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2 Analytical Methods

HTBA Hesperidin

Synopsis

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Chemistry

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Also known as: 520-26-3, Cirantin, Hesperidoside, Hesperetin 7-rhamnoglucoside, Hesperidine, Hesper bitabs

Molecular Formula

C₂₈H₃₄O₁₅

Molecular Weight

610.6 g/mol

InChI Key

QUQPHWDTPGMPEX-QJBIFVCTSA-N

FDA UNII

E750O06Y6O

A flavanone glycoside found in CITRUS fruit peels.

1 2D Structure

Hesperidin

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

(2S)-5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxy-2,3-dihydrochromen-4-one

2.1.2 InChI

InChI=1S/C28H34O15/c1-10-21(32)23(34)25(36)27(40-10)39-9-19-22(33)24(35)26(37)28(43-19)41-12-6-14(30)20-15(31)8-17(42-18(20)7-12)11-3-4-16(38-2)13(29)5-11/h3-7,10,17,19,21-30,32-37H,8-9H2,1-2H3/t10-,17-,19+,21-,22+,23+,24-,25+,26+,27+,28+/m0/s1

2.1.3 InChI Key

QUQPHWDTPGMPEX-QJBIFVCTSA-N

2.1.4 Canonical SMILES

CC1C(C(C(C(O1)OCC2C(C(C(C(O2)OC3=CC(=C4C(=O)CC(OC4=C3)C5=CC(=C(C=C5)OC)O)O)O)O)O)O)O)O

2.1.5 Isomeric SMILES

C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)OC[C@@H]2[C@H]([C@@H]([C@H]([C@@H](O2)OC3=CC(=C4C(=O)C[C@H](OC4=C3)C5=CC(=C(C=C5)OC)O)O)O)O)O)O)O)O

2.2 Other Identifiers

2.2.1 UNII

E750O06Y6O

2.3 Synonyms

2.3.1 MeSH Synonyms

1. 2s, Hesperidin

2. 4h-1-benzopyran-4-one, 7-((6-o-(6-deoxy-alpha-l-mannopyranosyl)-beta-d-glucopyranosyl)oxy)-2,3-dihydro-5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-, (s)-

3. 7-rhamnoglucoside, Hesperetin

4. Hesperetin 7 Rhamnoglucoside

5. Hesperetin 7 Rutinoside

6. Hesperetin 7-rhamnoglucoside

7. Hesperetin-7-rutinoside

8. Hesperidin 2s

2.3.2 Depositor-Supplied Synonyms

1. 520-26-3

2. Cirantin

3. Hesperidoside

4. Hesperetin 7-rhamnoglucoside

5. Hesperidine

6. Hesper Bitabs

7. Ciratin

8. (s)-(-)-hesperidin

9. Hesperetin 7-rutinoside

10. Nsc 44184

11. (2s)-5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-7-[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-[[(2r,3r,4r,5r,6s)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxy-2,3-dihydrochromen-4-one

12. Hesperetin-7-rutinoside

13. Mls001304066

14. Hesperetin 7-o-rutinoside

15. Chebi:28775

16. Hesperitin-7-rhamnoglucoside

17. E750o06y6o

18. Hesperidin (jan)

19. (s)-5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-7-(((2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-((((2r,3r,4r,5r,6s)-3,4,5-trihydroxy-6-methyltetrahydro-2h-pyran-2-yl)oxy)methyl)tetrahydro-2h-pyran-2-yl)oxy)chroman-4-one

20. Hesperetin-rutinosid

21. Smr000718775

22. Hesperidin [jan]

23. Mfcd00075663

24. (2s)-5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-4-oxo-3,4-dihydro-2h-chromen-7-yl 6-o-(6-deoxy-alpha-l-mannopyranosyl)-beta-d-glucopyranoside

25. (s)-7-[[6-o-(6-deoxy-alpha-l-mannopyranosyl)-beta-d-glucopyranosyl]oxy]-2,3-dihydro-5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-4h-1-benzopyran-4-one

26. Aurantiamarin (methyl Hesperidin)

27. (2s)-hesperidin

28. (2s)-5-hydroxy-2-(3-hydroxy-4-methoxy-phenyl)-7-[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-[[(2r,3r,4r,5r,6s)-3,4,5-trihydroxy-6-methyl-tetrahydropyran-2-yl]oxymethyl]tetrahydropyran-2-yl]oxy-chroman-4-one

29. (2s)-5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-7-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-({[(2r,3r,4r,5r,6s)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}methyl)oxan-2-yl]oxy}-3,4-dihydro-2h-1-benzopyran-4-one

30. Ccris 3940

31. Hesperitin-7-rutinoside

32. Sr-01000799145

33. Einecs 208-288-1

34. Brn 0075140

35. Unii-e750o06y6o

36. Hesperetin-7-o-rhamnoglucoside

37. Nsc-44184

38. Hesperidin,(s)

39. Ncgc00016481-01

40. (2s)-5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-4-oxo-3,4-dihydro-2h-chromen-7-yl 6-o-(6-deoxy-a-l-mannopyranosyl)-ss-d-glucopyranoside

41. (2s)-7-[[6-o-(6-deoxy-alpha-l-mannopyranosyl)-beta-d-glucopyranosyl]oxy]-5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-2,3-dihydro-4h-1-benzopyran-4-one (hesperidin)

42. (s)-5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-7-((2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(((2r,3r,4r,5r,6s)-3,4,5-trihydroxy-6-methyltetrahydro-2h-pyran-2-yloxy)methyl)tetrahydro-2h-pyran-2-yloxy)chroman-4-one

