U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ABSOLUTE
Molecular Formula C22H28FN3O6S
Molecular Weight 481.538
Optical Activity UNSPECIFIED
Defined Stereocenters 2 / 2
E/Z Centers 1
Charge 0

SHOW SMILES / InChI
Structure of ROSUVASTATIN

SMILES

CC(C)C1=C(\C=C\[C@@H](O)C[C@@H](O)CC(O)=O)C(=NC(=N1)N(C)S(C)(=O)=O)C2=CC=C(F)C=C2

InChI

InChIKey=BPRHUIZQVSMCRT-VEUZHWNKSA-N
InChI=1S/C22H28FN3O6S/c1-13(2)20-18(10-9-16(27)11-17(28)12-19(29)30)21(14-5-7-15(23)8-6-14)25-22(24-20)26(3)33(4,31)32/h5-10,13,16-17,27-28H,11-12H2,1-4H3,(H,29,30)/b10-9+/t16-,17-/m1/s1

HIDE SMILES / InChI

Description

CRESTOR (rosuvastatin calcium) is an inhibitor of HMG-CoA reductase. It has been widely launched for the treatment of patients with dyslipidaemia and has also been approved in the US and EU to slow the progression of atherosclerosis.

CNS Activity

Originator

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Conditions
PubMed

PubMed

TitleDatePubMed
Statin therapy alters the relationship between apolipoprotein B and low-density lipoprotein cholesterol and non-high-density lipoprotein cholesterol targets in high-risk patients: the MERCURY II (Measuring Effective Reductions in Cholesterol Using Rosuvastatin) trial.
2008 Aug 19
In-vivo effects of simvastatin and rosuvastatin on global gene expression in peripheral blood leucocytes in a human inflammation model.
2008 Feb
Rationale and design of the carotid plaque in human for all evaluations with aggressive rosuvastatin therapy (CHALLENGER trial): evaluation by magnetic resonance imaging.
2009 Jan
Rosuvastatin-associated adverse effects and drug-drug interactions in the clinical setting of dyslipidemia.
2010
WT-1 mRNA expression is modulated by nitric oxide availability and Hsp70 interaction after neonatal unilateral ureteral obstruction.
2010 Dec
Functional characterization of mouse organic anion transporting peptide 1a4 in the uptake and efflux of drugs across the blood-brain barrier.
2010 Jan
Rosuvastatin in the prevention of stroke among men and women with elevated levels of C-reactive protein: justification for the Use of Statins in Prevention: an Intervention Trial Evaluating Rosuvastatin (JUPITER).
2010 Jan 5
Biliary efflux transporters involved in the clearance of rosuvastatin in sandwich culture of primary rat hepatocytes.
2010 Mar
Effect of rosuvastatin on cholestasis-induced hepatic injury in rat livers.
2010 Mar-Apr
Case report. Hyperlipoproteinaemia(a): which is the optimal therapy? A case report.
2010 Oct
Rosuvastatin induces apoptosis in CD4(+)CD28 (null) T cells in patients with acute coronary syndromes.
2011 Feb
Rosuvastatin attenuates the elevation in blood pressure induced by overexpression of human C-reactive protein.
2011 Jul
Rosuvastatin induces apoptosis in cultured human papillary thyroid cancer cells.
2011 Jul
Rosuvastatin prevents myocardial necrosis in an experimental model of acute myocardial infarction.
2011 May
Renal toxicity of lisinopril and rosuvastatin, alone and in combination, in Wistar rats.
2011 Oct
Detection of statin cytotoxicity is increased in cells expressing the OATP1B1 transporter.
2013 Jul
ATP-dependent transport of statins by human and rat MRP2/Mrp2.
2013 Jun 1
Statins alter the hepatobiliary transport of unconjugated and conjugated bilirubin in sandwich-cultured rat hepatocytes.
2014 Sep
Patents

