Cannabinol
drugOn this page
Also known as NSC-134455SID144207035
Summary
Cannabinol (CHEMBL74415) is a phase-3 clinical-stage small molecule targeting TRPV2, CNR1, and SCN9A; indicated across 54 conditions including epilepsy and cannabis dependence.
At a glance
- Status: Max clinical phase 3 (not approved)
- Modality: Small molecule
- Targets: 4 (TRPV2, CNR1, SCN9A…)
- Indications: 54 conditions
- Clinical trials: 3
- Chemistry: 310.4 Da · C21H26O2
Identifiers
Drug identity and classification
| Field | Value |
|---|---|
| ChEMBL ID | CHEMBL74415 |
| Name | Cannabinol |
| Type | Small molecule |
| Max phase | 3 |
| FDA approved | no |
| PubChem CID | 2543 |
| Molecular formula | C21H26O2 |
| Molecular weight | 310.4 |
| InChIKey | VBGLYOIFKLUMQG-UHFFFAOYSA-N |
SMILES: CCCCCC1=CC(=C2C(=C1)OC(C3=C2C=C(C=C3)C)(C)C)O
IUPAC name: 6,6,9-trimethyl-3-pentylbenzo[c]chromen-1-ol
Also known as: Cannabinol, NSC-134455, cannabinol, SID144207035, CANNABINOL
Patent coverage: 7,483 distinct patent families (18,794 SureChEMBL compound mentions), from 3 matched compound structure(s). One matched structure accounts for 13,607 (72%) of the total. Mentions count patents naming the compound (not distinct inventions), so promiscuous / reference molecules inflate the mention figure — families are the dedup metric.
Targets
Targets
Primary targets (GtoPdb curated mechanism): the Cancer dependency column is the DepMap CRISPR fitness signal (% of screened cell lines dependent on the target).
| Gene | Target | Action | pAffinity | Cancer dependency | UniProt |
|---|---|---|---|---|---|
| TRPV2 | TRPV2 | Activation | 4.11 | 1.4% | Q9Y5S1 |
| CNR1 | CB1 receptor | Partial agonist | 6.5 | 0% | P21554 |
| SCN9A | Nav1.7 | 4.52 | 0% | Q15858 | |
| SCN10A | Nav1.8 | 4.8 | 0.1% | Q9Y5Y9 |
Broader ChEMBL bioactivity targets: 22 (assay-derived). Sample: Cannabinoid receptor 1, Sodium-dependent noradrenaline transporter, Cytochrome P450 1A1, 5-hydroxytryptamine receptor 2A, Sodium-dependent serotonin transporter, Mu-type opioid receptor, Cannabinoid receptor 2, Transient receptor potential cation channel subfamily V member 4, Transient receptor potential cation channel subfamily V member 2, Transient receptor potential cation channel subfamily V member 4.
Bioactivity
ChEMBL activities: 36 potent at pChembl ≥ 5 of 45 total. Top 30 by potency (10 = 0.1 nM, 6 = 1 µM):
| Target | pChembl | Type | Value | Unit | Activity ID |
|---|---|---|---|---|---|
| CNR1 | 7.89 | Ki | 13 | nM | CHEMBL_ACT_19371455 |
| CNR2 | 7.8 | Ki | 16 | nM | CHEMBL_ACT_19371449 |
| CNR1 | 7.16 | Ki | 70 | nM | CHEMBL_ACT_24661757 |
| CNR2 | 7.16 | Ki | 70 | nM | CHEMBL_ACT_24661758 |
| CNR2 | 7.14 | EC50 | 73 | nM | CHEMBL_ACT_18373337 |
| CNR1 | 7.12 | EC50 | 75 | nM | CHEMBL_ACT_18373335 |
| CYP1A2 | 7.1 | Ki | 79 | nM | CHEMBL_ACT_18157612 |
| CNR2 | 7.02 | Ki | 96 | nM | CHEMBL_ACT_834084 |
| CNR1 | 7 | Ki | 100 | nM | CHEMBL_ACT_29092151 |
| P20272 | 6.92 | EC50 | 120 | nM | CHEMBL_ACT_685007 |
