(S,S)-tramadol
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.
Exact Synonyms
(1S,2S)-2-[(dimethylamino)methyl]-1-(3-methoxyphenyl)cyclohexanol
Related Synonyms
(-)-tramadol
(-)-trans-2-(Dimethylaminomethyl)-1-(m-methoxyphenyl)cyclohexanol
class Information
charge
0
formula
C16H25NO2
has_dbxref
- CAS:123134-25-8
- LINCS:LSM-3125
- Reaxys:6635050
- Wikipedia:Tramadol
has_obo_namespace
chebi_ontology
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
in_subset
mass
263.37520
monoisotopicmass
263.18853
smiles
COc1cccc(c1)[C@]1(O)CCCC[C@H]1CN(C)C
class Relations
Subclass of
- 2-[(dimethylamino)methyl]-1-(3-methoxyphenyl)cyclohexanol
- has rolerosomeopioid analgesic
- has rolerosomeadrenergic uptake inhibitor
- has rolerosomeserotonergic antagonist
- has rolerosomemuscarinic antagonist
- has rolerosomenicotinic antagonist
- has rolerosomeserotonin uptake inhibitor
- has rolerosomeantitussive
- has rolerosomemu-opioid receptor agonist
- has rolerosomekappa-opioid receptor agonist
- has rolerosomeNMDA receptor antagonist
- has rolerosomedelta-opioid receptor agonist
- has rolerosomecapsaicin receptor antagonist
- is conjugate base ofsome(S,S)-tramadol(1+)
- is enantiomer ofsome(R,R)-tramadol