<?xml version="1.0" encoding="UTF-8"?>
<compound>
  <id type="integer">105</id>
  <title>T3D0104</title>
  <common-name>Chlorobenzene</common-name>
  <description>Chlorobenzene is an aromatic organic compound with the chemical formula C6H5Cl. This colorless, flammable liquid is a common solvent and a widely used intermediate in the manufacture of other chemicals. Rhodococcus phenolicus is a bacterium species able to degrade chlorobenzene as sole carbon sources. Chlorobenzene exhibits low to moderate toxicity as indicated by its LD50 of 2.9 g/kg. Chronic (long-term) exposure of humans to chlorobenzene affects the central nervous system (CNS).  Signs of neurotoxicity in humans include numbness, cyanosis, hyperesthesia (increased sensation), and muscle spasms.</description>
  <cas>108-90-7</cas>
  <pubchem-id>7964</pubchem-id>
  <chemical-formula>C6H5Cl</chemical-formula>
  <weight>112.007980</weight>
  <appearance>Colorless liquid.</appearance>
  <melting-point>-45.2°C</melting-point>
  <boiling-point>132°C (269.6°F)</boiling-point>
  <density nil="true"/>
  <solubility>0.498 mg/mL at 25°C</solubility>
  <specific-gravity nil="true"/>
  <flash-point nil="true"/>
  <vapour-pressure nil="true"/>
  <route-of-exposure>Oral (L200) ; inhalation (L200)</route-of-exposure>
  <target nil="true"/>
  <mechanism-of-toxicity>The reactive metabolites of chlorobenzene are believed to bind both liver and kidney proteins, causing direct damage. Chlorobenzene also activates nuclear factor-kappa B (NF-kappa B) and p38 mitogen-activated protein kinase, inducing the release of monocyte chemoattractant protein 1 (MCP-1) by lung epithelial cells, causing an inflammatory reponse. (T36, A141)</mechanism-of-toxicity>
  <metabolism>Chlorobenzene is known to be absorbed via ingestion and inhahation. As it is a lipophilic compound, chlorobenzene distributes preferentially to adipose tissue. It is metabolized by cytochrome P-450 enzymes into its major metabolite 4-chlorocatechol. Unchanged chlorobenzene is exhalted and its metabolites are excreted mainly in the urine. (L200)</metabolism>
  <toxicity>LD50: 515 mg/kg (Intraperitoneal, Mouse) (T26)
LD50: 2290 mg/kg (Oral, Rat) (T26)
LD50: 1110 mg/kg (Subcutaneous, Rat) (T26)</toxicity>
  <lethaldose nil="true"/>
  <carcinogenicity>No indication of carcinogenicity to humans (not listed by IARC).</carcinogenicity>
  <use-source>Chlorobenzene is used as a solvent for some pesticide formulations, to degrease automobile parts, and as a chemical intermediate to make several other chemicals. (L200)</use-source>
  <min-risk-level>Intermediate Oral: 0.4 mg/kg/day (L134)</min-risk-level>
  <health-effects>Effects on the central nervous system from breathing chlorobenzene may include unconsciousness and death. Chronic exposure can cause liver and kidney damage. (L200)</health-effects>
  <symptoms>Symptoms of chlorobenzene exposure include headaches, nausea, sleepiness, numbness, and vomiting. Effects on the central nervous system from breathing chlorobenzene include unconsciousness, tremors, restlessness, and death. (L200)</symptoms>
  <treatment>Treatment is mainly symptomatic and supportive. (T36)</treatment>
  <created-at type="dateTime">2009-03-06T18:58:05Z</created-at>
  <updated-at type="dateTime">2014-12-24T20:21:07Z</updated-at>
  <interacting-proteins nil="true"/>
  <wikipedia>http://en.wikipedia.org/wiki/Chlorobenzene</wikipedia>
  <uniprot-id nil="true"/>
  <kegg-compound-id>C06990</kegg-compound-id>
  <omim-id></omim-id>
  <chebi-id>28097</chebi-id>
  <biocyc-id>CPD-1125</biocyc-id>
  <ctd-id>C031294</ctd-id>
  <stitch-id>Chlorobenzene</stitch-id>
  <drugbank-id nil="true"/>
  <pdb-id>8CL</pdb-id>
  <actor-id>300</actor-id>
  <organism nil="true"/>
  <export type="boolean">true</export>
  <metabolizing-proteins nil="true"/>
  <transporting-proteins nil="true"/>
  <moldb-smiles>ClC1=CC=CC=C1</moldb-smiles>
  <moldb-formula>C6H5Cl</moldb-formula>
  <moldb-inchi>InChI=1S/C6H5Cl/c7-6-4-2-1-3-5-6/h1-5H</moldb-inchi>
  <moldb-inchikey>InChIKey=MVPPADPHJFYWMZ-UHFFFAOYSA-N</moldb-inchikey>
  <moldb-average-mass type="decimal">112.557</moldb-average-mass>
  <moldb-mono-mass type="decimal">112.007977867</moldb-mono-mass>
  <origin>Exogenous</origin>
  <state>Liquid</state>
  <logp>2.84</logp>
  <hmdb-id>HMDB41855</hmdb-id>
  <chembl-id>CHEMBL16200</chembl-id>
  <chemspider-id>7676</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 nil="true"/>
  <structure-image-caption nil="true"/>
</compound>
