1.1.1.213 (11S,12S)-11,12-dihydrobenzo[g]chrysene-11,12-diol + NADP+ enzyme is stereoselective for benzo[g]chrysene-11S,12S-dihydrodiol Rattus norvegicus ? + NADPH + H+ - ? 403004 1.1.1.213 (2Z)-2-(5-hydroxy-4,6-dimethyl-2-oxo-1,2-dihydro-3H-indol-3-ylidene)-N,N-di(prop-2-en-1-yl)hydrazinecarbothioamide + NADPH + H+ - Rattus norvegicus ? - r 453816 1.1.1.213 (5beta,20R)-20-hydroxypregnan-3-one + NADH + H+ - Rattus norvegicus ? - r 451010 1.1.1.213 (S)-alpha-tetralol + NADP+ - Homo sapiens alpha-tetralone + NADPH + H+ - ? 425203 1.1.1.213 (S)-tetralol + NADP+ - Homo sapiens ? + NADPH - ? 371426 1.1.1.213 1-(4'nitrophenyl)prop-2-en-1-ol + NAD+ - Rattus norvegicus 1-(4'nitrophenyl)prop-2-en-1-one + NADH - ? 230633 1.1.1.213 1-(4'nitrophenyl)prop-2-en-1-ol + NAD+ - Rattus norvegicus Sprangue-Dawley 1-(4'nitrophenyl)prop-2-en-1-one + NADH - ? 230633 1.1.1.213 1-(4'nitrophenyl)prop-2-yn-1-ol + NAD+ - Rattus norvegicus 1-(4'nitrophenyl)prop-2-yn-1-one + NADH - ? 230634 1.1.1.213 1-(4'nitrophenyl)prop-2-yn-1-ol + NAD+ - Rattus norvegicus Sprangue-Dawley 1-(4'nitrophenyl)prop-2-yn-1-one + NADH - ? 230634 1.1.1.213 1-acenaphthenol + NAD(P)+ pH 9.0 Rattus norvegicus 1-acenaphthenone + NAD(P)H + H+ - ? 230613 1.1.1.213 1-acenaphthenol + NAD(P)+ pH 9.0 Rattus norvegicus Sprangue-Dawley 1-acenaphthenone + NAD(P)H + H+ - ? 230613 1.1.1.213 1-acenaphthenol + NADPH - Homo sapiens ? - ? 386973 1.1.1.213 1-acetophenone + NADPH - Rattus norvegicus 1-phenylethanol + NADP+ - ? 395225 1.1.1.213 1-indanone + NADPH - Homo sapiens ? - ? 387010 1.1.1.213 10-oxonortriptyline + NADPH - Homo sapiens ? - ? 386035 1.1.1.213 10-oxonortriptyline + NADPH a drug acting as substrate Homo sapiens ? - ? 386035 1.1.1.213 17beta-hydroxy-5alpha-androstan-3-one + NAD(P)H the rate of dihydrotestosterone reduction over back-conversion is 2.4 and 5.9 for prostate and epididymis, respectively Rattus norvegicus 5alpha-androstane-3alpha,17beta-diol + NAD(P)+ - r 230638 1.1.1.213 17beta-hydroxy-5alpha-androstan-3-one + NAD(P)H + H+ - Rattus norvegicus 3alpha,17beta-dihydroxy-5alpha-androstan + NAD(P)+ - ? 370092 1.1.1.213 17beta-hydroxy-5alpha-androstan-3-one + NAD(P)H + H+ termination of androgen action Rattus norvegicus 3alpha,17beta-dihydroxy-5alpha-androstan + NAD(P)+ - ? 370092 1.1.1.213 17beta-hydroxy-5alpha-androstan-3-one + NAD(P)H + H+ conversion in animal tissues Rattus norvegicus 3alpha,17beta-dihydroxy-5alpha-androstan + NAD(P)+ - ? 370092 1.1.1.213 17beta-hydroxy-5alpha-androstan-3-one + NAD(P)H + H+ regulation of the amount of androgen in prostate, high levels of substrate are required for normal and abnormal growth of prostate Rattus norvegicus 3alpha,17beta-dihydroxy-5alpha-androstan + NAD(P)+ - r 370092 1.1.1.213 17beta-hydroxy-5alpha-androstan-3-one + NAD(P)H + H+ termination of androgen action Rattus norvegicus Sprangue-Dawley 3alpha,17beta-dihydroxy-5alpha-androstan + NAD(P)+ - ? 370092 1.1.1.213 17beta-hydroxy-5alpha-androstan-3-one + NADPH - Rattus norvegicus 3alpha,17beta-dihydroxy-5alpha-androstan + NADP+ - r 230608 1.1.1.213 2 tibolone + 2 NADPH + 2 H+ i.e. tibolone, a 3-ketosteroid androgen receptor, conversion to potent estrogen receptor alpha agonists, tibolone induces estrogen receptor alpha-dependent gene promoter activity through cis-acting estrogen response elements, increases the stimulatory effect of TGF-beta on Smad-dependent gene promoter activity, and enhances prostaglandin E2-induced activity of transcription factor Runx2, overview Rattus norvegicus 3alpha-hydroxytibolone + 3beta-hydroxytibolone + 2 NADP+ 3alpha-hydroxytibolone is the primary metabolite r 394673 1.1.1.213 2 tibolone + 2 NADPH + 2 H+ i.e. tibolone, a 3-ketosteroid androgen receptor, conversion to potent estrogen receptor alpha agonists, overview Rattus norvegicus 3alpha-hydroxytibolone + 3beta-hydroxytibolone + 2 NADP+ 3alpha-hydroxytibolone is the primary metabolite r 394673 1.1.1.213 2-acetylpyridine + NADPH stereoselective catalysis producing mainly the (S)-alcohols Rattus norvegicus 1-(2-pyridyl)ethanol + NADP+ - ? 