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1.6.5.2: NAD(P)H dehydrogenase (quinone)

This is an abbreviated version!
For detailed information about NAD(P)H dehydrogenase (quinone), go to the full flat file.

Word Map on EC 1.6.5.2

Reaction

NAD(P)H
+
H+
+
a quinone
=
NAD(P)+
+
a hydroquinone

Synonyms

1,4-benzoquinone reductase, azoreductase, chromate reductase, ChrR, dehydrogenase, reduced nicotinamide adenine dinucleotide (phosphate, quinone), diaphorase, DPND, DPNH-diaphorase, DT-diaphorase, DTD, DVU_2399, DVU_2400, DVU_2401, EC 1.6.99.2, FerB, ferric reductase B, flavoprotein NAD(P)H-quinone reductase, FlxABCD, FMN-dependent NAD(P)H:quinone oxidoreductase, Internal NADH dehydrogenase, MdaB, Menadione oxidoreductase, Menadione reductase, NAD(P)H dehydrogenase, NAD(P)H dehydrogenase complex, NAD(P)H menadione reductase, NAD(P)H quinone oxidoreductase, NAD(P)H quinone oxidoreductase-1, NAD(P)H quinone oxidoreductase1, NAD(P)H quinone reductase, NAD(P)H quinone-oxidoreductase 1, NAD(P)H-QR, NAD(P)H-quinone dehydrogenase, NAD(P)H-quinone oxidoreductase, NAD(P)H: (quinone acceptor) oxidoreductase, NAD(P)H: (quinone-acceptor)oxidoreductase, NAD(P)H: menadione oxidoreductase, NAD(P)H: Quinone oxidoreductase, NAD(P)H: quinone oxidoreductase 1, NAD(P)H: quinone oxidoreductase-1, NAD(P)H: quinone reductase, NAD(P)H:acceptor oxidoreductase, NAD(P)H:quinone acceptor oxidoreductase, NAD(P)H:quinone oxidoreducatase 1, NAD(P)H:quinone oxidoreductase, NAD(P)H:quinone oxidoreductase 1, NAD(P)H:quinone oxidoreductase I, NAD(P)H:quinone oxidoreductase-1, NAD(P)H:quinone reductase, NAD(P)H:quinoneoxidoreductase 1, NADH-menadione reductase, NADH:quinone oxidoreductase 1, NADPH quinone reductase, NADPH: quinone oxidoreductase-1, NADPH:quinone oxidoreductase, NADPH:quinone oxidoreductase 1, NAD[P]H:quinone acceptor oxidoreductase 1, Naphthoquinone reductase, Ndh complex, NDH2, nicotinamide adenine dinucleotide phosphate:quinone oxidoreductase 1, NQO1, NQR, NRH:quinone reductase 1, p-Benzoquinone reductase, Pden_4071, PfNdh2, Phylloquinone reductase, QOR2, QR1, QR2, Quinone reductase, quinone reductase 1, quinone reductase type 1, Reduced NAD(P)H dehydrogenase, reduced nicotinamide-adenine dinucleotide (phosphate) dehydrogenase, TcpB, TmQR2, type II NADH: quinone oxidoreductase, Viologen accepting pyridine nucleotide oxidoreductase, Vitamin K reductase, vitamin-K reductase, WrbA

ECTree

     1 Oxidoreductases
         1.6 Acting on NADH or NADPH
             1.6.5 With a quinone or similar compound as acceptor
                1.6.5.2 NAD(P)H dehydrogenase (quinone)

Substrates Products

Substrates Products on EC 1.6.5.2 - NAD(P)H dehydrogenase (quinone)

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SUBSTRATE
PRODUCT                       
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
1,4-benzoquinone + NAD(P)H + H+
1,4-benzoquinol + NAD(P)+
show the reaction diagram
1,4-benzoquinone + NADH + H+
1,4-benzoquinol + NAD+
show the reaction diagram
1,4-benzoquinone + NADPH
1,4-benzosemiquinone + NADP+
show the reaction diagram
-
-
-
-
?
1,4-dimethoxymethylbenzoquinone + NAD(P)H
1,4-dimethoxymethylhydrobenzoquinone + NAD(P)+
show the reaction diagram
-
-
-
?
1,4-naphthoquinone + NAD(P)H
1,4-naphthohydroquinone + NAD(P)+
show the reaction diagram
1,4-naphthoquinone + NADPH + H+
1,4-naphthoquinol + NADP+
show the reaction diagram
-
-
-
-
?
1,4-naphthoquinone + NADPH + H+
1,4-naphthosemiquinone + NADP+
show the reaction diagram
-
-
-
-
?
1,4-tetramethylbenzoquinone + NAD(P)H
1,4-tetramethylhydrobenzoquinone + NAD(P)+
show the reaction diagram
-
-
-
?
1,8-dihydroxy-9,10-anthraquinone + NADPH
1,8-dihydroxy-9,10-anthraquinol + NADP+
show the reaction diagram
-
-
-
-
?
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)+
show the reaction diagram
-
-
ratio kcat to Km value is 52000 per M and s
-
?
1-hydroxy-9,10-anthraquinone + NADPH
1-hydroxy-9,10-anthraquinol + NADP+
show the reaction diagram
-
-
-
-
?
