pregn-5-en-3-ol, (20Z)-20-(hydroxyimino)pregna-5,16-dien-3-ol, 20-(hydroxyimino)pregna-5,14-dien-3-ol, and 20-(hydroxyimino)pregna-5,14,16-trien-3-ol
-
additional information
steroidal and non-steroidal 5alpha-reductase inhibitors as they inhibit the conversion of testosterone to 5alpha-dihydrotestosterone, detailed overview. Inhibitors with 4-methyl-4-aza functionality are very potent for type I enzyme. Potent inhibitors of steroid 5alpha-reductase are found among the transition state analogues as molecules mimicking the transition state of the enzymatic processes exhibit a greater binding to the enzyme and hence produce greater inhibition. The enzyme 5alpha-reductase binds the 3-keto-DELTA4 steroids in such a way that the carbonyl group is brought into vicinity of a positively charged centre on the enzyme whereby the conjugated ketone becomes activated. Poor inhibition by (4aS,6aS,7S,11aS)-7-hydroxy-4a,6a-dimethylhexadecahydro-2H-indeno[4,5-h]isoquinolin-2-one, (4aS,6aS,7S,11aS)-4a,6a-dimethylhexadecahydro-1H-indeno[4,5-h]isoquinolin-7-ol, (4aS,6aS,7S,11aR)-7-hydroxy-4a,6a-dimethyl-1,2,4,4a,5,6,6a,7,8,9,9a,10,11,11a-tetradecahydro-3H-indeno[5,4-f]isoquinolin-3-one, and (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. No inhibition by (17E)-17-(hydroxyimino)androst-5-en-3-ol, (20Z)-20-(hydroxyimino)pregn-5-en-3-ol, (20Z)-20-(hydroxyimino)pregna-5,16-dien-3-ol, 20-(hydroxyimino)pregna-5,14-dien-3-ol, and 20-(hydroxyimino)pregna-5,14,16-trien-3-ol
-
additional information
-
steroidal and non-steroidal 5alpha-reductase inhibitors as they inhibit the conversion of testosterone to 5alpha-dihydrotestosterone, detailed overview. Inhibitors with 4-methyl-4-aza functionality are very potent for type I enzyme. Potent inhibitors of steroid 5alpha-reductase are found among the transition state analogues as molecules mimicking the transition state of the enzymatic processes exhibit a greater binding to the enzyme and hence produce greater inhibition. The enzyme 5alpha-reductase binds the 3-keto-DELTA4 steroids in such a way that the carbonyl group is brought into vicinity of a positively charged centre on the enzyme whereby the conjugated ketone becomes activated. Poor inhibition by (4aS,6aS,7S,11aS)-7-hydroxy-4a,6a-dimethylhexadecahydro-2H-indeno[4,5-h]isoquinolin-2-one, (4aS,6aS,7S,11aS)-4a,6a-dimethylhexadecahydro-1H-indeno[4,5-h]isoquinolin-7-ol, (4aS,6aS,7S,11aR)-7-hydroxy-4a,6a-dimethyl-1,2,4,4a,5,6,6a,7,8,9,9a,10,11,11a-tetradecahydro-3H-indeno[5,4-f]isoquinolin-3-one, and (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. No inhibition by (17E)-17-(hydroxyimino)androst-5-en-3-ol, (20Z)-20-(hydroxyimino)pregn-5-en-3-ol, (20Z)-20-(hydroxyimino)pregna-5,16-dien-3-ol, 20-(hydroxyimino)pregna-5,14-dien-3-ol, and 20-(hydroxyimino)pregna-5,14,16-trien-3-ol
-
additional information
-
synthesis, enzyme inhibitory, and cell cytotoxicity of pregnan compounds, IC50 values for growth inhibition, overview
-
additional information
-
green tea seed extract hydrolysate shows a good inhibition effect on HEK 293 cell lines on both type 1 and type 2 5alpha-reductase
-
additional information
-
hot water extract and 20% (v/v) ethanol extract of Curcuma longa significantly inhibit 5-alpha reductase activity
-
ACTIVATING COMPOUND
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
additional information
-
no regulation of enzyme isoform I expression by 1alpha,25-dihydroxyvitamin D3
-
KM VALUE [mM]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
additional information
additional information
under optimal conditions, SRD5alpha2 has a higher Vm/Km and a 1000fold greater affinity for steroid substrates than SRD5alpha1
-
0.0004
testosterone
-
type II isozyme, pH not specified in the publication, temperature not specified in the publication
0.01
testosterone
-
type I isozyme, pH not specified in the publication, temperature not specified in the publication
Ki VALUE [mM]
INHIBITOR
ORGANISM
UNIPROT
COMMENTARY
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
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
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
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
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
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
(7-chloro-3,4,4a,9-tetrahydrophenanthren-2-yl)phosphinic acid
pH not specified in the publication, temperature not specified in the publication
0.00009
6-[4-(N,N-diisopropylamino-carbonyl)phenyl]naphthalene-2-carboxylic acid
pH not specified in the publication, temperature not specified in the publication
0.0008
6-[4-(N,N-diisopropylcarbamoyl) phenyl]-1H-quinolin-2-one
pH not specified in the publication, temperature not specified in the publication
0.01
7-bromo-9,10-dihydrophenanthrene-2-carboxylic acid
pH not specified in the publication, temperature not specified in the publication
0.00026
7-chloro-3,4,4a,9-tetrahydrophenanthrene-2-carboxylic acid
pH not specified in the publication, temperature not specified in the publication
0.0025
7-chloro-9,10-dihydrophenanthrene-2-carboxylic acid
pH not specified in the publication, temperature not specified in the publication
0.01
9,10-dihydrophenanthrene-2-carboxylic acid
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
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
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
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
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
0.0019
(7-chloro-3,4,4a,9-tetrahydrophenanthren-2-yl)phosphinic acid
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
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
7-bromo-9,10-dihydrophenanthrene-2-carboxylic acid
pH not specified in the publication, temperature not specified in the publication
0.0012
7-chloro-3,4,4a,9-tetrahydrophenanthrene-2-carboxylic acid
pH not specified in the publication, temperature not specified in the publication
0.00032
7-chloro-9,10-dihydrophenanthrene-2-carboxylic acid
pH not specified in the publication, temperature not specified in the publication
0.000315
9,10-dihydrophenanthrene-2-carboxylic acid
pH not specified in the publication, temperature not specified in the publication
IC50 VALUE [mM]
INHIBITOR
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
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
pH not specified in the publication, temperature not specified in the publication
0.00000062
(16alpha,17beta)-17-hydroxy-16-methylandrost-4-en-3-one
Homo sapiens
pH not specified in the publication, temperature not specified in the publication
0.00000052
(17beta)-16-ethyl-17-hydroxyandrost-4-en-3-one
Homo sapiens
pH not specified in the publication, temperature not specified in the publication
0.000026
(17beta)-17-[di(propan-2-yl)carbamoyl]-4-fluoroandrost-3-ene-3-carboxylic acid
Homo sapiens
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
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
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
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
Homo sapiens
pH not specified in the publication, temperature not specified in the publication
0.000007
(17beta)-17-[di(propan-2-yl)carbamoyl]androsta-3,5,11-triene-3-carboxylic acid
Homo sapiens
pH not specified in the publication, temperature not specified in the publication
0.000007
(17beta)-17-[di(propan-2-yl)carbamoyl]androsta-3,5-diene-3-carboxylic acid
Homo sapiens
pH not specified in the publication, temperature not specified in the publication
0.00005
(17beta)-17-[di(propan-2-yl)carbamoyl]estra-3,5-diene-3-carboxylic acid
Homo sapiens
pH not specified in the publication, temperature not specified in the publication
0.000387
(17beta)-4-bromo-N-tert-butyl-3-oxoandrost-4-ene-17-carboxamide
Homo sapiens
pH not specified in the publication, temperature not specified in the publication
0.000437
(17beta)-N-tert-butyl-3-oxo-4-sulfanylandrost-4-ene-17-carboxamide
Homo sapiens
pH not specified in the publication, temperature not specified in the publication
0.000192
(17beta)-N-tert-butyl-4-chloro-3-oxoandrost-4-ene-17-carboxamide
Homo sapiens
pH not specified in the publication, temperature not specified in the publication
0.0000029
(17beta)-N-tert-butyl-4-cyano-3-oxoandrost-4-ene-17-carboxamide
Homo sapiens
pH not specified in the publication, temperature not specified in the publication
0.0000007
(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
Homo sapiens
pH not specified in the publication, temperature not specified in the publication
0.000001
(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
Homo sapiens
pH not specified in the publication, temperature not specified in the publication
0.000001
(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
pH not specified in the publication, temperature not specified in the publication
0.0000034
(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
Homo sapiens
pH not specified in the publication, temperature not specified in the publication
0.0000001
(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
Homo sapiens
below, pH not specified in the publication, temperature not specified in the publication
0.0000001
(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
below, pH not specified in the publication, temperature not specified in the publication
0.0000001
(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
Homo sapiens
below, pH not specified in the publication, temperature not specified in the publication
0.0000021
(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
Homo sapiens
pH not specified in the publication, temperature not specified in the publication
0.0000001
(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
Homo sapiens
below, pH not specified in the publication, temperature not specified in the publication
0.000009
(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
Homo sapiens
pH not specified in the publication, temperature not specified in the publication
0.0000001
(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
Homo sapiens
below, pH not specified in the publication, temperature not specified in the publication
0.0000001
(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
below, pH not specified in the publication, temperature not specified in the publication
0.0000023
