Ligand taxifolin

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Basic Ligand Information

Molecular Structure
Picture of taxifolin (click for magnification)
Molecular Formula
BRENDA Name
InChIKey
C15H12O7
taxifolin
CXQWRCVTCMQVQX-LSDHHAIUSA-N
Synonyms:
(+)-dihydroquercetin, (+)-taxifolin, (2R,3R)-dihydroquercetin, (2R,3R)-taxifolin, (2R,3R)-trans-dihydroquercetin, (2R/3R)-dihydroquercetin, 2R,3R-trans-dihydroquercetin, trans-dihydroquercetin

Roles as Enzyme Ligand

In Vivo Substrate in Enzyme-catalyzed Reactions (3 results)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
(2R/3R)-dihydroquercetin + 2-oxoglutarate + O2 = quercetin + succinate + CO2 + H2O
show the reaction diagram
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Substrate in Enzyme-catalyzed Reactions (20 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
(2R,3R)-trans-dihydroquercetin + 2-oxoglutarate + O2 = quercetin + succinate + O2
show the reaction diagram
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(2R,3R)-dihydroquercetin + NADPH = (2R,3S)-catechin + NADP+ + H2O
show the reaction diagram
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taxifolin + S-adenosyl-L-methionine = 3'-O-methyl taxifolin + S-adenosyl-L-homocysteine
show the reaction diagram
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2 S-adenosyl-L-methionine + taxifolin = 2 S-adenosyl-L-homocysteine + 3',7-di-O-methyltaxifolin
show the reaction diagram
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UDP-glucose + (2R,3R)-dihydroquercetin = UDP + (2R,3R)-dihydroquercetin 3-O-beta-D-glucoside
show the reaction diagram
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UDP-alpha-D-glucose + taxifolin = UDP + ?
show the reaction diagram
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sucrose + (+)-taxifolin = D-fructose + (+)-taxifolin-4'-O-alpha-D-glucopyranoside
show the reaction diagram
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UDP-alpha-D-glucose + taxifolin = UDP + taxifolin 3-O-beta-D-glucoside
show the reaction diagram
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3,3-dimethylallyl diphosphate + taxifolin = diphosphate + (2R,3R)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-8-(3-methylbut-2-en-1-yl)-2,3-dihydro-4H-chromen-4-one
show the reaction diagram
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4-nitrophenyl sulfate + taxifolin = 4-nitrophenol + taxifolin 4'-O-sulfate
show the reaction diagram
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(+)-taxifolin = alphitonin
show the reaction diagram
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Product in Enzyme-catalyzed Reactions (6 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE

Inhibitor in Enzyme-catalyzed Reactions (12 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
about 25% inhibition at 0.0025 mM
-
isolated from the sprout of Polygonum hydropiper L. (Benitade), inhibited 70% of tyrosinase activity at a concentration of 0.50 mM
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3D Structure of Enzyme-Ligand-Complex (PDB) (2 results)

EC NUMBER
ENZYME 3D STRUCTURE

Enzyme Kinetic Parameters

KM Value (4 results)

EC NUMBER
KM VALUE [MM]
KM VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
0.031
-
in 10 mM Tris/HCl buffer (pH 8.0), at 37°C
0.0041
-
at pH 6.8 and 23°C

Ki Value (3 results)

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

IC50 Value (8 results)

EC NUMBER
IC50 VALUE
IC50 VALUE MAXIMUM
COMMENTARY
LITERATURE
0.00663
-
-
0.24
-
-
0.0098
-
pH 7.5, 24-25°C

References & Links

Links to other databases for taxifolin

ChEBI
PubChem
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PubChem