pravastatin   Click here for help

GtoPdb Ligand ID: 2953

Synonyms: Lipostat® | Pravachol® | pravastatin sodium
Approved drug
pravastatin is an approved drug (FDA (1991))
Compound class: Synthetic organic
Comment: Pravastatin is a statin anti-dyslipidemia drug. Chemically the compound is a derivative of mevastatin (compactin), which was originally isolated from Penicillium citrinum.
Click here for help
IUPHAR Pharmacology Education Project (PEP) logo

View more information in the IUPHAR Pharmacology Education Project: pravastatin

2D Structure
Click here for help
Click here for structure editor
Physico-chemical Properties
Click here for help
Hydrogen bond acceptors 7
Hydrogen bond donors 4
Rotatable bonds 11
Topological polar surface area 124.29
Molecular weight 424.25
XLogP 2.27
No. Lipinski's rules broken 1
Click here for help
Isomeric SMILES CC[C@@H](C(=O)O[C@H]1C[C@H](O)C=C2[C@H]1[C@@H](CC[C@H](C[C@H](CC(=O)O)O)O)[C@H](C=C2)C)C
InChI InChI=1S/C23H36O7/c1-4-13(2)23(29)30-20-11-17(25)9-15-6-5-14(3)19(22(15)20)8-7-16(24)10-18(26)12-21(27)28/h5-6,9,13-14,16-20,22,24-26H,4,7-8,10-12H2,1-3H3,(H,27,28)/t13-,14-,16+,17+,18+,19-,20-,22-/m0/s1
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA (1991))
IUPAC Name Click here for help
(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
International Nonproprietary Names Click here for help
INN number INN
6070 pravastatin
Synonyms Click here for help
Lipostat® | Pravachol® | pravastatin sodium
Database Links Click here for help
CAS Registry No. 81093-37-0 (source: Scifinder)
ChEMBL Ligand CHEMBL1144
DrugBank Ligand DB00175
DrugCentral Ligand 2239
GtoPdb PubChem SID 135650848
PubChem CID 54687
Search Google for chemical match using the InChIKey TUZYXOIXSAXUGO-PZAWKZKUSA-N
Search Google for chemicals with the same backbone TUZYXOIXSAXUGO
Search PubMed clinical trials pravastatin
Search PubMed titles pravastatin
Search PubMed titles/abstracts pravastatin
UniChem Compound Search for chemical match using the InChIKey TUZYXOIXSAXUGO-PZAWKZKUSA-N
UniChem Connectivity Search for chemical match using the InChIKey TUZYXOIXSAXUGO-PZAWKZKUSA-N
Wikipedia Pravastatin