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Canna·wikiΔ9-THC

Major phytocannabinoid

Narcotic: named in schedule

Δ9-THCΔ⁹-Tetrahydrocannabinol

(6aR,10aR)-6,6,9-triméthyl-3-pentyl-6a,7,8,10a-tétrahydro-6H-benzo[c]chromén-1-ol

Aliases.THC · Delta-9-THC · Dronabinol (DCI)

The main intoxicating cannabinoid of cannabis, and the molecule the French legal threshold is written against.

Updated on

Level of detail

Identifiers

Formula
C₂₁H₃₀O₂
Molar mass
314.46 g·mol⁻¹
CAS
1972-08-3
PubChem CID
16078
First described
1964
Origin
Plant
InChIKey
CYQFCXCEBYINGO-IAGOWNOFSA-N

In plain terms

THC is the molecule that gets you high. In France it is classified as a narcotic: a hemp product is legal only below 0.30% THC, measured in the finished product.

Receptors and activity

  • CB1
    Ki = 40,7 nM · Emax ≈ 40 %Partial agonist
  • CB2
    Ki = 36 nMPartial agonist
  • GPR55
    agoniste faible · µM rangeAgonist
  • TRPV2
    agoniste · activation thermiqueAgonist
  • PPARγ
    agoniste partielModulator
  • 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
    50
  • Clarity
    30
  • Sleep
    65
  • Appetite
    85
  • High
    95

Editorial estimate, not clinical.

Pharmacology

Δ⁹-THC is a partial agonist at CB1 and CB2, and its CB1 activity accounts for the intoxicating effects. It is the reference molecule of the French regulatory framework: the decree of 30 December 2021 sets the limit at 0.30% for the plant and the products made from it. Its acidic precursor THCA is not intoxicating and converts to THC under heat.

Marinol / Syndros (dronabinol)FDA 1985 · CINV, anorexie VIH
Sativex (nabiximols)MHRA 2010 · spasticité SEP

Biosynthetic pathway

Thermal decarboxylation of THCA, produced from CBGA by THCA synthase

Structural classification

Class
Major phytocannabinoid
Origin
Plant
Status
Narcotic: named in schedule

References

  1. 1.Pertwee - BJP 2008 · récepteurs CB1/CB2PMID 17828291
  2. 2.Huestis - PK orale 4–12 %PMID 16237477
  3. 3.Gaoni & Mechoulam - JACS 1964DOI 10.1021/ja01062a046

Structured data

InChIKey
CYQFCXCEBYINGO-IAGOWNOFSA-N
SMILES
CCCCCC1=CC(=C2[C@@H]3C=C(CC[C@H]3C(OC2=C1)(C)C)C)O
ChEBI
CHEBI:66964
Formula
C21H30O2
Molar mass
314.46 g·mol⁻¹
CAS
1972-08-3
PubChem CID
16078
Machine-readable entry (JSON)

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

In the Journal