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Chemistry

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Also known as: (-)-epigallocatechin, 970-74-1, Epigallocatechol, L-epigallocatechin, Epi-gallocatechin, Antiscurvy factor c2
Molecular Formula
C15H14O7
Molecular Weight
306.27  g/mol
InChI Key
XMOCLSLCDHWDHP-IUODEOHRSA-N
FDA UNII
7Z197MG6QL

Epigallocatechin
Epigallocatechin is a metabolite found in or produced by Saccharomyces cerevisiae.
1 2D Structure

Epigallocatechin

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
(2R,3R)-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-2H-chromene-3,5,7-triol
2.1.2 InChI
InChI=1S/C15H14O7/c16-7-3-9(17)8-5-12(20)15(22-13(8)4-7)6-1-10(18)14(21)11(19)2-6/h1-4,12,15-21H,5H2/t12-,15-/m1/s1
2.1.3 InChI Key
XMOCLSLCDHWDHP-IUODEOHRSA-N
2.1.4 Canonical SMILES
C1C(C(OC2=CC(=CC(=C21)O)O)C3=CC(=C(C(=C3)O)O)O)O
2.1.5 Isomeric SMILES
C1[C@H]([C@H](OC2=CC(=CC(=C21)O)O)C3=CC(=C(C(=C3)O)O)O)O
2.2 Other Identifiers
2.2.1 UNII
7Z197MG6QL
2.3 Synonyms
2.3.1 MeSH Synonyms

1. Epigallocatechol

2. Gallocatechin

3. Gallocatechol

4. Gallocatechol, (2r-cis)-isomer

5. Gallocatechol, (2r-trans)-isomer

6. Gallocatechol, (2s-trans)-isomer

2.3.2 Depositor-Supplied Synonyms

1. (-)-epigallocatechin

2. 970-74-1

3. Epigallocatechol

4. L-epigallocatechin

5. Epi-gallocatechin

6. Antiscurvy Factor C2

7. (-)-epigallocatechol

8. L-epigallocatechol

9. Galloepicatechin

10. 3,3',4',5,5',7-flavanhexol

11. (-)-3,3',4',5,5',7-flavanhexol

12. (-)-epi-gallocatechin

13. 2,3-cis-epigallocatechin

14. (2r,3r)-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-2h-chromene-3,5,7-triol

15. Egc

16. Chembl47386

17. 7z197mg6ql

18. Chebi:42255

19. (-)-cis-3,3',4',5,5',7-hexahydroxyflavane

20. Nsc-674039

21. (2r,3r)-2-(3,4,5-trihydroxyphenyl)chromane-3,5,7-triol

22. 2-(3,4,5-trihydroxy-phenyl)-chroman-3,5,7-triol

23. (-)epigallocatechin

24. Factor C2 (antiscurvy)

25. Sunphenon Egc

26. Antiscurvy Factor C(sub 2)

27. Ccris 5441

28. (-)-epigallocatechin(egc)

29. Unii-7z197mg6ql

30. Teacatechin Ii

31. Nsc674039

32. 1-epi-3',4',5,5',7-pentahydroxy-3-flavan

33. Mfcd00075939

34. (-) Epigallocatechin

35. Epigallocatechin-(-)

36. Nsc 674039

37. (-)-3,5,7,3',4',5'-hexahydroxylflavan

38. Spectrum_000806

39. Specplus_000269

40. Gc; (-)-gallocatechin

41. Spectrum2_000703

42. Spectrum3_000248

43. Spectrum4_000950

44. Spectrum5_000889

45. (-)-cis-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-1(2h)-benzopyran-3,5,7-triol

46. 2h-1-benzopyran-3,5,7-triol, 3,4-dihydro-2-(3,4,5-trihydroxyphenyl)-, (2r-cis)-

47. Schembl19553

48. Bspbio_001636

49. Kbiogr_001540

50. Kbioss_001286

51. Spectrum205113

52. Divk1c_006365

53. Spbio_000885

54. Bcbcmap01_000207

55. Kbio1_001309

56. Kbio2_001286

57. Kbio2_003854

58. Kbio2_006422

59. Kbio3_001136

60. (-)-egc

61. Dtxsid40891550

62. Egc, (-)-epigallocatechin

63. Hy-n0225

64. Zinc3870336

65. (-)-epigallocatechin From Green Tea

66. Bdbm50187665

67. Ccg-38353

68. Lmpk12020004

69. S3922

70. Akos015965244

71. Cs-3762

72. Db03823

73. Ds-5807

74. Sdccgmls-0066479.p001

75. (2r,3r)-3,4-dihydro-2-(3,4,5-trihydroxyphenyl)-2h-1-benzopyran-3,5,7-triol

76. Smp1_000114

77. Ncgc00179131-01

78. Ncgc00179131-02

79. (-)-epigallocatechin, Analytical Standard

80. Nci60_026204

81. (3,3',4',5,5',7-hexahydroxyflavan)

82. E1084

83. N2414

84. (-)-cis-3,3',4',5,5',7-hexahydroxyflavan

85. Epigallocatechin 1000 Microg/ml In Acetonitrile

86. 970e741

87. A846754

88. Sr-05000002564

89. Q-200003

90. Q3044728

91. Sr-05000002564-1

92. Q51617505

93. (-)-epigallocatechin, >=95% (hplc), From Green Tea

94. (2r,3r)-2-(3,4,5-trihydroxyphenyl)chroman-3,5,7-triol

95. C24e9f59-8f06-44e2-b2de-ff132a8774f3

96. Epigallocatechin, Primary Pharmaceutical Reference Standard

97. (-)cis-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-2h-1-benzopyran-3,5,7-triol

98. 2h-1-benzopyran-3,5,7-triol, 3,4-dihydro-2-(3,4,5-trihydroxyphenyl)-, (2r,3r)-

99. 2h-1-benzopyran-3,7-triol, 3,4-dihydro-2-(3,4,5-trihydroxyphenyl)-, (2r-cis)-

100. 5,7-triol,3,4-dihydro-2-(3,4,5-trihydroxyphenyl)-2h-1-benzopyran-(2r-cis

101. (-)-epigallocatechin(egc) (constituent Of Powdered Decaffeinated Green Tea Extract) [dsc]

102. (-)-epigallocatechol;3,3?,4?,5,5?,7-flavanhexol;5,7-triol,3,4-dihydro-2-(3,4,5-trihydroxyphenyl)-2h-1-benzopyran-(2r-cis

2.4 Create Date
2005-03-26
3 Chemical and Physical Properties
Molecular Weight 306.27 g/mol
Molecular Formula C15H14O7
XLogP30
Hydrogen Bond Donor Count6
Hydrogen Bond Acceptor Count7
Rotatable Bond Count1
Exact Mass306.07395278 g/mol
Monoisotopic Mass306.07395278 g/mol
Topological Polar Surface Area131 Ų
Heavy Atom Count22
Formal Charge0
Complexity380
Isotope Atom Count0
Defined Atom Stereocenter Count2
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count1
4 Pharmacology and Biochemistry
4.1 Metabolism/Metabolites

(-)-Epigallocatechin has known human metabolites that include (-)-Epigallocatechin, 3p-hydroxy-glucuronide.

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


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