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    Isoquercitrin

    ACTIVE PHARMA INGREDIENTS

    DEVELOPMENTS

    FINISHED DOSAGE FORMULATIONS

    DIGITAL CONTENT

    REF. STANDARDS & IMPURITIES

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    2D Structure
    Also known as: Isoquercetin, 482-35-9, Hirsutrin, 3-glucosylquercetin, Quercetin 3-o-glucopyranoside, Quercetin 3-glucoside
    Molecular Formula
    C21H20O12
    Molecular Weight
    464.4  g/mol
    InChI Key
    OVSQVDMCBVZWGM-QSOFNFLRSA-N
    FDA UNII
    6HN2PC637T
    Isoquercetin is an orally bioavailable, glucoside derivative of the flavonoid quercetin and protein disulfide isomerase (PDI) inhibitor, with antioxidant and potential antithrombotic activity. As an antioxidant, isoquercetin scavenges free radicals and inhibits oxidative damage to cells. As a PDI inhibitor, this agent blocks PDI-mediated platelet activation, and fibrin generation, which prevents thrombus formation after vascular injury. In addition, isoquercetin is an alpha-glucosidase inhibitor. PDI, an oxidoreductase secreted by activated endothelial cells and platelets, plays a key role in the initiation of the coagulation cascade. Cancer, in addition to other thrombotic disorders, increases the risk of thrombus formation.
    1 2D Structure

    2D Structure

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one
    2.1.2 InChI
    InChI=1S/C21H20O12/c22-6-13-15(27)17(29)18(30)21(32-13)33-20-16(28)14-11(26)4-8(23)5-12(14)31-19(20)7-1-2-9(24)10(25)3-7/h1-5,13,15,17-18,21-27,29-30H,6H2/t13-,15-,17+,18-,21+/m1/s1
    2.1.3 InChI Key
    OVSQVDMCBVZWGM-QSOFNFLRSA-N
    2.1.4 Canonical SMILES
    C1=CC(=C(C=C1C2=C(C(=O)C3=C(C=C(C=C3O2)O)O)OC4C(C(C(C(O4)CO)O)O)O)O)O
    2.1.5 Isomeric SMILES
    C1=CC(=C(C=C1C2=C(C(=O)C3=C(C=C(C=C3O2)O)O)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)O)O
    2.2 Other Identifiers
    2.2.1 UNII
    6HN2PC637T
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. 2-(3,4-dihydroxyphenyl)-3-(beta-d-glucofuranosyloxy)-5,7-dihydroxy-4h-1-benzopyran-4-one

    2. 4h-1-benzopyran-4-one, 2-(3,4-dihydroxyphenyl)-3-(beta-d-glucofuranosyloxy)-5,7-dihydroxy

    3. Flavone, 3,3',4',5,7-pentahydroxy-, 3-beta-d-glucofuranoside

    4. Isoquercetin

    5. Isoquercitin

    6. Isoquercitroside

    7. Isotrifoliin

    8. Quercetin 3-(beta-d-glucofuranoside)

    9. Quercetin 3-o-beta-d-glucofuranoside

    10. Quercetin-3-glucoside

    11. Quercetin-3-o-beta-glucoside

    12. Quercetin-3-o-glucoside

    13. Trifoliin

    14. Trifoliin A

    2.3.2 Depositor-Supplied Synonyms

    1. Isoquercetin

    2. 482-35-9

    3. Hirsutrin

    4. 3-glucosylquercetin

    5. Quercetin 3-o-glucopyranoside

    6. Quercetin 3-glucoside

    7. Isotrifoliin

    8. Quercetin 3-d-glucoside

    9. Quercetin 3-o-glucoside

    10. Quercetol 3-monoglucoside

    11. Glucosyl 3-quercetin

    12. Contigoside B

    13. Quercetol 3-glucoside

    14. Quercetin-3-o-glucopyranoside

    15. Quercetin-3-o-glucoside

    16. Quercetin 3-monoglucoside

    17. Quercetin 3-beta-glucoside

    18. Quercetin-3-glucoside

    19. Quercetin 3-beta-o-glucoside

    20. Quercetin Glucoside

    21. Quercetin-3-glucose

    22. Ronacare Isoquercetin

    23. Glucosyl-3-quercetin

    24. Isoquercetin, (-)-

    25. 3-beta-d-glucosylquercetin

    26. Quercetin 3.beta.-glucoside

    27. 6hn2pc637t

    28. Chembl250450

    29. Chebi:68352

    30. 3,3',4',5,7-pentahydroxyflavone 3-beta-glucoside

    31. Quercetin 3-o-.beta.-d-glucopyranoside

    32. 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-(((2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2h-pyran-2-yl)oxy)-4h-chromen-4-one

    33. Quercetin 3-beta-d-glucoside

    34. Quercetin 3-o-beta-d-glucopyranoside

    35. Nsc-115918

    36. Nsc-407304

    37. Quercetin 3-o-beta-d-glucoside

    38. 2-(3,4-dihidroxyphenyl)-3-(beta-d-glucofuranosyloxy)-5,7-dihydroxy-4h-1-benzopyran-4-one

    39. 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-((2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2h-pyran-2-yloxy)-4h-chromen-4-one

