Ligand 2-Hydroxy-1,4-naphthoquinone

Please wait a moment until all data is loaded. This message will disappear when all data is loaded.

Basic Ligand Information

Molecular Structure
Picture of 2-Hydroxy-1,4-naphthoquinone (click for magnification)
Molecular Formula
BRENDA Name
InChIKey
C10H6O3
2-Hydroxy-1,4-naphthoquinone
CSFWPUWCSPOLJW-UHFFFAOYSA-N
Synonyms:
2-hydroxynaphthalene-1,4-dione, Lawsone, reduced vitamin K3
Pathway Source
Pathways

Roles as Enzyme Ligand

Substrate in Enzyme-catalyzed Reactions (12 results)

EC NUMBER
LITERATURE
REACTION DIAGRAM
REACTION
ENZYME 3D STRUCTURE
show the reaction diagram
2-hydroxy-1,4-naphthoquinone + reduced coenzyme F420 = 2-hydroxy-1,4-naphthoquinol + oxidized coenzyme F420
-
show the reaction diagram
2-hydroxy-1,4-naphthoquinone + reduced ferredoxin [iron-sulfur] cluster + H+ + O2 = ? + oxidized ferredoxin [iron-sulfur] cluster + H2O
-
show the reaction diagram
2-hydroxy-1,4-naphthoquinone + NADP+ = ? + NADPH + H+
-
show the reaction diagram
2-hydroxy-1,4-naphthoquinone + NADPH = 2-hydroxy-1,4-naphthoquinol + NADP+
-
show the reaction diagram
2-hydroxy-1,4-naphthoquinone + NADPH + H+ = naphthalene-1,2,4-triol + NADP+
-
show the reaction diagram
2-hydroxy-1,4-naphthoquinone + NADPH = ?
-

Product in Enzyme-catalyzed Reactions (5 results)

EC NUMBER
LITERATURE
REACTION DIAGRAM
REACTION
ENZYME 3D STRUCTURE
-
show the reaction diagram
sn-glycerol 3-phosphate + vitamin K3 = glycerone phosphate + reduced vitamin K3
-
-
show the reaction diagram
(S)-malate + vitamin K3 = oxaloacetate + reduced vitamin K3
-
-
show the reaction diagram
1,4-naphthoquinone + O2 = 2-hydroxy-1,4-naphthoquinone + H2O
-
-
show the reaction diagram
L-dihydroorotate + vitamin K3 = orotate + reduced vitamin K3
-
-
show the reaction diagram
N6-(2-isopentenyl)adenine + vitamin K3 = adenine + 3-methylbut-2-enal + reduced vitamin K3
-

Inhibitor in Enzyme-catalyzed Reactions (8 results)

COMMENTARY
EC NUMBER
LITERATURE
ENZYME 3D STRUCTURE
specific inhibitor of enzyme in vitro, 50% inhibition of phenanthridine oxidation at 0.0093 mM
-
complete inhibition at 0.05 mM
-
IC50: 0.33 mM
-

Enzyme Kinetic Parameters

kcat Value (Turnover Number) (6 results)

COMMENTARY
EC NUMBER
LITERATURE
TURNOVER NUMBER [1/S]
TURNOVER NUMBER MAXIMUM [1/S]
pH 8.0, 25°C, recombinant His-tagged enzyme
11
-
pH 7.0, 25°C
pH 7.5, 10°C
11
-

KM Value (5 results)

COMMENTARY
EC NUMBER
KM VALUE [MM]
KM VALUE MAXIMUM [MM]
LITERATURE
pH 8.0, 25°C, recombinant His-tagged enzyme
0.0237
-
pH 7.0, 25°C
0.0066
-
pH 7.5, 10°C
0.0237
-

Ki Value (3 results)

COMMENTARY
EC NUMBER
KI VALUE [MM]
KI VALUE MAXIMUM [MM]
LITERATURE
Ki above 0.5 mM, pH 7.0, 0.1 M potassium phosphate, 1 mM EDTA, 25°C
0.5
-

IC50 Value (2 results)

COMMENTARY
EC NUMBER
IC50 VALUE
IC50 VALUE MAXIMUM
LITERATURE
-
0.675
-
IC50: 0.33 mM
0.33
-

References & Links

Links to other databases for 2-Hydroxy-1,4-naphthoquinone

ChEBI
PubChem
-
PubChem