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    Isorhamnetin

    REF. STANDARDS & IMPURITIES

    PharmaCompass
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    2D Structure
    Also known as: 480-19-3, 3-methylquercetin, Isorhamnetol, Quercetin 3'-methyl ether, 3'-methoxyquercetin, 3'-o-methylquercetin
    Molecular Formula
    C16H12O7
    Molecular Weight
    316.26  g/mol
    InChI Key
    IZQSVPBOUDKVDZ-UHFFFAOYSA-N
    FDA UNII
    07X3IB4R4Z
    Isorhamnetin is a metabolite found in or produced by Saccharomyces cerevisiae.
    1 2D Structure

    2D Structure

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    3,5,7-trihydroxy-2-(4-hydroxy-3-methoxyphenyl)chromen-4-one
    2.1.2 InChI
    InChI=1S/C16H12O7/c1-22-11-4-7(2-3-9(11)18)16-15(21)14(20)13-10(19)5-8(17)6-12(13)23-16/h2-6,17-19,21H,1H3
    2.1.3 InChI Key
    IZQSVPBOUDKVDZ-UHFFFAOYSA-N
    2.1.4 Canonical SMILES
    COC1=C(C=CC(=C1)C2=C(C(=O)C3=C(C=C(C=C3O2)O)O)O)O
    2.2 Other Identifiers
    2.2.1 UNII
    07X3IB4R4Z
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. 3,4',5,7-tetrahydroxy-3'-methoxy-flavone

    2. 3,4',5,7-tetrahydroxy-3'-methoxyflavone

    3. 3-methyl-quercetin

    4. 3-methylquercetin

    5. 3-o-methylquercetin

    6. Iso-rhamnetin

    7. Isorhamnetine

    2.3.2 Depositor-Supplied Synonyms

    1. 480-19-3

    2. 3-methylquercetin

    3. Isorhamnetol

    4. Quercetin 3'-methyl Ether

    5. 3'-methoxyquercetin

    6. 3'-o-methylquercetin

    7. 3'-methoxy-3,4',5,7-tetrahydroxyflavone

    8. 3'-methylquercetin

    9. 3,5,7-trihydroxy-2-(4-hydroxy-3-methoxyphenyl)-4h-chromen-4-one

    10. C.i. 75680

    11. 3,5,7-trihydroxy-2-(4-hydroxy-3-methoxyphenyl)chromen-4-one

    12. 3,4',5,7-tetrahydroxy-3'-methoxyflavone

    13. 3-methylquercetine

    14. Flavone, 3'-methoxy-3,4',5,7-tetrahydroxy-

    15. 4h-1-benzopyran-4-one, 3,5,7-trihydroxy-2-(4-hydroxy-3-methoxyphenyl)-

    16. Flavone, 3,4',5,7-tetrahydroxy-3'-methoxy-

    17. 3,5,7,4'-tetrahydroxy-3'-methoxyflavone

    18. 07x3ib4r4z

    19. Chebi:6052

    20. Chembl379064

    21. 3,5,7-trihydroxy-2-(4-hydroxy-3-methoxyphenyl)-4-benzopyrone

    22. 4h-1-benzopyran-4-one, 2-(3-methoxy-4-hydroxyphenyl)-3,5,7-trihydroxy-

    23. Mfcd00017310

    24. Isorhamnetine

    25. 3,5,7-trihydroxy-2-(4-hydroxy-3-metoxyphenyl)benzopyran-4-one

    26. Ccris 3791

    27. 3'-o-methyl Quercetin

    28. Sr-05000002256

    29. Einecs 207-545-5

    30. Brn 0044723

    31. Unii-07x3ib4r4z

    32. Isorhanetin,(s)

    33. Irh

    34. 3,4',5,7-tetrahydroxy-3'-methoxy-flavone

    35. 3,5,7-trihydroxy-2-(4-hydroxy-3-methoxyphenyl)-4h-1-benzopyran-4-one

    36. Quercetin-3'-methyl Ether

    37. Isorhamnetin [inci]

    38. Oprea1_145406

    39. Schembl19235

    40. Isorhamnetin [usp-rs]

    41. Megxp0_001863

    42. Methylquercetin, 3'-o-

    43. Acon1_000275

    44. Bdbm23409

    45. Isorhamnetin, Analytical Standard

    46. Dtxsid10197379

    47. Zinc517261

    48. 3,5,7-trihydroxy-2-(4-hydroxy-3-methoxy-phenyl)chromen-4-one

    49. Bcp11534

    50. Ex-a6804

    51. Hy-n0776

    52. Isorhamnetin, >=95.0% (hplc)

    53. Lmpk12110002

    54. S9111

    55. Akos015905141

    56. Ccg-208422

    57. Ccg-208453

    58. Cs-5945

    59. Ncgc00163572-01

    60. Ncgc00163572-02

    61. Ncgc00163572-03

    62. Ncgc00180719-01

    63. Ac-20263

    64. As-71136

    65. Db-051498

    66. Ft-0603409

    67. I1068

    68. N1358

    69. 3'-methoxy-4',5,7-trihydroxyflavonol

    70. 3,5,7-trihydroxy-2-(4-hydroxy-3-methoxyphenyl)

    71. 480i193

    72. Isorhamnetin (constituent Of Ginkgo) [dsc]

    73. Q416138

    74. Q-100518

    75. Sr-05000002256-2

    76. Sr-05000002256-3

    77. Brd-k83977206-001-01-4

    78. Isorhamnetin, Primary Pharmaceutical Reference Standard

    79. Isorhamnetin, United States Pharmacopeia (usp) Reference Standard

    80. 3,5,7-trihydroxy-2-(4-hydroxy-3-methoxyphenyl)-4h-benzopyran-4-one

    81. 3,5,7-trihydroxy-2-(4-hydroxy-3-methoxyphenyl)-4h-chromen-4-one #

    2.4 Create Date
    2005-03-28
    3 Chemical and Physical Properties
    Molecular Weight 316.26 g/mol
    Molecular Formula C16H12O7
    XLogP31.9
    Hydrogen Bond Donor Count4
    Hydrogen Bond Acceptor Count7
    Rotatable Bond Count2
    Exact Mass316.05830272 g/mol
    Monoisotopic Mass316.05830272 g/mol
    Topological Polar Surface Area116 Ų
    Heavy Atom Count23
    Formal Charge0
    Complexity503
    Isotope Atom Count0
    Defined Atom Stereocenter Count0
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count1
    4 Pharmacology and Biochemistry
    4.1 Metabolism/Metabolites

    Isorhamnetin has known human metabolites that include (2S,3S,4S,5R)-6-[5,7-Dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-4-oxochromen-3-yl]oxy-3,4,5-trihydroxyoxane-2-carboxylic acid.

    S73 | METXBIODB | Metabolite Reaction Database from BioTransformer | DOI:10.5281/zenodo.4056560