Information on EC 1.1.1.149 - 20alpha-hydroxysteroid dehydrogenase

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

EC NUMBER
COMMENTARY hide
1.1.1.149
-
RECOMMENDED NAME
GeneOntology No.
20alpha-hydroxysteroid dehydrogenase
REACTION
REACTION DIAGRAM
COMMENTARY hide
ORGANISM
UNIPROT
LITERATURE
17alpha,20alpha-dihydroxypregn-4-en-3-one + NAD(P)+ = 17alpha-hydroxyprogesterone + NAD(P)H + H+
show the reaction diagram
REACTION TYPE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
oxidation
-
-
-
-
redox reaction
-
-
-
-
reduction
-
-
-
-
PATHWAY
BRENDA Link
KEGG Link
MetaCyc Link
Steroid hormone biosynthesis
-
-
SYSTEMATIC NAME
IUBMB Comments
20alpha-hydroxysteroid:NAD(P)+ 20-oxidoreductase
Re-specific with respect to NAD(P)+ (cf. EC 1.1.1.62 17beta-estradiol 17-dehydrogenase).
CAS REGISTRY NUMBER
COMMENTARY hide
9040-08-8
-
ORGANISM
COMMENTARY hide
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
female Shiba goats, 2-4 years old
-
-
Manually annotated by BRENDA team
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SwissProt
Manually annotated by BRENDA team
-
-
-
Manually annotated by BRENDA team
Balb/c mice
-
-
Manually annotated by BRENDA team
female, Wistar-Imamichi strain
-
-
Manually annotated by BRENDA team
GENERAL INFORMATION
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
evolution
-
the enzyme is a member of the aldo-keto reductase (AKR) superfamily that metabolizes endogenous substrates, such as carbohydrates, prostaglandins and steroids, and xenobiotics in a NAD(P)(H)-dependent manner
physiological function
SUBSTRATE
PRODUCT                       
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
(S)-1-indanol + NADP+
?
show the reaction diagram
-
-
-
-
?
(S)-1-tetralol + NADP+
?
show the reaction diagram
-
-
-
-
?
(S)-tetralol + NAD(P)+
3,4-dihydronaphthalen-1(2H)-one + NAD(P)H + H+
show the reaction diagram
-
-
-
-
?
1-acenaphthenol + NAD+
? + NADH + H+
show the reaction diagram
-
-
-
-
?
1-phenyl-1,2-propanedione + NADPH
NADP+ + ?
show the reaction diagram
11-deoxycorticosterone + NAD(P)H
4-pregnen-20alpha,21-diol-3-one + NAD(P)+
show the reaction diagram
11-deoxycortisol + NADH
? + NAD+
show the reaction diagram
17alpha,20alpha-dihydroxypregn-4-en-3-one + NAD(P)+
17alpha-hydroxyprogesterone + NAD(P)H
show the reaction diagram
17alpha,21-dihydroxyadrenocorticosteroid + NAD(P)H
? + NADP+
show the reaction diagram
-
NADH preferred
-
?
17alpha-hydroxycorticosterone + NADPH
? + NADP+
show the reaction diagram
-
less reactive than with 17alpha-hydroxyrogesterone
-
?
17alpha-hydroxypregnenolone + NADPH
? + NADP+
show the reaction diagram
17alpha-hydroxyprogesterone + NAD(P)H
17alpha,20alpha-dihydroxypregn-4-en-3-one + NAD(P)+
show the reaction diagram
17alpha-hydroxyprogesterone + NAD(P)H + H+
17alpha,20alpha-dihydroxy-pregn-4-en-3-one + NAD(P)+
show the reaction diagram
17alpha-hydroxyprogesterone + NADPH
17alpha,20alpha-dihydroxyprogesterone + NADP+
show the reaction diagram
17alpha-hydroxyprogesterone + NADPH + H+
17alpha,20alpha-dihydroxy-pregn-4-en-3-one + NADP+
show the reaction diagram
17beta-estradiol + NADP+
?
show the reaction diagram
-
-
-
-
?
2,3-butanedione + NADPH
? + NADP+
show the reaction diagram
2,3-heptanedione + NADPH
NADP+ + ?
show the reaction diagram
2,3-hexanedione + NADPH
NADP+ + ?
show the reaction diagram
2,3-pentanedione + NADPH
NADP+ + ?
show the reaction diagram
2-tert-butyl-1,4-benzoquinone + NADPH + H+
?
show the reaction diagram
-
-
-
-
?
20alpha-dihydroprogesterone + NAD+
progesterone + NADH
show the reaction diagram
-
-
-
?
20alpha-dihydroprogesterone + NADP+
progesterone + NADPH
show the reaction diagram
-
-
-
?
20alpha-hydroxy-5beta-pregnan-3-one + NADP+
5beta-pregnane-3,20-dione + NADPH
show the reaction diagram
-
-
-
?
20alpha-hydroxyprogesterone + NAD+
progesterone + NADH
show the reaction diagram
-
-
-
-
?
20alpha-hydroxyprogesterone + NADP+
?
show the reaction diagram
-
-
-
-
?
20alpha-hydroxyprogesterone + NADP+
progesterone + NADPH
show the reaction diagram
3-deoxyglucosone + NADPH + H+
?
show the reaction diagram
-
-
-
-
?
4-androstene-3,17-dione + NADPH + H+
?
show the reaction diagram
-
-
-
-
?
4-chromanol + NADP+
?
show the reaction diagram
-
-
-
-
?
4-hydroxy-2-nonenal + NADPH + H+
?
show the reaction diagram
-
-
-
-
?
4-nitroacetophenone + NADPH + H+
?
show the reaction diagram
-
-
-
-
?
4-nitrobenzaldehyde + NADPH
4-nitrobenzyl alcohol + NADP+
show the reaction diagram
4-oxo-2-hexenal + NADPH + H+
?
show the reaction diagram
-
-
-
-
?
4-oxo-2-nonenal + NADPH + H+
?
show the reaction diagram
-
-
-
-
?
4-pregnen-20alpha-ol-3-one + NAD(P)+
4-pregnen-3,20-dione + NAD(P)H + H+
show the reaction diagram
-
-
-
-
r
4-pregnen-3alpha-ol-20-one + NADPH + H+
?
show the reaction diagram
-
-
-
-
?
5-androstene-3beta,17beta-diol + NADP+
?
show the reaction diagram
-
-
-
-
?
5alpha-androstan-3alpha,17beta-diol + NADP+
?
show the reaction diagram
-
-
-
-
?
5alpha-androstan-3alpha-ol-17-one + NADPH + H+
?
show the reaction diagram
-
-
-
-
?
5alpha-androstan-3beta,17beta-diol + NADP+
?
show the reaction diagram
-
-
-
-
?
