<?xml version="1.0" encoding="UTF-8"?>
<compound>
  <id type="integer">104</id>
  <title>T3D0103</title>
  <common-name>1,3,5-Trinitrobenzene</common-name>
  <description>1,3,5-Trinitrobenzene (1,3,5-TNB) is a synthetic substance that is used in explosives. (L199)</description>
  <cas>99-35-4</cas>
  <pubchem-id>7434</pubchem-id>
  <chemical-formula>C6H3N3O6</chemical-formula>
  <weight>213.002180</weight>
  <appearance>Yellow solid.</appearance>
  <melting-point>121.5°C</melting-point>
  <boiling-point nil="true"/>
  <density nil="true"/>
  <solubility>0.278 mg/mL at 15 °C [YALKOWSKY,SH &amp; DANNENFELSER,RM (1992)]</solubility>
  <specific-gravity nil="true"/>
  <flash-point nil="true"/>
  <vapour-pressure nil="true"/>
  <route-of-exposure>Oral (L199); inhalation (L199) ;  dermal (L199) </route-of-exposure>
  <target nil="true"/>
  <mechanism-of-toxicity>In the red blood cell, 1,3,5-TNB induces formation of methemoglobin, leading to cyanosis. Reduction of the nitrogroup(s) of 1,3,5-TNB produces reactive nitroaromatic radical anions which redox cycle to produce other reactive species such as superoxide anion. Redox cycling of these intermediates probably causes the methemoglobinemia. 1,3,5-TNB may also exert neurotoxic effects by damaging the blood-brain barrier.(L199, A136)</mechanism-of-toxicity>
  <metabolism>1,3,5-Trinitrobenzene is absorbed via oral, inhalation, and dermal routes and is believed to penetrate the red blood cell membrane. The metabolism of 1,3,5-TNB includes both oxidative and reductive biotransformations, followed by conjugation. The main route of excretion of 1,3,5-TNB metabolites is the urine. (L199)</metabolism>
  <toxicity>LD50: 250 mg/kg (Oral, Rat) (T13)
LD50: 32 mg/kg (Intravenous, Mouse) (T13)</toxicity>
  <lethaldose nil="true"/>
  <carcinogenicity>No indication of carcinogenicity to humans (not listed by IARC).</carcinogenicity>
  <use-source>1,3,5-Trinitrobenzene is used in explosives. Waste discharges from army ammunitions plants or other chemical manufacturers are the primary sources for release into the air, water, and soil. (L199)</use-source>
  <min-risk-level nil="true"/>
  <health-effects>Chronic exposure to 1,3,5-trinitrobenzene can cause a reduction (or loss) in the number of red blood cells (anemia). 1,3,5-TNB may also have neurotoxic effects. (L199, A136)</health-effects>
  <symptoms>Exposure to high concentrations of 1,3,5-trinitrobenzene can reduce the ability of blood to carry oxygen and can cause skin bluishing. Other symptoms nclude headache, nausea, and dizziness. (L199)</symptoms>
  <treatment>Treatment is mainly symptomatic and may include gastric lavage and/or the administration of activated charcoal. Benzodiazepine may be administered if seizures occur. If methemoglobinemia is evident, 1 to 2 mg/kg of 1% methylene blue should be administered via IV. (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/1,3,5-Trinitrobenzene</wikipedia>
  <uniprot-id nil="true"/>
  <kegg-compound-id></kegg-compound-id>
  <omim-id></omim-id>
  <chebi-id>48113</chebi-id>
  <biocyc-id></biocyc-id>
  <ctd-id>C029222</ctd-id>
  <stitch-id>1,3,5-Trinitrobenzene</stitch-id>
  <drugbank-id nil="true"/>
  <pdb-id nil="true"/>
  <actor-id>1437</actor-id>
  <organism nil="true"/>
  <export type="boolean">true</export>
  <metabolizing-proteins nil="true"/>
  <transporting-proteins nil="true"/>
  <moldb-smiles>[O-][N+](=O)C1=CC(=CC(=C1)[N+]([O-])=O)[N+]([O-])=O</moldb-smiles>
  <moldb-formula>C6H3N3O6</moldb-formula>
  <moldb-inchi>InChI=1S/C6H3N3O6/c10-7(11)4-1-5(8(12)13)3-6(2-4)9(14)15/h1-3H</moldb-inchi>
  <moldb-inchikey>InChIKey=UATJOMSPNYCXIX-UHFFFAOYSA-N</moldb-inchikey>
  <moldb-average-mass type="decimal">213.1045</moldb-average-mass>
  <moldb-mono-mass type="decimal">213.002184843</moldb-mono-mass>
  <origin>Exogenous</origin>
  <state>Solid</state>
  <logp nil="true"/>
  <hmdb-id nil="true"/>
  <chembl-id nil="true"/>
  <chemspider-id>13873689</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>