(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
Homo sapiens
pH not specified in the publication, temperature not specified in the publication
0.0000057
(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
Homo sapiens
pH not specified in the publication, temperature not specified in the publication
0.0000039
(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
Homo sapiens
pH not specified in the publication, temperature not specified in the publication
0.0000015
(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
Homo sapiens
pH not specified in the publication, temperature not specified in the publication
0.0000001
(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
Homo sapiens
below, pH not specified in the publication, temperature not specified in the publication
0.0000001
(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
below, pH not specified in the publication, temperature not specified in the publication
0.0000001
(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
Homo sapiens
below, pH not specified in the publication, temperature not specified in the publication
0.0000004
(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
Homo sapiens
pH not specified in the publication, temperature not specified in the publication
0.0000001
(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
Homo sapiens
below, pH not specified in the publication, temperature not specified in the publication
0.0000001
(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
below, pH not specified in the publication, temperature not specified in the publication
0.0000014
(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
Homo sapiens
pH not specified in the publication, temperature not specified in the publication
0.0000001
(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
Homo sapiens
below, pH not specified in the publication, temperature not specified in the publication
0.0000001
(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
below, pH not specified in the publication, temperature not specified in the publication
0.0000001
(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
Homo sapiens
below, pH not specified in the publication, temperature not specified in the publication
0.00000012
(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
Homo sapiens
pH not specified in the publication, temperature not specified in the publication
0.0000018
(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
Homo sapiens
pH not specified in the publication, temperature not specified in the publication
0.00058
(20E)-20-(hydroxyimino)pregn-4-en-3-one
Homo sapiens
pH not specified in the publication, temperature not specified in the publication
0.0003
(21E)-21-(hydroxyimino)pregn-4-en-3-one
Homo sapiens
pH not specified in the publication, temperature not specified in the publication
0.0000033
(22R,S)-N-(1,1,1-trifluoro-2-phenylprop-2-yl)-3-oxo-4-aza-5-androst-1-ene-17-carboxamide
Homo sapiens
pH not specified in the publication, temperature not specified in the publication
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
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
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
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
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
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
pH not specified in the publication, temperature not specified in the publication
0.0014
(4aR,10bR)-4,10b-dimethyl-8-[(E)-2-phenylethenyl]-1,4,4a,5,6,10b-hexahydrobenzo[f]quinolin-3(2H)-one
Homo sapiens
pH not specified in the publication, temperature not specified in the publication
0.00001
(4aR,10bR)-8-(furan-2-yl)-4,10b-dimethyl-1,4,4a,5,6,10b-hexahydrobenzo[f]quinolin-3(2H)-one
Homo sapiens
pH not specified in the publication, temperature not specified in the publication
0.01
(4aR,10bR)-8-chloro-4-methyl-1,4,4a,5,6,10b-hexahydrobenzo[f]quinolin-3(2H)-one
Homo sapiens
pH not specified in the publication, temperature not specified in the publication
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
Homo sapiens
pH not specified in the publication, temperature not specified in the publication
0.0000029
(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
Homo sapiens
pH not specified in the publication, temperature not specified in the publication
0.00000055
(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
Homo sapiens
pH not specified in the publication, temperature not specified in the publication
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
Homo sapiens
pH not specified in the publication, temperature not specified in the publication
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
Homo sapiens
pH not specified in the publication, temperature not specified in the publication
0.0000054
(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
Homo sapiens
pH not specified in the publication, temperature not specified in the publication
0.000218
(4aR,6aR)-1,4a,6a-trimethyl-7-(6-methylheptan-2-yl)hexadecahydro-2H-indeno[5,4-f]quinolin-2-one
Homo sapiens
pH not specified in the publication, temperature not specified in the publication
0.00033
(4aR,6aR)-10-ethyl-1,4a,6a-trimethyl-7-(6-methylheptan-2-yl)hexadecahydro-2H-indeno[5,4-f]quinolin-2-one
Homo sapiens
pH not specified in the publication, temperature not specified in the publication
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
Homo sapiens
pH not specified in the publication, temperature not specified in the publication
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
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
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
pH not specified in the publication, temperature not specified in the publication
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
Homo sapiens
pH not specified in the publication, temperature not specified in the publication
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
Homo sapiens
pH not specified in the publication, temperature not specified in the publication
0.000011
(4aR,6aS,7S)-1,4a,6a-trimethyl-2,5-dioxo-N-phenylhexadecahydro-1H-indeno[5,4-f]quinoline-7-carboxamide
Homo sapiens
pH not specified in the publication, temperature not specified in the publication
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
Homo sapiens
pH not specified in the publication, temperature not specified in the publication
0.0000002
(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
Homo sapiens
pH not specified in the publication, temperature not specified in the publication
0.000015
(4aR,6aS,7S)-4a,6a-dimethyl-2,5-dioxo-N-phenylhexadecahydro-1H-indeno[5,4-f]quinoline-7-carboxamide
Homo sapiens
pH not specified in the publication, temperature not specified in the publication
0.00005
(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
Homo sapiens
pH not specified in the publication, temperature not specified in the publication
0.00002
(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
Homo sapiens
pH not specified in the publication, temperature not specified in the publication
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
Homo sapiens
pH not specified in the publication, temperature not specified in the publication
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
pH not specified in the publication, temperature not specified in the publication
0.001553
(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
Homo sapiens
pH not specified in the publication, temperature not specified in the publication
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
Homo sapiens
pH not specified in the publication, temperature not specified in the publication
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
Homo sapiens
pH not specified in the publication, temperature not specified in the publication
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
Homo sapiens
pH not specified in the publication, temperature not specified in the publication
0.000055
(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
Homo sapiens
pH not specified in the publication, temperature not specified in the publication
0.000001
(4aR,6aS,7S,11aR)-N-(diphenylmethyl)-1,4a,6a-trimethyl-2,5-dioxohexadecahydro-1H-indeno[5,4-f]quinoline-7-carboxamide
Homo sapiens
pH not specified in the publication, temperature not specified in the publication
0.0000016
(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
Homo sapiens
pH not specified in the publication, temperature not specified in the publication
0.0000001
(4aR,6aS,7S,11aR)-N-(diphenylmethyl)-4a,6a-dimethyl-2,5-dioxohexadecahydro-1H-indeno[5,4-f]quinoline-7-carboxamide
Homo sapiens
below, pH not specified in the publication, temperature not specified in the publication
0.000212
(4aR,6aS,7S,11aR)-N-cyclohexyl-N-(cyclohexylacetyl)-1,4a,6a-trimethyl-2-oxohexadecahydro-1H-indeno[5,4-f]quinoline-7-carboxamide
Homo sapiens
pH not specified in the publication, temperature not specified in the publication
0.0000005
(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
Homo sapiens
pH not specified in the publication, temperature not specified in the publication
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
pH not specified in the publication, temperature not specified in the publication
0.0000004
(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
Homo sapiens
pH not specified in the publication, temperature not specified in the publication
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
Homo sapiens
pH not specified in the publication, temperature not specified in the publication
0.0000001
(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
Homo sapiens
below, pH not specified in the publication, temperature not specified in the publication
0.0000252
(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
Homo sapiens
pH not specified in the publication, temperature not specified in the publication
0.0000001
(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
Homo sapiens
pH not specified in the publication, temperature not specified in the publication
0.0000002
(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
Homo sapiens
below, pH not specified in the publication, temperature not specified in the publication
0.000003
(5alpha17beta)-17-N,N-diethylcarbamoyl-4-methyl-4-aza-5-androstan-3-one