17-(2-dimethylylamino)ethylamino-17-demethoxygeldanamycin + NAD(P)H + H+
reduced 17-(2-dimethylylamino)ethylamino-17-demethoxygeldanamycin + NADP+
show the reaction diagram
-
-
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+
show the reaction diagram
-
-
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+
show the reaction diagram
-
-
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+
show the reaction diagram
-
-
reduced component is a more potent Hsp90 inhibitor than parent benzoquinone ansamycin
-
?
2 ferricyanide + NAD(P)H
2 ferrocyanide + NAD(P)+ + H+
show the reaction diagram
2 ferricyanide + NADH
2 ferrocyanide + NAD+ + H+
show the reaction diagram
-
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+
show the reaction diagram
-
-
-
?
2,3,5,6-tetramethyl-1,4-benzoquinone + NAD(P)H
reduced 2,3,5,6-tetramethyl-1,4-benzoquinone + NAD(P)+
show the reaction diagram
-
-
-
?
2,3-diglutathionyl-1,4-naphthoquinone + NADPH
2,3-diglutathionyl-1,4-naphthoquinol + NADP+
show the reaction diagram
-
-
-
-
?
2,3-dihydroxy-5-methyl-1,4-benzoquinone + NAD(P)H
2,3-dihydroxy-5-methyl-1,4-benzoquinol + NAD(P)+
show the reaction diagram
2,3-dimethyl-1,4-naphthoquinone + NAD(P)H
2,3-dimethyl-1,4-hydronaphthoquinone + NAD(P)+
show the reaction diagram
-
-
-
?
2,4,6-trinitrotoluene + NAD(P)H +
reduced 2,4,6-trinitrotoluene + NAD(P)+
show the reaction diagram
-
-
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)+
show the reaction diagram
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)+
show the reaction diagram
excellent substrate
-
-
?
2,5-bis(ethylamine)-3,6-diaziridinyl-1,4-benzoquinone + NADPH
2,5-bis(ethylamine)-3,6-diaziridinyl-1,4-benzoquinol + NADP+
show the reaction diagram
-
-
-
-
?
2,5-di-tert-butyl-1,4-benzoquinone + NADH
2,5-di-tert-butyl-1,4-benzoquinol + NAD+
show the reaction diagram
-
-
-
?
2,5-diaziridinyl-1,4-benzoquinone + NADPH
2,5-diaziridinyl-1,4-benzoquinol + NADP+
show the reaction diagram
-
-
-
-
?
2,5-diaziridinyl-3-(hydroxymethyl)-6-methyl-1,4-benzoquinone + NADPH
2,5-diaziridinyl-3-(hydroxymethyl)-6-methyl-1,4-benzoquinol + NADP+
show the reaction diagram
-
-
-
-
?
2,5-dihydroxy-1,4-naphthoquinone + NADPH
2,5-dihydroxy-1,4-naphthoquinol + NADP+
show the reaction diagram
-
-
-
-
?
2,5-dimethoxy-1,3-benzothiazole-4,7-dione + NAD(P)H
2,5-dimethoxy-1,3-benzothiazole-4,7-diol + NAD(P)+
show the reaction diagram
-
-
-
?
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)+
show the reaction diagram
-
-
-
?
2,5-dimethyl-1,4-benzoquinone + NADPH
2,5-dimethyl-1,4-benzoquinol + NADP+
show the reaction diagram
-
-
-
-
?
2,5-dimethyl-1,4-naphthoquinone + NADPH
2,5-dimethyl-1,4-naphthoquinol + NADP+
show the reaction diagram
-
-
-
-
?
2,5-dimethyl-3,6-diaziridinyl-1,4-benzoquinone + NADPH
2,5-dimethyl-3,6-diaziridinyl-1,4-benzoquinol + NADP+
show the reaction diagram
-
-
-
-
?
2,6-dichlorophenolindophenol + NADPH
reduced 2,6-dichlorophenolindophenol + NADP+
show the reaction diagram
-
-
-
?
2,6-dimethoxy-1,4-benzoquinone + NADH
2,6-dimethoxy-1,4-benzoquinol + NAD+
show the reaction diagram
-
-
-
?
2,6-dimethoxybenzoquinone + NAD(P)H
2,6-dimethoxyhydrobenzoquinone + NAD(P)+
show the reaction diagram
-
-
-
?
2,6-dimethyl-1,4-benzoquinone + NADPH
2,6-dimethyl-1,4-benzoquinol + NADP+
show the reaction diagram
-
-
-
-
?
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+
show the reaction diagram
-
-
-
?
2-acetoxymethyl-6-methoxy-1-methylbenzimidazole-4,7-dione + NADH
? + NAD+
show the reaction diagram
-
-
-
-
?
2-chloro-6-hydroxy-1,4-benzoquinone + NADH
6-chlorobenzene-1,2,4-triol + NAD+
show the reaction diagram
-
-
-
-
?
2-ethyl-1,4-naphthoquinone + NAD(P)H
2-ethyl-1,4-hydronaphthoquinone + NAD(P)+
show the reaction diagram
-
-
-
?
2-hydroxy-1,4-naphthoquinone + NADPH
2-hydroxy-1,4-naphthoquinol + NADP+
show the reaction diagram
-
-
-
-
?
2-hydroxymethyl-5-methoxy-1-methylbenzimidazole-4,7-dione + NADH
? + NAD+
show the reaction diagram
-
-
-
-
?
