Ligand m-cresol

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Basic Ligand Information

Molecular Structure
Picture of m-cresol (click for magnification)
Molecular Formula
BRENDA Name
InChIKey
C7H8O
m-cresol
RLSSMJSEOOYNOY-UHFFFAOYSA-N
Synonyms:
3-benzyl alcohol, 3-cresol, 3-methylphenol

Roles as Enzyme Ligand

In Vivo Substrate in Enzyme-catalyzed Reactions (2 results)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
3-methylphenol + O2 = ?
show the reaction diagram
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3-cresol + NADH + H+ + O2 = ?
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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-
6-methylsalicylate = 3-methylphenol + CO2
show the reaction diagram
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-

Substrate in Enzyme-catalyzed Reactions (25 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
3-methylphenol + O2 = ?
show the reaction diagram
-
m-cresol + NADH + O2 = methylhydroquinone + 3-methylcatechol + 4-methylcatechol + NAD+
show the reaction diagram
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m-cresol + NADH + H+ + O2 = methylhydroquinone + nitrite + NAD+
show the reaction diagram
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3-cresol + NADH + H+ + O2 = ? + NAD+ + H2O
show the reaction diagram
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m-cresol + NADH + H+ + O2 = 4-methylcatechol + NAD+ + H2O
show the reaction diagram
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3-cresol + NADH + O2 = 3-methylcatechol + NAD+ + H2O
show the reaction diagram
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3-cresol + NADH + H+ + O2 = ?
show the reaction diagram
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3-methylphenol + O2 + NADPH = ?
show the reaction diagram
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cinnamoyl-CoA + 3-benzyl alcohol = benzyl cinnamate + CoA
show the reaction diagram
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3'-phosphoadenylylsulfate + 3-methylphenol = adenosine 3',5'-bisphosphate + 3-methylphenyl sulfate
show the reaction diagram
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3'-phosphoadenylylsulfate + m-cresol = adenosine 3',5'-bisphosphate + m-cresol sulfate
show the reaction diagram
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3'-phosphoadenylylsulfate + 3-methylphenol = adenosine 3',5'-bisphosphate + 3-methylphenyl sulfate
show the reaction diagram
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m-cresol + fumarate = (3-hydroxybenzyl)succinic acid
show the reaction diagram
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3-methylphenol + pyruvate + NH3 = 3-methyl-L-Tyr + H2O
show the reaction diagram
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Product in Enzyme-catalyzed Reactions (7 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
m-cresyl alpha-D-galactoside + H2O = m-cresol + D-galactose
show the reaction diagram
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N-methanesulfonylglycine 3-methylphenyl ester + H2O = N-methanesulfonylglycine + 3-methylphenol
show the reaction diagram
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3-methyl-L-Tyr + H2O = 3-methylphenol + pyruvate + NH3
show the reaction diagram
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Activator in Enzyme-catalyzed Reactions (1 result)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
increases activity
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Inhibitor in Enzyme-catalyzed Reactions (4 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
20.4% inhibition at 0.1 mM, 32% at 0.3 mM
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cleavage of Tyr
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9.9 mM, 50% inhibition
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Enzyme Kinetic Parameters

kcat Value (Turnover Number) (3 results)

EC NUMBER
TURNOVER NUMBER [1/S]
TURNOVER NUMBER MAXIMUM [1/S]
COMMENTARY
LITERATURE
0.61
-
25°C, recombinant enzyme
0.00004
-
at pH 7.5 and 30°C
0.183
-
pH 5.5, 37°C

KM Value (6 results)

EC NUMBER
KM VALUE [MM]
KM VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
0.17
-
-
0.0018
-
25°C, recombinant enzyme
1.4
-
isoenzyme II, pH 6.5, 37°C
0.18
-
at pH 7.5 and 30°C

Ki Value (1 result)

EC NUMBER
KI VALUE [MM]
KI VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
2.85
-
25°C, pH 8.8

References & Links

Links to other databases for m-cresol

ChEBI
PubChem
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PubChem