Epigallocatechin gallate (BioCAD00000010603)

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Metabolite Card

Formula: C22H18O11 (458.0849)
SMILES: [H][C@]1(CC2=C(O)C=C(O)C=C2O[C@]1([H])C1=CC(O)=C(O)C(O)=C1)OC(=O)C1=CC(O)=C(O)C(O)=C1

Synonyms [en]

epigallocatechin gallate; (-)-Epigallocatechin-3-o-gallate; (-)-Epigallocatechin gallate; Epigallocatechin 3-gallate; (-)-Epigallocatechol gallate; EGCG

Reviewed

Last reviewed on 2024-06-28.

Cite this Page

Epigallocatechin gallate. 数据之源，洞见之始. SMRUCC genomics institute, a synthetic life researcher from China. https://biocad_registry.innovation.ac.cn/s/(-)-arctiin (retrieved 2026-01-03) (CAD Registry RN: BioCAD00000010603). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

Note

Epigallocatechin gallate (EGCG) is the principal catechin in tea from Camellia sinensis, the most consumed beverage worldwide (after water). Depending on brew time and temperature, a single cup of green tea may contain 100-200 mg EGCG. To control the dose of EGCG administered in experimental studies, green tea solids (GTS) or capsules of green tea extract standardized to EGCG content are often employed. However, there is considerable variability in the EGCG content of commercially available dietary supplements, ranging from 12-143% of the tablet or capsule weight. While standardizing tea preparations to EGCG or using highly purified EGCG for research presents an important strategy for the conduct of precise studies as well as the ability to replicate experiments, it is worth noting this approach limits the potential contributions and possible synergy with other bioactive tea ingredients, including caffeine and other flavonoids. Human studies of the bioavailability of green tea catechins reveal these compounds to be poorly absorbed, with <0.1% of ingested catechins appearing in blood. Most ingested EGCG is rapidly cleared from blood with an elimination half-life of {approx}3 h and preferentially excreted via bile to the colon. The growing interest in the role of EGCG in health promotion and disease prevention is reflected by an exponential growth of research publications in this field. (J Am Coll Nutr. 2007 Aug;26(4):362S-365S).

Membrane
Entity Information

DBLinks

Other DBLinks
  • CAS Registry Number: 863-65-0
  • CAS Registry Number: 941271-09-6
  • CAS Registry Number: 989-51-5
  • PubChem: 65064
  • ChEBI: ChEBI:4806
  • HMDB: HMDB0003153
  • HMDB: HMDB03153
  • LipidMaps: LMPK12030005
  • KEGG: C09731
  • BioCyc: CPD-15291
  • NCBI MeSH: epigallocatechin gallate
  • Wikipedia: Epigallocatechin_gallate
  • DrugBank: DB12116
  • RefMet: RM0135199
  • MoNA: CCMSLIB00000079199
  • MoNA: CCMSLIB00004681469
  • MoNA: CCMSLIB00004684182
  • MoNA: CCMSLIB00004684241
  • MoNA: FiehnHILIC002684
  • MoNA: HMDB0003153_ms_ms_285921
  • MoNA: HMDB0003153_ms_ms_285922
  • MoNA: HMDB0003153_ms_ms_285923
  • MoNA: HMDB0003153_ms_ms_285924
  • MoNA: HMDB0003153_ms_ms_285925
  • MoNA: HMDB0003153_ms_ms_285926
  • MoNA: LU080801
  • MoNA: LU080803
  • MoNA: LU080804
  • MoNA: LU080851
  • MoNA: LU080852
  • MoNA: LU080853
  • MoNA: LU080854
  • MoNA: LU080855
  • MoNA: LU080856
  • MoNA: MetaboBASE0897
  • MoNA: MetaboBASE0898
  • MoNA: MetaboBASE0899
  • MoNA: MetaboBASE0900
  • MoNA: MetaboBASE0901
  • MoNA: MetaboBASE0902
  • MoNA: MoNA002622
  • MoNA: PM016408
  • MoNA: Polyphenol000505
  • MoNA: PR308799
  • MoNA: PR310494
  • MoNA: RIKENPlaSMA002550
  • MoNA: RIKENPlaSMA002556
  • MoNA: RIKENPlaSMA002562
  • MoNA: RIKENPlaSMA002568
  • MoNA: RIKENPlaSMA002574
  • MoNA: RIKENPlaSMA002580
  • MoNA: RIKENPlaSMA002586
  • MoNA: RIKENPlaSMA002592
  • MoNA: RIKENPlaSMA002598
  • MoNA: RIKENPlaSMA002604
  • MoNA: RIKENPlaSMA002610
  • MoNA: RIKENPlaSMA002616
  • MoNA: RIKENPlaSMA006209
  • MoNA: RIKENPlaSMA006215
  • MoNA: RIKENPlaSMA006221
  • MoNA: RIKENPlaSMA006227
  • MoNA: RIKENPlaSMA006233
  • MoNA: RIKENPlaSMA006239
  • MoNA: RIKENPlaSMA006245
  • MoNA: RIKENPlaSMA006251
  • MoNA: RIKENPlaSMA006257
  • MoNA: RIKENPlaSMA006263
  • MoNA: RIKENPlaSMA006269
  • MoNA: RIKENPlaSMA006275
  • MoNA: RP017901
  • MoNA: RP017902
  • MoNA: RP017903
  • MoNA: RP017911
  • MoNA: RP017912
  • MoNA: RP017913
  • MoNA: TY000083
  • MoNA: VF-NPL-LTQ003051
  • MoNA: VF-NPL-LTQ003052
  • MoNA: VF-NPL-LTQ003053
  • MoNA: VF-NPL-LTQ003054
  • MoNA: VF-NPL-LTQ006889
  • MoNA: VF-NPL-LTQ006890
  • MoNA: VF-NPL-QEHF010951
  • MoNA: VF-NPL-QEHF010952
  • MoNA: VF-NPL-QEHF010953
  • MoNA: VF-NPL-QEHF010954
  • MoNA: VF-NPL-QEHF010955
  • MoNA: VF-NPL-QEHF010956
  • MoNA: VF-NPL-QTOF007607
  • MoNA: VF-NPL-QTOF007608
  • MoNA: VF-NPL-QTOF007609
  • MoNA: VF-NPL-QTOF007610
  • MoNA: VF-NPL-QTOF007611
  • MoNA: VF-NPL-QTOF007612
  • MoNA: VF-NPL-QTOF007613
  • MoNA: VF-NPL-QTOF007614
  • Metlin: METLIN_3550
  • Coconut NaturalProduct: CNP0159359.1
  • Coconut NaturalProduct: CNP0258703.1
  • Coconut NaturalProduct: CNP0263537.3
  • Coconut NaturalProduct: CNP0504508.0

