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(+-)-menthol 
(-)-menthol +  
(-)-noscapine  
(1R,2S)-nortilidine +  
(1S,2R)-nortilidine +  
(2R,3S)-PPDA +  
(2S,3R)-PPDA +  
(E)-trans-miyabenol C 
(E,E)-germacrone  
(R)-fluoxetine +   
(R)-fluoxetine hydrochloride +   
(R)-ketamine 
(R,R)-tramadol +   
(R,R)-tramadol hydrochloride +  
(S)-amphetamine +   
(S)-carbinoxamine maleate 
(S)-fenfluramine +   
(S)-fenfluramine hydrochloride 
(S)-fluoxetine +   
(S)-fluoxetine hydrochloride +   
(S)-glaucine +   
(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.
(S,S)-tramadol hydrochloride +  
1-(1-methylindol-5-yl)-3-(3-methyl-1,2-thiazol-5-yl)urea 
2-amino-5-phosphonopentanoic acid  
3-[4-(3-chlorophenyl)piperazin-1-yl]-1,1-diphenylpropan-2-ol 
3-[4-(3-chlorophenyl)piperazin-1-yl]-1,1-diphenylpropan-2-ol hydrochloride 
3-methylfentanyl 
3-methylthiofentanyl +  
3beta-(2-diethylaminoethoxy)androst-5-en-17-one 
3beta-(2-diethylaminoethoxy)androst-5-en-17-one hydrochloride  
4-(methylamino)antipyrine 
4-DAMP methiodide  
4-DAMP(1+) +   
4-diphenylacetoxy-N-methylpiperidine 
7-chlorokynurenic acid  
8-OH-DPAT  
aclidinium +  
aclidinium bromide 
AF-DX 384 
alfentanil  
alosetron +  
alosetron hydrochloride 
amantadine  
amantadine hydrochloride 
amantadine sulfate 
amezinium +  
amezinium metilsulfate 
amitriptyline +   
amoxapine  
amperozide  
amperozide hydrochloride 
amphetamine +   
anileridine 
anileridine dihydrochloride 
anisotropine methylbromide 
Anoro Ellipta 
asenapine  
asenapine maleate 
atomoxetine +   
atomoxetine hydrochloride  
atracurium +   
atracurium besylate +  
atropine +   
benproperine 
benproperine trihydrogen phosphate 
benzatropine +   
benzonatate 
benzphetamine +   
benzphetamine hydrochloride 
benzquinamide +  
beta-casomorphin-7 (human) 
biperiden +   
biperiden hydrochloride 
bromazine +  
bromazine hydrochloride +  
buprenorphine +   
buprenorphine hydrochlorie 
butorphanol +   
butorphanol D-tartrate 
butropium +  
butropium bromide 
butylscopolamine +   
butylscopolamine bromide  
capsazepine  
carbinoxamine +   
carbinoxamine maleate +  
carfentanil  
cariprazine  
cariprazine hydrochloride 
CGP 78608 
CGP 78608 hydrochloride 
chlorphenamine +   
cinnarizine  
cisatracurium +   
cisatracurium besylate 
citalopram  
citalopram hydrobromide 
clemastine +   
clemastine fumarate 
clofedanol  
clomipramine  
clomipramine hydrochloride 
clopenthixol +   
clozapine  
cocaine  
codeine +   
cyclopentolate +  
cyclopentolate hydrochloride +  
cycrimine +  
cycrimine hydrochloride +  
cyproheptadine +   
cyproheptadine hydrochloride sesquihydrate 
darifenacin +   
darifenacin hydrobromide 
deptropine +   
deptropine citrate 
desipramine +   
dextilidine +  
dextromethadone +   
dextromethorphan +   
dextromoramide 
dextropropoxyphene +   
dezocine 
dibunate +  
dibunic acid 
dicyclomine +   
dicyclomine hydrochloride 
dihydro-beta-erythroidine  
dimethylthiambutene 
dinitrogen oxide  
diphemanil methylsulfate 
diphenhydramine +   
diphenhydramine hydrochloride 
diphenhydramine salicylate 
dizocilpine  
dizocilpine maleate  
dotarizine 
doxofylline 
doxylamine  
DPDPE  
ecgonine methyl ester +   
eliprodil  
eluxadoline  
erysodine 
escitalopram hydrobromide +  
eseroline +   
esketamine +   
esketamine hydrochloride 
esoxybutynin +   
ethanol +   
etorphine 
fabesetron 
fenfluramine +   
fenfluramine hydrochloride +  
fentanyl +   
fentanyl citrate 
flavoxate 
flavoxate hydrochloride 
flibanserin 
fluoxetine  
fluoxetine hydrochloride  
flutropium +  
flutropium bromide 
fluvoxamine  
ginsenoside Rb3 
GR 113808  
GR 127935  
GR 127935 hydrochloride 
gramine  
granisetron  
haloperidol  
heroin  
himbacine  
homatropine methylbromide 
hydrocodone +   
hydromorphone +   
iloperidone  
imipramine +   
iodocyanopindolol  
ipratropium bromide +  
ipratropium bromide hydrate 
isoliquiritigenin +   
JWH-133 
ketamine +   
ketamine hydrochloride +  
ketanserin  