5alpha-androstan-3beta-ol-17-one + NADPH + H+
?
show the reaction diagram
-
-
-
-
?
5alpha-dihydrotestosterone + NADP+
?
show the reaction diagram
-
-
-
-
?
5alpha-dihydrotestosterone + NADPH + H+
?
show the reaction diagram
-
-
-
-
?
5alpha-dihydrotestosterone + NADPH + H+
? + NADP+
show the reaction diagram
-
-
-
-
?
5alpha-pregnan-20alpha-ol-3-one + NAD(P)+
5alpha-pregnan-3,20-dione + NAD(P)H
show the reaction diagram
-
-
-
-
r
5alpha-pregnan-20alpha-ol-3-one + NAD(P)+
5alpha-pregnane-3,20-dione + NAD(P)H
show the reaction diagram
-
-
-
-
r
5alpha-pregnan-20alpha-ol-3-one + NADP+
5beta-pregnan-3,20-dione + NADPH + H+
show the reaction diagram
-
-
-
-
r
5alpha-pregnan-20alpha-ol-3-one + NADP+
?
show the reaction diagram
-
-
-
-
?
5alpha-pregnan-3,20-dione + NADPH + H+
?
show the reaction diagram
-
-
-
-
?
5alpha-pregnan-3alpha,20alpha-diol + NADP+
?
show the reaction diagram
-
-
-
-
?
5alpha-pregnan-3alpha,21-diol-20-one + NADPH + H+
?
show the reaction diagram
-
-
-
-
?
5alpha-pregnan-3alpha-ol-20-one + NAD(P)H
5alpha-pregnan-3alpha,20alpha-diol + NAD(P)+
show the reaction diagram
-
-
-
-
r
5alpha-pregnan-3alpha-ol-20-one + NAD(P)H + H+
5alpha-pregnan-3alpha,20alpha-diol + NAD(P)+
show the reaction diagram
-
-
-
-
r
5alpha-pregnan-3alpha-ol-20-one + NADPH + H+
?
show the reaction diagram
-
-
-
-
?
5alpha-pregnane-21-ol-3,20-dione + NAD(P)H
5alpha-pregnane-20alpha,21-diol-3-one + NAD(P)+
show the reaction diagram
-
-
-
-
r
5alpha-pregnane-3,20-dione + NAD(P)H
5alpha-pregnan-20alpha-ol-3-one + NAD(P)+
show the reaction diagram
-
-
-
-
r
5alpha-pregnane-3alpha,20alpha-diol + NAD(P)+
3alpha-hydroxy-5alpha-pregnan-20-one + NAD(P)H + H+
show the reaction diagram
5alpha-pregnane-3alpha,21-diol-20-one + NAD(P)H + H+
5alpha-pregnane-3alpha,20alpha,21-triol + NAD(P)+
show the reaction diagram
-
-
-
-
r
5beta-androstan-17beta-ol-3-one + NADP+
?
show the reaction diagram
-
-
-
-
?
5beta-androstan-3alpha,17beta-diol + NADP+
?
show the reaction diagram
-
-
-
-
?
5beta-androstan-3alpha-ol-17-one + NADPH + H+
?
show the reaction diagram
-
-
-
-
?
5beta-androstan-3beta,17beta-diol + NADP+
?
show the reaction diagram
-
-
-
-
?
5beta-androstan-3beta-ol-17-one + NADPH + H+
?
show the reaction diagram
-
-
-
-
?
5beta-dihydrocortisol + NADH
? + NAD+
show the reaction diagram
-
-
-
r
5beta-pregnan-20alpha-ol-3-one + NAD(P)+
5beta-pregnan-3,20-dione + NAD(P)H
show the reaction diagram
-
-
-
-
r
5beta-pregnan-20alpha-ol-3-one + NADP+
?
show the reaction diagram
-
-
-
-
?
5beta-pregnan-3,20-dione + NADPH + H+
5alpha-pregnan-20alpha-ol-3-one + NADP+
show the reaction diagram
-
-
-
-
r
5beta-pregnan-3alpha,20alpha-diol + NADP+
?
show the reaction diagram
-
-
-
-
?
5beta-pregnan-3alpha,21-diol-20-one + NADPH + H+
?
show the reaction diagram
-
-
-
-
?
5beta-pregnan-3alpha-ol-20-one + NAD(P)H
5beta-pregnan-3alpha,20alpha-diol + NAD(P)+
show the reaction diagram
-
-
-
-
r
5beta-pregnan-3alpha-ol-20-one + NAD(P)H
5beta-pregnane-3alpha,20alpha-diol + NAD(P)+
show the reaction diagram
-
-
-
-
r
5beta-pregnan-3alpha-ol-20-one + NAD(P)H + H+
5alpha-pregnan-3alpha,20alpha-diol + NAD(P)+
show the reaction diagram
-
-
-
-
?
5beta-pregnan-3alpha-ol-20-one + NADPH + H+
?
show the reaction diagram
-
-
-
-
?
5beta-pregnane-3,20-dione + NAD(P)H + H+
5alpha-pregnan-20alpha-ol-3-one + NAD(P)+
show the reaction diagram
-
-
-
-
r
5beta-pregnane-3alpha,20alpha-diol + NAD(P)+
5beta-pregnan-20alpha-ol-3-one + NAD(P)H + H+
show the reaction diagram
6-tert-butyl-2,3-epoxy-5-cyclohexen-1,4-dione + NADPH + H+
?
show the reaction diagram
-
-
-
-
?
7alpha-hydroxy-dehydroepiandrosterone + NADPH + H+
?
show the reaction diagram
-
-
-
-
?
9,10-phenanthrenequinone + NADPH
NADP+ + ?
show the reaction diagram
-
-
-
-
-
acetoacetyl-CoA + NADPH
NADP+ + ?
show the reaction diagram
acetoin + NADPH + H+
?
show the reaction diagram
-
-
-
-
?
acrolein + NADPH + H+
?
show the reaction diagram
-
-
-
-
?
all-trans-retinal + NADPH + H+
?
show the reaction diagram
-
-
-
-
?
alpha-tetralone + NADPH + H+
?
show the reaction diagram
-
-
-
-
?
befunolol + NADPH + H+
?
show the reaction diagram
-
-
-
-
?
benzaldehyde + NADPH
benzyl alcohol + NADP+
show the reaction diagram
-
-
-
-
-
beta-ionol + NADP+
?
show the reaction diagram
-
-
-
-
?
corticosterone + NADPH
? + NADP+
show the reaction diagram
-
less reactive than with 17alpha-hydroxyprogesterone
-
?
cortisol + NADH
20alpha-dihydrocortisol + NAD+
show the reaction diagram
cortisone + NADH
? + NAD+
show the reaction diagram
D-galactose + NADPH
NADP+ + ?