387109 1.1.1.213 2-decalone + NADH pH 6.0 Rattus norvegicus ? + NAD+ - ? 230639 1.1.1.213 3-acetylpyridine + NADPH low activity, stereoselective catalysis producing mainly the (S)-alcohols Rattus norvegicus 1-(3-pyridyl)ethanol + NADP+ - ? 387326 1.1.1.213 3-ketosteroids + NADPH - Homo sapiens 3-hydroxysteroids + NADP+ - ? 386126 1.1.1.213 3-oxo-cholic acid + NAD(P)H + H+ 84.5% of the activity compared to the substrate 3-oxodeoxycholic acid Eggerthella sp. CAG:298 cholic acid + NAD(P)+ - r 459043 1.1.1.213 3-oxo-deoxycholic acid + NAD(P)H + H+ - Eggerthella sp. CAG:298 deoxycholic acid + NAD(P)+ - r 459044 1.1.1.213 3alpha,5alpha-allopregnenolone + NAD(P)+ i.e. 3alpha,5alpha-tetrahydroprogesterone or 3alpha,5alpha-THP, the enzyme catalyzes the biosynthesis and oxidation of 3alpha,5alpha-reduced neurosteroids as allopregnanolone, which stimulates GABAA receptors, sciatic nerves-induced analgesia results in increased enzyme levels in neuropathic rats, overview Rattus norvegicus 5alpha-dihydroprogesterone + NAD(P)H - r 394649 1.1.1.213 3alpha,5alpha-allopregnenolone + NAD(P)+ i.e. 3alpha,5alpha-tetrahydroprogesterone or 3alpha,5alpha-THP Rattus norvegicus 5alpha-dihydroprogesterone + NAD(P)H - r 394649 1.1.1.213 3alpha-androstanediol + NAD+ steroid reduction direction is preferred Rattus norvegicus 5alpha-dihydrotestosterone + NADH + H+ - r 370797 1.1.1.213 3alpha-hydroxy-5alpha-androstan-17-one + NAD+ - Rattus norvegicus 5alpha-androstan-3,17-dione + NADH - r 230609 1.1.1.213 3alpha-hydroxy-5alpha-androstan-17-one + NAD+ pH 9.0 Rattus norvegicus 5alpha-androstan-3,17-dione + NADH - ? 230609 1.1.1.213 3alpha-hydroxy-5alpha-androstan-17-one + NAD+ pH 9.0 Rattus norvegicus Sprangue-Dawley 5alpha-androstan-3,17-dione + NADH - ? 230609 1.1.1.213 3alpha-hydroxy-5alpha-androstan-17-one + NADP+ - Mesocricetus auratus 5alpha-androstan-3,17-dione + NADPH - r 230607 1.1.1.213 4'-methoxyacetophenone + NADPH + H+ - Rattus norvegicus 1-(4-methoxyphenyl)ethanol + NADP+ - ? 395875 1.1.1.213 4'-methoxyacetophenone + NADPH + H+ - Rattus norvegicus 1-(4-methoxyphenyl)ethanol + NADP+ R,S-enantiomeric product ? 395875 1.1.1.213 4-acetylpyridine + NADPH + H+ - Rattus norvegicus (S)-1-(4-pyridyl)ethanol + NADP+ - ? 386138 1.1.1.213 4-acetylpyridine + NADPH + H+ stereoselective catalysis producing mainly the (S)-alcohols Rattus norvegicus 1-(4-pyridyl)ethanol + NADP+ - ? 387414 1.1.1.213 4-androsten-3alpha-ol-17-one + NADH + H+ AKR1C17 Rattus norvegicus 4-androsten-3alpha,17beta-diol + NAD+ - r 395819 1.1.1.213 4-androstene-3,17-dione + NADH + H+ low activity Rattus norvegicus 4-androsten-3alpha-ol-17-one + NAD+ - r 395821 1.1.1.213 4-bromoacetophenone + NADPH + H+ - Rattus norvegicus 1-(4-bromophenyl)ethanol + NADP+ - ? 396390 1.1.1.213 4-cyanoacetophenone + NADPH + H+ - Rattus norvegicus 1-(4-cyanophenyl)ethanol + NADP+ - ? 396391 1.1.1.213 4-hydroxynonenal + NADPH - Homo sapiens ? - ? 387476 1.1.1.213 4-methylacetophenone + NADPH + H+ - Rattus norvegicus 1-(4-methylphenyl)ethanol + NADP+ R,S-enantiomeric product ? 396392 1.1.1.213 4-nitroacetophenone + NAD(P)H pH 6.0 Rattus norvegicus 1-(4-nitrophenyl)ethanol + NAD(P)+ - ? 230616 1.1.1.213 4-nitroacetophenone + NADPH + H+ - Rattus norvegicus 1-(4-nitrophenyl)ethanol + NADP+ - ? 