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Chemistry

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Also known as: 520-33-2, Hesperitin, 3',5,7-trihydroxy-4'-methoxyflavanone, (-)-hesperetin, (s)-5,7-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)chroman-4-one, Yso2
Molecular Formula
C16H14O6
Molecular Weight
302.28  g/mol
InChI Key
AIONOLUJZLIMTK-AWEZNQCLSA-N
FDA UNII
Q9Q3D557F1

Hesperetin
hesperetin is a natural product found in Brassica oleracea var. sabauda, Dalbergia parviflora, and other organisms with data available.
1 2D Structure

Hesperetin

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
(2S)-5,7-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-2,3-dihydrochromen-4-one
2.1.2 InChI
InChI=1S/C16H14O6/c1-21-13-3-2-8(4-10(13)18)14-7-12(20)16-11(19)5-9(17)6-15(16)22-14/h2-6,14,17-19H,7H2,1H3/t14-/m0/s1
2.1.3 InChI Key
AIONOLUJZLIMTK-AWEZNQCLSA-N
2.1.4 Canonical SMILES
COC1=C(C=C(C=C1)C2CC(=O)C3=C(C=C(C=C3O2)O)O)O
2.1.5 Isomeric SMILES
COC1=C(C=C(C=C1)[C@@H]2CC(=O)C3=C(C=C(C=C3O2)O)O)O
2.2 Other Identifiers
2.2.1 UNII
Q9Q3D557F1
2.3 Synonyms
2.3.1 MeSH Synonyms

1. (-)-hesperetin

2. 3',5,7-trihydroxy-4'-methoxyflavanone

3. Hesperitin

2.3.2 Depositor-Supplied Synonyms

1. 520-33-2

2. Hesperitin

3. 3',5,7-trihydroxy-4'-methoxyflavanone

4. (-)-hesperetin

5. (s)-5,7-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)chroman-4-one

6. Yso2

7. 5,7,3'-trihydroxy-4'-methoxyflavanone

8. Cyanidanon 4'-methyl Ether 1626

9. 41001-90-5

10. Nsc 57654

11. Prestwick_908

12. (2s)-5,7-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-2,3-dihydrochromen-4-one

13. (-)-(s)-hesperetin

14. Nsc-57654

15. 4h-1-benzopyran-4-one, 2,3-dihydro-5,7-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-, (s)-

16. Eriodictyol 4'-monomethyl Ether

17. Chebi:28230

18. Q9q3d557f1

19. (2s)-5,7-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-2,3-dihydro-4h-chromen-4-one

20. (2s)-hesperetin

21. (2s)-5,7-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)chroman-4-one

22. (s)-2,3-dihydro-5,7-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-4h-1-benzopyran-4-one

23. (+-)-hesperetin

24. Mfcd00075646

25. (+/-)-hesperetin

26. (2s)-5,7-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-2,3-dihydro-4h-1-benzopyran-4-one

27. Einecs 208-290-2

28. Hesperitine

29. Unii-q9q3d557f1

30. 4h-1-benzopyran-4-one, 2,3-dihydro-5,7-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-, (2s)-

31. (2s)-5,7-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-2,3-dihydro-4h-1-benzopyran-4-one (hesperetin)

32. 6jp

33. Tnp00238

34. (s)-2,3-dihydro-5,7-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-4-benzopyrone

35. 4'-methoxy-3',5,7-trihydroxyflavanone

36. Spectrum_000181

37. Hesperetin [mi]

38. Prestwick0_000124

39. Prestwick1_000124

40. Prestwick2_000124

41. Prestwick3_000124

42. Spectrum2_001793

43. Spectrum3_001104

44. Spectrum4_001935

45. Spectrum5_000683

46. Hesperetin [fhfi]

47. Hesperetin [inci]

48. 5,7-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-4-chromanone

49. Oprea1_828704

50. Schembl39833

51. Bspbio_000168

52. Bspbio_002808

53. Kbiogr_002311

54. Kbioss_000661

55. Spectrum310012

56. Flavanone, 3',5,7-trihydroxy-4'-methoxy- (van)

57. Mls002154205

58. Bidd:er0512

59. Divk1c_001039

60. Spbio_001745

61. Spbio_002107

62. Bpbio1_000186

63. Chembl399121

64. Dtxsid4022319

65. Fema No. 4313

66. Bcbcmap01_000087

67. Bdbm23418

68. Gtpl10953

69. Hms503o19

70. Kbio1_001039

71. Kbio2_000661

72. Kbio2_003229

73. Kbio2_005797

74. Kbio3_002028

75. Zinc39092

76. Ninds_001039

77. Hms1568i10

78. Hms2095i10

79. Hms2230m09

80. Hms3649h22

81. Hms3884n11

82. Np-13

83. (2s)-5,7-dihydroxy-2-(3-hydroxy-4-methoxy-phenyl)chroman-4-one

84. Bcp28273

85. Hy-n0168

86. Bbl104011

87. Ccg-38441

88. Lmpk12140003

89. S2308

90. Stl557824

91. Akos016339567

92. Ac-7970

93. Db01094

94. Ks-5307

95. Sdccgmls-0066605.p001

96. Idi1_001039

97. Smp1_000148

98. Ncgc00016482-01

99. Ncgc00016482-02

100. Ncgc00016482-03

101. Ncgc00016482-04

102. Ncgc00142415-01

103. Ncgc00142415-02

104. 5,7, 3'-trihydroxy-4'-methoxyflavanone

105. Cas-520-33-2

106. Smr001233491

107. Flavanone, 3',5,7-trihydroxy-4'-methoxy-

108. H0721

109. Hesperitin; Hesperin; Yso2; Prestwick_908

110. N1856

111. Sw197026-2

112. C01709

113. H10029

114. A828900

115. Discontinued. Please See H289480 Or H289501

116. Q411310

117. Sr-01000946723

118. Sr-01000946723-1

119. Brd-k30553453-001-05-8

120. Brd-k30553453-001-08-2

121. Flavanone, 3',5, 7-trihydroxy-4'-methoxy- (van)

122. Flavanone, 3',5,7-trihydroxy-4'-methoxy- (van) (8ci)

123. (s)-5,7-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)chroman-4-one;hesperetin