show the reaction diagram
-
-
-
-
-
D-glucose + NADPH
NADP+ + ?
show the reaction diagram
-
-
-
-
-
daunorubicin + NADPH + H+
daunorubicinol + NADP+
show the reaction diagram
dehydroepiandrosterone + NADPH + H+
?
show the reaction diagram
-
-
-
-
?
dehydroepiandrosterone 3-sulfate + NADPH + H+
?
show the reaction diagram
-
-
-
-
?
diacetyl + NADPH + H+
?
show the reaction diagram
-
-
-
-
?
dihydrotestosterone + NADPH
? + NADP+
show the reaction diagram
-
-
-
-
r
DL-glyceraldehyde + NADPH
glycerol + NADP+
show the reaction diagram
-
-
-
-
-
dydrogesterone + NADH + H+
20alpha-hydroxydydrogesterone + NAD+
show the reaction diagram
-
-
-
-
?
estrone + NADPH + H+
?
show the reaction diagram
-
-
-
-
?
estrone 3-sulfate + NADPH + H+
?
show the reaction diagram
-
-
-
-
?
ethyl 2-methylacetoacetate + NADPH
NADP+ + ?
show the reaction diagram
ethyl 4-chloroacetoacetate + NADPH
NADP+ + ?
show the reaction diagram
ethyl acetoaetate + NADPH
(S)-ethyl 3-hydroxybutyrate + NADP+
show the reaction diagram
ethyl pyruvate + NADPH
NADP+ + ?
show the reaction diagram
geraniol + NADP+
?
show the reaction diagram
-
-
-
-
?
hexanal + NADPH + H+
?
show the reaction diagram
-
-
-
-
?
isatin + NADP+
?
show the reaction diagram
-
-
-
-
?
isatin + NADPH
NADP+ + ?
show the reaction diagram
isocaproaldehyde + NADPH + H+
?
show the reaction diagram
-
-
-
-
?
ketotifen + NADPH + H+
?
show the reaction diagram
-
-
-
-
?
menadione + NADPH + H+
?
show the reaction diagram
-
-
-
-
?
methylglyoxal + NADPH
NADP+ + ?
show the reaction diagram
methylglyoxal + NADPH + H+
?
show the reaction diagram
-
-
-
-
?
nonanal + NADPH + H+
?
show the reaction diagram
-
-
-
-
?
progesterone + NAD(P)+
20alpha-hydroxyprogesterone + NAD(P)H + H+
show the reaction diagram
-
-
-
?
progesterone + NAD(P)H
20alpha-hydroxypregn-4-en-3-one + NAD(P)+
show the reaction diagram
progesterone + NAD(P)H
20alpha-hydroxyprogesterone + NAD(P)+
show the reaction diagram
progesterone + NAD(P)H + H+
20alpha-hydroxyprogesterone + NAD(P)+
show the reaction diagram
progesterone + NADH
20alpha-hydroxyprogesterone + NAD+
show the reaction diagram
-
-
-
-
?
progesterone + NADH + H+
20alpha-hydroxyprogesterone + NAD+
show the reaction diagram
progesterone + NADPH
20alpha-hydroxyprogesterone + NADP+
show the reaction diagram
progesterone + NADPH + H+
20alpha-hydroxyprogesterone + NADP+
show the reaction diagram
-
-
-
-
?
prostaglandin E2 + NADPH
NADP+ + ?
show the reaction diagram
-
low activity
-
-
-
pyridine 3-aldehyde + NADPH + H+
?
show the reaction diagram
-
-
-
-
?
pyridine-3-aldehyde + NADPH
NADP+ + ?
show the reaction diagram
testosterone + NADP+
?
show the reaction diagram
-
-
-
-
?
trans-2-hexenal + NADPH + H+
?
show the reaction diagram
-
-
-
-
?
trans-2-nonenal + NADPH + H+
?
show the reaction diagram
-
-
-
-
?
trans-benzene dihydrodiol + NADP+
?
show the reaction diagram
-
-
-
-
?
additional information
?
-
NATURAL SUBSTRATES
NATURAL PRODUCTS
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
REVERSIBILITY
r=reversible
ir=irreversible
?=not specified
17alpha,20alpha-dihydroxypregn-4-en-3-one + NAD(P)+
17alpha-hydroxyprogesterone + NAD(P)H
show the reaction diagram
-
inactive molecule form
hormone
-
r
17alpha-hydroxyprogesterone + NAD(P)H
17alpha,20alpha-dihydroxypregn-4-en-3-one + NAD(P)+
show the reaction diagram
daunorubicin + NADPH + H+
daunorubicinol + NADP+
show the reaction diagram
-
inactivation of the anticancer drug
-
-
r
progesterone + NAD(P)+
20alpha-hydroxyprogesterone + NAD(P)H + H+
show the reaction diagram
D0VDT4
-
-
-
?
progesterone + NAD(P)H
20alpha-hydroxypregn-4-en-3-one + NAD(P)+
show the reaction diagram
-
-
-
-
r
progesterone + NAD(P)H + H+
20alpha-hydroxyprogesterone + NAD(P)+
show the reaction diagram
-
maternal and fetal 20alpha-HSD play a role in maintaining normal pregnancy at least partially by reducing progesterone concentrations in fetuses
-
-
?
progesterone + NADPH
20alpha-hydroxyprogesterone + NADP+
show the reaction diagram
additional information
?
