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Also known as: 491-70-3, Digitoflavone, Luteolol, 3',4',5,7-tetrahydroxyflavone, Flacitran, 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4h-chromen-4-one

Molecular Formula

C₁₅H₁₀O₆

Molecular Weight

286.24 g/mol

InChI Key

IQPNAANSBPBGFQ-UHFFFAOYSA-N

FDA UNII

KUX1ZNC9J2

5,7,3',4'-tetrahydroxy-flavone, one of the FLAVONES.

1 2D Structure

Luteolin

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

2-(3,4-dihydroxyphenyl)-5,7-dihydroxychromen-4-one

2.1.2 InChI

InChI=1S/C15H10O6/c16-8-4-11(19)15-12(20)6-13(21-14(15)5-8)7-1-2-9(17)10(18)3-7/h1-6,16-19H

2.1.3 InChI Key

IQPNAANSBPBGFQ-UHFFFAOYSA-N

2.1.4 Canonical SMILES

C1=CC(=C(C=C1C2=CC(=O)C3=C(C=C(C=C3O2)O)O)O)O

2.2 Other Identifiers

2.2.1 UNII

KUX1ZNC9J2

2.3 Synonyms

2.3.1 MeSH Synonyms

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

2. 3',4',5,7-tetrahydroxyflavone

3. Luteoline

2.3.2 Depositor-Supplied Synonyms

1. 491-70-3

2. Digitoflavone

3. Luteolol

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

5. Flacitran

6. 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4h-chromen-4-one

7. Luteoline

8. Salifazide

9. Weld Lake

10. Yama Kariyasu

11. Cyanidenon 1470

12. Bismite

13. 5,7,3',4'-tetrahydroxyflavone

14. 2-(3,4-dihydroxyphenyl)-5,7-dihydroxychromen-4-one

15. C.i. Natural Yellow 2

16. 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-benzopyrone

17. Daphneflavonol

18. Flavopurpol

19. 4h-1-benzopyran-4-one, 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-

20. Cyanidenon-1470

21. Brn 0292084

22. Mfcd00017309

23. Kux1znc9j2

24. Chembl151

25. Flavone, 3',4',5,7-tetrahydroxy-

26. Chebi:15864

27. 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4h-1-benzopyran-4-one

28. 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-chromenone

29. 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-chromen-4-one

30. 1318-21-4

31. Smr000326896

32. 7-tetrahydroxyflavone

33. Ccris 3790

34. Sr-01000779333

35. Einecs 207-741-0

36. Unii-kux1znc9j2

37. Argemexitin

38. C.i. 75590

39. 4dew

40. 4dgn

41. 4hkn

42. Luteolin,(s)

43. Lu2

44. Prestwick_122

45. Luteolin [inci]

46. Luteolin [mi]

47. Prestwick0_000870

48. Prestwick1_000870

49. Prestwick2_000870

50. Prestwick3_000870

51. Luteolin [who-dd]

52. Bidd:pxr0059

53. Lopac0_000660

54. Oprea1_849964

55. Schembl20426

56. Bspbio_000919

57. Luteolin, Analytical Standard

58. Mls000697655

59. Mls000860038

60. Mls002154043

61. Mls006011917

62. Bidd:er0122

63. Spbio_002840

64. Bdbm7459

65. Bpbio1_001011

66. Gtpl5215

67. Megxp0_000143

68. Dtxsid4074988

69. Acon1_000223

70. Cid_5280445

71. Hms1570n21

72. Hms2097n21

73. Hms2220c06

74. Hms3356l02

75. Hms3561n09

76. Hms3649n21

77. Hms3656a05

78. Hms3714n21

79. Luteolin, >=99.0% (tlc)

80. Bcp03511

81. Hy-n0162

82. Tnp00073

83. Luteolin, >=98% (tlc), Powder

84. Bbl027837

85. Lmpk12110006

86. S2320

87. Stk801923

88. Zinc18185774

89. Akos002140588

90. Ac-1125

91. Bcp9000865

92. Ccg-208309

93. Cs-4611

94. Db15584

95. Ks-5202

96. Luteolin 100 Microg/ml In Acetonitrile

97. Smp2_000042

98. Ncgc00016467-01

99. Ncgc00016467-02

100. Ncgc00016467-03

101. Ncgc00016467-04

102. Ncgc00016467-05

103. Ncgc00016467-06

104. Ncgc00016467-07

105. Ncgc00016467-08

106. Ncgc00016467-21

107. Ncgc00142375-01

108. Ncgc00142375-02

109. Ncgc00142375-03

110. Ncgc00179375-01

111. Ncgc00179375-02

112. Cas-491-70-3

113. Sy030155

114. Bcp0726000198

115. Ft-0600053

116. N1831

117. Sw196433-3

118. T2682

119. 91l703

120. C01514

121. L 9283

122. S00110

123. A827664

124. Luteolin, Primary Pharmaceutical Reference Standard

125. Q415011

126. Q-100551

127. Sr-01000779333-4

128. Sr-01000779333-5

129. Sr-01000779333-7

130. Brd-k05236810-001-05-9

131. 23a002a4-b47b-46cd-848c-65042eacf3ff

132. Ncgc00142375-01,ncgc00142375-02

133. 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4h-benzopyrone-4-one

134. 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4h-chromen-4-one #

135. 4h-benzopyran-4-one, 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-

2.4 Create Date

2004-09-16

3 Chemical and Physical Properties

Molecular Formula	C₁₅H₁₀O₆
Molecular Weight	286.24 g/mol
XLogP3	1.4
Hydrogen Bond Donor Count	4
Hydrogen Bond Acceptor Count	6
Rotatable Bond Count	1
Exact Mass	286.04773803 g/mol
Monoisotopic Mass	286.04773803 g/mol
Topological Polar Surface Area	107 Å²
Heavy Atom Count	21
Formal Charge	0
Complexity	447
Isotope Atom Count	0
Defined Atom Stereocenter Count	0
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 Metabolism/Metabolites

Luteolin has known human metabolites that include (2S,3S,4S,5R)-6-[5-(5,7-Dihydroxy-4-oxochromen-2-yl)-2-hydroxyphenoxy]-3,4,5-trihydroxyoxane-2-carboxylic acid and Luteolin-7-glucuronide.

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

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