396393 1.1.1.213 4-nitrobenzaldehyde + NAD(P)H pH 6.0 Rattus norvegicus (4-nitrophenyl)methanol + NAD(P)+ - ? 230617 1.1.1.213 4-nitrobenzaldehyde + NAD(P)H NADH as cofactor Rattus norvegicus (4-nitrophenyl)methanol + NAD(P)+ - ? 230617 1.1.1.213 4-oxo-2-nonenal + NADPH + H+ - Homo sapiens 4-hydroxynonenal + NADP+ - ? 425776 1.1.1.213 5alpha-androstan-17beta-ol-3-one + NADPH + H+ - Mesocricetus auratus 5alpha-androstan-3alpha,17beta-diol + NADP+ - ? 230627 1.1.1.213 5alpha-androstan-3,17-dione + NAD(P)H - Rattus norvegicus 3alpha-hydroxy-5alpha-androstan-17-one + NAD(P)+ - r 230612 1.1.1.213 5alpha-androstan-3,17-dione + NAD(P)H pH 6.0 for reduction, pH 7.0 and 9.0 for androsterone oxidation Rattus norvegicus 3alpha-hydroxy-5alpha-androstan-17-one + NAD(P)+ - r 230612 1.1.1.213 5alpha-androstan-3,17-dione + NAD(P)H pH 6.0 for reduction, pH 7.0 and 9.0 for androsterone oxidation Rattus norvegicus Sprangue-Dawley 3alpha-hydroxy-5alpha-androstan-17-one + NAD(P)+ - r 230612 1.1.1.213 5alpha-androstan-3alpha-ol-17-one + NADH + H+ - Rattus norvegicus 5beta-androstan-3alpha,17beta-diol + NAD+ - r 396033 1.1.1.213 5alpha-androstan-3alpha-ol-17-one + NADH + H+ - Mesocricetus auratus 5beta-androstan-3alpha,17beta-diol + NAD+ - ? 396033 1.1.1.213 5alpha-androstane-3,17-dione + NADH low activity Rattus norvegicus 5alpha-androstan-3alpha-ol-17-one + NAD+ AKR1C9 r 396037 1.1.1.213 5alpha-androstane-3alpha,17beta-diol + NADP+ - Mesocricetus auratus 5alpha-androstane-17beta-ol-3-one + NADPH - r 187708 1.1.1.213 5alpha-androstanedione + NADPH + H+ - Mus musculus 5alpha-androstan-3alpha-ol-17-one + NADP+ i.e. allopregnanolone ? 387623 1.1.1.213 5alpha-dihydrotestosterone + NAD(P)H + H+ - Pseudomonas sp. 5alpha-androstane-3alpha,17beta-diol + NAD(P)+ - ? 370104 1.1.1.213 5alpha-dihydrotestosterone + NADH low activity Rattus norvegicus ? - ? 396042 1.1.1.213 5alpha-dihydrotestosterone + NADPH - Rattus norvegicus 5alpha-androstane-3alpha,17beta-diol + NADP+ - ? 386160 1.1.1.213 5alpha-dihydrotestosterone + NADPH androgen-inactivating enzyme Homo sapiens 5alpha-androstane-3alpha,17beta-diol + NADP+ - r 386160 1.1.1.213 5alpha-dihydrotestosterone + NADPH the enzyme is important in inactivation of DHT Homo sapiens 5alpha-androstane-3alpha,17beta-diol + NADP+ - ? 386160 1.1.1.213 5alpha-dihydrotestosterone + NADPH the enzyme plays a crucial role in the regulation of the intracellular concentrations of testosterone and 5alpha-dihydrotestosterone, two steroids directly linked to the etiology and the progression of many prostate diseases and cancer, overview Homo sapiens 5alpha-androstane-3alpha,17beta-diol + NADP+ - r 386160 1.1.1.213 5alpha-dihydrotestosterone + NADPH i.e. DHT Mus musculus 5alpha-androstane-3alpha,17beta-diol + NADP+ - ? 386160 1.1.1.213 5alpha-dihydrotestosterone + NADPH i.e. DHT Homo sapiens 5alpha-androstane-3alpha,17beta-diol + NADP+ - ? 386160 1.1.1.213 5alpha-dihydrotestosterone + NADPH i.e. DHT or 5alpha-androstane-17beta-ol-3-one, the reduction reaction is slightly preferred by the wild-type enzyme, which is determined by residue Arg276 Rattus norvegicus 5alpha-androstane-3alpha,17beta-diol + NADP+ i.e. 5alpha-androstane-3alpha,17beta-diol ? 386160 1.1.1.213 5alpha-dihydrotestosterone + NADPH i.e. DHT, substrate and cofactor binding site structure Homo sapiens 5alpha-androstane-3alpha,17beta-diol + NADP+ - r 386160 1.1.1.213 5alpha-dihydrotestosterone + NADPH i.e. DHT, the enzyme prefers the reductive reaction Homo sapiens 5alpha-androstane-3alpha,17beta-diol + NADP+ - r 386160 1.1.1.213 5alpha-dihydrotestosterone + NADPH + H+ inactivation of the potent androgen in human prostate Homo sapiens 5alpha-androstan-3alpha,17beta-diol + NADP+ - r 231995 1.1.1.213 5alpha-dihydrotestosterone + NADPH + H+ inactivation of the potent androgen in human prostate, fluorometric activity measurement in intact cells, overview Homo sapiens 5alpha-androstan-3alpha,17beta-diol + NADP+ - ? 