-
COFACTOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
3-acetylpyridine adenine dinucleotide phosphate
-
coenzyme analog
NAD(P)+
NAD(P)H
NADP+
nicotinamide 1,N6-ethenoadenine dinucleotide phosphate
-
coenzyme analog
nicotinamide hypoxanthine dinucleotide phosphate
-
coenzyme analog
thio-NADP+
-
coenzyme analog
additional information
-
nitroblue tetrazolium as hydrogen acceptor
-
METALS and IONS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
K+
-
activates
Mn2+
-
required
INHIBITORS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
1,10-phenanthroline
-
50% inhibition at 0.065 mM
1,2-naphthoquinone
-
0.01 mM, 55% inhibition of enzyme in liver, 10% in kidney, 10% in lung cytosolic fraction, respectively
1-phenylcyclopentanecarboxylic acid
-
-
16alpha-Bromoacetoxyprogesterone
-
-
17alpha-hydroxyprogesterone
-
most inhibitory at pH 8.0, significant at pH 6.8
17beta-estradiol
-
20alpha-hydroxyprogesterone analog, competitive or noncompetitive depending on variable substrate
2',5'-adenosine bisphosphate
-
competitive inhibition versus NADP+
2',5'-ADP
-
coenzyme-competitive inhibitor
2'-adenylic acid
-
; coenzyme-competitive inhibitor
2'-phosphoadenosine diphosphoribose
2,4-Pentanedione
-
; pH profile for the inactivation, overview
2-(4-chlorobenzylidene)cyclopentanone
-
-
2-(4-chlorobenzylidene)cyclopentyl ethyl ether
-
-
2-acetylbenzofuran
-
50% inhibition at 0.033 mM
20beta-hydroxypregn-4-en-3-one
-
marginally inhibitory at pH 8.0
3',3'',5',5''-tetrabromophenolphthalein
3',3'',5',5''-tetrabromophenolphthalein diacetate
-
50% inhibition at 350 nM
3',3'',5',5''-tetraiodophenolphthalein
-
50% inhibition at 120 nM
3',5'-cyclic AMP
-
coenzyme-competitive inhibitor
3,5-dibromo-4-hydroxybenzoic acid methyl ester
-
50% inhibition at 0.099 mM
3,5-dibromosalicylic acid
-
-
3,5-dichlorosalicylic acid
3,5-diiodosalicylic acid
-
competitive
3-Aminopyridine 1,N6-ethenoadenine dinucleotide phosphate
-
NADP analog, competitive inhibitor
3-Aminopyridine adenine dinucleotide phosphate
3-bromo-5-phenylsalicylic acid
-
-
3-chloro-5-phenylsalicylic acid
-
-
3-phenyl-5-bromosalicylic acid
-
-
3-phenylcyclopentanecarboxylic acid
-
-
4'-butyl-5-chloro-4-hydroxybiphenyl-3-carboxylic acid
-
7fold selectivity relative to 3alpha-hydroxysteroid dehydrogenase AKR1C2
5'-adenosine diphosphate
-
-
5'-Adenosine triphosphate
-
-
5'-adenylic acid
-
; coenzyme-competitive inhibitor
5'-ADP
-
coenzyme-competitive inhibitor
5'-ATP
-
coenzyme-competitive inhibitor
5-chloro-4-hydroxy-3'-methylbiphenyl-3-carboxylic acid
-
13fold selectivity relative to 3alpha-hydroxysteroid dehydrogenase AKR1C2
5-chloro-4-hydroxy-4'-methylbiphenyl-3-carboxylic acid
-
24fold selectivity relative to 3alpha-hydroxysteroid dehydrogenase AKR1C2
5-chloro-4-hydroxybiphenyl-3-carboxylic acid
-
24fold selectivity relative to 3alpha-hydroxysteroid dehydrogenase AKR1C2
5-fluoro-4-hydroxybiphenyl-3-carboxylic acid
-
1.2fold selectivity relative to 3alpha-hydroxysteroid dehydrogenase AKR1C2
5alpha-dihydrotestosterone
-
-
5beta-dihydrotestosterone
-
-
9,10-phenanthrenequinone
-
0.01 mM, 70% inhibition of enzyme in liver, 5% in kidney, 60% in lung cytosolic fraction, respectively
Acetylsalicylate
-
-
adenosine 2'-monophospho- 5'-diphosphoribose
-
strong inhibition
adenosine diphosphoribose
-
; coenzyme-competitive inhibitor
Ag+
-
very powerful
aminopyridine 1,N6-ethenoadenine dinucleotide phosphate
-
-
aminopyridine adenine dinucleotide phosphate
-
-
androstendione
-
most inhibitory at pH 8.0
apigenin
Barbiturates
-
-
-
benzbromarone
benzbromarone acetate
-
50% inhibition at 430 nM
benzofuran
-
50% inhibition at 1.45 mM
benzofuran-2-carboxylic acid
-
50% inhibition at 0.16 mM
Bethamethasone
-
0.1 mM, 10% inhibition
Bile acids
Bromophenol blue
carboxylic acid
-
competitive for acetic and propionic acid, mixed-type from pentanoic to undecanoic acid with exception of heptanoic acid
cibacron
cloxazolam
-
0.01 mM, 38% inhibition
diazepam
-
50% inhibition at 0.0056 mM
Diazotized 3-aminopyridine 1,N6-ethenoadenine dinucleotide phosphate
-
; NADP+ analog, competitive inhibitor
Diazotized 3-aminopyridine adenine dinucleotide phosphate
-
; NADP analog, competitive inhibitor
dibenzofuran
-
50% inhibition at 0.895 mM
Dienstrol
Diphenic acid
-
less than 17% inhibition
ethyl acetate
fatty acids
fisetin
Flufenamic acid
Fluorescein mercuric acetate
-
-
glycerol
-
inhibition partially reversed by cysteine
glycyrrhetinic acid
-
50% inhibition at 0.0022 mM
Hexestrol
indomethacin
kaempferol
linear monocarboxylic acids
-
slight inhibition, overview
-
linear N-alkylammonium chloride derivatives
-
slight inhibition, overview
-
lithocholic acid
-