Homo sapiens
pH not specified in the publication, temperature not specified in the publication
0.000174
(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
Homo sapiens
pH not specified in the publication, temperature not specified in the publication
0.0000036
(5aR,9aR,11aS)-1-(3,3-dimethylbutanoyl)-6,9a,11a-trimethylhexadecahydro-7H-indolo[5,4-f]quinolin-7-one
Homo sapiens
pH not specified in the publication, temperature not specified in the publication
0.0000103
(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
Homo sapiens
pH not specified in the publication, temperature not specified in the publication
0.0000401
(5aR,9aR,11aS)-1-(3,3-dimethylbutanoyl)-9a,11a-dimethylhexadecahydro-7H-indolo[5,4-f]quinolin-7-one
Homo sapiens
pH not specified in the publication, temperature not specified in the publication
0.012
(6aR,7S,9aR,11aS)-7-hydroxy-1,9a,11a-trimethylhexadecahydro-2H-indeno[5,4-f]quinolin-2-one
Homo sapiens
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
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
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
pH not specified in the publication, temperature not specified in the publication
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
Homo sapiens
pH not specified in the publication, temperature not specified in the publication
0.000247
(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
Homo sapiens
pH not specified in the publication, temperature not specified in the publication
0.00046
(8a,9b,10x,14x)-N-tert-butyl-3-oxoestr-4-ene-17-carboxamide
Homo sapiens
pH not specified in the publication, temperature not specified in the publication
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
pH not specified in the publication, temperature not specified in the publication
0.000052
(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
Homo sapiens
pH not specified in the publication, temperature not specified in the publication
0.0000046
(S)-4-[1-[4-[[1-(4-isobutylphenyl)butyl]oxy]benzoyl]indolizin-3-yl]-butyric acid
Homo sapiens
pH not specified in the publication, temperature not specified in the publication
0.0000046
(S)-4-[1-[4-[[1-(4-isobutylphenyl)butyl]oxy]benzoyl]indolizin-3-yl]butyric acid
Homo sapiens
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
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
pH not specified in the publication, temperature not specified in the publication
0.000617
1-methyl-5-[4-[(E)-2-phenylethenyl]phenyl]piperidin-2-one
Homo sapiens
pH not specified in the publication, temperature not specified in the publication
0.000579
1-methyl-5-[4-[(E)-phenyldiazenyl]phenyl]piperidin-2-one
Homo sapiens
pH not specified in the publication, temperature not specified in the publication
0.0000019
17beta-N,N-diethylcarbamoyl-4-methyl-4-aza-5alpha-androstan-3-one
Homo sapiens
pH not specified in the publication, temperature not specified in the publication
0.000041
17beta-N-(2,5-bis(trifluoromethyl)-phenyl)-3-oxo-4-aza-5alpha-androst-1-ene-17-carboxamide
Homo sapiens
pH not specified in the publication, temperature not specified in the publication
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
Homo sapiens
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
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
pH not specified in the publication, temperature not specified in the publication
0.0000053
3-chloro-4-([1-(4-phenoxybenzyl)indolin-5-yl]oxy)benzoic acid
Homo sapiens
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
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
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
pH not specified in the publication, temperature not specified in the publication
0.0063
4-(3-[[2,2-bis(4-chlorophenyl)-1,3-benzodioxol-5-yl]carbonyl]-2-methyl-1H-indol-1-yl)butanoic acid
Homo sapiens
pH not specified in the publication, temperature not specified in the publication
0.000005
4-(4-benzoylphenoxy)benzoic acid
Homo sapiens
pH not specified in the publication, temperature not specified in the publication
0.00000087
4-(biphenyl-4-yloxy)-2-chlorobenzoic acid
Homo sapiens
pH not specified in the publication, temperature not specified in the publication
0.00000067
4-(biphenyl-4-yloxy)-2-fluorobenzoic acid
Homo sapiens
pH not specified in the publication, temperature not specified in the publication
0.00000056
4-(biphenyl-4-yloxy)-3-methoxybenzoic acid
Homo sapiens
pH not specified in the publication, temperature not specified in the publication
0.00005
4-cyanoprogesterone
Homo sapiens
pH not specified in the publication, temperature not specified in the publication
0.0000021
4-[(1-benzyl-1H-indol-5-yl)oxy]-3-chlorobenzoic acid
Homo sapiens
pH not specified in the publication, temperature not specified in the publication
0.00034
4-[2-(6-[[bis(4-fluorophenyl)methyl]carbamoyl]-1-benzofuran-2-yl)phenoxy]butanoic acid
Homo sapiens
pH not specified in the publication, temperature not specified in the publication
0.000004
4-[3-(4-[(1R)-1-[4-(2-methylpropyl)phenyl]ethoxy]benzoyl)-1H-indol-1-yl]butanoic acid
Homo sapiens
pH not specified in the publication, temperature not specified in the publication
0.000023
4-[3-([(2R)-2-methyl-2-[4-(2-methylpropyl)phenyl]-1,3-benzodioxol-5-yl]carbonyl)-1H-indol-1-yl]butanoic acid
Homo sapiens
pH not specified in the publication, temperature not specified in the publication
0.0000019
4-[3-[3-[bis(4-isobutylphenyl)methylamino]benzoyl]-lH-indol-l-yl]butyric acid
Homo sapiens
pH not specified in the publication, temperature not specified in the publication
0.00001
4-[4-(4-methylbenzoyl)phenoxy]benzoic acid
Homo sapiens
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
pH not specified in the publication, temperature not specified in the publication
0.000011
4-[[1-(dicyclohexylacetyl)piperidin-4-ylidene]methyl]-3-fluorobenzoic acid
Homo sapiens
pH not specified in the publication, temperature not specified in the publication
0.0000006
5-(2-ethyl-3-[3-[(4-hexylundecyl)amino]benzoyl]-1H-pyrrol-1-yl)pentanoate
Homo sapiens
pH not specified in the publication, temperature not specified in the publication
0.0123
5-(4-chlorophenyl)-1-methylpiperidin-2-one
Homo sapiens
pH not specified in the publication, temperature not specified in the publication
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
Homo sapiens
about, pH not specified in the publication, temperature not specified in the publication
0.0000037
6,20-dioxopregn-4-en-3-yl 4-fluorobenzoate
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
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
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
Homo sapiens
pH not specified in the publication, temperature not specified in the publication
0.00075
6-[3-(N,N-dicyclohexylaminocarbonyl)phenyl]-3,4-dihydro-naphthalene-2-carboxylic acid
Homo sapiens
pH not specified in the publication, temperature not specified in the publication
0.0002
6-[4-(N,N-diisopropylamino-carbonyl)phenyl]naphthalene-2-carboxylic acid
Homo sapiens
pH not specified in the publication, temperature not specified in the publication
0.00034
7-[(E)-2-phenylethenyl]-9,10-dihydrophenanthrene-2-carboxylic acid
Homo sapiens
pH not specified in the publication, temperature not specified in the publication
0.00003
epristeride
Homo sapiens
pH not specified in the publication, temperature not specified in the publication
0.0046
estra-4,9(11)-diene-3,17-dione
Homo sapiens
pH not specified in the publication, temperature not specified in the publication
0.000003
finasteride
Homo sapiens
type II 5alpha-reductase, pH not specified in the publication, temperature not specified in the publication
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
pH not specified in the publication, temperature not specified in the publication
0.0000018
N-(1,1,1,3,3,3-hexafluorophenylpropyl)-3-oxo-4-aza-5-androst-1-ene-17-carboxamide
Homo sapiens
pH not specified in the publication, temperature not specified in the publication
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
Homo sapiens
above, pH not specified in the publication, temperature not specified in the publication
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
pH not specified in the publication, temperature not specified in the publication
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
Homo sapiens
above, pH not specified in the publication, temperature not specified in the publication
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
Homo sapiens
about, pH not specified in the publication, temperature not specified in the publication
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
pH not specified in the publication, temperature not specified in the publication
0.000014
N-heptyl-N-[(4aR,6aS,7S,11aR)-1,4a,6a-trimethyl-2-oxohexadecahydro-1H-indeno[5,4-f]quinolin-7-yl]formamide
Homo sapiens
pH not specified in the publication, temperature not specified in the publication
0.0000184
N-octyl-N-[(4aR,6aS,7S,11aR)-1,4a,6a-trimethyl-2-oxohexadecahydro-1H-indeno[5,4-f]quinolin-7-yl]formamide
Homo sapiens
pH not specified in the publication, temperature not specified in the publication
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
pH not specified in the publication, temperature not specified in the publication
0.001
N-pentyl-N-[(4aR,6aS,7S,11aR)-1,4a,6a-trimethyl-2-oxohexadecahydro-1H-indeno[5,4-f]quinolin-7-yl]butanamide
Homo sapiens
about, pH not specified in the publication, temperature not specified in the publication
0.0001
N-pentyl-N-[(4aR,6aS,7S,11aR)-1,4a,6a-trimethyl-2-oxohexadecahydro-1H-indeno[5,4-f]quinolin-7-yl]formamide
Homo sapiens
above, pH not specified in the publication, temperature not specified in the publication
0.0000038
N-phenyl-N-[(4aR,6aS,7S,11aR)-1,4a,6a-trimethyl-2-oxohexadecahydro-1H-indeno[5,4-f]quinolin-7-yl]benzamide
Homo sapiens
pH not specified in the publication, temperature not specified in the publication
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
pH not specified in the publication, temperature not specified in the publication
0.0001
N-propyl-N-[(4aR,6aS,7S,11aR)-1,4a,6a-trimethyl-2-oxohexadecahydro-1H-indeno[5,4-f]quinolin-7-yl]formamide
Homo sapiens
above, pH not specified in the publication, temperature not specified in the publication
0.000051
