Ligand isorhamnetin

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Basic Ligand Information

Molecular Structure
Picture of isorhamnetin (click for magnification)
Molecular Formula
BRENDA Name
InChIKey
C16H12O7
isorhamnetin
IZQSVPBOUDKVDZ-UHFFFAOYSA-N
Synonyms:
3'-methoxyluteolin, 3'-methoxyquercetin, 3'-methylquercetin, 3'-O-methylquercetin, 3'-O-methyl quercetin, 3,4',5,7-tetrahydroxy-3'-methoxyflavone, 3,5,7,4'-tetrahydroxy-3'-methoxyflavone

Roles as Enzyme Ligand

In Vivo Substrate in Enzyme-catalyzed Reactions (2 results)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE

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

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
S-adenosyl-L-methionine + quercetin = S-adenosyl-L-homocysteine + isorhamnetin
show the reaction diagram
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Substrate in Enzyme-catalyzed Reactions (20 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
S-adenosyl-L-methionine + isorhamnetin = S-adenosyl-L-homocysteine + 4'-methoxyisorhamnetin
show the reaction diagram
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S-adenosyl-L-methionine + isorhamnetin = S-adenosyl-L-homocysteine + 4'-O-methylisorhamnetin
show the reaction diagram
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S-adenosyl-L-methionine + 3'-O-methylquercetin = S-adenosyl-L-homocysteine + 3',4'-di-O-methylquercetin
show the reaction diagram
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S-adenosyl-L-methionine + isorhamnetin = S-adenosyl-L-homocysteine + ?
show the reaction diagram
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S-adenosyl-L-methionine + 3,5,7,4'-tetrahydroxy-3'-methoxyflavone = S-adenosyl-L-homocysteine + 3,5,4'-trihydroxy-7,3'-dimethoxyflavone
show the reaction diagram
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S-adenosyl-L-methionine + 3,5,7,4'-tetrahydroxy-3'-methoxyflavone = S-adenosyl-L-homocysteine + 3,5,4'-trihydroxy-7,3'-dimethoxyflavone
show the reaction diagram
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UDP-glucose + isorhamnetin = UDP + isorhamnetin 7-O-beta-D-glucopyranoside
show the reaction diagram
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UDP-glucose + isorhamnetin = UDP + isorhamnetin 7-O-beta-D-glucoside
show the reaction diagram
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UDP-alpha-D-glucose + isorhamnetin = UDP + ?
show the reaction diagram
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UDP-alpha-D-xylose + isorhamnetin = UDP + isorhamnetin 3-O-beta-D-xyloside
show the reaction diagram
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3'-phosphoadenylylsulfate + isorhamnetin = adenosine 3',5'-bisphosphate + isorhamnetin 3-sulfate
show the reaction diagram
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adenosine 3'-phosphate 5'-phosphosulfate + isorhamnetin = adenosine 3',5'-bisphosphate + isorhamnetin 7-sulfate
show the reaction diagram
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Product in Enzyme-catalyzed Reactions (14 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
S-adenosyl-L-methionine + quercetin = S-adenosyl-L-homocysteine + isorhamnetin
show the reaction diagram
-
-
S-adenosyl-L-methionine + quercetin = S-adenosyl-L-homocysteine + isorhamnetin
show the reaction diagram
-
-
S-adenosyl-L-methionine + quercetin = S-adenosyl-L-homocysteine + 3'-methoxyquercetin
show the reaction diagram
-
-
S-adenosyl-L-methionine + quercetin = S-adenosyl-L-homocysteine + isorhamnetin
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

Inhibitor in Enzyme-catalyzed Reactions (13 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
IC50: 860 nM
-
IC50: 5 microM
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3,5,7-trihydroxy-2-(4-hydroxy-3-methoxyphenyl)chromen-4-one
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a flavonol, 0.888 mM, pH 6.0, room temperature, 35.4% maximum inhibition
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51.04% inhibition at 0.2 mM
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IC50 for recombinant SrtA(DELTA24): 0.05886 mM, no antibacterial activity against Staphylococcus aureus
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IC50 for recombinant SrtB(DELTA30): 0.04335 mM, no antibacterial activity against Staphylococcus aureus
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0.1 mM, about 55% inhibition
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3D Structure of Enzyme-Ligand-Complex (PDB) (1 result)

EC NUMBER
ENZYME 3D STRUCTURE

Enzyme Kinetic Parameters

KM Value (2 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
1.03
-
value for lysed cells

IC50 Value (8 results)

EC NUMBER
IC50 VALUE
IC50 VALUE MAXIMUM
COMMENTARY
LITERATURE
0.00086
-
IC50: 860 nM
0.005
-
IC50: 5 microM
0.0028
-
25°C, pH 7.4, cell lysate
0.00363
-
pH 7.4, 37°C
0.246
-
pH and temperature not specified in the publication
0.05886
-
IC50 for recombinant SrtA(DELTA24): 0.05886 mM, no antibacterial activity against Staphylococcus aureus
0.04335
-
IC50 for recombinant SrtB(DELTA30): 0.04335 mM, no antibacterial activity against Staphylococcus aureus
0.818
-
pH 9.5, 37°C, activity in promastigote

References & Links

Links to other databases for isorhamnetin

ChEBI
PubChem
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PubChem