| CNR2 | 6.9 | Ki | 126.4 | nM | CHEMBL_ACT_685006 |
| CYP1B1 | 6.83 | Ki | 148 | nM | CHEMBL_ACT_18157613 |
| Q6RI86 | 6.75 | EC50 | 180 | nM | CHEMBL_ACT_18373339 |
| TRPA1 | 6.75 | EC50 | 180 | nM | CHEMBL_ACT_24661715 |
| Q8R455 | 6.68 | IC50 | 210 | nM | CHEMBL_ACT_18373341 |
| TRPA1 | 6.68 | IC50 | 210 | nM | CHEMBL_ACT_24661731 |
| P20272 | 6.67 | Ki | 211.2 | nM | CHEMBL_ACT_685005 |
| CNR2 | 6.58 | EC50 | 261.2 | nM | CHEMBL_ACT_685008 |
| CNR2 | 6.52 | Ki | 300 | nM | CHEMBL_ACT_24661759 |
| CNR1 | 6.51 | Ki | 308 | nM | CHEMBL_ACT_834083 |
| P20272 | 6.5 | EC50 | 316.2 | nM | CHEMBL_ACT_1670400 |
| P20272 | 6.41 | Ki | 392.2 | nM | CHEMBL_ACT_685004 |
| TRPA1 | 6.4 | IC50 | 400 | nM | CHEMBL_ACT_24661727 |
| CYP1A1 | 6.27 | Ki | 541 | nM | CHEMBL_ACT_18157611 |
| CYP2A6 | 6 | Ki | 1000 | nM | CHEMBL_ACT_24661764 |
| CNR1 | 5.96 | Ki | 1100 | nM | CHEMBL_ACT_24661756 |
| SLC6A2 | 5.94 | IC50 | 1150 | nM | CHEMBL_ACT_29082026 |
| CYP2B6 | 5.59 | Ki | 2550 | nM | CHEMBL_ACT_24661766 |
| OPRM1 | 5.49 | IC50 | 3210 | nM | CHEMBL_ACT_29082022 |
| SLC6A4 | 5.47 | IC50 | 3350 | nM | CHEMBL_ACT_29082030 |
Target pathways
Aggregated over 4 target gene(s): TRPV2, CNR1, SCN9A, SCN10A.
Top Reactome pathways
14 total, by targets touching each:
| Pathway | Targets | Genes |
|---|---|---|
| Developmental Biology | 2 | SCN10A, SCN9A |
| L1CAM interactions | 2 | SCN10A, SCN9A |
| Muscle contraction | 2 | SCN10A, SCN9A |
| Axon guidance | 2 | SCN10A, SCN9A |
| Interaction between L1 and Ankyrins | 2 | SCN10A, SCN9A |
| Cardiac conduction | 2 | SCN10A, SCN9A |
| Phase 0 - rapid depolarisation | 2 | SCN10A, SCN9A |
| Nervous system development | 2 | SCN10A, SCN9A |
| TRP channels | 1 | TRPV2 |
| Class A/1 (Rhodopsin-like receptors) | 1 | CNR1 |
| G alpha (i) signalling events | 1 | CNR1 |
| Sensory Perception | 1 | SCN9A |
| Sensory perception of taste | 1 | SCN9A |
| Sensory perception of sweet, bitter, and umami (glutamate) taste | 1 | SCN9A |
Dominant GO biological processes
| GO term | Targets |
|---|---|
| monoatomic ion transport | 3 |
| monoatomic ion transmembrane transport | 3 |
| transmembrane transport | 3 |
| sensory perception | 2 |
| sodium ion transmembrane transport | 2 |
| cardiac muscle cell action potential involved in contraction | 2 |
| regulation of heart rate | 2 |
| sodium ion transport | 2 |
| monoatomic cation transmembrane transport | 2 |
| response to temperature stimulus | 1 |
| positive regulation of axon extension | 1 |
| calcium ion transmembrane transport | 1 |
| positive regulation of calcium ion import | 1 |
| calcium ion import across plasma membrane | 1 |
| positive regulation of cold-induced thermogenesis | 1 |
Indications & clinical
Indications
54 indications (0 at ChEMBL trial phase 4). Phase below is the highest clinical-trial phase recorded for this drug against each disease — not the molecule’s overall approval status (that is in the Summary).
