Ligand capsaicin

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Basic Ligand Information

Molecular Structure
Picture of capsaicin (click for magnification)
Molecular Formula
BRENDA Name
InChIKey
C18H27NO3
capsaicin
YKPUWZUDDOIDPM-SOFGYWHQSA-N
Synonyms:
8-methyl-N-vanillyl-6-nonenamide, capsaicin-40

Roles as Enzyme Ligand

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

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
(6E)-8-methylnon-6-enoyl-CoA + vanillylamine = CoA + capsaicin
show the reaction diagram
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Substrate in Enzyme-catalyzed Reactions (6 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
capsaicin + H2O2 = 5,5'-dicapsaicin + 4'-O-5-dicapsaicin ether + capsaicin polymers
show the reaction diagram
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capsaicin + H2O = ?
show the reaction diagram
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capsaicin + H2O = ?
show the reaction diagram
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8-methyl-N-vanillyl-6-nonenamide + H2O = ?
show the reaction diagram
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Product in Enzyme-catalyzed Reactions (1 result)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
(6E)-8-methylnon-6-enoyl-CoA + vanillylamine = CoA + capsaicin
show the reaction diagram
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Activator in Enzyme-catalyzed Reactions (1 result)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
c-kit receptor expression is significantly up-regulated in medium-sized dorsal root ganglia neurons after neonatal capsaicin treatment
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Inhibitor in Enzyme-catalyzed Reactions (10 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
enzyme from polymorphonuclear leukocyte
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activity is decreased after the treatment with capsaicin or dicoumarol. Quinone metabolites or other reactive forms of capsaicin may bind covalently to NQO1 and thereby inhibit its activity, leading to production of reactive oxygen species; suppresses NQO1 expression and activity. Quinone metabolites or other reactive forms of capsaicin may bind covalently to NQO1 and thereby inhibit its activity, leading to production of reactive oxygen species
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0.005 mM, 20% inhibition
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inhibitor with low affinity
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Enzyme Kinetic Parameters

kcat Value (Turnover Number) (1 result)

EC NUMBER
TURNOVER NUMBER [1/S]
TURNOVER NUMBER MAXIMUM [1/S]
COMMENTARY
LITERATURE
9.5
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KM Value (2 results)

EC NUMBER
KM VALUE [MM]
KM VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
0.1336
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isoenzyme pI 6.0
0.083
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References & Links

Links to other databases for capsaicin

ChEBI
PubChem
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PubChem