<?xml version="1.0" encoding="UTF-8"?>
<compound>
  <version>1.0</version>
  <creation_date>2026-04-03 01:08:57 UTC</creation_date>
  <update_date>2026-04-03 01:08:57 UTC</update_date>
  <accession/>
  <common_name>(±)-Cytisine</common_name>
  <class>SmallMolecule</class>
  <description>(±)-Cytisine is an organic compound with the formula C11H14N2O1 and an average molecular weight of 190.25 g/mol. (±)-Cytisine belongs to the cytisine and derivatives, a subclass of lupin alkaloids within the organic compounds. 

This compound is found in or released from six recorded sources. Within the category of household cleaning and consumer products, it is associated with cigar cigarettes, non electric simulated smoking devices, other smoking requisites, pipe accessories, and tobacco smoke filters. Additionally, it is found in electrical and electronic equipment, specifically electrically stimulated smoking devices.</description>
  <categories/>
  <types/>
  <synonyms>
    <synonym>(-)-Cytisine</synonym>
    <synonym>(1R,5S)-1,2,3,4,5,6-Hexahydro-1,5-methano-8H-pyrido[1,2a][1,5]diazocin-8-one</synonym>
    <synonym>(1R,5S)-3,4,5,6-tetrahydro-1H-1,5-methanopyrido[1,2-a][1,5]diazocin-8(2H)-one</synonym>
    <synonym>(1S,5S)-1,2,3,4,5,6-hexahydro-8H-1,5-methanopyrido[1,2-a][1,5]diazocin-8-one</synonym>
    <synonym>(1S,9R)-7,11-diazatricyclo[7.3.1.0^{2,7}]trideca-2,4-dien-6-one</synonym>
    <synonym>(1S,9S)-3,11-Diazatricyclo[7.3.1.0]trideca-5,7-dien-4-one</synonym>
    <synonym>(?)-Cytisine</synonym>
    <synonym>(ÃƒÂ¢Ã‚Ë†Ã‚')-Cytisine</synonym>
    <synonym>1, 5-Methano-8H-pyrido[1,2-a][1,5]diazocin-8-one, 1,2,3,4,5, 6-hexahydro-, (1R-cis)-</synonym>
    <synonym>1,2,3,4,5,6-Hexahydro-1,5-methano-8H-pyrido(1,2-a)(1,5)diazocin-8-one</synonym>
    <synonym>1,2,3,4,5,6-Hexahydro-1,5-methano-8H-pyrido[1,2-a][1,5]diazocin-8-one, (1R)-</synonym>
    <synonym>1,2,3,4,5,6-Hexahydro-1,5-methano-pyrido-[1,2-a][1,5]diazocin-8-one</synonym>
    <synonym>1,2,3,4,5,6-Hexahydro-1,5-methano-pyrido[1,2- a ][</synonym>
    <synonym>1,2,3,4,5,6-Hexahydro-1,5-methano-pyrido[1,2- a][1,5]diazocin-8-one</synonym>
    <synonym>1,2,3,4,5,6-Hexahydro-1,5-methano-pyrido[1,2-a][1,5]diazocin-8-one</synonym>
    <synonym>1,2,3,4,5,6-hexahydro-8H-1,5-methanopyrido[1,2-a][1,5]diazocin-8-one</synonym>
    <synonym>1,5-Methano-8H-pyrido(1,2-a)(1,5)diazocin-8-one, 1,2,3,4,5,6-hexahydro-</synonym>
    <synonym>1,5-Methano-8H-pyrido[1,2-a][1,5]diazocin-8-one, 1,2,3,4,5,6-hexahydro-</synonym>
    <synonym>1,5-Methano-8H-pyrido[1,2-a][1,5]diazocin-8-one, 1,2,3,4,5,6-hexahydro-, (1R,5S)-</synonym>
    <synonym>1,5-Methano-8H-pyrido[1,2-a][1,5]diazocin-8-one,1,2,3,4,5,6-hexahydro-</synonym>
    <synonym>1,5]diazocin-8-one</synonym>
    <synonym>3,4,5,6-Tetrahydro-1H-1,5-methanopyrido[1,2-a][1,5]diazocin-8(2H)-one</synonym>
    <synonym>485358</synonym>
    <synonym>7,11-Diazatricyclo[7.3.1.0(2,7)]trideca-2,4-dien-6-one</synonym>
    <synonym>7,11-diazatricyclo[7.3.1.0?,?]trideca-2,4-dien-6-one</synonym>
    <synonym>7,11-diazatricyclo[7.3.1.0]trideca-2,4-dien-6-one</synonym>
