Molecule Details
| InChIKey | MKXZASYAUGDDCJ-NJAFHUGGSA-N |
|---|---|
| Compound Name | Dextromethorphan |
| Canonical SMILES | COc1ccc2c(c1)[C@]13CCCC[C@@H]1[C@H](C2)N(C)CC3 |
| Clinical Status | Data-mined Candidate |
| Targets (Human+Pathogen) | 3 |
| Pfam Stratification | Cross-Family |
| Avg pChEMBL | 7.51 |
| Source | ChEMBL |
2D Structure
Activity Profile
DrugBank Annotations
| DrugBank ID | DB00514 |
|---|---|
| Drug Name | Dextromethorphan |
| CAS Number | 125-71-3 |
| Groups | approved investigational |
| ATC Codes | N06AX62 R05DA09 N07XX59 |
| Description | Dextromethorphan is a levorphanol derivative and codeine analog commonly used as a cough suppressant and also a drug of abuse.[A215412] Although similar in structure to other opioids, it has minimal interaction with opioid receptors.[A215412] Dextromethorphan was granted FDA approval before 3 Decemb... |
Categories: Alkaloids Anticholinergic Agents Antidepressive Agents Antitussive Agents Central Nervous System Agents Central Nervous System Depressants Combined Inhibitors of Serotonin/Norepinephrine Reuptake Cough and Cold Preparations Cytochrome P-450 CYP2B6 Substrates Cytochrome P-450 CYP2C19 Substrates Cytochrome P-450 CYP2C9 Substrates Cytochrome P-450 CYP2D6 Substrates Cytochrome P-450 CYP3A Substrates Cytochrome P-450 CYP3A4 Substrates Cytochrome P-450 CYP3A5 Substrates Cytochrome P-450 CYP3A7 Substrates Cytochrome P-450 Substrates Excitatory Amino Acid Agents Excitatory Amino Acid Antagonists Heterocyclic Compounds, Fused-Ring Morphinans NMDA Receptor Antagonists Nervous System Neurotransmitter Agents Nicotinic Antagonists Opiate Alkaloids Opioids Opium Alkaloids and Derivatives Phenanthrenes Psychoanaleptics Respiratory System Agents Serotonergic Drugs Shown to Increase Risk of Serotonin Syndrome Serotonin Agents Serotonin Modulators Sigma-1 Agonist Sigma-1 Receptor Agonists UGT2B17 substrates UGT2B7 substrates Uncompetitive N-methyl-D-aspartate Receptor Antagonist Uncompetitive NMDA Receptor Antagonists
Cross-references: BindingDB: 50366613 ChEBI: 4470 CHEMBL52440 ChemSpider: 13109865 Drugs Product Database (DPD): 10247 C06947 D03742 PharmGKB: PA449273 PubChem:5360696 PubChem:46506530 RxCUI: 3289 Therapeutic Targets Database: DNC000541 Wikipedia: Dextromethorphan ZINC: ZINC000003201907
Target Activities (3)
DrugBank Target Actions (27)
| Target | Gene | Target Name | Action | Type |
|---|---|---|---|---|
| O75795 | O75795 | UDP-glucuronosyltransferase 2B17 | substrate | enzymes |
| P06133 | P06133 | UDP-glucuronosyltransferase 2B4 | substrate | enzymes |
| P08684 | CYP3A4 | Cytochrome P450 3A4 | substrate | enzymes |
| P10635 | CYP2D6 | Cytochrome P450 2D6 | substrate | enzymes |
| P11712 | CYP2C9 | Cytochrome P450 2C9 | substrate | enzymes |
| P16662 | UGT2B7 | UDP-glucuronosyltransferase 2B7 | substrate | enzymes |
| P20813 | CYP2B6 | Cytochrome P450 2B6 | substrate | enzymes |
| P24462 | CYP3A7 | Cytochrome P450 3A7 | substrate | enzymes |
| P33261 | CYP2C19 | Cytochrome P450 2C19 | substrate | enzymes |
| P54855 | P54855 | UDP-glucuronosyltransferase 2B15 | substrate | enzymes |
| P35372 | OPRM1 | Mu-type opioid receptor | agonist | targets |
| P41143 | OPRD1 | Delta-type opioid receptor | agonist | targets |
| P41145 | OPRK1 | Kappa-type opioid receptor | agonist | targets |
| Q99720 | SIGMAR1 | Sigma non-opioid intracellular receptor 1 | agonist | targets |
| P17787 | CHRNB2 | Neuronal acetylcholine receptor subunit beta-2 | antagonist | targets |
| P30926 | CHRNB4 | Neuronal acetylcholine receptor subunit beta-4 | antagonist | targets |
| P32297 | CHRNA3 | Neuronal acetylcholine receptor subunit alpha-3 | antagonist | targets |
| P36544 | CHRNA7 | Neuronal acetylcholine receptor subunit alpha-7 | antagonist | targets |
| P43681 | CHRNA4 | Neuronal acetylcholine receptor subunit alpha-4 | antagonist | targets |
| Q15822 | CHRNA2 | Neuronal acetylcholine receptor subunit alpha-2 | antagonist | targets |
| Q8TCU5 | GRIN3A | Glutamate receptor ionotropic, NMDA 3A | antagonist | targets |
| O00264 | PGRMC1 | Membrane-associated progesterone receptor component 1 | binder | targets |
| P11511 | CYP19A1 | Aromatase | inhibitor | targets |
| P13498 | P13498 | NADPH oxidase | inhibitor | targets |
| P23975 | SLC6A2 | Sodium-dependent noradrenaline transporter | inhibitor | targets |
| P31645 | SLC6A4 | Sodium-dependent serotonin transporter | inhibitor | targets |
| P35372 | OPRM1 | Mu-type opioid receptor | regulator | targets |