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)+
show the reaction diagram
-
-
-
?
2-hydroxymethyl-5-methoxybenzothiazole-4,7-dione + NADH
? + NAD+
show the reaction diagram
-
-
-
-
?
2-hydroxymethyl-6-methoxy-1-methylbenzimidazole-4,7-dione + NADH
? + NAD+
show the reaction diagram
-
-
-
-
?
2-methoxy-1,4-benzoquinone + NADPH
2-methoxy-1,4-benzoquinol + NADP+
show the reaction diagram
-
-
-
?
2-methoxy-2,5-cyclohexadiene-1,4-dione + NAD(P)H
2-methoxy-2,5-cyclohexadiene-1,4-diol + NAD(P)+
show the reaction diagram
-
-
-
?
2-methoxy-5-(methoxymethyl)-2,5-cyclohexadiene + NADH + H+
2-methoxy-5-methoxymethyl-2,5-cyclohexadiene-1,4-diol + NAD+
show the reaction diagram
-
-
-
-
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)+
show the reaction diagram
-
-
-
?
2-methoxyquinone + NAD(P)H
2-methoxyhydroquinone + NAD(P)+
show the reaction diagram
Sporotrichum pulverulentum
-
-
-
?
2-methyl-1,4-benzoquinone + NADPH
2-methyl-1,4-benzoquinol + NADP+
show the reaction diagram
-
-
-
-
?
2-methyl-1,4-naphthoquinone + NAD(P)H
2-methyl-1,4-dihydronaphthoquinone + NAD(P)+
show the reaction diagram
-
-
-
?
2-methyl-1,4-naphthoquinone + NAD(P)H
2-methyl-1,4-naphthoquinol + NAD(P)+
show the reaction diagram
2-methyl-1,4-naphthoquinone + NADH
2-methyl-1,4-naphthoquinol + NAD+
show the reaction diagram
2-methyl-1,4-naphthoquinone + NADPH
2-methyl-1,4-naphthoquinol + NADp+
show the reaction diagram
2-methyl-3-glutathionyl-5-hydroxy-1,4-naphthoquinone + NADPH
2-methyl-3-glutathionyl-5-hydroxy-1,4-naphthoquinol + NADP+
show the reaction diagram
-
-
-
-
?
2-methyl-3-hydroxy-1,4-naphthoquinone + NADPH
2-methyl-3-hydroxy-1,4-naphthoquinol + NADP+
show the reaction diagram
-
-
-
-
?
2-methyl-3-phytyl-1,4-naphthoquinone + NAD(P)H
2-methyl-3-phytyl-1,4-naphthohydroquinone + NAD(P)+
show the reaction diagram
2-methyl-5-aziridinyl-1,4-benzoquinone + NADPH
2-methyl-5-aziridinyl-1,4-benzoquinol + NADP+
show the reaction diagram
-
-
-
-
?
2-methyl-5-hydroxy-1,4-naphthoquinone + NADPH
2-methyl-5-hydroxy-1,4-naphthoquinol + NADP+
show the reaction diagram
-
-
-
-
?
2-[nitro(2,4,6-trinitrophenyl)amino]ethyl nitrate + NAD(P)H +
reduced 2-[nitro(2,4,6-trinitrophenyl)amino]ethyl nitrate + NAD(P)+
show the reaction diagram
-
-
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)+
show the reaction diagram
-
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+
show the reaction diagram
-
-
-
?
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)+
show the reaction diagram
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+
show the reaction diagram
-
-
-
?
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)+
show the reaction diagram
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)+
show the reaction diagram
-
-
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)+
show the reaction diagram
-
-
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)+
show the reaction diagram
-
-
-
?
5,8-dihydroxy-1,4-naphthoquinone + NADPH
5,8-dihydroxy-1,4-naphthoquinol + NADP+
show the reaction diagram
-
-
-
-
?
5,8-dihydroxynaphthoquinone + NAD(P)H
5,8-dihydroxynaphthohydroquinone + NAD(P)+
show the reaction diagram
-
-
-
?
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)+
show the reaction diagram
5-(aziridin-1-yl)-2,4-dinitrobenzamide + NAD(P)H
5-(aziridin-1-yl)-4-hydroxylamino-2-nitrobenzamide + NAD(P)+
show the reaction diagram
5-(aziridin-1-yl)-2,4-dinitrobenzamide + reduced dihydronicotineamide riboside
5-(aziridin-1-yl)-4-hydroxylamino-2-nitrobenzamide + oxidized dihydronicotineamide riboside
show the reaction diagram
5-aziridin-1-yl-2,4-dinitrobenzamide + NAD(P)H + H+
5-aziridin-1-yl-4-(hydroxyamino)-2-nitrobenzamide
show the reaction diagram
-
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)+
show the reaction diagram
-
-
-
?
5-hydroxy-1,4-naphthoquinone + NADPH
5-hydroxy-1,4-naphthosemiquinone + NADP+
show the reaction diagram
-
-
-
-
?
5-methoxy-1,2-dimethyl-3-(hydroxymethyl)indole-4,7-dione + NADH
? + NAD+
show the reaction diagram
is efficiently metabolized by NQO1
-
-
?
5-methoxy-1,2-dimethyl-3-[(phenoxy)methyl]indole-4,7-dione + NADH
? + NAD+
show the reaction diagram
inefficient indolequinone substrate
-
-
?
