Details
Stereochemistry | ABSOLUTE |
Molecular Formula | C23H36O7 |
Molecular Weight | 424.5277 |
Optical Activity | UNSPECIFIED |
Defined Stereocenters | 8 / 8 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
[H][C@]12[C@H](C[C@@H](O)C=C1C=C[C@H](C)[C@@H]2CC[C@@H](O)C[C@@H](O)CC(O)=O)OC(=O)[C@@H](C)CC
InChI
InChIKey=TUZYXOIXSAXUGO-PZSHMICQSA-N
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
Molecular Formula | C23H36O7 |
Molecular Weight | 424.5277 |
Charge | 0 |
Count |
|
Stereochemistry | ABSOLUTE |
Additional Stereochemistry | No |
Defined Stereocenters | 8 / 8 |
E/Z Centers | 0 |
Optical Activity | UNSPECIFIED |
6'-Epipravastatin is a secondary isomeric metabolite of pravastatin. Pravastatin, one of the 3-hydroxy-3-methylglutaryl-coenzyme A (HMG-CoA) reductase inhibitors (statins) widely used in the management of hypercholesterolaemia, has unique pharmacokinetic characteristics among the members of this class. The major metabolites of Pravastatin found in plasma, urine and feces are 3′α-isopravastatin, 3′α,5′β-dihydroxy-pravastatin, desacyl-dehydropravastatin, 3′′-hydroxy-pravastatin and 6′-epipravastatin. The major pravastatin metabolites are generated by non-CYP-dependent processes: 3alpha-isopravastatin and metabolite 6-epipravastatin are either formed by acidic degradation of pravastatin in the stomach or by sulfation at the 6’beta-hydroxy group by sulfotransferases, followed by a nucleophilic attack of hydroxy anions at the 3alpha- or 6’alpha-position.
Approval Year
Substance Class |
Chemical
Created
by
admin
on
Edited
Sat Dec 16 06:45:08 GMT 2023
by
admin
on
Sat Dec 16 06:45:08 GMT 2023
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Record UNII |
R76ZW7E32P
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Record Status |
Validated (UNII)
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Record Version |
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-
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R76ZW7E32P
Created by
admin on Sat Dec 16 06:45:08 GMT 2023 , Edited by admin on Sat Dec 16 06:45:08 GMT 2023
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250737-12-3
Created by
admin on Sat Dec 16 06:45:08 GMT 2023 , Edited by admin on Sat Dec 16 06:45:08 GMT 2023
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10071008
Created by
admin on Sat Dec 16 06:45:08 GMT 2023 , Edited by admin on Sat Dec 16 06:45:08 GMT 2023
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Related Record | Type | Details | ||
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METABOLITE INACTIVE -> PARENT |
MAJOR
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Related Record | Type | Details | ||
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PARENT -> IMPURITY |
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
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