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| Formula | C16H25NO2 |
| Net Charge | 0 |
| Average Mass | 263.381 |
| Monoisotopic Mass | 263.18853 |
| SMILES | COc1cccc([C@]2(O)CCCC[C@H]2CN(C)C)c1 |
| InChI | InChI=1S/C16H25NO2/c1-17(2)12-14-7-4-5-10-16(14,18)13-8-6-9-15(11-13)19-3/h6,8-9,11,14,18H,4-5,7,10,12H2,1-3H3/t14-,16+/m0/s1 |
| InChIKey | TVYLLZQTGLZFBW-GOEBONIOSA-N |
| Wikipedia |
|---|
| Roles Classification |
|---|
| Chemical Role: | Bronsted base A molecular entity capable of accepting a hydron from a donor (Brønsted acid). |
| Biological Roles: | serotonin uptake inhibitor A compound that specifically inhibits the reuptake of serotonin in the brain. This increases the serotonin concentration in the synaptic cleft which then activates serotonin receptors to a greater extent. NMDA receptor antagonist Any substance that inhibits the action of N-methyl-D-aspartate (NMDA) receptors. They tend to induce a state known as dissociative anesthesia, marked by catalepsy, amnesia, and analgesia, while side effects can include hallucinations, nightmares, and confusion. Due to their psychotomimetic effects, many NMDA receptor antagonists are used as recreational drugs. serotonergic antagonist Drugs that bind to but do not activate serotonin receptors, thereby blocking the actions of serotonin or serotonergic agonists. kappa-opioid receptor agonist A compound that exhibits agonist activity at the κ-opioid receptor. muscarinic antagonist A drug that binds to but does not activate muscarinic cholinergic receptors, thereby blocking the actions of endogenous acetylcholine or exogenous agonists. adrenergic uptake inhibitor Adrenergic uptake inhibitors are drugs that block the transport of adrenergic transmitters into axon terminals or into storage vesicles within terminals. The tricyclic antidepressants and amphetamines are among the therapeutically important drugs that may act via inhibition of adrenergic transport. Many of these drugs also block transport of serotonin. delta-opioid receptor agonist A compound that exhibits agonist activity at the δ-opioid receptor. nicotinic antagonist An antagonist at the nicotinic cholinergic receptor. mu-opioid receptor agonist A compound that exhibits agonist activity at the μ-opioid receptor. opioid analgesic A narcotic or opioid substance, synthetic or semisynthetic agent producing profound analgesia, drowsiness, and changes in mood. capsaicin receptor antagonist Any substance which blocks the painful sensation of heat caused by capsaicin acting on the TRPV1 ion channel. |
| Applications: | serotonin uptake inhibitor A compound that specifically inhibits the reuptake of serotonin in the brain. This increases the serotonin concentration in the synaptic cleft which then activates serotonin receptors to a greater extent. serotonergic antagonist Drugs that bind to but do not activate serotonin receptors, thereby blocking the actions of serotonin or serotonergic agonists. kappa-opioid receptor agonist A compound that exhibits agonist activity at the κ-opioid receptor. muscarinic antagonist A drug that binds to but does not activate muscarinic cholinergic receptors, thereby blocking the actions of endogenous acetylcholine or exogenous agonists. adrenergic uptake inhibitor Adrenergic uptake inhibitors are drugs that block the transport of adrenergic transmitters into axon terminals or into storage vesicles within terminals. The tricyclic antidepressants and amphetamines are among the therapeutically important drugs that may act via inhibition of adrenergic transport. Many of these drugs also block transport of serotonin. delta-opioid receptor agonist A compound that exhibits agonist activity at the δ-opioid receptor. nicotinic antagonist An antagonist at the nicotinic cholinergic receptor. mu-opioid receptor agonist A compound that exhibits agonist activity at the μ-opioid receptor. antitussive An agent that suppresses cough. Antitussives have a central or a peripheral action on the cough reflex, or a combination of both. Compare with expectorants, which are considered to increase the volume of secretions in the respiratory tract, so facilitating their removal by ciliary action and coughing, and mucolytics, which decrease the viscosity of mucus, facilitating its removal by ciliary action and expectoration. opioid analgesic A narcotic or opioid substance, synthetic or semisynthetic agent producing profound analgesia, drowsiness, and changes in mood. |
| ChEBI Ontology |
|---|
| Outgoing Relation(s) |
| (S,S)-tramadol (CHEBI:75731) has role adrenergic uptake inhibitor (CHEBI:35640) |
| (S,S)-tramadol (CHEBI:75731) has role antitussive (CHEBI:51177) |
| (S,S)-tramadol (CHEBI:75731) has role capsaicin receptor antagonist (CHEBI:70774) |
| (S,S)-tramadol (CHEBI:75731) has role muscarinic antagonist (CHEBI:48876) |
| (S,S)-tramadol (CHEBI:75731) has role nicotinic antagonist (CHEBI:48878) |
| (S,S)-tramadol (CHEBI:75731) has role NMDA receptor antagonist (CHEBI:60643) |
| (S,S)-tramadol (CHEBI:75731) has role opioid analgesic (CHEBI:35482) |
| (S,S)-tramadol (CHEBI:75731) has role serotonergic antagonist (CHEBI:48279) |
| (S,S)-tramadol (CHEBI:75731) has role serotonin uptake inhibitor (CHEBI:50949) |
| (S,S)-tramadol (CHEBI:75731) has role δ-opioid receptor agonist (CHEBI:64054) |
| (S,S)-tramadol (CHEBI:75731) has role κ-opioid receptor agonist (CHEBI:59282) |
| (S,S)-tramadol (CHEBI:75731) has role μ-opioid receptor agonist (CHEBI:55322) |
| (S,S)-tramadol (CHEBI:75731) is a 2-[(dimethylamino)methyl]-1-(3-methoxyphenyl)cyclohexanol (CHEBI:75722) |
| (S,S)-tramadol (CHEBI:75731) is conjugate base of (S,S)-tramadol(1+) (CHEBI:75738) |
| (S,S)-tramadol (CHEBI:75731) is enantiomer of (R,R)-tramadol (CHEBI:75725) |
| Incoming Relation(s) |
| tramadol (CHEBI:9648) has part (S,S)-tramadol (CHEBI:75731) |
| (S,S)-tramadol(1+) (CHEBI:75738) is conjugate acid of (S,S)-tramadol (CHEBI:75731) |
| (R,R)-tramadol (CHEBI:75725) is enantiomer of (S,S)-tramadol (CHEBI:75731) |
| IUPAC Name |
|---|
| (1S,2S)-2-[(dimethylamino)methyl]-1-(3-methoxyphenyl)cyclohexanol |
| Synonyms | Source |
|---|---|
| (-)-trans-2-(Dimethylaminomethyl)-1-(m-methoxyphenyl)cyclohexanol | ChemIDplus |
| (−)-tramadol | ChEBI |
| Registry Numbers | Sources |
|---|---|
| Reaxys:6635050 | Reaxys |
| CAS:123134-25-8 | ChemIDplus |