CHEBI:75734 - (S,S)-tramadol hydrochloride

ChEBI IDCHEBI:75734
ChEBI Name(S,S)-tramadol hydrochloride
Stars
ASCII Name(S,S)-tramadol hydrochloride
DefinitionA hydrochloride resulting from the reaction of (S,S)-tramadol with 1 molar equivalent of hydrogen chloride; the (S,S)-enantiomer of the racemic opioid analgesic tramadol hydrochloride, it exhibits ten-fold lower analgesic potency than the (R,R)-enantiomer.
Last Modified26 September 2013
SubmitterSteve
DownloadsMolfile
FormulaC16H25NO2.HCl
Net Charge0
Average Mass299.842
Monoisotopic Mass299.16521
SMILESCOc1cccc([C@]2(O)CCCC[C@H]2CN(C)C)c1.Cl
InChIInChI=1S/C16H25NO2.ClH/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;1H/t14-,16+;/m0./s1
InChIKeyPPKXEPBICJTCRU-KUARMEPBSA-N
Roles Classification
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.
muscarinic antagonist  A drug that binds to but does not activate muscarinic cholinergic receptors, thereby blocking the actions of endogenous acetylcholine or exogenous agonists.
kappa-opioid receptor agonist  A compound that exhibits agonist activity at the κ-opioid receptor.
capsaicin receptor antagonist  Any substance which blocks the painful sensation of heat caused by capsaicin acting on the TRPV1 ion channel.
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.
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.
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)
(S,S)-tramadol hydrochloride (CHEBI:75734) has part (S,S)-tramadol(1+) (CHEBI:75738)
(S,S)-tramadol hydrochloride (CHEBI:75734) has role adrenergic uptake inhibitor (CHEBI:35640)
(S,S)-tramadol hydrochloride (CHEBI:75734) has role antitussive (CHEBI:51177)
(S,S)-tramadol hydrochloride (CHEBI:75734) has role capsaicin receptor antagonist (CHEBI:70774)
(S,S)-tramadol hydrochloride (CHEBI:75734) has role muscarinic antagonist (CHEBI:48876)
(S,S)-tramadol hydrochloride (CHEBI:75734) has role NMDA receptor antagonist (CHEBI:60643)
(S,S)-tramadol hydrochloride (CHEBI:75734) has role opioid analgesic (CHEBI:35482)
(S,S)-tramadol hydrochloride (CHEBI:75734) has role serotonergic antagonist (CHEBI:48279)
(S,S)-tramadol hydrochloride (CHEBI:75734) has role serotonin uptake inhibitor (CHEBI:50949)
(S,S)-tramadol hydrochloride (CHEBI:75734) has role δ-opioid receptor agonist (CHEBI:64054)
(S,S)-tramadol hydrochloride (CHEBI:75734) has role κ-opioid receptor agonist (CHEBI:59282)
(S,S)-tramadol hydrochloride (CHEBI:75734) has role μ-opioid receptor agonist (CHEBI:55322)
(S,S)-tramadol hydrochloride (CHEBI:75734) is a hydrochloride (CHEBI:36807)
(S,S)-tramadol hydrochloride (CHEBI:75734) is enantiomer of (R,R)-tramadol hydrochloride (CHEBI:75733)
Incoming Relation(s)
tramadol hydrochloride (CHEBI:32250) has part (S,S)-tramadol hydrochloride (CHEBI:75734)
(R,R)-tramadol hydrochloride (CHEBI:75733) is enantiomer of (S,S)-tramadol hydrochloride (CHEBI:75734)
IUPAC Name 
(1S,2S)-2-[(dimethylamino)methyl]-1-(3-methoxyphenyl)cyclohexanol hydrochloride
Synonyms  Source
[(1S,2S)-2-hydroxy-2-(3-methoxyphenyl)cyclohexyl]-N,N-dimethylmethanaminium chlorideChEBI
(−)-2-[(dimethylamino)methyl]-1-(3-methoxyphenyl)cyclohexanol hydrochlorideChEBI
(−)-tramadol hydrochlorideChEBI
Registry NumbersSources
Reaxys:7864871Reaxys