| Indication | Trial phase | MONDO | EFO |
|---|---|---|---|
| epilepsy | 3 | MONDO:0005027 | EFO:0000474 |
| cannabis dependence | 3 | MONDO:0005689 | EFO:0007191 |
| marasmus | 3 | MONDO:0006848 | EFO:1001033 |
| autism spectrum disorder | 3 | MONDO:0005258 | EFO:0003756 |
| Crohn disease | 2 | MONDO:0005011 | EFO:0000384 |
| ulcerative colitis | 2 | MONDO:0005101 | EFO:0000729 |
| Tourette syndrome | 2 | MONDO:0007661 | EFO:0004895 |
| spinal cord injury | 2 | MONDO:0043797 | EFO:1001919 |
| psoriatic arthritis | 2 | MONDO:0011849 | EFO:0003778 |
| osteoarthritis, knee | 2 | MONDO:0005416 | EFO:0004616 |
| complex regional pain syndrome | 2 | MONDO:0019369 | EFO:1001998 |
| severe acute respiratory syndrome | 2 | MONDO:0005091 | EFO:0000694 |
| AIDS | 2 | MONDO:0012268 | EFO:0000765 |
| post-traumatic stress disorder | 2 | MONDO:0005146 | EFO:0001358 |
| hepatitis C virus infection | 2 | MONDO:0005231 | EFO:0003047 |
| autism | 2 | MONDO:0005260 | EFO:0003758 |
| insomnia | 2 | MONDO:0013600 | EFO:0004698 |
| anxiety | 2 | MONDO:0011918 | EFO:0005230 |
| opiate dependence | 2 | MONDO:0005530 | EFO:0005611 |
| fibromyalgia | 2 | MONDO:0005546 | EFO:0005687 |
| visual epilepsy | 2 | MONDO:0001386 | HP:0001250 |
| depressive disorder | 2 | MONDO:0002050 | MONDO:0002050 |
| brain injury | 2 | MONDO:0043510 | MONDO:0043510 |
| hidradenitis suppurativa | 2 | MONDO:0006559 | EFO:1000710 |
| dementia | 2 | MONDO:0001627 | HP:0000726 |
| amyotrophic lateral sclerosis | 2 | MONDO:0004976 | MONDO:0004976 |
| Parkinson disease | 2 | MONDO:0005180 | MONDO:0005180 |
| multiple sclerosis | 2 | MONDO:0005301 | MONDO:0005301 |
| Huntington disease | 2 | MONDO:0007739 | MONDO:0007739 |
| sickle cell disease | 2 | MONDO:0011382 | MONDO:0011382 |
| childhood malignant neoplasm | 2 | MONDO:0006517 | EFO:1000654 |
| bipolar disorder | 2 | MONDO:0004985 | MONDO:0004985 |
| neoplasm | 2 | MONDO:0005070 | MONDO:0004992 |
| glaucoma | 2 | MONDO:0005041 | MONDO:0005041 |
| rheumatoid arthritis | 2 | MONDO:0008383 | EFO:0000685 |
| obesity disorder | 2 | MONDO:0011122 | EFO:0001073 |
| neuralgia | 1 | MONDO:0021667 | EFO:0005762 |
| diabetic neuropathy | 1 | MONDO:0006626 | EFO:1000783 |
| glioblastoma | 1 | MONDO:0018177 | EFO:0000519 |
| obsessive-compulsive disorder | 1 | MONDO:0008114 | EFO:0004242 |
| migraine disorder | 1 | MONDO:0005277 | MONDO:0005277 |
| carcinoma | 1 | MONDO:0004993 | EFO:0000313 |
12 further indication records had no mapped disease name (EFO/MeSH-only) or were duplicates, and are omitted.
Clinical trials
Total trials: 3.
