Atorvastatin

Atorvastatin
Clinical data
Pronunciation	/əˌtɔːrvəˈstætən/
Trade names	Lipitor, others
AHFS/Drugs.com	Monograph
MedlinePlus	a600045
License data	US DailyMed: Atorvastatin;
Pregnancy; category	AU: D; Contraindicated;
Routes of; administration	By mouth
ATC code	C10AA05 (WHO) C10BX08 (WHO) C10BX03 (WHO) C10BA05 (WHO) C10BA08 (WHO) C10BX15 (WHO) C10BX12 (WHO) C10BX06 (WHO) C10BX11 (WHO);
Legal status
Legal status	AU: S4 (Prescription only); UK: POM (Prescription only); US: ℞-only; EU: Rx-only"Lipitor". European Medicines Agency. 17 September 2018. Retrieved 26 February 2023.</ref>;
Pharmacokinetic data
Bioavailability	12%
Metabolism	Liver (CYP3A4)
Elimination half-life	14 hours
Excretion	Bile duct
Identifiers
	IUPAC name (3R,5R)-7-[2-(4-Fluorophenyl)-3-phenyl-4-(phenylcarbamoyl)-5-propan-2-ylpyrrol-1-yl]-3,5-dihydroxyheptanoic acid;
CAS Number	134523-00-5 ;
PubChem CID	60823;
IUPHAR/BPS	2949;
DrugBank	APRD00055 ;
ChemSpider	54810 ;
UNII	A0JWA85V8F;
KEGG	D07474 ;
ChEBI	CHEBI:39548 ;
ChEMBL	ChEMBL1487 ;
PDB ligand	117 (PDBe, RCSB PDB);
CompTox Dashboard (EPA)	DTXSID8029868 ;
ECHA InfoCard	100.125.464
Chemical and physical data
Formula	C33H35FN2O5
Molar mass	558.650 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES O=C(O)C[C@H](O)C[C@H](O)CCn2c(c(c(c2c1ccc(F)cc1)c3ccccc3)C(=O)Nc4ccccc4)C(C)C;
	InChI InChI=1S/C33H35FN2O5/c1-21(2)31-30(33(41)35-25-11-7-4-8-12-25)29(22-9-5-3-6-10-22)32(23-13-15-24(34)16-14-23)36(31)18-17-26(37)19-27(38)20-28(39)40/h3-16,21,26-27,37-38H,17-20H2,1-2H3,(H,35,41)(H,39,40)/t26-,27-/m1/s1 ; Key:XUKUURHRXDUEBC-KAYWLYCHSA-N ;
	(verify)

Atorvastatin is a statin medication used to prevent cardiovascular disease in those at high risk and to treat abnormal lipid levels. For the prevention of cardiovascular disease, statins are a first-line treatment. It is taken by mouth.

Common side effects include joint pain, diarrhea, heartburn, nausea, and muscle pains. Serious side effects may include rhabdomyolysis, liver problems, and diabetes. Use during pregnancy may harm the fetus. Like all statins, atorvastatin works by inhibiting HMG-CoA reductase, an enzyme found in the liver that plays a role in producing cholesterol.

Atorvastatin was patented in 1986, and approved for medical use in the United States in 1996. It is on the World Health Organization's List of Essential Medicines. It is available as a generic medication. In 2021, it was the most commonly prescribed medication in the United States, with more than 116 million prescriptions filled for over 28 million patients.

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