Details
Stereochemistry | RACEMIC |
Molecular Formula | C20H23Cl2N3O2 |
Molecular Weight | 408.322 |
Optical Activity | ( + / - ) |
Defined Stereocenters | 0 / 1 |
E/Z Centers | 1 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
OC(CO\N=C\C1=CC=C(Cl)C=C1)CN2CCN(CC2)C3=CC=CC=C3Cl
InChI
InChIKey=IAKCDZCRAWGHFD-YDZHTSKRSA-N
InChI=1S/C20H23Cl2N3O2/c21-17-7-5-16(6-8-17)13-23-27-15-18(26)14-24-9-11-25(12-10-24)20-4-2-1-3-19(20)22/h1-8,13,18,26H,9-12,14-15H2/b23-13+
Molecular Formula | C20H23Cl2N3O2 |
Molecular Weight | 408.322 |
Charge | 0 |
Count |
|
Stereochemistry | RACEMIC |
Additional Stereochemistry | No |
Defined Stereocenters | 0 / 1 |
E/Z Centers | 1 |
Optical Activity | ( + / - ) |
Peraclopone is a hypolidemic drug. It is an inhibitor of 7-Dehydrocholesterol reductase. Peraclopone potently inhibits the final step in cholesterol biosynthesis. Feeding this agent to rats leads to a rapid replacement of membrane cholesterol with its immediate precursor 7-dehydrocholesterol, and a dramatic reduction in plasma sterol concentration. Peraclopone caused a dose-dependent decrease in cholesterol and a concomitant accumulation of provitamin D3 (7-dehydrocholesterol) in the skin, which is accompanied by an increase in the plasma level of 25-hydroxyvitamin D3. Treatment with peraclopone dramatically alters membrane sterol content in many membranes including the microvillus membrane of both the jejunum and ileum. In the jejunal microvillus membrane a major change in chemical composition occurred, presumably in response to the alteration in membrane sterol. The net result was a significant decline in both the static and dynamic component of membrane fluidity.
Approval Year
PubMed
Title | Date | PubMed |
---|---|---|
The increase in skin 7-dehydrocholesterol induced by an hypocholesterolemic agent is associated with elevated 25-hydroxyvitamin D3 plasma level. | 1987 Sep |
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Lipid permeability of the intestinal microvillus membrane may be modulated by membrane fluidity in the rat. | 1989 Sep 4 |
Sample Use Guides
In Vivo Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/2825113
Curator's Comment: Rats data
0.3 mg/kg or 5.0 mg/kg for 13 days
Route of Administration:
Oral
Substance Class |
Chemical
Created
by
admin
on
Edited
Fri Dec 15 15:25:56 GMT 2023
by
admin
on
Fri Dec 15 15:25:56 GMT 2023
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Record UNII |
231HZQ66PD
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Record Status |
Validated (UNII)
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Record Version |
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NCI_THESAURUS |
C29703
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CHEMBL2107502
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100000082540
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C66348
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231HZQ66PD
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SUB09710MIG
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9576876
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96164-19-1
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5736
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