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From the plant

CBMCannabimovone

A rare cannabinoid with a rearranged skeleton, active at TRPV1 and PPARγ in vitro, with no notable CB1/CB2 activity.

Unscheduled
Level of detail

C₂₁H₃₀O₄

CID 134955841

Family
PhytocannabinoidMinor
Origin
Origin not established (debated)
Molar mass
346.50 g/mol

Updated on

In plain terms

Cannabimovone is a rare cannabinoid of fibre hemp, isolated in 2010. Its framework is rearranged compared with that of CBD, from which it is thought to derive. In the laboratory it acts on the TRPV1 channel and the PPARγ receptor rather than on the CB1 and CB2 receptors; no human study exists.

Receptors and activity

Target network

TRPV1Modulatorno measured value
  • Activates
  • Binds or modulates

The lower the cited value, the closer the target sits to CBM: one ring per factor of 100. A target with no measured value stays on the edge.

Where these targets live

Where each target has been found in humans, according to the cited studies. The map shows the target, not an effect of CBM.

Brain, side view
Body, front view
Blood

TRPV1TRPV1 found in 7 regions of the body

  1. Sensory gangliapresentExpressed in dorsal root ganglia1
  2. Spinal cordpresentNerve fibres in the spinal dorsal horn2
  3. CortexpresentParietal cortex neurons (layers 3 and 5)3
  4. SkinpresentWidely distributed in the skin4
  5. Blood vesselspresentPresent on dermal blood vessels4
  6. BonepresentPresent on osteoclasts5
  7. LiverpresentRNA enriched in the liver6

Map sources

  1. Cortright DN et al. The tissue distribution and functional characterization of human VR1. Biochem Biophys Res Commun, 2001 (new tab)
  2. Facer P et al. Differential expression of the capsaicin receptor TRPV1 and related novel receptors TRPV3, TRPV4 and TRPM8 in normal human tissues and changes in traumatic and diabetic neuropathy. BMC Neurol, 2007 (new tab)
  3. Mezey E et al. Distribution of mRNA for vanilloid receptor subtype 1 (VR1), and VR1-like immunoreactivity, in the central nervous system of the rat and human. Proc Natl Acad Sci U S A, 2000 (new tab)
  4. Ständer S et al. Expression of vanilloid receptor subtype 1 in cutaneous sensory nerve fibers, mast cells, and epithelial cells of appendage structures. Exp Dermatol, 2004 (new tab)
  5. Rossi F et al. The endovanilloid/endocannabinoid system in human osteoclasts: possible involvement in bone formation and resorption. Bone, 2009 (new tab)
  6. Human Protein Atlas. TRPV1 tissue expression (RNA consensus) (new tab)

Cited values

  1. TRPV1Modulatorno measured value cited
  2. PPARγAgonistno measured value cited
  3. PPARαAgonistno measured value cited
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 CBM, 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

Cannabimovone is a minor phytocannabinoid with a rearranged terpene skeleton (abeo-menthane: the CBD ring is contracted to a cyclopentane), isolated in 2010 from the polar fractions of Carmagnola fibre hemp and presumed to derive from cannabidiol by a route that remains hypothetical. At its isolation it showed significant activity only at TRP channels, especially TRPV1, and not at CB1 or CB2 (Taglialatela-Scafati 2010). In a luciferase assay it activated PPARγ in the low micromolar range and PPARα only at 30 µM, and it increased the expression of PPARγ target genes in 3T3-L1 preadipocytes (Iannotti 2020). In BV2 microglial cells stimulated with lipopolysaccharide, cannabimovone and its 3′-epimer reduced the production of pro-inflammatory markers (Dennis 2022). A first total synthesis was published in 2016. No in vivo data, animal or human, exist.

Key sources.

History

Source
Present in fibre hemp (Carmagnola variety); presumed to derive from CBD, without it being established whether this conversion is enzymatic or not: origin not established.

Biosynthetic pathway

No enzyme is known. The authors of the isolation propose formation by intramolecular aldolisation of a seco-menthanyl precursor linked to cannabidiol; their attempts to reproduce this derivation from CBD gave only anhydrocannabimovone. Radwan's inventory (2021) describes it as presumably formed from CBD. The route remains a hypothesis.

Classification

Family, origin and source verification

Family

Phytocannabinoid › Minor

Presence in the plant

Present in the plant; origin not established

Sources disagree on this point.

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)

Cannabimovone (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. Taglialatela-Scafati et al. 2010, Eur J Org Chem: isolation of cannabimovone (Carmagnola hemp), CB1/CB2/TRP screening (new tab)DOI 10.1002/ejoc.200901464
  2. Iannotti et al. 2020, Molecules: cannabimovone, PPARγ agonist (computational and cell assays) (new tab)PMID 32138197
  3. Dennis et al. 2022, J Org Chem: synthesis of the cannabimovone and cannabifuran classes; BV2 microglia (new tab)PMID 35476908
  4. Carreras, Kirillova & Echavarren 2016, Angew Chem Int Ed: total synthesis of (−)-cannabimovone, reassignment of anhydrocannabimovone (new tab)PMID 27119910
  5. Radwan et al. 2021, Molecules: inventory of cannabis cannabinoids (new tab)PMID 34066753
  6. ANSM, consolidated list of narcotics (updated 26/06/2026) (new tab)
  7. PubChem CID 134955841: cannabimovone (new tab)

Identifiers

Names

Common name
Cannabimovone
IUPAC name
1-[(1R,2R,3S,4R)-3-(2,6-dihydroxy-4-pentylphenyl)-2-hydroxy-4-prop-1-en-2-ylcyclopentyl]ethanone
Other names
CBM · CBM-C5

Identifiers

Formula
C₂₁H₃₀O₄
PubChem CID
134955841(new tab)
InChIKey
YNKVBFQBHSCXGQ-UGJIMAENSA-N
SMILES
CCCCCC1=CC(=C(C(=C1)O)[C@@H]2[C@@H](C[C@H]([C@@H]2O)C(=O)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.