5-methoxy-2-methylbenzothiazole-4,7-dione + NADH
? + NAD+
show the reaction diagram
-
-
-
-
?
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+
show the reaction diagram
-
-
-
?
6-hydroxydopaminequinone + NAD(P)H
6-hydroxydopaminehydroquinone + NAD(P)+
show the reaction diagram
-
-
-
?
6-hydroxydopaquinone + NAD(P)H
6-hydroxydopahydroquinone + NAD(P)+
show the reaction diagram
-
-
-
?
6-methoxy-1,2-dimethyl-3-(hydroxymethyl)indole-4,7-dione + NADH
? + NAD+
show the reaction diagram
is efficiently metabolized by NQO1
-
-
?
6-methoxy-1,2-dimethyl-3-[(phenoxy)methyl]indole-4,7-dione + NADH
? + NAD+
show the reaction diagram
inefficient indolequinone substrate
-
-
?
6-methoxy-1-methyl-2-(4-nitrophenoxymethyl)benzimidazole-4,7-dione + NADH
? + NAD+
show the reaction diagram
-
-
-
-
?
6-methoxy-1-methylbenzimidazole-4,7-dione + NADH
? + NAD+
show the reaction diagram
-
-
-
-
?
7-N-(2-furoyl)demethyllavendamycin methyl ester + NADH
? + NAD+
show the reaction diagram
poor substrate
-
-
?
7-N-acetyldemethyllavendamycin n-butyl amide + NADH
? + NAD+
show the reaction diagram
good substrate
-
-
?
7-N-acetyldemethyllavendamycin sec-butyl amide + NADH
? + NAD+
show the reaction diagram
poor substrate
-
-
?
8-methoxy-2,3,3-trimethyl-2,3-dihydronaphtho[1,2-b]furan-4,5-dione + NADH + H+
8-methoxy-2,3,3-trimethyl-2,3-dihydronaphtho[1,2-b]furan-4,5-diol + NAD+
show the reaction diagram
-
-
-
?
9,10-anthraquinone-2,6-disulfonate + NADPH
? + NADP+
show the reaction diagram
-
-
-
-
?
9,10-anthraquinone-2-sulfonate + NADPH
? + NADP+
show the reaction diagram
-
-
-
-
?
9,10-phenanthrene quinone + NADPH
9,10-phenanthrene quinol + NADP+
show the reaction diagram
-
-
-
-
?
9-methoxy-2,3,3-trimethyl-2,3-dihydronaphtho[1,2-b]furan-4,5-dione + NADH + H+
9-methoxy-2,3,3-trimethyl-2,3-dihydronaphtho[1,2-b]furan-4,5-diol + NAD+
show the reaction diagram
-
-
-
?
acetaminophen + NAD(P)H + H+
N-acetyl-p-benzoquinone imine + NAD(P)+
show the reaction diagram
-
-
enhanced levels of hepatic enzyme may detoxify N-acetyl-p-benzoquinone imine by reducing it back to acetaminophen
-
r
alpha-tocopherolquinone + NAD(P)H
reduced alpha-tocopherolquinone + NAD(P)+
show the reaction diagram
amodiaquine + NAD+
amodiaquine quinoneimine + NADH + H+
show the reaction diagram
-
-
-
r
amodiaquine quinoneimine + NADH + H+
amodiaquine + NAD+
show the reaction diagram
-
-
-
r
benzoquinone + 2 NAD(P)H + H+
benzohydroquinone + 2 NAD(P)+
show the reaction diagram
benzoquinone + NADH
?
show the reaction diagram
benzo[a]pyrene 3,6-quinone + NAD(P)H
benzo[a]pyrene 3,6-quinol
show the reaction diagram
-
-
-
?
beta-lapachone + NAD(P)H
reduced beta-lapachone + NAD(P)+
show the reaction diagram
-
-
-
?
chromate(IV) + H2O
chromate(III) + H2O2
show the reaction diagram
chromate(VI) + H2O
chromate(III) + H2O2
show the reaction diagram
coenzyme Q0 + NAD(P)H
reduced coenzyme Q0 + NADP+
show the reaction diagram
coenzyme Q1 + NAD(P)H
reduced coenzyme Q1 + NADP+
show the reaction diagram
coenzyme Q1 + NADH
?
show the reaction diagram
-
-
-
-
?
coenzyme Q10 + NAD(P)H
reduced coenzyme Q10 + NAD(P)+
show the reaction diagram
-
-
-
?
cyclized-dopamine o-quinone + NAD(P)H
cyclized-dopamine o-hydroquinone + NADP+
show the reaction diagram
-
-
-
?
cytochrome C + menadione + NADH
? + reduced menadione + NAD+
show the reaction diagram
-
-
-
-
?
deamino-NADH + H+ + 2,3-dimethoxy-5-methyl-1,4-benzoquinone
deamino-NAD+ + 2,3-dimethoxy-5-methyl-1,4-benzoquinol
show the reaction diagram
-
45% activity compared to NADPH or NADH
-
-
?
diethyl [2,5-bis(aziridin-1-yl)-3,6-dioxocyclohexa-1,4-diene-1,4-diyl]biscarbamate + NAD(P)H
diethyl [2,5-bis(aziridin-1-yl)-3,6-dihydroxybenzene-1,4-diyl]biscarbamate + NAD(P)+
show the reaction diagram
-
-
-
?
