Ligand stigmasterol

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Basic Ligand Information

Molecular Structure
Picture of stigmasterol (click for magnification)
Molecular Formula
BRENDA Name
InChIKey
C29H48O
stigmasterol
HCXVJBMSMIARIN-PHZDYDNGSA-N
Synonyms:
(3beta,22E)-stigmasta-5,22-dien-3-ol, beta-stigmasterol

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
beta-stigmasterol + O2 = stigmasta-5,22-dien-3-one + H2O2
show the reaction diagram
-
UDP-glucose + stigmasterol = UDP + stigmasterol 3-beta-D-glucoside
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
beta-sitosterol + NADPH + H+ + O2 = stigmasterol + NADP+ + H2O
show the reaction diagram
-
-

Substrate in Enzyme-catalyzed Reactions (8 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
stigmasterol + O2 + NADPH + H+ = (3beta,22E)-stigmasta-5,7,22-trien-3-ol + NADP+ + H2O
show the reaction diagram
-
stigmasterol + stearate = stigmasteryl stearate + H2O
show the reaction diagram
-

Product in Enzyme-catalyzed Reactions (6 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE

Activator in Enzyme-catalyzed Reactions (1 result)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
enhances paclitaxel-stimulated ATPase activity of enzyme
-

Inhibitor in Enzyme-catalyzed Reactions (10 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
IC50: 1.968 mM
-
docking energy level (Kcal/mol): -14.589
-
inhibits esterification of exogenous cholesterol
-
inhibits the efflux of the P-gp substrate rhodamine 123 in a concentration-dependent manner. Good candidates for the development of novel P-gp/MDR1 reversal agents which may enhance the accumulation and efficacy of chemotherapy agents
-

Enzyme Kinetic Parameters

kcat Value (Turnover Number) (1 result)

EC NUMBER
TURNOVER NUMBER [1/S]
TURNOVER NUMBER MAXIMUM [1/S]
COMMENTARY
LITERATURE
0.0088
-
for the cytosolic enzyme

KM Value (5 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
0.041
-
pH 7.6, 37°C

IC50 Value (4 results)

EC NUMBER
IC50 VALUE
IC50 VALUE MAXIMUM
COMMENTARY
LITERATURE
1.968
-
IC50: 1.968 mM
0.05
-
IC50 above 0.05 mM, in 50 mM citrate (pH 6.0), 0.1 M NaCl, 1 mM EDTA, and 1 mM dithiothreitol, at 37°C

References & Links

Links to other databases for stigmasterol

ChEBI
PubChem
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PubChem