N-[1,1,1-trifluoro-2-oxobut-3-yl]-3-oxo-4-aza-5-androst-1-ene-17-carboxamide
Homo sapiens
pH not specified in the publication, temperature not specified in the publication
0.0000001 - 0.00000016
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
pH not specified in the publication, temperature not specified in the publication
0.000023
[4-(4-phenoxybenzoyl)phenyl]acetic acid
Homo sapiens
pH not specified in the publication, temperature not specified in the publication
0.00006
[4-(biphenyl-4-yloxy)phenyl]acetic acid
Homo sapiens
pH not specified in the publication, temperature not specified in the publication
0.000027
[4-[4-(4-bromophenoxy)benzoyl]phenyl]acetic acid
Homo sapiens
pH not specified in the publication, temperature not specified in the publication
0.000377
(10bR)-8-chloro-4,10b-dimethyl-1,4,6,10b-tetrahydrobenzo[f]quinoline-3(2H)-thione
Homo sapiens
pH not specified in the publication, temperature not specified in the publication
0.00000062
(16alpha,17beta)-17-hydroxy-16-methylandrost-4-en-3-one
Homo sapiens
pH not specified in the publication, temperature not specified in the publication
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
(17beta)-16-ethyl-17-hydroxyandrost-4-en-3-one
Homo sapiens
pH not specified in the publication, temperature not specified in the publication
0.0005
(17beta)-17-[3-(4-bromophenyl)-2-oxo-1,3-oxazinan-6-yl]androst-4-en-3-one
Homo sapiens
-
37°C
0.00042
(17beta)-17-[3-(4-chlorophenyl)-2-oxo-1,3-oxazinan-6-yl]androst-4-en-3-one
Homo sapiens
-
37°C
0.000245
(17beta)-17-[3-(4-ethoxyphenyl)-2-oxo-1,3-oxazinan-6-yl]androst-4-en-3-one
Homo sapiens
-
37°C
0.00026
(17beta)-17-[3-(4-ethylphenyl)-2-oxo-1,3-oxazinan-6-yl]androst-4-en-3-one
Homo sapiens
-
37°C
0.0006
(17beta)-17-[3-(4-methoxyphenyl)-2-oxo-1,3-oxazinan-6-yl]androst-4-en-3-one
Homo sapiens
-
37°C
0.000026
(17beta)-17-[di(propan-2-yl)carbamoyl]-4-fluoroandrost-3-ene-3-carboxylic acid
Homo sapiens
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
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
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
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
Homo sapiens
pH not specified in the publication, temperature not specified in the publication
0.000007
(17beta)-17-[di(propan-2-yl)carbamoyl]androsta-3,5,11-triene-3-carboxylic acid
Homo sapiens
pH not specified in the publication, temperature not specified in the publication
0.000007
(17beta)-17-[di(propan-2-yl)carbamoyl]androsta-3,5-diene-3-carboxylic acid
Homo sapiens
pH not specified in the publication, temperature not specified in the publication
0.00005
(17beta)-17-[di(propan-2-yl)carbamoyl]estra-3,5-diene-3-carboxylic acid
Homo sapiens
pH not specified in the publication, temperature not specified in the publication
0.000981
(17beta)-4-bromo-N-tert-butyl-3-oxoandrost-4-ene-17-carboxamide
Homo sapiens
pH not specified in the publication, temperature not specified in the publication
0.000709
(17beta)-N-tert-butyl-3-oxo-4-sulfanylandrost-4-ene-17-carboxamide
Homo sapiens
pH not specified in the publication, temperature not specified in the publication
0.001
(17beta)-N-tert-butyl-4-chloro-3-oxoandrost-4-ene-17-carboxamide
Homo sapiens
pH not specified in the publication, temperature not specified in the publication
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
Homo sapiens
pH not specified in the publication, temperature not specified in the publication
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
Homo sapiens
pH not specified in the publication, temperature not specified in the publication
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
pH not specified in the publication, temperature not specified in the publication
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
Homo sapiens
pH not specified in the publication, temperature not specified in the publication
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
Homo sapiens
pH not specified in the publication, temperature not specified in the publication
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
pH not specified in the publication, temperature not specified in the publication
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
Homo sapiens
pH not specified in the publication, temperature not specified in the publication
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
Homo sapiens
pH not specified in the publication, temperature not specified in the publication
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
Homo sapiens
pH not specified in the publication, temperature not specified in the publication
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
Homo sapiens
pH not specified in the publication, temperature not specified in the publication
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
Homo sapiens
pH not specified in the publication, temperature not specified in the publication
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
pH not specified in the publication, temperature not specified in the publication
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
Homo sapiens
pH not specified in the publication, temperature not specified in the publication
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
Homo sapiens
pH not specified in the publication, temperature not specified in the publication
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
Homo sapiens
pH not specified in the publication, temperature not specified in the publication
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
Homo sapiens
pH not specified in the publication, temperature not specified in the publication
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
Homo sapiens
pH not specified in the publication, temperature not specified in the publication
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
pH not specified in the publication, temperature not specified in the publication
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
Homo sapiens
pH not specified in the publication, temperature not specified in the publication
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
Homo sapiens
pH not specified in the publication, temperature not specified in the publication
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
Homo sapiens
pH not specified in the publication, temperature not specified in the publication
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
pH not specified in the publication, temperature not specified in the publication
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
Homo sapiens
pH not specified in the publication, temperature not specified in the publication
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
Homo sapiens
pH not specified in the publication, temperature not specified in the publication
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
pH not specified in the publication, temperature not specified in the publication
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
Homo sapiens
pH not specified in the publication, temperature not specified in the publication
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
Homo sapiens
pH not specified in the publication, temperature not specified in the publication
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
Homo sapiens
pH not specified in the publication, temperature not specified in the publication
0.00163
(20E)-20-(hydroxyimino)pregn-4-en-3-one
Homo sapiens
pH not specified in the publication, temperature not specified in the publication
0.00195
(21E)-21-(hydroxyimino)pregn-4-en-3-one
Homo sapiens
pH not specified in the publication, temperature not specified in the publication
0.000036
(22R,S)-N-(1,1,1-trifluoro-2-phenylprop-2-yl)-3-oxo-4-aza-5-androst-1-ene-17-carboxamide
Homo sapiens
pH not specified in the publication, temperature not specified in the publication
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
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
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
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
(4aR,10bR)-4,10b-dimethyl-8-[(E)-2-phenylethenyl]-1,4,4a,5,6,10b-hexahydrobenzo[f]quinolin-3(2H)-one
Homo sapiens
pH not specified in the publication, temperature not specified in the publication
0.000011
(4aR,10bR)-4,8-dimethyl-1,4,4a,5,6,10b-hexahydrobenzo[f]quinolin-3(2H)-one
Homo sapiens
pH not specified in the publication, temperature not specified in the publication
0.000059
(4aR,10bR)-8-(furan-2-yl)-4,10b-dimethyl-1,4,4a,5,6,10b-hexahydrobenzo[f]quinolin-3(2H)-one
Homo sapiens
pH not specified in the publication, temperature not specified in the publication
0.000035
(4aR,10bR)-8-bromo-4-methyl-1,4,4a,5,6,10b-hexahydrobenzo[f]quinolin-3(2H)-one
Homo sapiens
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
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
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
pH not specified in the publication, temperature not specified in the publication
0.000008
(4aR,10bR)-8-chloro-4-methyl-1,4,4a,5,6,10b-hexahydrobenzo[f]quinolin-3(2H)-one
Homo sapiens
pH not specified in the publication, temperature not specified in the publication
0.000035
(4aR,10bR)-8-fluoro-4-methyl-1,4,4a,5,6,10b-hexahydrobenzo[f]quinolin-3(2H)-one
Homo sapiens
pH not specified in the publication, temperature not specified in the publication
0.000006
(4aR,10bR)-8-[(E)-2-(isoquinolin-4-yl)ethenyl]-4,10b-dimethyl-1,4,4a,5,6,10b-hexahydrobenzo[f]quinolin-3(2H)-one
Homo sapiens
pH not specified in the publication, temperature not specified in the publication
0.0000029
(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
Homo sapiens
pH not specified in the publication, temperature not specified in the publication
0.00000055
(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
Homo sapiens
pH not specified in the publication, temperature not specified in the publication
0.0000006
(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
Homo sapiens
pH not specified in the publication, temperature not specified in the publication
0.000002
(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
Homo sapiens
pH not specified in the publication, temperature not specified in the publication
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
Homo sapiens
pH not specified in the publication, temperature not specified in the publication