duroquinone + NAD(P)H
reduced duroquinone + NAD(P)+
show the reaction diagram
-
-
-
?
duroquinone + NADH
?
show the reaction diagram
-
-
-
-
?
duroquinone + NADH
? + NAD+
show the reaction diagram
duroquinone + NADPH
? + NADP+
show the reaction diagram
duroquinone + NADPH
durohydroquinone + NADP+
show the reaction diagram
-
in both normoxic and hyperoxia-exposed cells, enzyme is the dominant duroquinone reductase
-
-
?
ethyl 5-aziridin-1-yl-2,4-dinitrobenzoate + NAD(P)H +
reduced ethyl 5-aziridin-1-yl-2,4-dinitrobenzoate + NAD(P)+
show the reaction diagram
-
-
ratio kcat to Km value is 20000 per M and s
-
?
FAD + NADH
?
show the reaction diagram
-
-
-
-
?
ferricyanide + FAD + NADH
?
show the reaction diagram
-
-
-
-
?
ferricyanide + FMN + NADH
?
show the reaction diagram
-
-
-
-
?
ferricyanide + NADH + H+
ferrocyanide + NAD+
show the reaction diagram
-
-
-
-
r
FMN + NADH
?
show the reaction diagram
-
-
-
-
?
geldanamycin + NAD(P)H
reduced geldanamycin + NAD(P)+
show the reaction diagram
excellent substrate
-
-
?
geldanamycin + NAD(P)H + H+
reduced geldanamycin + NADP+
show the reaction diagram
-
-
reduced component is a more potent Hsp90 inhibitor than parent benzoquinone ansamycin
-
?
hydroxy(oxo)(3,6,8-trinitro-9H-carbazol-1-yl)ammonium + NAD(P)H +
reduced 2-[nitro(2,4,6-trinitrophenyl)amino]ethyl nitrate + NAD(P)+
show the reaction diagram
-
-
ratio kcat to Km value is 500000 per M and s
-
?
indolequinones + NAD(P)H
indolehydroquinones + NAD(P)+
show the reaction diagram
-
compounds with electron-withdrawing groups at the indole 3-position are among the best substrates, groups larger than methyl at N-1 are tolerated, compounds with a leaving group at the 3-indolyl methyl position inactivate the enzyme
-
?
juglone + NAD(P)H
dihydrojuglone + NAD(P)+
show the reaction diagram
juglone + NADH
dihydrojuglone + NAD+
show the reaction diagram
juglone + NADPH
dihydrojuglone + NADP+
show the reaction diagram
-
-
-
-
?
K3[Fe(CN)6] + NAD(P)H
K4[Fe(CN)6] + NAD(P)+
show the reaction diagram
lavendamycin beta-hydroxyethyl ester + NADH
? + NAD+
show the reaction diagram
good substrate
-
-
?
menadione + FAD + NADH
?
show the reaction diagram
-
-
-
-
?
menadione + FMN + NADH
?
show the reaction diagram
-
-
-
-
?
menadione + NAD(P)H
reduced menadione + NAD(P)+
show the reaction diagram
menadione + NAD(P)H
reduced menadione + NADP+
show the reaction diagram
-
-
-
-
?
menadione + NADH
?
show the reaction diagram
menadione + NADH
reduced menadione + NAD+
show the reaction diagram
menadione + NADH + H+
? + NAD+
show the reaction diagram
-
-
-
?
menadione + NADH + H+
menadiol + NAD+
show the reaction diagram
menadione + NADH + H+
reduced menadione + NAD+
show the reaction diagram
-
-
-
?
menadione + NADPH
reduced menadione + NADP+
show the reaction diagram
-
-
-
-
?
menadione + NADPH + H+
? + NADP+
show the reaction diagram
-
-
-
?
menadione + NADPH + H+
reduced menadione + NADP+
show the reaction diagram
-
-
-
?
menadione + reduced nicotinamide 2-azidoadenine dinucleotide
reduced menadione + oxidized nicotinamide 2-azidoadenine dinucleotide
show the reaction diagram
-
-
-
?
menadione + reduced nicotinamide 8-azidoadenine dinucleotide
reduced menadione + oxidized nicotinamide 8-azidoadenine dinucleotide
show the reaction diagram
-
-
-
?
methoxyquinone + NAD(P)H
methoxyhydroquinone + NAD(P)+
show the reaction diagram
Sporotrichum pulverulentum
-
-
-
?
methyl 5-methoxy-4,7-dioxo-4,7-dihydro-1-benzothiophene-2-carboxylate + NADH + H+
methyl 4,7-dihydroxy-5-methoxy-1-benzothiophene-2-carboxylate + NAD+
show the reaction diagram
-
-
-
?
methyl red + NAD(P)H
reduced methyl red + NAD(P)+
show the reaction diagram
methyl-1,4-benzoquinone + NADPH + H+
methyl-1,4-benzoquinol + NADP+
show the reaction diagram
two-electron mechanism
-
-
?
methylene blue + NAD(P)H
reduced methylene blue + NAD(P)+
show the reaction diagram
-
-
-
?
mitomycin C + NAD(P)H
reduced mitomycin C + NAD(P)+
show the reaction diagram
poor substrate
-
-
?
mitomycin C + NADPH
? + NADP+
show the reaction diagram
-
-
-
-
?
