<?xml version="1.0" encoding="UTF-8"?>
<compound>
  <version>1.0</version>
  <creation_date>2016-05-22 06:55:18 UTC</creation_date>
  <update_date>2026-08-21 19:26:01 UTC</update_date>
  <accession/>
  <common_name>Cannabinol</common_name>
  <class>SmallMolecule</class>
  <description>Cannabinol is an organic compound with the chemical formula C21H26O2 and an average molecular weight of 310.44 g/mol. Cannabinol belongs to the 1-benzopyrans, a subclass of benzopyrans within the organic compounds. In terms of biological activity, it is recorded as an agonist of the protein target Cannabinoid receptor 1 (CNR1).

The compound is found in or released from 33 recorded sources across various sectors. Within healthcare, pharmaceuticals, and veterinary products, it is associated with medical devices. In the food, food processing, and cookware sector, it is linked to food packaging, food preservation, the preparation of wort, the preparation of wine or sparkling wine, and fermentation processes for beer. Its presence is noted in electrical and electronic equipment, including batteries, capacitors, cell phones, printed circuit boards, wires, and cables, among five other items. In the realm of household cleaning and consumer products, it is found in perfumes within detergents and soaps, cigar cigarettes, pipe accessories, non-electric simulated smoking devices, other smoking requisites, and six additional sources. Other recorded sources include indoor air within the air, dust, and atmospheric transport sector, as well as carpets, rugs, and synthetic textiles within the textiles, leather, and furnishings sector. Exposure to cannabinol can occur through oral, inhalation, and touch routes.</description>
  <categories/>
  <types>
    <type>PFAS</type>
    <type>Phytotoxin</type>
  </types>
  <synonyms/>
  <chemical_formula>C21H26O2</chemical_formula>
  <average_molecular_weight>310.437</average_molecular_weight>
  <monisotopic_moleculate_weight>310.193280077</monisotopic_moleculate_weight>
  <iupac_name>6,6,9-trimethyl-3-pentyl-6H-benzo[c]chromen-1-ol</iupac_name>
  <traditional_iupac>cannabinol</traditional_iupac>
  <cas_registry_number>521-35-7</cas_registry_number>
  <smiles>CCCCCC1=CC(O)=C2C(OC(C)(C)C3=CC=C(C)C=C23)=C1</smiles>
  <inchi>InChI=1S/C21H26O2/c1-5-6-7-8-15-12-18(22)20-16-11-14(2)9-10-17(16)21(3,4)23-19(20)13-15/h9-13,22H,5-8H2,1-4H3</inchi>
  <inchikey>VBGLYOIFKLUMQG-UHFFFAOYSA-N</inchikey>
  <taxonomy>
    <kingdom>Organic compounds</kingdom>
    <super_class>Organoheterocyclic compounds</super_class>
    <class>Benzopyrans</class>
    <sub_class>1-benzopyrans</sub_class>
    <direct_parent>Dibenzopyrans</direct_parent>
    <alternate_parents>
      <alternative_parent>1-hydroxy-2-unsubstituted benzenoids</alternative_parent>
      <alternative_parent>1-hydroxy-4-unsubstituted benzenoids</alternative_parent>
      <alternative_parent>2-benzopyrans</alternative_parent>
      <alternative_parent>Alkyl aryl ethers</alternative_parent>
      <alternative_parent>Hydrocarbon derivatives</alternative_parent>
      <alternative_parent>Oxacyclic compounds</alternative_parent>
    </alternate_parents>
    <substituents>
      <substituent>1-hydroxy-2-unsubstituted benzenoid</substituent>
      <substituent>1-hydroxy-4-unsubstituted benzenoid</substituent>
      <substituent>2-benzopyran</substituent>
      <substituent>Alkyl aryl ether</substituent>
      <substituent>Aromatic heteropolycyclic compound</substituent>
      <substituent>Benzenoid</substituent>
      <substituent>Dibenzopyran</substituent>
      <substituent>Ether</substituent>
      <substituent>Hydrocarbon derivative</substituent>
      <substituent>Organic oxygen compound</substituent>
      <substituent>Organooxygen compound</substituent>
      <substituent>Oxacycle</substituent>
    </substituents>
    <molecular_framework>Aromatic heteropolycyclic compounds</molecular_framework>
    <descriptors>
      <descriptor>Cannabinoids</descriptor>
      <descriptor>Other aromatic polyketides</descriptor>
      <descriptor>Other aromatic polyketides</descriptor>
      <descriptor>dibenzopyran</descriptor>
    </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>6.41</value>
    </property>
  </experimental_properties>
  <predicted_properties>
    <property>
      <kind>logp</kind>
      <value>6.58</value>
      <source>ALOGPS</source>
    </property>
    <property>
      <kind>logs</kind>
      <value>-5.96</value>
      <source>ALOGPS</source>
    </property>
    <property>
      <kind>solubility</kind>
      <value>3.39e-04 g/l</value>
      <source>ALOGPS</source>
    </property>
    <property>
      <kind>logp</kind>
      <value>6.41</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>pka_strongest_acidic</kind>
      <value>9.32</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>pka_strongest_basic</kind>
      <value>-4.9</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>iupac</kind>
      <value>6,6,9-trimethyl-3-pentyl-6H-benzo[c]chromen-1-ol</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>average_mass</kind>
      <value>310.437</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>mono_mass</kind>
      <value>310.193280077</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>smiles</kind>
      <value>CCCCCC1=CC(O)=C2C(OC(C)(C)C3=CC=C(C)C=C23)=C1</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>formula</kind>
      <value>C21H26O2</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>inchi</kind>
      <value>InChI=1S/C21H26O2/c1-5-6-7-8-15-12-18(22)20-16-11-14(2)9-10-17(16)21(3,4)23-19(20)13-15/h9-13,22H,5-8H2,1-4H3</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>inchikey</kind>
      <value>VBGLYOIFKLUMQG-UHFFFAOYSA-N</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>polar_surface_area</kind>
      <value>29.46</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>refractivity</kind>
      <value>95.74</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>polarizability</kind>
      <value>37.75</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>rotatable_bond_count</kind>
      <value>4</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>acceptor_count</kind>
      <value>2</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/>
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  <metabolism/>
  <toxicity/>
  <lethaldose/>
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  <use_source/>
  <min_risk_level/>
  <health_effects>#&lt;HealthEffect::ActiveRecord_Associations_CollectionProxy:0x00007f7267506910&gt;</health_effects>
  <symptoms/>
  <treatment/>
  <drugbank_id>DB14737</drugbank_id>
  <hmdb_id/>
  <pubchem_compound_id>2543</pubchem_compound_id>
  <chembl_id/>
  <chemspider_id>2447</chemspider_id>
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  <wikipidia/>
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</compound>
