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1,4-benzoquinone + NAD(P)H + H+
1,4-benzoquinol + NAD(P)+
1,4-benzoquinone + NADH + H+
1,4-benzoquinol + NAD+
1,4-benzoquinone + NADPH
1,4-benzosemiquinone + NADP+
-
-
-
-
?
1,4-dimethoxymethylbenzoquinone + NAD(P)H
1,4-dimethoxymethylhydrobenzoquinone + NAD(P)+
-
-
-
?
1,4-naphthoquinone + NAD(P)H
1,4-naphthohydroquinone + NAD(P)+
1,4-naphthoquinone + NADPH + H+
1,4-naphthoquinol + NADP+
-
-
-
-
?
1,4-naphthoquinone + NADPH + H+
1,4-naphthosemiquinone + NADP+
-
-
-
-
?
1,4-tetramethylbenzoquinone + NAD(P)H
1,4-tetramethylhydrobenzoquinone + NAD(P)+
-
-
-
?
1,8-dihydroxy-9,10-anthraquinone + NADPH
1,8-dihydroxy-9,10-anthraquinol + NADP+
-
-
-
-
?
1-hydroxy-2-[2-(nitrooxy)ethyl]-1-oxo-2-(2,4,6-trinitro-3-(nitro[2-(nitrooxy)ethyl]amino)phenyl)diazanium + NAD(P)H + H+
reduced 1-hydroxy-2-[2-(nitrooxy)ethyl]-1-oxo-2-(2,4,6-trinitro-3-(nitro[2-(nitrooxy)ethyl]amino)phenyl)diazanium + NAD(P)+
-
-
ratio kcat to Km value is 52000 per M and s
-
?
1-hydroxy-9,10-anthraquinone + NADPH
1-hydroxy-9,10-anthraquinol + NADP+
-
-
-
-
?
17-(2-dimethylylamino)ethylamino-17-demethoxygeldanamycin + NAD(P)H + H+
reduced 17-(2-dimethylylamino)ethylamino-17-demethoxygeldanamycin + NADP+
-
-
reduced component is a more potent Hsp90 inhibitor than parent benzoquinone ansamycin
-
?
17-(2-pyrrolidin-1-yl)ethylamino-17-demethoxygeldanamycin + NAD(P)H + H+
reduced 17-(2-pyrrolidin-1-yl)ethylamino-17-demethoxygeldanamycin + NADP+
-
-
reduced component is a more potent Hsp90 inhibitor than parent benzoquinone ansamycin
-
?
17-allylamino-17-demethoxygeldanamycin + NAD(P)H + H+
reduced 17-allylamino-17-demethoxygeldanamycin + NADP+
-
-
reduced component is a more potent Hsp90 inhibitor than parent benzoquinone ansamycin
-
?
17-amino-17-demethoxygeldanamycin + NAD(P)H + H+
reduced 17-amino-17-demethoxygeldanamycin + NADP+
-
-
reduced component is a more potent Hsp90 inhibitor than parent benzoquinone ansamycin
-
?
2 ferricyanide + NAD(P)H
2 ferrocyanide + NAD(P)+ + H+
2 ferricyanide + NADH
2 ferrocyanide + NAD+ + H+
-
60% activity compared to the reactions of NADPH or NADH with 2,3-dimethoxy-5-methyl-1,4-benzoquinone
-
-
?
2,3,3-trimethyl-2,3-dihydronaphtho[1,2-b]furan-4,5-dione + NADH + H+
2,3,3-trimethyl-2,3-dihydronaphtho[1,2-b]furan-4,5-diol + NAD+
-
-
-
?
2,3,5,6-tetramethyl-1,4-benzoquinone + NAD(P)H
reduced 2,3,5,6-tetramethyl-1,4-benzoquinone + NAD(P)+
-
-
-
?
2,3-diglutathionyl-1,4-naphthoquinone + NADPH
2,3-diglutathionyl-1,4-naphthoquinol + NADP+
-
-
-
-
?
2,3-dihydroxy-5-methyl-1,4-benzoquinone + NAD(P)H
2,3-dihydroxy-5-methyl-1,4-benzoquinol + NAD(P)+
2,3-dimethyl-1,4-naphthoquinone + NAD(P)H
2,3-dimethyl-1,4-hydronaphthoquinone + NAD(P)+
-
-
-
?