0.0000017
(4aR,6aR)-1,4a,6a-trimethyl-7-(6-methylheptan-2-yl)hexadecahydro-2H-indeno[5,4-f]quinolin-2-one
Homo sapiens
pH not specified in the publication, temperature not specified in the publication
0.0000057
(4aR,6aR)-10-ethyl-1,4a,6a-trimethyl-7-(6-methylheptan-2-yl)hexadecahydro-2H-indeno[5,4-f]quinolin-2-one
Homo sapiens
pH not specified in the publication, temperature not specified in the publication
0.0000016
(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
Homo sapiens
pH not specified in the publication, temperature not specified in the publication
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
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
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
pH not specified in the publication, temperature not specified in the publication
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
Homo sapiens
pH not specified in the publication, temperature not specified in the publication
0.00003
(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
Homo sapiens
pH not specified in the publication, temperature not specified in the publication
0.000005
(4aR,6aS,7S)-1,4a,6a-trimethyl-2,5-dioxo-N-phenylhexadecahydro-1H-indeno[5,4-f]quinoline-7-carboxamide
Homo sapiens
pH not specified in the publication, temperature not specified in the publication
0.000002
(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
Homo sapiens
pH not specified in the publication, temperature not specified in the publication
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
Homo sapiens
pH not specified in the publication, temperature not specified in the publication
0.00041
(4aR,6aS,7S)-4a,6a-dimethyl-2,5-dioxo-N-phenylhexadecahydro-1H-indeno[5,4-f]quinoline-7-carboxamide
Homo sapiens
pH not specified in the publication, temperature not specified in the publication
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
Homo sapiens
pH not specified in the publication, temperature not specified in the publication
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
Homo sapiens
pH not specified in the publication, temperature not specified in the publication
0.000006
(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
Homo sapiens
pH not specified in the publication, temperature not specified in the publication
0.000006
(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
pH not specified in the publication, temperature not specified in the publication
0.001218
(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
Homo sapiens
pH not specified in the publication, temperature not specified in the publication
0.000055
(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
Homo sapiens
pH not specified in the publication, temperature not specified in the publication
0.0000009
(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
Homo sapiens
pH not specified in the publication, temperature not specified in the publication
0.001553
(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
Homo sapiens
pH not specified in the publication, temperature not specified in the publication
0.000381
(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
Homo sapiens
pH not specified in the publication, temperature not specified in the publication
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
Homo sapiens
pH not specified in the publication, temperature not specified in the publication
0.000001
(4aR,6aS,7S,11aR)-N-(diphenylmethyl)-1,4a,6a-trimethyl-2,5-dioxohexadecahydro-1H-indeno[5,4-f]quinoline-7-carboxamide
Homo sapiens
pH not specified in the publication, temperature not specified in the publication
0.0000016
(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
Homo sapiens
pH not specified in the publication, temperature not specified in the publication
0.0000001
(4aR,6aS,7S,11aR)-N-(diphenylmethyl)-4a,6a-dimethyl-2,5-dioxohexadecahydro-1H-indeno[5,4-f]quinoline-7-carboxamide
Homo sapiens
pH not specified in the publication, temperature not specified in the publication
0.000041
(4aR,6aS,7S,11aR)-N-cyclohexyl-N-(cyclohexylacetyl)-1,4a,6a-trimethyl-2-oxohexadecahydro-1H-indeno[5,4-f]quinoline-7-carboxamide
Homo sapiens
pH not specified in the publication, temperature not specified in the publication
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
Homo sapiens
pH not specified in the publication, temperature not specified in the publication
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
Homo sapiens
pH not specified in the publication, temperature not specified in the publication
0.00002
(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
Homo sapiens
pH not specified in the publication, temperature not specified in the publication
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
Homo sapiens
pH not specified in the publication, temperature not specified in the publication
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
Homo sapiens
pH not specified in the publication, temperature not specified in the publication
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
Homo sapiens
pH not specified in the publication, temperature not specified in the publication
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
Homo sapiens
pH not specified in the publication, temperature not specified in the publication
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
(5alpha17beta)-17-N,N-diethylcarbamoyl-4-methyl-4-aza-5-androstan-3-one
Homo sapiens
pH not specified in the publication, temperature not specified in the publication
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
Homo sapiens
pH not specified in the publication, temperature not specified in the publication
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
Homo sapiens
pH not specified in the publication, temperature not specified in the publication
0.0022
(5aR,9aR,11aS)-1-(3,3-dimethylbutanoyl)-9a,11a-dimethylhexadecahydro-7H-indolo[5,4-f]quinolin-7-one
Homo sapiens
pH not specified in the publication, temperature not specified in the publication
0.012
(6aR,7S,9aR,11aS)-7-hydroxy-1,9a,11a-trimethylhexadecahydro-2H-indeno[5,4-f]quinolin-2-one
Homo sapiens
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
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
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
pH not specified in the publication, temperature not specified in the publication
0.000279
(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
Homo sapiens
pH not specified in the publication, temperature not specified in the publication
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
Homo sapiens
pH not specified in the publication, temperature not specified in the publication
0.001134
(8a,9b,10x,14x)-N-tert-butyl-3-oxoestr-4-ene-17-carboxamide
Homo sapiens
pH not specified in the publication, temperature not specified in the publication
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
pH not specified in the publication, temperature not specified in the publication
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
Homo sapiens
pH not specified in the publication, temperature not specified in the publication
0.0000046
(S)-4-[1-[4-[[1-(4-isobutylphenyl)butyl]oxy]benzoyl]indolizin-3-yl]-butyric acid
Homo sapiens
pH not specified in the publication, temperature not specified in the publication
0.0000046
(S)-4-[1-[4-[[1-(4-isobutylphenyl)butyl]oxy]benzoyl]indolizin-3-yl]butyric acid
Homo sapiens
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
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
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
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
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
pH not specified in the publication, temperature not specified in the publication
0.000107
1-methyl-5-[4-[(E)-2-phenylethenyl]phenyl]piperidin-2-one
Homo sapiens
pH not specified in the publication, temperature not specified in the publication
0.000302
1-methyl-5-[4-[(E)-phenyldiazenyl]phenyl]piperidin-2-one
Homo sapiens
pH not specified in the publication, temperature not specified in the publication
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
pH not specified in the publication, temperature not specified in the publication
0.0000017
17beta-N,N-diethylcarbamoyl-4-methyl-4-aza-5alpha-androstan-3-one
Homo sapiens
pH not specified in the publication, temperature not specified in the publication
0.0000024
17beta-N-(2,5-bis(trifluoromethyl)-phenyl)-3-oxo-4-aza-5alpha-androst-1-ene-17-carboxamide
Homo sapiens
pH not specified in the publication, temperature not specified in the publication
0.0000105
2-methyl-N-phenyl-N-[(4aR,6aS,7S,11aR)-1,4a,6a-trimethyl-2-oxohexadecahydro-1H-indeno[5,4-f]quinolin-7-yl]propanamide
Homo sapiens
pH not specified in the publication, temperature not specified in the publication
0.00049
2-oxo-8-(prop-2-en-1-yl)-2H-chromen-7-yl benzoate
Homo sapiens
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
0.00009
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
0.00001
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
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
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
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
pH not specified in the publication, temperature not specified in the publication
0.0000053
3-chloro-4-([1-(4-phenoxybenzyl)indolin-5-yl]oxy)benzoic acid
Homo sapiens
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
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
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
pH not specified in the publication, temperature not specified in the publication
0.000067
4-(1-benzyl-1H-indol-5-yl)benzoic acid
Homo sapiens
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
pH not specified in the publication, temperature not specified in the publication
0.00001
4-(3-[[2,2-bis(4-chlorophenyl)-1,3-benzodioxol-5-yl]carbonyl]-2-methyl-1H-indol-1-yl)butanoic acid
Homo sapiens
pH not specified in the publication, temperature not specified in the publication
0.000005
4-(4-benzoylphenoxy)benzoic acid
Homo sapiens
pH not specified in the publication, temperature not specified in the publication
0.00000087
4-(biphenyl-4-yloxy)-2-chlorobenzoic acid
Homo sapiens
pH not specified in the publication, temperature not specified in the publication
