<?xml version="1.0" encoding="UTF-8"?>
<compound>
  <id type="integer">617</id>
  <title>T3D0616</title>
  <common-name>Methiochlor</common-name>
  <description>Methiochlor is a DDT-like insecticide that is much more biodegradable in the environment.</description>
  <cas>19679-38-0</cas>
  <pubchem-id>29738</pubchem-id>
  <chemical-formula>C16H15Cl3S2</chemical-formula>
  <weight>375.968070</weight>
  <appearance>No data.</appearance>
  <melting-point></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</route-of-exposure>
  <target>Sodium/potassium-transporting ATPase subunit alpha-1 (P05023)
Sodium/potassium-transporting ATPase subunit alpha-2 (P50993)
Sodium/potassium-transporting ATPase subunit alpha-3 (P13637) 
Sodium/potassium-transporting ATPase subunit alpha-4 (Q13733)
Sodium/potassium-transporting ATPase subunit beta-1 (P05026)
Sodium/potassium-transporting ATPase subunit beta-2 (P14415)
Sodium/potassium-transporting ATPase subunit beta-3 (P54709)
Sodium/potassium-transporting ATPase gamma chain (P54710)
Calcium-transporting ATPase type 2C member 1 (P98194)
Calcium-transporting ATPase type 2C member 2(O75185)
Plasma membrane calcium-transporting ATPase 1 (P20020)
Plasma membrane calcium-transporting ATPase 2(Q01814)
Plasma membrane calcium-transporting ATPase 3(Q16720)
Plasma membrane calcium-transporting ATPase 4(P23634)
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1(O14983)
Sarcoplasmic/endoplasmic reticulum calcium ATPase 2(P16615)
Sarcoplasmic/endoplasmic reticulum calcium ATPase 3 (Q93084)
(T10)</target>
  <mechanism-of-toxicity>At least four mechanisms, possibly all functioning simultaneously. Methiochlor reduces potassium transport across the membrane. Methiochlor alters the porous channels through which sodium ions pass. These channels activate (open) normally but are inactivated (closed) slowly, thus interfering with the active transport of sodium out of the nerve axon during repolarization. Methiochlor inhibits neuronal adenosine triphosphatases (ATPases), particularly Na+K+-ATPase, and Ca2+-ATPase which play vital roles in neuronal repolarization. Methiochlor also inhibits the ability of calmodulin, a calcium mediator in nerves, to transport calcium ions that are essential for the release of neurotransmitters. All these inhibited functions reduce the rate of depolarization and increase the sensitivity of neurons to small stimuli that would not elicit a response in a fully depolarized neuron. (T10)</mechanism-of-toxicity>
  <metabolism>Methiochlor is proposed to be metabolized by oxidation to 2-(p-methylsulfinylphenyl)-2-(p - methylthiophenyl) - 1,1,1 - trichloroethane and by further oxidation to the corresponding bis-sulfoxide and bis-sulfone (A284).</metabolism>
  <toxicity nil="true"/>
  <lethaldose nil="true"/>
  <carcinogenicity>No indication of carcinogenicity to humans (not listed by IARC).</carcinogenicity>
  <use-source>No data.</use-source>
  <min-risk-level nil="true"/>
  <health-effects>Hyperexcitability, anxiety (T10)</health-effects>
  <symptoms>Tremor (peripheral) (T10)</symptoms>
  <treatment nil="true"/>
  <created-at type="dateTime">2009-03-06T18:59:14Z</created-at>
  <updated-at type="dateTime">2026-04-06T12:10:09Z</updated-at>
  <interacting-proteins>No data.</interacting-proteins>
  <wikipedia nil="true"/>
  <uniprot-id nil="true"/>
  <kegg-compound-id></kegg-compound-id>
  <omim-id></omim-id>
  <chebi-id></chebi-id>
  <biocyc-id></biocyc-id>
  <ctd-id nil="true"/>
  <stitch-id>Methiochlor</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>CSC1=CC=C(C=C1)C(C1=CC=C(SC)C=C1)C(Cl)(Cl)Cl</moldb-smiles>
  <moldb-formula>C16H15Cl3S2</moldb-formula>
  <moldb-inchi>InChI=1S/C16H15Cl3S2/c1-20-13-7-3-11(4-8-13)15(16(17,18)19)12-5-9-14(21-2)10-6-12/h3-10,15H,1-2H3</moldb-inchi>
  <moldb-inchikey>LBWJWHHOEQICIL-UHFFFAOYSA-N</moldb-inchikey>
  <moldb-average-mass type="decimal">377.779</moldb-average-mass>
  <moldb-mono-mass type="decimal">375.968074981</moldb-mono-mass>
  <origin>Exogenous</origin>
  <state>Solid</state>
  <logp nil="true"/>
  <hmdb-id nil="true"/>
  <chembl-id nil="true"/>
  <chemspider-id>27634</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"/>
  <chemdb-id>CHEM000548</chemdb-id>
  <dsstox-id nil="true"/>
  <toxcast-id nil="true"/>
  <stoff-ident-origin nil="true"/>
  <stoff-ident-id nil="true"/>
  <susdat-id>NS00123079</susdat-id>
  <iupac>1-(methylsulfanyl)-4-{2,2,2-trichloro-1-[4-(methylsulfanyl)phenyl]ethyl}benzene</iupac>
</compound>
