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 |
|---|---|---|
| Lipid permeability of the intestinal microvillus membrane may be modulated by membrane fluidity in the rat. | 1989-09-04 |
|
| The increase in skin 7-dehydrocholesterol induced by an hypocholesterolemic agent is associated with elevated 25-hydroxyvitamin D3 plasma level. | 1987-09 |
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
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admin
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Edited
Mon Mar 31 17:57:31 GMT 2025
by
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Mon Mar 31 17:57:31 GMT 2025
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| Record UNII |
231HZQ66PD
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| Record Status |
Validated (UNII)
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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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| Related Record | Type | Details | ||
|---|---|---|---|---|
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METABOLITE ACTIVE -> PARENT |
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| Related Record | Type | Details | ||
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ACTIVE MOIETY |