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DCBFDehydrocannabifuran

A trace cannabinoid with a dibenzofuran nucleus, isolated from hashish in 1975, pharmacology unknown.

Level of detail

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

    Bar length follows the measured value (Ki, Kd, EC50 or IC50), on one scale shared by every entry, from 100 µM to 0.1 nM. A target with no cited value has no bar.

    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.

    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.

    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

    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
    InChIKey
    NAGBBYZBIQVPIQ-UHFFFAOYSA-N
    SMILES
    CCCCCC1=CC(=C2C(=C1)OC3=C(C=CC(=C23)C(=C)C)C)O

    Machine-readable entry (JSON)

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