(R,R)-tramadol

Term ID

CHEBI:75725

Synonyms

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

Definition

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

References

CAS:123154-38-1
CAS:27203-92-5
KEGG:C07153
KEGG:D08623
LINCS:LSM-5221
Reaxys:9590387
VSDB:3008
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 13 Terms

adrenergic uptake inhibitor antitussive capsaicin receptor antagonist delta-opioid receptor agonist kappa-opioid receptor agonist metabolite 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: (R,R)-tramadol(1+)

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

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

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

(S,S)-tramadol Show first 5 Terms

Phenotype

Phenotype resulting from (R,R)-tramadol

Phenotype where environments contain (R,R)-tramadol

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

Human Disease / Model Data

Citations