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(4S)-3-[5-(4-fluorophenyl)-1,5-dioxopentyl]-4-phenyl-2-oxazolidinone + NADPH + H+
(4S)-3-[(5S)-5-(4-fluorophenyl)-5-hydroxypentanoyl]-4-phenyl-1,3-oxazolidin-2-one + NADP+
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99.1% conversion
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13,14-dihydro-15-ketoprostaglandin F2alpha + NADPH
13,14-dihydroprostaglandin F2alpha + NADP+
4-benzoylpyridine + NADPH + H+
S-(-)-phenylpyridin-4-yl-methynol + NADP+
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stereoselective reduction
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4-methylnitrosamino-1-(3-pyridyl)-1-butanone + NADPH + H+
4-methylnitrosamino-1-(3-pyridyl)-1-butanol + NADP+
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i.e. NNK, genotoxic compound from tobacco smoke, isozyme 11beta-HSD1, carbonyl reductase activity, EC 1.1.1.184
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r
4-nitrobenzaldehyde + NADPH + H+
4-nitrobenzylalcohol + NADP+
4-oxonon-2-enal + NADPH + H+
1-hydroxynon-2-en-4-one + NADP+
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metabolic inactivation of the lipid peroxidation product, pathway overview
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4-oxonon-2-enal + NADPH + H+
4-hydroxynon-2-enal + NADP+
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metabolic inactivation of the lipid peroxidation product, pathway overview
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4-oxonon-2-enal + NADPH + H+
4-oxononanal + NADP+
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metabolic inactivation of the lipid peroxidation product, pathway overview
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all-trans retinal + NADPH + H+
all-trans retinol + NADP+
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cortisol + NADPH + H+
20beta-dihydrocortisol + NADP+
daunorubicin + NADPH + H+
daunorubicinol + NADP+
reduction of the anthracycline C13 carbonyl results in a 13-hydroxy metabolite that elicits potent cardiotoxic effects while possessing significantly reduced anticancer properties
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doxorubicin + NADPH + H+
doxorubicinol + NADP+
reduction of the anthracycline C13 carbonyl results in a 13-hydroxy metabolite that elicits potent cardiotoxic effects while possessing significantly reduced anticancer properties
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ethyl 4-chloro-3-oxobutanoate + NADPH + H+
ethyl (S)-4-chloro-3-hydroxybutanoate + NADP+
ethyl 4-chloroacetoacetate + NADPH + H+
ethyl (S)-4-chloro-3-hydroxybutanoate + NADP+
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enantioselective reduction
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ir
glutathione-4-oxonon-2-enal + NADPH + H+
glutathione-4-hydroxynon-2-enal + NADP+
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metabolic inactivation of the lipid peroxidation product, pathway overview
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menadione + NADPH + H+
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reduction of the anthracycline C13 carbonyl results in a 13-hydroxy metabolite that elicits potent cardiotoxic effects while possessing significantly reduced anticancer properties
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mitroxantrone + NADPH + H+
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reduction of the anthracycline C13 carbonyl results in a 13-hydroxy metabolite that elicits potent cardiotoxic effects while possessing significantly reduced anticancer properties
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N,N-dimethyl-3-keto-3-(2-thienyl)-1-keto propanamine + NADPH + H+
(S)-3-(dimethylamino)-1-(2-thienyl)-1-propanol + NADP+
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mutant enzyme A89N/F154Y with yield of 91.2% and S-enantiomeric excess of 99.9%
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naphthazarin + NADPH + H+
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reduction of the anthracycline C13 carbonyl results in a 13-hydroxy metabolite that elicits potent cardiotoxic effects while possessing significantly reduced anticancer properties
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oracin + NADPH + H+
dihydrooracin + NADP+
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a cytostatic drug, isozyme 11beta-HSD1, carbonyl reductase activity, EC 1.1.1.184, stereochemical ratio of 3:1 for R:S enantiomers of the pro-chiral carbonyl centre of oracin, inactivation of the anti-cancer drug
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r
prostaglandin E2 + NADPH
prostaglandin F2alpha + NADP+
additional information
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13,14-dihydro-15-ketoprostaglandin F2alpha + NADPH
13,14-dihydroprostaglandin F2alpha + NADP+
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13,14-dihydro-15-ketoprostaglandin F2alpha + NADPH
13,14-dihydroprostaglandin F2alpha + NADP+
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4-nitrobenzaldehyde + NADPH + H+
4-nitrobenzylalcohol + NADP+
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4-nitrobenzaldehyde + NADPH + H+
4-nitrobenzylalcohol + NADP+
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4-nitrobenzaldehyde + NADPH + H+
4-nitrobenzylalcohol + NADP+
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cortisol + NADPH + H+
20beta-dihydrocortisol + NADP+
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cortisol + NADPH + H+
20beta-dihydrocortisol + NADP+
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cortisol + NADPH + H+
20beta-dihydrocortisol + NADP+
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ethyl 4-chloro-3-oxobutanoate + NADPH + H+
ethyl (S)-4-chloro-3-hydroxybutanoate + NADP+
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ethyl 4-chloro-3-oxobutanoate + NADPH + H+
ethyl (S)-4-chloro-3-hydroxybutanoate + NADP+
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prostaglandin E2 + NADPH
prostaglandin F2alpha + NADP+
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prostaglandin E2 + NADPH
prostaglandin F2alpha + NADP+
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additional information
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sniffer prevents age-dependent and oxidative stress-induced neurodegeneration in Drosophila melanogaster, formation of 4-hydroxyalkenals due to lipoprotein oxidation, and is shown to drive macrophage uptake and sub-intimal accumulation of oxidized lipids and lesion progression
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additional information
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the enzyme interconvertes 11-oxo-glucocorticoids to their 11-hydroxy metabolites, reaction of EC 1.1.1.146, but is also active as carbonyl reductase, EC 1.1.1.184, in detoxification of xenobiotic carbonyl compounds reducing them to alcohols that are easier to conjugate and eliminate
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additional information
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the enzyme is responsible for detoxifcation of reactive aldehydes, CR has a potential physiological role for neuroprotection in humans and represents a signifcant pathway for the detoxifcation of reactive aldehydes derived from lipid peroxidation, CR is essential for neuronal cell survival and to confer protection against oxidative stress-induced brain degeneration, overview
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additional information
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the enzyme metabolizes prostaglandins, steroids, quinines, and anthracycline antibiotics, enzyme expression is inversely associated with tumor progression and angiogenesis
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additional information
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the enzyme plays a role in superoxide formation through redox cycling of 9,10-phenanthrenequinone and, to a lesser extent, of adrenochrome in pig heart
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