<?xml version="1.0" encoding="UTF-8"?>
<compound>
  <version>1.0</version>
  <creation_date>2016-05-26 00:23:21 UTC</creation_date>
  <update_date>2026-05-14 18:01:09 UTC</update_date>
  <accession/>
  <common_name>Ergosterol</common_name>
  <class>SmallMolecule</class>
  <description>Ergosterol is an organic compound with the chemical formula C28H44O and an average molecular weight of 396.65 g/mol. Ergosterol belongs to the ergostane steroids, a subclass of steroids and steroid derivatives within the organic compounds. In industrial applications, this lipid-like molecule is utilized as a softener and conditioner.

The compound is identified in ten recorded sources across various categories. Within food, food processing, and cookware, it is found in the preparation of wort, malt, and vinegar, as well as in the preparation of wine or sparkling wine and the processing of meats. In the realm of electrical and electronic equipment, it is associated with radio transmission systems, television systems, and antennas. Additionally, it is recorded in household cleaning and consumer products, specifically in pipe accessories and non electric simulated smoking devices.</description>
  <categories/>
  <types/>
  <synonyms>
    <synonym>Ergosterin</synonym>
  </synonyms>
  <chemical_formula>C28H44O</chemical_formula>
  <average_molecular_weight>396.6484</average_molecular_weight>
  <monisotopic_moleculate_weight>396.33921603</monisotopic_moleculate_weight>
  <iupac_name>(2R,5S,15R)-14-[(2R,3E,5R)-5,6-dimethylhept-3-en-2-yl]-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-7,9-dien-5-ol</iupac_name>
  <traditional_iupac>(2R,5S,15R)-14-[(2R,3E,5R)-5,6-dimethylhept-3-en-2-yl]-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-7,9-dien-5-ol</traditional_iupac>
  <cas_registry_number>57-87-4</cas_registry_number>
  <smiles>CC(C)C(C)\C=C\C(C)C1CCC2C3=CC=C4CC(O)CCC4(C)C3CCC12C</smiles>
  <inchi>InChI=1S/C28H44O/c1-18(2)19(3)7-8-20(4)24-11-12-25-23-10-9-21-17-22(29)13-15-27(21,5)26(23)14-16-28(24,25)6/h7-10,18-20,22,24-26,29H,11-17H2,1-6H3/b8-7+</inchi>
  <inchikey>DNVPQKQSNYMLRS-BQYQJAHWSA-N</inchikey>
  <taxonomy>
    <kingdom>Organic compounds</kingdom>
    <super_class>Organoheterocyclic compounds</super_class>
    <class>Quinolines and derivatives</class>
    <sub_class>Quinoline carboxylic acids</sub_class>
    <direct_parent>Quinoline carboxylic acids</direct_parent>
    <alternate_parents>
      <alternative_parent>1-hydroxy-2-unsubstituted benzenoids</alternative_parent>
      <alternative_parent>1-hydroxy-4-unsubstituted benzenoids</alternative_parent>
      <alternative_parent>8-hydroxyquinolines</alternative_parent>
      <alternative_parent>Azacyclic compounds</alternative_parent>
      <alternative_parent>Carboxylic acids</alternative_parent>
      <alternative_parent>Heteroaromatic compounds</alternative_parent>
      <alternative_parent>Hydrocarbon derivatives</alternative_parent>
      <alternative_parent>Hydroquinolines</alternative_parent>
      <alternative_parent>Hydroquinolones</alternative_parent>
      <alternative_parent>Hydroxyquinolines</alternative_parent>
      <alternative_parent>Monocarboxylic acids and derivatives</alternative_parent>
      <alternative_parent>Organic oxides</alternative_parent>
      <alternative_parent>Organonitrogen compounds</alternative_parent>
      <alternative_parent>Organooxygen compounds</alternative_parent>
      <alternative_parent>Organopnictogen compounds</alternative_parent>
      <alternative_parent>Pyridinecarboxylic acids</alternative_parent>
      <alternative_parent>Vinylogous amides</alternative_parent>
    </alternate_parents>
    <substituents>
      <substituent>1-hydroxy-2-unsubstituted benzenoid</substituent>
      <substituent>1-hydroxy-4-unsubstituted benzenoid</substituent>
