Ligand protopanaxadiol

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Basic Ligand Information

Molecular Structure
Picture of protopanaxadiol (click for magnification)
Molecular Formula
BRENDA Name
InChIKey
C30H52O3
protopanaxadiol
PYXFVCFISTUSOO-HKUCOEKDSA-N
Synonyms:
(3beta,12beta)-dammar-24-ene-3,12,20-triol, (20S)-protopanaxadiol, 20(S)-protopanaxadiol
Pathway Source
Pathways


Show all pahtways known for Show all BRENDA pathways known for protopanaxadiol

Roles as Enzyme Ligand

In Vivo Substrate in Enzyme-catalyzed Reactions (4 results)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
protopanaxadiol + NADPH + H+ + O2 = protopanaxatriol + NADP+ + H2O
show the reaction diagram
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protopanaxadiol + [reduced NADPH-hemoprotein reductase] + O2 = protopanaxatriol + [oxidized NADPH-hemoprotein reductase] + H2O
show the reaction diagram
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UDP-alpha-D-glucose + (20S)-protopanaxadiol = UDP + ginsenoside C-K
show the reaction diagram
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UDP-alpha-D-glucose + (20S)-protopanaxadiol = UDP + (20S)-ginsenoside Rh2
show the reaction diagram
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In Vivo Product in Enzyme-catalyzed Reactions (3 results)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
dammarenediol-II + NADPH + H+ + O2 = protopanaxadiol + NADP+ + H2O
show the reaction diagram
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dammarenediol-II + [reduced NADPH-hemoprotein reductase] + O2 = protopanaxadiol + [oxidized NADPH-hemoprotein reductase] + H2O
show the reaction diagram
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ginsenoside C-K + H2O = protopanaxadiol + D-glucose
show the reaction diagram
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Substrate in Enzyme-catalyzed Reactions (7 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
protopanaxadiol + NADPH + H+ + O2 = protopanaxatriol + NADP+ + H2O
show the reaction diagram
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protopanaxadiol + [reduced NADPH-hemoprotein reductase] + O2 = protopanaxatriol + [oxidized NADPH-hemoprotein reductase] + H2O
show the reaction diagram
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UDP-glucose + protopanaxadiol = UDP + protopanaxadiol 3-beta-D-glucoside
show the reaction diagram
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UDP-alpha-D-glucose + (20S)-protopanaxadiol = UDP + ginsenoside C-K
show the reaction diagram
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UDP-alpha-D-glucose + (20S)-protopanaxadiol = UDP + (20S)-ginsenoside Rh2
show the reaction diagram
-
UDP-alpha-D-glucose + (20S)-protopanaxadiol = UDP + ginsenoside C-K
show the reaction diagram
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UDP-alpha-D-glucose + protopanaxadiol = ginsenoside Rh2 + UDP
show the reaction diagram
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Product in Enzyme-catalyzed Reactions (5 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
dammarenediol-II + NADPH + H+ + O2 = protopanaxadiol + NADP+ + H2O
show the reaction diagram
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dammarenediol-II + [reduced NADPH-hemoprotein reductase] + O2 = protopanaxadiol + [oxidized NADPH-hemoprotein reductase] + H2O
show the reaction diagram
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ginsenoside compound K + H2O = 20(S)-protopanaxadiol + D-glucopyranose
show the reaction diagram
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ginsenoside C-K + H2O = protopanaxadiol + D-glucose
show the reaction diagram
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ginsenoside Rc + H2O = (3beta,12beta)-dammar-24-ene-3,12,20-triol + D-glucose + L-arabinofuranose
show the reaction diagram
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Activator in Enzyme-catalyzed Reactions (1 result)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
best activator of isoform CK-MM, 54.3% increase of activity at 0.04 mM
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Inhibitor in Enzyme-catalyzed Reactions (2 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE

Enzyme Kinetic Parameters

kcat Value (Turnover Number) (2 results)

EC NUMBER
TURNOVER NUMBER [1/S]
TURNOVER NUMBER MAXIMUM [1/S]
COMMENTARY
LITERATURE
17.9
-
isoform UGTPg1, at pH 8.0 and 35°C
0.0000556
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at pH 8.0 and 35°C

KM Value (3 results)

EC NUMBER
KM VALUE [MM]
KM VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
0.034
-
in 100 mM phosphate buffer (pH 7.6), at 30°C
0.104
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isoform UGTPg1, at pH 8.0 and 35°C
0.025
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at pH 8.0 and 35°C

Ki Value (1 result)

EC NUMBER
KI VALUE [MM]
KI VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
0.0359
-
at pH 7.4 and 37°C

IC50 Value (11 results)

EC NUMBER
IC50 VALUE
IC50 VALUE MAXIMUM
COMMENTARY
LITERATURE

References & Links

Links to other databases for protopanaxadiol

ChEBI
PubChem
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PubChem