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Technical details about Taxifolin, learn more about the structure, uses, toxicity, action, side effects and more

Taxifolin

Synopsis, Chemistry

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1 APIs

1 APIs

REF. STANDARDS & IMPURITIES

3 Others

3 Others

Taxifolin
Chemistry
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1. 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 Formula	C₁₅H₁₂O₇
Molecular Weight	304.25 g/mol
XLogP3	1.5
Hydrogen Bond Donor Count	5
Hydrogen Bond Acceptor Count	7
Rotatable Bond Count	1
Exact Mass	304.05830272 g/mol
Monoisotopic Mass	304.05830272 g/mol
Topological Polar Surface Area	127 Å²
Heavy Atom Count	22
Formal Charge	0
Complexity	428
Isotope Atom Count	0
Defined Atom Stereocenter Count	2
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	1

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.)

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