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Chemistry

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Also known as: Epicatechin, 490-46-0, L-epicatechin, (-)-epicatechol, Epicatechol, L-acacatechin
Molecular Formula
C15H14O6
Molecular Weight
290.27  g/mol
InChI Key
PFTAWBLQPZVEMU-UKRRQHHQSA-N
FDA UNII
34PHS7TU43

Epicatechol
An antioxidant flavonoid, occurring especially in woody plants as both (+)-catechin and (-)-epicatechin (cis) forms.
1 2D Structure

Epicatechol

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
(2R,3R)-2-(3,4-dihydroxyphenyl)-3,4-dihydro-2H-chromene-3,5,7-triol
2.1.2 InChI
InChI=1S/C15H14O6/c16-8-4-11(18)9-6-13(20)15(21-14(9)5-8)7-1-2-10(17)12(19)3-7/h1-5,13,15-20H,6H2/t13-,15-/m1/s1
2.1.3 InChI Key
PFTAWBLQPZVEMU-UKRRQHHQSA-N
2.1.4 Canonical SMILES
C1C(C(OC2=CC(=CC(=C21)O)O)C3=CC(=C(C=C3)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
2.2 Other Identifiers
2.2.1 UNII
34PHS7TU43
2.3 Synonyms
2.3.1 MeSH Synonyms

