<?xml version="1.0" encoding="UTF-8"?>
<compound>
  <id type="integer">211</id>
  <title>T3D0210</title>
  <common-name>1,4-Dioxane</common-name>
  <description>1,4-Dioxane (commonly referred to as simply ‘dioxane’) is used as a solvent in the manufacture of other chemicals and as a laboratory reagent. It is a trace contaminant of some chemicals used in cosmetics, detergents, and shampoos. (L1189)</description>
  <cas>123-91-1</cas>
  <pubchem-id>31275</pubchem-id>
  <chemical-formula>C4H8O2</chemical-formula>
  <weight>88.052430</weight>
  <appearance>1,4-Dioxane is a colorless volatile liquid with a faint pleasant odor and mixes easily with water. (L1189)</appearance>
  <melting-point>11.8°C</melting-point>
  <boiling-point>101.1 °C</boiling-point>
  <density>1.033 g/cm³</density>
  <solubility>1000 mg/mL at 20 °C [RIDDICK,JA et al. (1986)]</solubility>
  <specific-gravity nil="true"/>
  <flash-point>5-18 °C</flash-point>
  <vapour-pressure nil="true"/>
  <route-of-exposure>Oral  (L1189) ; inhalation  (L1189) ; dermal (L1189)</route-of-exposure>
  <target nil="true"/>
  <mechanism-of-toxicity>Though the mechanism of toxicity of 1,4-dioxane has not yet been elucidated, it is known that its carcinogenic effects are caused by a non-genotoxic mechanism that is most likely cytotoxic in nature. (L1189, L1881)</mechanism-of-toxicity>
  <metabolism>Exposure to 1,4-dioxane may occur by inhalation, ingestion, and to a lesser extent by dermal contact. 1,4-Dioxane is quickly absorbed and metabolized to beta-hydroxyethoxyacetic acid (HEAA) by mixed-function oxidase enzymes. HEAA can then be converted to 1,4-dioxane-2-one under acidic conditions. Both of these products are rapidly and extensively eliminated in the urine (&gt;95%). Unchanged 1,4-dioxane can also be excreted in the urine and in exhaled air, but mainly after high-dose exposure. (L1189)</metabolism>
  <toxicity>LD50: 1550 mg/kg (Intravenous, Rabbit) (A710)
LD50: 4350 mg/kg (Subcutaneous, Mouse) (A710)
LD50: &gt;8300 mg/kg (Dermal, Rabbit) (A710)
LD50: 2100 mg/kg (Oral, Dog) (A710)
LD50: 799 mg/kg (Intraperitoneal, Rat) (T14)
LC50: 46 g/m3 over 2 hours (Inhalation, Rat) (A710)</toxicity>
  <lethaldose>470 ppm for an adult human. (A711)</lethaldose>
  <carcinogenicity>2B, possibly carcinogenic to humans. (L135)</carcinogenicity>
  <use-source>1,4-Dioxane is primarily used in solvent applications for the manufacturing sector; however, it is also found in fumigants and automotive coolant. 1,4-Dioxane is a byproduct of the ethoxylation process in cosmetics manufacturing, thus many products on the market today contain 1,4-dioxane in very small amounts. However, some cosmetics, detergents, and shampoos may contain 1,4-dioxane at levels higher than recommended by the FDA for other products. 1,4-Dioxane can also be found in tap water, so human exposure to 1,4-dioxane may also occur during activities such as showering, bathing, and laundering. (L1189, L1880)</use-source>
  <min-risk-level nil="true"/>
  <health-effects>1,4-Dioxane for short period of time cause eye and nose irritation at low levels, and severe kidney and liver effects and possibly death at very high levels. For long-term exposure, studies in animals have shown that breathing vapors of 1,4-dioxane, swallowing liquid 1,4-dioxane or contaminated drinking water, or having skin contact with liquid 1,4-dioxane affects mainly the liver and kidneys. Studies in workers did not indicate whether 1,4-dioxane causes cancer, but animal studies suggest that it is a probable human carcinogen. (L1189)</health-effects>
  <symptoms>1,4-Dioxane causes eye and respiratory tract irritation. (L1880)</symptoms>
  <treatment nil="true"/>
  <created-at type="dateTime">2009-03-06T18:58:17Z</created-at>
  <updated-at type="dateTime">2014-12-24T20:21:20Z</updated-at>
  <interacting-proteins nil="true"/>
  <wikipedia>http://en.wikipedia.org/wiki/1,4-Dioxane</wikipedia>
  <uniprot-id nil="true"/>
  <kegg-compound-id>C14440</kegg-compound-id>
  <omim-id></omim-id>
  <chebi-id>47032</chebi-id>
  <biocyc-id></biocyc-id>
  <ctd-id>C025223</ctd-id>
  <stitch-id>1,4-Dioxane</stitch-id>
  <drugbank-id>DB03316</drugbank-id>
  <pdb-id nil="true"/>
  <actor-id>541</actor-id>
  <organism nil="true"/>
  <export type="boolean">true</export>
  <metabolizing-proteins>Cytochrome P450 2E1 (P05181)
(L1189)</metabolizing-proteins>
  <transporting-proteins nil="true"/>
  <moldb-smiles>C1COCCO1</moldb-smiles>
  <moldb-formula>C4H8O2</moldb-formula>
  <moldb-inchi>InChI=1S/C4H8O2/c1-2-6-4-3-5-1/h1-4H2</moldb-inchi>
  <moldb-inchikey>InChIKey=RYHBNJHYFVUHQT-UHFFFAOYSA-N</moldb-inchikey>
  <moldb-average-mass type="decimal">88.1051</moldb-average-mass>
  <moldb-mono-mass type="decimal">88.0524295</moldb-mono-mass>
  <origin>Exogenous</origin>
  <state>Liquid</state>
  <logp nil="true"/>
  <hmdb-id nil="true"/>
  <chembl-id>CHEMBL453716</chembl-id>
  <chemspider-id>29015</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>
