Details
| Stereochemistry | ACHIRAL |
| Molecular Formula | C12H8Cl6O |
| Molecular Weight | 380.909 |
| Optical Activity | UNSPECIFIED |
| Defined Stereocenters | 8 / 8 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
ClC1=C(Cl)[C@]2(Cl)[C@@H]3[C@H]4C[C@H]([C@@H]5O[C@H]45)[C@@H]3[C@@]1(Cl)C2(Cl)Cl
InChI
InChIKey=DFBKLUNHFCTMDC-GKRDHZSOSA-N
InChI=1S/C12H8Cl6O/c13-8-9(14)11(16)5-3-1-2(6-7(3)19-6)4(5)10(8,15)12(11,17)18/h2-7H,1H2/t2-,3+,4-,5+,6-,7+,10-,11+
| Molecular Formula | C12H8Cl6O |
| Molecular Weight | 380.909 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ABSOLUTE |
| Additional Stereochemistry | No |
| Defined Stereocenters | 8 / 8 |
| E/Z Centers | 0 |
| Optical Activity | UNSPECIFIED |
Endrin is an organochlorine pesticide used as a non-systemic insecticide, acaricide, and rodenticide for protecting grain. As a central spasmodic agent, endrin is highly toxic to humans and skin resorption is possible. Endrin is rapidly metabolized by animals and does not accumulate in fat to the same extent as other compounds with similar structures. Endrin is also damaging to the liver, kidneys and central nervous system.
Originator
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| Endrin: use of concentration in blood to diagnose acute toxicity to fish. | 1966-06-03 |
|
| POISONING by insecticide (endrin). | 1959-05-15 |
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| The effects of chronic and acute exposure of rats to endrin. | 1958-09 |
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| Resistance of the spiny boll worm to endrin in Israel. | 1957-02-09 |
Patents
Sample Use Guides
The acute oral LD50 of Endrin is in the range of 3 mg/kg body weight in monkeys to 36 mg/kg in guinea pigs.
Route of Administration:
Oral
In Vitro Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/10385688
Endrin inhibits adipocyte differentiation by selectively altering expression pattern of CCAAT/enhancer binding protein-alpha in 3T3-L1 cells. Endrin's inhibitory effect was effective only when the pesticide was present in the medium during the first 48 h after exposure of 3T3-L1 cells to adipogenic inducers. Immunoblots analysis revealed that endrin caused a dose-dependent, selective inhibition of the intracellular levels of CCAAT enhancer binding protein (C/EBP)alpha without altering the expression patterns of C/EBPbeta or C/EBPdelta along the differentiation. Endrin inhibited the normal decrease in nuclear factor-kappaB-DNA binding observed as cells are acquiring the adipocyte phenotype at a late stage of differentiation. It was suggested that endrin inhibits adipocyte differentiation through the specific suppression of C/EBPalpha.
| Substance Class |
Chemical
Created
by
admin
on
Edited
Mon Mar 31 17:35:52 GMT 2025
by
admin
on
Mon Mar 31 17:35:52 GMT 2025
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| Record UNII |
OB9NVE7YCL
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| Record Status |
Validated (UNII)
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| Record Version |
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| Classification Tree | Code System | Code | ||
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EPA PESTICIDE CODE |
41601
Created by
admin on Mon Mar 31 17:35:52 GMT 2025 , Edited by admin on Mon Mar 31 17:35:52 GMT 2025
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IARC | Endrin |
| Code System | Code | Type | Description | ||
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m4903
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PRIMARY | Merck Index | ||
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8935
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DTXSID6020561
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200-775-7
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OB9NVE7YCL
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endrin
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12358480
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81526
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ENDRIN
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D004732
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198
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72-20-8
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PRIMARY |