<?xml version="1.0" encoding="UTF-8"?>
<compound>
  <version>1.0</version>
  <creation_date>2016-05-19 02:08:22 UTC</creation_date>
  <update_date>2026-08-23 04:20:27 UTC</update_date>
  <accession/>
  <common_name>GAMMA-HEXALACTONE</common_name>
  <class>SmallMolecule</class>
  <description>GAMMA-HEXALACTONE is an organic compound with the formula C6H10O2 and an average molecular weight of 114.14 g/mol. GAMMA-HEXALACTONE belongs to the gamma butyrolactones, a subclass of lactones within the organic compounds. In industrial applications, this organoheterocyclic compound is utilized as a fragrance, a deodorizer, and as a nutrient and flavouring agent.

The compound is found in or released from 27 recorded sources. Within the category of electrical and electronic equipment, it is associated with antennas, coils, electric switches, electrically stimulated smoking devices, emergency protective devices, and four additional sources. In household cleaning and consumer products, it is found in perfumes within detergents and soaps, cigar cigarettes, pipe accessories, non electric simulated smoking devices, other smoking requisites, and four more sources. Its presence in food, food processing, and cookware includes processing meats, food contact materials, fermentation processes for beer, the preparation of wort, and the preparation of wine or sparkling wine, among one other source. Additionally, it is found in building and construction materials such as tents or canopies and ceilings, as well as in indoor air via air, dust, and atmospheric transport. Recorded exposure routes for GAMMA-HEXALACTONE include oral, inhalation, and touch.</description>
  <categories/>
  <types/>
  <synonyms>
    <synonym>(±)-5-Ethyldihydro-2(3H)-furanone</synonym>
    <synonym>2(3H)-Furanone, 5-ethyldihydro-</synonym>
    <synonym>4-Ethyl-gamma-butyrolactone</synonym>
    <synonym>5-ethyloxolan-2-one</synonym>
    <synonym>Gamma-Caprolactone</synonym>
    <synonym>gamma-Caprolactone</synonym>
    <synonym>xi-5-Ethyldihydro-2(3H)-furanone</synonym>
  </synonyms>
  <chemical_formula>C6H10O2</chemical_formula>
  <average_molecular_weight>114.1424</average_molecular_weight>
  <monisotopic_moleculate_weight>114.068079564</monisotopic_moleculate_weight>
  <iupac_name>5-ethyloxolan-2-one</iupac_name>
  <traditional_iupac>gamma-hexalactone</traditional_iupac>
  <cas_registry_number>695-06-7</cas_registry_number>
  <smiles>CCC1CCC(=O)O1</smiles>
  <inchi>InChI=1S/C6H10O2/c1-2-5-3-4-6(7)8-5/h5H,2-4H2,1H3</inchi>
  <inchikey>JBFHTYHTHYHCDJ-UHFFFAOYSA-N</inchikey>
  <taxonomy>
    <kingdom>Organic compounds</kingdom>
    <super_class>Organoheterocyclic compounds</super_class>
    <class>Lactones</class>
    <sub_class>Gamma butyrolactones</sub_class>
    <direct_parent>Gamma butyrolactones</direct_parent>
    <alternate_parents>
      <alternative_parent>Carbonyl compounds</alternative_parent>
      <alternative_parent>Carboxylic acid esters</alternative_parent>
      <alternative_parent>Hydrocarbon derivatives</alternative_parent>
      <alternative_parent>Monocarboxylic acids and derivatives</alternative_parent>
      <alternative_parent>Organic oxides</alternative_parent>
      <alternative_parent>Oxacyclic compounds</alternative_parent>
      <alternative_parent>Tetrahydrofurans</alternative_parent>
    </alternate_parents>
    <substituents>
      <substituent>Aliphatic heteromonocyclic compound</substituent>
      <substituent>Carbonyl group</substituent>
      <substituent>Carboxylic acid derivative</substituent>
      <substituent>Carboxylic acid ester</substituent>
      <substituent>Gamma butyrolactone</substituent>
      <substituent>Hydrocarbon derivative</substituent>
      <substituent>Monocarboxylic acid or derivatives</substituent>
      <substituent>Organic oxide</substituent>
      <substituent>Organic oxygen compound</substituent>
      <substituent>Organooxygen compound</substituent>
      <substituent>Oxacycle</substituent>
      <substituent>Tetrahydrofuran</substituent>
    </substituents>
    <molecular_framework>Aliphatic heteromonocyclic compounds</molecular_framework>
    <descriptors>
      <descriptor>Lactones</descriptor>
      <descriptor>butan-4-olide</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>0.7</value>
    </property>
  </experimental_properties>
  <predicted_properties>
    <property>
      <kind>logp</kind>
      <value>0.77</value>
      <source>ALOGPS</source>
    </property>
    <property>
      <kind>logs</kind>
      <value>-0.71</value>
      <source>ALOGPS</source>
    </property>
    <property>
      <kind>solubility</kind>
      <value>2.24e+01 g/l</value>
      <source>ALOGPS</source>
    </property>
    <property>
      <kind>logp</kind>
      <value>1.09</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>pka_strongest_basic</kind>
      <value>-7</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>iupac</kind>
      <value>5-ethyloxolan-2-one</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>average_mass</kind>
      <value>114.1424</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>mono_mass</kind>
      <value>114.068079564</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>smiles</kind>
      <value>CCC1CCC(=O)O1</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>formula</kind>
      <value>C6H10O2</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>inchi</kind>
      <value>InChI=1S/C6H10O2/c1-2-5-3-4-6(7)8-5/h5H,2-4H2,1H3</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>inchikey</kind>
      <value>JBFHTYHTHYHCDJ-UHFFFAOYSA-N</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>polar_surface_area</kind>
      <value>26.3</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>refractivity</kind>
      <value>29.25</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>polarizability</kind>
      <value>12.16</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>rotatable_bond_count</kind>
      <value>1</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>acceptor_count</kind>
      <value>1</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>donor_count</kind>
      <value>0</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>physiological_charge</kind>
      <value>0</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>formal_charge</kind>
      <value>0</value>
      <source>ChemAxon</source>
    </property>
  </predicted_properties>
  <route_of_exposure/>
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  <metabolism/>
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  <use_source/>
  <min_risk_level/>
  <health_effects>#&lt;HealthEffect::ActiveRecord_Associations_CollectionProxy:0x00007f3bb3a44b10&gt;</health_effects>
  <symptoms/>
  <treatment/>
  <drugbank_id/>
  <hmdb_id/>
  <pubchem_compound_id>12756</pubchem_compound_id>
  <chembl_id/>
  <chemspider_id>12232</chemspider_id>
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</compound>
