Ligand oleanolic acid

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Basic Ligand Information

Molecular Structure
Picture of oleanolic acid (click for magnification)
Molecular Formula
BRENDA Name
InChIKey
C30H48O3
oleanolic acid
MIJYXULNPSFWEK-GTOFXWBISA-N
Synonyms:
(3beta)-3-hydroxyolean-12-en-28-oic acid, oleanolate


Show all pahtways known for Show all BRENDA pathways known for oleanolic acid

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
oleanolic acid + [reduced NADPH-hemoprotein reductase] + O2 = cochalic acid + [oxidized NADPH-hemoprotein reductase] + H2O
show the reaction diagram
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oleanolic acid + [reduced NADPH-hemoprotein reductase] + O2 = cochalic acid + [oxidized NADPH-hemoprotein reductase] + H2O
show the reaction diagram
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UDP-alpha-D-glucose + oleanolate = UDP + oleanolate 3-O-beta-D-glucoside
show the reaction diagram
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In Vivo Product in Enzyme-catalyzed Reactions (8 results)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
beta-amyrin + [reduced NADPH-hemoprotein reductase] + O2 = oleanolic acid + [oxidized NADPH-hemoprotein reductase] + H2O
show the reaction diagram
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Substrate in Enzyme-catalyzed Reactions (3 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
oleanolic acid + [reduced NADPH-hemoprotein reductase] + O2 = cochalic acid + [oxidized NADPH-hemoprotein reductase] + H2O
show the reaction diagram
-
oleanolic acid + [reduced NADPH-hemoprotein reductase] + O2 = cochalic acid + [oxidized NADPH-hemoprotein reductase] + H2O
show the reaction diagram
-
UDP-alpha-D-glucose + oleanolate = UDP + oleanolate 3-O-beta-D-glucoside
show the reaction diagram
-

Product in Enzyme-catalyzed Reactions (8 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
beta-amyrin + [reduced NADPH-hemoprotein reductase] + O2 = oleanolic acid + [oxidized NADPH-hemoprotein reductase] + H2O
show the reaction diagram
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Inhibitor in Enzyme-catalyzed Reactions (18 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
oxidase IC50: 0.00015 mM, reductase IC50: 0.00055 mM
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competitive in the oxidation reaction
-
20.2% inhibition at 0.1 mg/ml
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triterpene acid isolated from Lagerstroemia speciosa leaves, moderate inhibitory activity
-
IC50: 0.081 mM
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Enzyme Kinetic Parameters

IC50 Value (11 results)

EC NUMBER
IC50 VALUE
IC50 VALUE MAXIMUM
COMMENTARY
LITERATURE
0.00055
-
oxidase IC50: 0.00015 mM, reductase IC50: 0.00055 mM
0.0004
-
pH 7.4, 25°C, wild-type enzyme
0.0317
-
IC50: 0.0317 mM
0.02168
-
at pH 8.0, temperature not specified in the publication
0.081
-
IC50: 0.081 mM
0.216
-
-

References & Links

Links to other databases for oleanolic acid

ChEBI
PubChem
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PubChem