<?xml version="1.0" encoding="UTF-8"?>
<compound>
  <version>1.0</version>
  <creation_date>2010-04-08 22:04:41 UTC</creation_date>
  <update_date>2019-11-26 02:55:18 UTC</update_date>
  <accession>FDB000741</accession>
  <name>2-Pyrrolidinone</name>
  <description>Present in red ginseng

2-Pyrrolidone (2-Pyrrolidinone,2-Pyrol) is an organic compound consisting of a five-membered lactam. It is a colorless liquid which is used in industrial settings as a high-boiling non-corrosive polar solvent for a wide variety of applications. It is miscible with a wide variety of other solvents including water, ethanol, diethyl ether, chloroform, benzene, ethyl acetate and carbon disulfide.; 2-Pyrrolidone is an intermediate in the manufacture of polymers such as polyvinylpyrrolidone and polypyrrolidone.; Pyrrolidinone is a lactam cyclization product of gamma-aminobutyric acid (GABA). (PMID 10332870); Vigabatrin (VGB, an antiepileptic drug) increases human brain gamma-aminobutyric acid (GABA) and the related metabolites, including 2-pyrrolidinone. Patients taking VGB are expected to have an increase of these metabolites. (PMID 10403220, 10840398); 2-Pyrrolidone is an organic compound consisting of a five-membered lactam. It is a colorless liquid which is used in industrial settings as a high-boiling non-corrosive polar solvent for a wide variety of applications. It is miscible with a wide variety of other solvents including water, ethanol, diethyl ether, chloroform, benzene, ethyl acetate and carbon disulfide. -- Wikipedia. 2-Pyrrolidinone is found in beverages.</description>
  <synonyms>
    <synonym>-aminobutyric acid lactam</synonym>
    <synonym>-aminobutyric lactam</synonym>
    <synonym>-aminobutyrolactam</synonym>
    <synonym>-pyrrolidinone</synonym>
    <synonym>-tetrahydropyrrolone</synonym>
    <synonym>&amp;alpha;-pyrrolidinone</synonym>
    <synonym>&amp;alpha;-pyrrolidone</synonym>
    <synonym>&amp;laquo;gamma&amp;raquo;-aminobutyric acid lactam</synonym>
    <synonym>&amp;laquo;gamma&amp;raquo;-aminobutyric lactam</synonym>
    <synonym>&amp;laquo;gamma&amp;raquo;-aminobutyrolactam</synonym>
    <synonym>&amp;laquo;gamma&amp;raquo;-butyrolactam</synonym>
    <synonym>1-Azacyclopentan-2-one</synonym>
    <synonym>1-Methyl-2-pyrrolidinone</synonym>
    <synonym>2-ketopyrrolidine</synonym>
    <synonym>2-Oxopyrrolidine</synonym>
    <synonym>2-Pyrol</synonym>
    <synonym>2-Pyrol4-aminobutyric acid lactam</synonym>
    <synonym>2-Pyrrolidone</synonym>
    <synonym>2-pyrrolidone for synthesis</synonym>
    <synonym>2-PYRROLIDONE MFC4 H7 N1 O1</synonym>
    <synonym>2-Pyrrolidone-Butyrolactam</synonym>
    <synonym>2-Tetrahydropyrrolone</synonym>
    <synonym>4-Aminobutanoic acid lactam</synonym>
    <synonym>4-Aminobutyrate lactam</synonym>
    <synonym>4-Aminobutyric acid lactam</synonym>
    <synonym>A-pyrrolidinone</synonym>
    <synonym>A-pyrrolidone</synonym>
    <synonym>Alpha-pyrrolidinone</synonym>
    <synonym>Alpha-pyrrolidone</synonym>
    <synonym>Aminobutyric acid lactam</synonym>
    <synonym>Aminobutyric lactam</synonym>
    <synonym>Aminobutyrolactam</synonym>
    <synonym>Azacyclopentan-2-one</synonym>
    <synonym>Butanoic acid, 4-amino-, lactam</synonym>
    <synonym>Butyrolactam</synonym>
    <synonym>g-Aminobutyrate lactam</synonym>
    <synonym>G-aminobutyric acid lactam</synonym>
    <synonym>G-aminobutyric lactam</synonym>
    <synonym>G-aminobutyrolactam</synonym>
    <synonym>G-butyrolactam</synonym>
    <synonym>gamma-Aminobutyrate lactam</synonym>
    <synonym>Gamma-aminobutyric acid lactam</synonym>
    <synonym>Gamma-aminobutyric lactam</synonym>
    <synonym>Gamma-aminobutyrolactam</synonym>
    <synonym>Gamma-butyrolactam</synonym>
    <synonym>Hydrogen tribromide, compound with pyrrolidin-2-one (1:3)</synonym>
    <synonym>LAM</synonym>
    <synonym>N-Methyl-2-pyrrolidinone</synonym>
    <synonym>Piperidinic lactam</synonym>
    <synonym>pyrrolidin-2-one</synonym>
    <synonym>Pyrrolidinone</synonym>
    <synonym>Pyrrolidon</synonym>
    <synonym>Pyrrolidon (german)</synonym>
    <synonym>Pyrrolidone</synonym>
    <synonym>Pyrrolidone-2</synonym>
    <synonym>Pyrrolidone2-pyrrolidone</synonym>
    <synonym>Soluphor p</synonym>
    <synonym>Tetrahydropyrrolone</synonym>
    <synonym>zacyclopentan-2-one</synonym>
    <synonym>α-pyrrolidinone</synonym>
    <synonym>α-pyrrolidone</synonym>
    <synonym>γ-aminobutyrate lactam</synonym>
    <synonym>γ-aminobutyric acid lactam</synonym>
    <synonym>γ-aminobutyric lactam</synonym>
    <synonym>γ-butyrolactam</synonym>
  </synonyms>
  <chemical_formula>C8H14N2O2</chemical_formula>
  <average_molecular_weight>170.209</average_molecular_weight>
  <monisotopic_moleculate_weight>170.105527702</monisotopic_moleculate_weight>
  <iupac_name>4,5-dihydro-1H-pyrrol-2-ol; pyrrolidin-2-one</iupac_name>
  <traditional_iupac>4,5-dihydro-1H-pyrrol-2-ol; pyrrolidone</traditional_iupac>
  <cas_registry_number>616-45-5</cas_registry_number>
  <smiles>OC1=CCCN1.O=C1CCCN1</smiles>
  <inchi>InChI=1S/2C4H7NO/c2*6-4-2-1-3-5-4/h1-3H2,(H,5,6);2,5-6H,1,3H2</inchi>
  <inchikey>DSCOHTVBTNDPQA-UHFFFAOYSA-N</inchikey>
  <taxonomy>
    <description> belongs to the class of organic compounds known as pyrrolidine-2-ones. These are pyrrolidines which bear a C=O group at position 2 of the pyrrolidine ring.</description>
    <direct_parent>Pyrrolidine-2-ones</direct_parent>
    <kingdom>Organic compounds</kingdom>
    <super_class>Organoheterocyclic compounds</super_class>
    <class>Pyrrolidines</class>
    <sub_class>Pyrrolidones</sub_class>
    <molecular_framework/>
    <alternative_parents>
      <alternative_parent>Alkanolamines</alternative_parent>
      <alternative_parent>Azacyclic compounds</alternative_parent>
      <alternative_parent>Carbonyl compounds</alternative_parent>
      <alternative_parent>Dialkylamines</alternative_parent>
      <alternative_parent>Hydrocarbon derivatives</alternative_parent>
      <alternative_parent>Ketene acetals</alternative_parent>
      <alternative_parent>Lactams</alternative_parent>
      <alternative_parent>Organic oxides</alternative_parent>
      <alternative_parent>Organopnictogen compounds</alternative_parent>
      <alternative_parent>Pyrrolines</alternative_parent>
      <alternative_parent>Secondary carboxylic acid amides</alternative_parent>
    </alternative_parents>
    <substituents>
      <substituent>2-pyrrolidone</substituent>
      <substituent>Aliphatic heteromonocyclic compound</substituent>
      <substituent>Alkanolamine</substituent>
      <substituent>Amine</substituent>
      <substituent>Azacycle</substituent>
      <substituent>Carbonyl group</substituent>
      <substituent>Carboxamide group</substituent>
      <substituent>Carboxylic acid derivative</substituent>
      <substituent>Hydrocarbon derivative</substituent>
      <substituent>Ketene acetal or derivatives</substituent>
      <substituent>Lactam</substituent>
      <substituent>Organic nitrogen compound</substituent>
      <substituent>Organic oxide</substituent>
      <substituent>Organic oxygen compound</substituent>
      <substituent>Organonitrogen compound</substituent>
