Ligand phloretin

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Basic Ligand Information

Molecular Structure
Picture of phloretin (click for magnification)
Molecular Formula
BRENDA Name
InChIKey
C15H14O5
phloretin
VGEREEWJJVICBM-UHFFFAOYSA-N
Synonyms:
3-(4-hydroxyphenyl)-1-(2,4,6-tri-hydroxyphenyl)propan-1-one, 3-(4-hydroxyphenyl)-1-(2,4,6-trihydroxyphenyl)propan-1-one

Roles as Enzyme Ligand

In Vivo Substrate in Enzyme-catalyzed Reactions (5 results)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
sucrose + phloretin = D-fructose + phloretin glucoside A1 + phloretin glucoside A2 + phloretin glucoside A3
show the reaction diagram
-

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

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
phlorizin + H2O = phloretin + beta-D-glucose
show the reaction diagram
-

Substrate in Enzyme-catalyzed Reactions (18 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
phloretin + O2 = ?
show the reaction diagram
-
dimethylallyl diphosphate + phloretin = diphosphate + 6-dimethylallyl-5,7,9,1'-tetrahydroxydihydrochalcone
show the reaction diagram
-
4-nitrophenyl sulfate + phloretin = 4-nitrophenol + phloretin 4'-O-sulfate + phloretin 4,4'-disulfate
show the reaction diagram
-
phloretin = 3-(4-hydroxyphenyl)propanoic acid
show the reaction diagram
-

Product in Enzyme-catalyzed Reactions (5 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
phloridzin + H2O = D-glucose + phloretin
show the reaction diagram
-
-

Inhibitor in Enzyme-catalyzed Reactions (17 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
remarkable noncompetitive inhibition
-
i.e. YKAF04, or 4,2',4',6'-tetrahydroxychalcone, or phloretin
-
0.0261 mM
-
shows substrate inhibition at 1 mM or higher concentrations
-
Malus domestica extract, IC50 value 8.9–9.2 microg/mL
-
inhibits at 1 mM
-
0.001 mM, 36% inhibition
-

Metals and Ions (1 result)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
activates the neutral trehalase in presence of 5 mM trehalose
-

Enzyme Kinetic Parameters

kcat Value (Turnover Number) (13 results)

EC NUMBER
TURNOVER NUMBER [1/S]
TURNOVER NUMBER MAXIMUM [1/S]
COMMENTARY
LITERATURE
0.036
-
pH not specified in the publication, 37°C

KM Value (17 results)

EC NUMBER
KM VALUE [MM]
KM VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
0.00478
-
pH and temperature not specified in the publication
0.13
-
pH not specified in the publication, 37°C

Ki Value (2 results)

EC NUMBER
KI VALUE [MM]
KI VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
0.0099
-
-
0.008
-
at pH 6.0 and 30°C

IC50 Value (6 results)

EC NUMBER
IC50 VALUE
IC50 VALUE MAXIMUM
COMMENTARY
LITERATURE
0.0008
-
the effect of the formosan apple constituents on hydroxyl radical-scavenging activity. Phloretin, quercetin, 3-hydroxyphloretin, catechol, and pinosylvin have the strongest hydroxyl radical-scavenging properties
0.58
-
pH 5.5, 20°C

References & Links

Links to other databases for phloretin

ChEBI
PubChem
ChEBI
PubChem