<?xml version="1.0" encoding="UTF-8"?>
<compound>
  <id type="integer">1914</id>
  <title>T3D1910</title>
  <common-name>2,3-Dichloropropene</common-name>
  <description>2,3-dichloropropene is a straw-colored liquid  form of dichloropropene (L893).</description>
  <cas>78-88-6</cas>
  <pubchem-id>6565</pubchem-id>
  <chemical-formula>C3H4Cl2</chemical-formula>
  <weight>109.969010</weight>
  <appearance>Straw-colored liquid (L893).</appearance>
  <melting-point>10°C</melting-point>
  <boiling-point nil="true"/>
  <density nil="true"/>
  <solubility>2.15 mg/mL at 25°C [MACKAY,D &amp; SHIU,WY (1981)]</solubility>
  <specific-gravity nil="true"/>
  <flash-point nil="true"/>
  <vapour-pressure nil="true"/>
  <route-of-exposure>Inhalation (L893) ; oral (L893) ; dermal (L893) ;  eye contact (L893).</route-of-exposure>
  <target nil="true"/>
  <mechanism-of-toxicity>The primary toxic effects of 2,3-dichloropropene are portal-of-entry effects resulting from the chemical reactivity of the compound and its physicochemical properties. Repeated irritation results in a hyperplastic response in the target tissues. It is likely that depletion of glutathione would block the major detoxification pathway for 2,3-dichloropropene, resulting in increased toxicity of organs such as the liver and kidney because of binding of reactive intermediates to macromolecules in cells (L893).</mechanism-of-toxicity>
  <metabolism>The major pathway is a detoxifying conjugation to glutathione, leading to the elimination of mercapturicacid metabolites in the urine. Two secondary pathways result in the formation of mutagenic metabolites. One involves cytochrome P450-induced formation of an epoxide that undergoes spontaneous rearrangement to form the mutagen 1,3-dichloroacetone. The other involves hydrolysis and dechlorination to form an intermediate(2-chloroallyl alcohol) that can either be detoxified by conjugation to glucuronic acid or bioactivated byalcohol dehydrogenase to form the mutagen 2-chloroacrolein. It is evident that depletion of glutathione stores, more likely to occur under bolus exposure conditions, would result in the formation of proportionally more mutagenic metabolites (L893).</metabolism>
  <toxicity>LD50: 285 mg/kg (Oral, Rat) (L893)
LD50: 1913 mg/kg (Dermal, Rat) (L893)</toxicity>
  <lethaldose nil="true"/>
  <carcinogenicity>No indication of carcinogenicity (not listed by IARC). (L135)</carcinogenicity>
  <use-source>Breathing in contaminated air; drinking contaminated water; eating contaminated food; dermal and eye exposure (L893).</use-source>
  <min-risk-level>Acute Inhalation: 0.002 ppm (Rabbit) (L893)</min-risk-level>
  <health-effects>Ingestion of 2,3-D can lead to developed gastrointestinal distress, adult respiratory distress syndrome, hematological and hepatorenal functional impairment,  acute gastrointestinal distress with pulmonary congestion and edema, central nervous depression, perhaps even in the absence of impaired oxygen uptake. Moreover, this can lead to death. Coma may occur rapidly after inhalation. Severe skin irritation with marked inflammatory response of epidermis can underlying tissues can follow dermal exposure. By any route, possible late injuries to liver, kidneys and heart (T48). </health-effects>
  <symptoms>Symptoms occuring after inhalation include gasping, refusal to breathe, coughing, substernal pain; lacrimation and headache are prominant. After inhalation exposures, malaise, headache, chest and abdominal discomfort and irritability can persist during weeks or years. Moreover, Irritation of eyes and upper respiratory mucosa appears promptly after exposure to concentrated vapors.  Ingestion can cause cough, sore throat, headache, dizziness, nausea, vomiting, unconsciousness, and laboured breathing (T48, L893).</symptoms>
  <treatment>Following oral exposure, administer charcoal as a slurry. Monitor liver and kidney function; elevations may not be seen for several days. Following eye exposure, irrigate exposed eyes with copious amounts of room temperature water for at least 15 minutes. If irritation, pain, swelling, lacrimation, or photophobia persist, the patient should be seen in a health care facility. Following dermal exposure,  remove contaminated clothing and wash exposed area thoroughly with soap and water. Following inhalation, move patient to fresh air, even though initial symptoms and signs are mild; keep the victim quiet, in a semi-reclining position. Minimum physical activity limits the likehood of pulmonary edema. If victim is not breathing, clear the airway of secretions and resuscitate with positive pressure oxygen apparatus. If this is not available, use chest compression to sustain respiration. (T36, A568)</treatment>
  <created-at type="dateTime">2009-06-24T15:20:02Z</created-at>
  <updated-at type="dateTime">2014-12-24T20:24:52Z</updated-at>
  <interacting-proteins>Cytochrome P450  (L893); Glutathione-S-Trasferase(L893); </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>CPD-9112</biocyc-id>
  <ctd-id>C043065</ctd-id>
  <stitch-id>2,3-Dichloropropene</stitch-id>
  <drugbank-id nil="true"/>
  <pdb-id nil="true"/>
  <actor-id>6801</actor-id>
  <organism nil="true"/>
  <export type="boolean">true</export>
  <metabolizing-proteins>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) 
(L893)</metabolizing-proteins>
  <transporting-proteins nil="true"/>
  <moldb-smiles>ClCC(Cl)=C</moldb-smiles>
  <moldb-formula>C3H4Cl2</moldb-formula>
  <moldb-inchi>InChI=1S/C3H4Cl2/c1-3(5)2-4/h1-2H2</moldb-inchi>
  <moldb-inchikey>InChIKey=FALCMQXTWHPRIH-UHFFFAOYSA-N</moldb-inchikey>
  <moldb-average-mass type="decimal">110.97</moldb-average-mass>
  <moldb-mono-mass type="decimal">109.969005542</moldb-mono-mass>
  <origin>Exogenous</origin>
  <state>Liquid</state>
  <logp nil="true"/>
  <hmdb-id nil="true"/>
  <chembl-id>CHEMBL156075</chembl-id>
  <chemspider-id>6317</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>