231995 1.1.1.213 5alpha-dihydrotestosterone + NADPH + H+ i.e. DHT Homo sapiens 5alpha-androstan-3alpha,17beta-diol + NADP+ - ? 231995 1.1.1.213 5alpha-dihydrotestosterone + NADPH + H+ i.e. DHT Homo sapiens 5alpha-androstan-3alpha,17beta-diol + NADP+ - r 231995 1.1.1.213 5alpha-dihydrotestosterone + NADPH + H+ steroid reduction direction is preferred Rattus norvegicus 3alpha-androstanediol + NADP+ - r 370822 1.1.1.213 5alpha-dihydrotestosterone + NADPH + H+ the chemical oxidation step is rate-limiting, W227 is very important for cataylsis, steroid reduction direction is preferred Rattus norvegicus 3alpha-androstanediol + NADP+ - r 370822 1.1.1.213 5alpha-pregnan-3,20-dione + NAD(P)H + H+ regulation of the amount of allosteric agonists that can bind to the GABA receptor in brain Rattus norvegicus 5alpha-pregnan-3alpha-ol-20-one + NAD(P)+ - r 370093 1.1.1.213 5alpha-pregnan-3alpha,21-diol-20-one + NADP+ - Mesocricetus auratus 5alpha-pregnan-21-ol-3,20-dione + NADPH - r 230622 1.1.1.213 5alpha-pregnane-20alpha-ol-3-one + NADH - Rattus norvegicus 5alpha-pregnane-3,20alpha-diol + NAD+ - ? 396045 1.1.1.213 5alpha-pregnane-3,20-dione + NADH low activity Rattus norvegicus 5alpha-pregnan-3alpha-ol-20-one + NAD+ - r 396049 1.1.1.213 5beta-androstan-3alpha-ol-17-one + NAD(P)+ - Rattus norvegicus 5beta-androstane-3,17-dione + NAD(P)H - r 372159 1.1.1.213 5beta-androstan-3alpha-ol-17-one + NADH - Rattus norvegicus 5beta-androstane-3alpha,17beta-diol + NAD+ - r 396055 1.1.1.213 5beta-androstan-3alpha-ol-17-one + NADP+ - Mesocricetus auratus 5beta-androstan-3,17-dione + NADPH - ? 230626 1.1.1.213 5beta-androstane-3,17-dione + NADH - Rattus norvegicus 5beta-androstan-3alpha-ol-17-one + NAD+ - r 396057 1.1.1.213 5beta-androstane-3alpha,17beta-diol + NADP+ - Mesocricetus auratus 5beta-androstane-17beta-ol-3-one + NADPH - r 187706 1.1.1.213 5beta-dihydrocortisone + NADPH - Mesocricetus auratus 3alpha,17alpha,21-trihydroxy-5beta-pregnan-11,20-dione + NADP+ - ? 230625 1.1.1.213 5beta-pregnan-3alpha-ol-20-one + NAD(P)+ - Rattus norvegicus 5beta-pregnane-3,20-dione + NAD(P)H - r 372167 1.1.1.213 5beta-pregnan-3alpha-ol-20-one + NADP+ - Mesocricetus auratus 5beta-pregnane-3,20-dione + NADPH - r 230623 1.1.1.213 5beta-pregnane-17alpha,20beta,21-triol-3,11-dione + NAD(P)H - Rattus norvegicus 5beta-pregnane-3alpha,17alpha,20beta,21-tetraol-11-one + NAD(P)+ - r 230628 1.1.1.213 5beta-pregnane-17alpha,20beta,21-triol-3,11-dione + NAD(P)H hepatic reduction in animal tissues Rattus norvegicus 5beta-pregnane-3alpha,17alpha,20beta,21-tetraol-11-one + NAD(P)+ - ? 230628 1.1.1.213 5beta-pregnane-20alpha-ol-3-one + NADH + H+ - Rattus norvegicus 5beta-pregnane-3,20alpha-diol + NAD+ - ? 396063 1.1.1.213 5beta-pregnane-3,20-dione + NADH + H+ - Rattus norvegicus 5beta-pregnan-3alpha-ol-20-one + NAD+ - r 396064 1.1.1.213 6-tert-butyl-2,3-epoxy-4-hydroxy-5-cyclohexen-1-one + NADH the enzyme produces both R- and S-form products in a ratio of 2.3 : 1 Rattus norvegicus ? - ? 396093 1.1.1.213 7alpha,12alpha-dihydroxy-5beta-cholestan-3-one + NADPH + H+ - Rattus norvegicus 5beta-cholestane-3alpha,7alpha,12alpha-triol + NADP+ - ? 422687 1.1.1.213 7alpha-hydroxy-5beta-cholestan-3-one + NADPH + H+ - Rattus norvegicus 5beta-cholestane-3alpha,7alpha-diol + NADP+ - ? 