General
Preferred name
mevastatin
Synonyms
Compactin ()
ML 236B ()
ML-236B ()
ML236B ()
ML-236B,Compactin ()
NSC-759322 ()
P&D ID
PD002671
CAS
58948-09-7
73573-88-3
Tags
natural product
drug candidate
available
Drug Status
investigational
experimental
Max Phase
2.0
Structure
Probe scores
P&D probe-likeness score
[[ v.score ]]%
Structure formats
[[ format ]]
[[ compound[format === 'MOL' ? 'molblock' : format.toLowerCase()] ]]
Description
(extracted from source data)
PHARMACODYNAMICS The primary cause of cardiovascular disease is atherosclerotic plaque formation. Mevastatin lowers hepatic production of cholesterol to reduce the risk of cardiovascular disease. Mevastatin competitively inhibits HMG-CoA reductase. This inhibition prevents the rate limiting step in cholesterol synthesis. Decreased hepatic cholesterol levels causes increased uptake of low density lipoprotein (LDL) cholesterol and reduces cholesterol levels in the circulation.
DESCRIPTION Mevastatin, originally isolated from Penicillium citrinum, was the first HMG-CoA reductase inhibitor (statin) to be identified .
Note, the structure presented here is a representative one, as there is some ambiguity in the stereoisomeric specification, see and for the primary references. (GtoPdb)
DESCRIPTION Antibiotic; inhibits post-translational prenylation of proteins such as Ras and geranylgeranylation of Rho (LOPAC library)
DESCRIPTION HMG-CoA reductase inhibitor (Tocriscreen Plus)
DESCRIPTION Potent HMG-CoA reductase inhibitor (Tocris Bioactive Compound Library)
DESCRIPTION HMG-CoA reductase inhibitor (Tocriscreen Total)
Cell lines
2
Organisms
3
Compound Sets
16
AdooQ Bioactive Compound Library
ChEMBL Drugs
Drug Repurposing Hub
DrugBank
DrugMAP
EU-OPENSCREEN Bioactive Compound Library
Guide to Pharmacology
LINCS compound set
LOPAC library
MedChem Express Bioactive Compound Library
NIH Clinical Collections (NCC)
Selleckchem Bioactive Compound Library
TargetMol Bioactive Compound Library
Tocris Bioactive Compound Library
Tocriscreen Plus
Tocriscreen Total
External IDs
37
Properties
(calculated by RDKit )
Molecular Weight
390.24
Hydrogen Bond Acceptors
5
Hydrogen Bond Donors
1
Rotatable Bonds
6
Ring Count
3
Aromatic Ring Count
0
cLogP
3.95
TPSA
72.83
Fraction CSP3
0.74
Chiral centers
7.0
Largest ring
6.0
QED
0.7
Structural alerts
0
No structural alerts detected
Custom attributes
(extracted from source data)
Target Type
Enzymes
Selectivity
Ras, Rho
Pathway
Metabolism
Anti-infection
Apoptosis
Autophagy
Metabolic Enzyme/Protease
Target
HMG-CoA Reductase
CES1
HMGCR
antibiotic
Bacterial
HMG-CoA Reductase (HMGCR)
MOA
Inhibitor
HMGCR inhibitor
Source data