<?xml version="1.0" encoding="UTF-8"?>
<compound>
  <version>1.0</version>
  <creation_date>2016-05-19 04:01:40 UTC</creation_date>
  <update_date>2026-08-25 16:29:50 UTC</update_date>
  <accession/>
  <common_name>Trimellitic Anhydride</common_name>
  <class>SmallMolecule</class>
  <description>Trimellitic Anhydride (C9H4O5) is an organic compound with an average molecular weight of 192.13 g/mol. Trimellitic Anhydride belongs to the benzofuranones, a subclass of benzofurans within the organic compounds.

This compound is found in or released from 32 recorded sources. These include household cleaning and consumer products such as soap detergents, perfumes within detergents and soaps, cigar cigarettes, and tobacco smoke filters. It is also associated with food, food processing and cookware, specifically processing meats, food preservation, and fermentation processes for beer. Within building and construction, it is found in roofs, floors, ceilings, and tents or canopies. It is present in drinking water and water supply, as well as electrical and electronic equipment, including coils, antennas, communication cables or conductors, auxiliary devices, and conductors or conductive bodies characterised by the conductive materials, among 15 more.

The recorded exposure routes for trimellitic anhydride include oral intake, while inhalation is an exposure route supported by literature (PMC2978643). Regarding health effects, the compound is associated with asthma (PMC2978643).</description>
  <categories/>
  <types/>
  <synonyms>
    <synonym>1,2,4-Benzenetricarboxylic acid, cyclic-1,2-anhydride</synonym>
    <synonym>1,3-dioxo-1,3-dihydro-2-benzofuran-5-carboxylic acid</synonym>
    <synonym>benzene-1,2,4-tricarboxylic acid 1,2-anhydride</synonym>
  </synonyms>
  <chemical_formula>C9H4O5</chemical_formula>
  <average_molecular_weight>192.126</average_molecular_weight>
  <monisotopic_moleculate_weight>192.005873229</monisotopic_moleculate_weight>
  <iupac_name>1,3-dioxo-1,3-dihydro-2-benzofuran-5-carboxylic acid</iupac_name>
  <traditional_iupac>trimellitic anhydride</traditional_iupac>
  <cas_registry_number>552-30-7</cas_registry_number>
  <smiles>OC(=O)C1=CC2=C(C=C1)C(=O)OC2=O</smiles>
  <inchi>InChI=1S/C9H4O5/c10-7(11)4-1-2-5-6(3-4)9(13)14-8(5)12/h1-3H,(H,10,11)</inchi>
  <inchikey>SRPWOOOHEPICQU-UHFFFAOYSA-N</inchikey>
  <taxonomy>
    <kingdom>Organic compounds</kingdom>
    <super_class>Organoheterocyclic compounds</super_class>
    <class>Benzofurans</class>
    <sub_class>Benzofuranones</sub_class>
    <direct_parent>Phthalic anhydrides</direct_parent>
    <alternate_parents>
      <alternative_parent>Benzenoids</alternative_parent>
      <alternative_parent>Carboxylic acid anhydrides</alternative_parent>
      <alternative_parent>Carboxylic acids</alternative_parent>
      <alternative_parent>Hydrocarbon derivatives</alternative_parent>
      <alternative_parent>Isobenzofuranones</alternative_parent>
      <alternative_parent>Organic oxides</alternative_parent>
      <alternative_parent>Organooxygen compounds</alternative_parent>
      <alternative_parent>Oxacyclic compounds</alternative_parent>
      <alternative_parent>Tricarboxylic acids and derivatives</alternative_parent>
    </alternate_parents>
    <substituents>
      <substituent>Aromatic heteropolycyclic compound</substituent>
      <substituent>Benzenoid</substituent>
      <substituent>Carboxylic acid</substituent>
      <substituent>Carboxylic acid anhydride</substituent>
      <substituent>Carboxylic acid derivative</substituent>
      <substituent>Hydrocarbon derivative</substituent>
      <substituent>Isobenzofuranone</substituent>
      <substituent>Isocoumaran</substituent>
      <substituent>Organic oxide</substituent>
      <substituent>Organic oxygen compound</substituent>
