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    Taxifolin

    MARKET PLACE

    REF. STANDARDS & IMPURITIES

    PharmaCompass
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    2D Structure
    Also known as: (+)-taxifolin, 480-18-2, Dihydroquercetin, Distylin, Taxifoliol, (2r,3r)-dihydroquercetin
    Molecular Formula
    C15H12O7
    Molecular Weight
    304.25  g/mol
    InChI Key
    CXQWRCVTCMQVQX-LSDHHAIUSA-N
    FDA UNII
    EAS93SC1VS
    (+)-taxifolin is a natural product found in Salix atrocinerea, Austrocedrus chilensis, and other organisms with data available.
    1 2D Structure

    2D Structure

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    (2R,3R)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-2,3-dihydrochromen-4-one
    2.1.2 InChI
    InChI=1S/C15H12O7/c16-7-4-10(19)12-11(5-7)22-15(14(21)13(12)20)6-1-2-8(17)9(18)3-6/h1-5,14-19,21H/t14-,15+/m0/s1
    2.1.3 InChI Key
    CXQWRCVTCMQVQX-LSDHHAIUSA-N
    2.1.4 Canonical SMILES
    C1=CC(=C(C=C1C2C(C(=O)C3=C(C=C(C=C3O2)O)O)O)O)O
    2.1.5 Isomeric SMILES
    C1=CC(=C(C=C1[C@@H]2[C@H](C(=O)C3=C(C=C(C=C3O2)O)O)O)O)O
    2.2 Other Identifiers
    2.2.1 UNII
    EAS93SC1VS
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. Dihydroquercetin

    2.3.2 Depositor-Supplied Synonyms

    1. (+)-taxifolin

    2. 480-18-2

    3. Dihydroquercetin

    4. Distylin

    5. Taxifoliol

    6. (2r,3r)-dihydroquercetin

    7. 24198-97-8

    8. (+)-dihydroquercetin

    9. Lavitol

    10. (+/-)-taxifolin

    11. Taxifolin-(+)

    12. 17654-26-1

    13. Diquertin

    14. Lariksin

    15. 2,3-dihydroquercetin

    16. Flamena D

    17. (2r,3r)-3,3',4',5,7-pentahydroxyflavanone

    18. (2r,3r)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-2,3-dihydrochromen-4-one

    19. (2r,3r)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxychroman-4-one

    20. Taxifolin (dihydroquercetin)

    21. 3,5,7,3',4'-pentahydroxyflavanone

    22. (2r,3r)-(+)-taxifolin

    23. 4h-1-benzopyran-4-one, 2-(3,4-dihydroxyphenyl)-2,3-dihydro-3,5,7-trihydroxy-, (2r,3r)-

    24. (+/-)-dihydroquercetin

    25. Taxifolin, (+/-)-

    26. (2r,3r)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-2,3-dihydro-4h-chromen-4-one

    27. Eas93sc1vs

    28. Dihydroquercetin, (+/-)-

    29. (2r-trans)-2-(3,4-dihydroxyphenyl)-2,3-dihydro-3,5,7-trihydroxy-4-benzopyrone

    30. Flavanone, 3,3',4',5,7-pentahydroxy-

    31. Chebi:17948

    32. (+)-(2r,3r)-dihydroquercetin

    33. 9sob9e3987

    34. (?)-taxifolin

    35. (2r,3r)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-chroman-4-one

    36. Rel-(2r,3r)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxychroman-4-one

    37. (2r,3r)-2-(3,4-dihydroxyphenyl)-2,3-dihydro-3,5,7-trihydroxy-4h-1-benzopyran-4-one

    38. 4h-1-benzopyran-4-one, 2-(3,4-dihydroxyphenyl)-2,3-dihydro-3,5,7-trihydroxy-, (2r-trans)-

    39. 4h-1-benzopyran-4-one, 2-(3,4-dihydroxyphenyl)-2,3-dihydro-3,5,7-trihydroxy-, Trans-(+/-)-

