Ligand 4-nitrocatechol

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Basic Ligand Information

Molecular Structure
Picture of 4-nitrocatechol (click for magnification)
Molecular Formula
BRENDA Name
InChIKey
C6H5NO4
4-nitrocatechol
XJNPNXSISMKQEX-UHFFFAOYSA-N
Synonyms:
2-hydroxy-4-nitrophenol, 2-hydroxy-5-nitrophenol, 4-nitrobenzene-1,2-diol, 5-nitrocatechol, Nitrocatechol, p-nitrocatechol

Roles as Enzyme Ligand

In Vivo Substrate in Enzyme-catalyzed Reactions (1 result)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
4-nitrocatechol + NAD(P)H + H+ + O2 = 2-hydroxy-1,4-benzoquinone + nitrite + NAD(P)+ + H2O
show the reaction diagram
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In Vivo Product in Enzyme-catalyzed Reactions (5 results)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE

Substrate in Enzyme-catalyzed Reactions (25 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
4-nitrocatechol + O2 = ?
show the reaction diagram
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4-nitrocatechol + O2 = 2-hydroxy-4-nitromuconate semialdehyde
show the reaction diagram
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4-nitrocatechol + NADH + O2 = ?
show the reaction diagram
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5-nitrocatechol + O2 + NADPH + H+ = 2-hydroxyquinone + nitrite + H2O + NADP+
show the reaction diagram
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4-nitrocatechol + NADH + H+ + O2 = 4-nitrobenzene-1,2,3-triol + NAD+ + H2O
show the reaction diagram
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4-nitrocatechol + NADPH + O2 = ?
show the reaction diagram
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3'-phosphoadenylylsulfate + p-nitrocatechol = adenosine 3',5'-bisphosphate + p-nitrocatechol sulfate
show the reaction diagram
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Product in Enzyme-catalyzed Reactions (28 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
1,3-dinitrobenzene + NADH + O2 = 4-nitrocatechol + nitrite + NAD+
show the reaction diagram
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5-nitrosalicylate + NADH + 2 H+ + O2 = 4-nitrocatechol + NAD+ + H2O + CO2
show the reaction diagram
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4-nitrocatechol-1-yl ferulate + H2O = 4-nitrocatechol + ferulate
show the reaction diagram
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p-nitrocatechol sulfate + H2O = nitrocatechol + sulfate
show the reaction diagram
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4-nitrocatechol sulfate + H2O = 4-nitrocatechol + sulfate
show the reaction diagram
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Inhibitor in Enzyme-catalyzed Reactions (20 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
IC50: 0.0046 mM
-
competitive inhibitor

3D Structure of Enzyme-Ligand-Complex (PDB) (59 results)

EC NUMBER
ENZYME 3D STRUCTURE

Enzyme Kinetic Parameters

kcat Value (Turnover Number) (3 results)

EC NUMBER
TURNOVER NUMBER [1/S]
TURNOVER NUMBER MAXIMUM [1/S]
COMMENTARY
LITERATURE
0.9
-
-

KM Value (6 results)

EC NUMBER
KM VALUE [MM]
KM VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
0.015
-
pH 7.5, 22°C
0.1
-
-
0.0038
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-

Ki Value (4 results)

EC NUMBER
KI VALUE [MM]
KI VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
0.5
-
-
0.56
-
-

IC50 Value (3 results)

EC NUMBER
IC50 VALUE
IC50 VALUE MAXIMUM
COMMENTARY
LITERATURE
0.0046
-
IC50: 0.0046 mM
0.006
-
pH 7.0, 37°C
0.01
-
pH 7.0, 37°C

References & Links

Links to other databases for 4-nitrocatechol

ChEBI
PubChem
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PubChem