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Canna·wikiΔ8-THC

Minor phytocannabinoid

Narcotic: generic clause

Δ8-THCDelta-8-tetrahydrocannabinol

Aliases.Delta-8-THC · Δ8-tétrahydrocannabinol

An isomer of Δ9-THC - about two thirds of its potency, reported as less anxiogenic. Covered by the THC-isomer clauses in the EU.

Updated on

Level of detail

Identifiers

Formula
C₂₁H₃₀O₂
CAS
5957-75-5
PubChem CID
638026
First described
1965 (Mechoulam et al.)
Origin
Plant (trace amounts) or semi-synthetic by isomerisation of CBD

In plain terms

Δ8-THC is a cousin of Δ9-THC: the double bond is simply shifted by one carbon. The result: about two thirds of the potency, often perceived as less anxiogenic. Legally treated as THC in most EU countries.

Receptors and activity

  • CB1
    Partial agonist
  • CB2
    Partial agonist
  • GPR55
    Agonist
  • Agonist
  • Partial agonist
  • Antagonist
  • Modulator
  • Inverse agonist

Hover over a row for the precise value (Ki, EC50…)

Subjective signature

Hover over an axis to read its definition.

  • Calm
    55
  • Clarity
    40
  • Sleep
    60
  • Appetite
    75
  • High
    75

Editorial estimate, not clinical.

Pharmacology

Δ8-THC is the best-known positional isomer of Δ9-THC: the double bond of the cyclohexene ring is simply shifted from carbon 9 to carbon 8, which is enough to alter the pharmacology markedly. CB1 affinity is about half as high (Ki ≈ 44–78 nM depending on the study - Pertwee 2008, Radwan 2015), and the subjective efficacy is reported as less anxiogenic and less paranoia-inducing than Δ9-THC at an equivalent dose, but with a comparable onset and duration. Hollister & Gillespie (1973) characterised its profile in humans - one of the few THC-like compounds with published human PK/PD data: 20–40 mg orally, about two thirds of the subjective potency of Δ9-THC. Naturally present in trace amounts (< 1 % of total cannabinoid content); commercial volumes come almost exclusively from acid isomerisation of CBD, which raises questions of purity (Δ10-THC, Δ6a,10a-THC by-products, and so on). Legally treated as THC in most European jurisdictions through the "isomers" clauses of the national annexes.

Biosynthetic pathway

A natural isomer of Δ9-THC (double bond shifted from carbon 9 to carbon 8); commercially obtained by acid isomerisation of CBD

Structural classification

Class
Minor phytocannabinoid
Origin
Plant (trace amounts) or semi-synthetic by isomerisation of CBD
Status
Narcotic: generic clause

Structured data

SMILES
CCCCCC1=CC(=C2[C@@H]3CC(=CC[C@H]3C(OC2=C1)(C)C)C)O
Formula
C21H30O2
CAS
5957-75-5
PubChem CID
638026
Machine-readable entry (JSON)

LLM ingestion format: a structured superset of the entry (identifiers, binding, versioned legal status). Full corpus.

In the Journal