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    Naringenin

    ACTIVE PHARMA INGREDIENTS

    DIGITAL CONTENT

    REF. STANDARDS & IMPURITIES

    PharmaCompass
    Xls

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    2D Structure
    Also known as: 480-41-1, Salipurpol, Salipurol, (s)-5,7-dihydroxy-2-(4-hydroxyphenyl)chroman-4-one, (s)-naringenin, Pelargidanon
    Molecular Formula
    C15H12O5
    Molecular Weight
    272.25  g/mol
    InChI Key
    FTVWIRXFELQLPI-ZDUSSCGKSA-N
    FDA UNII
    HN5425SBF2
    naringenin is a natural product found in Elaeodendron croceum, Garcinia multiflora, and other organisms with data available.
    1 2D Structure

    2D Structure

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    (2S)-5,7-dihydroxy-2-(4-hydroxyphenyl)-2,3-dihydrochromen-4-one
    2.1.2 InChI
    InChI=1S/C15H12O5/c16-9-3-1-8(2-4-9)13-7-12(19)15-11(18)5-10(17)6-14(15)20-13/h1-6,13,16-18H,7H2/t13-/m0/s1
    2.1.3 InChI Key
    FTVWIRXFELQLPI-ZDUSSCGKSA-N
    2.1.4 Canonical SMILES
    C1C(OC2=CC(=CC(=C2C1=O)O)O)C3=CC=C(C=C3)O
    2.1.5 Isomeric SMILES
    C1[C@H](OC2=CC(=CC(=C2C1=O)O)O)C3=CC=C(C=C3)O
    2.2 Other Identifiers
    2.2.1 UNII
    HN5425SBF2
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. 4',5,7-trihydroxyflavanone

    2. Be 14348a

    3. Be-14348a

    4. Naringenin-7-sulfate

    2.3.2 Depositor-Supplied Synonyms

    1. 480-41-1

    2. Salipurpol

    3. Salipurol

    4. (s)-5,7-dihydroxy-2-(4-hydroxyphenyl)chroman-4-one

    5. (s)-naringenin

    6. Pelargidanon

    7. (2s)-naringenin

    8. Naringetol

    9. Naringenine

    10. Asahina

    11. Nsc 11855

    12. Ccris 5839

    13. (-)-naringenin

    14. Yso1

    15. Nsc 34875

    16. (-)-(2s)-naringenin

    17. Chembl9352

    18. (s)-2,3-dihydro-5,7-dihydroxy-2-(4-hydroxyphenyl)-4h-1-benzopyran-4-one

    19. Ai3-23355

    20. Hn5425sbf2

    21. Chebi:17846

    22. Flavanone, 4',5,7-trihydroxy-

    23. 2,3-dihydro-5,7-dihydroxy-2-(4-hydroxyphenyl)-4h-1-benzopyran-4-one

    24. 4h-1-benzopyran-4-one, 2,3-dihydro-5,7-dihydroxy-2-(4-hydroxyphenyl)-, (2s)-

    25. Narigenin

    26. Nsc-11855

    27. (2s)-5,7-dihydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-4h-chromen-4-one

    28. 5,7,4'-trihydroxyflavanone

    29. (r,s)-naringenin

    30. Sr-01000721771

    31. (2s)-5,7-dihydroxy-2-(4-hydroxyphenyl)chroman-4-one

    32. Unii-hn5425sbf2

    33. 2uxu

    34. 4deu

    35. S-dihydrogenistein

    36. Einecs 207-550-2

    37. Pelargidanon 1602

    38. Spectrum_000247

    39. 4eh3

    40. Naringenin [mi]

    41. Spectrum2_000325

    42. Spectrum3_000567

    43. Spectrum4_000124

    44. Spectrum5_001423

    45. Naringenin [inci]

    46. 4',5,7-trioh-flavone

    47. 4',5,7-trihydroxyflavanon

    48. Naringenin, (-)-

    49. Schembl20570

    50. Bspbio_001954

    51. Kbiogr_000508

    52. Kbioss_000727

    53. Mls000574861

    54. Bidd:er0116

    55. Divk1c_000118

    56. Spectrum1500746

    57. Spbio_000329

    58. 4',5, 7-trihydroxyflavanone

    59. 5,7-dihydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-4h-chromen-4-one