ketanserin tartrate 
kynurenic acid +   
Leu-enkephalin  
levacetylmethadol 
levodropropizine 
levomethadone +   
levomethorphan +  
levopropoxyphene +  
lofentanyl 
loperamide  
loperamide hydrochloride 
lurasidone 
lurasidone hydrochloride  
LY-310762 
LY-310762 hydrochloride 
LY-367,265 
memantine  
memantine hydrochloride 
mesulergine  
Met-enkephalin 
metergoline  
methadone +   
methiothepin  
methiothepin maleate 
methoctramine 
methoctramine tetrahydrochloride  
methotrimeprazine 
methyllycaconitine  
methyllycaconitine citrate 
methylphenidate  
methysergide  
metixene +   
mianserin +   
midafotel 
minaprine +  
mirtazapine  
morphine +   
morphine hydrochloride trihydrate 
myrophine +  
myrophine hydrochloride 
N-[2-(4-phenoxybenzyl)benzimidazol-5-yl]methanesulfonamide 
N-\{2-[(4-benzylpiperidin-1-yl)methyl]benzimidazol-5-yl\}methanesulfonamide 
N-arachidonoylserotonin 
N-demethylmirtazapine 
N-desmethylclozapine  
N-methylparoxetine 
nalbuphine +   
NAN 190 
NAN 190 hydrobromide  
nefazodone +   
nefopam  
nefopam hydrochloride 
nisoxetine +   
nisoxetine hydrochloride 
norfentanyl 
noribogaine 
nortriptyline  
NSC 23766 +   
NSC 23766 trihydrochloride 
olanzapine  
oripavine +   
orphenadrine +   
orphenadrine citrate 
orphenadrine hydrochloride 
oxatomide  
oxybutynin +   
oxycodone  
oxycodone hydrochloride +  
paliperidone 
paliperidone palmitate  
palonosetron  
palonosetron hydrochloride +  
pancuronium +   
pancuronium bromide 
paroxetine +   
paroxetine hydrochloride 
paroxetine maleate 
pentamidine  
pethidine  
pethidine hydrochloride 
phencyclidine  
philanthotoxin 433 
pholcodine 
picrinine +  
picrotoxinin +   
pimavanserin 
pimavanserin tartrate 
pimozide  
pindolol +   
pipamperone 
pipamperone dihydrochloride 
pirenzepine +   
piroheptine 
piroheptine hydrochloride 
pizotifen  
pizotifen malate 
pizotifen maleate 
PPDA 
procyclidine +   
profenamine +   
profenamine hydrochloride 
proglumide +  
promazine +   
propiomazine +  
propoxyphene 
propyromazine +  
propyromazine bromide 
quetiapine +   
quinidine +   
rac-nortilidine 
racemethorphan 
remifentanil +   
remifentanil hydrochloride 
reserpine  
risperidone  
ritanserin  
ritropirronium bromide +  
Ro 25-6981  
Ro 25-6981 maleate 
rolicyclidine 
RS 39604  
RS 39604 hydrochloride 
SB 224289 
SB 224289 hydrochloride 
SB-269970 hydrochloride 
scopolamine +   
scopolamine hydrobromide (anhydrous) +  
scopolamine hydrobromide trihydrate 
scopolamine methobromide 
sertindole  
sertraline  
sertraline hydrochloride 
setiptiline 
setiptiline maleate 
sibutramine  
SKF-10,047 +  
SNC-80  
sodium dibunate 
spiperone  
spiramide 
sufentanil  
tenocyclidine 
tetrabenazine  
thienylfentanyl 
thiethylperazine +   
thioridazine +   
tianeptine  
tilidine 
tiotropium 
tiotropium bromide  
tiotropium bromide hydrate +  
tiquizium +   
tiquizium bromide  
tolterodine +   
tramadol  
tramadol hydrochloride 
trazodone +   
trazodone hydrochloride 
tridihexethyl +  
trimethaphan +   
tropanyl 3,5-dimethylbenzoate 
tropisetron  
tropisetron hydrochloride 
trospium +   
trospium chloride  
Troxyca ER 
tubocurarine  
U50488  
U69593  
umeclidinium +  
umeclidinium bromide +  
vecuronium +   
vecuronium bromide  
venlafaxine +   
vilazodone 
vilazodone hydrochloride 
vortioxetine  
vortioxetine hydrobromide 
WAY-100635 maleate 
yohimbine  
zhankuic acid B 
ziprasidone +   
zuclopenthixol 
 tramadol  

Synonyms
Exact Synonyms: (1S,2S)-2-[(dimethylamino)methyl]-1-(3-methoxyphenyl)cyclohexanol
Related Synonyms: (-)-tramadol ;   (-)-trans-2-(Dimethylaminomethyl)-1-(m-methoxyphenyl)cyclohexanol ;   Formula=C16H25NO2 ;   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 ;   SMILES=COc1cccc(c1)[C@]1(O)CCCC[C@H]1CN(C)C
Xrefs: CAS:123134-25-8 ;   LINCS:LSM-3125 ;   Reaxys:6635050 ;   Wikipedia:Tramadol
Cyclic Relationships: is_conjugate_base_of CHEBI:75738 ;   is_enantiomer_of CHEBI:75725

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