50% inhibition at 0.022 mM
luteolin
Maleimide
-
pH profile for the inactivation, overview
Meclofenamic acid
-
20alpha-hydroxyprogesterone oxidation
medazepam
-
50% inhibition at 0.0047 mM
Medroxyprogesterone acetate
-
50% inhibition at 700 nM
Mefenamic acid
-
-
Metal ions
-
strong
-
myricetin
N-1-butylnicotinamide chloride
-
inhibition of the ovarian enzyme, competitive inhibition versus NADP+
N-1-decylnicotinamide chloride
-
inhibition of the ovarian enzyme, mixed type inhibition versus NADP+
N-1-dodecylnicotinamide chloride
-
inhibition of the ovarian enzyme, mixed type inhibition versus NADP+
N-1-ethylnicotinamide chloride
-
inhibition of the ovarian enzyme, competitive inhibition versus NADP+
N-1-heptylnicotinamide chloride
-
inhibition of the ovarian enzyme, competitive inhibition versus NADP+
N-1-hexylnicotinamide chloride
-
inhibition of the ovarian enzyme, competitive inhibition versus NADP+
N-1-methylnicotinamide chloride
-
inhibition of the ovarian enzyme, competitive inhibition versus NADP+
N-1-nonylnicotinamide chloride
-
inhibition of the ovarian enzyme, mixed type inhibition versus NADP+
N-1-octylnicotinamide chloride
-
inhibition of the ovarian enzyme, mixed type inhibition versus NADP+
N-1-pentylnicotinamide chloride
-
inhibition of the ovarian enzyme, competitive inhibition versus NADP+
N-1-propylnicotinamide chloride
-
inhibition of the ovarian enzyme, competitive inhibition versus NADP+
N-1-undecylnicotinamide chloride
-
inhibition of the ovarian enzyme, mixed type inhibition versus NADP+
N-alkylammonium chloride
-
competitive from pentyl to heptyl, mixed type from nonyl to dodecyl
N-Alkylmaleimide
-
N-ethylmaleimide and N-butylmaleimide to N-octylmaleimide at 25°C, pH 7.7
N-alkylmaleimides
-
coenzyme-competitive inhibition, varying in chainlength from N-ethyl- to N-octylmaleimide, effectively inactivated the enzyme through pseudo-first-order rate processes, overview
-
N-Butylmaleimide
-
inactivation via sulfhydryl groups of the enzyme in a nonpolar region
N-ethylmaleimide
-
inactivation via sulfhydryl groups of the enzyme in a nonpolar region
N-Heptylmaleimide
-
inactivation via sulfhydryl groups of the enzyme in a nonpolar region
N-Hexylmaleimide
-
inactivation via sulfhydryl groups of the enzyme in a nonpolar region
N-Octylmaleimide
-
inactivation via sulfhydryl groups of the enzyme in a nonpolar region
N-Pentylmaleimide
-
inactivation via sulfhydryl groups of the enzyme in a nonpolar region
N1-alkylnicotinamide chloride
-
competitive from methyl to heptyl, mixed-type from octyl to dodecyl with respect to NADP
NAD+
-
NADP analog, competitive inhibitor
NADH
-
concentrations above 0.1 mM
NADP+
NADPH
-
competitive and noncompetitive product inhibition with respect to NADP+ depending on substrate concentrations
naringenin
natural oestrogens
-
e.g. oestrone less than 15% inhibition
-
o-cresolphthalein
-
50% inhibition at 140 nM
p-chloromercuribenzoate
-
also other sufhydryl reagents like 5,5'-dithiobis-2-nitrobenzoic acid and iodoacetamide strong
phenazine methosulfate
-
0.01-0.3 mg/ml
Phenobarbital
Phenolphthalein
progesterone
prolactin
-
down-regulating of gene-expression
-
pyridoxal 5'-phosphate
-
strong, 90% inactivation by 10 mM
quercetin
quercitrin
salicylate
-
-
sorbinil
Sulfobromophthalein
synthetic non-steroidal oestrogens
-
hexoestrol most potent competitive inhibitor
-
synthetic oestrogens
-
e.g. hexestrol, silbestrol, dienstrol
-
Tolrestat
Ursodeoxycholic acid
-
50% inhibition at 0.34 mM
valporic acid
-
less than 17% inhibition
additional information
-
ACTIVATING COMPOUND
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
cysteine
-
restoring, also other sulfhydryl compounds, NADH-linked to a greater extent than the NADPH-linked activity
Dimethyl formamide
-
5-10%
additional information
-
KM VALUE [mM]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.131
(S)-1-indanol
-
at pH 7.4 and 37°C
0.112
(S)-1-tetralol
-
at pH 7.4 and 37°C
1 - 1870
(S)-ethyl 3-hydroxybutyrate
4.8 - 5
(S)-methyl 3-hydroxybutyrate
0.007 - 0.47
(S)-tetralol
0.092 - 0.129
1,2-Cyclohexanedione
0.006
1-phenyl-1,2-propanedione
0.0033
11-deoxycorticosterone
-
pH 7.4, 37°C
0.073
17-hydroxyprogesterone
-
-
0.013
17alpha,20alpha-dihydroxypregn-4-en-3-one
-
-
0.013 - 0.014
17alpha,20alpha-dihydroxyprogesterone
0.022
17alpha,21-dihydroxy-5beta-pregnan-3,20-dione
-
-
0.02
17alpha,21-dihydroxy-5beta-pregnane-3,11,20-trione
-
-
0.002 - 0.0034
17alpha-hydroxypregnenolone
0.0029 - 0.118
17alpha-hydroxyprogesterone
0.0013
17beta-estradiol
-
at pH 7.4 and 37°C
34.8 - 66.3
2,3-Butanediol
0.015 - 0.018
2,3-Butanedione
0.005 - 0.008
2,3-heptanedione
0.01 - 0.016
2,3-Hexanedione
0.018 - 0.021
