Desmetramadol

Desmetramadol

Clinical data
Other names	O-Desmethyltramadol; O-DSMT; Omnitram
Pharmacokinetic data
Metabolism	CYP3A4 and CYP2B6[1]
Elimination half-life	6-8 hours
Identifiers
IUPAC name 3-(2-((dimethylamino)methyl)-1-hydroxycyclohexyl)phenol
CAS Number	80456-81-1 N
PubChem CID	130829
ChemSpider	115703 Y
UNII	2WA8F50C3F
ChEMBL	ChEMBL1400 N
CompTox Dashboard (EPA)	DTXSID40894102
Chemical and physical data
Formula	C15H23NO2
Molar mass	249.354 g·mol−1
3D model (JSmol)	Interactive image
SMILES OC2(c1cc(O)ccc1)CCCCC2CN(C)C
InChI InChI=1S/C15H23NO2/c1-16(2)11-13-6-3-4-9-15(13,18)12-7-5-8-14(17)10-12/h5,7-8,10,13,17-18H,3-4,6,9,11H2,1-2H3 Y Key:UWJUQVWARXYRCG-UHFFFAOYSA-N Y
NY (what is this?)  (verify)

Desmetramadol (INNTooltip International Nonproprietary Name), also known as O-desmethyltramadol (O-DSMT), is an opioid analgesic and the main active metabolite of tramadol.^[2] Tramadol is demethylated by the liver enzyme CYP2D6^[3] to desmetramadol in the same way as codeine, and so similarly to the variation in effects seen with codeine, individuals who have a less active form of CYP2D6 will tend to have reduced analgesic effects from tramadol. Because desmetramadol itself does not need to be metabolized to induce an analgesic effect, it can be used in individuals with low CYP2D6 activity unlike tramadol.