    60. Dtxsid1022392

    61. Bdbm23419

    62. Hms500f20

    63. Kbio1_000118

    64. Kbio2_000727

    65. Kbio2_003295

    66. Kbio2_005863

    67. Kbio3_001454

    68. 4h-1-benzopyran-4-one, 2,3-dihydro-5,7-dihydroxy-2-(4-hydroxyphenyl)-, (s)-

    69. Ninds_000118

    70. (2s)-5,7,4'-trihydroxyflavone

    71. Aids001417

    72. Hms2202m06

    73. Zinc156701

    74. (2s)-4',5,7-trihydroxyflavanone

    75. Hy-n0100

    76. Tnp00287

    77. (2s)-5,7-dihydroxy-2-(4-hydroxyphenyl)-2,3-dihydrochromen-4-one

    78. (s)-2,3-dihydro-5,7-dihydroxy-2-(4-hydroxyphenyl)-4-benzopyrone

    79. Ccg-38601

    80. Lmpk12140001

    81. Phytochemistry 8: 127 (1969)

    82. S2394

    83. (2s)-5,7-dihydroxy-2-(4-hydroxyphenyl)-3,4-dihydro-2h-1-benzopyran-4-one

    84. Akos016843490

    85. Cs-6421

    86. Db03467

    87. Fs-4072

    88. Sdccgmls-0066570.p001

    89. (2s)-4',5,7-trihydroxyflavan-4-one

    90. Idi1_000118

    91. Ncgc00016457-01

    92. Ncgc00016457-02

    93. Ncgc00016457-03

    94. Ncgc00017346-01

    95. Ncgc00163598-01

    96. Ac-33954

    97. Cas-480-41-1

    98. Flavanone, 4',5,7-trihydroxy- (8ci)

    99. Smr000156272

    100. Ft-0617134

    101. Sw219329-1

    102. C00509

    103. A827427

    104. Q418374

    105. Q-100666

    106. Sr-01000721771-3

    107. Sr-01000721771-4

    108. 5,7-dihydroxy-2-(4-hydroxyphenyl)-4h-chroman-4-one

    109. Brd-k08832567-001-02-4

    110. Brd-k08832567-001-06-5

    111. (-)-(2s)-5,7-dihydroxy-2-(4-hydroxyphenyl)chroman-4-one

    112. (s)-2,3-dihydo-5,7-dihydroxy-2-(4-hydroxyphenyl)-4h-1-benzopyran-4-one

    113. 2,3-dihydro-5,6-dihydroxy-2-(4-hydroxyphenyl)-4h-1-benzopyran-4-one

    114. 4h-1-benzopyran-4-one,2,3-dihydro-5,7-dihydroxy-2-(4-hydroxyphenyl)-, (2s)-

    115. 13308-00-4

    2.4 Create Date
    2004-09-16
    3 Chemical and Physical Properties
    Molecular Weight 272.25 g/mol
    Molecular Formula C15H12O5
    XLogP32.4
    Hydrogen Bond Donor Count3
    Hydrogen Bond Acceptor Count5
    Rotatable Bond Count1
    Exact Mass272.06847348 g/mol
    Monoisotopic Mass272.06847348 g/mol
    Topological Polar Surface Area87 Ų
    Heavy Atom Count20
    Formal Charge0
    Complexity363
    Isotope Atom Count0
    Defined Atom Stereocenter Count1
    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

    Estrogen Antagonists

    Compounds which inhibit or antagonize the action or biosynthesis of estrogenic compounds. (See all compounds classified as Estrogen Antagonists.)

    Anti-Ulcer Agents

    Various agents with different action mechanisms used to treat or ameliorate PEPTIC ULCER or irritation of the gastrointestinal tract. This has included ANTIBIOTICS to treat HELICOBACTER INFECTIONS; HISTAMINE H2 ANTAGONISTS to reduce GASTRIC ACID secretion; and ANTACIDS for symptomatic relief. (See all compounds classified as Anti-Ulcer Agents.)