      <substituent>Organooxygen compound</substituent>
      <substituent>Organopnictogen compound</substituent>
      <substituent>Pyrroline</substituent>
      <substituent>Secondary aliphatic amine</substituent>
      <substituent>Secondary amine</substituent>
      <substituent>Secondary carboxylic acid amide</substituent>
    </substituents>
    <external_descriptors>
    </external_descriptors>
  </taxonomy>
  <state>Liquid</state>
  <predicted_properties>
  </predicted_properties>
  <experimental_properties>
    <property>
      <kind>melting_point</kind>
      <value>Mp 24.6°</value>
    </property>
  </experimental_properties>
  <property>
    <kind>logp</kind>
    <value>-0.58</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>pka_strongest_acidic</kind>
    <value>11.71</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>pka_strongest_basic</kind>
    <value>8.52</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>iupac</kind>
    <value>4,5-dihydro-1H-pyrrol-2-ol; pyrrolidin-2-one</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>average_mass</kind>
    <value>170.209</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>mono_mass</kind>
    <value>170.105527702</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>smiles</kind>
    <value>OC1=CCCN1.O=C1CCCN1</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>formula</kind>
    <value>C8H14N2O2</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>inchi</kind>
    <value>InChI=1S/2C4H7NO/c2*6-4-2-1-3-5-4/h1-3H2,(H,5,6);2,5-6H,1,3H2</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>inchikey</kind>
    <value>DSCOHTVBTNDPQA-UHFFFAOYSA-N</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>polar_surface_area</kind>
    <value>29.1</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>refractivity</kind>
    <value>22.26</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>polarizability</kind>
    <value>8.7</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>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>
  <pathways>
  </pathways>
  <spectra>
  </spectra>
  <hmdb_id>HMDB02039</hmdb_id>
  <pubchem_compound_id/>
  <chemspider_id/>
  <kegg_id/>
  <chebi_id>7307</chebi_id>
  <biocyc_id/>
  <het_id/>
  <wikipidia/>
  <vmh_id/>
  <fbonto_id/>
  <foodb_id/>
  <general_references>
    <reference>#&lt;Reference:0x000055ce319c2070&gt;</reference>
    <reference>#&lt;Reference:0x000055ce319c1eb8&gt;</reference>
    <reference>#&lt;Reference:0x000055ce319c1d00&gt;</reference>
    <reference>#&lt;Reference:0x000055ce319c1b48&gt;</reference>
    <reference>#&lt;Reference:0x000055ce319c1990&gt;</reference>
    <reference>#&lt;Reference:0x000055ce319c17d8&gt;</reference>
    <reference>#&lt;Reference:0x000055ce319c1620&gt;</reference>
    <reference>#&lt;Reference:0x000055ce319c1468&gt;</reference>
    <reference>#&lt;Reference:0x000055ce319c12b0&gt;</reference>
    <reference>#&lt;Reference:0x000055ce319c10f8&gt;</reference>
    <reference>#&lt;Reference:0x000055ce319c0f40&gt;</reference>
    <reference>#&lt;Reference:0x000055ce319c0d88&gt;</reference>
    <reference>#&lt;Reference:0x000055ce319c0bd0&gt;</reference>
  </general_references>
  <foods>
    <food>
      <name>Anatidae</name>
      <food_type>Type 1</food_type>
      <category>specific</category>
      <name_scientific>Anatidae</name_scientific>
      <ncbi_taxonomy_id>8830</ncbi_taxonomy_id>
    </food>
    <food>
      <name>Beefalo</name>
      <food_type>Type 1</food_type>
      <category>specific</category>
      <name_scientific>Bos taurus X Bison bison</name_scientific>
