<?xml version="1.0" encoding="UTF-8"?>
<compound>
  <id type="integer">1026</id>
  <title>T3D1022</title>
  <common-name>Telodrin</common-name>
  <description>A chlorinated hydrocarbon used as an insecticide on cotton, maize, and rice. It also acts as an avicide and rodenticide. Due it its toxicity and tendency to bioaccumulate, its use is now banned in most parts of the world. (L111)</description>
  <cas>297-78-9</cas>
  <pubchem-id>9271</pubchem-id>
  <chemical-formula>C9H4Cl8O</chemical-formula>
  <weight>407.777040</weight>
  <appearance>White powder.</appearance>
  <melting-point>121°C</melting-point>
  <boiling-point></boiling-point>
  <density></density>
  <solubility></solubility>
  <specific-gravity></specific-gravity>
  <flash-point></flash-point>
  <vapour-pressure></vapour-pressure>
  <route-of-exposure>Oral (L111)</route-of-exposure>
  <target nil="true"/>
  <mechanism-of-toxicity>It 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. It 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. It also causes increased lipid peroxidation, decreased membrane fluidity, and DNA damage in hepatocytes, but the exact mechanism is unknown. (T10, L112)</mechanism-of-toxicity>
  <metabolism>It 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. It and its metabolites are excreted in urine and feces. (L112)</metabolism>
  <toxicity>LD50: 3 mg/kg (Oral, Rat) (T14) 
LD50: 12 mg/kg (Dermal, Rat) (T14)</toxicity>
  <lethaldose nil="true"/>
  <carcinogenicity>No indication of carcinogenicity (not listed by IARC). (L135)</carcinogenicity>
  <use-source>It is used as a pesticide. (L111)</use-source>
  <min-risk-level>Intermediate Oral: 0.002 mg/kg/day (L134) 
Chronic Oral: 0.0003 mg/kg/day (L134)</min-risk-level>
  <health-effects>Poisoning affects primarily the nerve system. Exposure causes various harmful effects including hyperexcitability, severe central nervous system damage, and death. It is also believed to cause birth defects. (T10, L112)</health-effects>
  <symptoms>Symptoms that may result from endrin poisoning are headaches, dizziness, nervousness, confusion, nausea, vomiting, and convulsions. (L112)</symptoms>
  <treatment>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)</treatment>
  <created-at type="dateTime">2009-06-18T04:01:16Z</created-at>
  <updated-at type="dateTime">2014-12-24T20:23:03Z</updated-at>
  <interacting-proteins></interacting-proteins>
  <wikipedia nil="true"/>
  <uniprot-id nil="true"/>
  <kegg-compound-id>C18960</kegg-compound-id>
  <omim-id></omim-id>
  <chebi-id></chebi-id>
  <biocyc-id></biocyc-id>
  <ctd-id nil="true"/>
  <stitch-id>Telodrin</stitch-id>
  <drugbank-id nil="true"/>
  <pdb-id nil="true"/>
  <actor-id nil="true"/>
  <organism nil="true"/>
  <export type="boolean">true</export>
  <metabolizing-proteins nil="true"/>
  <transporting-proteins nil="true"/>
  <moldb-smiles>ClC1OC(Cl)C2C1C1(Cl)C(Cl)=C(Cl)C2(Cl)C1(Cl)Cl</moldb-smiles>
  <moldb-formula>C9H4Cl8O</moldb-formula>
  <moldb-inchi>InChI=1S/C9H4Cl8O/c10-3-4(11)8(15)2-1(5(12)18-6(2)13)7(3,14)9(8,16)17/h1-2,5-6H</moldb-inchi>
  <moldb-inchikey>InChIKey=LRWHHSXTGZSMSN-UHFFFAOYSA-N</moldb-inchikey>
  <moldb-average-mass type="decimal">411.751</moldb-average-mass>
  <moldb-mono-mass type="decimal">407.777036406</moldb-mono-mass>
  <origin>Exogenous</origin>
  <state>Solid</state>
  <logp nil="true"/>
  <hmdb-id nil="true"/>
  <chembl-id nil="true"/>
  <chemspider-id>8914</chemspider-id>
  <structure-image-file-name nil="true"/>
  <structure-image-content-type nil="true"/>
  <structure-image-file-size type="integer" nil="true"/>
  <structure-image-updated-at type="dateTime" nil="true"/>
  <biodb-id nil="true"/>
  <synthesis-reference></synthesis-reference>
  <structure-image-caption nil="true"/>
</compound>
