DCBFDehydrocannabifuran
A trace cannabinoid with a dibenzofuran nucleus, isolated from hashish in 1975, pharmacology unknown.
Harm-reduction warning
No characterised human dose: animal / in vitro data only. Effect profile, safety margin and acute toxicity are not documented in human clinical practice. Extremely potent compound: severe effects, seizures and deaths reported in the literature.
C₂₁H₂₄O₂
CID 59444381
- Family
- PhytocannabinoidMinor
- Origin
- Origin not established
- Molar mass
- 308.40 g/mol
Updated on
In plain terms
Dehydrocannabifuran is a very minor cannabinoid of cannabis, first isolated in 1975 from hashish. Practically nothing is known about its effects: no study has measured its action on the body.
Receptors and activity
Pharmacology
Dehydrocannabifuran (DCBF) is a minor cannabinoid of the « miscellaneous » class with a fully aromatic dibenzofuran nucleus, a close relative of cannabifuran from which it differs only by an isopropenyl group in place of an isopropyl. Friedrich-Fiechtl and Spiteller described it in 1975 in an extract of Afghan hashish, together with cannabifuran, OTHC and cannabichromanone, and Radwan and colleagues re-isolated it in 2008 from a high-potency cannabis variety. Its origin in the plant, biosynthetic or oxidative, is not established. Its pharmacology has never been measured: no affinity for CB1 or CB2, no other target, no pharmacokinetics, no metabolism, no toxicological assessment and no human data.
Key sources.
- Friedrich-Fiechtl & Spiteller 1975, Tetrahedron 31:479-487: « Neue Cannabinoide 1 » (isolation from Afghan hashish) (new tab)DOI 10.1016/0040-4020(75)85016-2
- Radwan et al. 2008, Planta Med: new constituents of a high-potency variety (dehydrocannabifuran re-isolated, compound 11) (new tab)PMID 18283614
- ElSohly & Slade 2005, Life Sci: chemical constituents of cannabis (DCBF-C5 among the miscellaneous cannabinoids) (new tab)PMID 16199061
- Dennis et al. 2022, J Org Chem: synthesis of the cannabimovone and cannabifuran classes from CBD (new tab)PMID 35476908
- Radwan et al. 2021, Molecules: inventory of cannabis cannabinoids (« miscellaneous » class) (new tab)PMID 34066753
- ANSM, consolidated list of narcotics (updated 26/06/2026) (new tab)
- PubChem CID 59444381: dehydrocannabifuran (new tab)
History
- Source
- A very minor constituent of cannabis, described in an Afghan hashish (1975) and re-isolated from a high-potency variety (2008); origin not established.
Biosynthetic pathway
No enzyme or formation mechanism has been established: the inventories report its isolation without assigning it an origin. Its dibenzofuran skeleton places it in the furanoid family, whose cannabifuran class Dennis and colleagues (2022) prepared in the laboratory from cannabidiol.
Legal framework
- European Union
No EU instrument specific to the molecule; not named in the schedules of the 1961 and 1971 United Nations conventions.
- France
Not classified as a narcotic: dehydrocannabifuran is not named in the ANSM consolidated list (updated 26/06/2026). Its dibenzofuran nucleus is not the benzo[c]chromene nucleus of the generic class (ANSM decisions of 22/05/2024 and 03/06/2024), and it is not a tetrahydrocannabinol within the entry « Tétrahydrocannabinols, leurs esters, éthers, sels » (annex III since the ANSM decision of 06/02/2026). Not being a narcotic is not, in itself, an authorisation to sell. Checked 20/10/2026.
Sources: EUR-Lex, UNODC, CND, ANSM, IUPHAR/BPS, ChEBI, EUDA. Our method.
Classification
Family, origin and source verification
- Family
Phytocannabinoid › Minor
- Presence in the plant
Present in the plant; origin not established
- Chemistry
Miscellaneous · C5 side chain · neutral form
- Verification
Every fact on this entry was checked against its primary sources on 20 October 2026.
- Wikipedia (English)
No dedicated article.
References
- Friedrich-Fiechtl & Spiteller 1975, Tetrahedron 31:479-487: « Neue Cannabinoide 1 » (isolation from Afghan hashish) (new tab)DOI 10.1016/0040-4020(75)85016-2
- Radwan et al. 2008, Planta Med: new constituents of a high-potency variety (dehydrocannabifuran re-isolated, compound 11) (new tab)PMID 18283614
- ElSohly & Slade 2005, Life Sci: chemical constituents of cannabis (DCBF-C5 among the miscellaneous cannabinoids) (new tab)PMID 16199061
- Dennis et al. 2022, J Org Chem: synthesis of the cannabimovone and cannabifuran classes from CBD (new tab)PMID 35476908
- Radwan et al. 2021, Molecules: inventory of cannabis cannabinoids (« miscellaneous » class) (new tab)PMID 34066753
- ANSM, consolidated list of narcotics (updated 26/06/2026) (new tab)
- PubChem CID 59444381: dehydrocannabifuran (new tab)
Identifiers
Names
- Common name
- Dehydrocannabifuran
- IUPAC name
- 6-methyl-3-pentyl-9-prop-1-en-2-yldibenzofuran-1-ol
- Other names
- DCBF · DCBF-C5 · Dehydro-CBF
Identifiers
- Formula
- C₂₁H₂₄O₂
- PubChem CID
- 59444381(new tab)
- InChIKey
- NAGBBYZBIQVPIQ-UHFFFAOYSA-N
- SMILES
- CCCCCC1=
CC(= C2C(= C1) OC3= C(C= CC(= C23) C(= C) C) C) O
LLM ingestion format: a structured superset of the entry (identifiers, binding, versioned legal status). Full corpus.