0.00000067
4-(biphenyl-4-yloxy)-2-fluorobenzoic acid
Homo sapiens
pH not specified in the publication, temperature not specified in the publication
0.00000056
4-(biphenyl-4-yloxy)-3-methoxybenzoic acid
Homo sapiens
pH not specified in the publication, temperature not specified in the publication
0.00005
4-cyanoprogesterone
Homo sapiens
pH not specified in the publication, temperature not specified in the publication
0.0000021
4-[(1-benzyl-1H-indol-5-yl)oxy]-3-chlorobenzoic acid
Homo sapiens
pH not specified in the publication, temperature not specified in the publication
0.00005
4-[2-(6-[[bis(4-fluorophenyl)methyl]carbamoyl]-1-benzofuran-2-yl)phenoxy]butanoic acid
Homo sapiens
pH not specified in the publication, temperature not specified in the publication
0.00004
4-[3-(4-[(1R)-1-[4-(2-methylpropyl)phenyl]ethoxy]benzoyl)-1H-indol-1-yl]butanoic acid
Homo sapiens
pH not specified in the publication, temperature not specified in the publication
0.000025
4-[3-([(2R)-2-methyl-2-[4-(2-methylpropyl)phenyl]-1,3-benzodioxol-5-yl]carbonyl)-1H-indol-1-yl]butanoic acid
Homo sapiens
pH not specified in the publication, temperature not specified in the publication
0.0000019
4-[3-[3-[bis (4-isobutylphenyl)methyl amino] benzoyl]-lH-indol-l-yl] butyric acid
Homo sapiens
pH not specified in the publication, temperature not specified in the publication
0.00001
4-[4-(4-methylbenzoyl)phenoxy]benzoic acid
Homo sapiens
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
pH not specified in the publication, temperature not specified in the publication
0.0000006
5-(2-ethyl-3-[3-[(4-hexylundecyl)amino]benzoyl]-1H-pyrrol-1-yl)pentanoate
Homo sapiens
pH not specified in the publication, temperature not specified in the publication
0.00169
5-(4-chlorophenyl)-1-methylpiperidin-2-one
Homo sapiens
pH not specified in the publication, temperature not specified in the publication
0.00336
5-(4-chlorophenyl)-1-methylpiperidine-2-thione
Homo sapiens
pH not specified in the publication, temperature not specified in the publication
0.00000242
5-bromo-N-pentyl-N-[(4aR,6aS,7S,11aR)-1,4a,6a-trimethyl-2-oxohexadecahydro-1H-indeno[5,4-f]quinolin-7-yl]pentanamide
Homo sapiens
pH not specified in the publication, temperature not specified in the publication
0.0000037
6,20-dioxopregn-4-en-3-yl 4-fluorobenzoate
Homo sapiens
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
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
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
pH not specified in the publication, temperature not specified in the publication
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
0.00081
6-[3-(N,N-dicyclohexylaminocarbonyl)phenyl]-3,4-dihydro-naphthalene-2-carboxylic acid
Homo sapiens
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
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
pH not specified in the publication, temperature not specified in the publication
0.000152
7-[(E)-2-phenylethenyl]-9,10-dihydrophenanthrene-2-carboxylic acid
Homo sapiens
pH not specified in the publication, temperature not specified in the publication
0.00099
8-allyl-7-hydroxycoumarin
Homo sapiens
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
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
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
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
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
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
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
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
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
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
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
pH not specified in the publication, temperature not specified in the publication
0.00003
epristeride
Homo sapiens
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
pH not specified in the publication, temperature not specified in the publication
0.0000039
N-(1,1,1,3,3,3-hexafluorophenylpropyl)-3-oxo-4-aza-5-androst-1-ene-17-carboxamide
Homo sapiens
pH not specified in the publication, temperature not specified in the publication
0.00000235
N-(3,3-dimethylbutyl)-N-[(4aR,6aS,7S,11aR)-1,4a,6a-trimethyl-2-oxohexadecahydro-1H-indeno[5,4-f]quinolin-7-yl]formamide
Homo sapiens
pH not specified in the publication, temperature not specified in the publication
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
pH not specified in the publication, temperature not specified in the publication
0.00000219
N-(3-methylbutyl)-N-[(4aR,6aS,7S,11aR)-1,4a,6a-trimethyl-2-oxohexadecahydro-1H-indeno[5,4-f]quinolin-7-yl]formamide
Homo sapiens
pH not specified in the publication, temperature not specified in the publication
0.00000544
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
Homo sapiens
pH not specified in the publication, temperature not specified in the publication
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
pH not specified in the publication, temperature not specified in the publication
0.00000957
N-heptyl-N-[(4aR,6aS,7S,11aR)-1,4a,6a-trimethyl-2-oxohexadecahydro-1H-indeno[5,4-f]quinolin-7-yl]formamide
Homo sapiens
pH not specified in the publication, temperature not specified in the publication
0.0000169
N-octyl-N-[(4aR,6aS,7S,11aR)-1,4a,6a-trimethyl-2-oxohexadecahydro-1H-indeno[5,4-f]quinolin-7-yl]formamide
Homo sapiens
pH not specified in the publication, temperature not specified in the publication
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
pH not specified in the publication, temperature not specified in the publication
0.00000177
N-pentyl-N-[(4aR,6aS,7S,11aR)-1,4a,6a-trimethyl-2-oxohexadecahydro-1H-indeno[5,4-f]quinolin-7-yl]butanamide
Homo sapiens
pH not specified in the publication, temperature not specified in the publication
0.00000091
N-pentyl-N-[(4aR,6aS,7S,11aR)-1,4a,6a-trimethyl-2-oxohexadecahydro-1H-indeno[5,4-f]quinolin-7-yl]formamide
Homo sapiens
pH not specified in the publication, temperature not specified in the publication
0.00000293
N-phenyl-N-[(4aR,6aS,7S,11aR)-1,4a,6a-trimethyl-2-oxohexadecahydro-1H-indeno[5,4-f]quinolin-7-yl]benzamide
Homo sapiens
pH not specified in the publication, temperature not specified in the publication
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
pH not specified in the publication, temperature not specified in the publication
0.00000305
N-propyl-N-[(4aR,6aS,7S,11aR)-1,4a,6a-trimethyl-2-oxohexadecahydro-1H-indeno[5,4-f]quinolin-7-yl]formamide
Homo sapiens
pH not specified in the publication, temperature not specified in the publication
0.000051
N-[1,1,1-trifluoro-2-oxobut-3-yl]-3-oxo-4-aza-5-androst-1-ene-17-carboxamide
Homo sapiens
pH not specified in the publication, temperature not specified in the publication
0.00000085
pregna-4,16-diene-3,6,20-trione
Homo sapiens
-
pH not specified in the publication, temperature not specified in the publication
0.0000069 - 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
0.00006
[4-(biphenyl-4-yloxy)phenyl]acetic acid
Homo sapiens
pH not specified in the publication, temperature not specified in the publication
0.0000001
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
Homo sapiens
below, pH not specified in the publication, temperature not specified in the publication
0.00000016
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
Homo sapiens
pH not specified in the publication, temperature not specified in the publication
0.0000005
(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
Homo sapiens
-
pH not specified in the publication, temperature not specified in the publication
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
Homo sapiens
pH not specified in the publication, temperature not specified in the publication
0.0000013
1-cyclopropyl-3-phenyl-1-[(4aR,6aS,7S,11aR)-1,4a,6a-trimethyl-2-oxohexadecahydro-1H-indeno[5,4-f]quinolin-7-yl]urea
Homo sapiens
pH not specified in the publication, temperature not specified in the publication
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
Homo sapiens
pH not specified in the publication, temperature not specified in the publication
0.000031
3,20-dioxopregna-4,6-dien-17-yl 4-bromobenzoate
Homo sapiens
-
pH not specified in the publication, temperature not specified in the publication
0.00037
3,20-dioxopregna-4,6-dien-17-yl 4-bromobenzoate
Homo sapiens
-
pH not specified in the publication, temperature not specified in the publication
0.000063
3,20-dioxopregna-4,6-dien-17-yl benzoate
Homo sapiens
-
pH not specified in the publication, temperature not specified in the publication
0.00036
3,20-dioxopregna-4,6-dien-17-yl benzoate
Homo sapiens
-
pH not specified in the publication, temperature not specified in the publication
0.00002
4,8-dimethyl-1,2,5,6-tetrahydro-3H-pyrido[1,2-a]quinolin-3-one
Homo sapiens
pH not specified in the publication, temperature not specified in the publication
0.000137
4,8-dimethyl-1,2,5,6-tetrahydro-3H-pyrido[1,2-a]quinolin-3-one
Homo sapiens
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
Homo sapiens
-
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
Homo sapiens
pH not specified in the publication, temperature not specified in the publication
0.0003
finasteride
Homo sapiens
type I 5alpha-reductase, pH not specified in the publication, temperature not specified in the publication
0.0000069
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
Homo sapiens
pH not specified in the publication, temperature not specified in the publication
pH OPTIMUM
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
5.5
TEMPERATURE OPTIMUM
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
ORGANISM
COMMENTARY
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
SOURCE TISSUE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
SOURCE
-
enzyme-positive prostate cancer cell line, enzyme can be lost in long-term culture
SRD5alpha2 is mainly associated with androgen target tissues, e.g. prostate
the enzyme is a system of two membrane bound NADPH-dependent enzymes at the level of prostatic stromal and basal cells
SRD5alpha1 is mostly high in none androgen target tissues, e.g. skin
-
enzyme-positive prostate cancer cell line, enzyme can be lost in long-term culture
LOCALIZATION
ORGANISM
UNIPROT
COMMENTARY
GeneOntology No.
