Minor phytocannabinoid
UnscheduledCBLCannabicyclol
Aliases.CBL · Cannabicyclol
A UV degradation product of CBC. A marker of the age / oxidation of flower.
Updated on
Level of detail
Identifiers
- Formula
- C₂₁H₃₀O₂
- Molar mass
- 314.46 g·mol⁻¹
- CAS
- 21366-63-2
- PubChem CID
- 59444380
- First described
- 1964
- Origin
- Plant (photochemical product)
- InChIKey
- IGHTZQUIFGUJTG-QSMXQIJUSA-N
In plain terms
CBL is what forms when sunlight degrades CBC in the flower. It is an oxidation marker: its presence indicates poorly stored or old flower.
Receptors and activity
- CB1Modulator
- CB2Modulator
- Agonist
- Partial agonist
- Antagonist
- Modulator
- Inverse agonist
Hover over a row for the precise value (Ki, EC50…)
Subjective signature
Hover over an axis to read its definition.
- Calm20
- Clarity25
- Sleep15
- Appetite10
- High5
Editorial estimate, not clinical.
Pharmacology
CBL (cannabicyclol) was described by Korte & Sieper (1964) and then structurally characterised by Crombie & Ponsford (1968). There is no enzymatic biosynthesis: it is a product of photo-induced [2+2] cyclisation of CBC under UV light. Practically absent from fresh plant material, it accumulates in aged and poorly stored flower (an oxidation marker). Pharmacology: negligible CB1/CB2 activity, no psychotropic effect reported. Caprioglio et al. (Biomolecules 2022, PMID 36008978) place it within the "dark cannabinome". Its molar mass is identical to that of CBD (314.46 g·mol⁻¹) and so is its molecular formula, C₂₁H₃₀O₂, but its cyclic skeleton distinguishes it unambiguously in chromatography (HPLC, GC-MS). In practice, a high CBL level in an extract signals advanced photochemical degradation of the source plant material.
Key sources.
Biosynthetic pathway
Photochemical product of the UV degradation of CBC; no known enzymatic pathway
Legal framework
International
Non listé
European Union
Non listé
France
Non listé spécifiquement, régime cannabis si extrait
Sources: EUR-Lex, UNODC, CND, ANSM, IUPHAR/BPS, ChEBI, EUDA. Our method.
Structural classification
- Class
- Minor phytocannabinoid
- Origin
- Plant (photochemical product)
- Status
- Unscheduled
References
- 1.Caprioglio · Biomolecules 2022PMID 36008978
Structured data
- InChIKey
- IGHTZQUIFGUJTG-QSMXQIJUSA-N
- SMILES
- CCCCCC1=CC(=C2[C@@H]3[C@H]4[C@@H](C3(C)C)CC[C@]4(OC2=C1)C)O
- Formula
- C21H30O2
- Molar mass
- 314.46 g·mol⁻¹
- CAS
- 21366-63-2
- PubChem CID
- 59444380
LLM ingestion format: a structured superset of the entry (identifiers, binding, versioned legal status). Full corpus.