N-desethylamodiaquine + NAD+
N-desethylamodiaquine quinoneimine + NADH + H+
show the reaction diagram
-
-
-
r
N-desethylamodiaquine quinoneimine + NADH + H+
N-desethylamodiaquine + NAD+
show the reaction diagram
-
-
-
r
N-methyl-N,2,4,6-tetranitroaniline + NAD(P)H +
reduced N-methyl-N,2,4,6-tetranitroaniline + NAD(P)+
show the reaction diagram
-
-
ratio kcat to Km value is 260000 per M and s
-
?
N-methyl-N,2,4-trinitroaniline + NAD(P)H +
reduced N-methyl-N,2,4-trinitroaniline + NAD(P)+
show the reaction diagram
-
-
ratio kcat to Km value is 52000 per M and s
-
?
NAD(P)H + H+ + 17-allylamino-demethoxygeldanamycin
NAD(P)+ + reduced 17-allylamino-demethoxygeldanamycin
show the reaction diagram
-
-
product exhibits superior Hsp90 inhibition and is involved in Hsp70 induction and Raf-1 degradation
-
?
NAD(P)H + H+ + 2,5-diaziridinyl-3-hydroxymethyl-6-methyl-1,4-benzoquinone
NAD(P)+ + reduced 2,5-diaziridinyl-3-hydroxymethyl-6-methyl-1,4-benzoquinone
show the reaction diagram
-
i.e. RH1, induction of apoptosis via enzyme-linked formation of alkylating species
-
-
?
NAD(P)H + H+ + 2,5-dimethyl-3,6-diaziridinyl-1,4-benzoquinone
NAD(P)+ + reduced 2,5-dimethyl-3,6-diaziridinyl-1,4-benzoquinone
show the reaction diagram
-
i.e. MeDZQ, induction of apoptosis via enzyme-linked formation of alkylating species
-
-
?
NAD(P)H + H+ + a quinone
NAD(P)+ + a hydroquinone
show the reaction diagram
the enzyme catalyzes a detoxification process. QR1 gene expression is induced in response to xenobiotics, oxidants, heavy metals, UV light, and ionisation radiation. The enzyme is part of an electrophilic-induced and/or oxidative stress-induced cellular defense mechanism that includes the induction of more than two dozen defensive genes
-
-
?
NAD(P)H + H+ + amrubicin
NAD(P)+ + ?
show the reaction diagram
-
-
-
?
NAD(P)H + H+ + amrubicinol
NAD(P)+ + ?
show the reaction diagram
-
-
-
?
NAD(P)H + H+ + oxidized 2,6-dichlorophenolindophenol
NAD(P)+ + reduced 2,6-dichlorophenolindophenol
show the reaction diagram
NAD(P)H + H+ + quinone
NAD(P)+ + hydroquinone
show the reaction diagram
-
-
-
-
?
NADH + decylubiquinone
NAD+ + decylubiquinol
show the reaction diagram
-
-
-
-
?
NADH + H+ + 1-[3,5-dinitro-2-(1,2,3,4-tetrahydronaphthalen-2-yl)phenyl]-1-oxohydrazinium
?
show the reaction diagram
-
-
-
-
?
NADH + H+ + 10-nitro-5,6-dihydrobenzimidazo[2,1-a]isoquinoline 12-oxide
?
show the reaction diagram
-
-
-
-
?
NADH + H+ + 10-nitro-5,6-dihydrobenzimidazo[2,1-a]isoquinoline-8-carboxamide 12-oxide
?
show the reaction diagram
-
-
-
-
?
NADH + H+ + 10-nitro-5,6-dihydrobenzimidazo[2,1-a]isoquinoline-9-carboxamide 12-oxide
?
show the reaction diagram
-
-
-
-
?
NADH + H+ + 17-(allylamino)-17-demethoxygeldanamycin
?
show the reaction diagram
NADH + H+ + 2,10-dinitro-5,6-dihydrobenzimidazo[2,1-a]isoquinoline 12-oxide
?
show the reaction diagram
-
-
-
-
?
NADH + H+ + 2,3-dimethoxy-5-methyl-1,4-benzoquinone
NAD+ + 2,3-dimethoxy-5-methyl-1,4-benzoquinol
show the reaction diagram
NADH + H+ + 2,3-dimethoxy-5-methyl-2,5-cyclohexadiene-1,4-dione
NAD+ + 2,3-dimethoxy-5-methylbenzene-1,4-diol
show the reaction diagram
i.e. ubiquinone-0, UQ-0, a quinone electron acceptor
-
-
r
NADH + H+ + 2,4-dinitro-5-(1,2,3,4-tetrahydronaphthalen-2-yl)benzamide
?
show the reaction diagram
-
-
-
-
?
NADH + H+ + 2,4-dinitro-5-(5-nitro-1,2,3,4-tetrahydronaphthalen-2-yl)benzamide
?
show the reaction diagram
-
-
-
-
?
NADH + H+ + 2,4-dinitro-5-(7-nitro-1,2,3,4-tetrahydronaphthalen-2-yl)benzamide
?
show the reaction diagram
-
-
-
-
?