1. (+)-catechin

2. (+)-cyanidanol

3. (+)-cyanidanol-3

4. (2r,3r)-2-(3,4-dihydroxyphenyl)-3,5,7-chromanetriol

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

6. 3,3',4',5,7-flavanpentol

7. Catechin

8. Catechinic Acid

9. Catechuic Acid

10. Catergen

11. Cianidanol

12. Cyanidanol 3

13. Cyanidanol-3

14. Epicatechin

15. Kb 53

16. Kb-53

17. Kb53

18. Z 7300

19. Zyma

2.3.2 Depositor-Supplied Synonyms

1. Epicatechin

2. 490-46-0

3. L-epicatechin

4. (-)-epicatechol

5. Epicatechol

6. L-acacatechin

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

8. Epi-catechin

9. Epi-catechol

10. (-)epicatechin

11. (2r,3r)-2-(3,4-dihydroxyphenyl)-3,4-dihydro-2h-chromene-3,5,7-triol

12. L-epicatechol

13. (-)-epi Catechin

14. (2r,3r)-2-(3,4-dihydroxyphenyl)-3,4-dihydro-2h-1-benzopyran-3,5,7-triol

15. Chebi:90

16. Epicatechol, (-)-

17. (2r,3r)-(-)-epicatechin

18. (-)-(2r:3r)-5,7,3',4'-tetrahydroxyflavan-3-ol

19. 34phs7tu43

20. Nsc81161

21. 2h-1-benzopyran-3,5,7-triol, 2-(3,4-dihydroxyphenyl)-3,4-dihydro-, (2r,3r)-

22. Nsc-81161

23. (-)-cis-epicatechin

24. Nsc 81161

25. 2h-1-benzopyran-3,5,7-triol, 2-(3,4-dihydroxyphenyl)-3,4-dihydro-, (2r-cis)-

26. Dsstox_cid_25133

27. Dsstox_rid_80694

28. Dsstox_gsid_45133

29. (2r,3r)-2-(3,4-dihydroxyphenyl)chromane-3,5,7-triol

30. Epicatechin-(-)

31. Cas-490-46-0

32. Smr000156230

33. Ccris 7097

34. Einecs 207-710-1

35. Unii-34phs7tu43

36. Acacatechin

37. Colatein

38. Alpha-catechin

39. Kakaol

40. Teacatechin I

41. .alpha. Catechin

42. Ncgc00015215-02

43. 28e

44. 7295-85-4

45. L(-)-epicatechin

46. Prestwick_203

47. 2,3-cis-epicatechin

48. L-epicatechin ,(s)

49. Spectrum_000159

50. Specplus_000267

51. 2-(3,4-dihydroxyphenyl)-2,3,4-trihydro-3,5,7-trihydroxychromene

52. Spectrum2_000675

53. Spectrum3_000243

54. Spectrum4_000949

55. Spectrum5_000929

56. Lopac-c-1251

57. Oprea1_209947

58. Schembl19412

59. Bspbio_001626

60. Kbiogr_001538

61. Kbioss_000639

62. Spectrum210206

63. Cid_72276

64. Mls001304012

65. Mls001304152

66. Divk1c_006363

67. Spbio_000769

68. Chembl583912

69. L-epicatechin [who-dd]

70. Dtxsid4045133

71. Acon1_001106

72. Bcbcmap01_000224

73. Bdbm23417

74. Kbio1_001307

75. Kbio2_000639

76. Kbio2_003207

77. Kbio2_005775

78. Kbio3_001126

79. Hms1923m05

80. Kuc104404n

81. Zinc119988

82. (-)-epicatechin [usp-rs]

83. Hy-n0001

84. Tox21_110101

85. 3,3',4',5,7-pentahydroxyflavane

86. Ccg-38571

87. Lmpk12020003

88. Mfcd00075648

89. S4723

90. (-)-epicatechin, Analytical Standard

91. Akos015895981

92. Tox21_110101_1

93. (-)-epicatechin, >=90% (hplc)

94. Cs-3760

95. Db12039

96. Ds-3358

97. Ksc-10-144

98. Sdccgmls-0066927.p001

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

100. Smp1_000115

101. Ncgc00015215-01

102. Ncgc00016415-01

103. Ncgc00016415-02

104. Ncgc00016415-03

105. Ncgc00016415-04

106. Ncgc00017331-08

107. Ac-14586

108. Bp-30203

109. Cas-154-23-4

110. Cas-7295-85-4

111. B4964

112. E1226

113. (-)-cis-3,3',4',5,7-pentahydroxyflavane

114. (-)-epicatechin 1000 Microg/ml In Acetone

115. A12043

116. C09727

117. O10053

118. (-)-epicatechin 1000 Microg/ml In Acetonitrile

119. 490e460

120. A871843

121. (-)-epicatechin, >=98% (hplc), From Green Tea

122. Q-200001

123. Cf3ba0c2-de1b-44ab-a4d3-800f017221ba

124. Epicatechin, Primary Pharmaceutical Reference Standard

125. Q23050136

126. (-)-epicatechin (constituent Of Maritime Pine) [dsc]

127. (-)-epicatechin (constituent Of Grape Seeds Oligomeric Proanthocyanidins) [dsc]

128. (-)-epicatechin(eg) (constituent Of Powdered Decaffeinated Green Tea Extract) [dsc]

129. 2-(3,4-dihydroxyphenyl)-2,3,4-trihydro-3,5,7-trihydroxychromene;l-epicatechin

130. (-)-cis-3,3',4',5,7-pentahydroxyflavane, (2r,3r)-2-(3,4-dihydroxyphenyl)-3,4-dihydro-1(2h)-benzopyran-3,5,7-triol

2.4 Create Date
2005-06-24
3 Chemical and Physical Properties
Molecular Weight 290.27 g/mol
Molecular Formula C15H14O6
XLogP30.4
Hydrogen Bond Donor Count5
Hydrogen Bond Acceptor Count6
Rotatable Bond Count1
Exact Mass290.07903816 g/mol
Monoisotopic Mass290.07903816 g/mol
Topological Polar Surface Area110 Ų
Heavy Atom Count21
Formal Charge0
Complexity364
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

Epicatechin has known human metabolites that include 5-(3',4'-dihydroxyphenyl)-gamma-valerolactone and Phloroglucinol.

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


REF. STANDARDS & IMPURITIES

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ABOUT THIS PAGE

Epicatechol Manufacturers

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

Epicatechol Suppliers

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

Epicatechol GMP

Epicatechol 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 Epicatechol 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 Epicatechol GMP manufacturer or Epicatechol GMP API supplier for your needs.

Epicatechol CoA

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

Epicatechol CoA mostly includes findings from lab analyses of a specific batch. For each Epicatechol 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.

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