Class / Ontology

Metabolic Network
ID EC Number Name
BioCyc:RXN-15319 CPD-15291 --> CPD-16531
BioCyc:RXN-15318 2.3.1.- 1-O-GALLOYL-BETA-D-GLUCOSE + CPD-10411 --> CPD-15291 + Glucopyranose
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Organism Source

Taxonomy Source

  1. Corticium simplex [ncbi taxid: ]
  2. Acacia catechu [ncbi taxid: ]
  3. Acacia pycnantha [ncbi taxid: 880440]
  4. Acanthophyllum elatius [ncbi taxid: 2603713]
  5. Aconitum heterophylloides [ncbi taxid: ]
  6. Acorus tatarinowii [ncbi taxid: 123564]
  7. Adina sessilifolia [ncbi taxid: ]
  8. Aframomum amaniense [ncbi taxid: ]
  9. Alectoria divergens [ncbi taxid: ]
  10. Alyxia reinwardtii [ncbi taxid: 403097]
  11. Angelica lucida [ncbi taxid: 46362]
  12. Aristolochia zollingeriana [ncbi taxid: 171878]
  13. Artemisia klotzchiana [ncbi taxid: 1227627]
  14. Artemisia schimperi [ncbi taxid: 2869511]
  15. Astraeus pteridis [ncbi taxid: 265492]
  16. Astragalus cibarius [ncbi taxid: 90168]
  17. Atylosia trinervia [ncbi taxid: ]
  18. Averrhoa carambola [ncbi taxid: 28974]
  19. Averrhoa carambola L. [ncbi taxid: ]
  20. Bacillus subtilis [ncbi taxid: 1423]
  21. Balanophora involucrata [ncbi taxid: 2894844]
  22. Bartramia pomiformis [ncbi taxid: 52976]
  23. Beilschmiedia anacardioides [ncbi taxid: ]
  24. Bitis gabonica [ncbi taxid: 8694]
  25. Boronia coerulescens [ncbi taxid: ]
  26. Camellia sinensis [ncbi taxid: 4442]
  27. Carica pennata [ncbi taxid: ]
  28. Castanea vesca [ncbi taxid: ]
  29. Casuarina equisetifolia [ncbi taxid: 3523]
  30. Cedrus libani [ncbi taxid: 93692]
  31. Celaenodendron mexicanum [ncbi taxid: ]
  32. Centaurea linifolia [ncbi taxid: 75632]
  33. Cephalaria grossheimii [ncbi taxid: ]
  34. Cereus candicans [ncbi taxid: ]
  35. Cerinthe minor [ncbi taxid: 131385]
  36. Chrysophyllum marginatum [ncbi taxid: 2822660]
  37. Cistus incanus [ncbi taxid: 393199]
  38. Cistus salviifolius [ncbi taxid: 335170]
  39. Cneoridium dumosum [ncbi taxid: 452765]
  40. Coccus ilicis [ncbi taxid: ]
  41. Conoideocrella luteorostrata [ncbi taxid: 1105319]
  42. Cotula cinerea [ncbi taxid: 282208]
  43. Craspidospermum verticillatum [ncbi taxid: 184384]
  44. Daphniphyllum paxianum [ncbi taxid: 1495517]
  45. Daucus carota [ncbi taxid: 4039]
  46. Davidsonia pruriens [ncbi taxid: 60422]
  47. Dendrodoris tuberculosa [ncbi taxid: 190914]
  48. Dermocybe canaria [ncbi taxid: ]
  49. Dermolepida albohirtum [ncbi taxid: 1980614]
  50. