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(S,S)-tramadol

CHEBI:CHEBI_75731

Definition

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.

Chemical Information

Molecular Formula
C16H25NO2
Molecular Mass
263.37520
Charge
0
SMILES
COc1cccc(c1)[C@]1(O)CCCC[C@H]1CN(C)C
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

Alternative Names

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

Treatment Applications

Drug Classification

Important Medical Information

⚕️ This information is sourced from ChEBI (Chemical Entities of Biological Interest) database and is intended for educational purposes only.

  • Always consult with a healthcare professional before starting, stopping, or modifying any medication.
  • Side effects may vary and this list may not be comprehensive.
  • Drug interactions may occur with other medications.

Additional Identifiers

oboInOwl#hasDbXref
Wikipedia:Tramadol
core#notation
CHEBI:75731

Additional References

Wikipedia:Tramadol

🔍 Click on any linked disease name to learn more about the conditions this medication is used to treat, or explore related drug classifications for more information about similar medications.

Additional Attributes

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https://w3id.org/def/predibionto#has_drug_113840
BFO_0000051
http://purl.obolibrary.org/obo/CHEBI_9648
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oboInOwl#id
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core#notation
CHEBI:75731
RO_0000087
http://purl.obolibrary.org/obo/CHEBI_59282
oboInOwl#inSubset
http://purl.obolibrary.org/obo/chebi#3_STAR
chebi#is_conjugate_base_of
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http://www.w3.org/2002/07/owl#Class