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From the plant

CBNDCannabinodiol

A biphenyl of the CBN family, the fully aromatised form of CBD; a trace constituent with no measured pharmacology.

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.

C₂₁H₂₆O₂

CAS 39624-81-2

Family
PhytocannabinoidMinor
Origin
Degradation product
Molar mass
310.40 g/mol

Updated on

In plain terms

Cannabinodiol (CBND) is a rare cannabinoid, isolated in 1977 from hashish. It is chemically close to cannabinol, a molecule that appears when THC degrades. No study has measured its effects.

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

    Cannabinodiol (CBND) was isolated in 1977 from Lebanese hashish by Lousberg et al., who also confirmed its structure by synthesis; Radwan et al. (2021) report that this structure was confirmed by the transformation of cannabinol into cannabinodiol. It is one of only two CBND-type cannabinoids recorded, with its C3 homologue. Its structure is a biphenyl: the fully aromatised form of CBD, and an isomer of cannabinol (C21H26O2) with the pyran ring opened; it lacks the benzo[c]chromene nucleus of the THCs. No enzymatic pathway is known and it is classed among the degradation products of cannabis. No affinity or activity measurement at any biological target was found.

    Key sources.

    History

    Source
    Present in cannabis as a degradation product, related to cannabinol (CBN)

    Biosynthetic pathway

    No known enzymatic pathway. Cannabinodiol was obtained from cannabinol (CBN), a transformation used to confirm its structure in 1977 (Radwan 2021); no source consulted describes its direct formation from CBD in the plant.

    Classification

    Family, origin and source verification

    Family

    Phytocannabinoid › Minor

    Presence in the plant

    Artefact: formed by oxidation, light, heat or solvent

    Chemistry

    Type CBND · C5 side chain · neutral form

    Verification

    Every fact on this entry was checked against its primary sources on 20 October 2026.

    Wikipedia (English)

    Cannabinodiol (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.

    References

    1. Lousberg et al. 1977, Phytochemistry 16:595: cannabinodiol, identification and synthesis (new tab)DOI 10.1016/0031-9422(77)80023-X
    2. Radwan et al. 2021, Molecules: CBND type (new tab)PMID 34066753
    3. GSRS, UNII CNY5ZTN8E3: cannabinodiol (achiral, CAS 39624-81-2, PubChem 11551346) (new tab)
    4. ANSM, consolidated list of narcotics, updated 26/06/2026 (new tab)

    Identifiers

    Names

    Common name
    Cannabinodiol
    IUPAC name
    2-(5-methyl-2-prop-1-en-2-ylphenyl)-5-pentylbenzene-1,3-diol
    Other names
    CBND · CBND-C5 · cannabidinodiol

    Identifiers

    Formula
    C₂₁H₂₆O₂
    CAS
    39624-81-2
    PubChem CID
    11551346(new tab)
    InChIKey
    TWKHUZXSTKISQC-UHFFFAOYSA-N
    SMILES
    CCCCCC1=CC(=C(C(=C1)O)C2=C(C=CC(=C2)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.