      <substituent>8-hydroxyquinoline</substituent>
      <substituent>Aromatic heteropolycyclic compound</substituent>
      <substituent>Azacycle</substituent>
      <substituent>Benzenoid</substituent>
      <substituent>Carboxylic acid</substituent>
      <substituent>Carboxylic acid derivative</substituent>
      <substituent>Dihydroquinoline</substituent>
      <substituent>Dihydroquinolone</substituent>
      <substituent>Heteroaromatic compound</substituent>
      <substituent>Hydrocarbon derivative</substituent>
      <substituent>Hydroxyquinoline</substituent>
      <substituent>Monocarboxylic acid or derivatives</substituent>
      <substituent>Organic nitrogen compound</substituent>
      <substituent>Organic oxide</substituent>
      <substituent>Organic oxygen compound</substituent>
      <substituent>Organonitrogen compound</substituent>
      <substituent>Organooxygen compound</substituent>
      <substituent>Organopnictogen compound</substituent>
      <substituent>Pyridine</substituent>
      <substituent>Pyridine carboxylic acid</substituent>
      <substituent>Pyridine carboxylic acid or derivatives</substituent>
      <substituent>Quinoline-2-carboxylic acid</substituent>
      <substituent>Vinylogous amide</substituent>
    </substituents>
    <molecular_framework>Aromatic heteropolycyclic compounds</molecular_framework>
    <descriptors>
      <descriptor>dihydroxyquinoline</descriptor>
      <descriptor>quinolinemonocarboxylic acid</descriptor>
    </descriptors>
  </taxonomy>
  <status>Detected and Not Quantified</status>
  <origin/>
  <cellular_locations/>
  <biofluid_locations/>
  <tissue_locations/>
  <pathways>
    <pathway>
      <name>Fluconazole Action Pathway</name>
      <smpdb_id>SMP0125079</smpdb_id>
      <kegg_map_id/>
    </pathway>
    <pathway>
      <name>Itraconazole Action Pathway</name>
      <smpdb_id>SMP0125099</smpdb_id>
      <kegg_map_id/>
    </pathway>
    <pathway>
      <name>Clotrimazole Action Pathway</name>
      <smpdb_id>SMP0125104</smpdb_id>
      <kegg_map_id/>
    </pathway>
    <pathway>
      <name>Amphotericin B Action Pathway</name>
      <smpdb_id>SMP0125113</smpdb_id>
      <kegg_map_id/>
    </pathway>
    <pathway>
      <name>Terbinafine Action Pathway</name>
      <smpdb_id>SMP0125118</smpdb_id>
      <kegg_map_id/>
    </pathway>
    <pathway>
      <name>Ketoconazole Anti-fungal Action Pathway</name>
      <smpdb_id>SMP0125162</smpdb_id>
      <kegg_map_id/>
    </pathway>
    <pathway>
      <name>Tolnaftate Action Pathway</name>
      <smpdb_id>SMP0125360</smpdb_id>
      <kegg_map_id/>
    </pathway>
    <pathway>
      <name>Econazole Action Pathway</name>
      <smpdb_id>SMP0125404</smpdb_id>
      <kegg_map_id/>
    </pathway>
    <pathway>
      <name>Oxiconazole Action Pathway</name>
      <smpdb_id>SMP0125405</smpdb_id>
      <kegg_map_id/>
    </pathway>
    <pathway>
      <name>Bifonazole Action Pathway</name>
      <smpdb_id>SMP0125418</smpdb_id>
      <kegg_map_id/>
    </pathway>
    <pathway>
      <name>Sertaconazole Action Pathway</name>
      <smpdb_id>SMP0125419</smpdb_id>
      <kegg_map_id/>
    </pathway>
    <pathway>
      <name>Terconazole Action Pathway</name>
      <smpdb_id>SMP0125439</smpdb_id>
      <kegg_map_id/>
    </pathway>
    <pathway>
      <name>Tioconazole Action Pathway</name>
      <smpdb_id>SMP0125440</smpdb_id>
      <kegg_map_id/>
    </pathway>
    <pathway>
      <name>Voriconazole Action Pathway</name>
      <smpdb_id>SMP0125441</smpdb_id>
      <kegg_map_id/>
    </pathway>
    <pathway>
      <name>Butenafine Action Pathway</name>
      <smpdb_id>SMP0125811</smpdb_id>
      <kegg_map_id/>
    </pathway>
    <pathway>
      <name>Butoconazole Action Pathway</name>
      <smpdb_id>SMP0125812</smpdb_id>
