Terminology Service for NFDI4Health
(R,R)-tramadol
Go to external page
http://purl.obolibrary.org/obo/CHEBI_75725
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.
Term info
Label
(R,R)-tramadol
Synonyms
- (1R,2R)-2-[(dimethylamino)methyl]-1-(3-methoxyphenyl)cyclohexanol
Subsets
3_STAR
charge
0
formula
C16H25NO2
has obo namespace
chebi_ontology
has related synonym
(+)-trans-2-(Dimethylaminomethyl)-1-(m-methoxyphenyl)cyclohexanol, (+)-tramadol
id
CHEBI:75725
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+/m1/s1
inchikey
TVYLLZQTGLZFBW-ZBFHGGJFSA-N
mass
263.37520
monoisotopicmass
263.18853
smiles
COc1cccc(c1)[C@@]1(O)CCCC[C@@H]1CN(C)C
Term relations
Subclass of:
- 2-[(dimethylamino)methyl]-1-(3-methoxyphenyl)cyclohexanol
- has role some adrenergic uptake inhibitor
- has role some muscarinic antagonist
- has role some NMDA receptor antagonist
- is enantiomer of some (S,S)-tramadol
- is conjugate base of some (R,R)-tramadol(1+)
- has role some opioid analgesic
- has role some capsaicin receptor antagonist
- has role some delta-opioid receptor agonist
- has role some nicotinic antagonist
- has role some kappa-opioid receptor agonist
- has role some antitussive
- has role some metabolite
- has role some serotonergic antagonist
- has role some mu-opioid receptor agonist
- has role some serotonin uptake inhibitor