422688 1.1.1.213 9,10-phenanthrenequinone + NAD(P)H NADPH Rattus norvegicus ? + NAD(P)+ - ? 230615 1.1.1.213 9,10-phenanthrenequinone + NAD(P)H pH 6.0 Rattus norvegicus ? + NAD(P)+ - ? 230615 1.1.1.213 9,10-phenanthrenequinone + NADH - Rattus norvegicus ? - ? 187215 1.1.1.213 9-(phenylcarbonyl)-2,3,6,7-tetrahydro-1H,5H,11H-pyrano[2,3-f]pyrido[3,2,1-ij]quinolin-11-one + NADPH competitive substrate, fluorometric activity measurement in intact cells, overview Homo sapiens 9-[hydroxy(phenyl)methyl]-2,3,6,7-tetrahydro-1H,5H,11H-pyrano[2,3-f]pyrido[3,2,1-ij]quinolin-11-one + NADP+ - ? 386176 1.1.1.213 9-(phenylcarbonyl)-2,3,6,7-tetrahydro-1H,5H,11H-pyrano[2,3-f]pyrido[3,2,1-ij]quinolin-11-one + NADPH competitive substrate Homo sapiens 9-[hydroxy(phenyl)methyl]-2,3,6,7-tetrahydro-1H,5H,11H-pyrano[2,3-f]pyrido[3,2,1-ij]quinolin-11-one + NADP+ - ? 386176 1.1.1.213 acetohexamide + NADPH - Homo sapiens ? - ? 187336 1.1.1.213 acetohexamide + NADPH a drug acting as substrate Homo sapiens ? - ? 187336 1.1.1.213 acetophenone + NADPH + H+ - Rattus norvegicus 1-phenylethanol + NADP+ - ? 372245 1.1.1.213 androstan-17beta-ol-3-one + NADH - Rattus norvegicus androstan-3alpha,17beta-diol + NAD+ - ? 230632 1.1.1.213 androstan-3,17-dione + NADH - Rattus norvegicus androstan-3alpha-ol-17-one + NAD+ - ? 230631 1.1.1.213 androsterone + NAD(P)+ - Rattus norvegicus 5alpha-androstane-3,17-dione + NAD(P)H - r 372392 1.1.1.213 androsterone + NAD+ - Comamonas testosteroni androstanedione + NADH - r 186973 1.1.1.213 androsterone + NAD+ the intramolecular proton transfer is a rate-limiting step, with a concomitant releasing of protons to bulk solvent Comamonas testosteroni androstanedione + NADH - r 186973 1.1.1.213 androsterone + NAD+ - Comamonas testosteroni 5alpha-androstane-3,17-dione + NADH - r 372393 1.1.1.213 androsterone + NADP+ - Rattus norvegicus 5alpha-androstane-3,17-dione + NADPH - r 394697 1.1.1.213 befunolol + NADPH - Homo sapiens ? - ? 372497 1.1.1.213 befunolol + NADPH a drug acting as substrate Homo sapiens ? - ? 372497 1.1.1.213 benzenedihydrodiol + NAD(P)+ - Mesocricetus auratus ? - ? 230614 1.1.1.213 benzenedihydrodiol + NAD(P)+ pH 9.0 Rattus norvegicus ? - ? 230614 1.1.1.213 benzenedihydrodiol + NAD(P)+ pH 9.0 Rattus norvegicus Sprangue-Dawley ? - ? 230614 1.1.1.213 benzo[c]phenanthrene-3,4-dihydrodiol + NADP+ enzyme metabolizes both stereoisomers of benzo[c]phenanthrene-3,4-dihydrodiol Rattus norvegicus ? + NADPH + H+ - ? 404479 1.1.1.213 beta-muricholic acid + NADH low activity Rattus norvegicus ? - ? 396607 1.1.1.213 chenodeoxycholic acid + NAD(P)+ 19.8% of the activity compared to the substrate 3-oxodeoxycholic acid Eggerthella sp. CAG:298 3-oxo-chenodeoxycholic acid + NAD(P)H + H+ - r 461403 1.1.1.213 chenodeoxycholic acid + NADH - Rattus norvegicus ? - ? 396686 1.1.1.213 cholic acid + NAD(P)+ - Eubacterium sp. 3-oxocholate + NAD(P)H very little activity ? 230636 1.1.1.213 cholic acid + NAD(P)+ - Eubacterium sp. VPI 12708 3-oxocholate + NAD(P)H very little activity ? 230636 1.1.1.213 cholic acid + NAD(P)+ 65.5% of the activity compared to the substrate 3-oxodeoxycholic acid Eggerthella sp. CAG:298 3-oxo-cholic acid + NAD(P)H + H+ - r 459516 1.1.1.213 cholic acid + NADH low activity Rattus norvegicus ? - ? 396698 1.1.1.213 choloyl-CoA + NAD(P)+ - Eubacterium sp. 3-oxocholoyl-CoA + NAD(P)H + H+ - r 230635 1.1.1.213 choloyl-CoA + NAD(P)+ - Eubacterium sp. VPI 12708 3-oxocholoyl-CoA + NAD(P)H + H+ - r 230635 1.1.1.213 daunorubicin + NADPH - Homo sapiens ? - ? 230337 1.1.1.213 daunorubicin + NADPH a drug acting as substrate Homo sapiens ? - ? 230337 1.1.1.213 dehydrolithocholic acid + NADH + H+ - Rattus norvegicus ? - ? 