2,4,6-trinitrotoluene + NAD(P)H +
reduced 2,4,6-trinitrotoluene + NAD(P)+
-
-
ratio kcat to Km value is 670 per M and s
-
?
2,5-bis(aziridin-1-yl)-3,6-dimethylcyclohexa-2,5-diene-1,4-dione + NAD(P)H
2,5-bis(aziridin-1-yl)-3,6-dimethylbenzene-1,4-diol + NAD(P)+
excellent substrate
-
-
?
2,5-bis(aziridin-1-yl)-3-(hydroxymethyl)-6-methylcyclohexane-1,4-dione + NAD(P)H
2,5-bis(aziridin-1-yl)-3-(hydroxymethyl)-6-methylbenzene-1,4-diol + NAD(P)+
excellent substrate
-
-
?
2,5-bis(ethylamine)-3,6-diaziridinyl-1,4-benzoquinone + NADPH
2,5-bis(ethylamine)-3,6-diaziridinyl-1,4-benzoquinol + NADP+
-
-
-
-
?
2,5-di-tert-butyl-1,4-benzoquinone + NADH
2,5-di-tert-butyl-1,4-benzoquinol + NAD+
-
-
-
?
2,5-diaziridinyl-1,4-benzoquinone + NADPH
2,5-diaziridinyl-1,4-benzoquinol + NADP+
-
-
-
-
?
2,5-diaziridinyl-3-(hydroxymethyl)-6-methyl-1,4-benzoquinone + NADPH
2,5-diaziridinyl-3-(hydroxymethyl)-6-methyl-1,4-benzoquinol + NADP+
-
-
-
-
?
2,5-dihydroxy-1,4-naphthoquinone + NADPH
2,5-dihydroxy-1,4-naphthoquinol + NADP+
-
-
-
-
?
2,5-dimethoxy-1,3-benzothiazole-4,7-dione + NAD(P)H
2,5-dimethoxy-1,3-benzothiazole-4,7-diol + NAD(P)+
-
-
-
?
2,5-dimethoxy-1-methyl-1H-benzimidazole-4,7-dione + NAD(P)H
2,5-dimethoxy-1-methyl-1H-benzimidazole-4,7-diol + NAD(P)+
-
-
-
?
2,5-dimethyl-1,4-benzoquinone + NADPH
2,5-dimethyl-1,4-benzoquinol + NADP+
-
-
-
-
?
2,5-dimethyl-1,4-naphthoquinone + NADPH
2,5-dimethyl-1,4-naphthoquinol + NADP+
-
-
-
-
?
2,5-dimethyl-3,6-diaziridinyl-1,4-benzoquinone + NADPH
2,5-dimethyl-3,6-diaziridinyl-1,4-benzoquinol + NADP+
-
-
-
-
?
2,6-dichlorophenolindophenol + NADPH
reduced 2,6-dichlorophenolindophenol + NADP+
-
-
-
?
2,6-dimethoxy-1,4-benzoquinone + NADH
2,6-dimethoxy-1,4-benzoquinol + NAD+
-
-
-
?
2,6-dimethoxybenzoquinone + NAD(P)H
2,6-dimethoxyhydrobenzoquinone + NAD(P)+
-
-
-
?
2,6-dimethyl-1,4-benzoquinone + NADPH
2,6-dimethyl-1,4-benzoquinol + NADP+
-
-
-
-
?
2-(1-hydroxyethyl)-5-methoxy-3-methyl-1-benzofuran-4,7-dione + NADH + H+
2-(1-hydroxyethyl)-5-methoxy-3-methyl-1-benzofuran-4,7-diol + NAD+
-
-
-
?
2-acetoxymethyl-6-methoxy-1-methylbenzimidazole-4,7-dione + NADH
? + NAD+
-
-
-
-
?
2-chloro-6-hydroxy-1,4-benzoquinone + NADH
6-chlorobenzene-1,2,4-triol + NAD+
-
-
-
-
?
2-ethyl-1,4-naphthoquinone + NAD(P)H
2-ethyl-1,4-hydronaphthoquinone + NAD(P)+
-
-
-
?