      <ncbi_taxonomy_id>297284</ncbi_taxonomy_id>
    </food>
    <food>
      <name>Beer</name>
      <food_type>Type 2</food_type>
      <category>specific</category>
      <name_scientific/>
      <ncbi_taxonomy_id/>
      <average_value>0.01</average_value>
      <max_value>0.01</max_value>
      <min_value>0.01</min_value>
      <unit>mg/100 g</unit>
    </food>
    <food>
      <name>Beverages</name>
      <food_type>Unknown</food_type>
      <category>generic</category>
      <name_scientific/>
      <ncbi_taxonomy_id/>
    </food>
    <food>
      <name>Bison</name>
      <food_type>Type 1</food_type>
      <category>specific</category>
      <name_scientific>Bison bison</name_scientific>
      <ncbi_taxonomy_id>9901</ncbi_taxonomy_id>
    </food>
    <food>
      <name>Buffalo</name>
      <food_type>Type 1</food_type>
      <category>specific</category>
      <name_scientific>Bubalus bubalis</name_scientific>
      <ncbi_taxonomy_id>89462</ncbi_taxonomy_id>
    </food>
    <food>
      <name>Cattle (Beef, Veal)</name>
      <food_type>Type 1</food_type>
      <category>specific</category>
      <name_scientific>Bos taurus</name_scientific>
      <ncbi_taxonomy_id>9913</ncbi_taxonomy_id>
    </food>
    <food>
      <name>Chicken</name>
      <food_type>Type 1</food_type>
      <category>specific</category>
      <name_scientific>Gallus gallus</name_scientific>
      <ncbi_taxonomy_id>9031</ncbi_taxonomy_id>
    </food>
    <food>
      <name>Columbidae (Dove, Pigeon)</name>
      <food_type>Type 1</food_type>
      <category>specific</category>
      <name_scientific>Columbidae</name_scientific>
      <ncbi_taxonomy_id>8930</ncbi_taxonomy_id>
    </food>
    <food>
      <name>Deer</name>
      <food_type>Type 1</food_type>
      <category>specific</category>
      <name_scientific>Cervidae</name_scientific>
      <ncbi_taxonomy_id>9850</ncbi_taxonomy_id>
    </food>
    <food>
      <name>Domestic goat</name>
      <food_type>Type 1</food_type>
      <category>specific</category>
      <name_scientific>Capra aegagrus hircus</name_scientific>
      <ncbi_taxonomy_id>9925</ncbi_taxonomy_id>
    </food>
    <food>
      <name>Domestic pig</name>
      <food_type>Type 1</food_type>
      <category>specific</category>
      <name_scientific>Sus scrofa domestica</name_scientific>
      <ncbi_taxonomy_id>9825</ncbi_taxonomy_id>
    </food>
    <food>
      <name>Elk</name>
      <food_type>Type 1</food_type>
      <category>specific</category>
      <name_scientific>Cervus canadensis</name_scientific>
      <ncbi_taxonomy_id>1574408</ncbi_taxonomy_id>
    </food>
    <food>
      <name>Emu</name>
      <food_type>Type 1</food_type>
      <category>specific</category>
      <name_scientific>Dromaius novaehollandiae</name_scientific>
      <ncbi_taxonomy_id>8790</ncbi_taxonomy_id>
    </food>
    <food>
      <name>European rabbit</name>
      <food_type>Type 1</food_type>
      <category>specific</category>
      <name_scientific>Oryctolagus</name_scientific>
      <ncbi_taxonomy_id>9984</ncbi_taxonomy_id>
    </food>
    <food>
      <name>Grape wine</name>
      <food_type>Type 2</food_type>
      <category>specific</category>
      <name_scientific/>
      <ncbi_taxonomy_id/>
      <average_value>0.01</average_value>
      <max_value>0.01</max_value>
      <min_value>0.01</min_value>
      <unit>mg/100 g</unit>
    </food>
    <food>
      <name>Greylag goose</name>
      <food_type>Type 1</food_type>
      <category>specific</category>
      <name_scientific>Anser anser</name_scientific>