NADH + H+ + 2,6-dichlorophenolindophenol
NAD+ + reduced 2,6-dichlorophenolindophenol
show the reaction diagram
-
-
-
-
r
NADH + H+ + 2-(2,4,6-trinitrophenyl)-1,2,3,4-tetrahydronaphthalene
?
show the reaction diagram
-
-
-
-
?
NADH + H+ + 2-(2,4-dinitrophenyl)-1,2,3,4-tetrahydronaphthalene
?
show the reaction diagram
-
-
-
-
?
NADH + H+ + 2-(2,4-dinitrophenyl)-5-nitro-1,2,3,4-tetrahydronaphthalene
?
show the reaction diagram
-
-
-
-
?
NADH + H+ + 2-(3,5-dinitropyridin-2-yl)-1,2,3,4-tetrahydroisoquinoline
?
show the reaction diagram
-
-
-
-
?
NADH + H+ + 2-methyl-1,4-naphthoquinone
NAD+ + 2-methyl-1,4-naphthoquinol
show the reaction diagram
-
-
-
-
?
NADH + H+ + 2-[2,4-dinitro-6-(trifluoromethyl)phenyl]-1,2,3,4-tetrahydronaphthalene
?
show the reaction diagram
-
-
-
-
?
NADH + H+ + 2-[2,4-dinitro-6-(trifluoromethyl)phenyl]-5-nitro-1,2,3,4-tetrahydronaphthalene
?
show the reaction diagram
-
-
-
-
?
NADH + H+ + 2-[2,4-dinitro-6-(trifluoromethyl)phenyl]-7-nitro-1,2,3,4-tetrahydronaphthalene
?
show the reaction diagram
-
-
-
-
?
NADH + H+ + 3,5-dinitro-2-(1,2,3,4-tetrahydronaphthalen-2-yl)benzamide
?
show the reaction diagram
-
-
-
-
?
NADH + H+ + 3,5-dinitro-2-(1,2,3,4-tetrahydronaphthalen-2-yl)benzoic acid
?
show the reaction diagram
-
-
-
-
?
NADH + H+ + 3,5-dinitro-2-(7-nitro-1,2,3,4-tetrahydronaphthalen-2-yl)benzoic acid
?
show the reaction diagram
-
-
-
-
?
NADH + H+ + 4,10-dinitro-5,6-dihydrobenzimidazo[2,1-a]isoquinoline 12-oxide
?
show the reaction diagram
-
-
-
-
?
NADH + H+ + 4,10-dinitro-5,6-dihydrobenzimidazo[2,1-a]isoquinoline-9-carboxamide 12-oxide
?
show the reaction diagram
-
-
-
-
?
NADH + H+ + 4,10-dinitro-8-(trifluoromethyl)-5,6-dihydrobenzimidazo[2,1-a]isoquinoline 12-oxide
?
show the reaction diagram
-
-
-
-
?
NADH + H+ + 5,6-dihydro-10-nitropyrido[3'',2'':4',5']imidazo[2',1'-a]isoquinoline 12-oxide
?
show the reaction diagram
-
-
-
-
?
NADH + H+ + 5-(aziridin-1-yl)-2,4-dinitrobenzamide
?
show the reaction diagram
-
i.e. CB-1954
-
-
?
NADH + H+ + a quinone
NAD+ + a hydroquinone
show the reaction diagram
NADH + H+ + atovaquone
NAD+ + reduced atovaquone
show the reaction diagram
-
atovaquone is 2-[4-(4-chlorophenyl)cyclohexyl]-3-hydroxynaphthalene-1,4-dione
-
-
?
NADH + H+ + benzoquinone
NAD+ + benzoquinol
show the reaction diagram
-
-
-
-
?
NADH + H+ + coenzyme Q0
NAD+ + reduced coenzyme Q0
show the reaction diagram
-
-
-
-
?
NADH + H+ + coenzyme Q1
NAD+ + reduced coenzyme Q1
show the reaction diagram
-
-
-
-
?
NADH + H+ + dichlorophenolindophenol
NAD+ + reduced dichlorophenolindophenol
show the reaction diagram
-
-
-
-
?
NADH + H+ + duroquinone
NAD+ + duroquinol
show the reaction diagram
-
-
-
-
?
NADH + H+ + ubiquinone
NAD+ + ubiquinone
show the reaction diagram
-
the enzyme plays an essential role in maintaining a reduced ubiquinone-pool during infection (Plasmodium falciparum is the causative agents of malaria). The enzyme is not only essential to parasite survival in vivo but may also contribute to the severity and outcome of disease. Type II NADH:quinone oxidoreductase the membrane-bound respiratory enzyme differs from the canonical NADH:dehydrogenase (complex I), because it is not involved in the vectorial transfer of protons across membranes. In the electron transport chain of Plasmodium, the canonical multimeric complex I (NADH:dehydrogenase) found in mammalian mitochondria is absent, and, instead, the parasite possesses five quinone-dependent oxidoreductases, namely a type II NADH:quinone oxidoreductase (PfNDH2), a malate: quinone oxidoreductase (MQO), a dihydroorotate dehydrogenase (DHOD), a glycerol-3-phosphate dehydrogenase (G3PDH), and a succinate: quinone oxidoreductase (SDH). These enzymes link cytosolic metabolism to mitochondrial metabolism, generating reducing power (ubiquinol) for the bc1 complex and an aa3-type cytochrome oxidase, enabling proton pumping and energy conservation
-
-
?
