(S,S)-tramadol

Term ID

CHEBI:75731

Synonyms

(-)-tramadol
(-)-trans-2-(Dimethylaminomethyl)-1-(m-methoxyphenyl)cyclohexanol
(1S,2S)-2-[(dimethylamino)methyl]-1-(3-methoxyphenyl)cyclohexanol

Definition

A 2-[(dimethylamino)methyl]-1-(3-methoxyphenyl)cyclohexanol in which both stereocentres have S-configuration; the (S,S)-enantiomer of the racemic opioid analgesic tramadol, it exhibits ten-fold lower analgesic potency than the (R,R)-enantiomer.

References

CAS:123134-25-8
LINCS:LSM-3125
Reaxys:6635050
Wikipedia:Tramadol

Ontology

ChEBI ( EBI )

Relationships

is a type of: 2-[(dimethylamino)methyl]-1-(3-methoxyphenyl)cyclohexanol

2-[(dimethylamino)methyl]-1-(3-methoxyphenyl)cyclohexanol Show first 5 Terms
has_role: adrenergic uptake inhibitor antitussive capsaicin receptor antagonist delta-opioid receptor agonist kappa-opioid receptor agonist ... Show All 12 Terms

adrenergic uptake inhibitor antitussive capsaicin receptor antagonist delta-opioid receptor agonist kappa-opioid receptor agonist mu-opioid receptor agonist muscarinic antagonist nicotinic antagonist NMDA receptor antagonist opioid analgesic serotonergic antagonist serotonin uptake inhibitor Show first 5 Terms
inverse has_part: tramadol

tramadol Show first 5 Terms
inverse is_conjugate_acid_of: (S,S)-tramadol(1+)

(S,S)-tramadol(1+) Show first 5 Terms
inverse is_enantiomer_of: (R,R)-tramadol

(R,R)-tramadol Show first 5 Terms
is_conjugate_base_of: (S,S)-tramadol(1+)

(S,S)-tramadol(1+) Show first 5 Terms
is_enantiomer_of: (R,R)-tramadol

(R,R)-tramadol Show first 5 Terms

Phenotype

Phenotype resulting from (S,S)-tramadol

Phenotype where environments contain (S,S)-tramadol

Phenotype modified by environments containing (S,S)-tramadol

Human Disease Model