Minor phytocannabinoid
Narcotic: generic clauseΔ8-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
- CB1Partial agonist
- CB2Partial agonist
- GPR55Agonist
- 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.
- Calm55
- Clarity40
- Sleep60
- Appetite75
- High75
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
Legal framework
France
Narcotic, covered by the THC-isomer wording of the Decree of 22 February 1990
European Union
Captured by the THC-isomer wordings in most Member States (DE BtMG, NL Lijst I, IT Tab. I, ES Lista I); ES Orden SND/380/2025 explicitly
Sources: EUR-Lex, UNODC, CND, ANSM, IUPHAR/BPS, ChEBI, EUDA. Our method.
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
LLM ingestion format: a structured superset of the entry (identifiers, binding, versioned legal status). Full corpus.