Mevastatin

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Structural formula
Structure of mevastatin
General
Non-proprietary name Mevastatin
other names
  • Compactin
  • [(1 S , 7 S , 8 S , 8a R ) -8- [2 - [(2 R , 4 R ) -4-hydroxy-6-oxooxan-2-yl] ethyl] -7-methyl-1, 2,3,7,8,8a-hexahydronaphthalen-1-yl] (2 S ) -2-methylbutanoate
Molecular formula C 23 H 34 O 5
Brief description

colorless crystals

External identifiers / databases
CAS number 73573-88-3
EC number 700-442-0
ECHA InfoCard 100.131.541
PubChem 64715
ChemSpider 58262
DrugBank DB06693
Wikidata Q414407
Drug information
Drug class

Statins

Mechanism of action

HMG-CoA reductase - inhibitor

properties
Molar mass 390.51 g mol −1
Physical state

firmly

Melting point

152 ° C

solubility

easily soluble in methanol and acetone

safety instructions
GHS labeling of hazardous substances
08 - Dangerous to health 07 - Warning

danger

H and P phrases H: 317-351-360-362-373-412
P: 302 + 352-280-273-333 + 313-263
Toxicological data

> 2000 mg kg −1 ( LD 50mouseoral )

As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Mevastatin , also called compactin, is an active ingredient from the group of statins used to treat disorders of lipid metabolism . It was the first HMG-CoA reductase - inhibitor in the 1970s from Penicillium citrinum was isolated.

Mevastatin is not used in the therapy of lipid metabolism disorders because it has many side effects. However, it is used as the starting compound for the production of other statins such as pravastatin .

Individual evidence

  1. a b c Entry on Compactin. In: Römpp Online . Georg Thieme Verlag, accessed on June 21, 2014.
  2. a b Registration dossier for (1S, 7S, 8S, 8aR) -8- {2 - [(2R, 4R) -4-hydroxy-6-oxotetrahydro-2H-pyran-2-yl] ethyl} -7-methyl- 1,2,3,7,8,8a-hexahydronaphthalen-1-yl (2S) -2-methylbutanoate ( GHS section ) from the European Chemicals Agency (ECHA), accessed on July 7, 2020.
  3. Entry on mevastatin in the ChemIDplus database of the United States National Library of Medicine (NLM), accessed on July 7, 2020.