Crilvastatin
Basic information
- CAS
120551-59-9- Standard SMILES
CC1CC(OC(=O)[C@@H]2CCC(=O)N2)CC(C)(C)C1- InChIKey
FXAAOALUHHXBSO-ILDUYXDCSA-N- Molecular formula
- C14H23NO3
- Average molar mass
- 253.34 g/mol
- Monoisotopic mass
- 253.1677936
Overview
Crilvastatin is a pyrrolidone non-competitive inhibitor of hydroxymethyl-glutaryl coenzyme A (HMG-CoA) reductase. Crilvastatin acts by stimulating LDL-cholesterol uptake by hepatocytes and also by stimulating bile cholesterol and bile salt secretion.
Names & identifiers
- Preferred name
- Crilvastatin
- IUPAC
- (3,3,5-trimethylcyclohexyl) (2S)-5-oxopyrrolidine-2-carboxylate
- English name
- Crilvastatin
- Molecular formula
- C14H23NO3
- Molecular weight
- 253.34
Names & synonyms
CRILVASTATIN120551-59-9CrilvastatinaCrilvastatineCrilvastatinumPMD-387D2B8XWK36KPMD387DTXSID1010094385-Oxo-L-proline, (+-)-cis-3,3,5-trimethylcyclohexyl esterRefChem:128460DTXCID401436268
Show more names
FXAAOALUHHXBSO-ILDUYXDCSA-NL-Proline, 5-oxo-, 3,3,5-trimethylcyclohexyl ester
(3,3,5-trimethylcyclohexyl) (2S)-5-oxopyrrolidine-2-carboxylatePMD 387Crilvastatin [USAN:INN]UNII-D2B8XWK36KCrilvastatine [INN-French]Crilvastatinum [INN-Latin]cyclopidCrilvastatina [INN-Spanish]
Database identifiers
- CAS
120551-59-9- PubChem CID
- 22845140
- DTXSID
DTXSID101009438- ChEMBL
CHEMBL2218880
Properties
Computed structural properties
- XLogP
- 2.6
- Topological polar surface area
- 55.4 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 3
- Rotatable bonds
- 3
- Heavy atoms
- 18
- Formal charge
- 0
- Complexity
- 351
Physicochemical properties
- Boiling point
- 389.865 · 389.865±35.00 °C(Press: 760.00 Torr)(predicted)
- Density
- 1.09 · 1.090±0.10 g/cm3(Temp: 25 °C; Press: 760 Torr)(predicted)
- pka
- 14.599 · 14.599±0.40(predicted)
- FDA UNII
- 2 B8XWK36K · D2B8XWK36K
Chemistry & industry
Pharmacology
MeSH Pharmacological ClassificationCompounds that inhibit HYDROXYMETHYLGLUTARYL COA REDUCTASES. They have been shown to directly lower CHOLESTEROL synthesis.
Applications
UsesAntihyperlipidemic.
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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