    40. Smr000466391

    41. Nsc 115918

    42. Brn 0100989

    43. Hydroside

    44. Unii-6hn2pc637t

    45. Ccris 9340

    46. Isoquercitrin (6)

    47. Mfcd00017746

    48. Acacia

    49. 3-glucoside Isoquercitrin

    50. Quercetin 3--d-glucoside

    51. Isoquercitrin [mi]

    52. Isoquercetin [inci]

    53. Quercetin 3-glucopyranoside

    54. Quercetin 3-ss-d-glucoside

    55. 4-18-00-03493 (beilstein Handbook Reference)

    56. Mls000759532

    57. Mls001424096

    58. Q 5

    59. Schembl181306

    60. Acon1_002134

    61. Cid_5280804

    62. Cid_5378597

    63. Quercetin 3- Beta -d-glucoside

    64. Quercetin 3-o--d-glucofuranoside

    65. Bdbm153265

    66. Hms2051b17

    67. Quercetin-3-o-beta-glucopyranoside

    68. Hy-n1445

    69. Zinc4096845

    70. Bdbm50241354

    71. Pdsp1_001363

    72. Pdsp2_001347

    73. S3842

    74. Akos015896729

    75. Ccg-100967

    76. Db12665

    77. Nc00217

    78. Quercetin-3-o-beta-d-galactopyranoside

    79. 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxo-4h-chromen-3-yl Beta-d-glucopyranoside

    80. 4h-1-benzopyran-4-one, 5,7-dihydroxy-2-(3,4-dihydroxyphenyl)-3-(beta-d-glucopyranosyloxy)-

    81. 4h-1-benzopyran-4-one,2-(3,4-dihydroxyphenyl)-3-(b-d-glucopyranosyloxy)-5,7-dihydroxy-

    82. Quercetin -3-o-beta-d-galactopyranoside

    83. As-35335

    84. Quercetin-3-o-.beta.-d-glucoside

    85. Quercetin 3-glucoside, Analytical Standard

    86. Quercetin-3-.beta.-glucopyranoside

    87. 3-o-.beta.-d-glucopyranosylquercetin

    88. Cs-0016884

    89. C05623

    90. Quercetin 3-o-glucopyranoside [who-dd]

    91. Ab00639942-06

    92. Quercetin 3-beta-d-glucoside, >=90% (hplc)

    93. 3,3',4',5,7-pentahydroxyflavone 3-a-glucoside

    94. A871939

    95. 3-glucopyranosyloxy-3',4',5,7-tetrahydroxyflavone

    96. Q-100268

    97. Q6086296

    98. Brd-k73991644-001-01-7

    99. 3,3'',4'',5,7-pentahydroxyflavone-3-beta-o-glucoside

    100. Isoquercitrin, Primary Pharmaceutical Reference Standard

    101. Quercetin 3-o-glucoside (constituent Of Ginkgo) [dsc]

    102. 3',4',5,7-tetrahydroxyflavone-3-.beta.-d-glucopyranoside

    103. 2-(3,4-dihydroxyphenyl)-3-(beta-d-glucopyranosyloxy)-5,7-dihydroxy-4h-1-benzopyran-4-one

    104. 2-hydroxy-4-(3,5,7-trihydroxy-4-oxo-4h-chromen-2-yl)phenyl B-d-glucopyranoside

    105. 2-(3,4-dihydroxy-phenyl)-5,7-dihydroxy-3-(3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-chromen-4-one

    106. 2-(3,4-dihydroxyphenyl)-3-(b-d-glucopyranosyloxy)-5,7-dihydroxy-4h-1-benzopyran-4-one, 9ci

    107. 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-((2s,3r,4s,5r,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)-tetrahydro-2h-pyran-2-yloxy)-4h-chromen-4-one

    108. 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-((2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)-tetrahydro-2h-pyran-2-yloxy)-4h-chromen-4-one

    109. 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-chromen-4-one

    110. 4h-1-benzopyran-4-one, 2- (3,4-dihydroxyphenyl)-3- (ss-d-glucofuranosyloxy)-5,7-dihydroxy-

    111. 4h-1-benzopyran-4-one, 2-(3,4-dihydroxy-phenyl)-3-(.beta.-d-glucofuranosyloxy)-5,7-dihydroxy-

    112. 4h-1-benzopyran-4-one, 2-(3,4-dihydroxyphenyl)-3-(.beta.-d-glucopyranosyloxy)-5,7-dihydroxy-

    113. Hw2

    2.4 Create Date
    2005-06-24
    3 Chemical and Physical Properties
    Molecular Weight 464.4 g/mol
    Molecular Formula C21H20O12
    XLogP30.4
    Hydrogen Bond Donor Count8
    Hydrogen Bond Acceptor Count12
    Rotatable Bond Count4
    Exact Mass464.09547607 g/mol
    Monoisotopic Mass464.09547607 g/mol
    Topological Polar Surface Area207 Ų
    Heavy Atom Count33
    Formal Charge0
    Complexity758
    Isotope Atom Count0
    Defined Atom Stereocenter Count5
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count1
    4 Pharmacology and Biochemistry
    4.1 FDA Pharmacological Classification
    4.1.1 Pharmacological Classes
    Cell-mediated Immunity [PE]; Increased Histamine Release [PE]; Increased IgG Production [PE]; Non-Standardized Plant Allergenic Extract [EPC]; Plant Proteins [CS]; Allergens [CS]