    <synonym>7,11-Diazatricyclo[7.3.1.0~2,7~]trideca-2,4-dien-6-one</synonym>
    <synonym>ANJTVLIZGCUXLD-UHFFFAOYSA-N</synonym>
    <synonym>BABTITOSINE</synonym>
    <synonym>Baptitoxin</synonym>
    <synonym>Baptitoxine</synonym>
    <synonym>CHEMBL47039</synonym>
    <synonym>Citizin</synonym>
    <synonym>Cystisine</synonym>
    <synonym>Cytisin</synonym>
    <synonym>Cytisine</synonym>
    <synonym>Cytisine-(-)</synonym>
    <synonym>Cytiton</synonym>
    <synonym>Cytitone</synonym>
    <synonym>Cytizin</synonym>
    <synonym>F0722-8596</synonym>
    <synonym>HA4025000</synonym>
    <synonym>Laburnin</synonym>
    <synonym>LSM-22634</synonym>
    <synonym>Sophorin</synonym>
    <synonym>Sophorine</synonym>
    <synonym>Tabax</synonym>
    <synonym>TOS-BB-0709</synonym>
    <synonym>Tsitizin</synonym>
    <synonym>Ulexin</synonym>
    <synonym>Ulexine</synonym>
    <synonym>WLN: T C666 A GVN LM&amp;TTJ</synonym>
    <synonym>[15191-27-2]</synonym>
    <synonym>[485-35-8]</synonym>
  </synonyms>
  <chemical_formula>C11H14N2O1</chemical_formula>
  <average_molecular_weight>190.246</average_molecular_weight>
  <monisotopic_moleculate_weight>190.110613</monisotopic_moleculate_weight>
  <iupac_name/>
  <traditional_iupac/>
  <cas_registry_number>15191-27-2</cas_registry_number>
  <smiles>O=C1C=CC=C2C3CNCC(C3)CN12</smiles>
  <inchi>InChI=1S/C11H14N2O/c14-11-3-1-2-10-9-4-8(5-12-6-9)7-13(10)11/h1-3,8-9,12H,4-7H2</inchi>
  <inchikey>ANJTVLIZGCUXLD-UHFFFAOYSA-N</inchikey>
  <taxonomy>
    <kingdom/>
    <super_class/>
    <class/>
    <sub_class/>
    <direct_parent/>
    <alternate_parents/>
    <substituents/>
    <molecular_framework/>
    <descriptors/>
  </taxonomy>
  <status>Detected and Not Quantified</status>
  <origin/>
  <cellular_locations/>
  <biofluid_locations/>
  <tissue_locations/>
  <pathways/>
  <state/>
  <appearance/>
  <experimental_properties/>
  <predicted_properties>
    <property>
      <kind>average_mass</kind>
      <value>190.246</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>mono_mass</kind>
      <value>190.110613</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>smiles</kind>
      <value>O=C1C=CC=C2C3CNCC(C3)CN12</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>formula</kind>
      <value>C11H14N2O1</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>inchi</kind>
      <value>InChI=1S/C11H14N2O/c14-11-3-1-2-10-9-4-8(5-12-6-9)7-13(10)11/h1-3,8-9,12H,4-7H2</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>inchikey</kind>
      <value>ANJTVLIZGCUXLD-UHFFFAOYSA-N</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:0x00007f7227bed8e0&gt;</health_effects>
  <symptoms/>
  <treatment/>
  <drugbank_id/>
  <hmdb_id/>
  <pubchem_compound_id>22407</pubchem_compound_id>
  <chembl_id/>
  <chemspider_id>9818</chemspider_id>
  <kegg_id/>
  <uniprot_id/>
  <omim_id/>
  <chebi_id/>
  <biocyc_id/>
  <ctd_id/>
  <stitch_id/>
  <actor_id/>
  <pdb_id/>
  <wikipidia/>
  <general_references/>
  <targets>
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</compound>