LITERATURE
SOURCE
the enzyme is a system of two membrane bound NADPH-dependent enzymes at the level of prostatic stromal and basal cells
GENERAL INFORMATION
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
evolution
steroid-5alpha-reductases, SRD5alpha, and steroid-5beta-reductase, SRD5beta, represent a convergence in evolution. Phylogenetic analysis of SRD5alpha reveals that SRD5alpha subfamilies include, not only the well-known SRD5alpha type 1, type 2 and type 3, but also the synaptic glycoprotein (GPSN2)/trans-2,3-enoly-CoA reductase group, overview. An eukaryotic ancestor likely underwent duplication events to generate these three subfamilies (type 1/2, type 3 and GPSN2 ancestors), both SRD5alpha type 1/2 and GPSN2 subfamilies may have evolved by ancient duplication events at the early stage of vertebrate and chordate evolution
metabolism
in vertebrates, SRD5alpha and SRD5beta are involved in C-19 and C-21 steroid biosynthesis, bile acid biosynthesis and erythropoiesis
physiological function
physiological function
additional information
physiological function
a third type of 5alpha-reductase enzyme type III occurs in hormone-refractory prostate cancer cells
physiological function
conversion of testosterone to 5alpha-dihydrotestosterone by the enzymes 5alpha-reductase types 1, 5alphaR1, and 2, 5alphaR2, is important for normal and pathological growth of the prostate
physiological function
human SRD5alpha deficiencies can lead to pseudohermaphroditism, prostate cancer, polycystic ovarian syndrome and hirsutism. SRD5alpha-deficient patients exhibiting male pseudohermaphrodite phenotype lack the SRD5alpha2 isoform, but exhibited SRD5alpha1 activity
physiological function
Korean patients with SRD5A2 deficiency show external genitalia ranging from predominantly female to male, phenotype overview
physiological function
a third type of 5alpha-reductase enzyme type III occurs in hormone-refractory prostate cancer cells
physiological function
conversion of testosterone to 5alpha-dihydrotestosterone by the enzymes 5alpha-reductase types 1, 5alphaR1, and 2, 5alphaR2, is important for normal and pathological growth of the prostate. Upregulation of 5alphaR1 enhances the cellular response to low, but not high, concentrations of testosterone. This explains one mechanism by which castration-recurrent prostate cancer can proliferate in the presence of castrate levels of circulating testosterone
physiological function
-
inhibition of 5alpha-reductase by dutasteride following castration during human LNCaP tumor regrowth in mice enhances the expression of U19/Eaf2, an androgen-regulated tumor suppressor, real-time RT-PCR expression analysis of genes in response to 5alpha-reductase inhibition, detailed overview
additional information
comparison of evolution, tissue distribution, enzyme characteristics and biological functions of SRD5alpha and SRD5beta, overview
additional information
prostate cancer development is accompanied by a decrease in 5alphaR2 and an increase in 5alphaR1
additional information
prostate cancer development is accompanied by a decrease in 5alphaR2 and an increase in 5alphaR1
additional information
prostate cancer development is accompanied by a decrease in 5alphaR2 and an increase in 5alphaR1
additional information
prostate cancer development is accompanied by a decrease in 5alphaR2 and an increase in 5alphaR1
UNIPROT
ENTRY NAME
ORGANISM
NO. OF AA
NO. OF TRANSM. HELICES
MOLECULAR WEIGHT[Da]
SOURCE
SEQUENCE
LOCALIZATION PREDICTION
The reliability class of the localization prediction ranges from 1 (very reliable) to 5 (not reliable).
The reliability class of the localization prediction ranges from 1 (very reliable) to 5 (not reliable). PROTEIN VARIANTS
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
A49T
naturally occuring mutation, the mutation is associated with a higher pTNM stage and and elevated Gleason grade. The allelic frequencies of the A49T variant, with 33% controls and 45% prostate cancer cases, are the highest reported worldwide. The polymorphism influences the risk of developing prostate cancer
G203S
naturally occuring mutation of SRD5A2 involved in the SRD deficiency syndrome
R246Q
frequent naturally occuring mutation of SRD5A2 involved in the SRD deficiency syndrome
V89L
naturally occuring mutation. The polymorphism influences the risk of developing prostate cancer
A207D
-
the mutation is associated with the occurrence of steroid 5alpha-reductase deficiency
A49T
C133G
-
the mutation is associated with the occurrence of steroid 5alpha-reductase deficiency
G196S
-
the mutation is associated with the occurrence of steroid 5alpha-reductase deficiency
G34W
-
the mutation is associated with the occurrence of steroid 5alpha-reductase deficiency
V89L
W53X
-
the nonsense mutation is associated with the occurrence of steroid 5alpha-reductase deficiency
Y235F
-
the mutation is associated with the occurrence of steroid 5alpha-reductase deficiency
additional information
A49T
-
naturally occuring mutation of isoform 2, associated with significantly higher sperm concentration than wild-type
A49T
-
the mutation is likely to have a contribution to prostate cancer development
V89L
-
naturally occuring mutation of isoform 2, correlates with significantly higher proportion of progressive motile spermatozoa than wild-type
V89L
-
the mutation is not likely to have a major contribution to prostate cancer development
additional information
detection of mutations of gene SRD5A2 of Korean SRD deficiency patients: p.Q6X located in exon 1, p.G203S and c.655delT both located in exon 4, and p.R246Q located in exon 5, which is the most frequently identified mutation, and c.655delT specifically found in Korean patients, overview. 5alpha-Reductase type 2 deficiency, caused by mutations in the SRD5A2 gene, leads to an autosomal recessive disorder of sex differentiation, DSD, in 46,XY individuals. The phenotypes of newborn 46,XY DSD with partial androgen insensitivity syndrome or 17beta-hydroxysteroid dehydrogenase deficiency may be indistinguishable from the phenotype of 5alpha-reductase type 2 deficiency
additional information
-
detection of mutations of gene SRD5A2 of Korean SRD deficiency patients: p.Q6X located in exon 1, p.G203S and c.655delT both located in exon 4, and p.R246Q located in exon 5, which is the most frequently identified mutation, and c.655delT specifically found in Korean patients, overview. 5alpha-Reductase type 2 deficiency, caused by mutations in the SRD5A2 gene, leads to an autosomal recessive disorder of sex differentiation, DSD, in 46,XY individuals. The phenotypes of newborn 46,XY DSD with partial androgen insensitivity syndrome or 17beta-hydroxysteroid dehydrogenase deficiency may be indistinguishable from the phenotype of 5alpha-reductase type 2 deficiency
additional information
-
two Korean sisters with male pseudohermaphroditism, showing a homozygous deletion of the thymine at nucleotide position c.655, leading to a frameshift mutation predicted to result in abnormally long protein with an extended termination signal
CLONED (Commentary)
ORGANISM
UNIPROT
LITERATURE
gene SRD5A2, DNA and amino acid sequence analysis in 6 Korean patients with 5alpha-reductase type 2 deficiency, overview
gene SRD5A2, genotyping of 114 prostate cancer patients and 144 healthy control males for single-nucleotide polymorphisms, A49T and V89L, overview. Individuals with LL genotype show reduction in the progression to a higher tumor stage
phylogenetic analysis of SRD5alpha, overview. SRD5alpha subfamilies include, not only the well-known SRD5alpha type 1, type 2 and type 3, but also the synaptic glycoprotein (GPSN2)/trans-2,3-enoly-CoA reductase group. SRD5alpha1 is located on chromosome 5p15 whereas SRD5alpha2 is located on 2p22, and SRD5alpha3 is located at 4q12
transient expression of pTRE-5alphaR1 in LNGK-9 PCa cells. Addition of testosterone increases growth of pTRE-5alphaR1 transfectants by 54.1% over cells grown in the absence of testosterone, compared to 25.0% in control cells. Testosterone also increases secretion of prostate-specific antigen 17fold in the 5alphaR1-transfected cells
APPLICATION
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
medicine
medicine
-
enzyme isoform 2 gene variants are associated with sperm concentration and motility, but not with epidymal and accessory sex gland markers
medicine
-
in patients with hirsutism, positive correlation of enzyme isoforms 1 and 2 mRNA and concentration of free serum testosterone in dermal papillae from lower abdominal region
medicine
-
in recurrent prostate cancer, expression levels and isozyme activity shifts from isoform II towards isoform I. Immunostaining shows higher expression of isoform I than isoform II in recurrent prostate cancer, androgen-stimulated benign prostate, and in androgen-stimulated prostate cancers. Activity of isoform I is 3.7fold higher than isoform II in recurrent prostate cancers
medicine
-
therapeutic potential of enzyme inhibitors MK386 and MK906 to reduce growth and progression of prostatic cancer
medicine
-
treatment of patients with clinically localized prostate cancer with enzyme inhibitor dutasteride before radical prostatectomy. Treatment with dutasteride is associated with reductions in serum and intraprostatic dihydrotestosterone of more than 90%, and a decrease in total prostate and tumor volumes. No effect of dutasteride is noted on Gleason grade
medicine
-
two Korean sisters with male pseudohermaphroditism, showing a homozygous deletion of the thymine at nucleotide position c.655, leading to a frameshift mutation predicted to result in abnormally long protein with an extended termination signal
medicine
-
inhibitor Strogen forte extract can be used for treatment of benign prostatic hyperplasia
REF.
