Ligand simvastatin

Please wait a moment until all data is loaded. This message will disappear when all data is loaded.

Basic Ligand Information

Molecular Structure
Picture of simvastatin (click for magnification)
Molecular Formula
BRENDA Name
InChIKey
C25H38O5
simvastatin
RYMZZMVNJRMUDD-HGQWONQESA-N
Synonyms:
(+)-simvastatin, simvastatin lactone, simvastatin[side 1], simvastatin[side 2]

Roles as Enzyme Ligand

Substrate in Enzyme-catalyzed Reactions (3 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
simvastatin + [reduced NADPH-hemoprotein reductase] + O2 = 6-beta-hydroxy-methyl-simvastatin + [oxidized NADPH-hemoprotein reductase] + H2O
show the reaction diagram
-
simvastatin + H2O = ?
show the reaction diagram
-
ATP + H2O + simvastatin[side 1] = ADP + phosphate + simvastatin[side 2]
show the reaction diagram
-

Product in Enzyme-catalyzed Reactions (2 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
alpha-dimethylbutanoyl-N-acetylcysteamine + monacolin J = simvastatin + N-acetylcysteamine
show the reaction diagram
-
-
ATP + H2O + simvastatin[side 1] = ADP + phosphate + simvastatin[side 2]
show the reaction diagram
-
-

Activator in Enzyme-catalyzed Reactions (8 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
0.5 mM, 32% activation
-
used for treatment of hyperlipoproteinemia type IIa and IIb, simvastatin leads to lipid lowering of total and LDL cholesterol and an increase in PON1 activity in patients with both types of hyperlipoproteinemia, mechanism involving apolipoprotein A-I, overview
-
blocks inhibition of caspase-1 activation, simvastatin acts synergistically with lipopolysaccharides and causes an impairment of non-sterol isoprenoid biosynthesis, the isoprenyl intermediate GGPP could block activation of caspase-1 and interleukin-1beta release, overview
-

Inhibitor in Enzyme-catalyzed Reactions (19 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
treatment prevents endotoxemic liver injury by inhibiting leukocyte infiltration and hepatocellular apoptosis. The protective effects are dependent on the 3-hydroxy-3-methylglutaryl-coenzyme A reductase pathway
-
inhibition of CDK2
-
mixed-type, study on kinetics in presence of Triton X-100 or taurocholate
-
statins attenuate lethal factor action action. statin treatment maintains macrophage cell viability above 60% of untreated control cells even after 9 h of lethal toxin treatment. Statins decrease mitogen-activated protein kinase cleavage
-
inhibits ADA1 activity by 46.7%; significantly decreases adenosine deaminase activity, the half-life of adenosine will be lengthened as a consequence of decreased ADA activity
-
marketed as Zocor, i.e. [(1S,3R,7R,8S,8aR)-8-[2-[(2R,4R)-4-hydroxy-6-oxo-oxan-2-yl]ethyl]3.7-dimethyl]-1,2,3,7,8,8a-[hexahydronaphthalen-1-yl]2,2-dimethylbutanoate
-

Enzyme Kinetic Parameters

Ki Value (3 results)

EC NUMBER
KI VALUE [MM]
KI VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
0.000011
-
-
0.0018
-
-
0.00075
-
-

IC50 Value (6 results)

EC NUMBER
IC50 VALUE
IC50 VALUE MAXIMUM
COMMENTARY
LITERATURE

References & Links

Links to other databases for simvastatin

ChEBI
PubChem
-
PubChem