UC304

O-Desmethyltramadol

• Synonym(s): 2-[(Dimethylamino)methyl]-1-(3-hydroxyphenyl)cyclohexanol, O-Demethyl tramadol
• Empirical Formula (Hill Notation): C₁₅H₂₃NO₂
• CAS Number: 80456-81-1
• Molecular Weight: 249.35
• NACRES: NA.77
• PubChem Substance ID: 329827665
• UNSPSC Code: 12161501
• MDL number: MFCD01311883
• Form: solid

Properties

• form: solid
• storage temp.: 2-8°C
• SMILES string: CN(C)C[C@H]1CCCC[C@]1(O)c2cccc(O)c2
• 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/t13-,15+/m1/s1
• InChI key: UWJUQVWARXYRCG-HIFRSBDPSA-N

Description

General description

O-Desmethyltramadol, an opioid,[1] is an active metabolite of tramadol. The enzyme key for its production is polymorphic cytochrome P450 isoenzyme 2D6 (CYP2D6).[1]

Application

O-Desmethyltramadol has been used for the pharmacokinetic studies of tramadol metabolites in goats[2].

O-Desmethyltramadol may be used as an opioid to test its effect on the cytotoxic functionality of human natural killer cells.[3] It may also be used as an internal standard in gas chromatography-mass spectrometry (GC-MS) for the quantification of tramadol based derivatives from human urine samples.[4]

Biochem/physiol Actions

O-Desmethyltramadol has a high affinity towards opioid receptors[3] and is responsible for the analgesic effect of the μ-opioid receptor [5]

Metabolite of tramadol

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Safety Information

• pictograms: GHS06,GHS09
• signalword: Danger
• hcodes: H301,H336,H411
• pcodes: P261 - P264 - P270 - P271 - P273 - P301 + P310
• Hazard Classifications: Acute Tox. 3 Oral - Aquatic Chronic 2 - STOT SE 3
• target_organs: Respiratory system
• Storage Class: 6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
• wgk: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: Eyeshields, Gloves, type N95 (US)