Ligand p-cresol

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Basic Ligand Information

Molecular Structure
Picture of p-cresol (click for magnification)
Molecular Formula
BRENDA Name
InChIKey
C7H8O
p-cresol
IWDCLRJOBJJRNH-UHFFFAOYSA-N
Synonyms:
4-Cresol, 4-methyl-phenol, 4-methyl phenol, 4-Methylphenol, creosol, p-methylphenol, p-toluol

Show all pahtways known for Show all pathways known for p-cresol

Roles as Enzyme Ligand

In Vivo Substrate in Enzyme-catalyzed Reactions (10 results)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
4-Methylphenol + O2 = ?
show the reaction diagram
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4-methylphenol + FADH2 + O2 = 4-methylcatechol + FAD + H2O
show the reaction diagram
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beta-nicotinate D-ribonucleotide + 4-cresol = nicotinate + 4-methylphenyl 5-phospho-alpha-D-ribofuranoside
show the reaction diagram
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In Vivo Product in Enzyme-catalyzed Reactions (2 results)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
3 toluene + 3 NADPH + 3 H+ + 3 O2 = 2-cresol + 3-cresol + 4-cresol + 3 NADP+ + 3 H2O
show the reaction diagram
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-
4-hydroxyphenylacetate + H+ = 4-cresol + CO2
show the reaction diagram
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-

Substrate in Enzyme-catalyzed Reactions (59 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
p-cresol + O2 = ?
show the reaction diagram
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4-methylphenol + H2O2 = ?
show the reaction diagram
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4-Methylphenol + O2 = ?
show the reaction diagram
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4-cresol + O2 = ?
show the reaction diagram
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4-cresol + NADH + H+ + O2 = (1R,2R)-6-methylcyclohexa-3,5-diene-1,2,3-triol + (2S)-4-methylcyclohexa-3,5-diene-1,1,2-triol + NAD+
show the reaction diagram
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p-cresol + NADH + O2 = 4-methylcatechol + NAD+
show the reaction diagram
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4-cresol + NADH + H+ + O2 = 4-hydroxy-4-methyl-2,5-cyclohexadien-1-one + NAD+ + H2O
show the reaction diagram
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4-cresol + NADH + H+ + O2 = ?
show the reaction diagram
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p-cresol + ? = ?
show the reaction diagram
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S-adenosyl-L-methionine + p-methylphenol = S-adenosyl-L-homocysteine + p-methylanisole
show the reaction diagram
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UDP-glucose + 4-methylphenol = UDP + (4-methylphenyl)-beta-D-glucopyranoside
show the reaction diagram
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beta-nicotinate D-ribonucleotide + 4-cresol = nicotinate + 4-methylphenyl 5-phospho-alpha-D-ribofuranoside
show the reaction diagram
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3'-phosphoadenylylsulfate + 4-methylphenol = adenosine 3',5'-bisphosphate + 4-methylphenyl sulfate
show the reaction diagram
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3'-phosphoadenylylsulfate + p-cresol = adenosine 3',5'-bisphosphate + p-cresol sulfate
show the reaction diagram
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4-nitrophenyl sulfate + 4-cresol = 4-nitrophenol + 4-cresol sulfate
show the reaction diagram
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p-cresol + fumarate = (4-hydroxybenzyl)succinic acid
show the reaction diagram
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Product in Enzyme-catalyzed Reactions (19 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
p-tolyl octanoate + H2O = p-toluol + octanoate
show the reaction diagram
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4-methylphenyl acetate + H2O = 4-methylphenol + acetate
show the reaction diagram
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p-cresyl alpha-D-galactoside + H2O = p-cresol + D-galactose
show the reaction diagram
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p-methylphenyl beta-D-xyloside + H2O = p-methylphenol + beta-D-xylose
show the reaction diagram
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N-methanesulfonylglycine 4-methylphenyl ester + H2O = N-methanesulfonylglycine + 4-methylphenol
show the reaction diagram
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p-methylphenyl glutarate + hydroxylamine = glutaramate + 4-methylphenol
show the reaction diagram
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L-tyrosine + S-adenosyl-L-methionine + reduced acceptor = 2-iminoacetate + 4-methylphenol + 5'-deoxyadenosine + L-methionine + acceptor + 2 H+
show the reaction diagram
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Activator in Enzyme-catalyzed Reactions (1 result)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
as well as other phenols, interact with desaturase system causing a stimulation of oxidation of reduced cytochrome b5
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Inhibitor in Enzyme-catalyzed Reactions (9 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
8% inhibition at 0.1 mM, 27.5% at 0.3 mM
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5 mM, 67% inhibition
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3D Structure of Enzyme-Ligand-Complex (PDB) (8 results)

Enzyme Kinetic Parameters

kcat Value (Turnover Number) (32 results)

EC NUMBER
TURNOVER NUMBER [1/S]
TURNOVER NUMBER MAXIMUM [1/S]
COMMENTARY
LITERATURE
0.77
-
25C, recombinant enzyme
0.000128
-
at pH 7.5 and 30C
0.02
-
pH 5.5, 37C

KM Value (33 results)

EC NUMBER
KM VALUE [MM]
KM VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
2.2
-
-
0.014
-
pH 7.5, 38C
0.0006
-
25C, recombinant enzyme
0.494
-
at pH 7.5 and 30C
1.2
-
pH 5.5, 37C

Ki Value (3 results)

EC NUMBER
KI VALUE [MM]
KI VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
18
-
at pH 7.0

References & Links

Links to other databases for p-cresol

ChEBI
PubChem
ChEBI
PubChem