396998 1.1.1.213 deoxycholic acid + NAD(P)+ 71.7% of the activity compared to the substrate 3-oxodeoxycholic acid Eggerthella sp. CAG:298 3-oxo-deoxycholic acid + NAD(P)H + H+ - r 459611 1.1.1.213 deoxycholic acid + NADH low activity Rattus norvegicus ? - ? 396983 1.1.1.213 deoxycholoyl-CoA + NAD(P)+ 75% activity compared with cholyl-CoA Eubacterium sp. 3-oxodeoxycholoyl-CoA + NAD(P)H + H+ - ? 230637 1.1.1.213 deoxycholoyl-CoA + NAD(P)+ 75% activity compared with cholyl-CoA Eubacterium sp. VPI 12708 3-oxodeoxycholoyl-CoA + NAD(P)H + H+ - ? 230637 1.1.1.213 diacetyl + NADH - Rattus norvegicus ? - ? 396989 1.1.1.213 dihydroprogesterone + NADPH - Mus musculus androsterone + NADP+ - ? 388547 1.1.1.213 dolasetron + NADPH - Homo sapiens ? - ? 386456 1.1.1.213 dolasetron + NADPH a drug acting as substrate Homo sapiens ? - ? 386456 1.1.1.213 etiocholane-3,17-dione + NADH - Rattus norvegicus etiocholan-3alpha-ol-17-one + NAD+ - ? 230630 1.1.1.213 glycochenodeoxycholic acid + NAD(P)+ 50.7% of the activity compared to the substrate 3-oxodeoxycholic acid Eggerthella sp. CAG:298 ? + NAD(P)H + H+ - r 461405 1.1.1.213 glycochenodeoxycholic acid + NADH - Rattus norvegicus ? - ? 397353 1.1.1.213 glycochenodeoxycholic acid + NADP+ - Mesocricetus auratus 7alpha-hydroxy-3-oxo-5beta-cholanoyl glycine + NADPH - ? 230624 1.1.1.213 glycocholic acid + NAD(P)+ 61.2% of the activity compared to the substrate 3-oxodeoxycholic acid Eggerthella sp. CAG:298 ? + NAD(P)H + H+ - r 459688 1.1.1.213 glycodeoxycholic acid + NAD(P)+ 57.8% of the activity compared to the substrate 3-oxodeoxycholic acid Eggerthella sp. CAG:298 ? + NAD(P)H + H+ - r 459689 1.1.1.213 glycolithocholic acid + NADH - Rattus norvegicus ? - ? 397357 1.1.1.213 glycolithocholic acid + NADP+ - Mesocricetus auratus 3-oxo-5beta-cholanoyl glycine + NADPH - ? 230621 1.1.1.213 glycoursodeoxycholic acid + NADH - Rattus norvegicus ? - ? 397359 1.1.1.213 haloperidol + NADPH - Homo sapiens ? - ? 386499 1.1.1.213 haloperidol + NADPH a drug acting as substrate Homo sapiens ? - ? 386499 1.1.1.213 hyodeoxycholic acid + NADH low activity Rattus norvegicus ? - ? 397451 1.1.1.213 isatin + NADH - Rattus norvegicus ? - ? 397475 1.1.1.213 ketoprofen + NADPH - Homo sapiens ? - ? 386515 1.1.1.213 ketoprofen + NADPH a drug acting as substrate Homo sapiens ? - ? 386515 1.1.1.213 ketotifen + NADPH - Homo sapiens ? - ? 386516 1.1.1.213 ketotifen + NADPH a drug acting as substrate Homo sapiens ? - ? 386516 1.1.1.213 lithocholic acid + NADH - Rattus norvegicus ? - ? 397708 1.1.1.213 lithocholic acid + NADP+ - Mesocricetus auratus dehydrolithocholic acid + NADPH - r 230620 1.1.1.213 loxoprofen + NADPH - Homo sapiens ? - ? 373717 1.1.1.213 loxoprofen + NADPH a drug acting as substrate Homo sapiens ? - ? 373717 1.1.1.213 additional information metabolizes androgens and glucocorticoids, function as a dihydrodiol dehydrogenase as well as 9-, 11-, and 15-hydroxyprostaglandin dehydrogenase, enzyme catalyzes both oxidation and reduction reaction at physiological pH and is able to reduce aromatic ketones Rattus norvegicus ? - ? 89 1.1.1.213 additional information no activity with cholate, chenodeoxycholate, deoxycholate, glycocholate, taurocholate, ursodeoxycholate and bile acid Eubacterium sp. ? - ? 89 1.1.1.213 additional information the enzyme displays a distinct preference for the reduction of quinones, e.g. 9,10-phenanthrenequinone, and 3-oxo steroids, e.g. androstane, pregnane and cholane, over aromatic aldehydes and ketones, whereas 3alpha-hydroxy steroids are overwhelmingly more efficiently oxidized than are 1-acenaphthenol or benzenedihydrodiol. Ethanol and 3beta-hydroxy steroids no substrates Rattus norvegicus ? - ? 