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    Chemistry

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    Also known as: O-desmethyltramadol, O-desmethyl tramadol, O-demethyltramadol, Mono-o-demethyltramadol, 80456-81-1, Tramadol m1 metabolite
    Molecular Formula
    C15H23NO2
    Molecular Weight
    249.35  g/mol
    InChI Key
    UWJUQVWARXYRCG-HIFRSBDPSA-N
    FDA UNII
    9W28LW2ET5
    O-Desmethyl Tramadol
    one of the major metabolites of tramadol; structure given in first source; RN given refers to parent compound
    1 2D Structure

    O-Desmethyl Tramadol

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    3-[(1R,2R)-2-[(dimethylamino)methyl]-1-hydroxycyclohexyl]phenol
    2.1.2 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/t13-,15+/m1/s1
    2.1.3 InChI Key
    UWJUQVWARXYRCG-HIFRSBDPSA-N
    2.2 Other Identifiers
    2.2.1 UNII
    9W28LW2ET5
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. O-demethyltramadol

    2. O-demethyl Tramadol

    3. Tramadol M1 Metabolite

    4. O-desmethyltramadol

    2.3.2 Depositor-Supplied Synonyms

    1. O-desmethyltramadol

    2. O-desmethyl Tramadol

    3. O-demethyltramadol

    4. Mono-o-demethyltramadol

    5. 80456-81-1

    6. Tramadol M1 Metabolite

    7. 2wa8f50c3f

    8. O-dsmt

    9. Dtxsid401044548

    10. (rr,ss)-3-(2-((dimethylamino)methyl)-1-hydroxycyclohexyl)phenol

    11. O-demethyl Tramadol

    12. Desmetramadolum

    13. 3-((1r,2r)-2-((dimethylamino)methyl)-1-hydroxy-cyclohexyl)phenol

    14. 3-[(1r,2r)-2-[(dimethylamino)methyl]-1-hydroxy-cyclohexyl]phenol

    15. Refchem:585809

    16. Dtxcid601526667

    17. 999-177-3

    18. (+)-o-desmethyltramadol

    19. Unii-2wa8f50c3f

    20. (+)-o-demethyltramadol

    21. 144830-14-8

    22. Desmetramadol, Cis-(+)-

    23. Chembl1400

    24. Desmetramadol, R,r-(+)-

    25. 9w28lw2et5

    26. 3-((1r,2r)-2-((dimethylamino)methyl)-1-hydroxycyclohexyl)phenol

    27. 3-[(1r,2r)-2-[(dimethylamino)methyl]-1-hydroxycyclohexyl]phenol

    28. Phenol, 3-(2-((dimethylamino)methyl)-1-hydroxycyclohexyl)-, Cis-(+/-)-

    29. Chembl201556

    30. 3-{(1r,2r)-2-[(dimethylamino)methyl]-1-hydroxycyclohexyl}phenol

    31. Phenol, 3-((1r,2r)-2-((dimethylamino)methyl)-1-hydroxycyclohexyl)-

    32. Phenol, 3-(2-((dimethylamino)methyl)-1-hydroxycyclohexyl)-, (1r-cis)-

    33. (-)-o-desmethyl Tramadol (1.0mg/ml In Acetonitrile)

    34. Desmetramadol [inn]

    35. Unii-9w28lw2et5

    36. Desmetramadol [who-dd]

    37. Schembl2517055

    38. Chebi:165221

    39. Uwjuqvwarxyrcg-hifrsbdpsa-n

    40. Dtxsid901313651

    41. Bdbm50176258

    42. Bdbm50176263

    43. Akos030241093

    44. Ncgc00165941-01

    45. Tramadol Ep Impurity D ( And Enantiomer)

    46. Cs-0031642

    47. Ns00101143

    48. Q63395330

    49. Tramadol Hydrochloride Impurity D [ep Impurity]

    50. 3-[(1s,2s)-2-[(dimethylamino)methyl]-1-hydroxycyclohexyl]phenol;

    51. Rel-3-((1r,2r)-2-((dimethylamino)methyl)-1-hydroxycyclohexyl)phenol

    52. Phenol, 3-((1r,2r)-2-((dimethylamino)methyl)-1-hydroxycyclohexyl)-, Rel-

    53. Rac-3-((1r,2r)-2-((dimethylamino)methyl)-1-hydroxycyclohexyl)phenolc

    2.4 Create Date
    2006-10-25
    3 Chemical and Physical Properties
    Molecular Weight 249.35 g/mol
    Molecular Formula C15H23NO2
    XLogP32.3
    Hydrogen Bond Donor Count2
    Hydrogen Bond Acceptor Count3
    Rotatable Bond Count3
    Exact Mass Da
    Monoisotopic Mass Da
    Topological Polar Surface Area43.7
    Heavy Atom Count18
    Formal Charge0
    Complexity269
    Isotope Atom Count0
    Defined Atom Stereocenter Count2
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count1
    4 Pharmacology and Biochemistry
    4.1 MeSH Pharmacological Classification

    Analgesics, Opioid

    Compounds with activity like OPIATE ALKALOIDS, acting at OPIOID RECEPTORS. Properties include induction of ANALGESIA or NARCOSIS.

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