2-hydroxy-1,4-naphthoquinone + NADPH
2-hydroxy-1,4-naphthoquinol + NADP+
-
-
-
-
?
2-hydroxymethyl-5-methoxy-1-methylbenzimidazole-4,7-dione + NADH
? + NAD+
-
-
-
-
?
2-hydroxymethyl-5-methoxy-2,5-cyclohexadiene-1,4-dione + NAD(P)H
2-hydroxymethyl-5-methoxy-2,5-cyclohexadiene-1,4-diol + NAD(P)+
-
-
-
?
2-hydroxymethyl-5-methoxybenzothiazole-4,7-dione + NADH
? + NAD+
-
-
-
-
?
2-hydroxymethyl-6-methoxy-1-methylbenzimidazole-4,7-dione + NADH
? + NAD+
-
-
-
-
?
2-methoxy-1,4-benzoquinone + NADPH
2-methoxy-1,4-benzoquinol + NADP+
-
-
-
?
2-methoxy-2,5-cyclohexadiene-1,4-dione + NAD(P)H
2-methoxy-2,5-cyclohexadiene-1,4-diol + NAD(P)+
-
-
-
?
2-methoxy-5-(methoxymethyl)-2,5-cyclohexadiene + NADH + H+
2-methoxy-5-methoxymethyl-2,5-cyclohexadiene-1,4-diol + NAD+
-
-
-
-
r
2-methoxy-5-(methoxymethyl)-2,5-cyclohexadiene-1,4-dione + NAD(P)H
2-methoxy-5-methoxymethyl-2,5-cyclohexadiene-1,4-diol + NAD(P)+
-
-
-
?
2-methoxyquinone + NAD(P)H
2-methoxyhydroquinone + NAD(P)+
Sporotrichum pulverulentum
-
-
-
?
2-methyl-1,4-benzoquinone + NADPH
2-methyl-1,4-benzoquinol + NADP+
-
-
-
-
?
2-methyl-1,4-naphthoquinone + NAD(P)H
2-methyl-1,4-dihydronaphthoquinone + NAD(P)+
-
-
-
?
2-methyl-1,4-naphthoquinone + NAD(P)H
2-methyl-1,4-naphthoquinol + NAD(P)+
2-methyl-1,4-naphthoquinone + NADH
2-methyl-1,4-naphthoquinol + NAD+
2-methyl-1,4-naphthoquinone + NADPH
2-methyl-1,4-naphthoquinol + NADp+
2-methyl-3-glutathionyl-5-hydroxy-1,4-naphthoquinone + NADPH
2-methyl-3-glutathionyl-5-hydroxy-1,4-naphthoquinol + NADP+
-
-
-
-
?
2-methyl-3-hydroxy-1,4-naphthoquinone + NADPH
2-methyl-3-hydroxy-1,4-naphthoquinol + NADP+
-
-
-
-
?
2-methyl-3-phytyl-1,4-naphthoquinone + NAD(P)H
2-methyl-3-phytyl-1,4-naphthohydroquinone + NAD(P)+
2-methyl-5-aziridinyl-1,4-benzoquinone + NADPH
2-methyl-5-aziridinyl-1,4-benzoquinol + NADP+
-
-
-
-
?
2-methyl-5-hydroxy-1,4-naphthoquinone + NADPH
2-methyl-5-hydroxy-1,4-naphthoquinol + NADP+
-
-
-
-
?
2-[nitro(2,4,6-trinitrophenyl)amino]ethyl nitrate + NAD(P)H +
reduced 2-[nitro(2,4,6-trinitrophenyl)amino]ethyl nitrate + NAD(P)+
-
-
ratio kcat to Km value is 570000 per M and s
-
?
3,4-dihydro-2,2-dimethyl-2H-naphthol[1,2-b]pyran-5,6-dione + NAD(P)H
3,4-dihydro-2,2-dimethyl-2H-naphthol[1,2-b]pyran-5,6-diol + NAD(P)+
-
trivial name beta-lapachone, potent cytotoxic agent against various cancer cell lines
-
?
3-(1-hydroxyethyl)-5-methoxy-2-methyl-1-benzofuran-4,7-dione + NADH + H+
3-(1-hydroxyethyl)-5-methoxy-2-methyl-1-benzofuran-4,7-diol + NAD+
-
-
-
?
