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Details

Stereochemistry ACHIRAL
Molecular Formula C23H39NO2
Molecular Weight 361.5613
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of CETABEN

SMILES

CCCCCCCCCCCCCCCCNC1=CC=C(C=C1)C(O)=O

InChI

InChIKey=QXWKHSSBFQDQPR-UHFFFAOYSA-N
InChI=1S/C23H39NO2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-20-24-22-18-16-21(17-19-22)23(25)26/h16-19,24H,2-15,20H2,1H3,(H,25,26)

HIDE SMILES / InChI
Cetaben has been identified as an anti-atherosclerotic hypolipidaemic substance. Cetaben is a unique, PPARα-independent peroxisome proliferator with hypolipidemic activity that inhibits cholesterol synthesis in the human hepatoma Hep-G2 cells resulting in reversible changes in Golgi morphology. Cetaben represents an exceptional type of peroxisome proliferator, specifically affecting peroxisomes, without having a negative influence on the processes of peroxisome biogenesis. Cetaben raised only the peroxisomal enzymes, acyl-CoA oxidase, glycerone-phosphate acyltransferase, D-amino-acid oxidase, catalase, and urate oxidase. Cetaben sodium has being shown to be an antiatherosclerotic agent.

Approval Year

PubMed

PubMed

TitleDatePubMed
Cetaben versus clofibrate: comparison of toxicity and peroxisome proliferation in rats.
1983 Nov
Patents

Sample Use Guides

In Vivo Use Guide
Curator's Comment: Guinea pigs: cetaben (90 mg/kg/day, p.o.) inhibited the development of atherosclerotic lesions in guinea pigs fed a cholesterol and vitamin D2-rich diet. https://www.ncbi.nlm.nih.gov/pubmed/6604004
The effects of cetaben and clofibric acid were compared on the activities of peroxisomal enzymes in the liver and kidney of male Wistar rats. Cetaben at 200 mg/kg body wt increased the activities of all of the enzymes in the liver. The data obtained in the dose-response study of cetaben revealed a significant rise in the activities of peroxisomal enzymes in both the liver and kidney at doses of 50-100 mg/kg body wt administered over 10 days, but the maximal effect was observed at 250 mg/kg.
Route of Administration: Oral
In Vitro Use Guide
The activity of the peroxisomal bifunctional enzyme was not affected in HepG2 cells by clofibric acid and cetaben, whereas the mRNA level was elevated to 2.3 fold by 10 umol/l cetaben. At high concentrations of cetaben all enzyme activities were decreased in both cell lines due to its high cytotoxicity.
Name Type Language
CETABEN
INN  
INN  
Official Name English
BENZOIC ACID, 4-(HEXADECYLAMINO)-
Common Name English
P-(HEXADECYLAMINO)BENZOATE
Common Name English
cetaben [INN]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C29703
Created by admin on Fri Dec 15 15:59:50 GMT 2023 , Edited by admin on Fri Dec 15 15:59:50 GMT 2023
Code System Code Type Description
FDA UNII
DTL5W0113X
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PRIMARY
PUBCHEM
47263
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SMS_ID
100000082048
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ChEMBL
CHEMBL31907
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INN
4468
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NCI_THESAURUS
C73814
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EVMPD
SUB07444MIG
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CAS
55986-43-1
Created by admin on Fri Dec 15 15:59:50 GMT 2023 , Edited by admin on Fri Dec 15 15:59:50 GMT 2023
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EPA CompTox
DTXSID70204558
Created by admin on Fri Dec 15 15:59:50 GMT 2023 , Edited by admin on Fri Dec 15 15:59:50 GMT 2023
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