Ligand sitosterol

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Basic Ligand Information

Molecular Structure
Picture of sitosterol (click for magnification)
Molecular Formula
BRENDA Name
InChIKey
C29H50O
sitosterol
KZJWDPNRJALLNS-VJSFXXLFSA-N
Synonyms:
beta-sitosterol, clionasterol, phytosterol, sitost-5-en-3beta-ol, stigmast-5-en-3beta-ol, stigmast-5-ene-3beta-ol

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
beta-sitosterol + NADPH + H+ + O2 = stigmasterol + NADP+ + H2O
show the reaction diagram
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In Vivo Product in Enzyme-catalyzed Reactions (1 result)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
isofucosterol + NADPH = sitosterol + NADP+
show the reaction diagram
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-

Substrate in Enzyme-catalyzed Reactions (27 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
sitosterol + NAD+ = 3-oxo-24-ethyl-cholest-5-ene + NADH + H+
show the reaction diagram
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beta-sitosterol + reduced adrenodoxin + O2 = 26-hydroxy-beta-sitosterol + 29-hydroxy-beta-sitosterol + oxidized adrenodoxin + H2O
show the reaction diagram
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phytosterol + 2 reduced ferredoxin [iron-sulfur] cluster + H+ + O2 = ?
show the reaction diagram
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sitosterol + NADPH + H+ + O2 = 22-hydroxy-sitosterol + NADP+ + H2O
show the reaction diagram
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S-adenosyl-L-methionine + beta-sitosterol = S-adenosyl-L-homocysteine + 3-methoxy-beta-sitosterol
show the reaction diagram
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S-adenosyl-L-methionine + beta-sitosterol = S-adenosyl-L-homocysteine + 3-methoxy-beta-sitosterol
show the reaction diagram
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2 S-adenosyl-L-methionine + beta-sitosterol = 2 S-adenosyl-L-homocysteine + O-methyl-beta-sitosterol
show the reaction diagram
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oleoyl-CoA + sitosterol = CoA + sitosteryl oleate
show the reaction diagram
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phosphatidylcholine + sitosterol = 1-acylglycerophosphocholine + sitosteryl ester
show the reaction diagram
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sitosterol + 1,2-diacyl-sn-glycerol = monoacylglycerol + sitosterol-3-O-acyl ester
show the reaction diagram
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tripalmitoylglycerol + stigmast-5-en-3beta-ol = ?
show the reaction diagram
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UDPglucose + stigmast-5-en-3beta-ol = UDP + stigmast-5-en-3beta-ol 3-O-beta-D-glucoside
show the reaction diagram
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Product in Enzyme-catalyzed Reactions (10 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
7-dehydrositosterol + NADPH = sitosterol + NADP+
show the reaction diagram
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isofucosterol + NADPH = sitosterol + NADP+
show the reaction diagram
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isofucosterol + NADPH + H+ = sitosterol + NADP+
show the reaction diagram
-
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sitosteryl beta-D-glucoside + H2O = sitosterol + beta-D-glucose
show the reaction diagram
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Activator in Enzyme-catalyzed Reactions (3 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
enhances paclitaxel-stimulated ATPase activity of enzyme
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Inhibitor in Enzyme-catalyzed Reactions (12 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
isolated from Trifolium balansae, NMR structure identification, IC50: 0.00525 mM
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higher concentration, competitive
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inhibits esterification of exogenous cholesterol
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hydrolysis of cholesteryl glucoside
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Enzyme Kinetic Parameters

kcat Value (Turnover Number) (6 results)

EC NUMBER
TURNOVER NUMBER [1/S]
TURNOVER NUMBER MAXIMUM [1/S]
COMMENTARY
LITERATURE
0.0037
-
for the cytosolic enzyme

KM Value (22 results)

EC NUMBER
KM VALUE [MM]
KM VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE

Ki Value (10 results)

EC NUMBER
KI VALUE [MM]
KI VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE

IC50 Value (2 results)

EC NUMBER
IC50 VALUE
IC50 VALUE MAXIMUM
COMMENTARY
LITERATURE
0.00525
-
isolated from Trifolium balansae, NMR structure identification, IC50: 0.00525 mM
1.4
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pH 5.0, 40C

References & Links

Links to other databases for sitosterol

ChEBI
PubChem
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PubChem