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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
Structure of PRAVASTATIN LACTONE

SMILES

[H][C@]12[C@H](C[C@H](O)C=C1C=C[C@H](C)[C@@H]2CC[C@@H]3C[C@@H](O)CC(=O)O3)OC(=O)[C@@H](C)CC

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

HIDE SMILES / InChI

Molecular Formula C23H34O6
Molecular Weight 406.5125
Charge 0
Count
MOL RATIO 1 MOL RATIO (average)
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 8 / 8
E/Z Centers 0
Optical Activity UNSPECIFIED

Description

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

Targets

Primary TargetPharmacologyConditionPotency

Conditions

ConditionModalityTargetsHighest PhaseProduct

PubMed

Patents

Sample Use Guides

In Vivo Use Guide
Unknown
Route of Administration: Unknown
In Vitro Use Guide
Pravastatin-lactone is not accumulated into AS-30D ascites hepatoma cells, FAO cells or fibroblasts. Pravastatin-lactone uptake rates were 1053 pmol/mg per min for hepatocytes, 2 pmol/mg per min for AS-30D ascites cells and 10 pmol/mg per rain for fibroblasts.
Substance Class Chemical
Record UNII
JBE3Z4192Q
Record Status Validated (UNII)
Record Version