NADH + H+ + ubiquinone-0
NAD+ + ubiquinol-0
show the reaction diagram
-
-
-
-
?
NADH + H+ + ubiquinone-1
NAD+ + ubiquinol-1
show the reaction diagram
-
-
-
-
?
NADH + H+ + ubiquinone-10
NAD+ + ubiquinol-10
show the reaction diagram
-
-
-
-
?
NADPH + H+ + 17-(allylamino)-17-demethoxygeldanamycin
?
show the reaction diagram
NADPH + H+ + 2,3-dimethoxy-5-methyl-1,4-benzoquinone
NADP+ + 2,3-dimethoxy-5-methyl-1,4-benzoquinol
show the reaction diagram
-
100% activity
-
-
?
NADPH + H+ + 2-methyl-1,4-naphthoquinone
NADP+ + 2-methyl-1,4-naphthoquinol
show the reaction diagram
-
-
-
-
?
NADPH + H+ + a quinone
NADP+ + a hydroquinone
show the reaction diagram
-
-
-
-
?
NADPH + H+ + benzoquinone
NADP+ + benzoquinol
show the reaction diagram
-
-
-
-
?
NADPH + H+ + duroquinone
NADP+ + duroquinol
show the reaction diagram
-
-
-
-
?
NADPH + H+ + oxidized 2,6-dichlorophenolindophenol
NADP+ + reduced 2,6-dichlorophenolindophenol
show the reaction diagram
NADPH + H+ + quinone
NADP+ + ?
show the reaction diagram
NADPH + H+ + ubiquinone-1
NADP+ + ubiquinol-1
show the reaction diagram
-
-
-
-
?
NADPH + H+ + ubiquinone-10
NADP+ + ubiquinol-10
show the reaction diagram
-
-
-
-
?
naphthoquinone + NADH + H+
naphthoquinol + NAD+
show the reaction diagram
-
-
-
-
r
nitracrine + NAD(P)H +
reduced nitracrine + NAD(P)+
show the reaction diagram
-
-
i.e. N,N-dimethyl-N'-(1-nitro-9,10-dihydroacridin-9-yl)propane-1,3-diamine, ratio kcat to Km value is 1800 per M and s
-
?
oxidized 2,6-dichlorophenolindophenol + NADH + H+
reduced 2,6-dichlorophenolindophenol + NAD+
show the reaction diagram
oxidized 2,6-dichlorophenolindophenol + NADPH + H+
reduced 2,6-dichlorophenolindophenol + NADP+
show the reaction diagram
-
-
-
-
r
oxidized 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium + NADPH + H+
reduced 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium + NADP+
show the reaction diagram
-
-
-
-
r
oxidized dichlorophenol-indophenol + NAD(P)H
reduced dichlorophenol-indophenol + NADP+
show the reaction diagram
oxidized dichlorophenolindophenol + NADH + H+
reduced dichlorophenolindophenol + NAD+
show the reaction diagram
-
-
-
?
oxidized methyl red + reduced dihydronicotinamide riboside + H+
reduced methyl red + oxidized dihydronicotinamide riboside
show the reaction diagram
-
-
-
-
r
p-benzoquinone + NADH
benzohydroquinone + NAD+
show the reaction diagram
-
-
-
-
?
p-benzoquinone + NADPH
p-benzohydroquinone + NADP+
show the reaction diagram
-
-
-
-
?
plumbagin + NADH
? + NAD+
show the reaction diagram
-
-
-
-
?
plumbagin + NADPH
? + NADP+
show the reaction diagram
-
-
-
-
?
potassiumferricyanide + NADH + H+
potassium ferrocyanide + NAD+
show the reaction diagram
-
-
-
-
r
potassiumferricyanide + NADPH + H+
potassium ferrocyanide + NADP+
show the reaction diagram
-
-
-
-
r
quinone + NAD(P)H
hydroquinone + NAD(P)+
show the reaction diagram
riboflavin + NADPH
? + NADP+
show the reaction diagram
-
-
-
-
?
streptonigrin + NAD(P)H
reduced streptonigrin + NAD(P)+
show the reaction diagram
one of the best substrates for NQO1
-
-
?
tetramethyl-1,4-benzoquinone + NADPH
tetramethyl-1,4-benzoquinol + NADP+
show the reaction diagram
-
-
-
-
?
toluquinone + NAD(P)H
toluhydroquinone + NAD(P)+
show the reaction diagram
Sporotrichum pulverulentum
-
-
-
?
ubiquinone + NAD(P)H
reduced ubiquinone + NAD(P)+
show the reaction diagram
ubiquinone-1 + NADPH + H+
ubiquinol-1 + NADP+
show the reaction diagram
-
the protein shows NADH-ubiquinone-1 oxidoreductase activity (EC 1.6.5.3), NADPH oxidase (EC 1.6.3.1) and NADPH-ubiquinone-1 oxidoreductase (EC 1.6.5.2) activities
-
-
?
vitamin K + NAD(P)H + H+
reduced vitamin K + NAD(P)+
show the reaction diagram
-
-
-
?
vitamin K2 + NAD(P)H
reduced vitamin K2 + NAD(P)+
show the reaction diagram
-
-
-
?
[Fe(CN)6]3- + NAD(P)H
[Fe(CN)6]4- + NAD(P)+
show the reaction diagram
additional information
?
-