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lovastatin

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lovastatin

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Also known as Lovastatine, Lovastatinum, Lovastatina, Mevinolin, (1S,3R,7S,8S,8aR)-1,2,3,7,8,8a-hexahydro-3,7-dimethyl-8-(2-(2R,4R)-(tetrahydro-4-hydroxy-6-oxo-2H-pyran-2-yl)ethyl)-1-naphthalenyl (S)-2-methyl-butyrate, 2β,6α-dimethyl-8alpha-(2-methyl-1-oxobutoxy)-mevinic acid lactone, 6alpha-methylcompactin, 6α-methylcompactin

Lovastatin, sold under the brand name Mevacor among others, is a statin medication, to treat high blood cholesterol and reduce the risk of cardiovascular disease. Its use is recommended together with lifestyle changes. It is taken by mouth.

Key facts

Drug.width
200
Drug.width2
250
Drug.Watchedfields
changed
Drug.verifiedrevid
458448510
Drug.image
Lovastatin.svg
Drug.image_class
skin-invert-image
Drug.tradename
Mevacor, Altocor, others
Drug.MedlinePlus
a688006
Drug.DailyMedID
Lovastatin
Drug.routes_of_administration
By mouth
Drug.ATC_prefix
C10
Drug.ATC_suffix
AA02
Drug.legal_US
Rx-only
Drug.bioavailability
<5%
Drug.protein_bound
>98%
Drug.metabolism
Liver (CYP3A and CYP2C8 substrate)
Drug.elimination_half life
2–5 hours
Drug.excretion
Faeces (83%), urine (10%)

via Wikipedia infobox

Chemical data

Formula
C24H36O5
Molecular weight
404.5 g/mol
IUPAC name
[(1S,3R,7S,8S,8aR)-8-[2-[(2R,4R)-4-hydroxy-6-oxooxan-2-yl]ethyl]-3,7-dimethyl-1,2,3,7,8,8a-hexahydronaphthalen-1-yl] (2S)-2-methylbutanoate
SMILES
CC[C@H](C)C(=O)O[C@H]1C[C@H](C=C2[C@H]1[C@H]([C@H](C=C2)C)CC[C@@H]3C[C@H](CC(=O)O3)O)C
InChIKey
PCZOHLXUXFIOCF-BXMDZJJMSA-N
XLogP
4.3
Polar surface area
72.8 Ų
H-bond donors
1
H-bond acceptors
5
Formal charge
0

via PubChem

Wikidata facts

Mass
404.256
Show 6 more facts
chemical formula
C₂₄H₃₆O₅
canonical SMILES
CCC(C)C(=O)OC1CC(C=C2C1C(C(C=C2)C)CCC3CC(CC(=O)O3)O)C
isomeric SMILES
CC[C@H](C)C(=O)O[C@H]1C[C@H](C=C2[C@H]1[C@H]([C@H](C=C2)C)CC[C@@H]3C[C@H](CC(=O)O3)O)C
defined daily dose
45
Commons category
Lovastatin
melting point
175
Sources (6)

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Article

13 sections
Contents
  • Medical uses
  • Side effects
  • Contraindications
  • Interactions
  • Mechanism of action
  • History
  • Biosynthesis
  • Total synthesis
  • Society and culture
  • Natural sources
  • Brand names
  • Other applications
  • References

{{Infobox drug | Watchedfields = changed | verifiedrevid = 458448510 | image = Lovastatin.svg | image_class = skin-invert-image | width = 200 | alt = | image2 = | width2 = 250 | alt2 = | caption =

| pronounce = | tradename = Mevacor, Altocor, others | Drugs.com = | MedlinePlus = a688006 | DailyMedID = Lovastatin | pregnancy_AU = | pregnancy_AU_comment = | pregnancy_category= | routes_of_administration = By mouth | class = | ATC_prefix = C10 | ATC_suffix = AA02 | ATC_supplemental =

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