89 1.1.1.213 additional information oxidation of 3alpha-hydroxysteroids, secondary alcohols and trans-dihydrodiol proximate carcinogens derived from polycyclic aromatic hydrocarbons, reduction of quinones, aromatic aldehydes and ketones, 9-, 11-, and 15-hydroxyprostaglandin dehydrogenase activity of enzyme Rattus norvegicus ? - ? 89 1.1.1.213 additional information biosynthesis and inactivation of steroid hormones, physiological role is to inactivate circulating androgens, progestins and glucocorticoids Rattus norvegicus ? - ? 89 1.1.1.213 additional information involved in biosynthesis of bile acids Rattus norvegicus ? - ? 89 1.1.1.213 additional information inactivating circulating androgens, progestins and glucocorticoids. Regulation of hormone levels in endocrine target tissues and in carcinogen actibation Rattus norvegicus ? - ? 89 1.1.1.213 additional information bifunctional enzyme exhibiting 3alpha-hydroxysteroid dehydrogenase activity and carbonyl reductase activity Comamonas testosteroni ? - ? 89 1.1.1.213 additional information an androgen-inactivating enzyme, important in androgen and progesterone metabolism Mus musculus ? - ? 89 1.1.1.213 additional information the enzyme is important in the synthesis of neuroactive 5alpha/beta-pregnan-3alpha-ol-20-ones from their precursors, the enzyme plays a role in development and progression of prostate cancer Homo sapiens ? - ? 89 1.1.1.213 additional information the RODH like 3alpha/17beta-HSD, EC 1.1.1.239, regulates the transactivation of AKR1C2, overview Homo sapiens ? - ? 89 1.1.1.213 additional information besides 3alpha-hydroxysteroid dehydrogenase activity, the enzyme shows also 17beta-hydroxysteroid dehydrogenase activity towards 5alpha-dihydrotestosterone, EC 1.1.1.239, overview, the enzyme reveals an 'induced-fit' mechanism and a conserved basic motif involved in the binding of androgen, the enzyme also binds many structurally different molecules such as 4-hydroxynonenal, polycyclic aromatic hydrocarbons, and indanone Homo sapiens ? - ? 89 1.1.1.213 additional information no activity with acetylpyrroles Rattus norvegicus ? - ? 89 1.1.1.213 additional information the enzyme might play an important role in female physiology, substrate specificity, overview Mus musculus ? - ? 89 1.1.1.213 additional information AKR1C3 catalyzes androgen, estrogen, and prostaglandin metabolism, AKR1C3 is also involved in cancer development or progression Homo sapiens ? - ? 89 1.1.1.213 additional information AKR1C9 catalyzes androgen, estrogen, and prostaglandin metabolism Rattus norvegicus ? - ? 89 1.1.1.213 additional information C/EBPdelta regulates the AKR1C9 gene promoter in osteoblasts, overview Rattus norvegicus ? - ? 89 1.1.1.213 additional information acetophenone derivatives are reduced enantioselectively by rat liver 3alpha-HSD to give (S)-alcohols Rattus norvegicus ? - ? 89 1.1.1.213 additional information substrate specificty, overview, recombinant AKR1C17 efficiently oxidizes 3alpha-hydroxysteroids and diverse bile acids using NAD+ as the preferred coenzyme, no activity with progesterone, cortisone, and aldosterone. The enzyme also reduces non-steroidal alpha-dicarbonyl compounds such as 9,10-phenanethrenequinone, isatin, 6-tert-butyl-2,3-epoxy-4-hydroxy-5-cyclohexen-1-one and diacetyl, but does not show significant activities towards 4-nitrobenzaldehyde and 4-nitroacetophenone Rattus norvegicus ? - ? 89 1.1.1.213 additional information no activity with isodeoxycholic acid Eggerthella sp. CAG:298 ? - - 89 1.1.1.213 additional information no activity with cholate, chenodeoxycholate, deoxycholate, glycocholate, taurocholate, ursodeoxycholate and bile acid Eubacterium sp. VPI 12708 ? - ? 