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Literature summary extracted from

  • Burke, P.J.; Wong, L.C.; Jenkins, T.C.; Knox, R.J.; Stanforth, S.P.
    The synthesis of 2-nitroaryl-1,2,3,4-tetrahydroisoquinolines, nitro-substituted 5,6-dihydrobenzimidazo[2,1-a]isoquinoline N-oxides and related heterocycles as potential bioreducible substrates for the enzymes NAD(P)H: quinone oxidoreductase 1 and E. coli (2011), Bioorg. Med. Chem. Lett., 21, 7447-7450.
    View publication on PubMed

Inhibitors

EC Number Inhibitors Comment Organism Structure
1.6.5.2 1-[3,5-dinitro-2-(1,2,3,4-tetrahydronaphthalen-2-yl)phenyl]-1-oxohydrazinium
-
 Homo sapiens
1.6.5.2 10-nitro-5,6-dihydrobenzimidazo[2,1-a]isoquinoline 12-oxide
-
 Homo sapiens
1.6.5.2 10-nitro-5,6-dihydrobenzimidazo[2,1-a]isoquinoline-8-carboxamide 12-oxide
-
 Homo sapiens
1.6.5.2 10-nitro-5,6-dihydrobenzimidazo[2,1-a]isoquinoline-9-carboxamide 12-oxide
-
 Homo sapiens
1.6.5.2 2,10-dinitro-5,6-dihydrobenzimidazo[2,1-a]isoquinoline 12-oxide
-
 Homo sapiens
1.6.5.2 2,4-dinitro-5-(1,2,3,4-tetrahydronaphthalen-2-yl)benzamide
-
 Homo sapiens
1.6.5.2 2,4-dinitro-5-(5-nitro-1,2,3,4-tetrahydronaphthalen-2-yl)benzamide
-
 Homo sapiens
1.6.5.2 2,4-dinitro-5-(7-nitro-1,2,3,4-tetrahydronaphthalen-2-yl)benzamide
-
 Homo sapiens
1.6.5.2 2-(2,4,6-trinitrophenyl)-1,2,3,4-tetrahydronaphthalene
-
 Homo sapiens
1.6.5.2 2-(2,4-dinitrophenyl)-1,2,3,4-tetrahydronaphthalene
-
 Homo sapiens
1.6.5.2 2-(2,4-dinitrophenyl)-5-nitro-1,2,3,4-tetrahydronaphthalene
-
 Homo sapiens
1.6.5.2 2-(2,4-dinitrophenyl)-7-nitro-1,2,3,4-tetrahydronaphthalene
-
 Homo sapiens
1.6.5.2 2-[2,4-dinitro-6-(trifluoromethyl)phenyl]-1,2,3,4-tetrahydronaphthalene
-
 Homo sapiens
1.6.5.2 2-[2,4-dinitro-6-(trifluoromethyl)phenyl]-5-nitro-1,2,3,4-tetrahydronaphthalene
-
 Homo sapiens
1.6.5.2 2-[2,4-dinitro-6-(trifluoromethyl)phenyl]-7-nitro-1,2,3,4-tetrahydronaphthalene
-
 Homo sapiens
1.6.5.2 3,5-dinitro-2-(1,2,3,4-tetrahydronaphthalen-2-yl)benzamide
-
 Homo sapiens
1.6.5.2 3,5-dinitro-2-(1,2,3,4-tetrahydronaphthalen-2-yl)benzoic acid
-
 Homo sapiens
1.6.5.2 3,5-dinitro-2-(5-nitro-1,2,3,4-tetrahydronaphthalen-2-yl)benzoic acid
-
 Homo sapiens
1.6.5.2 3,5-dinitro-2-(7-nitro-1,2,3,4-tetrahydronaphthalen-2-yl)benzoic acid
-
 Homo sapiens
1.6.5.2 4,10-dinitro-5,6-dihydrobenzimidazo[2,1-a]isoquinoline 12-oxide
-
 Homo sapiens
1.6.5.2 4,10-dinitro-5,6-dihydrobenzimidazo[2,1-a]isoquinoline-9-carboxamide 12-oxide
-
 Homo sapiens
1.6.5.2 4,10-dinitro-8-(trifluoromethyl)-5,6-dihydrobenzimidazo[2,1-a]isoquinoline 12-oxide
-
 Homo sapiens
1.6.5.2 additional information synthesis of 2-nitroaryl-1,2,3,4-tetrahydroisoquinolines, nitro-substituted 5,6-dihydrobenzimidazo[2,1-a]isoquinoline N-oxides and related heterocycles as potential bioreducible substrates for the enzymes NAD(P)H: quinone oxidoreductase 1, NQO1, overview Homo sapiens

