<?xml version="1.0" encoding="UTF-8"?>
<compound>
  <id type="integer">80</id>
  <title>T3D0079</title>
  <common-name>1,1-Dichloroethene</common-name>
  <description>1,1-Dichloroethene is a manufactured organochloride compound. It is used in the production of certain plastics as a comonomer in the polymerization of vinyl chloride, acrylonitrile, and acrylates. It is also used to make flame retardant coatings for fiber and carpet backings, and in piping, coating for steel pipes, and in adhesive applications. (L185, L186)</description>
  <cas>75-35-4</cas>
  <pubchem-id>6366</pubchem-id>
  <chemical-formula>C2H2Cl2</chemical-formula>
  <weight>95.953360</weight>
  <appearance nil="true"/>
  <melting-point>-122.5°C</melting-point>
  <boiling-point>32°C</boiling-point>
  <density nil="true"/>
  <solubility>2.42 mg/mL at 25 °C [HORVATH,AL et al. (1999)]</solubility>
  <specific-gravity nil="true"/>
  <flash-point nil="true"/>
  <vapour-pressure nil="true"/>
  <route-of-exposure>Oral  (L16) ; inhalation  (L16) ; dermal (L16)</route-of-exposure>
  <target nil="true"/>
  <mechanism-of-toxicity>1,1-Dichloroethene toxicity is caused by its reactive metabolites, which include epoxides, acyl chlorides, and halogenated aldehydes generated via oxidation by cytochrome P-450 2E1. These metabolites, especially 2,2-dichloroacetaldehyde and 2-chloroacetyl chloride, damage the liver by binding to cellular macromolecules. They also form glutathione S conjugates by the action of glutathione S-transferases located in the hepatic cytosol and microsomes. These are delivered to the kidney, where renal processing by beta-lyase and cysteine conjugate S-oxidase lead to nephrotoxic products. The metabolites are also known to damage the bronchiolar Clara cells in the lung. (L185)</mechanism-of-toxicity>
  <metabolism>1,1-Dichloroethene is absorbed via oral, inhalation, and dermal routes. It is rapidly distributed in the body, mainly to the liver and kidneys. Hepatic microsomal cytochrome P-450 enzymes metabolize 1,1-dichloroethene into its toxic metabolites, which include epoxides, acyl chlorides, and halogenated aldehydes. The main metabolites are believed to be 2,2-dichloroacetaldehyde and 2-chloroacetyl chloride. These are later detoxified by hydroxylation and conjugation with glutathione. Excretion of 1,1-dichloroethene metabolites occurs primarily in the urine and exhaled air. (L185)</metabolism>
  <toxicity>LD50: 200 mg/kg (Oral, Rat) (T14)
LC50: 6350 ppm/4 hr (Inhalation, Rat) (T14)</toxicity>
  <lethaldose nil="true"/>
  <carcinogenicity>3, not classifiable as to its carcinogenicity to humans. (L135)</carcinogenicity>
  <use-source>1,1-Dichloroethene is used in the production of certain plastics as a comonomer in the polymerization of vinyl chloride, acrylonitrile, and acrylates. It is also used to make flame retardant coatings for fiber and carpet backings, and in piping, coating for steel pipes, and in adhesive applications. (L185, T14)</use-source>
  <min-risk-level>Intermediate Inhalation: 0.02 ppm (L134)
Chronic Oral: 0.009 mg/kg/day (L134)</min-risk-level>
  <health-effects>1,1-Dichloroethene mainly affects the central nervous system. It may lead to sedation, inebriation, convulsions, spasms, and unconsciousness. 1,1-Dichloroethene may also damage the livers, kidneys, and lungs. (L185, L186)</health-effects>
  <symptoms>1,1-Dichloroethene mainly affects the central nervous system and may lead to sedation, inebriation, convulsions, spasms, and unconsciousness. It also irritates the respiratory tract, eyes, and skin upon contact. (L185)</symptoms>
  <treatment>Treatment of 1,1-dichloroethene poisoning is mainly symptomatic. It may include respiratory assistance, gastric lavage, and/or the oral administration of activated charcoal. (L187)</treatment>
  <created-at type="dateTime">2009-03-06T18:58:02Z</created-at>
  <updated-at type="dateTime">2014-12-24T20:21:03Z</updated-at>
  <interacting-proteins>Cytochrome P450 2E1 (P05181) Glutathione S-transferase P (P09211) Glutathione S-transferase Mu 1 (P09488) Glutathione S-transferase A1 (P08263) Glutathione S-transferase theta-2 (P30712) Glutathione S-transferase Mu 4 (Q03013) Glutathione S-transferase theta-1 (P30711) Glutathione S-transferase A4 (O15217) Glutathione S-transferase A2 (P09210) Glutathione S-transferase A3 (Q16772) Glutathione S-transferase Mu 3 (P21266) Glutathione S-transferase omega-1 (P78417) Glutathione S-transferase kappa 1 (Q9Y2Q3) Glutathione S-transferase Mu 2 (P28161) Glutathione S-transferase omega-2 (Q9H4Y5) Glutathione S-transferase A5 (Q7RTV2) Glutathione S-transferase Mu 5 (P46439) Glutathione S-transferase theta-4 (A8MPT4) Maleylacetoacetate isomerase (O43708) Microsomal glutathione S-transferase 1 (P10620) Microsomal glutathione S-transferase 2 (Q99735) Microsomal glutathione S-transferase 3 (O14880) (L185)</interacting-proteins>
  <wikipedia nil="true"/>
  <uniprot-id nil="true"/>
  <kegg-compound-id>C14039</kegg-compound-id>
  <omim-id></omim-id>
  <chebi-id>34031</chebi-id>
  <biocyc-id>11-DCE</biocyc-id>
  <ctd-id>C029297</ctd-id>
  <stitch-id>1,1-Dichloroethene</stitch-id>
  <drugbank-id nil="true"/>
  <pdb-id nil="true"/>
  <actor-id>1470</actor-id>
  <organism nil="true"/>
  <export type="boolean">true</export>
  <metabolizing-proteins>Cytochrome P450 2E1 (P05181) 
Glutathione S-transferase P (P09211) 
Glutathione S-transferase Mu 1 (P09488) 
Glutathione S-transferase A1 (P08263) 
Glutathione S-transferase theta-2 (P30712) 
Glutathione S-transferase Mu 4 (Q03013) 
Glutathione S-transferase theta-1 (P30711) 
Glutathione S-transferase A4 (O15217) 
Glutathione S-transferase A2 (P09210) 
Glutathione S-transferase A3 (Q16772) 
Glutathione S-transferase Mu 3 (P21266) 
Glutathione S-transferase omega-1 (P78417) 
Glutathione S-transferase kappa 1 (Q9Y2Q3) 
Glutathione S-transferase Mu 2 (P28161) 
Glutathione S-transferase omega-2 (Q9H4Y5) 
Glutathione S-transferase A5 (Q7RTV2) 
Glutathione S-transferase Mu 5 (P46439) 
Glutathione S-transferase theta-4 (A8MPT4) 
Maleylacetoacetate isomerase (O43708) 
Microsomal glutathione S-transferase 1 (P10620) 
Microsomal glutathione S-transferase 2 (Q99735) 
Microsomal glutathione S-transferase 3 (O14880) 
(L185)</metabolizing-proteins>
  <transporting-proteins nil="true"/>
  <moldb-smiles>ClC(Cl)=C</moldb-smiles>
  <moldb-formula>C2H2Cl2</moldb-formula>
  <moldb-inchi>InChI=1S/C2H2Cl2/c1-2(3)4/h1H2</moldb-inchi>
  <moldb-inchikey>InChIKey=LGXVIGDEPROXKC-UHFFFAOYSA-N</moldb-inchikey>
  <moldb-average-mass type="decimal">96.943</moldb-average-mass>
  <moldb-mono-mass type="decimal">95.953355478</moldb-mono-mass>
  <origin>Exogenous</origin>
  <state>Liquid</state>
  <logp nil="true"/>
  <hmdb-id nil="true"/>
  <chembl-id>CHEMBL156455</chembl-id>
  <chemspider-id>13835316</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>