124. (2s)-5,7-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-3,4-dihydro-2h-1-benzopyran-4-one

125. 2,3-dihydro-5,7-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-4h-1-benzopyran-4-one

126. 4h-1-benzopyran-4-one,2,3-dihydro-5,7-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-, (2s)-

2.4 Create Date
2005-06-24
3 Chemical and Physical Properties
Molecular Weight 302.28 g/mol
Molecular Formula C16H14O6
XLogP32.4
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count6
Rotatable Bond Count2
Exact Mass302.07903816 g/mol
Monoisotopic Mass302.07903816 g/mol
Topological Polar Surface Area96.2 Ų
Heavy Atom Count22
Formal Charge0
Complexity413
Isotope Atom Count0
Defined Atom Stereocenter Count1
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count1
4 Drug and Medication Information
4.1 Drug Indication

For lowering cholesterol and, possibly, otherwise favorably affecting lipids. In vitro research also suggests the possibility that hesperetin might have some anticancer effects and that it might have some anti-aromatase activity, as well as activity again.


5 Pharmacology and Biochemistry
5.1 Pharmacology

Hesperetin is a cholesterol lowering flavanoid found in a number of citrus juices. It appears to reduce cholesteryl ester mass and inhibit apoB secretion by up to 80%. Hesperetin may have antioxidant, anti-inflammatory, anti-allergic, hypolipidemic, vasoprotective and anticarcinogenic actions.


5.2 Metabolism/Metabolites

Hesperetin has known human metabolites that include Hesperetin 3p-O-glucuronide and Hesperetin 7-O-glucuronide.

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


5.3 Mechanism of Action

Hesperetin reduces or inhibits the activity of acyl-coenzyme A:cholesterol acyltransferase genes (ACAT1 and ACAT2) and it reduces microsomal triglyceride transfer protein (MTP) activity. Hesperetin also seems to upregulate the LDL receptor. This leads to the reduced assembly and secretion of apoB-containing lipoproteins and enhanced reuptake of those lipoproteins, thereby lowering cholesterol levels.


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ABOUT THIS PAGE

Hesperetin Manufacturers

A Hesperetin manufacturer is defined as any person or entity involved in the manufacture, preparation, processing, compounding or propagation of Hesperetin, including repackagers and relabelers. The FDA regulates Hesperetin manufacturers to ensure that their products comply with relevant laws and regulations and are safe and effective to use. Hesperetin API Manufacturers are required to adhere to Good Manufacturing Practices (GMP) to ensure that their products are consistently manufactured to meet established quality criteria.

click here to find a list of Hesperetin manufacturers with USDMF, JDMF, KDMF, CEP, GMP, COA and API Price related information on PhamaCompass.

Hesperetin Suppliers

A Hesperetin supplier is an individual or a company that provides Hesperetin active pharmaceutical ingredient (API) or Hesperetin finished formulations upon request. The Hesperetin suppliers may include Hesperetin API manufacturers, exporters, distributors and traders.

click here to find a list of Hesperetin suppliers with USDMF, JDMF, KDMF, CEP, GMP, COA and API Price related information on PharmaCompass.

Hesperetin GMP

Hesperetin Active pharmaceutical ingredient (API) is produced in GMP-certified manufacturing facility.

GMP stands for Good Manufacturing Practices, which is a system used in the pharmaceutical industry to make sure that goods are regularly produced and monitored in accordance with quality standards. The FDA’s current Good Manufacturing Practices requirements are referred to as cGMP or current GMP which indicates that the company follows the most recent GMP specifications. The World Health Organization (WHO) has its own set of GMP guidelines, called the WHO GMP. Different countries can also set their own guidelines for GMP like China (Chinese GMP) or the EU (EU GMP).

PharmaCompass offers a list of Hesperetin GMP manufacturers, exporters & distributors, which can be sorted by USDMF, JDMF, KDMF, CEP (COS), WC, API price, and more, enabling you to easily find the right Hesperetin GMP manufacturer or Hesperetin GMP API supplier for your needs.

Hesperetin CoA

A Hesperetin CoA (Certificate of Analysis) is a formal document that attests to Hesperetin's compliance with Hesperetin specifications and serves as a tool for batch-level quality control.

Hesperetin CoA mostly includes findings from lab analyses of a specific batch. For each Hesperetin CoA document that a company creates, the USFDA specifies specific requirements, such as supplier information, material identification, transportation data, evidence of conformity and signature data.

Hesperetin may be tested according to a variety of international standards, such as European Pharmacopoeia (Hesperetin EP), Hesperetin JP (Japanese Pharmacopeia) and the US Pharmacopoeia (Hesperetin USP).

Inform the supplier about your product requirements, specifying if you need a product with particular monograph like EP (Ph. Eur.), USP, JP, BP, or any other quality. In addition, clarify whether you need hydrochloride (HCl), anhydricum, base, micronisatum or a specific level of purity. To find reputable suppliers, utilize the filters and select those certified by GMP, FDA, or any other certification as per your requirement.
For your convenience, we have listed synonyms and CAS numbers to help you find the best supplier. The use of synonyms and CAS numbers can be helpful in identifying potential suppliers, but it is crucial to note that they might not always indicate the exact same product. It is important to confirm the product details with the supplier before making a purchase to ensure that it meets your requirements.
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