<?xml version="1.0" encoding="UTF-8"?>
<compound>
  <id type="integer">3258</id>
  <title>T3D3216</title>
  <common-name>Ethyl acrylate</common-name>
  <description>Ethyl acrylate is found in pineapple. Ethyl acrylate is a flavouring ingredient Although there are some reports claiming that ethyl acrylate is a carcinogen, major respected bodies regard the evidence of human carcinogenicity as weak and/or inconsistent. The International Agency for Research on Cancer stated, Overall evaluation, Ethyl acrylate is possibly carcinogenic to humans (Group 2B). The United States Environmental Protection Agency (EPA) states, Human studies on occupational exposure to ethyl acrylate&amp;hellip; have suggested a relationship between exposure to the chemical(s) and colorectal cancer, but the evidence is conflicting and inconclusive. In a study by the National Toxicology Program (NTP), increased incidences of squamous cell papillomas and carcinomas of the forestomach were observed in rats and mice exposed via gavage (experimentally placing the chemical in the stomach). However, the NTP recently determined that these data were not relevant to human carcinogenicity and removed ethyl acrylate from its list of carcinogens. (Occupational exposure generally involves exposure that occurs regularly, over an extended period of time). Ethyl acrylate is an organic compound primarily used in the preparation of various polymers. It is a clear liquid with an acrid penetrating odor. The human nose is capable of detecting this odor at a thousand times lower concentration then is considered harmful if continuously exposed for some period of time.</description>
  <cas>140-88-5</cas>
  <pubchem-id>8821</pubchem-id>
  <chemical-formula>C5H8O2</chemical-formula>
  <weight>100.052430</weight>
  <appearance>Clear liquid (T21).</appearance>
  <melting-point>-71.2°C</melting-point>
  <boiling-point>99.4°C (210.9°F)</boiling-point>
  <density nil="true"/>
  <solubility>15 mg/mL at 25°C</solubility>
  <specific-gravity nil="true"/>
  <flash-point nil="true"/>
  <vapour-pressure nil="true"/>
  <route-of-exposure>Inhalation (T21) ; oral (T21) ; dermal (T21) ; eye contact (T21). </route-of-exposure>
  <target nil="true"/>
  <mechanism-of-toxicity>Ethyl acrylate causes gastric lesions depending upon upon the rate of chemical delivery to stomach tissue as a result of interaction of the parent molecule or metabolites (other than hydrolysis products), with subcellular sites in stomach tissue (A2451).</mechanism-of-toxicity>
  <metabolism>Ethyl acrylate is hydrolized to acrylic acid in liver, kidney, and lung homogenates. It is suggested to bind to glutathione spontaneaoulsy and after catalysis by liver glutathione-S-transferase. The major metabolites of ethyl acrylate are mercapturic acids od ethyl acrylate and acrylic acid. Three metabolites were identified in a study: 3-hydroxypropionic acid and two mercapturic acids. N-Acetyl-S-(2-carboxyethyl)cysteine arises by glutathione conjugation of acrylic acid, while N-acetyl-S-(2-carboxyethyl)cysteine ethyl ester derives from the conjugation of intact ethyl acrylate.(A347, A635, A664, ).</metabolism>
  <toxicity>LD50: 760-1020 mg/kg (Oral, Rat) (T59)
LC50: 1000-2000 ppm over 4 hours (Inhalation, Rat) (T20)</toxicity>
  <lethaldose nil="true"/>
  <carcinogenicity>2B, possibly carcinogenic to humans. (L135)</carcinogenicity>
  <use-source>Ethyl acrylate is used in the production of polymers including resins, plastics, rubber, and denture material (L1233).</use-source>
  <min-risk-level nil="true"/>
  <health-effects>Thickened forestomach mucosa, forestomach inflammation and lesions, and abdominal adhesions; swelling of renal tubules and the liver, minor lesions on the liver and lung, and increased kidney weight may result from poisoning (L1242).</health-effects>
  <symptoms>Lethargy and convulsions may occur if vapors are inhaled in high concentrations. Ethyl acrylate is irritating to the mucous membranes of the gastrointestinal tract and respiratory system. Prolonged exposure may produce drowsiness, headache and nausea . Iching of the skin and the face can also occur (T63, T21).</symptoms>
  <treatment>For eye contamination, flush eyes immediately with water. Irrigate each eye continuously with normal saline during transport. Do not use emetics. For ingestion, rinse mouth and administer 5 ml/kg up to 200 ml of water for dilution if the patient can swallow, has a strong gag reflex, and does not drool. Administer activated charcoal. (A569)</treatment>
  <created-at type="dateTime">2009-07-30T17:56:29Z</created-at>
  <updated-at type="dateTime">2026-03-27T00:45:33Z</updated-at>
  <interacting-proteins nil="true"/>
  <wikipedia>http://en.wikipedia.org/wiki/Ethyl_acrylate</wikipedia>
  <uniprot-id nil="true"/>
  <kegg-compound-id>C19238</kegg-compound-id>
  <omim-id></omim-id>
  <chebi-id></chebi-id>
  <biocyc-id>CPD-8095</biocyc-id>
  <ctd-id nil="true"/>
  <stitch-id>Ethyl acrylate</stitch-id>
  <drugbank-id nil="true"/>
  <pdb-id nil="true"/>
  <actor-id>593</actor-id>
  <organism nil="true"/>
  <export type="boolean">true</export>
  <metabolizing-proteins nil="true"/>
  <transporting-proteins nil="true"/>
  <moldb-smiles>CCOC(=O)C=C</moldb-smiles>
  <moldb-formula>C5H8O2</moldb-formula>
  <moldb-inchi>InChI=1S/C5H8O2/c1-3-5(6)7-4-2/h3H,1,4H2,2H3</moldb-inchi>
  <moldb-inchikey>JIGUQPWFLRLWPJ-UHFFFAOYSA-N</moldb-inchikey>
  <moldb-average-mass type="decimal">100.1158</moldb-average-mass>
  <moldb-mono-mass type="decimal">100.0524295</moldb-mono-mass>
  <origin>Exogenous</origin>
  <state>Liquid</state>
  <logp>1.32</logp>
  <hmdb-id>HMDB33978</hmdb-id>
  <chembl-id>CHEMBL52084</chembl-id>
  <chemspider-id>8490</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"/>
  <chemdb-id>CHEM002448</chemdb-id>
  <dsstox-id>DTXSID4020583</dsstox-id>
  <toxcast-id nil="true"/>
  <stoff-ident-origin nil="true"/>
  <stoff-ident-id nil="true"/>
  <susdat-id>NS00006376</susdat-id>
  <iupac>ethyl prop-2-enoate</iupac>
</compound>
