<?xml version="1.0" encoding="UTF-8"?>
<compound>
  <version>1.0</version>
  <creation_date>2026-04-04 00:12:12 UTC</creation_date>
  <update_date>2026-05-14 19:02:24 UTC</update_date>
  <accession/>
  <common_name>Trimebutine</common_name>
  <class>SmallMolecule</class>
  <description>Trimebutine is an organic compound with the chemical formula C22H29N1O5 and an average molecular weight of 387.48 g/mol. Trimebutine belongs to the benzoic acids and derivatives, a subclass of benzene and substituted derivatives within the organic compounds. It is further classified as part of the benzenoids superclass.

The compound is associated with healthcare, pharmaceuticals, and veterinary products, specifically serving as a drug for functional gastrointestinal disorders. Recorded exposure routes for this substance include oral, intravenous, and intramuscular administration.

Trimebutine interacts with 26 recorded protein targets. It acts as an activator, agonist, antagonist, or inhibitor of the Mu-type opioid receptor (OPRM1), as well as the voltage-dependent L-type calcium channel subunit beta-4 (CACNB4), the voltage-dependent P/Q-type calcium channel subunit alpha-1A (CACNA1A), and the voltage-dependent L-type calcium channel subunit alpha-1F (CACNA1F). Additionally, it targets 22 other proteins.</description>
  <categories/>
  <types/>
  <synonyms>
    <synonym>(.+/-.)-2-(Dimethylamino)-2-phenylbutyl 3,4,5-trimethoxybenzoate</synonym>
    <synonym>.beta.-(Dimethylamino)-.beta.-ethylphenethyl alcohol 3,4,5-trimethoxybenzoate (ester)</synonym>
    <synonym>2'-Phenyl-2'-dimethylamino-N-but</synonym>
    <synonym>2-(dimethylamino)-2-phenylbutyl (-)-3,4,5-trimethoxybenzoate</synonym>
    <synonym>2-(Dimethylamino)-2-phenylbutyl 3,4,5-trimethoxybenzoate</synonym>
    <synonym>2-(Dimethylamino)-2-phenylbutyl 3,4,5-trimethoxybenzoate maleate</synonym>
    <synonym>2-(dimethylamino)-2-phenylbutyl 3,4,5-tris(methyloxy)benzoate</synonym>
    <synonym>2-Dimethylamino-2-phenylbutyl 3,4,5-trimethoxybenzoat</synonym>
    <synonym>254-309-2</synonym>
    <synonym>261-546-5</synonym>
    <synonym>261-547-0</synonym>
    <synonym>261-548-6</synonym>
    <synonym>3,4,5-Trimethoxy-benzoic acid 2-dimethylamino-2-phenyl-butyl ester</synonym>
    <synonym>3,4,5-Trimethoxybenzoic acid 2-(dimethylamino)-2-phenylbutyl ester</synonym>
    <synonym>3,4,5-Trimethoxybenzoic acid 2-(dimethylamino)-2-phenylbutyl ester maleate salt</synonym>
    <synonym>3,4,5-TRIMETHOXYBENZOIC ACID 2-[DIMETHYLAMINO]-2-PHENYLBUTYL ESTER</synonym>
    <synonym>3,4,5-trimethoxybenzoic acid [2-(dimethylamino)-2-phenyl-butyl] ester</synonym>
    <synonym>3,4,5-trimethoxybenzoic acid [2-(dimethylamino)-2-phenylbutyl] ester</synonym>
    <synonym>Benzoic acid, 3,4,5-trimethoxy-, 2-(dimethylamino)-2-phenylbutyl ester</synonym>
    <synonym>BENZOIC ACID, 3,4,5-TRIMETHOXY-, 2-(DIMETHYLAMINO)-2-PHENYLBUTYL ESTER, (+-)-</synonym>
    <synonym>Benzoic acid, 3,4,5-trimethoxy-, 2-(dimethylamino)-2-phenylbutyl ester, (.+/-.)-</synonym>
    <synonym>BENZOIC ACID, 3,4,5-TRIMETHOXY-, beta-(DIMETHYLAMINO)-beta-ETHYLPHENETHYL ESTER</synonym>