Phase distribution
| Phase | Trials |
|---|---|
| PHASE2/PHASE3 | 1 |
| PHASE1/PHASE2 | 1 |
| Not specified | 1 |
Top trials by phase / activity
| NCT | Phase | Status | Title |
|---|---|---|---|
| NCT03675971 | PHASE2/PHASE3 | UNKNOWN | COPE: Cannabinoids to Obviate Pain Experiment After Knee Replacement |
| NCT05344170 | PHASE1/PHASE2 | COMPLETED | Cannabinol Use in Patients With Insomnia Disorder |
| NCT05212402 | Not specified | COMPLETED | Assessing the Effects of a Cannabidiol Derived From Hemp Supplement in Healthy Adults |
Clinical evidence (CIViC)
No CIViC predictive evidence (expected for non-precision-medicine drugs).
Pharmacology
Pharmacogenomics
No PharmGKB pharmacogenomic data curated for this drug.
Related molecules
Related molecules
Molecules sharing ≥1 of this drug’s curated primary targets, merged from two biobtree sources and ranked by shared-target count, then clinical phase: ChEMBL clinical-stage candidates (development phase ≥2) and PubChem drug-class bioactivity (approved / known drugs acting on the target). Deduplicated by drug name; the drug’s own salt forms are excluded. Note: for a drug with few primary targets a shared-target match can reflect off-target / promiscuous binding rather than the same therapeutic mechanism — the phase ordering surfaces bona-fide therapeutics first.
151 molecules share ≥1 primary target. Top 60 by shared-target count:
| Molecule | Source | Status | Shared targets |
|---|---|---|---|
| Cannabidiol | ChEMBL + PubChem | Phase 4 (approved) | CNR1, SCN9A, TRPV2 |
| IMIPRAMINE | ChEMBL + PubChem | Phase 4 (approved) | CNR1, SCN10A, SCN9A |
| SERTINDOLE | ChEMBL | Phase 4 (approved) | CNR1, SCN10A, SCN9A |
| NITRENDIPINE | ChEMBL | Phase 3 | CNR1, SCN10A, SCN9A |
| AMIODARONE | ChEMBL + PubChem | Phase 4 (approved) | SCN10A, SCN9A |
| AMITRIPTYLINE | ChEMBL + PubChem | Phase 4 (approved) | SCN10A, SCN9A |
| CHLORPROMAZINE | ChEMBL + PubChem | Phase 4 (approved) | SCN10A, SCN9A |
| DILTIAZEM | ChEMBL + PubChem | Phase 4 (approved) | SCN10A, SCN9A |
| HALOPERIDOL | ChEMBL + PubChem | Phase 4 (approved) | SCN10A, SCN9A |
| LAMOTRIGINE | ChEMBL + PubChem | Phase 4 (approved) | SCN10A, SCN9A |
| MEXILETINE | ChEMBL + PubChem | Phase 4 (approved) | SCN10A, SCN9A |
| NIFEDIPINE | ChEMBL + PubChem | Phase 4 (approved) | SCN10A, SCN9A |
| PIMOZIDE | ChEMBL + PubChem | Phase 4 (approved) | SCN10A, SCN9A |
| MIBEFRADIL | ChEMBL | Phase 4 (approved) | SCN10A, SCN9A |
| TETRACAINE | ChEMBL | Phase 4 (approved) | CNR1, SCN9A |
| AJMALINE | ChEMBL | Phase 3 | SCN10A, SCN9A |
| ELECLAZINE | ChEMBL | Phase 3 | SCN10A, SCN9A |
| TEDISAMIL | ChEMBL | Phase 3 | SCN10A, SCN9A |
| VIXOTRIGINE | ChEMBL | Phase 3 | SCN10A, SCN9A |
| CANNABIDIVARIN | ChEMBL | Phase 2 | CNR1, TRPV2 |
| CANNABIGEROL | ChEMBL | Phase 2 | CNR1, TRPV2 |
| CIFENLINE | ChEMBL | Phase 2 | SCN10A, SCN9A |
| FUNAPIDE | ChEMBL | Phase 2 | SCN10A, SCN9A |
