<?xml version="1.0" encoding="UTF-8"?>
<compound>
  <version>1.0</version>
  <creation_date>2010-04-08 22:04:42 UTC</creation_date>
  <update_date>2025-11-18 22:23:08 UTC</update_date>
  <accession>FDB000776</accession>
  <name>5-Methyl-2(3H)-furanone</name>
  <description>Flavouring for baked goods, milk and meat produts</description>
  <synonyms>
    <synonym>&amp;alpha;-angelic lactone</synonym>
    <synonym>&amp;alpha;-angelica lactone</synonym>
    <synonym>&amp;alpha;(&amp;alpha;-angelica lactone</synonym>
    <synonym>&amp;beta;,&amp;laquo;gamma&amp;raquo;-angelica lactone</synonym>
    <synonym>&amp;laquo;delta&amp;raquo;2-Angelica lactone</synonym>
    <synonym>2,3-Dihydro-5-methyl-2-furanone</synonym>
    <synonym>2(3H)-Furanone, 5-methyl-</synonym>
    <synonym>3-Pentenoic acid, 4-hydroxy-, &amp;laquo;gamma&amp;raquo;-lactone</synonym>
    <synonym>3-Pentenoic acid, 4-hydroxy-, gamma-lactone</synonym>
    <synonym>3-Pentenoic acid, 4-hydroxy-, laquo gammaraquo -lactone</synonym>
    <synonym>3-PENTENOIC ACID,4-HYDROXY,LACTONE ALPHA-ANGELICA-LACTONE</synonym>
    <synonym>4-Hydroxy-3-pentenoic acid &amp;laquo;gamma&amp;raquo;-lactone</synonym>
    <synonym>4-Hydroxy-3-pentenoic acid g-lactone</synonym>
    <synonym>4-hydroxy-3-pentenoic acid gamma-lactone</synonym>
    <synonym>4-hydroxy-3-pentenoic acid lactone</synonym>
    <synonym>4-Hydroxy-3-pentenoic acid laquo gammaraquo -lactone</synonym>
    <synonym>4-Hydroxy-3-pentenoic acid, gamma-lactone</synonym>
    <synonym>4-Hydroxypent-3-enoic acid lactone</synonym>
    <synonym>5-Methyl-2(3H)-furanone (&amp;alpha;-angelicalactone)</synonym>
    <synonym>5-Methyl-2(3H)-furanone (alpha -angelicalactone)</synonym>
    <synonym>5-Methylfuran-2(3H)-one</synonym>
    <synonym>a-Angelica lactone</synonym>
    <synonym>alpha-Angelic lactone</synonym>
    <synonym>Alpha-angelica lactone</synonym>
    <synonym>Alpha-angelicalacton</synonym>
    <synonym>Alpha-angelicalactone</synonym>
    <synonym>alpha(alpha-Angelica lactone</synonym>
    <synonym>alpha(beta,gamma or delta2)-Angelica lactone</synonym>
    <synonym>Angelic lactone</synonym>
    <synonym>Angelica lactone</synonym>
    <synonym>Beta,gamma-angelica lactone</synonym>
    <synonym>beta,Laquo gammaraquo -angelica lactone</synonym>
    <synonym>D2-Angelica lactone</synonym>
    <synonym>Delta(2)-angelica lactone</synonym>
    <synonym>delta(sup 2)-Angelica lactone</synonym>
    <synonym>FEMA 3293</synonym>
    <synonym>Gamma-methyl-beta,gamma-crotonolactone</synonym>
    <synonym>Laquo deltaraquo 2-angelica lactone</synonym>
    <synonym>Penten-3-oic acid, 4-hydroxy-, &amp;laquo;gamma&amp;raquo;-lactone</synonym>
    <synonym>PENTEN-3-OIC ACID, 4-HYDROXY-, GAMMA-LACTONE</synonym>
    <synonym>Penten-3-Oic acid, 4-hydroxy-, laquo gammaraquo -lactone</synonym>
  </synonyms>
  <chemical_formula>C5H6O2</chemical_formula>
  <average_molecular_weight>98.0999</average_molecular_weight>
  <monisotopic_moleculate_weight>98.036779436</monisotopic_moleculate_weight>
  <iupac_name>5-methyl-2,5-dihydrofuran-2-one</iupac_name>
  <traditional_iupac>α,β-angelica lactone</traditional_iupac>
  <cas_registry_number>591-12-8</cas_registry_number>
  <smiles>CC1OC(=O)C=C1</smiles>
  <inchi>InChI=1S/C5H6O2/c1-4-2-3-5(6)7-4/h2-4H,1H3</inchi>
  <inchikey>BGLUXFNVVSVEET-UHFFFAOYSA-N</inchikey>
  <taxonomy>
    <description> belongs to the class of organic compounds known as butenolides. These are dihydrofurans with a carbonyl group at the C2 carbon atom.</description>
    <direct_parent>Butenolides</direct_parent>
    <kingdom>Organic compounds</kingdom>
    <super_class>Organoheterocyclic compounds</super_class>
    <class>Dihydrofurans</class>
    <sub_class>Furanones</sub_class>
    <molecular_framework>Aliphatic heteromonocyclic compounds</molecular_framework>
    <alternative_parents>
      <alternative_parent>Carbonyl compounds</alternative_parent>
      <alternative_parent>Enoate esters</alternative_parent>
      <alternative_parent>Hydrocarbon derivatives</alternative_parent>
      <alternative_parent>Lactones</alternative_parent>
      <alternative_parent>Monocarboxylic acids and derivatives</alternative_parent>
      <alternative_parent>Organic oxides</alternative_parent>
      <alternative_parent>Oxacyclic compounds</alternative_parent>
    </alternative_parents>
    <substituents>
      <substituent>2-furanone</substituent>
      <substituent>Aliphatic heteromonocyclic compound</substituent>
      <substituent>Alpha,beta-unsaturated carboxylic ester</substituent>
      <substituent>Carbonyl group</substituent>
      <substituent>Carboxylic acid derivative</substituent>
      <substituent>Carboxylic acid ester</substituent>
      <substituent>Enoate ester</substituent>
