Δ-8-Tetrahydrocannabinol

**Pharmacology and Pharmacokinetics of ∆-8-THC**:
– ∆-8-THC acts as a partial agonist of CB1 and CB2 cannabinoid receptors.
– It is moderately less potent than ∆-9-THC and has a lower binding efficiency to cannabinoid receptors.
– Following ingestion, ∆-8-THC undergoes conversion into metabolites like 11-hydroxy-∆-THC before excretion.
– The pharmacokinetic profile of ∆-8-THC is similar to ∆-9-THC.
– ∆-8-THC is a tricyclic terpenoid with distinct physical and chemical properties, including increased stability due to structural differences.

**Safety and Toxicity Concerns of ∆-8-THC**:
– The safety profile of long-term ∆-8-THC use is unknown, with reported adverse events and fatalities.
– US poison control centers received numerous exposure cases related to ∆-8-THC products.
– Concerns exist regarding unknown risks of psychosis, addiction, and regulatory oversight.
– Calls for further research and clinical caution regarding the potential toxic effects of ∆-8-THC.

**Medical Uses and Effects of ∆-8-THC**:
– ∆-8-THC exhibits antiemetic, anxiolytic, analgesic, appetite-stimulating, and neuroprotective properties.
– Studied applications include pediatric oncology for antiemetic effects and potential neuroinflammatory conditions.
– Research suggests a range of medical uses for ∆-8-THC, emphasizing its therapeutic potential in various conditions.

**Regulation and Legal Issues Surrounding ∆-8-THC**:
– ∆-8-THC faces varied legal status across jurisdictions, with regulatory bodies monitoring products.
– Instances of legal actions, arrests, and challenges regarding the sale of ∆-8-THC products have been reported.
– Concerns about the lack of oversight, quality control, and public health implications have prompted regulatory responses.
– The FDA has issued warnings and taken action against businesses marketing ∆-8-THC for therapeutic use.

**Research, Market Trends, and Access to ∆-8-THC**:
– Limited large clinical studies on ∆-8-THC exist, with ongoing research on its pharmacologic and pharmacokinetic similarities with ∆-9-THC.
– Marketed as a federally legal alternative to ∆-9-THC, ∆-8-THC products have gained popularity post the 2018 Farm Bill.
Delta-8 THC products are available in various forms and widely accessible in retail outlets.
– Challenges related to unregulated distribution, illicit activities, and enforcement of state laws have been observed in the market.

Δ-8-tetrahydrocannabinol (delta-8-THC, Δ8-THC) is a psychoactive cannabinoid found in the Cannabis plant. It is an isomer of delta-9-tetrahydrocannabinol (delta-9-THC, Δ9-THC), the compound commonly known as THC, with which it co-occurs in hemp; natural quantities of ∆8-THC found in hemp are low.

Δ-8-Tetrahydrocannabinol
Names
IUPAC name
6,6,9-trimethyl-3-pentyl-6a,7,10,10a-tetrahydrobenzo[c]chromen-1-ol
Other names
  • Δ8-THC
  • Δ-8-THC
  • Δ8-THC
  • δ-8-THC
  • (−)-trans-Δ8-tetrahydrocannabinol
  • (−)-trans-Δ8-tetrahydrocannabinol
  • Δ6-THC
  • Δ-6-THC
  • Δ6-THC
  • Δ1(6)-THC
  • (−)-trans-Δ6-tetrahydrocannabinol
  • (−)-trans-Δ6-tetrahydrocannabinol
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
ECHA InfoCard 100.165.076 Edit this at Wikidata
KEGG
UNII
  • InChI=1S/C21H30O2/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/h9,12-13,16-17,22H,5-8,10-11H2,1-4H3
    Key: HCAWPGARWVBULJ-UHFFFAOYSA-N
  • CCCCCC1=CC(=C2C3CC(=CCC3C(OC2=C1)(C)C)C)O
Properties
C21H30O2
Molar mass 314.5 g/mol
Density 1.0±0.1 g/cm3
Boiling point 383.5±42.0 °C
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Psychoactive effects are similar to that of Δ9-THC, with central effects occurring by binding to cannabinoid receptors found in various regions of the brain. During the production process of converting cannabidiol extracted from hemp to ∆8-THC, toxic chemical reagents are used, which can contaminate the product. In the US, ∆8-THC products are neither mandatorily tested nor FDA approved, hence concern has been raised about their safety. In addition, as of 2022, the safety profile of regular, long-term delta-8-THC consumption is unknown.

Partial synthesis of ∆8-THC was published in 1941 by Roger Adams and colleagues at the University of Illinois. After the 2018 United States farm bill was signed, ∆8-THC products partially synthesized from compliant sources (including industrial hemp and derivative cannabidiol extracts) experienced a rise in popularity; THC products have been sold in licensed, regulated recreational cannabis and medical cannabis industries within the United States only in California, Pennsylvania, and regulated in Michigan and Oregon. According to a March 2024 study, 35% of US twelfth graders have used ∆8-THC over the past 12 months.