      <substituent>Organooxygen compound</substituent>
      <substituent>Oxacycle</substituent>
      <substituent>Phthalic anhydride</substituent>
      <substituent>Phthalic_anhydride</substituent>
      <substituent>Tricarboxylic acid or derivatives</substituent>
    </substituents>
    <molecular_framework>Aromatic heteropolycyclic compounds</molecular_framework>
    <descriptors>
      <descriptor>2-benzofurans</descriptor>
      <descriptor>cyclic dicarboxylic anhydride</descriptor>
      <descriptor>dioxo monocarboxylic acid</descriptor>
    </descriptors>
  </taxonomy>
  <status>Detected and Not Quantified</status>
  <origin/>
  <cellular_locations/>
  <biofluid_locations/>
  <tissue_locations/>
  <pathways/>
  <state/>
  <appearance/>
  <experimental_properties>
    <property>
      <kind>logp</kind>
      <value>0.8</value>
    </property>
  </experimental_properties>
  <predicted_properties>
    <property>
      <kind>logp</kind>
      <value>0.98</value>
      <source>ALOGPS</source>
    </property>
    <property>
      <kind>logs</kind>
      <value>-1.82</value>
      <source>ALOGPS</source>
    </property>
    <property>
      <kind>solubility</kind>
      <value>2.89e+00 g/l</value>
      <source>ALOGPS</source>
    </property>
    <property>
      <kind>logp</kind>
      <value>1.08</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>pka_strongest_acidic</kind>
      <value>3.38</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>pka_strongest_basic</kind>
      <value>-6.9</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>iupac</kind>
      <value>1,3-dioxo-1,3-dihydro-2-benzofuran-5-carboxylic acid</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>average_mass</kind>
      <value>192.126</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>mono_mass</kind>
      <value>192.005873229</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>smiles</kind>
      <value>OC(=O)C1=CC2=C(C=C1)C(=O)OC2=O</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>formula</kind>
      <value>C9H4O5</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>inchi</kind>
      <value>InChI=1S/C9H4O5/c10-7(11)4-1-2-5-6(3-4)9(13)14-8(5)12/h1-3H,(H,10,11)</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>inchikey</kind>
      <value>SRPWOOOHEPICQU-UHFFFAOYSA-N</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>polar_surface_area</kind>
      <value>80.67</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>refractivity</kind>
      <value>44.62</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>polarizability</kind>
      <value>16.41</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>rotatable_bond_count</kind>
      <value>1</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>acceptor_count</kind>
      <value>4</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>donor_count</kind>
      <value>1</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>physiological_charge</kind>
      <value>-1</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>formal_charge</kind>
      <value>0</value>
      <source>ChemAxon</source>
    </property>
  </predicted_properties>
  <route_of_exposure/>
  <mechanism_of_toxicity/>
  <metabolism/>
  <toxicity/>
  <lethaldose/>
  <carcinogenicity/>
  <use_source/>
  <min_risk_level/>
  <health_effects>#&lt;HealthEffect::ActiveRecord_Associations_CollectionProxy:0x00007f3baf3db2c8&gt;</health_effects>
  <symptoms/>
  <treatment/>
  <drugbank_id/>
  <hmdb_id/>
  <pubchem_compound_id>11089</pubchem_compound_id>
  <chembl_id/>
  <chemspider_id>10618</chemspider_id>
  <kegg_id/>
  <uniprot_id/>
  <omim_id/>
  <chebi_id/>
  <biocyc_id/>
  <ctd_id/>
  <stitch_id/>
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  <pdb_id/>
  <wikipidia/>
  <general_references/>
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</compound>
