Structure via PubChem · Public domain (PubChem)
pravastatin
Sign in to saveAlso known as Lipostat®, Pravachol®, pravastatin sodium, pravastatin acid, (+)-(3R,5R)-3,5-dihydroxy-7-[(1S,2S,6S,8S,8aR)-6-hydroxy-2-methyl-8-{[(S)-2-methylbutyryl]oxy}-1,2,6,7,8,8a-hexahydro-1-naphthyl]heptanoic acid, Pravastatina, Pravastatine, Pravastatinum
Pravastatin, sold under the brand name Pravachol among others, is a statin medication, used for preventing cardiovascular disease in those at high risk and treating abnormal lipids. It is suggested to be used together with diet changes, exercise, and weight loss. It is taken by mouth.
Key facts
- Drug.Verifiedfields
- changed
- Drug.verifiedrevid
- 464213376
- Drug.image
- Pravastatin.svg
- Drug.image_class
- skin-invert-image
- Drug.width
- 181
- Drug.tradename
- Pravachol, others
- Drug.MedlinePlus
- a692025
- Drug.DailyMedID
- Pravastatin
- Drug.pregnancy_AU
- D
- Drug.routes_of_administration
- By mouth
- Drug.ATC_prefix
- C10
- Drug.ATC_suffix
- AA03
- Drug.legal_AU
- S4
- Drug.legal_CA
- Rx-only
- Drug.legal_UK
- POM
- Drug.legal_US
- Rx-only
- Drug.legal_EU
- Rx-only
- Drug.bioavailability
- 18%
via Wikipedia infobox
Chemical data
- Formula
- C23H36O7
- Molecular weight
- 424.5 g/mol
- IUPAC name
- (3R,5R)-7-[(1S,2S,6S,8S,8aR)-6-hydroxy-2-methyl-8-[(2S)-2-methylbutanoyl]oxy-1,2,6,7,8,8a-hexahydronaphthalen-1-yl]-3,5-dihydroxyheptanoic acid
- 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](C[C@H](CC(=O)O)O)O)O
- InChIKey
- TUZYXOIXSAXUGO-PZAWKZKUSA-N
- XLogP
- 1.6
- Polar surface area
- 124 Ų
- H-bond donors
- 4
- H-bond acceptors
- 7
- Formal charge
- 0
via PubChem
Research
5,377 papers- Pravastatin for lowering lipids.The Cochrane database of systematic reviews · 2023
- Pravastatin sodium.Profiles of drug substances, excipients, and related methodology · 2014
- Pravastatin: an evidence-based statin?Expert opinion on drug metabolism & toxicology · 2008
- Pravastatin to treat and prevent preeclampsia. Preclinical and clinical studies.Journal of reproductive immunology · 2017
- Is pravastatin a milestone in the prevention and treatment of preeclampsia?Journal of perinatal medicine · 2018
via PubMed
Wikidata facts
- Subclass of
- carboxylic acid
- Mass
- 424.246103
- Has use
- medication
Show 8 more facts
- chemical formula
- C₂₃H₃₆O₇
- 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](C[C@H](CC(=O)O)O)O)O
- canonical SMILES
- CCC(C)C(=O)OC1CC(C=C2C1C(C(C=C2)C)CCC(CC(CC(=O)O)O)O)O
- World Health Organisation international non-proprietary name
- pravastatin
- defined daily dose
- 30
- found in taxon
- Aspergillus sclerotiorum
- Commons category
- Pravastatin
- significant drug interaction
- erythromycin
Sources (6)
via Wikidata · CC0
~7 min read
Encyclopedic overview
7 sectionsContents
- Medical uses
- Adverse effects and contraindications
- Drug interactions
- Mechanism of action
- Pharmacokinetics
- History
- References
{{Infobox drug | Verifiedfields = changed | verifiedrevid = 464213376 | image = Pravastatin.svg | image_class = skin-invert-image | width = 181 | alt =
| tradename = Pravachol, others | Drugs.com = | MedlinePlus = a692025 | DailyMedID = Pravastatin | pregnancy_AU = D | routes_of_administration = By mouth | ATC_prefix = C10 | ATC_suffix = AA03 | ATC_supplemental =
Excerpted from Wikipedia’s “pravastatin” article, available under the CC BY-SA 4.0 licence.