Organism

EC Number Organism UniProt Comment Textmining
1.6.5.2 Homo sapiens
-
-
-

Specific Activity [micromol/min/mg]

EC Number Specific Activity Minimum [µmol/min/mg] Specific Activity Maximum [µmol/min/mg] Comment Organism
1.6.5.2 0.001
-
 below, recombinant enzyme NQO1, substrate 10a, pH not specified in the publication, 37°C Homo sapiens
1.6.5.2 0.001
-
 below, recombinant enzyme NQO1, substrate 10f, pH not specified in the publication, 37°C Homo sapiens
1.6.5.2 0.001
-
 below, recombinant enzyme NQO1, substrate 10g, pH not specified in the publication, 37°C Homo sapiens
1.6.5.2 0.001
-
 below, recombinant enzyme NQO1, substrate 10h, pH not specified in the publication, 37°C Homo sapiens
1.6.5.2 0.001
-
 below, recombinant enzyme NQO1, substrate 10o, pH not specified in the publication, 37°C Homo sapiens
1.6.5.2 0.001
-
 below, recombinant enzyme NQO1, substrate 11d, pH not specified in the publication, 37°C Homo sapiens
1.6.5.2 0.001
-
 below, recombinant enzyme NQO1, substrate 11e, pH not specified in the publication, 37°C Homo sapiens
1.6.5.2 0.001
-
 below, recombinant enzyme NQO1, substrate 11h, pH not specified in the publication, 37°C Homo sapiens
1.6.5.2 0.001
-
 below, recombinant enzyme NQO1, substrate 11i, pH not specified in the publication, 37°C Homo sapiens
1.6.5.2 0.001
-
 below, recombinant enzyme NQO1, substrate 11k, pH not specified in the publication, 37°C Homo sapiens
1.6.5.2 0.001
-
 below, recombinant enzyme NQO1, substrate 11l, pH not specified in the publication, 37°C Homo sapiens
1.6.5.2 0.0014
-
 recombinant enzyme NQO1, substrate 10k, pH not specified in the publication, 37°C Homo sapiens
1.6.5.2 0.0062
-
 recombinant enzyme NQO1, substrate 5-(aziridin-1-yl)-2,4-dinitrobenzamide, i.e. CB-1954, pH not specified in the publication, 37°C Homo sapiens
1.6.5.2 0.011
-
 recombinant enzyme NQO1, substrate 10c, pH not specified in the publication, 37°C Homo sapiens
1.6.5.2 0.013
-
 recombinant enzyme NQO1, substrate 2-(3,5-dinitropyridin-2-yl)-1,2,3,4-tetrahydroisoquinoline, pH not specified in the publication, 37°C Homo sapiens
1.6.5.2 0.016
-
 recombinant enzyme NQO1, substrate 11a, pH not specified in the publication, 37°C Homo sapiens
1.6.5.2 0.02
-
 recombinant enzyme NQO1, substrate 10n, pH not specified in the publication, 37°C Homo sapiens
1.6.5.2 0.038
-
 recombinant enzyme NQO1, substrate 10j, pH not specified in the publication, 37°C Homo sapiens
1.6.5.2 0.042
-
 recombinant enzyme NQO1, substrate 10e, pH not specified in the publication, 37°C Homo sapiens
1.6.5.2 0.053
-
 recombinant enzyme NQO1, substrate 10d, pH not specified in the publication, 37°C Homo sapiens
1.6.5.2 0.076
-
 recombinant enzyme NQO1, substrate 10m, pH not specified in the publication, 37°C Homo sapiens
1.6.5.2 0.11
-
 recombinant enzyme NQO1, substrate 10b, pH not specified in the publication, 37°C Homo sapiens
1.6.5.2 0.17
-
 recombinant enzyme NQO1, substrate 5,6-dihydro-10-nitropyrido[3'',2'':4',5']imidazo[2',1'-a]isoquinoline 12-oxide, pH not specified in the publication, 37°C Homo sapiens

