Molecule Details
| InChIKey | VBGLYOIFKLUMQG-UHFFFAOYSA-N |
|---|---|
| Compound Name | Cannabinol |
| Canonical SMILES | CCCCCc1cc(O)c2c(c1)OC(C)(C)c1ccc(C)cc1-2 |
| Clinical Status | Data-mined Candidate |
| Targets (Human+Pathogen) | 7 |
| Pfam Stratification | Cross-Family |
| Avg pChEMBL | 6.7 |
| Source | ChEMBL;BindingDB |
2D Structure
Activity Profile
DrugBank Annotations
| DrugBank ID | DB14737 |
|---|---|
| Drug Name | Cannabinol |
| CAS Number | 521-35-7 |
| Groups | investigational |
| ATC Codes | nan |
| Description | Cannabinol (CBN) is a physiologically inactive constituent of Cannabis sativa. |
Categories: BCRP/ABCG2 Inhibitors Cannabinoids and similars Cytochrome P-450 CYP1A2 Inhibitors Cytochrome P-450 CYP1A2 Inhibitors (strength unknown) Cytochrome P-450 CYP2A6 Inhibitors Cytochrome P-450 CYP2A6 Inhibitors (strength unknown) Cytochrome P-450 CYP2B6 Inhibitors Cytochrome P-450 CYP2B6 Inhibitors (strength unknown) Cytochrome P-450 CYP2C19 Substrates Cytochrome P-450 CYP2C9 Inhibitors Cytochrome P-450 CYP2C9 Inhibitors (strength unknown) Cytochrome P-450 CYP2C9 Substrates Cytochrome P-450 CYP2D6 Inhibitors Cytochrome P-450 CYP2D6 Inhibitors (strength unknown) Cytochrome P-450 CYP2E1 Inhibitors Cytochrome P-450 CYP2E1 Inhibitors (strength unknown) Cytochrome P-450 CYP3A Inhibitors Cytochrome P-450 CYP3A Substrates Cytochrome P-450 CYP3A4 Inhibitors Cytochrome P-450 CYP3A4 Inhibitors (weak) Cytochrome P-450 CYP3A4 Substrates Cytochrome P-450 CYP3A5 Inhibitors Cytochrome P-450 CYP3A5 Inhibitors (weak) Cytochrome P-450 CYP3A7 Inhibitors Cytochrome P-450 CYP3A7 Inhibitors (weak) Cytochrome P-450 Enzyme Inhibitors Cytochrome P-450 Substrates P-glycoprotein inhibitors Terpenes UGT1A9 Inhibitors UGT1A9 Substrates UGT2B7 inducers UGT2B7 substrates
Cross-references: BindingDB: 50061117 ChEBI: 3360 CHEMBL74415 ChemSpider: 2447 C07580 RxCUI: 1976 Wikipedia: Cannabinol ZINC: ZINC000001530833
Target Activities (7)
| Target | Gene | Organism | Category | Pfam | pChEMBL | Type | Source |
|---|---|---|---|---|---|---|---|
| P21554 | CNR1 | Homo sapiens | Human | PF00001 | 7.2 | Ki | ChEMBL;BindingDB |
| P05177 | CYP1A2 | Homo sapiens | Human | PF00067 | 7.1 | Ki | ChEMBL;BindingDB |
| P34972 | CNR2 | Homo sapiens | Human | PF00001 | 7.0 | Ki | ChEMBL;BindingDB |
| Q16678 | CYP1B1 | Homo sapiens | Human | PF00067 | 6.8 | Ki | ChEMBL;BindingDB |
| O75762 | TRPA1 | Homo sapiens | Human | PF00023 PF12796 PF13637 PF00520 | 6.5 | IC50 | ChEMBL;BindingDB |
| P04798 | CYP1A1 | Homo sapiens | Human | PF00067 | 6.3 | Ki | ChEMBL;BindingDB |
| P11509 | CYP2A6 | Homo sapiens | Human | PF00067 | 6.0 | Ki | ChEMBL;BindingDB |
DrugBank Target Actions (29)
| Target | Gene | Target Name | Action | Type |
|---|---|---|---|---|
| P16662 | UGT2B7 | UDP-glucuronosyltransferase 2B7 | inducer | enzymes |
| O60656 | O60656 | UDP-glucuronosyltransferase 1A9 | inhibitor | enzymes |
| P04798 | CYP1A1 | Cytochrome P450 1A1 | inhibitor | enzymes |
| P05177 | CYP1A2 | Cytochrome P450 1A2 | inhibitor | enzymes |
| P05181 | CYP2E1 | Cytochrome P450 2E1 | inhibitor | enzymes |
| P08684 | CYP3A4 | Cytochrome P450 3A4 | inhibitor | enzymes |
| P10635 | CYP2D6 | Cytochrome P450 2D6 | inhibitor | enzymes |
| P11509 | CYP2A6 | Cytochrome P450 2A6 | inhibitor | enzymes |
| P11712 | CYP2C9 | Cytochrome P450 2C9 | inhibitor | enzymes |
| P20813 | CYP2B6 | Cytochrome P450 2B6 | inhibitor | enzymes |
| P20815 | CYP3A5 | Cytochrome P450 3A5 | inhibitor | enzymes |
| P23141 | CES1 | Liver carboxylesterase 1 | inhibitor | enzymes |
| P24462 | CYP3A7 | Cytochrome P450 3A7 | inhibitor | enzymes |
| P51589 | CYP2J2 | Cytochrome P450 2J2 | inhibitor | enzymes |
| Q16678 | CYP1B1 | Cytochrome P450 1B1 | inhibitor | enzymes |
| Q9HAW7 | Q9HAW7 | UDP-glucuronosyltransferase 1A7 | inhibitor | enzymes |
| Q9HAW9 | Q9HAW9 | UDP-glucuronosyltransferase 1A8 | inhibitor | enzymes |
| O60656 | O60656 | UDP-glucuronosyltransferase 1A9 | substrate | enzymes |
| P08684 | CYP3A4 | Cytochrome P450 3A4 | substrate | enzymes |
| P11712 | CYP2C9 | Cytochrome P450 2C9 | substrate | enzymes |
| P16662 | UGT2B7 | UDP-glucuronosyltransferase 2B7 | substrate | enzymes |
| P33261 | CYP2C19 | Cytochrome P450 2C19 | substrate | enzymes |
| Q9HAW7 | Q9HAW7 | UDP-glucuronosyltransferase 1A7 | substrate | enzymes |
| Q9HAW8 | Q9HAW8 | UDP-glucuronosyltransferase 1A10 | substrate | enzymes |
| Q9HAW9 | Q9HAW9 | UDP-glucuronosyltransferase 1A8 | substrate | enzymes |
| P21554 | CNR1 | Cannabinoid receptor 1 | agonist | targets |
| P08183 | ABCB1 | ATP-dependent translocase ABCB1 | inhibitor | transporters |
| P33527 | ABCC1 | Multidrug resistance-associated protein 1 | inhibitor | transporters |
| Q9UNQ0 | ABCG2 | Broad substrate specificity ATP-binding cassette transporter ABCG2 | inhibitor | transporters |