    40. Dqh

    41. Smr000466389

    42. Trans-dihydroquercetin

    43. (+)-trans-taxifolin

    44. 4h-1-benzopyran-4-one, 2-(3,4-dihydroxyphenyl)-2,3-dihydro-3,5,7-trihydroxy-

    45. (+/-)-taxifolin Hydrate

    46. Unii-9sob9e3987

    47. Ccris 9292

    48. Taxifolin (tax)

    49. Einecs 207-543-4

    50. Mfcd00006845

    51. Flamena

    52. (+)-trans Taxifolin

    53. (2r,3r)-trans-dihydroquercetin

    54. Brn 0093548

    55. (2r,3r)-taxifolin

    56. Unii-eas93sc1vs

    57. (+/-)-trans Taxifolin

    58. Schembl39786

    59. 5-18-05-00451 (beilstein Handbook Reference)

    60. Mls000759539

    61. Mls001066341

    62. Mls001074712

    63. Mls001424044

    64. Mls002153142

    65. Bidd:er0483

    66. Taxifolin, Analytical Standard

    67. Flavone, 2,3-dihydro-3,3',4',5,7-pentahydroxy-

    68. Dihydroquercetin [inci]

    69. Megxp0_000741

    70. Dtxsid8022450

    71. Acon1_000239

    72. Dihydroquercetin [who-dd]

    73. Bdbm212435

    74. Dtxsid301017215

    75. Hms2051m22

    76. Hms2234l14

    77. Hy-n0136

    78. Ac-935

    79. S2366

    80. Akos015965399

    81. Zinc100018343

    82. Ccg-100909

    83. Cs-3365

    84. Db02224

    85. Ks-1312

    86. Nc00159

    87. Ncgc00016024-08

    88. Ncgc00180750-01

    89. 20254-28-8

    90. As-17723

    91. Dihydroquercetin, (+)-(2r,3r)-

    92. Sw197539-2

    93. T3666

    94. C01617

    95. (2r,3r)-3,5,7,3',4'-pentahydroxyflavanone

    96. Q412191

    97. Sr-01000759385

    98. Flavanone, 3,3',4',5,7-pentahydroxy-, (r,r)-

    99. J-011205

    100. Sr-01000759385-6

    101. Taxifolin, Primary Pharmaceutical Reference Standard

    102. F40ab773-26fa-4112-a46d-dc970af64bc1

    103. Flavanone, 3,3',4',5,7-pentahydroxy-, (2r)-trans-

    104. Flavanone, 3,3',4',5,7-pentahydroxy-, Trans-(+)-

    105. (+)-taxifolin (constituent Of Maritime Pine) [dsc]

    106. (+)-taxifolin (constituent Of Milk Thistle) [dsc]

    107. Flavanone, 3,3',4',5,7-pentahydroxy-, (2r,3r)-(+)-

    108. 2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-2,3-dihydro-4h-chromen-4-one, (2r-trans)-

    109. 4h-1-benzopyran-4-one,2-(3,4-dihydroxyphenyl)-2,3-dihydro-3,5,7-trihydroxy-,(2r,3r)-rel-

    2.4 Create Date
    2004-09-16
    3 Chemical and Physical Properties
    Molecular Weight 304.25 g/mol
    Molecular Formula C15H12O7
    XLogP31.5
    Hydrogen Bond Donor Count5
    Hydrogen Bond Acceptor Count7
    Rotatable Bond Count1
    Exact Mass304.05830272 g/mol
    Monoisotopic Mass304.05830272 g/mol
    Topological Polar Surface Area127 Ų
    Heavy Atom Count22
    Formal Charge0
    Complexity428
    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

    Anti-Inflammatory Agents, Non-Steroidal

    Anti-inflammatory agents that are non-steroidal in nature. In addition to anti-inflammatory actions, they have analgesic, antipyretic, and platelet-inhibitory actions. They act by blocking the synthesis of prostaglandins by inhibiting cyclooxygenase, which converts arachidonic acid to cyclic endoperoxides, precursors of prostaglandins. Inhibition of prostaglandin synthesis accounts for their analgesic, antipyretic, and platelet-inhibitory actions; other mechanisms may contribute to their anti-inflammatory effects. (See all compounds classified as Anti-Inflammatory Agents, Non-Steroidal.)