89 1.1.1.213 additional information metabolizes androgens and glucocorticoids, function as a dihydrodiol dehydrogenase as well as 9-, 11-, and 15-hydroxyprostaglandin dehydrogenase, enzyme catalyzes both oxidation and reduction reaction at physiological pH and is able to reduce aromatic ketones Rattus norvegicus Sprangue-Dawley ? - ? 89 1.1.1.213 additional information involved in biosynthesis of bile acids Rattus norvegicus Sprangue-Dawley ? - ? 89 1.1.1.213 additional information the enzyme displays a distinct preference for the reduction of quinones, e.g. 9,10-phenanthrenequinone, and 3-oxo steroids, e.g. androstane, pregnane and cholane, over aromatic aldehydes and ketones, whereas 3alpha-hydroxy steroids are overwhelmingly more efficiently oxidized than are 1-acenaphthenol or benzenedihydrodiol. Ethanol and 3beta-hydroxy steroids no substrates Rattus norvegicus Sprangue-Dawley ? - ? 89 1.1.1.213 murocholic acid + NADH low activity Rattus norvegicus ? - ? 397807 1.1.1.213 Naloxone + NADPH - Homo sapiens ? - ? 4438 1.1.1.213 Naloxone + NADPH a drug acting as substrate Homo sapiens ? - ? 4438 1.1.1.213 Naltrexone + NADPH - Homo sapiens ? - ? 4439 1.1.1.213 Naltrexone + NADPH a drug acting as substrate Homo sapiens ? - ? 4439 1.1.1.213 oracin + NADPH - Homo sapiens ? - ? 386640 1.1.1.213 oracin + NADPH a drug acting as substrate Homo sapiens ? - ? 386640 1.1.1.213 oracin + NADPH - Homo sapiens ? + NADP+ - ? 406248 1.1.1.213 oxycodone + NADPH - Homo sapiens ? - ? 386643 1.1.1.213 oxycodone + NADPH a drug acting as substrate Homo sapiens ? - ? 386643 1.1.1.213 pregnane-11beta,17alpha,21-triol-3,20-dione + NADH - Rattus norvegicus pregnane-3alpha,11beta,17alpha,21-tetrol-20-one + NAD+ - ? 230629 1.1.1.213 progesterone + NAD(P)H - Rattus norvegicus 3alpha-hydroxy-pregn-4-ene-20-one + NAD(P)+ - r 374420 1.1.1.213 prostaglandin + NADP+ types A1, A2, B1, B2, D2, E1, E2, F1, F2alpha and 15-keto-prostaglandinE2 and F2alpha Rattus norvegicus ? + NADPH - ? 230611 1.1.1.213 prostaglandin-F2alpha + NADP+ - Rattus norvegicus prostaglandin F2 + prostaglandin B2 + NADPH - ? 230610 1.1.1.213 taurochenodeoxycholic acid + NAD(P)+ 53.3% of the activity compared to the substrate 3-oxodeoxycholic acid Eggerthella sp. CAG:298 ? + NAD(P)H + H+ - r 459907 1.1.1.213 taurocholic acid + NAD(P)+ 63.9% of the activity compared to the substrate 3-oxodeoxycholic acid Eggerthella sp. CAG:298 ? + NAD(P)H + H+ - r 459906 1.1.1.213 taurodeoxychloic acid + NAD(P)+ 59.2% of the activity compared to the substrate 3-oxodeoxycholic acid Eggerthella sp. CAG:298 ? + NAD(P)H + H+ - r 461404 1.1.1.213 taurolithocholic acid + NADH - Rattus norvegicus ? - ? 398399 1.1.1.213 tauroursodeoxycholic acid + NADH - Rattus norvegicus ? - ? 398400 1.1.1.213 testosterone + NAD(P)H + H+ - Rattus norvegicus 4-androsten-3alpha,17beta-diol + NAD(P)+ - r 374702 1.1.1.213 testosterone + NADH low activity Rattus norvegicus ? - ? 398408 1.1.1.213 tibolone + NADPH + H+ tibolone is used to treat climacteric symptoms and prevent osteoporosis, it exerts tissue-selective effects via site-specific metabolism into 3alpha- and 3beta-hydroxymetabolites and a DELTA4-isomer Homo sapiens 3-hydroxytibolone + NADP+ - ? 386720 1.1.1.213 tibolone + NADPH + H+ i.e. [7alpha,17alpha]-17-hydroxy-7-methyl-19-norpregn-5(10)-en-20-yn-3-one, stereoselctive reaction to the 3alpha-hydroxytibolone product Homo sapiens 3-hydroxytibolone + NADP+ - ? 386720 1.1.1.213 ursodeoxycholic acid + NADH - Rattus norvegicus ? - ? 398556