Terminology Service for NFDI4Health
(S,S)-tramadol
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http://purl.obolibrary.org/obo/CHEBI_75731
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.
Term info
Label
(S,S)-tramadol
Synonyms
- (1S,2S)-2-[(dimethylamino)methyl]-1-(3-methoxyphenyl)cyclohexanol
Subsets
3_STAR
charge
0
formula
C16H25NO2
has obo namespace
chebi_ontology
has related synonym
(-)-tramadol, (-)-trans-2-(Dimethylaminomethyl)-1-(m-methoxyphenyl)cyclohexanol
id
CHEBI:75731
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+/m0/s1
inchikey
TVYLLZQTGLZFBW-GOEBONIOSA-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 conjugate base of some (S,S)-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
- is enantiomer of some (R,R)-tramadol
- has role some antitussive
- has role some serotonergic antagonist
- has role some mu-opioid receptor agonist
- has role some serotonin uptake inhibitor