2,3-Pentanedione
0.131 - 0.243
2,4-Pentanedione
0.0026
2-amino-8-((2-fluoro-4-methoxybenzyl)thio)-1,9-dihydro-6H-purin-6-one
-
pH 7.0, 25°C
0.001
2-tert-butyl-1,4-benzoquinone
-
at pH 7.4 and 37°C
-
0.041
20alpha-dihydrocortisol
-
NAD+, pH 7.9
0.00102 - 0.00516
20alpha-hydroxy-4-pregnen-3-one
0.013
20alpha-hydroxy-5alpha-pregnan-3-one
-
+/-0.0035
0.073
20alpha-hydroxy-5beta-pregnan-3-one
-
-
0.00117 - 2.5
20alpha-hydroxyprogesterone
0.23 - 0.57
3,4-hexanedione
0.00208
3-acetylpyridine adenine dinucleotide phosphate
-
NADP analog
1.4
3-deoxyglucosone
-
at pH 7.4 and 37°C
0.012
3alpha-hydroxy-5alpha-pregnan-20-one
-
+/-0.0035
0.001
4-androstene-3,17-dione
-
at pH 7.4 and 37°C
0.152
4-chromanol
-
at pH 7.4 and 37°C
0.0053
4-hydroxy-2-nonenal
-
at pH 7.4 and 37°C
0.0012
4-Nitroacetophenone
-
at pH 7.4 and 37°C
0.221 - 0.3811
4-Nitrobenzaldehyde
0.0059
4-oxo-2-hexenal
-
at pH 7.4 and 37°C
-
0.0018
4-oxo-2-nonenal
-
at pH 7.4 and 37°C
0.016
4-pregnen-20alpha-ol-3-one
-
pH 7.0, 25°C
0.001
4-pregnen-3alpha-ol-20-one
-
at pH 7.4 and 37°C
-
0.0031
5-androstene-3beta,17beta-diol
-
at pH 7.4 and 37°C
0.0042
5alpha-androstan-3alpha,17beta-diol
-
at pH 7.4 and 37°C
0.0041
5alpha-Androstan-3alpha-ol-17-one
-
at pH 7.4 and 37°C
0.0022
5alpha-androstan-3beta,17beta-diol
-
at pH 7.4 and 37°C
0.006
5alpha-Androstan-3beta-ol-17-one
-
at pH 7.4 and 37°C
0.0034 - 0.018
5alpha-dihydrotestosterone
0.0007 - 0.011
5alpha-pregnan-20alpha-ol-3-one
0.0005
5alpha-pregnan-3,20-dione
-
at pH 7.4 and 37°C
0.0008
5alpha-pregnan-3alpha,20alpha-diol
-
at pH 7.4 and 37°C
0.0062
5alpha-Pregnan-3alpha,21-diol-20-one
-
at pH 7.4 and 37°C
0.0013 - 0.0033
5alpha-pregnan-3alpha-ol-20-one
0.0012
5alpha-pregnane-21-ol-3,20-dione
-
pH 7.0, 25°C
0.0011
5alpha-pregnane-3,20-dione
-
pH 7.0, 25°C
0.0004 - 0.0009
5alpha-pregnane-3alpha,20alpha-diol
0.0062
5beta-androstan-17beta-ol-3-one
-
at pH 7.4 and 37°C
0.0014
5beta-Androstan-3alpha,17beta-diol
-
at pH 7.4 and 37°C
0.0017
5beta-Androstan-3alpha-ol-17-one
-
at pH 7.4 and 37°C
0.0025
5beta-Androstan-3beta,17beta-diol
-
at pH 7.4 and 37°C
0.0028
5beta-androstan-3beta-ol-17-one
-
at pH 7.4 and 37°C
0.001 - 0.073
5beta-pregnan-20alpha-ol-3-one
0.001
5beta-pregnan-3,20-dione
-
at pH 7.4 and 37°C
0.0078
5beta-pregnan-3alpha,20alpha-diol
-
at pH 7.4 and 37°C
0.0026
5beta-Pregnan-3alpha,21-diol-20-one
-
at pH 7.4 and 37°C
0.001 - 0.0062
5beta-Pregnan-3alpha-ol-20-one
0.0012
5beta-pregnane-3,20-dione
-
pH 7.0, 25°C
0.0015
5beta-pregnane-3alpha,20alpha-diol
-
pH 7.0, 25°C
0.002
6-tert-butyl-2,3-epoxy-5-cyclohexen-1,4-dione
-
at pH 7.4 and 37°C
-
0.0029
7alpha-hydroxy-dehydroepiandrosterone
-
at pH 7.4 and 37°C
0.00195
9,10-phenanthrenequinone
-
+/-0.0004
0.02 - 0.022
acetoacetyl-CoA
0.162 - 0.272
acetoin
0.014
acrolein
-
at pH 7.4 and 37°C
0.0089
all-trans-retinal
-
at pH 7.4 and 37°C
0.053
alpha-tetralone
-
at pH 7.4 and 37°C
0.034
befunolol
-
at pH 7.4 and 37°C
2.1
benzene dihydrodiol
-
-
0.008
benzyl acetoacetate
0.018
beta-ionol
-
at pH 7.4 and 37°C
-
0.078
Camphorquinone
-
-
2.02 - 2.9
cis-benzene-1,2-dihydrodiol
0.032
cortisol
-
NADH, pH 6.3
0.022
cortisone
-
NADH, pH 6.3
120
D,L-glyceraldehyde
-
-
0.3 - 0.67
D-glyceraldehyde
0.534 - 0.587
D-Lactaldehyde
0.006
dehydroepiandrosterone
-
at pH 7.4 and 37°C
0.0042
dehydroepiandrosterone 3-sulfate
-
at pH 7.4 and 37°C
0.019
diacetyl
-
at pH 7.4 and 37°C
0.069 - 0.151
dihydrotestosterone
0.852 - 1.3
DL-glyceraldehyde-3-phosphate
0.0011
estrone
-
at pH 7.4 and 37°C
0.0067
Estrone 3-sulfate
-
at pH 7.4 and 37°C
0.012 - 0.015
ethyl 2-methylacetoacetate
0.222 - 0.447
ethyl 3-oxovalerate
0.027
ethyl 4-chloroacetoacetate
0.02 - 20
ethyl acetoacetate
0.303 - 0.654
ethyl benzoylacetate
0.025
ethyl pyruvate
0.18
geraniol
-
at pH 7.4 and 37°C
0.0076
Hexanal
-
at pH 7.4 and 37°C
0.0006 - 0.064
isatin
0.068
isocaproaldehyde
-
at pH 7.4 and 37°C
0.111
ketotifen
-
at pH 7.4 and 37°C
0.018
menadione
-
at pH 7.4 and 37°C
0.117 - 0.123
methyl acetoacetate
0.088 - 0.548
methylglyoxal
0.004
n-butyl acetoacetate
0.0015 - 0.0024
n-hexyl acetoacetate
0.0013 - 0.0016
n-octyl acetoacetate
0.526
NAD+
-
20alpha-dihydrocortisol
0.0081 - 1.1
NADH
0.0007 - 0.025
NADP+
0.0002 - 0.052
NADPH
0.1429
nicotinamide 1,N6-ethenoadenine dinucleotide phosphate
-
NADP analog
0.0588
nicotinamide hypoxanthine dinucleotide phosphate
-
NADP analog
0.0009
Nonanal
-
at pH 7.4 and 37°C
0.43 - 0.591
Phenylglyoxal
0.0006 - 0.2833
progesterone
0.061
pyridine 3-aldehyde
-
at pH 7.4 and 37°C
0.049 - 0.081
Pyridine-3-aldehyde
0.945 - 1.06
Pyridine-4-aldehyde
0.013
testosterone
-
at pH 7.4 and 37°C
0.00186
thionicotinamide adenine dinucleotide phosphate
-
NADP analog
50.9 - 79.7
