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From the plant

CBCONCannabicoumaronone

A trace cannabinoid with a benzofuran nucleus, described in 1978, pharmacology not studied.

Unscheduled
Level of detail

C₂₁H₂₈O₃

CID 625303

Family
PhytocannabinoidMinor
Origin
Origin not established
Molar mass
328.40 g/mol

Updated on

In plain terms

Cannabicoumaronone is a very rare molecule of cannabis, described in 1978 by two German chemists. Practically nothing is known about its action on the body: no study has measured its effects, and human data are lacking.

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.

    Measured effects

    Not characterised. No placebo-controlled human trial has measured the effects of CBCON, so no level is shown.

    Levels computed from placebo-controlled human trials: difference from placebo on 100, at the dose and route stated. Read the method

    Pharmacology

    Cannabicoumaronone is a minor cannabinoid of the « miscellaneous » class, built on a benzofuran (coumarone) nucleus fused to a pyran ring: both resorcinol oxygens are engaged in these rings, so it no longer has a free phenol. Described in 1978 by Grote and Spiteller, it has an unknown absolute configuration, and its origin, biosynthetic or oxidative, is not established. A related acid, (−)-(7R)-cannabicoumarononic acid A, was isolated in 2009 from a high-potency cannabis variety. The available literature is exclusively chemical: no CB1 or CB2 binding assay, no measurement at any other target, no animal model, no human data.

    Key sources.

    History

    Source
    A very minor constituent of cannabis; origin not established.

    Biosynthetic pathway

    No enzyme or formation mechanism has been established: the inventories report its isolation without assigning it an origin, and whether it forms biosynthetically or by oxidation remains unknown.

    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

    1. Grote & Spiteller 1978, Tetrahedron 34(21):3207-3213: « Neue Cannabinoide III », structure of cannabicoumaronone and analogous compounds (new tab)DOI 10.1016/0040-4020(78)87018-5
    2. Radwan et al. 2009, J Nat Prod: isolation of (−)-(7R)-cannabicoumarononic acid A (new tab)PMID 19344127
    3. ElSohly & Slade 2005, Life Sci: miscellaneous cannabinoids (CBCON-C5; absolute configurations unknown) (new tab)PMID 16199061
    4. Radwan et al. 2021, Molecules: inventory of cannabis cannabinoids (« miscellaneous » class) (new tab)PMID 34066753
    5. ANSM, consolidated list of narcotics (updated 26/06/2026) (new tab)
    6. PubChem CID 625303: cannabicoumaronone (new tab)

    Identifiers

    Names

    Common name
    Cannabicoumaronone
    IUPAC name
    4-(6,6-dimethyl-10-pentyl-2,7-dioxatricyclo[6.3.1.04,12]dodeca-1(12),3,8,10-tetraen-5-yl)butan-2-one
    Other names
    CBCON · CBCON-C5 · cannabicumaronon

    Identifiers

    Formula
    C₂₁H₂₈O₃
    PubChem CID
    625303(new tab)
    InChIKey
    CSSYBWPIBDITMG-UHFFFAOYSA-N
    SMILES
    CCCCCC1=CC2=C3C(=C1)OC(C(C3=CO2)CCC(=O)C)(C)C

    Machine-readable entry (JSON)

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