Ligand eriodictyol

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Basic Ligand Information

Molecular Structure
Picture of eriodictyol (click for magnification)
Molecular Formula
BRENDA Name
InChIKey
C15H12O6
eriodictyol
SBHXYTNGIZCORC-ZDUSSCGKSA-N
Synonyms:
(2S)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-2,3-dihydro-4H-chromen-4-one, (2S)-eriodictyol, (S)-eriodictyol, 2S-eriodictyol, 3'-hydroxynaringenin, 5,7,3',4'-tetrahydroxyflavanone

Roles as Enzyme Ligand

In Vivo Substrate in Enzyme-catalyzed Reactions (4 results)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
eriodictyol + 2-oxoglutarate + O2 = dihydroquercetin + succinate + CO2
show the reaction diagram
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eriodictyol + [reduced NADPH-hemoprotein reductase] + O2 = luteolin + [oxidized NADPH-hemoprotein reductase] + 2 H2O
show the reaction diagram
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In Vivo Product in Enzyme-catalyzed Reactions (3 results)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
naringenin + [reduced NADPH-hemoprotein reductase] + O2 = (2S)-eriodictyol + [oxidized NADPH-hemoprotein reductase] + H2O
show the reaction diagram
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naringenin + [reduced NADPH-hemoprotein reductase] + O2 = eriodictyol + [oxidized NADPH-hemoprotein reductase] + H2O
show the reaction diagram
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caffeoyl-CoA + 3 malonyl-CoA = eriodictyol + 4 CoA + 3 CO2
show the reaction diagram
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Substrate in Enzyme-catalyzed Reactions (35 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
eriodictyol + NADPH + H+ = luteoforol + NADP+
show the reaction diagram
eriodictyol + [reduced NADPH-hemoprotein reductase] + O2 = 6-hydroxyeriodictyol + 8-hydroxyeriodictyol + [oxidized NADPH-hemoprotein reductase] + H2O
show the reaction diagram
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eriodictyol + [reduced NADPH-hemoprotein reductase] + O2 = luteolin + [oxidized NADPH-hemoprotein reductase] + H2O
show the reaction diagram
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5,7,3',4'-tetrahydroxyflavanone + [reduced NADPH-hemoprotein reductase] + O2 = 5,7,3',4',5'-pentahydroxyflavanone + [oxidized NADPH-hemoprotein reductase] + H2O
show the reaction diagram
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eriodictyol + [reduced NADPH-hemoprotein reductase] + O2 = luteolin + [oxidized NADPH-hemoprotein reductase] + 2 H2O
show the reaction diagram
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eriodictyol + 2-oxoglutarate + O2 = dihydroquercetin + luteolin + succinate + CO2 + 2 H2O
show the reaction diagram
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(2S)-eriodictyol + NADPH = luteoliflavan + NADP+ + H2O
show the reaction diagram
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S-adenosyl-L-methionine + eriodictyol = S-adenosyl-L-homocysteine + 4'-methoxyeriodictyol
show the reaction diagram
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S-adenosyl-L-methionine + eriodictyol = S-adenosyl-L-homocysteine + 4'-O-methyleriodictyol
show the reaction diagram
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eriodictyol + S-adenosyl-L-methionine = homoeriodictyol + S-adenosyl-L-homocysteine
show the reaction diagram
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S-adenosyl-L-methionine + 5,7,3',4'-tetrahydroxyflavanone = S-adenosyl-L-homocysteine + 5,7,4'-trihydroxy-3'-methoxyflavanone
show the reaction diagram
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eriodictyol = ?
show the reaction diagram
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2 S-adenosyl-L-methionine + eriodictyol = 2 S-adenosyl-L-homocysteine + 3',7-di-O-methyleriodictyol
show the reaction diagram
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UDP-D-glucuronate + eriodictyol = UDP + eriodictyol 7-O-beta-D-glucuronoside
show the reaction diagram
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UDP-glucose + eriodictyol = UDP + eriodictyol 7-O-beta-D-glucoside
show the reaction diagram
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UDP-glucose + eriodictyol = UDP + eriodictyol 7-O-beta-D-glucoside
show the reaction diagram
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UDP-glucose + eriodictyol = UDP + 7-O-beta-D-glucosyl-eriodictyol
show the reaction diagram
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UDP-glucose + eriodictyol = UDP + eriodictyol 3-O-beta-D-glucoside
show the reaction diagram
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dimethylallyl diphosphate + eriodictyol = diphosphate + 6-(3-methylbut-2-enyl)eriodictyol
show the reaction diagram
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eriodictyol = eriodictyol chalcone
show the reaction diagram
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Product in Enzyme-catalyzed Reactions (8 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
naringenin + [reduced NADPH-hemoprotein reductase] + O2 = eriodictyol + 6-hydroxyeriodictyol + 8-hydroxyeriodictyol + [oxidized NADPH-hemoprotein reductase] + H2O
show the reaction diagram
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naringenin + [reduced NADPH-hemoprotein reductase] + O2 = eriodictyol + [oxidized NADPH-hemoprotein reductase] + H2O
show the reaction diagram
-
caffeoyl-CoA + 3 malonyl-CoA = eriodictyol + 4 CoA + 3 CO2
show the reaction diagram
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eriocitrin + H2O = eriodictyol + 6-O-alpha-L-rhamnopyranosyl-beta-D-glucopyranoside
show the reaction diagram
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eriodictyol-7-beta-D-glucopyranoside + H2O = eriodictyol + D-glucose
show the reaction diagram
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butein = (S)-eriodictyol
show the reaction diagram
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Inhibitor in Enzyme-catalyzed Reactions (8 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
53% inhibition at 0.01 mM
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a flavone compound from Selaginellaceae with antiviral activity
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IC50: 0.0525 mM, PDB3
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3D Structure of Enzyme-Ligand-Complex (PDB) (1 result)

EC NUMBER
ENZYME 3D STRUCTURE

Enzyme Kinetic Parameters

kcat Value (Turnover Number) (11 results)

EC NUMBER
TURNOVER NUMBER [1/S]
TURNOVER NUMBER MAXIMUM [1/S]
COMMENTARY
LITERATURE
0.055
-
pH 7.5, 30C
0.39
-
pH not specified in the publication, 37C

KM Value (24 results)

EC NUMBER
KM VALUE [MM]
KM VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
0.008
-
-
0.0224
-
pH 7.5, 30C
0.075
-
-
0.018
-
-
0.071
-
pH 7.5, 25C
0.0018
-
pH 7.0
1.26
-
pH not specified in the publication, 37C

IC50 Value (1 result)

EC NUMBER
IC50 VALUE
IC50 VALUE MAXIMUM
COMMENTARY
LITERATURE
0.0525
-
IC50: 0.0525 mM, PDB3

References & Links

Links to other databases for eriodictyol

ChEBI
PubChem
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PubChem