      <kegg_map_id/>
    </pathway>
    <pathway>
      <name>Efinaconazole Action Pathway</name>
      <smpdb_id>SMP0125813</smpdb_id>
      <kegg_map_id/>
    </pathway>
    <pathway>
      <name>Isavuconazole Action Pathway</name>
      <smpdb_id>SMP0125814</smpdb_id>
      <kegg_map_id/>
    </pathway>
    <pathway>
      <name>Isavuconazonium Action Pathway</name>
      <smpdb_id>SMP0125818</smpdb_id>
      <kegg_map_id/>
    </pathway>
    <pathway>
      <name>Isoconazole Action Pathway</name>
      <smpdb_id>SMP0125819</smpdb_id>
      <kegg_map_id/>
    </pathway>
    <pathway>
      <name>Luliconazole Action Pathway</name>
      <smpdb_id>SMP0125821</smpdb_id>
      <kegg_map_id/>
    </pathway>
    <pathway>
      <name>Miconazole Action Pathway</name>
      <smpdb_id>SMP0125822</smpdb_id>
      <kegg_map_id/>
    </pathway>
    <pathway>
      <name>Naftifine Action Pathway</name>
      <smpdb_id>SMP0125827</smpdb_id>
      <kegg_map_id/>
    </pathway>
    <pathway>
      <name>Natamycin Action Pathway</name>
      <smpdb_id>SMP0125828</smpdb_id>
      <kegg_map_id/>
    </pathway>
    <pathway>
      <name>Nystatin Action Pathway</name>
      <smpdb_id>SMP0125829</smpdb_id>
      <kegg_map_id/>
    </pathway>
    <pathway>
      <name>Oteseconazole Action Pathway</name>
      <smpdb_id>SMP0125830</smpdb_id>
      <kegg_map_id/>
    </pathway>
    <pathway>
      <name>Posaconazole Action Pathway</name>
      <smpdb_id>SMP0125831</smpdb_id>
      <kegg_map_id/>
    </pathway>
    <pathway>
      <name>Sulconazole Action Pathway</name>
      <smpdb_id>SMP0125832</smpdb_id>
      <kegg_map_id/>
    </pathway>
    <pathway>
      <name>Candicidin Action Pathway</name>
      <smpdb_id>SMP0125834</smpdb_id>
      <kegg_map_id/>
    </pathway>
    <pathway>
      <name>Ergosterol Drug Metabolism Action Pathway</name>
      <smpdb_id>SMP0143879</smpdb_id>
      <kegg_map_id/>
    </pathway>
  </pathways>
  <state/>
  <appearance/>
  <experimental_properties>
    <property>
      <kind>logp</kind>
      <value>6.63</value>
    </property>
  </experimental_properties>
  <predicted_properties>
    <property>
      <kind>logp</kind>
      <value>7.39</value>
      <source>ALOGPS</source>
    </property>
    <property>
      <kind>logs</kind>
      <value>-6.41</value>
      <source>ALOGPS</source>
    </property>
    <property>
      <kind>solubility</kind>
      <value>1.56e-04 g/l</value>
      <source>ALOGPS</source>
    </property>
    <property>
      <kind>logp</kind>
      <value>6.63</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>pka_strongest_acidic</kind>
      <value>18.27</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>pka_strongest_basic</kind>
      <value>-1.4</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>iupac</kind>
      <value>(2R,5S,15R)-14-[(2R,3E,5R)-5,6-dimethylhept-3-en-2-yl]-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-7,9-dien-5-ol</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>average_mass</kind>
      <value>396.6484</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>mono_mass</kind>
      <value>396.33921603</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>smiles</kind>
      <value>CC(C)C(C)\C=C\C(C)C1CCC2C3=CC=C4CC(O)CCC4(C)C3CCC12C</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>formula</kind>
      <value>C28H44O</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>inchi</kind>
      <value>InChI=1S/C28H44O/c1-18(2)19(3)7-8-20(4)24-11-12-25-23-10-9-21-17-22(29)13-15-27(21,5)26(23)14-16-28(24,25)6/h7-10,18-20,22,24-26,29H,11-17H2,1-6H3/b8-7+</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>inchikey</kind>
      <value>DNVPQKQSNYMLRS-BQYQJAHWSA-N</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>polar_surface_area</kind>
