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CHEBI:9648 - tramadol
| ChEBI ID | CHEBI:9648 |
| ChEBI Name | tramadol |
| Stars | |
| Definition | A racemate consisting of equal amounts of (R,R)- and (S,S)-tramadol. A centrally acting synthetic opioid analgesic, used (as the hydrochloride salt) to treat moderately severe pain. The (R,R)-enantiomer exhibits ten-fold higher analgesic potency than the (S,S)-enantiomer. Originally developed by Grünenthal GmbH and launched in 1977, it was subsequently isolated from the root bark of the South African tree Nauclea latifolia. |
| Last Modified | 22 February 2017 |
| Formula | C16H25NO2 |
| Net Charge | 0 |
| Average Mass | 263.375 |
| Monoisotopic Mass | 263.18853 |
| Wikipedia |
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| Roles Classification |
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| Chemical Role: | environmental contaminant Any minor or unwanted substance introduced into the environment that can have undesired effects. |
| Biological Roles: | xenobiotic A xenobiotic (Greek, xenos "foreign"; bios "life") is a compound that is foreign to a living organism. Principal xenobiotics include: drugs, carcinogens and various compounds that have been introduced into the environment by artificial means. 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. muscarinic antagonist A drug that binds to but does not activate muscarinic cholinergic receptors, thereby blocking the actions of endogenous acetylcholine or exogenous agonists. nicotinic antagonist An antagonist at the nicotinic cholinergic receptor. kappa-opioid receptor agonist A compound that exhibits agonist activity at the κ-opioid receptor. 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. capsaicin receptor antagonist Any substance which blocks the painful sensation of heat caused by capsaicin acting on the TRPV1 ion channel. opioid analgesic A narcotic or opioid substance, synthetic or semisynthetic agent producing profound analgesia, drowsiness, and changes in mood. mu-opioid receptor agonist A compound that exhibits agonist activity at the μ-opioid receptor. 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. delta-opioid receptor agonist A compound that exhibits agonist activity at the δ-opioid receptor. serotonergic antagonist Drugs that bind to but do not activate serotonin receptors, thereby blocking the actions of serotonin or serotonergic agonists. |
| 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. muscarinic antagonist A drug that binds to but does not activate muscarinic cholinergic receptors, thereby blocking the actions of endogenous acetylcholine or exogenous agonists. nicotinic antagonist An antagonist at the nicotinic cholinergic 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. kappa-opioid receptor agonist A compound that exhibits agonist activity at the κ-opioid receptor. 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. opioid analgesic A narcotic or opioid substance, synthetic or semisynthetic agent producing profound analgesia, drowsiness, and changes in mood. mu-opioid receptor agonist A compound that exhibits agonist activity at the μ-opioid receptor. delta-opioid receptor agonist A compound that exhibits agonist activity at the δ-opioid receptor. serotonergic antagonist Drugs that bind to but do not activate serotonin receptors, thereby blocking the actions of serotonin or serotonergic agonists. |
| ChEBI Ontology |
|---|
| Outgoing Relation(s) |
| tramadol (CHEBI:9648) has part (R,R)-tramadol (CHEBI:75725) |
| tramadol (CHEBI:9648) has part (S,S)-tramadol (CHEBI:75731) |
| tramadol (CHEBI:9648) has role adrenergic uptake inhibitor (CHEBI:35640) |
| tramadol (CHEBI:9648) has role antitussive (CHEBI:51177) |
| tramadol (CHEBI:9648) has role capsaicin receptor antagonist (CHEBI:70774) |
| tramadol (CHEBI:9648) has role environmental contaminant (CHEBI:78298) |
| tramadol (CHEBI:9648) has role muscarinic antagonist (CHEBI:48876) |
| tramadol (CHEBI:9648) has role nicotinic antagonist (CHEBI:48878) |
| tramadol (CHEBI:9648) has role NMDA receptor antagonist (CHEBI:60643) |
| tramadol (CHEBI:9648) has role opioid analgesic (CHEBI:35482) |
| tramadol (CHEBI:9648) has role serotonergic antagonist (CHEBI:48279) |
| tramadol (CHEBI:9648) has role serotonin uptake inhibitor (CHEBI:50949) |
| tramadol (CHEBI:9648) has role xenobiotic (CHEBI:35703) |
| tramadol (CHEBI:9648) has role δ-opioid receptor agonist (CHEBI:64054) |
| tramadol (CHEBI:9648) has role κ-opioid receptor agonist (CHEBI:59282) |
| tramadol (CHEBI:9648) has role μ-opioid receptor agonist (CHEBI:55322) |
| tramadol (CHEBI:9648) is a racemate (CHEBI:60911) |
| tramadol (CHEBI:9648) is conjugate base of tramadol(1+) (CHEBI:75736) |
| Incoming Relation(s) |
| tramadol(1+) (CHEBI:75736) is conjugate acid of tramadol (CHEBI:9648) |
| IUPAC Name |
|---|
| rac-(1R,2R)-2-[(dimethylamino)methyl]-1-(3-methoxyphenyl)cyclohexanol |
| INNs | Source |
|---|---|
| tramadol | WHO MedNet |
| tramadol | WHO MedNet |
| tramadol | WHO MedNet |
| tramadolum | DrugBank |
| Synonyms | Source |
|---|---|
| (±)-2-[(dimethylamino)methyl]-1-(3-methoxyphenyl)cyclohexanol | ChEBI |
| CG-315E | ChEBI |
| E-265 | ChEBI |
| U-26225A | ChEBI |
| Registry Numbers | Sources |
|---|---|
| Reaxys:2943832 | Reaxys |
| CAS:27203-92-5 | KEGG COMPOUND |
| CAS:27203-92-5 | ChemIDplus |
| Citations |
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