<?xml version="1.0" encoding="UTF-8"?>
<compound>
  <version>1.0</version>
  <creation_date>2016-06-03 11:11:30 UTC</creation_date>
  <update_date>2026-05-14 19:02:05 UTC</update_date>
  <accession/>
  <common_name>cannabidiol</common_name>
  <class>SmallMolecule</class>
  <description>Cannabidiol is an organic compound with the formula C21H30O2 and an average molecular weight of 314.47 g/mol. It belongs to the monoterpenoids, a subclass of prenol lipids within the organic compounds. This substance serves several industrial and biological roles, acting as an antioxidant (PMC10513173, PMC8385185), a humectant, a softener and conditioner, and a pharmaceutical agent.

The compound is found in or released from 35 recorded sources across various sectors. These include electrical and electronic equipment such as batteries, cell phones, capacitors, printed circuit boards, and wires and cables; household cleaning and consumer products including ash trays, pipe accessories, devices for igniting matches, non-electric simulated smoking devices, and other smoking requisites, among five others; healthcare, pharmaceuticals and veterinary products like medical devices and antiepileptics; textiles, leather and furnishings including carpets, rugs, and synthetic textiles; food, food processing and cookware, including food packaging, the processing of fish, and the preparation of vinegar, wort, wine or sparkling wine, among two others; and indoor air via air, dust and atmospheric transport, plus four additional sectors. Recorded exposure routes include buccal, inhalation, oral, sublingual, topical, and touch.

Cannabidiol interacts with 39 recorded protein targets. It acts as a modulator, inhibitor, inverse agonist, partial agonist, positive allosteric modulator, potentiator, or stimulator of Cannabinoid receptor 1 (CNR1), Cannabinoid receptor 2 (CNR2), G-protein coupled receptor 12 (GPR12), Glycine receptor subunit alpha-1 (GLRA1), and 35 other proteins. Regarding health effects, it is used as a treatment for multiple sclerosis and pain (PMC6269679), as well as Dravet syndrome and Lennox-Gastaut syndrome (PMC11910417, PMC9502382). It has therapeutic effects on inflammation (PMC10058143) and joint pain (PMC12684957) and is associated with a decrease in headache (PMC9502382).</description>
  <categories/>
  <types>
    <type>PFAS</type>
    <type>Phytotoxin</type>
  </types>
  <synonyms/>
  <chemical_formula>C21H30O2</chemical_formula>
  <average_molecular_weight>314.469</average_molecular_weight>
  <monisotopic_moleculate_weight>314.224580206</monisotopic_moleculate_weight>
  <iupac_name>2-[(6R)-3-methyl-6-(prop-1-en-2-yl)cyclohex-2-en-1-yl]-5-pentylbenzene-1,3-diol</iupac_name>
  <traditional_iupac>cannabidiol</traditional_iupac>
  <cas_registry_number>13956-29-1</cas_registry_number>
  <smiles>[H][C@]1(CCC(C)=CC1([H])C1=C(O)C=C(CCCCC)C=C1O)C(C)=C</smiles>
  <inchi>InChI=1S/C21H30O2/c1-5-6-7-8-16-12-19(22)21(20(23)13-16)18-11-15(4)9-10-17(18)14(2)3/h11-13,17-18,22-23H,2,5-10H2,1,3-4H3/t17-,18?/m0/s1</inchi>
  <inchikey>QHMBSVQNZZTUGM-ZENAZSQFSA-N</inchikey>
  <taxonomy>
    <kingdom>Organic compounds</kingdom>
    <super_class>Lipids and lipid-like molecules</super_class>
    <class>Prenol lipids</class>
    <sub_class>Monoterpenoids</sub_class>
    <direct_parent>Aromatic monoterpenoids</direct_parent>
    <alternate_parents>
      <alternative_parent>1-hydroxy-2-unsubstituted benzenoids</alternative_parent>
      <alternative_parent>1-hydroxy-4-unsubstituted benzenoids</alternative_parent>
      <alternative_parent>Benzene and substituted derivatives</alternative_parent>
      <alternative_parent>Hydrocarbon derivatives</alternative_parent>
      <alternative_parent>Menthane monoterpenoids</alternative_parent>
      <alternative_parent>Monocyclic monoterpenoids</alternative_parent>
      <alternative_parent>Organooxygen compounds</alternative_parent>
      <alternative_parent>Resorcinols</alternative_parent>
    </alternate_parents>
