Ligand rutin

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Basic Ligand Information

Molecular Structure
Picture of rutin (click for magnification)
Molecular Formula
BRENDA Name
InChIKey
C27H30O16
rutin
IKGXIBQEEMLURG-UHFFFAOYSA-N
Synonyms:
quercetin 3-O-[alpha-L-rhamnosyl-(1->6)-beta-D-glucoside]

Roles as Enzyme Ligand

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

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
rutin + H2O = quercetin + rutinose
show the reaction diagram
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Substrate in Enzyme-catalyzed Reactions (21 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
rutin + O2 = ?
show the reaction diagram
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S-adenosyl-L-methionine + rutin = S-adenosyl-L-homocysteine + ?
show the reaction diagram
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malonyl-CoA + rutin = ?
show the reaction diagram
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starch + rutin = glycosyl rutin
show the reaction diagram
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UDP-glucose + rutin = UDP + rutin 7-O-beta-D-glucoside
show the reaction diagram
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UDPglucose + rutin = UDP + rutin 3-O-glucoside
show the reaction diagram
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3'-phosphoadenylyl sulfate + rutin = adenosine 3',5'-bisphosphate + rutin 4'-O-sulfate
show the reaction diagram
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maltose + rutin = ?
show the reaction diagram
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rutin + H2O = ?
show the reaction diagram
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rutin + H2O = quercetin + rutinose
show the reaction diagram
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rutin + H2O = quercetin + rutinose
show the reaction diagram
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Product in Enzyme-catalyzed Reactions (2 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
UDP-L-rhamnose + quercetin 3-O-beta-D-glucoside = UDP + quercetin 3-O-[alpha-L-rhamnosyl-(1->6)-beta-D-glucoside]
show the reaction diagram
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isorhamnetin 3-O-rutinoside + H2O = isorhamnetin + rutin
show the reaction diagram
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Activator in Enzyme-catalyzed Reactions (1 result)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
significantly increases serum xanthine oxidase activities
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Inhibitor in Enzyme-catalyzed Reactions (35 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
IC50 0.06 mM
-
binding structure at the substrate binding site
IC50: 1 mM
-
IC50: 0.033 mM
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slightly, flavonol glycoside, non-competitive with both NADPH and GSSG, influence on glutathione recognition
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50% inhibition at 0.07 mM
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IC50: 0.32 mM
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slight inhibition
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competitve inhibition, structually related to glutathione, Dixon plot analysis, significantly lower inhibition than that with curcumin, pH 7.0, 30C, results in a decrease of D-lactate release
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3D Structure of Enzyme-Ligand-Complex (PDB) (2 results)

EC NUMBER
ENZYME 3D STRUCTURE

Enzyme Kinetic Parameters

kcat Value (Turnover Number) (4 results)

EC NUMBER
TURNOVER NUMBER [1/S]
TURNOVER NUMBER MAXIMUM [1/S]
COMMENTARY
LITERATURE

KM Value (11 results)

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

Ki Value (6 results)

EC NUMBER
KI VALUE [MM]
KI VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
0.008
-
-
0.5
-
-
0.0283
-
-
0.14
-
in the presence of increasing amounts of inhibitor at different concentrations of the substrates methylglyoxal and glutathione, Dixon plot analysis, significantly lower inhibition than that with curcumin, competitive inhibition, pH 7.0, 30C

IC50 Value (17 results)

EC NUMBER
IC50 VALUE
IC50 VALUE MAXIMUM
COMMENTARY
LITERATURE
0.06
-
IC50 0.06 mM
0.036
-
pH 7.0, 23C
1
-
IC50: 1 mM
0.033
-
IC50: 0.033 mM
0.08
-
the effect of the formosan apple constituents on hydroxyl radical-scavenging activity
0.0271
-
pH 7.0 and 37C
0.057
-
pH 7.5, 22C
0.0103
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at pH 8.0 and 30C
0.042
-
pH and temperature not specified in the publication
0.32
-
IC50: 0.32 mM
0.091
-
56.1% inhibition at 0.1 mM
0.196
-
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References & Links

Links to other databases for rutin

ChEBI
PubChem
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PubChem