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
1.6.5.2 additional information no activity with 2-[2,4-dinitro-6-(trifluoromethyl)phenyl]-5-nitro-1,2,3,4-tetrahydronaphthalene and 2-(2,4-dinitrophenyl)-7-nitro-1,2,3,4-tetrahydronaphthalene Homo sapiens ?
-
 ?
1.6.5.2 NADH + H+ + 1-[3,5-dinitro-2-(1,2,3,4-tetrahydronaphthalen-2-yl)phenyl]-1-oxohydrazinium
-
 Homo sapiens ?
-
 ?
1.6.5.2 NADH + H+ + 10-nitro-5,6-dihydrobenzimidazo[2,1-a]isoquinoline 12-oxide
-
 Homo sapiens ?
-
 ?
1.6.5.2 NADH + H+ + 10-nitro-5,6-dihydrobenzimidazo[2,1-a]isoquinoline-8-carboxamide 12-oxide
-
 Homo sapiens ?
-
 ?
1.6.5.2 NADH + H+ + 10-nitro-5,6-dihydrobenzimidazo[2,1-a]isoquinoline-9-carboxamide 12-oxide
-
 Homo sapiens ?
-
 ?
1.6.5.2 NADH + H+ + 2,10-dinitro-5,6-dihydrobenzimidazo[2,1-a]isoquinoline 12-oxide
-
 Homo sapiens ?
-
 ?
1.6.5.2 NADH + H+ + 2,4-dinitro-5-(1,2,3,4-tetrahydronaphthalen-2-yl)benzamide
-
 Homo sapiens ?
-
 ?
1.6.5.2 NADH + H+ + 2,4-dinitro-5-(5-nitro-1,2,3,4-tetrahydronaphthalen-2-yl)benzamide
-
 Homo sapiens ?
-
 ?
1.6.5.2 NADH + H+ + 2,4-dinitro-5-(7-nitro-1,2,3,4-tetrahydronaphthalen-2-yl)benzamide
-
 Homo sapiens ?
-
 ?
1.6.5.2 NADH + H+ + 2-(2,4,6-trinitrophenyl)-1,2,3,4-tetrahydronaphthalene
-
 Homo sapiens ?
-
 ?
1.6.5.2 NADH + H+ + 2-(2,4-dinitrophenyl)-1,2,3,4-tetrahydronaphthalene
-
 Homo sapiens ?
-
 ?
1.6.5.2 NADH + H+ + 2-(2,4-dinitrophenyl)-5-nitro-1,2,3,4-tetrahydronaphthalene
-
 Homo sapiens ?
-
 ?
1.6.5.2 NADH + H+ + 2-(3,5-dinitropyridin-2-yl)-1,2,3,4-tetrahydroisoquinoline
-
 Homo sapiens ?
-
 ?
1.6.5.2 NADH + H+ + 2-[2,4-dinitro-6-(trifluoromethyl)phenyl]-1,2,3,4-tetrahydronaphthalene
-
 Homo sapiens ?
-
 ?
1.6.5.2 NADH + H+ + 2-[2,4-dinitro-6-(trifluoromethyl)phenyl]-5-nitro-1,2,3,4-tetrahydronaphthalene
-
 Homo sapiens ?
-
 ?
1.6.5.2 NADH + H+ + 2-[2,4-dinitro-6-(trifluoromethyl)phenyl]-7-nitro-1,2,3,4-tetrahydronaphthalene
-
 Homo sapiens ?
-
 ?
1.6.5.2 NADH + H+ + 3,5-dinitro-2-(1,2,3,4-tetrahydronaphthalen-2-yl)benzamide
-
 Homo sapiens ?
-
 ?
1.6.5.2 NADH + H+ + 3,5-dinitro-2-(1,2,3,4-tetrahydronaphthalen-2-yl)benzoic acid
-
 Homo sapiens ?
-
 ?
1.6.5.2 NADH + H+ + 3,5-dinitro-2-(7-nitro-1,2,3,4-tetrahydronaphthalen-2-yl)benzoic acid
-
 Homo sapiens ?
-
 ?
1.6.5.2 NADH + H+ + 4,10-dinitro-5,6-dihydrobenzimidazo[2,1-a]isoquinoline 12-oxide
-
 Homo sapiens ?
-
 ?
1.6.5.2 NADH + H+ + 4,10-dinitro-5,6-dihydrobenzimidazo[2,1-a]isoquinoline-9-carboxamide 12-oxide
-
 Homo sapiens ?
-
 ?
1.6.5.2 NADH + H+ + 4,10-dinitro-8-(trifluoromethyl)-5,6-dihydrobenzimidazo[2,1-a]isoquinoline 12-oxide
-
 Homo sapiens ?
-
 ?
1.6.5.2 NADH + H+ + 5,6-dihydro-10-nitropyrido[3'',2'':4',5']imidazo[2',1'-a]isoquinoline 12-oxide
-
 Homo sapiens ?
-
 ?
1.6.5.2 NADH + H+ + 5-(aziridin-1-yl)-2,4-dinitrobenzamide i.e. CB-1954 Homo sapiens ?
-
 ?

Synonyms

EC Number Synonyms Comment Organism
1.6.5.2 NAD(P)H: quinone oxidoreductase 1
-
 Homo sapiens
1.6.5.2 NQO1
-
 Homo sapiens

Temperature Optimum [°C]

EC Number Temperature Optimum [°C] Temperature Optimum Maximum [°C] Comment Organism
1.6.5.2 37
-
 assay at Homo sapiens