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Chemistry

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Also known as: 478-01-3, Hexamethoxyflavone, 3',4',5,6,7,8-hexamethoxyflavone, 5,6,7,8,3',4'-hexamethoxyflavone, 2-(3,4-dimethoxyphenyl)-5,6,7,8-tetramethoxychromen-4-one, 2-(3,4-dimethoxyphenyl)-5,6,7,8-tetramethoxy-4h-1-benzopyran-4-one

Molecular Formula

C₂₁H₂₂O₈

Molecular Weight

402.4 g/mol

InChI Key

MRIAQLRQZPPODS-UHFFFAOYSA-N

FDA UNII

D65ILJ7WLY

nobiletin is a natural product found in Citrus tankan, Citrus keraji, and other organisms with data available.

1 2D Structure

Nobiletin

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

2-(3,4-dimethoxyphenyl)-5,6,7,8-tetramethoxychromen-4-one

2.1.2 InChI

InChI=1S/C21H22O8/c1-23-13-8-7-11(9-15(13)24-2)14-10-12(22)16-17(25-3)19(26-4)21(28-6)20(27-5)18(16)29-14/h7-10H,1-6H3

2.1.3 InChI Key

MRIAQLRQZPPODS-UHFFFAOYSA-N

2.1.4 Canonical SMILES

COC1=C(C=C(C=C1)C2=CC(=O)C3=C(O2)C(=C(C(=C3OC)OC)OC)OC)OC

2.2 Other Identifiers

2.2.1 UNII

D65ILJ7WLY

2.3 Synonyms

2.3.1 MeSH Synonyms

1. Hexamethoxyflavone

2.3.2 Depositor-Supplied Synonyms

1. 478-01-3

2. Hexamethoxyflavone

3. 3',4',5,6,7,8-hexamethoxyflavone

4. 5,6,7,8,3',4'-hexamethoxyflavone

5. 2-(3,4-dimethoxyphenyl)-5,6,7,8-tetramethoxychromen-4-one

6. 2-(3,4-dimethoxyphenyl)-5,6,7,8-tetramethoxy-4h-1-benzopyran-4-one

7. Nsc-76751

8. D65ilj7wly

9. 2-(3,4-dimethoxyphenyl)-5,6,7,8-tetramethoxy-4h-chromen-4-one

10. 4h-1-benzopyran-4-one, 2-(3,4-dimethoxyphenyl)-5,6,7,8-tetramethoxy-

11. Chembl76447

12. Nobiletin (hexamethoxyflavone)

13. Chebi:7602

14. Nsc76751

15. Nsc-618903

16. Flavone, 5,6,7,8,3',4'-hexamethoxy

17. Smr000156231

18. Ccris 9012

19. Unii-d65ilj7wly

20. Nsc 76751

21. Mfcd03273560

22. Cpd000156231

23. Nobiletin, >=97%

24. Nobiletin [inci]

25. Spectrum2_001697

26. Spectrum3_000921

27. Spectrum4_001020

28. Nobiletin [usp-rs]

29. Kbiogr_001519

30. Mls000574877

31. Mls000759462

32. Mls000877030

33. Mls001424129

34. Nobiletin, Analytical Standard

35. Schembl244029

36. Spectrum1505268

37. Spbio_001654

38. Megxp0_000930

39. Acon1_000921

40. Kbio3_001922

41. Dtxsid30197275

42. 2-(3,4-dimethoxyphenyl)-5,6,7,8-tetramethoxy-chromen-4-one

43. Hms2051d09

44. Hms2234a09

45. Hms3373c14

46. Hms3393d09

47. Hms3651g20

48. Hexamethoxyflavone [who-dd]

49. Hy-n0155

50. Zinc1531669

51. 3'4'5,6,7,8-hexamethoxyflavone

52. Bdbm50338976

53. Ccg-38781

54. Lmpk12111468

55. Nsc618903

56. Stl565829

57. Akos015965334

58. Nobiletin, 20% (technical Grade)

59. Ac-1023

60. Cs-5518

61. Nc00186

62. Sdccgmls-0066776.p001

63. Ncgc00095703-01

64. Ncgc00095703-02

65. Ncgc00095703-06

66. Ncgc00169228-01

67. 5,6,7,8,3'',4''-hexamethoxyflavone

68. As-17452

69. Nci60_041691

70. Db-050181

71. Ft-0686667

72. N0871

73. N1311

74. S2333

75. Sw197566-2

76. A827343

77. Flavone, 3',4',5,6,7,8-hexamethoxy-

78. Sr-01000712262

79. Q-100511

80. Q2402963

81. Sr-01000712262-5

82. Brd-k06753942-001-02-0

83. 2-(3,4-dimethoxy-phenyl)-5,6,7,8-tetramethoxy-chromen-4-one

84. 4,5,6,7,8,9,10,11,12,13-decahydrocyclododeca[d]oxazole

85. 4h-1-benzopyran-4-one,4-dimethoxyphenyl)-5,6,7,8-tetramethoxy-

86. 2-(3,4-dimethoxyphenyl)-5,6,7,8-tetramethoxy-4h-1-benzopyran-4-one, 9ci

87. 3 Inverted Exclamation Mark ,4 Inverted Exclamation Mark ,5,6,7,8-hexamethoxyflavone

2.4 Create Date

2005-03-26

3 Chemical and Physical Properties

Molecular Formula	C₂₁H₂₂O₈
Molecular Weight	402.4 g/mol
XLogP3	3
Hydrogen Bond Donor Count	0
Hydrogen Bond Acceptor Count	8
Rotatable Bond Count	7
Exact Mass	402.13146766 g/mol
Monoisotopic Mass	402.13146766 g/mol
Topological Polar Surface Area	81.7 Å²
Heavy Atom Count	29
Formal Charge	0
Complexity	593
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 MeSH Pharmacological Classification

Antioxidants

Naturally occurring or synthetic substances that inhibit or retard oxidation reactions. They counteract the damaging effects of oxidation in animal tissues. (See all compounds classified as Antioxidants.)

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