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CBLACannabicyclolic acid

The acid form of cannabicyclol, produced from CBCA by light during storage; no published pharmacology.

Level of detail

C₂₂H₃₀O₄

CAS 40524-99-0

Family
PhytocannabinoidMinor
Origin
Degradation product
Molar mass
358.50 g/mol

Updated on

In plain terms

Cannabicyclolic acid, or CBLA, is the acid form of cannabicyclol. It does not come from the living plant: it appears when another hemp acid, CBCA, is exposed to light during storage. Its effects on the body have never been studied.

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 CBLA, 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

    Cannabicyclolic acid (CBLA) was described in 1972 by Shoyama, Oku, Yamauchi and Nishioka, who isolated it from stored cannabis, as a methylated derivative, and reproduced it by ultraviolet irradiation of cannabichromenic acid (CBCA); they conclude it is an artificial product formed during storage, and Radwan et al. (2021) see this as proof that CBLA is not a natural cannabinoid. It is one of the three cannabicyclol-type cannabinoids recorded, with CBL and cannabicyclovarin. Its molecular formula, C22H30O4, is that of THCA, CBDA and CBCA. No pharmacological measurement has been published for CBLA; the data available on its neutral form, CBL, from a single in vitro study (Haghdoost 2025), cannot be transposed to it.

    History

    Source
    Present in stored cannabis as a light-driven transformation product of CBCA; not an original constituent of the plant

    Biosynthetic pathway

    No enzymatic pathway. Shoyama et al. (1972) isolated CBLA from stored cannabis harvested early in the vegetative phase and obtained it by ultraviolet irradiation of cannabichromenic acid (CBCA); they conclude that it is an artificial product, formed from CBCA by natural irradiation during storage. CBLA and CBCA have the same molecular formula (C22H30O4): the transformation is a cyclisation, not an oxidation.

    Classification

    Family, origin and source verification

    Family

    Phytocannabinoid › Minor

    Presence in the plant

    Artefact: formed by oxidation, light, heat or solvent

    Chemistry

    Type CBL · 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

    Identifiers

    Names

    Common name
    Cannabicyclolic acid
    IUPAC name
    3-hydroxy-9,13,13-trimethyl-5-pentyl-8-oxatetracyclo[7.4.1.02,7.012,14]tetradeca-2(7),3,5-triene-4-carboxylic acid
    Other names
    CBL-C5 acid · CBLA-C5

    Identifiers

    Formula
    C₂₂H₃₀O₄
    CAS
    40524-99-0
    InChIKey
    JVOHLEIRDMVLHS-UHFFFAOYSA-N
    SMILES
    CCCCCC1=CC2=C(C3C4C(C3(C)C)CCC4(O2)C)C(=C1C(=O)O)O

    Machine-readable entry (JSON)

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