Details
| Stereochemistry | ABSOLUTE |
| Molecular Formula | C23H34O6 |
| Molecular Weight | 406.5125 |
| Optical Activity | UNSPECIFIED |
| Defined Stereocenters | 8 / 8 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
CC[C@H](C)C(=O)O[C@H]1C[C@H](O)C=C2C=C[C@H](C)[C@H](CC[C@@H]3C[C@@H](O)CC(=O)O3)[C@@H]12
InChI
InChIKey=OQARDMYXSOFTLN-PZAWKZKUSA-N
InChI=1S/C23H34O6/c1-4-13(2)23(27)29-20-11-16(24)9-15-6-5-14(3)19(22(15)20)8-7-18-10-17(25)12-21(26)28-18/h5-6,9,13-14,16-20,22,24-25H,4,7-8,10-12H2,1-3H3/t13-,14-,16+,17+,18+,19-,20-,22-/m0/s1
| Molecular Formula | C23H34O6 |
| Molecular Weight | 406.5125 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ABSOLUTE |
| Additional Stereochemistry | No |
| Defined Stereocenters | 8 / 8 |
| E/Z Centers | 0 |
| Optical Activity | UNSPECIFIED |
Pravastatin Lactone is a metabolite of pravastatin. Pravastatin is HMG-CoA reductase inhibitor and it is primarily used for the treatment of dyslipidemia and the prevention of cardiovascular disease. Pravastatin and pravastatin-lactone uptake is liver cell specific. Pravastatin-lactone uptake into isolated rat liver cells is carrier mediated. The mutual competitive transport inhibition of bile acids and pravastatin and pravastatin-lactone in sodium-free medium indicates that these compounds share a common transport system. Pravastatin lactone, based on its lipophilicity, showed a high myotoxic potential.
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| Statin induced myotoxicity: the lactone forms are more potent than the acid forms in human skeletal muscle cells in vitro. | 2008-04-23 |
|
| Effects of grapefruit juice on pharmacokinetics of atorvastatin and pravastatin in Japanese. | 2004-04 |
|
| Quantitative determination of pravastatin and its biotransformation products in human serum by turbo ion spray LC/MS/MS. | 2000-10 |
|
| Grapefruit juice increases serum concentrations of atorvastatin and has no effect on pravastatin. | 1999-08 |
|
| Hepatoselective carrier-mediated sodium-independent uptake of pravastatin and pravastatin-lactone. | 1993-11-21 |
Patents
| Substance Class |
Chemical
Created
by
admin
on
Edited
Mon Mar 31 22:16:18 GMT 2025
by
admin
on
Mon Mar 31 22:16:18 GMT 2025
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| Record UNII |
JBE3Z4192Q
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Validated (UNII)
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DTXSID70235286
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JBE3Z4192Q
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