      <ncbi_taxonomy_id>8843</ncbi_taxonomy_id>
    </food>
    <food>
      <name>Guinea hen</name>
      <food_type>Type 1</food_type>
      <category>specific</category>
      <name_scientific>Numida meleagris</name_scientific>
      <ncbi_taxonomy_id>8996</ncbi_taxonomy_id>
    </food>
    <food>
      <name>Horse</name>
      <food_type>Type 1</food_type>
      <category>specific</category>
      <name_scientific>Equus caballus</name_scientific>
      <ncbi_taxonomy_id>9796</ncbi_taxonomy_id>
    </food>
    <food>
      <name>Mallard duck</name>
      <food_type>Type 1</food_type>
      <category>specific</category>
      <name_scientific>Anas platyrhynchos</name_scientific>
      <ncbi_taxonomy_id>8839</ncbi_taxonomy_id>
    </food>
    <food>
      <name>Mountain hare</name>
      <food_type>Type 1</food_type>
      <category>specific</category>
      <name_scientific>Lepus timidus</name_scientific>
      <ncbi_taxonomy_id>62621</ncbi_taxonomy_id>
    </food>
    <food>
      <name>Mule deer</name>
      <food_type>Type 1</food_type>
      <category>specific</category>
      <name_scientific>Odocoileus</name_scientific>
      <ncbi_taxonomy_id>9871</ncbi_taxonomy_id>
    </food>
    <food>
      <name>Ostrich</name>
      <food_type>Type 1</food_type>
      <category>specific</category>
      <name_scientific>Struthio camelus</name_scientific>
      <ncbi_taxonomy_id>8801</ncbi_taxonomy_id>
    </food>
    <food>
      <name>Pheasant</name>
      <food_type>Type 1</food_type>
      <category>specific</category>
      <name_scientific>Phasianus colchicus</name_scientific>
      <ncbi_taxonomy_id>9054</ncbi_taxonomy_id>
    </food>
    <food>
      <name>Quail</name>
      <food_type>Type 1</food_type>
      <category>specific</category>
      <name_scientific>Phasianidae</name_scientific>
      <ncbi_taxonomy_id>9005</ncbi_taxonomy_id>
    </food>
    <food>
      <name>Rabbit</name>
      <food_type>Type 1</food_type>
      <category>specific</category>
      <name_scientific>Leporidae</name_scientific>
      <ncbi_taxonomy_id>9979</ncbi_taxonomy_id>
    </food>
    <food>
      <name>Rock ptarmigan</name>
      <food_type>Type 1</food_type>
      <category>specific</category>
      <name_scientific>Lagopus muta</name_scientific>
      <ncbi_taxonomy_id>64668</ncbi_taxonomy_id>
    </food>
    <food>
      <name>Sheep (Mutton, Lamb)</name>
      <food_type>Type 1</food_type>
      <category>specific</category>
      <name_scientific>Ovis aries</name_scientific>
      <ncbi_taxonomy_id>9940</ncbi_taxonomy_id>
    </food>
    <food>
      <name>Squab</name>
      <food_type>Type 1</food_type>
      <category>specific</category>
      <name_scientific>Columba</name_scientific>
      <ncbi_taxonomy_id>8931</ncbi_taxonomy_id>
    </food>
    <food>
      <name>Turkey</name>
      <food_type>Type 1</food_type>
      <category>specific</category>
      <name_scientific>Meleagris gallopavo</name_scientific>
      <ncbi_taxonomy_id>9103</ncbi_taxonomy_id>
    </food>
    <food>
      <name>Velvet duck</name>
      <food_type>Type 1</food_type>
      <category>specific</category>
      <name_scientific>Melanitta fusca</name_scientific>
      <ncbi_taxonomy_id>371864</ncbi_taxonomy_id>
    </food>
    <food>
      <name>Wild boar</name>
      <food_type>Type 1</food_type>
      <category>specific</category>
      <name_scientific>Sus scrofa</name_scientific>
      <ncbi_taxonomy_id>9823</ncbi_taxonomy_id>
    </food>
  </foods>
  <flavors>
  </flavors>
  <enzymes>
  </enzymes>
  <health_effects>
  </health_effects>
</compound>