      <substituent>Hydrocarbon derivative</substituent>
      <substituent>Lactone</substituent>
      <substituent>Monocarboxylic acid or derivatives</substituent>
      <substituent>Organic oxide</substituent>
      <substituent>Organic oxygen compound</substituent>
      <substituent>Organooxygen compound</substituent>
      <substituent>Oxacycle</substituent>
    </substituents>
    <external_descriptors>
      <external_descriptor>angelica lactone</external_descriptor>
      <external_descriptor>butenolide</external_descriptor>
    </external_descriptors>
  </taxonomy>
  <state>Liquid</state>
  <predicted_properties>
    <property>
      <kind>logp</kind>
      <value>0.53</value>
      <source>ALOGPS</source>
    </property>
    <property>
      <kind>logs</kind>
      <value>0.01</value>
      <source>ALOGPS</source>
    </property>
    <property>
      <kind>solubility</kind>
      <value>1.00e+02 g/l</value>
      <source>ALOGPS</source>
    </property>
  </predicted_properties>
  <experimental_properties>
    <property>
      <kind>melting_point</kind>
      <value>Mp 18°</value>
    </property>
  </experimental_properties>
  <property>
    <kind>logp</kind>
    <value>0.95</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>pka_strongest_acidic</kind>
    <value>7.6</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>pka_strongest_basic</kind>
    <value>-6.8</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>iupac</kind>
    <value>5-methyl-2,5-dihydrofuran-2-one</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>average_mass</kind>
    <value>98.0999</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>mono_mass</kind>
    <value>98.036779436</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>smiles</kind>
    <value>CC1OC(=O)C=C1</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>formula</kind>
    <value>C5H6O2</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>inchi</kind>
    <value>InChI=1S/C5H6O2/c1-4-2-3-5(6)7-4/h2-4H,1H3</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>inchikey</kind>
    <value>BGLUXFNVVSVEET-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>25.67</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>polarizability</kind>
    <value>9.44</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>rotatable_bond_count</kind>
    <value>0</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>
  <pathways>
  </pathways>
  <spectra>
    <spectrum>
      <type>Specdb::MsIr</type>
      <spectrum_id>3492</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsIr</type>
      <spectrum_id>3493</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::CMs</type>
      <spectrum_id>12953</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::CMs</type>
      <spectrum_id>149839</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>72969</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>72970</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>72971</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>132027</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>132028</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>132029</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>2408971</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>2408972</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>2408973</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>2553037</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>2553038</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>2553039</spectrum_id>
    </spectrum>
  </spectra>
  <hmdb_id>HMDB29609</hmdb_id>
  <pubchem_compound_id/>
  <chemspider_id/>
  <kegg_id/>
  <chebi_id>36433</chebi_id>
  <biocyc_id/>
  <het_id/>
  <wikipidia/>
  <vmh_id/>
  <fbonto_id/>
  <foodb_id/>
  <general_references>
    <reference>#&lt;Reference:0x000055ce2f629708&gt;</reference>
  </general_references>
  <foods>
    <food>
      <name>Blackberry</name>
      <food_type>Type 1</food_type>
      <category>specific</category>
      <name_scientific>Rubus</name_scientific>
      <ncbi_taxonomy_id/>
    </food>
    <food>
      <name>Evergreen blackberry</name>
      <food_type>Type 1</food_type>
      <category>specific</category>
      <name_scientific>Rubus laciniatus</name_scientific>
      <ncbi_taxonomy_id/>
    </food>
  </foods>
  <flavors>
    <flavor>
      <name>coumarin</name>
    </flavor>
    <flavor>
      <name>nutty</name>
    </flavor>
    <flavor>
      <name>oily</name>
    </flavor>
    <flavor>
      <name>solvent</name>
    </flavor>
    <flavor>
      <name>sweet</name>
    </flavor>
    <flavor>
      <name>tobacco</name>
    </flavor>
    <flavor>
      <name>tonka</name>
    </flavor>
  </flavors>
  <enzymes>
  </enzymes>
  <health_effects>
  </health_effects>
</compound>
