Endrin ketone
描述
Endrin ketone is the chemical produced when endrin is exposed to light. Endrin is a chlorinated hydrocarbon used as an insecticide on cotton, maize, and rice. It also acts as an avicide and rodenticide. Due to its toxicity and tendency to bioaccumulate, its use is now banned in most parts of the world. (L111)
类别
"Pesticide", "Synthetic Toxin"
同义词
"delta-Keto 153", "delta-Ketoendrin"
IUPAC 名称
1,2,2,3,10,11-hexachloropentacyclo[5.4.1.0³,¹⁰.0⁴,¹².0⁵,⁹]dodecan-8-one
简化分子线性输入规范
ClC1C2(Cl)C3C4CC5C3C(Cl)(C2(Cl)Cl)C1(Cl)C5C4=O
InChI 标识符
InChI=1S/C12H8Cl6O/c13-8-9(14)6-2-1-3(7(6)19)4-5(2)11(9,16)12(17,18)10(4,8)15/h2-6,8H,1H2
键
InChIKey=IZHZFAQWVKBTSL-UHFFFAOYSA-N
大分类
Lipids and lipid-like molecules
另外分类
"Alkyl chlorides", "Hydrocarbon derivatives", "Ketones", "Organic oxides", "Organochlorides"
取代基
"Aliphatic homopolycyclic compound", "Alkyl chloride", "Alkyl halide", "Carbonyl group", "Hydrocarbon derivative", "Ketone", "Monoterpenoid", "Norbornane monoterpenoid", "Organic oxide", "Organic oxygen compound", "Organochloride", "Organohalogen compound", "Organooxygen compound"
分子框架
Aliphatic homopolycyclic compounds
地位
Detected and Not Quantified
毒性机制
Endrin antagonizes the action of the neurotransmitter gamma-aminobutyric acid (GABA) acting at the GABA-A receptors, effectively blocking the GABA-induced uptake of chloride ions and causing hyperexcitability of the central nervous system. Endrin also inhibits Na+ K+ ATPase and Ca2+ and Mg2+ ATPase which are essential for the transport of calcium across membranes. This results in the accumulation of intracellular free calcium ions, which promotes release of neurotransmitters from storage vesicles, the subsequent depolarization of adjacent neurons, and the propagation of stimuli throughout the central nervous system. Endrin also causes increased lipid peroxidation, decreased membrane fluidity, and DNA damage in hepatocytes, but the exact mechanism is unknown. (T10, L112)
代谢
Endrin is absorbed orally and distributed primarily to the fat and skin. The major biotransformation product is anti-l 2-hydroxyendrin and the corresponding sulfate, as well as glucuronide metabolites. Anti- and syn-12-hydroxyendrin and 12-ketoendrin are the main toxic metabolites of endrin. Endrin and its metabolites are excreted in urine and feces. (L112)
致癌性
No indication of carcinogenicity to humans (not listed by IARC).
用途/来源
Endrin is used as a pesticide. (L111)
健康影响
Endrin poisoning affects primarily the nerve system. Exposure causes various harmful effects including hyperexcitability, severe central nervous system damage, and death. Endrin is also believed to cause birth defects. (T10, L112)
症状
Symptoms that may result from endrin poisoning are headaches, dizziness, nervousness, confusion, nausea, vomiting, and convulsions. (L112)
治疗
Treatment is symptomatic, aimed at controlling convulsions, coma, and respiratory depression. If ingested, gastric lavage may be performed, followed by administering activated charcoal powder. (L150)
创建于
2009-03-06 18:58:00 UTC
更新于
2014-12-24 20:21:01 UTC