CBLACannabicyclolic acid
The acid form of cannabicyclol, produced from CBCA by light during storage; no published pharmacology.
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
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.
Key sources.
- Shoyama, Oku, Yamauchi & Nishioka 1972, Chem Pharm Bull 20:1927: « Cannabis. VI. Cannabicyclolic Acid » (new tab)DOI 10.1248/cpb.20.1927
- Radwan et al. 2021, Molecules: CBL type (new tab)PMID 34066753
- Haghdoost et al. 2025, J Nat Prod: pharmacology of CBL (neutral form) (new tab)PMID 39811943
- PubChem CID 71437560: cannabicyclolic acid (CAS 40524-99-0) (new tab)
- ANSM, consolidated list of narcotics, updated 26/06/2026 (new tab)
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.
Legal framework
- European Union
No EU instrument specific to the molecule. Not named in the schedules of the 1961 and 1971 United Nations conventions, according to annexes I to III of the ANSM consolidated list (26/06/2026). Checked 20/10/2026.
- France
Not a controlled drug: CBLA is not named in the ANSM consolidated list (updated 26/06/2026) and its cannabicyclol-type, cyclobutane-containing skeleton is not the benzo[c]chromene nucleus targeted by the generic class of the ANSM decisions of 22/05/2024 and 03/06/2024. Checked 20/10/2026.
Sources: EUR-Lex, UNODC, CND, ANSM, IUPHAR/BPS, ChEBI, EUDA. Our method.
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
- Shoyama, Oku, Yamauchi & Nishioka 1972, Chem Pharm Bull 20:1927: « Cannabis. VI. Cannabicyclolic Acid » (new tab)DOI 10.1248/cpb.20.1927
- Radwan et al. 2021, Molecules: CBL type (new tab)PMID 34066753
- Haghdoost et al. 2025, J Nat Prod: pharmacology of CBL (neutral form) (new tab)PMID 39811943
- PubChem CID 71437560: cannabicyclolic acid (CAS 40524-99-0) (new tab)
- ANSM, consolidated list of narcotics, updated 26/06/2026 (new tab)
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
- PubChem CID
- 71437560(new tab)
- InChIKey
- JVOHLEIRDMVLHS-UHFFFAOYSA-N
- SMILES
- CCCCCC1=
CC2= C(C3C4C(C3(C) C) CCC4(O2) C) C(= C1C(= O) O) O
LLM ingestion format: a structured superset of the entry (identifiers, binding, versioned legal status). Full corpus.