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TITLE
JOURNAL
VOL.
PAGES
YEAR
ORGANISM (UNIPROT)
PUBMED ID
SOURCE
Woelfling, J.; Hackler, L.; Mernyak, E.; Schneider, G.; Toth, I.; Szecsi, M.; Julesz, J.; Sohar, P.; Csampai, A.
Neighboring group participation. Part 15. Stereoselective synthesis of some steroidal tetrahydrooxazin-2-ones, as novel presumed inhibitors of human 5alpha-reductase
Steroids
69
451-460
2004
Homo sapiens
Park Jun-Seon, P.J.; Yeom Myeong-Hoo, Y.M.; Park Won-Seo, P.W.; Joo Kyung-M, J.K.; Rho Ho-Si, R.H.; Kim Duck He, K.D.; Chang Ih Seo, C.I.
Enzymatic hydrolysis of green tea seed extract and its activity on 5alpha-reductase inhibition
Biosci. Biotechnol. Biochem.
70
387-394
2006
Homo sapiens
Titus, M.A.; Gregory, C.W.; Ford, O.H.; Schell, M.J.; Maygarden, S.J.; Mohler, J.L.
Steroid 5alpha-reductase isozymes I and II in recurrent prostate cancer
Clin. Cancer Res.
11
4365-4371
2005
Homo sapiens
Skalba, P.; Dabkowska-Huc, A.; Kazimierczak, W.; Samojedny, A.; Samojedny, M.P.; Chelmicki, Z.
Content of 5-alpha-reductase (type 1 and type 2) mRNA in dermal papillae from the lower abdominal region in women with hirsutism
Clin. Exp. Dermatol.
31
564-570
2006
Homo sapiens
Kim Sung Hoo, K.S.; Kim Kun Su, K.K.; Kim Gu Hwa, K.G.; Kang Byung Moo, K.B.; Yoo Han Woo, Y.H.
A novel frameshift mutation in the 5alpha-reductase type 2 gene in Korean sisters with male pseudohermaphroditism
Fertil. Steril.
85(750)
e9-e12
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Homo sapiens
Elzanaty, S.; Giwercman, Y.L.; Giwercman, A.
Significant impact of 5alpha-reductase type 2 polymorphisms on sperm concentration and motility
Int. J. Androl.
29
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2006
Homo sapiens
Festuccia, C.; Angelucci, A.; Gravina, G.L.; Muzi, P.; Vicentini, C.; Bologna, M.
Effects of 5 alpha reductase inhibitors on androgen-dependent human prostatic carcinoma cells
J. Cancer Res. Clin. Oncol.
131
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2005
Homo sapiens
Salem, O.I.; Frotscher, M.; Scherer, C.; Neugebauer, A.; Biemel, K.; Streiber, M.; Maas, R.; Hartmann, R.W.
Novel 5alpha-reductase inhibitors: synthesis, structure-activity studies, and pharmacokinetic profile of phenoxybenzoylphenyl acetic acids
J. Med. Chem.
49
748-759
2006
Homo sapiens, Rattus norvegicus
Lou, Y.R.; Murtola, T.; Tuohimaa, P.
Regulation of aromatase and 5alpha-reductase by 25-hydroxyvitamin D(3), 1alpha,25-dihydroxyvitamin D(3), dexamethasone and progesterone in prostate cancer cells
J. Steroid Biochem. Mol. Biol.
94
151-157
2005
Homo sapiens
Gleave, M.; Qian, J.; Andreou, C.; Pommerville, P.; Chin, J.; Casey, R.; Steinhoff, G.; Fleshner, N.; Bostwick, D.; Thomas, L.; Rittmaster, R.
The effects of the dual 5alpha-reductase inhibitor dutasteride on localized prostate cancer - results from a 4-month pre-radical prostatectomy study
Prostate
66
1674-1685
2006
Homo sapiens
Baldinotti, F.; Majore, S.; Fogli, A.; Marrocco, G.; Ghirri, P.; Vuerich, M.; Tumini, S.; Boscherini, B.; Vetri, M.; Scommegna, S.; Rinaldi, R.; Simi, P.; Grammatico, P.
Molecular characterization of 6 unrelated Italian patients with 5alpha-reductase type 2 deficiency
J. Androl.
29
20-28
2008
Homo sapiens
Amory, J.K.; Anawalt, B.D.; Matsumoto, A.M.; Page, S.T.; Bremner, W.J.; Wang, C.; Swerdloff, R.S.; Clark, R.V.
The effect of 5alpha-reductase inhibition with dutasteride and finasteride on bone mineral density, serum lipoproteins, hemoglobin, prostate specific antigen and sexual function in healthy young men
J. Urol.
179
2333-2338
2008
Homo sapiens
Paz-y-Min, C.; Witte, T.; Robles, P.; Llumipanta, W.; Diaz, M.; Arevalo, M.
Association among polymorphisms in the steroid 5alpha-reductase type II (SRD5A2) gene, prostate cancer risk, and pathologic characteristics of prostate tumors in an Ecuadorian population
Cancer Genet. Cytogenet.
189
71-76
2009
Homo sapiens (P31213), Homo sapiens
Langlois, V.S.; Zhang; D.; Cooke, G.M.; Trudeau, V.L.
Evolution of steroid-5alpha-reductases and comparison of their function with 5beta-reductase
Gen. Comp. Endocrinol.
166
489-497
2010
Danio rerio, Canis lupus familiaris, Gallus gallus, Mus musculus, Rattus norvegicus, Xenopus tropicalis, Homo sapiens (P31213)
Ko, J.M.; Cheon, C.-K.; Kim, G.-H.; Kim, S.H.; Kim, K.S.; Yoo, H.-W.
Clinical characterization and analysis of the SRD5A2 gene in six Korean patients with 5alpha-reductase type 2 deficiency
Horm. Res. Paediatr.
73
41-48
2010
Homo sapiens (P31213), Homo sapiens
Tth, I.; Szcsi, M.; Julesz, J.; Faredin, I.; Behnke, B.
In vitro inhibition of testicular delta 5-3 beta-hydroxysteroid dehydrogenase and prostatic 5 alpha-reductase activities in rats and humans by strogen forte extract
Int. Urol. Nephrol.
28
337-348
1996
Homo sapiens, Rattus norvegicus
Kim, S.; Ma, E.
Synthesis of pregnane derivatives, their cytotoxicity on LNCap and PC-3 cells, and screening on 5alpha-reductase inhibitory activity
Molecules
14
4655-4668
2009
Homo sapiens
Thomas, L.N.; Douglas, R.C.; Rittmaster, R.S.; Too, C.K.L.
Overexpression of 5alpha-reductase type1 increases sensitivity of prostate cancer cells to low concentrations of testosterone
Prostate
69
595-602
2009
Homo sapiens (P18405), Homo sapiens (P31213)
Gupta, S.; Wang, Y.; Ramos-Garcia, R.; Shevrin, D.; Nelson, J.B.; Wang, Z.
Inhibition of 5alpha-reductase enhances testosterone-induced expression of U19/Eaf2 tumor suppressor during the regrowth of LNCaP xenograft tumor in nude mice
Prostate
70
1575-1585
2010
Homo sapiens
Aggarwal, S.; Thareja, S.; Verma, A.; Bhardwaj, T.R.; Kumar, M.
An overview on 5alpha-reductase inhibitors
Steroids
75
109-153
2010
Rattus norvegicus, Homo sapiens (P18405), Homo sapiens (P31213), Homo sapiens
Aggarwal, S.; Thareja, S.; Bhardwaj, T.R.; Kumar, M.
Self-organizing molecular field analysis on pregnane derivatives as human steroidal 5alpha-reductase inhibitors
Steroids
75
411-418
2010
Homo sapiens
Park, J.S.; Yeom, M.H.; Park, W.S.; Joo, K.M.; Rho, H.S.; Kim, D.H.; Chang, I.S.
Enzymatic hydrolysis of green tea seed extract and its activity on 5alpha-reductase inhibition
Biosci. Biotechnol. Biochem.
70
387-94
2006
Homo sapiens
Kim, J.; Lee, J.; Yoon, H.; Kim, Y.; Jun, W.; Hwang, K.; Cha, M.; Lee, Y.
Inhibitory effect of curcuma longa L. extracts on 5-alpha reductase II activity
J. Korean Soc. Food Sci. Nutr.
43
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2014
Homo sapiens, Rattus norvegicus
-
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