3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide + NAD(P)H
reduced 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide + NAD(P)+
3-(hydroxymethyl)-5-methoxy-1-methyl-1H-indazole-4,7-dione + NADH + H+
3-(hydroxymethyl)-5-methoxy-1-methyl-1H-indazole-4,7-diol + NAD+
-
-
-
?
3-(hydroxymethyl)-5-methoxy-1-methyl-2-phenyl-1H-indole-4,7-dione + NAD(P)H
3-(hydroxymethyl)-5-methoxy-1-methyl-2-phenyl-1H-indole-4,7-diol + NAD(P)+
excellent substrate
-
-
?
4,5,6,7-tetranitro-1,3-dihydro-2H-benzimidazol-2-one + NAD(P)H +
reduced 4,5,6,7-tetranitro-1,3-dihydro-2H-benzimidazol-2-one + NAD(P)+
-
-
ratio kcat to Km value is 5000000 per M and s
-
?
4,5,6-trinitro-1,3-dihydro-2H-benzimidazol-2-one + NAD(P)H +
reduced 4,5,6-trinitro-1,3-dihydro-2H-benzimidazol-2-one + NAD(P)+
-
-
ratio kcat to Km value is 26000 per M and s
-
?
4,5-dimethoxy-3,5-cyclohexadiene-1,2-dione
4,5-dimethoxy-3,5-cyclohexadiene-1,2-diol + NAD(P)+
-
-
-
?
5,8-dihydroxy-1,4-naphthoquinone + NADPH
5,8-dihydroxy-1,4-naphthoquinol + NADP+
-
-
-
-
?
5,8-dihydroxynaphthoquinone + NAD(P)H
5,8-dihydroxynaphthohydroquinone + NAD(P)+
-
-
-
?
5-(1-aziridinyl)-3-(hydroxymethyl)-2-(3-hydroxy-1-propenyl)-1-methyl-1H-indole-4,7-dione + NAD(P)H
5-(1-aziridinyl)-3-(hydroxymethyl)-2-(3-hydroxy-1-propenyl)-1-methyl-1H-indole-4,7-diol + NAD(P)+
5-(aziridin-1-yl)-2,4-dinitrobenzamide + NAD(P)H
5-(aziridin-1-yl)-4-hydroxylamino-2-nitrobenzamide + NAD(P)+
5-(aziridin-1-yl)-2,4-dinitrobenzamide + reduced dihydronicotineamide riboside
5-(aziridin-1-yl)-4-hydroxylamino-2-nitrobenzamide + oxidized dihydronicotineamide riboside
5-aziridin-1-yl-2,4-dinitrobenzamide + NAD(P)H + H+
5-aziridin-1-yl-4-(hydroxyamino)-2-nitrobenzamide
-
i.e. CB1954, anticancer prodrug
-
-
?
5-aziridin-1-yl-3-(hydroxymethyl)-2-[(1E)-3-hydroxyprop-1-en-1-yl]-1-methyl-1H-indole-4,7-dione + NAD(P)H
5-aziridin-1-yl-3-(hydroxymethyl)-2-[(1E)-3-hydroxyprop-1-en-1-yl]-1-methyl-1H-indole-4,7-diol + NAD(P)+
-
-
-
?
5-hydroxy-1,4-naphthoquinone + NADPH
5-hydroxy-1,4-naphthosemiquinone + NADP+
-
-
-
-
?
5-methoxy-1,2-dimethyl-3-(hydroxymethyl)indole-4,7-dione + NADH
? + NAD+
is efficiently metabolized by NQO1
-
-
?
5-methoxy-1,2-dimethyl-3-[(phenoxy)methyl]indole-4,7-dione + NADH
? + NAD+
inefficient indolequinone substrate
-
-
?
5-methoxy-2-methylbenzothiazole-4,7-dione + NADH
? + NAD+
-
-
-
-
?
5-methoxy-4,7-dioxo-4,7-dihydro-1-benzothiophene-2-carboxylic acid + NADH + H+
4,7-dihydroxy-5-methoxy-1-benzothiophene-2-carboxylic acid + NAD+
-
-
-
?
6-hydroxydopaminequinone + NAD(P)
1.6.5.2 NAD(P)H dehydrogenase (quinone)
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