Sample Use Guides

In Vivo Use Guide
The dose range for CRESTOR (rosuvastatin calcium) is 5 to 40 mg orally once daily. The usual starting dose is 10-20 mg.
Route of Administration: Oral
In Vitro Use Guide
HUVECs treated with 30 mM glucose were used to simulate high-glucose conditions, and rosuvastatin concentrations ranging from 0.1 to 10 nM were used.
Name Type Language
ROSUVASTATIN
HSDB   INN   MI   VANDF   WHO-DD  
INN  
Official Name English
ROSUVASTATIN [HSDB]
Common Name English
ZD4522
Code English
ROSUVASTATIN [MI]
Common Name English
6-HEPTENOIC ACID, 7-(4-(4-FLUOROPHENYL)-6-(1-METHYLETHYL)-2-(METHYL(METHYLSULFONYL)AMINO)-5-PYRIMIDINYL)-3,5-DIHYDROXY-, (3R,5S,6E)-
Common Name English
(3R,5S,6E)-7-(4-(4-FLUOROPHENYL)-6-ISOPROPYL-2-(METHYL(METHYLSULFONYL)AMINO)PYRIMIDIN-5-YL)-3,5-DIHYDROXYHEPT-6-ENOIC ACID
Systematic Name English
ROSUVASTATIN [WHO-DD]
Common Name English
ROSUVASTATIN [VANDF]
Common Name English
CRESTON
Brand Name English
ROSUVASTATIN [INN]
Common Name English
X-PLENDED
Common Name English
ZD-4522
Code English
Classification Tree Code System Code
WHO-ATC C10BX09
Created by admin on Tue Oct 22 00:06:05 UTC 2019 , Edited by admin on Tue Oct 22 00:06:05 UTC 2019
WHO-ATC C10BX14
Created by admin on Tue Oct 22 00:06:05 UTC 2019 , Edited by admin on Tue Oct 22 00:06:05 UTC 2019
WHO-VATC QC10BX05
Created by admin on Tue Oct 22 00:06:05 UTC 2019 , Edited by admin on Tue Oct 22 00:06:05 UTC 2019
WHO-ATC C10BX07
Created by admin on Tue Oct 22 00:06:05 UTC 2019 , Edited by admin on Tue Oct 22 00:06:05 UTC 2019
WHO-ATC C10AA07
Created by admin on Tue Oct 22 00:06:05 UTC 2019 , Edited by admin on Tue Oct 22 00:06:05 UTC 2019
NDF-RT N0000000121
Created by admin on Tue Oct 22 00:06:05 UTC 2019 , Edited by admin on Tue Oct 22 00:06:05 UTC 2019
FDA ORPHAN DRUG 420513
Created by admin on Tue Oct 22 00:06:05 UTC 2019 , Edited by admin on Tue Oct 22 00:06:05 UTC 2019
WHO-ATC A10BH52
Created by admin on Tue Oct 22 00:06:05 UTC 2019 , Edited by admin on Tue Oct 22 00:06:05 UTC 2019
WHO-ATC C10BA06
Created by admin on Tue Oct 22 00:06:05 UTC 2019 , Edited by admin on Tue Oct 22 00:06:05 UTC 2019
WHO-VATC QC10AA07
Created by admin on Tue Oct 22 00:06:05 UTC 2019 , Edited by admin on Tue Oct 22 00:06:05 UTC 2019
WHO-ATC C10BX10
Created by admin on Tue Oct 22 00:06:05 UTC 2019 , Edited by admin on Tue Oct 22 00:06:05 UTC 2019
NCI_THESAURUS C1655
Created by admin on Tue Oct 22 00:06:05 UTC 2019 , Edited by admin on Tue Oct 22 00:06:05 UTC 2019
WHO-ATC C10BX13
Created by admin on Tue Oct 22 00:06:05 UTC 2019 , Edited by admin on Tue Oct 22 00:06:05 UTC 2019
LIVERTOX 864
Created by admin on Tue Oct 22 00:06:05 UTC 2019 , Edited by admin on Tue Oct 22 00:06:05 UTC 2019
WHO-ATC C10BX05
Created by admin on Tue Oct 22 00:06:05 UTC 2019 , Edited by admin on Tue Oct 22 00:06:05 UTC 2019
NDF-RT N0000175589
Created by admin on Tue Oct 22 00:06:05 UTC 2019 , Edited by admin on Tue Oct 22 00:06:05 UTC 2019
WHO-VATC QC10BA06
Created by admin on Tue Oct 22 00:06:05 UTC 2019 , Edited by admin on Tue Oct 22 00:06:05 UTC 2019
Code System Code Type Description
NCI_THESAURUS
C66523
Created by admin on Tue Oct 22 00:06:05 UTC 2019 , Edited by admin on Tue Oct 22 00:06:05 UTC 2019
PRIMARY
EPA CompTox
287714-41-4
Created by admin on Tue Oct 22 00:06:05 UTC 2019 , Edited by admin on Tue Oct 22 00:06:05 UTC 2019
PRIMARY
WIKIPEDIA
ROSUVASTATIN
Created by admin on Tue Oct 22 00:06:05 UTC 2019 , Edited by admin on Tue Oct 22 00:06:05 UTC 2019
PRIMARY
PUBCHEM
446157
Created by admin on Tue Oct 22 00:06:05 UTC 2019 , Edited by admin on Tue Oct 22 00:06:05 UTC 2019
PRIMARY
MESH
C422923
Created by admin on Tue Oct 22 00:06:05 UTC 2019 , Edited by admin on Tue Oct 22 00:06:05 UTC 2019
PRIMARY
RXCUI
301542
Created by admin on Tue Oct 22 00:06:05 UTC 2019 , Edited by admin on Tue Oct 22 00:06:05 UTC 2019
PRIMARY RxNorm
CAS
287714-41-4
Created by admin on Tue Oct 22 00:06:05 UTC 2019 , Edited by admin on Tue Oct 22 00:06:05 UTC 2019
PRIMARY
ChEMBL
CHEMBL1496
Created by admin on Tue Oct 22 00:06:05 UTC 2019 , Edited by admin on Tue Oct 22 00:06:05 UTC 2019
PRIMARY
EVMPD
SUB20634
Created by admin on Tue Oct 22 00:06:05 UTC 2019 , Edited by admin on Tue Oct 22 00:06:05 UTC 2019
PRIMARY
DRUG BANK
DB01098
Created by admin on Tue Oct 22 00:06:05 UTC 2019 , Edited by admin on Tue Oct 22 00:06:05 UTC 2019
PRIMARY
MERCK INDEX
M9672
Created by admin on Tue Oct 22 00:06:05 UTC 2019 , Edited by admin on Tue Oct 22 00:06:05 UTC 2019
PRIMARY Merck Index
LactMed
287714-41-4
Created by admin on Tue Oct 22 00:06:05 UTC 2019 , Edited by admin on Tue Oct 22 00:06:05 UTC 2019
PRIMARY
IUPHAR
2954
Created by admin on Tue Oct 22 00:06:05 UTC 2019 , Edited by admin on Tue Oct 22 00:06:05 UTC 2019
PRIMARY
INN
8021
Created by admin on Tue Oct 22 00:06:05 UTC 2019 , Edited by admin on Tue Oct 22 00:06:05 UTC 2019
PRIMARY
HSDB
287714-41-4
Created by admin on Tue Oct 22 00:06:05 UTC 2019 , Edited by admin on Tue Oct 22 00:06:05 UTC 2019
PRIMARY