<?xml version="1.0" encoding="UTF-8"?>
<compound>
  <version>1.0</version>
  <creation_date>2016-05-22 05:24:26 UTC</creation_date>
  <update_date>2026-08-22 05:29:40 UTC</update_date>
  <accession/>
  <common_name>Hydrocortisone 17-butyrate</common_name>
  <class>SmallMolecule</class>
  <description>Hydrocortisone 17-butyrate belongs to the hydroxysteroids, a subclass of steroids and steroid derivatives within the organic compounds. This compound, which falls under the superclass of lipids and lipid-like molecules, has the chemical formula C25H36O6 and an average molecular weight of 432.56 g/mol.

The substance is found in or released from five recorded sources, including pharmaceuticals &amp; veterinary products such as corticosteroids and combinations with antiseptics, electrical &amp; electronic equipment including fixed capacitors and their manufacture and electrically stimulated smoking devices, and household cleaning &amp; consumer products specifically other smoking requisites. Recorded exposure routes for this compound are cutaneous and topical.

Hydrocortisone 17-butyrate interacts with four recorded protein targets. It acts as an agonist or inhibitor of Annexin A1 (ANXA1) and the glucocorticoid receptor (NR3C1). Additionally, it targets 11-beta-hydroxysteroid dehydrogenase type 2 (HSD11B2) and 3 beta-hydroxysteroid dehydrogenase/Delta 5--&gt;4-isomerase type 1 (HSD3B1).</description>
  <categories/>
  <types/>
  <synonyms/>
  <chemical_formula>C25H36O6</chemical_formula>
  <average_molecular_weight>432.557</average_molecular_weight>
  <monisotopic_moleculate_weight>432.251188879</monisotopic_moleculate_weight>
  <iupac_name>(1S,2R,10S,11S,14R,15S,17S)-17-hydroxy-14-(2-hydroxyacetyl)-2,15-dimethyl-5-oxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-6-en-14-yl butanoate</iupac_name>
  <traditional_iupac>hydrocortisone 17-butyrate</traditional_iupac>
  <cas_registry_number>13609-67-1</cas_registry_number>
  <smiles>[H][C@@]12CC[C@](OC(=O)CCC)(C(=O)CO)[C@@]1(C)C[C@]([H])(O)[C@@]1([H])[C@@]2([H])CCC2=CC(=O)CC[C@]12C</smiles>
  <inchi>InChI=1S/C25H36O6/c1-4-5-21(30)31-25(20(29)14-26)11-9-18-17-7-6-15-12-16(27)8-10-23(15,2)22(17)19(28)13-24(18,25)3/h12,17-19,22,26,28H,4-11,13-14H2,1-3H3/t17-,18-,19-,22+,23-,24-,25-/m0/s1</inchi>
  <inchikey>BMCQMVFGOVHVNG-TUFAYURCSA-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>
    <pathway>
      <name>Hydrocortisone butyrate Drug Metabolism Action Pathway</name>
      <smpdb_id>SMP0145174</smpdb_id>
      <kegg_map_id/>
    </pathway>
  </pathways>
  <state/>
  <appearance/>
  <experimental_properties>
    <property>
      <kind>logp</kind>
      <value>2.86</value>
    </property>
  </experimental_properties>
  <predicted_properties>
    <property>
      <kind>logp</kind>
      <value>3.21</value>
      <source>ALOGPS</source>
    </property>
    <property>
      <kind>logs</kind>
      <value>-4.50</value>
      <source>ALOGPS</source>
    </property>
    <property>
      <kind>solubility</kind>
      <value>1.36e-02 g/l</value>
      <source>ALOGPS</source>
    </property>
    <property>
      <kind>logp</kind>
      <value>2.86</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>pka_strongest_acidic</kind>
      <value>13.75</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>pka_strongest_basic</kind>
      <value>-2.8</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>iupac</kind>
      <value>(1S,2R,10S,11S,14R,15S,17S)-17-hydroxy-14-(2-hydroxyacetyl)-2,15-dimethyl-5-oxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-6-en-14-yl butanoate</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>average_mass</kind>
      <value>432.557</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>mono_mass</kind>
      <value>432.251188879</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>smiles</kind>
      <value>[H][C@@]12CC[C@](OC(=O)CCC)(C(=O)CO)[C@@]1(C)C[C@]([H])(O)[C@@]1([H])[C@@]2([H])CCC2=CC(=O)CC[C@]12C</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>formula</kind>
      <value>C25H36O6</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>inchi</kind>
      <value>InChI=1S/C25H36O6/c1-4-5-21(30)31-25(20(29)14-26)11-9-18-17-7-6-15-12-16(27)8-10-23(15,2)22(17)19(28)13-24(18,25)3/h12,17-19,22,26,28H,4-11,13-14H2,1-3H3/t17-,18-,19-,22+,23-,24-,25-/m0/s1</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>inchikey</kind>
      <value>BMCQMVFGOVHVNG-TUFAYURCSA-N</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>polar_surface_area</kind>
      <value>100.9</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>refractivity</kind>
      <value>115.78</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>polarizability</kind>
      <value>47.79</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>rotatable_bond_count</kind>
      <value>6</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>acceptor_count</kind>
      <value>5</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>donor_count</kind>
      <value>2</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>physiological_charge</kind>
      <value>0</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:0x00007f7263e3aaa8&gt;</health_effects>
  <symptoms/>
  <treatment/>
  <drugbank_id>DB14540</drugbank_id>
  <hmdb_id/>
  <pubchem_compound_id>26133</pubchem_compound_id>
  <chembl_id/>
  <chemspider_id>24344</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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      <target_id/>
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      <target_id>BE0000422</target_id>
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      <target_id>BE0000794</target_id>
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      <target_id>BE0000131</target_id>
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      <target_id>BE0000051</target_id>
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  </targets>
</compound>