trans-1S,2S-cyclohexanediol
0.0074
trans-2-hexenal
-
at pH 7.4 and 37°C
0.0055
trans-2-nonenal
-
at pH 7.4 and 37°C
0.26
trans-benzene dihydrodiol
-
at pH 7.4 and 37°C
1.6
trans-benzene-1S,2S-dihydrodiol
additional information
additional information
-
TURNOVER NUMBER [1/s]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.2
(S)-1-indanol
-
at pH 7.4 and 37°C
0.217
(S)-1-tetralol
-
at pH 7.4 and 37°C
0.178
17alpha-hydroxyprogesterone
-
+/-0.8
0.011
17beta-estradiol
-
at pH 7.4 and 37°C
0.183
2-tert-butyl-1,4-benzoquinone
-
at pH 7.4 and 37°C
-
0.785
20alpha-hydroxy-5alpha-pregnan-3-one
-
+/-4.3
0.04 - 1.17
20alpha-hydroxyprogesterone
0.183
3-deoxyglucosone
-
at pH 7.4 and 37°C
0.208
3alpha-hydroxy-pregnan-20-one
-
+/-1.6
0.043
4-androstene-3,17-dione
-
at pH 7.4 and 37°C
0.068
4-chromanol
-
at pH 7.4 and 37°C
0.009
4-hydroxy-2-nonenal
-
at pH 7.4 and 37°C
0.112
4-Nitroacetophenone
-
at pH 7.4 and 37°C
5.91
4-Nitrobenzaldehyde
-
+/-33.4
0.0115
4-oxo-2-hexenal
-
at pH 7.4 and 37°C
-
0.112
4-oxo-2-nonenal
-
at pH 7.4 and 37°C
0.032
4-pregnen-3alpha-ol-20-one
-
at pH 7.4 and 37°C
-
0.1
5-androstene-3beta,17beta-diol
-
at pH 7.4 and 37°C
0.27
5alpha-androstan-3alpha,17beta-diol
-
at pH 7.4 and 37°C
0.085
5alpha-Androstan-3alpha-ol-17-one
-
at pH 7.4 and 37°C
0.032
5alpha-androstan-3beta,17beta-diol
-
at pH 7.4 and 37°C
0.083
5alpha-Androstan-3beta-ol-17-one
-
at pH 7.4 and 37°C
0.025 - 0.047
5alpha-dihydrotestosterone
0.077 - 0.158
5alpha-pregnan-20alpha-ol-3-one
0.018
5alpha-pregnan-3,20-dione
-
at pH 7.4 and 37°C
0.025
5alpha-pregnan-3alpha,20alpha-diol
-
at pH 7.4 and 37°C
0.018
5alpha-Pregnan-3alpha,21-diol-20-one
-
at pH 7.4 and 37°C
0.032
5alpha-pregnan-3alpha-ol-20-one
-
at pH 7.4 and 37°C
0.153
5beta-androstan-17beta-ol-3-one
-
at pH 7.4 and 37°C
0.25
5beta-Androstan-3alpha,17beta-diol
-
at pH 7.4 and 37°C
0.067
5beta-Androstan-3alpha-ol-17-one
-
at pH 7.4 and 37°C
0.033
5beta-Androstan-3beta,17beta-diol
-
at pH 7.4 and 37°C
0.045
5beta-androstan-3beta-ol-17-one
-
at pH 7.4 and 37°C
0.153
5beta-pregnan-20alpha-ol-3-one
-
at pH 7.4 and 37°C
0.028
5beta-pregnan-3,20-dione
-
at pH 7.4 and 37°C
0.283
5beta-pregnan-3alpha,20alpha-diol
-
at pH 7.4 and 37°C
0.017
5beta-Pregnan-3alpha,21-diol-20-one
-
at pH 7.4 and 37°C
0.03
5beta-Pregnan-3alpha-ol-20-one
-
at pH 7.4 and 37°C
0.167
6-tert-butyl-2,3-epoxy-5-cyclohexen-1,4-dione
-
at pH 7.4 and 37°C
-
0.043
7alpha-hydroxy-dehydroepiandrosterone
-
at pH 7.4 and 37°C
7.7
9,10-phenanthrenequinone
-
+/-26.9
0.097
acetoin
-
at pH 7.4 and 37°C
0.035
acrolein
-
at pH 7.4 and 37°C
0.0085
all-trans-retinal
-
at pH 7.4 and 37°C
0.053
alpha-tetralone
-
at pH 7.4 and 37°C
0.117
befunolol
-
at pH 7.4 and 37°C
0.233
beta-ionol
-
at pH 7.4 and 37°C
-
0.215
D,L-glyceraldehyde
-
+/-0.3
0.155
dehydroepiandrosterone
-
at pH 7.4 and 37°C
0.08
dehydroepiandrosterone 3-sulfate
-
at pH 7.4 and 37°C
0.158
diacetyl
-
at pH 7.4 and 37°C
0.017
estrone
-
at pH 7.4 and 37°C
0.098
Estrone 3-sulfate
-
at pH 7.4 and 37°C
0.033
geraniol
-
at pH 7.4 and 37°C
0.043
Hexanal
-
at pH 7.4 and 37°C
0.137
isatin
-
at pH 7.4 and 37°C
0.023
isocaproaldehyde
-
at pH 7.4 and 37°C
0.02
ketotifen
-
at pH 7.4 and 37°C
0.125
menadione
-
at pH 7.4 and 37°C
0.12
methylglyoxal
-
at pH 7.4 and 37°C
1.52
NADP+
-
+/-6.1
1.43
NADPH
-
+/-1.3
0.032
Nonanal
-
at pH 7.4 and 37°C
0.027 - 1.65
progesterone
0.132
pyridine 3-aldehyde
-
at pH 7.4 and 37°C
0.057
testosterone
-
at pH 7.4 and 37°C
0.025
trans-2-hexenal
-
at pH 7.4 and 37°C
0.02
trans-2-nonenal
-
at pH 7.4 and 37°C
0.108
trans-benzene dihydrodiol
-
at pH 7.4 and 37°C
kcat/KM VALUE [1/mMs-1]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
1.5
(S)-1-indanol
-
at pH 7.4 and 37°C
2
(S)-1-tetralol
-
at pH 7.4 and 37°C
0.0000008 - 0.000062
(S)-tetralol
8.7
17beta-estradiol
-
at pH 7.4 and 37°C
183.3
2-tert-butyl-1,4-benzoquinone
-
at pH 7.4 and 37°C
-
21.7
20alpha-hydroxyprogesterone
-
at pH 7.4 and 37°C
0.13
3-deoxyglucosone
-
at pH 7.4 and 37°C
43.3
4-androstene-3,17-dione
-
at pH 7.4 and 37°C
0.45
4-chromanol
-
at pH 7.4 and 37°C
1.6
4-hydroxy-2-nonenal
-
at pH 7.4 and 37°C
93.3
4-Nitroacetophenone
-
at pH 7.4 and 37°C
1.8
4-oxo-2-hexenal
-
at pH 7.4 and 37°C
-
0.062
4-oxo-2-nonenal
-
at pH 7.4 and 37°C
31.7
4-pregnen-3alpha-ol-20-one
-
at pH 7.4 and 37°C
-
31.7
5-androstene-3beta,17beta-diol
-
at pH 7.4 and 37°C
63.3
5alpha-androstan-3alpha,17beta-diol
-
at pH 7.4 and 37°C
20
5alpha-Androstan-3alpha-ol-17-one
-
at pH 7.4 and 37°C
14.3
5alpha-androstan-3beta,17beta-diol
-
at pH 7.4 and 37°C
13.8
5alpha-Androstan-3beta-ol-17-one
-
at pH 7.4 and 37°C
2.7 - 7.3
5alpha-dihydrotestosterone
1.3 - 14.3
5alpha-pregnan-20alpha-ol-3-one
36.7