    <synonym>Benzoic acid,3,4,5-trimethoxy-, 2-(dimethylamino)-2-phenylbutyl ester</synonym>
    <synonym>beta-(Dimethylamino)-beta-ethylphenethyl alcohol 3,4,5-trimethoxybenzoate (ester)</synonym>
    <synonym>Cerekinon</synonym>
    <synonym>Debridat</synonym>
    <synonym>Digerent</synonym>
    <synonym>maleic acid</synonym>
    <synonym>Mebutin</synonym>
    <synonym>Polibutin</synonym>
    <synonym>QA-3510</synonym>
    <synonym>QZ1OJ92E5R</synonym>
    <synonym>Spabucol</synonym>
    <synonym>Trimebutine</synonym>
    <synonym>Trimebutine base</synonym>
    <synonym>Trimebutine free base</synonym>
    <synonym>Trimebutine Maleate</synonym>
    <synonym>Trimebutine-d5</synonym>
    <synonym>Trimedat</synonym>
    <synonym>UNII:QZ1OJ92E5R</synonym>
    <synonym>[1-ethyl-1-phenyl-2-(3,4,5-trimethoxybenzoyloxy)ethyl]dimethylammonium hydrogen maleate</synonym>
    <synonym>[2-(dimethylamino)-2-phenyl-butyl] 3,4,5-trimethoxybenzoate</synonym>
    <synonym>[2-(dimethylamino)-2-phenylbutyl] 3,4,5-trimethoxybenzoate</synonym>
    <synonym>[39133-31-8]</synonym>
    <synonym>[58997-88-9]</synonym>
  </synonyms>
  <chemical_formula>C22H29N1O5</chemical_formula>
  <average_molecular_weight>387.476</average_molecular_weight>
  <monisotopic_moleculate_weight>387.204573</monisotopic_moleculate_weight>
  <iupac_name/>
  <traditional_iupac/>
  <cas_registry_number>39133-31-8</cas_registry_number>
  <smiles>CCC(COC(=O)C1=CC(OC)=C(OC)C(OC)=C1)(N(C)C)C1=CC=CC=C1</smiles>
  <inchi>InChI=1S/C22H29NO5/c1-7-22(23(2)3,17-11-9-8-10-12-17)15-28-21(24)16-13-18(25-4)20(27-6)19(14-16)26-5/h8-14H,7,15H2,1-6H3/t22-/m1/s1</inchi>
  <inchikey>LORDFXWUHHSAQU-UHFFFAOY-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>
    <property>
      <kind>logp</kind>
      <value>4.11</value>
    </property>
  </experimental_properties>
  <predicted_properties>
    <property>
      <kind>average_mass</kind>
      <value>387.476</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>mono_mass</kind>
      <value>387.204573</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>smiles</kind>
      <value>CCC(COC(=O)C1=CC(OC)=C(OC)C(OC)=C1)(N(C)C)C1=CC=CC=C1</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>formula</kind>
      <value>C22H29N1O5</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>inchi</kind>
      <value>InChI=1S/C22H29NO5/c1-7-22(23(2)3,17-11-9-8-10-12-17)15-28-21(24)16-13-18(25-4)20(27-6)19(14-16)26-5/h8-14H,7,15H2,1-6H3/t22-/m1/s1</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>inchikey</kind>
      <value>LORDFXWUHHSAQU-UHFFFAOY-N</value>
      <source>ChemAxon</source>
    </property>
  </predicted_properties>
  <route_of_exposure/>
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  <lethaldose/>
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  <use_source/>
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  <health_effects>#&lt;HealthEffect::ActiveRecord_Associations_CollectionProxy:0x00007f72a9b49100&gt;</health_effects>
  <symptoms/>
  <treatment/>
  <drugbank_id>DB09089</drugbank_id>
  <hmdb_id/>
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  <chemspider_id>15008</chemspider_id>
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