<?xml version="1.0" encoding="UTF-8"?>
<compound>
  <version>1.0</version>
  <creation_date>2026-04-04 18:14:58 UTC</creation_date>
  <update_date>2026-05-20 19:06:20 UTC</update_date>
  <accession/>
  <common_name>Delta(9)-Tetrahydrocannabinolic acid</common_name>
  <class>SmallMolecule</class>
  <description>Delta(9)-Tetrahydrocannabinolic acid is an organic compound with the chemical formula C22H30O4 and an average molecular weight of 358.48 g/mol. Delta(9)-Tetrahydrocannabinolic acid belongs to the 1-benzopyrans, a subclass of benzopyrans within the organic compounds. It is further categorized under the superclass of organoheterocyclic compounds.

The compound has been identified in or released from 12 recorded sources across several categories. Within household cleaning and consumer products, it is found in ash trays, non electric simulated smoking devices, other smoking requisites, pipe accessories, and tobacco pipes, among one other item. In the sector of food, food processing and cookware, it is associated with the processing of fish and the preparation of wort, as well as the preparation of wine or sparkling wine. Additionally, it is present in electrical and electronic equipment, specifically in magnets and antennas. It has also been detected in indoor air, representing the air, dust and atmospheric transport category. The recorded route of exposure for this compound is inhalation.</description>
  <categories/>
  <types/>
  <synonyms>
    <synonym>(6aR,10aR)-1-Hydroxy-6,6,9-trimethyl-3-pentyl-6a,7,8,10a-tetrahydro-6H-benzo[c]chromene-2-carboxylic acid</synonym>
    <synonym>.delta.-9-Tetrahydrocannabinoic acid a</synonym>
    <synonym>1-HYDROXY-3-PENTYL-6ALPHA,7,8,10ALPHA-TETRAHYDRO-6,6,9-TRIMETHYL-6H-DIBENZO[B,D]PYRAN-2-CARBOXYLIC ACID</synonym>
    <synonym>1-Hydroxy-6,6,9-trimethyl-3-pentyl-6a,7,8,10a-tetrahydro-6H-benzo[c]chromene-2-carboxylic acid</synonym>
    <synonym>6H-Dibenzo[b,d]pyran-2-carboxylic acid, 6a,7,8,10a-tetrahydro-1-hydroxy-6,6,9-trimethyl-3-pentyl-</synonym>
    <synonym>DELTA2-Tetrahydrocannabinolic acid</synonym>
  </synonyms>
  <chemical_formula>C22H30O4</chemical_formula>
  <average_molecular_weight>358.478</average_molecular_weight>
  <monisotopic_moleculate_weight>358.214409</monisotopic_moleculate_weight>
  <iupac_name/>
  <traditional_iupac/>
  <cas_registry_number>23978-85-0</cas_registry_number>
  <smiles>CCCCCC1=CC2=C([C@@H]3C=C(C)CC[C@H]3C(C)(C)O2)C(O)=C1C(O)=O</smiles>
  <inchi>InChI=1S/C22H30O4/c1-5-6-7-8-14-12-17-19(20(23)18(14)21(24)25)15-11-13(2)9-10-16(15)22(3,4)26-17/h11-12,15-16,23H,5-10H2,1-4H3,(H,24,25)</inchi>
  <inchikey>UCONUSSAWGCZMV-UHFFFAOYSA-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/>
  <predicted_properties>
    <property>
      <kind>average_mass</kind>
      <value>358.478</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>mono_mass</kind>
      <value>358.214409</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>smiles</kind>
      <value>CCCCCC1=CC2=C([C@@H]3C=C(C)CC[C@H]3C(C)(C)O2)C(O)=C1C(O)=O</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>formula</kind>
      <value>C22H30O4</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>inchi</kind>
      <value>InChI=1S/C22H30O4/c1-5-6-7-8-14-12-17-19(20(23)18(14)21(24)25)15-11-13(2)9-10-16(15)22(3,4)26-17/h11-12,15-16,23H,5-10H2,1-4H3,(H,24,25)</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>inchikey</kind>
      <value>UCONUSSAWGCZMV-UHFFFAOYSA-N</value>
      <source>ChemAxon</source>
    </property>
  </predicted_properties>
  <route_of_exposure/>
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  <metabolism/>
  <toxicity/>
  <lethaldose/>
  <carcinogenicity/>
  <use_source/>
  <min_risk_level/>
  <health_effects>#&lt;HealthEffect::ActiveRecord_Associations_CollectionProxy:0x00007f7271be97f0&gt;</health_effects>
  <symptoms/>
  <treatment/>
  <drugbank_id/>
  <hmdb_id/>
  <pubchem_compound_id>98523</pubchem_compound_id>
  <chembl_id/>
  <chemspider_id>8220</chemspider_id>
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</compound>