43. Cas-520-26-3

44. C28h34o15

45. Diosvein

46. Hesperiden Powder

47. 3',5'-dihydroxy-4'-methoxy-7-rutinosyloxyflavan-4-on

48. Diosmin Ep Impurity B

49. Hesperidin, >=80%

50. Hesperidin [mi]

51. Diosmin [ndi]

52. Prestwick3_000400

53. Hesperidin [inci]

54. Hesperidin [vandf]

55. Ec 208-288-1

56. Glucopyranoside, Hesperetin-7 6-o-(6-deoxy-alpha-l-mannopyranosyl)-, Beta-d-

57. Hesperetin, 7-(6-o-(6-deoxy-alpha-l-mannopyranosyl)-beta-d-glucopyranoside)

58. Hesperidin [mart.]

59. Dsstox_cid_24328

60. Dsstox_rid_80154

61. Hesperidin [usp-rs]

62. Hesperidin [who-dd]

63. Dsstox_gsid_44328

64. Schembl94586

65. Bspbio_000619

66. 4h-1-benzopyran-4-one, 7-((6-o-(6-deoxy-alpha-l-mannopyranosyl)-beta-d-glucopyranosyl)oxy)-2,3-dihydo-5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-, (s)-

67. 5-18-05-00218 (beilstein Handbook Reference)

68. 5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-7-((6-o-alpha-l-rhamnopyranosyl-beta-d-glucopyranosyl)oxy)-4-chromanon

69. 7-((6-o-(6-deoxy-alpha-l-mannopyranosyl)-beta-d-glucopyranosyl)oxy)-2,3-dihydro-5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-4h-1-benzopyran-4-one, (s)-

70. 7-(6-o-desoxy-alpha-l-mannopyranosyl)-beta-d-glucopyranosyloxy)-5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-4-chromanon

71. Cid_10621

72. Hesperidin, Analytical Standard

73. Bpbio1_000681

74. Chembl449317

75. Ndi 590 [fdms]

76. Dtxsid9044328

77. Bcbcmap01_000136

78. Bdbm61776

79. 2h-pyran-2-yloxy)chroman-4-one

80. Hms2096o21

81. Hms2233i03

82. Hms3713o21

83. Zinc8143568

84. Tox21_110448

85. S2309

86. Akos015895450

87. Ccg-208580

88. Cs-5631

89. Db04703

90. Ks-5308

91. Smp1_000149

92. Ncgc00179501-01

93. 4h-1-benzopyran-4-one, 7-((6-o-(6-deoxy-alpha-l-mannopyranosyl)-beta-d-glucopyranosyl)oxy)-2,3-dihydro-5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-, (2s)-

94. Hy-15337

95. Ab00513829

96. H0049

97. C09755

98. D01038

99. (s)-5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-

100. Q385937

101. Hesperidin, Primary Pharmaceutical Reference Standard

102. Methyltetrahydro-2h-pyran-2-yloxy)methyl)tetrahydro-

103. Sr-01000799145-4

104. Sr-01000799145-5

105. Sr-01000799145-7

106. 7-((2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-

107. Brd-k38903228-001-02-8

108. Brd-k38903228-001-13-5

109. Hesperidin, European Pharmacopoeia (ep) Reference Standard

110. 3',5'-dihydroxy-4'-methoxy-7-rutinosyloxyflavan-4-one

111. Hesperetin 7-(6-o-alpha-l-rhamnopyranosyl)-beta-d-glucopyranoside

112. Hesperidin, Pharmaceutical Secondary Standard; Certified Reference Material

113. Flavanone, 3',5,7-trihydroxy-4'-methoxy-, 7-(6-o-alpha-l-rhamnosyl-d-glucoside)

114. (2s)-2-(4-methoxy-3-oxidanyl-phenyl)-7-[(2s,3r,4s,5s,6r)-6-[[(2r,3r,4r,5r,6s)-6-methyl-3,4,5-tris(oxidanyl)oxan-2-yl]oxymethyl]-3,4,5-tris(oxidanyl)oxan-2-yl]oxy-5-oxidanyl-2,3-dihydrochromen-4-one

115. (2s)-5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-7-[[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-[[(2r,3r,4r,5r,6s)-3,4,5-trihydroxy-6-methyl-2-oxanyl]oxymethyl]-2-oxanyl]oxy]-3,4-dihydro-2h-1-benzopyran-4-one

116. (2s)-7-((6-o-(6-deoxy-.alpha.-l-mannopyranosyl)-.beta.-d-glucopyranosyl)oxy)-2,3-dihydro-5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-4h-1-benzopyran-4-one

117. (s)-7-[[6-o-(6-deoxy-.alpha.-l-mannopyranosyl)-.beta.-d-glucopyranosyl]oxy]-2,3-dihydro-5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-4h-1-benzopyran-4-one

118. 4h-1-benzopyran-4-one, 7-((6-o-(6-deoxy-.alpha.-l-mannopyranosyl)-.beta.-d-glucopyranosyl)oxy)-2,3-dihydo-5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-, (s)-

119. 5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-7-((6-o-.alpha.-l-rhamnopyranosyl-.beta.-d-glucopyranosyl)oxy)-4-chromanon

2.4 Create Date

2005-06-24

3 Chemical and Physical Properties

Molecular Formula	C₂₈H₃₄O₁₅
Molecular Weight	610.6 g/mol
XLogP3	-1.1
Hydrogen Bond Donor Count	8
Hydrogen Bond Acceptor Count	15
Rotatable Bond Count	7
Exact Mass	610.18977037 g/mol
Monoisotopic Mass	610.18977037 g/mol
Topological Polar Surface Area	234 Å²
Heavy Atom Count	43
Formal Charge	0
Complexity	940
Isotope Atom Count	0
Defined Atom Stereocenter Count	11
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	1

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