| PF-04531083 | ChEMBL | Phase 2 | SCN10A, SCN9A |
| TETRAHYDROCANNABIVARIN | ChEMBL | Phase 2 | CNR1, TRPV2 |
| SAFINAMIDE | ChEMBL + PubChem | Phase 4 (approved) | SCN9A |
| TAFAMIDIS | ChEMBL + PubChem | Phase 4 (approved) | CNR1 |
| ACARBOSE | ChEMBL | Phase 4 (approved) | CNR1 |
| ALCLOMETASONE DIPROPIONATE | ChEMBL | Phase 4 (approved) | CNR1 |
| ALPRAZOLAM | ChEMBL | Phase 4 (approved) | CNR1 |
| AMCINONIDE | ChEMBL | Phase 4 (approved) | CNR1 |
| AMPRENAVIR | ChEMBL | Phase 4 (approved) | CNR1 |
| ATENOLOL | ChEMBL | Phase 4 (approved) | CNR1 |
| BECLOMETHASONE DIPROPIONATE | ChEMBL | Phase 4 (approved) | CNR1 |
| BEPRIDIL | ChEMBL | Phase 4 (approved) | CNR1 |
| BIFONAZOLE | ChEMBL | Phase 4 (approved) | CNR1 |
| BUCLIZINE | ChEMBL | Phase 4 (approved) | CNR1 |
| BUSPIRONE | ChEMBL | Phase 4 (approved) | CNR1 |
| CAFFEINE | ChEMBL | Phase 4 (approved) | CNR1 |
| CALCITRIOL | ChEMBL | Phase 4 (approved) | CNR1 |
| CANDESARTAN CILEXETIL | ChEMBL | Phase 4 (approved) | CNR1 |
| CARBAMAZEPINE | ChEMBL | Phase 4 (approved) | SCN9A |
| CARBENOXOLONE | ChEMBL | Phase 4 (approved) | CNR1 |
| CEFDINIR | ChEMBL | Phase 4 (approved) | CNR1 |
| CHLORHEXIDINE | ChEMBL | Phase 4 (approved) | CNR1 |
| CICLESONIDE | ChEMBL | Phase 4 (approved) | CNR1 |
| DEXAMETHASONE | ChEMBL | Phase 4 (approved) | CNR1 |
| DRONABINOL | ChEMBL | Phase 4 (approved) | CNR1 |
| ECONAZOLE | ChEMBL | Phase 4 (approved) | CNR1 |
| EFAVIRENZ | ChEMBL | Phase 4 (approved) | CNR1 |
| ENZALUTAMIDE | ChEMBL | Phase 4 (approved) | CNR1 |
| ERYTHROMYCIN | ChEMBL | Phase 4 (approved) | CNR1 |
| ETHAMBUTOL | ChEMBL | Phase 4 (approved) | CNR1 |
| FELODIPINE | ChEMBL | Phase 4 (approved) | CNR1 |
| FENOFIBRATE | ChEMBL | Phase 4 (approved) | CNR1 |
| FENTICONAZOLE | ChEMBL | Phase 4 (approved) | CNR1 |
| FEXOFENADINE | ChEMBL | Phase 4 (approved) | CNR1 |
| FLUOXETINE | ChEMBL | Phase 4 (approved) | CNR1 |
| FLUSPIRILENE | ChEMBL | Phase 4 (approved) | CNR1 |
| FLUTICASONE FUROATE | ChEMBL | Phase 4 (approved) | CNR1 |
Related Atlas pages
- Genes: TRPV2, CNR1, SCN9A, SCN10A
- Diseases: epilepsy, cannabis dependence, marasmus, autism spectrum disorder
- Drugs: Cannabidiol, Imipramine, Sertindole, Nitrendipine, Amiodarone, Amitriptyline, Chlorpromazine, Diltiazem, Haloperidol, Lamotrigine, Mexiletine, Nifedipine, Pimozide, Mibefradil, Tetracaine, Ajmaline, Eleclazine, Tedisamil, Vixotrigine, Safinamide, Tafamidis, Acarbose, Alclometasone Dipropionate, Alprazolam, Amcinonide, Amprenavir, Atenolol, Beclomethasone Dipropionate, Bepridil, Bifonazole, Buclizine, Buspirone, Caffeine, Calcitriol, Candesartan Cilexetil, Carbamazepine, Carbenoxolone, Cefdinir, Chlorhexidine, Ciclesonide, Dexamethasone, Dronabinol, Econazole, Efavirenz, Enzalutamide, Erythromycin, Ethambutol, Felodipine, Fenofibrate, Fenticonazole, Fexofenadine, Fluoxetine, Fluspirilene, Fluticasone Furoate