<?xml version="1.0" encoding="UTF-8"?>
<compound>
  <version>1.0</version>
  <creation_date>2026-04-14 15:30:58 UTC</creation_date>
  <update_date>2026-05-14 18:12:12 UTC</update_date>
  <accession/>
  <common_name>Ingenol mebutate</common_name>
  <class>SmallMolecule</class>
  <description>Ingenol mebutate is an organic compound with the formula C25H34O6 and an average molecular weight of 430.54 g/mol. Ingenol mebutate belongs to the diterpenoids, a subclass of prenol lipids within the organic compounds.

This compound is recorded as being found in or released from healthcare, pharmaceuticals, and veterinary products, specifically within the category of chemotherapeutics. The recorded route of exposure for this substance is topical. In terms of biological activity, ingenol mebutate acts as a ligand for two recorded protein targets: Protein kinase C alpha type (PRKCA) and Protein kinase C delta type (PRKCD).</description>
  <categories/>
  <types/>
  <synonyms/>
  <chemical_formula>C25H34O6</chemical_formula>
  <average_molecular_weight>430.541</average_molecular_weight>
  <monisotopic_moleculate_weight>430.235538815</monisotopic_moleculate_weight>
  <iupac_name/>
  <traditional_iupac/>
  <cas_registry_number>75567-37-2</cas_registry_number>
  <smiles>[H][C@@]12C[C@@H](C)[C@]34C=C(C)[C@H](OC(=O)C(\C)=C/C)[C@@]3(O)[C@H](O)C(CO)=C[C@@]([H])(C4=O)[C@]1([H])C2(C)C</smiles>
  <inchi>InChI=1S/C25H34O6/c1-7-12(2)22(29)31-21-13(3)10-24-14(4)8-17-18(23(17,5)6)16(20(24)28)9-15(11-26)19(27)25(21,24)30/h7,9-10,14,16-19,21,26-27,30H,8,11H2,1-6H3/b12-7-/t14-,16-,17-,18+,19-,21+,24+,25+/m1/s1</inchi>
  <inchikey>VDJHFHXMUKFKET-UXMMOKKRSA-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>2.51</value>
    </property>
  </experimental_properties>
  <predicted_properties>
    <property>
      <kind>average_mass</kind>
      <value>430.541</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>mono_mass</kind>
      <value>430.235538815</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>smiles</kind>
      <value>[H][C@@]12C[C@@H](C)[C@]34C=C(C)[C@H](OC(=O)C(\C)=C/C)[C@@]3(O)[C@H](O)C(CO)=C[C@@]([H])(C4=O)[C@]1([H])C2(C)C</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>formula</kind>
      <value>C25H34O6</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>inchi</kind>
      <value>InChI=1S/C25H34O6/c1-7-12(2)22(29)31-21-13(3)10-24-14(4)8-17-18(23(17,5)6)16(20(24)28)9-15(11-26)19(27)25(21,24)30/h7,9-10,14,16-19,21,26-27,30H,8,11H2,1-6H3/b12-7-/t14-,16-,17-,18+,19-,21+,24+,25+/m1/s1</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>inchikey</kind>
      <value>VDJHFHXMUKFKET-UXMMOKKRSA-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:0x00007f727c5b6e18&gt;</health_effects>
  <symptoms/>
  <treatment/>
  <drugbank_id>DB05013</drugbank_id>
  <hmdb_id/>
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  <chemspider_id/>
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  <biocyc_id/>
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  <wikipidia/>
  <general_references/>
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</compound>
