<?xml version="1.0" encoding="UTF-8"?>
<compound>
  <version>1.0</version>
  <creation_date>2016-05-22 03:23:15 UTC</creation_date>
  <update_date>2026-08-19 11:37:10 UTC</update_date>
  <accession/>
  <common_name>Acetohexamide</common_name>
  <class>SmallMolecule</class>
  <description>Acetohexamide is an organic compound with the chemical formula C15H20N2O4S and an average molecular weight of 324.39 g/mol. Acetohexamide belongs to the carbonyl compounds, a subclass of organooxygen compounds within the organic compounds.

The compound is found in or released from nine recorded sources. Within the category of healthcare, pharmaceuticals, and veterinary products, it is associated with gynecologicals and blood glucose lowering drugs, excluding insulins. It is also found in food preservation within food, food processing, and cookware. Other recorded sources include household cleaning and consumer products, specifically tobacco smoke filters, perfumes within detergents and soaps, and non-electric simulated smoking devices. Additionally, it is released from electrical and electronic equipment, including electrically stimulated smoking devices, television systems, and electric switches. The recorded exposure route for this compound is oral.

At the molecular level, acetohexamide interacts with two recorded protein targets. It acts as an inhibitor or modulator of the ATP-sensitive inward rectifier potassium channel 1 (KCNJ1) and the ATP-binding cassette sub-family C member 8 (ABCC8).</description>
  <categories/>
  <types/>
  <synonyms>
    <synonym>3-(4-acetylbenzenesulfonyl)-1-cyclohexylurea</synonym>
  </synonyms>
  <chemical_formula>C15H20N2O4S</chemical_formula>
  <average_molecular_weight>324.395</average_molecular_weight>
  <monisotopic_moleculate_weight>324.114377828</monisotopic_moleculate_weight>
  <iupac_name>3-(4-acetylbenzenesulfonyl)-1-cyclohexylurea</iupac_name>
  <traditional_iupac>acetohexamide</traditional_iupac>
  <cas_registry_number>968-81-0</cas_registry_number>
  <smiles>CC(=O)C1=CC=C(C=C1)S(=O)(=O)NC(=O)NC1CCCCC1</smiles>
  <inchi>InChI=1S/C15H20N2O4S/c1-11(18)12-7-9-14(10-8-12)22(20,21)17-15(19)16-13-5-3-2-4-6-13/h7-10,13H,2-6H2,1H3,(H2,16,17,19)</inchi>
  <inchikey>VGZSUPCWNCWDAN-UHFFFAOYSA-N</inchikey>
  <taxonomy>
    <kingdom>Organic compounds</kingdom>
    <super_class>Organic oxygen compounds</super_class>
    <class>Organooxygen compounds</class>
    <sub_class>Carbonyl compounds</sub_class>
    <direct_parent>Alkyl-phenylketones</direct_parent>
    <alternate_parents>
      <alternative_parent>Acetophenones</alternative_parent>
      <alternative_parent>Aminosulfonyl compounds</alternative_parent>
      <alternative_parent>Aryl alkyl ketones</alternative_parent>
      <alternative_parent>Benzenesulfonamides</alternative_parent>
      <alternative_parent>Benzenesulfonyl compounds</alternative_parent>
      <alternative_parent>Benzoyl derivatives</alternative_parent>
      <alternative_parent>Carboximidic acids and derivatives</alternative_parent>
      <alternative_parent>Hydrocarbon derivatives</alternative_parent>
      <alternative_parent>Organic oxides</alternative_parent>
      <alternative_parent>Organopnictogen compounds</alternative_parent>
      <alternative_parent>Organosulfonic acids and derivatives</alternative_parent>
      <alternative_parent>Propargyl-type 1,3-dipolar organic compounds</alternative_parent>
      <alternative_parent>Sulfonylureas</alternative_parent>
    </alternate_parents>
    <substituents>
      <substituent>Acetophenone</substituent>
      <substituent>Alkyl-phenylketone</substituent>
      <substituent>Aminosulfonyl compound</substituent>
      <substituent>Aromatic homomonocyclic compound</substituent>
      <substituent>Aryl alkyl ketone</substituent>
      <substituent>Benzenesulfonamide</substituent>
      <substituent>Benzenesulfonyl group</substituent>
      <substituent>Benzenoid</substituent>
      <substituent>Benzoyl</substituent>
      <substituent>Carboximidic acid derivative</substituent>
      <substituent>Hydrocarbon derivative</substituent>
      <substituent>Monocyclic benzene moiety</substituent>
