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From the plant

CBGAMCannabigerolic acid monomethyl ether

Methyl ether of cannabigerolic acid, described in 1970; pharmacology not studied.

Unscheduled
Level of detail

C₂₃H₃₄O₄

CAS 29624-08-6

Family
PhytocannabinoidMinor
Origin
Plant, enzyme unknown
Molar mass
374.50 g/mol

Updated on

In plain terms

CBGAM is a variant of cannabigerolic acid (CBGA), the molecule from which the plant then makes the acids of THC and CBD, with a methyl attached to one of its oxygen atoms. It was described in hemp in 1970. What it does in the body has never been measured.

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 CBGAM, 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

    Cannabigerolic acid monomethyl ether (CBGAM) is CBGA with a methyl on one of its two phenolic hydroxyls: a CBG-type acid with a pentyl (C5) chain and an open (2E) geranyl chain. Described in 1970 by Shoyama, Yamauchi and Nishioka (Chemical and Pharmaceutical Bulletin), it is present in the plant in acid form, but the enzyme that methylates it has not been characterised. Its neutral form is cannabigerol monomethyl ether (CBGM). No CB1 or CB2 affinity and no pharmacokinetic, metabolism or toxicology data have been published, and no human data exist.

    Key sources.

    History

    Source
    Cannabis sativa L.: produced by the plant in acid form (Shoyama et al. 1970); the enzyme that methylates the phenolic hydroxyl is not characterised. Its neutral form is cannabigerol monomethyl ether (CBGM).

    Biosynthetic pathway

    The plant forms cannabigerolic acid (CBGA) from olivetolic acid and geranyl pyrophosphate (Luo et al. 2019). CBGAM is CBGA with one of its two phenolic hydroxyls methylated, but no responsible methyltransferase has been described in the sources consulted: this step remains uncharacterised.

    Classification

    Family, origin and source verification

    Family

    Phytocannabinoid › Minor

    Presence in the plant

    Present in fresh plant material; enzyme not characterised

    Chemistry

    Type CBG · C5 side chain · acid form

    Verification

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

    Wikipedia (English)

    No dedicated article.

    References

    1. Shoyama Y., Yamauchi T., Nishioka I. 1970, Chem Pharm Bull 18:1327-1332: Cannabis V, cannabigerolic acid monomethyl ether and cannabinolic acid (new tab)DOI 10.1248/cpb.18.1327
    2. Yamauchi T., Shoyama Y., Matsuo Y., Nishioka I. 1968, Chem Pharm Bull 16:1164-1165: cannabigerol monomethyl ether, a new constituent of hemp (new tab)PMID 5706840
    3. Shoyama Y., Yagi M., Nishioka I., Yamauchi T. 1975, Phytochemistry 14:2189-2192: biosynthesis of cannabinoid acids (new tab)DOI 10.1016/S0031-9422(00)91096-3
    4. Radwan M.M. et al. 2021, Molecules 26:2774: inventory of cannabinoids, CBG-type subclass (new tab)PMID 34066753
    5. Luo X. et al. 2019, Nature 567:123-126: complete biosynthesis of CBGA and cannabinoid acids in yeast (new tab)PMID 30814733
    6. PubChem CID 24739091: cannabigerolic acid monomethyl ether (identifiers) (new tab)
    7. ANSM, consolidated list of substances classified as narcotics, updated 26/06/2026 (new tab)

    Identifiers

    Names

    Common name
    Cannabigerolic acid monomethyl ether
    IUPAC name
    3-[(2E)-3,7-dimethylocta-2,6-dienyl]-2-hydroxy-4-methoxy-6-pentylbenzoic acid
    Other names
    CBGAM · CBGA monomethyl ether

    Identifiers

    Formula
    C₂₃H₃₄O₄
    CAS
    29624-08-6
    PubChem CID
    24739091(new tab)
    InChIKey
    VAFRUJRAAHLCFZ-GHRIWEEISA-N
    SMILES
    CCCCCC1=CC(=C(C(=C1C(=O)O)O)C/C=C(\C)/CCC=C(C)C)OC

    Machine-readable entry (JSON)

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