CBT.Cannabitriol

Cannabitriol (CBT, 9,10-dihydroxy-Δ6a(10a)-tetrahydrocannabinol) was reported in 1966 in Japanese hemp by Obata and Ishikawa; its structure was established in 1976 (Chan et al.) and the configuration of its two pairs of enantiomers by X-ray diffraction of (±)-trans-cannabitriol in 1984 (Radwan 2021). The CBT type groups nine compounds isolated from cannabis, including (−)-trans-CBT, (+)-trans-CBT, isolated in 1977 by ElSohly et al., and (±)-cis-CBT; two ethoxy derivatives are regarded as artefacts of ethanol extraction (Radwan 2021). Russo et al. (2008) detected it by gas chromatography in funerary cannabis about 2 700 years old, describing it as a degradation product of THC. No in vitro measurement at the cannabinoid receptors was found; the only pharmacological datum is a virtual-screening prediction at the oestrogen receptor ERα, not confirmed experimentally (Caprioglio 2022). Not to be confused with cannabicitran, which some sources also abbreviate « CBT ».

Source

Present in cannabis as a degradation product (described as derived from THC); isolated in enantiomeric and racemic forms

No known enzymatic pathway. Russo et al. (2008) describe it as a degradation product of THC; no study of the mechanism was found. Natural cannabitriol has been isolated as the (−)-trans, (+)-trans and (±)-cis forms, and its two ethoxy derivatives are regarded as artefacts of ethanol extraction (Radwan 2021).

European Union

No EU instrument specific to the molecule. Not named in the schedules of the 1961 and 1971 United Nations conventions, according to annexes I to III of the ANSM consolidated list (26/06/2026). Checked 20/10/2026.

France

Cannabitriol is not named in the ANSM consolidated list (updated 26/06/2026). It is a derivative of the benzo[c]chromene nucleus carrying the substituents listed in the generic class of the ANSM decisions of 22/05/2024 and 03/06/2024 (hydroxyl at 1, pentyl chain at 3, two methyls at 6, methyl at 9), but also two hydroxyls, at 9 and 10, which the definition does not mention; it is not among the exclusions (CBN, CBNA, THCV and THCVA up to 0.3 %, THCA subject to content). Whether it falls within the class is a matter of legal interpretation. Checked 20/10/2026.

Sources: EUR-Lex, UNODC, CND, ANSM, IUPHAR/BPS, ChEBI, EUDA. Our method.

Family

Phytocannabinoid › Minor

Presence in the plant

Artefact: formed by oxidation, light, heat or solvent

Chemistry

Type CBT · C5 side chain · neutral form

Verification

Checked on 20 October 2026; some points still await human review.

Wikipedia (English)

Cannabitriol (new tab)

Article paired by the molecule's structure (InChIKey), revision read on 19 October 2026. Read as a second opinion, never cited as a source.

1. 1Obata & Ishikawa 1966, Agric Biol Chem 30:619: Gibbs-positive compound from Japanese hemp (new tab)DOI 10.1080/00021369.1966.10858651
2. 2Chan, Magnus & Watson 1976, Experientia: structure of cannabitriol (new tab)PMID 1253891
3. 3ElSohly, El-Feraly & Turner 1977, Lloydia: (+)-cannabitriol and 10-ethoxy derivative (new tab)PMID 895385
4. 4Radwan et al. 2021, Molecules: CBT type (new tab)PMID 34066753
5. 5Russo et al. 2008, J Exp Bot: 2,700-year-old funerary cannabis (new tab)PMID 19036842
6. 6Caprioglio et al. 2022, Biomolecules: ERα virtual screening, to be confirmed (new tab)PMID 36008978
7. 7ANSM, consolidated list of substances classified as narcotics, updated 26/06/2026 (benzo[c]chromene class) (new tab)

SMILES

CCCCCC1=CC(=C2C(=C1)OC(C3=C2C(C(CC3)(C)O)O)(C)C)O

Machine-readable entry (JSON)

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