<?xml version="1.0" encoding="UTF-8"?>
<compound>
  <version>1.0</version>
  <creation_date>2016-05-25 18:23:37 UTC</creation_date>
  <update_date>2026-08-18 01:30:57 UTC</update_date>
  <accession/>
  <common_name>Phenformin</common_name>
  <class>SmallMolecule</class>
  <description>Phenformin is an organic nitrogen compound with the chemical formula C10H15N5 and an average molecular weight of 205.26 g/mol. Phenformin belongs to the guanidines, a subclass of organonitrogen compounds within the organic compounds.

This compound is associated with 16 recorded sources. Within the category of electrical and electronic equipment, it is found in antennas, amplifiers, colour television systems, auxiliary devices, and conductors or conductive bodies characterised by the conductive materials, among eight other sources. In the realm of household cleaning and consumer products, it is released from pipe accessories and bleaching agents. Additionally, it is found in food preservation within the category of food, food processing, and cookware.

At the molecular level, phenformin interacts with four recorded protein targets. It acts as an activator or inhibitor of the 5'-AMP-activated protein kinase catalytic subunit alpha-1 (PRKAA1). It also targets the 5'-AMP-activated protein kinase subunit beta-1 (PRKAB1), the 5'-AMP-activated protein kinase subunit gamma-1 (PRKAG1), and the ATP-sensitive inward rectifier potassium channel 8 (KCNJ8).</description>
  <categories/>
  <types>
    <type>Human Neurotoxin</type>
  </types>
  <synonyms/>
  <chemical_formula>C10H15N5</chemical_formula>
  <average_molecular_weight>205.2596</average_molecular_weight>
  <monisotopic_moleculate_weight>205.132745505</monisotopic_moleculate_weight>
  <iupac_name>1-carbamimidamido-N-(2-phenylethyl)methanimidamide</iupac_name>
  <traditional_iupac>phenethylbiguanide</traditional_iupac>
  <cas_registry_number>114-86-3</cas_registry_number>
  <smiles>NC(=N)NC(=N)NCCC1=CC=CC=C1</smiles>
  <inchi>InChI=1S/C10H15N5/c11-9(12)15-10(13)14-7-6-8-4-2-1-3-5-8/h1-5H,6-7H2,(H6,11,12,13,14,15)</inchi>
  <inchikey>ICFJFFQQTFMIBG-UHFFFAOYSA-N</inchikey>
  <taxonomy>
    <kingdom>Organic compounds</kingdom>
    <super_class>Organic nitrogen compounds</super_class>
    <class>Organonitrogen compounds</class>
    <sub_class>Guanidines</sub_class>
    <direct_parent>Biguanides</direct_parent>
    <alternate_parents>
      <alternative_parent>Benzene and substituted derivatives</alternative_parent>
      <alternative_parent>Carboximidamides</alternative_parent>
      <alternative_parent>Hydrocarbon derivatives</alternative_parent>
      <alternative_parent>Imines</alternative_parent>
      <alternative_parent>Organopnictogen compounds</alternative_parent>
    </alternate_parents>
    <substituents>
      <substituent>Aromatic homomonocyclic compound</substituent>
      <substituent>Benzenoid</substituent>
      <substituent>Biguanide</substituent>
      <substituent>Carboximidamide</substituent>
      <substituent>Hydrocarbon derivative</substituent>
      <substituent>Imine</substituent>
      <substituent>Monocyclic benzene moiety</substituent>
      <substituent>Organopnictogen compound</substituent>
    </substituents>
    <molecular_framework>Aromatic homomonocyclic compounds</molecular_framework>
    <descriptors>
      <descriptor>biguanides</descriptor>
    </descriptors>
  </taxonomy>
  <status>Detected and Not Quantified</status>
  <origin/>
  <cellular_locations/>
  <biofluid_locations/>
  <tissue_locations/>
  <pathways>
    <pathway>
      <name>Phenformin Drug Metabolism</name>
      <smpdb_id>SMP0130685</smpdb_id>
      <kegg_map_id/>
    </pathway>
    <pathway>
      <name>Phenformin Drug Metabolism Action Pathway</name>
      <smpdb_id>SMP0143347</smpdb_id>
      <kegg_map_id/>
    </pathway>
  </pathways>
  <state/>
  <appearance/>
  <experimental_properties>
    <property>
      <kind>logp</kind>
      <value>0.83</value>
    </property>
  </experimental_properties>
  <predicted_properties>
    <property>
      <kind>logp</kind>
      <value>-0.72</value>
      <source>ALOGPS</source>
    </property>
    <property>
      <kind>logs</kind>
      <value>-2.95</value>
      <source>ALOGPS</source>
    </property>
    <property>
      <kind>solubility</kind>
      <value>2.32e-01 g/l</value>
      <source>ALOGPS</source>
    </property>
    <property>
      <kind>logp</kind>
      <value>0.83</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>pka_strongest_basic</kind>
      <value>11.97</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>iupac</kind>
      <value>1-carbamimidamido-N-(2-phenylethyl)methanimidamide</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>average_mass</kind>
      <value>205.2596</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>mono_mass</kind>
      <value>205.132745505</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>smiles</kind>
      <value>NC(=N)NC(=N)NCCC1=CC=CC=C1</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>formula</kind>
      <value>C10H15N5</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>inchi</kind>
      <value>InChI=1S/C10H15N5/c11-9(12)15-10(13)14-7-6-8-4-2-1-3-5-8/h1-5H,6-7H2,(H6,11,12,13,14,15)</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>inchikey</kind>
      <value>ICFJFFQQTFMIBG-UHFFFAOYSA-N</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>polar_surface_area</kind>
      <value>97.78</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>refractivity</kind>
      <value>80.72</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>polarizability</kind>
      <value>22.14</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>rotatable_bond_count</kind>
      <value>3</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>acceptor_count</kind>
      <value>5</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>donor_count</kind>
      <value>5</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>physiological_charge</kind>
      <value>2</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:0x00007f721bee8c18&gt;</health_effects>
  <symptoms/>
  <treatment/>
  <drugbank_id>DB00914</drugbank_id>
  <hmdb_id/>
  <pubchem_compound_id>8249</pubchem_compound_id>
  <chembl_id/>
  <chemspider_id>7953</chemspider_id>
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  <wikipidia/>
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</compound>