      <value>20.23</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>refractivity</kind>
      <value>127.13</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>polarizability</kind>
      <value>49.94</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>rotatable_bond_count</kind>
      <value>4</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>acceptor_count</kind>
      <value>1</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>donor_count</kind>
      <value>1</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:0x00007f7227d29ce0&gt;</health_effects>
  <symptoms/>
  <treatment/>
  <drugbank_id>DB04038</drugbank_id>
  <hmdb_id/>
  <pubchem_compound_id>444679</pubchem_compound_id>
  <chembl_id/>
  <chemspider_id>392539</chemspider_id>
  <kegg_id/>
  <uniprot_id/>
  <omim_id/>
  <chebi_id/>
  <biocyc_id/>
  <ctd_id/>
  <stitch_id/>
  <actor_id/>
  <pdb_id/>
  <wikipidia/>
  <general_references/>
  <targets>
    <target>
      <target_id/>
      <mechanism_of_action/>
      <constants/>
      <references/>
    </target>
    <target>
      <target_id/>
      <mechanism_of_action/>
      <constants/>
      <references/>
    </target>
    <target>
      <target_id/>
      <mechanism_of_action/>
      <constants/>
      <references/>
    </target>
    <target>
      <target_id/>
      <mechanism_of_action/>
      <constants/>
      <references/>
    </target>
    <target>
      <target_id/>
      <mechanism_of_action/>
      <constants/>
      <references/>
    </target>
    <target>
      <target_id/>
      <mechanism_of_action/>
      <constants/>
      <references/>
    </target>
    <target>
      <target_id/>
      <mechanism_of_action/>
      <constants/>
      <references/>
    </target>
    <target>
      <target_id/>
      <mechanism_of_action/>
      <constants/>
      <references/>
    </target>
    <target>
      <target_id/>
      <mechanism_of_action/>
      <constants/>
      <references/>
    </target>
    <target>
      <target_id/>
      <mechanism_of_action/>
      <constants/>
      <references/>
    </target>
    <target>
      <target_id/>
      <mechanism_of_action/>
      <constants/>
      <references/>
    </target>
    <target>
      <target_id/>
      <mechanism_of_action/>
      <constants/>
      <references/>
    </target>
    <target>
      <target_id/>
      <mechanism_of_action/>
      <constants/>
      <references/>
    </target>
    <target>
      <target_id/>
      <mechanism_of_action/>
      <constants/>
      <references/>
    </target>
    <target>
      <target_id/>
      <mechanism_of_action/>
      <constants/>
      <references/>
    </target>
    <target>
      <target_id/>
      <mechanism_of_action/>
      <constants/>
      <references/>
    </target>
    <target>
      <target_id/>
      <mechanism_of_action/>
      <constants/>
      <references/>
    </target>
    <target>
      <target_id/>
      <mechanism_of_action/>
      <constants/>
      <references/>
    </target>
    <target>
      <target_id/>
      <mechanism_of_action/>
      <constants/>
      <references/>
    </target>
    <target>
      <target_id/>
      <mechanism_of_action/>
      <constants/>
      <references/>
    </target>
    <target>
      <target_id/>
      <mechanism_of_action/>
      <constants/>
      <references/>
    </target>
    <target>
      <target_id/>
      <mechanism_of_action/>
      <constants/>
      <references/>
    </target>
    <target>
      <target_id/>
      <mechanism_of_action/>
      <constants/>
      <references/>
    </target>
    <target>
      <target_id/>
      <mechanism_of_action/>
      <constants/>
      <references/>
    </target>
    <target>
      <target_id/>
      <mechanism_of_action/>
      <constants/>
      <references/>
    </target>
  </targets>
</compound>