      <substituent>Organic 1,3-dipolar compound</substituent>
      <substituent>Organic nitrogen compound</substituent>
      <substituent>Organic oxide</substituent>
      <substituent>Organic sulfonic acid or derivatives</substituent>
      <substituent>Organonitrogen compound</substituent>
      <substituent>Organopnictogen compound</substituent>
      <substituent>Organosulfonic acid or derivatives</substituent>
      <substituent>Organosulfur compound</substituent>
      <substituent>Propargyl-type 1,3-dipolar organic compound</substituent>
      <substituent>Sulfonyl</substituent>
      <substituent>Sulfonylurea</substituent>
    </substituents>
    <molecular_framework>Aromatic homomonocyclic compounds</molecular_framework>
    <descriptors>
      <descriptor>N-sulfonylurea</descriptor>
      <descriptor>acetophenones</descriptor>
    </descriptors>
  </taxonomy>
  <status>Detected and Not Quantified</status>
  <origin/>
  <cellular_locations/>
  <biofluid_locations/>
  <tissue_locations/>
  <pathways>
    <pathway>
      <name>Acetohexamide Drug Metabolism Action Pathway</name>
      <smpdb_id>SMP0142871</smpdb_id>
      <kegg_map_id/>
    </pathway>
  </pathways>
  <state/>
  <appearance/>
  <experimental_properties>
    <property>
      <kind>logp</kind>
      <value>1.81</value>
    </property>
  </experimental_properties>
  <predicted_properties>
    <property>
      <kind>logp</kind>
      <value>1.72</value>
      <source>ALOGPS</source>
    </property>
    <property>
      <kind>logs</kind>
      <value>-3.83</value>
      <source>ALOGPS</source>
    </property>
    <property>
      <kind>solubility</kind>
      <value>4.83e-02 g/l</value>
      <source>ALOGPS</source>
    </property>
    <property>
      <kind>logp</kind>
      <value>1.81</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>pka_strongest_acidic</kind>
      <value>4.31</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>pka_strongest_basic</kind>
      <value>-7.4</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>iupac</kind>
      <value>3-(4-acetylbenzenesulfonyl)-1-cyclohexylurea</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>average_mass</kind>
      <value>324.395</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>mono_mass</kind>
      <value>324.114377828</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>smiles</kind>
      <value>CC(=O)C1=CC=C(C=C1)S(=O)(=O)NC(=O)NC1CCCCC1</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>formula</kind>
      <value>C15H20N2O4S</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>inchi</kind>
      <value>InChI=1S/C15H20N2O4S/c1-11(18)12-7-9-14(10-8-12)22(20,21)17-15(19)16-13-5-3-2-4-6-13/h7-10,13H,2-6H2,1H3,(H2,16,17,19)</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>inchikey</kind>
      <value>VGZSUPCWNCWDAN-UHFFFAOYSA-N</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>polar_surface_area</kind>
      <value>92.34</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>refractivity</kind>
      <value>82.77</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>polarizability</kind>
      <value>33.97</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>rotatable_bond_count</kind>
      <value>3</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>acceptor_count</kind>
      <value>4</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>donor_count</kind>
      <value>2</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>
  </predicted_properties>
  <route_of_exposure/>
  <mechanism_of_toxicity/>
  <metabolism/>
  <toxicity/>
  <lethaldose/>
  <carcinogenicity/>
  <use_source/>
  <min_risk_level/>
  <health_effects>#&lt;HealthEffect::ActiveRecord_Associations_CollectionProxy:0x00007f3bb3db1910&gt;</health_effects>
  <symptoms/>
  <treatment/>
  <drugbank_id>DB00414</drugbank_id>
  <hmdb_id/>
  <pubchem_compound_id>1989</pubchem_compound_id>
  <chembl_id/>
  <chemspider_id>1912</chemspider_id>
  <kegg_id/>
  <uniprot_id/>
  <omim_id/>
  <chebi_id/>
  <biocyc_id/>
  <ctd_id/>
  <stitch_id/>
  <actor_id/>
  <pdb_id/>
  <wikipidia/>
  <general_references/>
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  </targets>
</compound>