    <substituents>
      <substituent>1-hydroxy-2-unsubstituted benzenoid</substituent>
      <substituent>1-hydroxy-4-unsubstituted benzenoid</substituent>
      <substituent>Aromatic homomonocyclic compound</substituent>
      <substituent>Aromatic monoterpenoid</substituent>
      <substituent>Benzenoid</substituent>
      <substituent>Hydrocarbon derivative</substituent>
      <substituent>Monocyclic benzene moiety</substituent>
      <substituent>Monocyclic monoterpenoid</substituent>
      <substituent>Organic oxygen compound</substituent>
      <substituent>Organooxygen compound</substituent>
      <substituent>P-menthane monoterpenoid</substituent>
      <substituent>Phenol</substituent>
      <substituent>Resorcinol</substituent>
    </substituents>
    <molecular_framework>Aromatic homomonocyclic compounds</molecular_framework>
    <descriptors>
      <descriptor>Cannabinoids</descriptor>
      <descriptor>Other aromatic polyketides</descriptor>
      <descriptor>Other aromatic polyketides</descriptor>
    </descriptors>
  </taxonomy>
  <status>Detected and Not Quantified</status>
  <origin/>
  <cellular_locations/>
  <biofluid_locations/>
  <tissue_locations/>
  <pathways>
    <pathway>
      <name>Cannabidiol Drug Metabolism Action Pathway</name>
      <smpdb_id>SMP0144277</smpdb_id>
      <kegg_map_id/>
    </pathway>
  </pathways>
  <state/>
  <appearance/>
  <experimental_properties>
    <property>
      <kind>logp</kind>
      <value>6.33</value>
    </property>
  </experimental_properties>
  <predicted_properties>
    <property>
      <kind>logp</kind>
      <value>6.10</value>
      <source>ALOGPS</source>
    </property>
    <property>
      <kind>logs</kind>
      <value>-4.40</value>
      <source>ALOGPS</source>
    </property>
    <property>
      <kind>solubility</kind>
      <value>1.26e-02 g/l</value>
      <source>ALOGPS</source>
    </property>
    <property>
      <kind>logp</kind>
      <value>6.33</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>pka_strongest_acidic</kind>
      <value>9.13</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>pka_strongest_basic</kind>
      <value>-5.7</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>iupac</kind>
      <value>2-[(6R)-3-methyl-6-(prop-1-en-2-yl)cyclohex-2-en-1-yl]-5-pentylbenzene-1,3-diol</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>average_mass</kind>
      <value>314.469</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>mono_mass</kind>
      <value>314.224580206</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>smiles</kind>
      <value>[H][C@]1(CCC(C)=CC1([H])C1=C(O)C=C(CCCCC)C=C1O)C(C)=C</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>formula</kind>
      <value>C21H30O2</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>inchi</kind>
      <value>InChI=1S/C21H30O2/c1-5-6-7-8-16-12-19(22)21(20(23)13-16)18-11-15(4)9-10-17(18)14(2)3/h11-13,17-18,22-23H,2,5-10H2,1,3-4H3/t17-,18?/m0/s1</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>inchikey</kind>
      <value>QHMBSVQNZZTUGM-ZENAZSQFSA-N</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>polar_surface_area</kind>
      <value>40.46</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>refractivity</kind>
      <value>98.53</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>polarizability</kind>
      <value>38.28</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>rotatable_bond_count</kind>
      <value>6</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>acceptor_count</kind>
      <value>2</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:0x00007f7223255f20&gt;</health_effects>
  <symptoms/>
  <treatment/>
  <drugbank_id>DB09061</drugbank_id>
  <hmdb_id/>
  <pubchem_compound_id>644019</pubchem_compound_id>
  <chembl_id/>
  <chemspider_id>559095</chemspider_id>
  <kegg_id/>
  <uniprot_id/>
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  <chebi_id/>
  <biocyc_id/>
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