Ligand isoferulic acid

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Basic Ligand Information

Molecular Structure
Picture of isoferulic acid (click for magnification)
Molecular Formula
BRENDA Name
InChIKey
C10H10O4
isoferulic acid
QURCVMIEKCOAJU-HWKANZROSA-N
Synonyms:
(2E)-3-(3-hydroxy-4-methoxyphenyl)acrylic acid, 3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate, 3-hydroxy-4-methoxycinnamic acid, 3-hydroxy-4-methoxy cinnamic acid, hesperetic acid, isoferulate

Roles as Enzyme Ligand

Substrate in Enzyme-catalyzed Reactions (4 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
UDPglucose + 3-hydroxy-4-methoxy cinnamic acid = UDP + 3-hydroxy-4-methoxycinnamoyl-beta-1-D-glucose
show the reaction diagram
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UDP-glucose + isoferulic acid = UDP + isoferuloyl beta-D-glucose
show the reaction diagram
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UDP-glucose + isoferulic acid = UDP + isoferuloyl beta-D-glucoside
show the reaction diagram
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ATP + isoferulate + CoA = AMP + diphosphate + isoferuloyl-CoA
show the reaction diagram
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Product in Enzyme-catalyzed Reactions (4 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
2 S-adenosyl-L-methionine + caffeic acid = 2 S-adenosyl-L-homocysteine + ferulic acid + isoferulic acid
show the reaction diagram
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isoferuloylcholine + H2O = isoferulic acid + choline
show the reaction diagram
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Inhibitor in Enzyme-catalyzed Reactions (5 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
competitively inhibits the enzyme by binding to the active site, have a protective effect against reactive oxygen species in cells, structure-function relationship, computational molecular docking, overview
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2.5 mM, 64% inhibition
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Enzyme Kinetic Parameters

KM Value (3 results)

EC NUMBER
KM VALUE [MM]
KM VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE

Ki Value (1 result)

EC NUMBER
KI VALUE [MM]
KI VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
3.85
-
pH 7.4, 37°C

IC50 Value (4 results)

EC NUMBER
IC50 VALUE
IC50 VALUE MAXIMUM
COMMENTARY
LITERATURE
0.1149
-
in 0.1 M phosphate buffer (pH 7.0), at 37°C
0.1432
-
pH 8.0, 37°C, versus xanthine

References & Links

Links to other databases for isoferulic acid

ChEBI
PubChem
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PubChem