5alpha-pregnan-3,20-dione
-
at pH 7.4 and 37°C
30
5alpha-pregnan-3alpha,20alpha-diol
-
at pH 7.4 and 37°C
3
5alpha-Pregnan-3alpha,21-diol-20-one
-
at pH 7.4 and 37°C
25
5alpha-pregnan-3alpha-ol-20-one
-
at pH 7.4 and 37°C
0.00004 - 0.00027
5alpha-pregnane-3alpha,20alpha-diol
25
5beta-androstan-17beta-ol-3-one
-
at pH 7.4 and 37°C
183.3
5beta-Androstan-3alpha,17beta-diol
-
at pH 7.4 and 37°C
40
5beta-Androstan-3alpha-ol-17-one
-
at pH 7.4 and 37°C
13.3
5beta-Androstan-3beta,17beta-diol
-
at pH 7.4 and 37°C
16
5beta-androstan-3beta-ol-17-one
-
at pH 7.4 and 37°C
26.7
5beta-pregnan-20alpha-ol-3-one
-
at pH 7.4 and 37°C
28.3
5beta-pregnan-3,20-dione
-
at pH 7.4 and 37°C
36.7
5beta-pregnan-3alpha,20alpha-diol
-
at pH 7.4 and 37°C
6.3
5beta-Pregnan-3alpha,21-diol-20-one
-
at pH 7.4 and 37°C
0.0000007 - 30
5beta-Pregnan-3alpha-ol-20-one
83.3
6-tert-butyl-2,3-epoxy-5-cyclohexen-1,4-dione
-
at pH 7.4 and 37°C
-
15
7alpha-hydroxy-dehydroepiandrosterone
-
at pH 7.4 and 37°C
1.3
acetoin
-
at pH 7.4 and 37°C
2.5
acrolein
-
at pH 7.4 and 37°C
0.95
all-trans-retinal
-
at pH 7.4 and 37°C
1
alpha-tetralone
-
at pH 7.4 and 37°C
13.2
befunolol
-
at pH 7.4 and 37°C
10.1
beta-ionol
-
at pH 7.4 and 37°C
-
26.7
dehydroepiandrosterone
-
at pH 7.4 and 37°C
18.3
dehydroepiandrosterone 3-sulfate
-
at pH 7.4 and 37°C
8.3
diacetyl
-
at pH 7.4 and 37°C
15.1
estrone
-
at pH 7.4 and 37°C
14.7
Estrone 3-sulfate
-
at pH 7.4 and 37°C
0.018
geraniol
-
at pH 7.4 and 37°C
5.7
Hexanal
-
at pH 7.4 and 37°C
233.3
isatin
-
at pH 7.4 and 37°C
0.35
isocaproaldehyde
-
at pH 7.4 and 37°C
0.18
ketotifen
-
at pH 7.4 and 37°C
2
menadione
-
at pH 7.4 and 37°C
1.4
methylglyoxal
-
at pH 7.4 and 37°C
35
Nonanal
-
at pH 7.4 and 37°C
45
progesterone
-
at pH 7.4 and 37°C
2.2
pyridine 3-aldehyde
-
at pH 7.4 and 37°C
4.3
testosterone
-
at pH 7.4 and 37°C
3.3
trans-2-hexenal
-
at pH 7.4 and 37°C
3.7
trans-2-nonenal
-
at pH 7.4 and 37°C
0.42
trans-benzene dihydrodiol
-
at pH 7.4 and 37°C
Ki VALUE [mM]
INHIBITOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.0358
1-phenylcyclopentanecarboxylic acid
-
pH 6.5, temperature not specified in the publication
0.00134
2',5'-adenosine bisphosphate
-
pH 7.8, 23°C
0.148
2'-adenylic acid
-
pH 7.8, 23°C
0.0172
2-(4-chlorobenzylidene)cyclopentanone
-
pH 6.5, temperature not specified in the publication
0.0305
2-(4-chlorobenzylidene)cyclopentyl ethyl ether
-
pH 6.5, temperature not specified in the publication
0.0000007
3',3'',5',5''-tetrabromophenolphthalein
-
binding to NADPH-enzyme complex via ordered bi-bi-mechanism
0.000009
3,5-dibromosalicylic acid
-
-
0.0000059 - 0.0028
3,5-dichlorosalicylic acid
0.000009
3,5-diiodosalicylic acid
-
-
0.000004 - 0.000113
3-bromo-5-phenylsalicylic acid
0.00000085 - 0.00007
3-chloro-5-phenylsalicylic acid
0.00014
3-phenyl-5-bromosalicylic acid
-
-
0.0485
3-phenylcyclopentanecarboxylic acid
-
pH 6.5, temperature not specified in the publication
0.0000021
4'-butyl-5-chloro-4-hydroxybiphenyl-3-carboxylic acid
-
wild-type, 25°C, pH not specified in the publication
2.84
5'-adenylic acid
-
pH 7.8, 23°C
0.0000013
5-chloro-4-hydroxy-3'-methylbiphenyl-3-carboxylic acid
-
wild-type, 25°C, pH not specified in the publication
0.0000026
5-chloro-4-hydroxy-4'-methylbiphenyl-3-carboxylic acid
-
wild-type, 25°C, pH not specified in the publication
0.00000086
5-chloro-4-hydroxybiphenyl-3-carboxylic acid
-
wild-type, 25°C, pH not specified in the publication
0.0000013
5-fluoro-4-hydroxybiphenyl-3-carboxylic acid
-
wild-type, 25°C, pH not specified in the publication
0.021
Acetylsalicylate
-
-
0.00087
adenosine 2'-monophospho- 5'-diphosphoribose
-
pH 7.8, 23°C
0.95
adenosine diphosphoribose
-
pH 7.8, 23°C
0.34
ADP
-
pH 7.8, 23°C
0.01
aminopyridine 1,N6-ethenoadenine dinucleotide phosphate
-
pH 7.8, 23°C
0.0029
aminopyridine adenine dinucleotide phosphate
-
pH 7.8, 23°C
0.022
Diazotized 3-aminopyridine 1,N6-ethenoadenine dinucleotide phosphate
-
pH 7.8, 23°C
0.0005
Diazotized 3-aminopyridine adenine dinucleotide phosphate
-
pH 7.8, 23°C
9.29
N-1-butylnicotinamide chloride
-
pH 7.8, 23°C
1.24
N-1-decylnicotinamide chloride
-
pH 7.8, 23°C
8.95
N-1-ethylnicotinamide chloride
-
pH 7.8, 23°C
3.39
N-1-heptylnicotinamide chloride
-
pH 7.8, 23°C
6.59
N-1-hexylnicotinamide chloride
-
pH 7.8, 23°C
0.205 - 14.8
N-1-methylnicotinamide chloride
3.29
N-1-nonylnicotinamide chloride
-
pH 7.8, 23°C
4.01
N-1-octylnicotinamide chloride
-
pH 7.8, 23°C
9.35
N-1-pentylnicotinamide chloride
-
pH 7.8, 23°C
8.24
N-1-propylnicotinamide chloride
-
pH 7.8, 23°C
0.487
N-1-undecylnicotinamide chloride
-
pH 7.8, 23°C
0.00074
NADP+
-
pH 7.8, 23°C
0.0078
salicylate
-
-
additional information
additional information
-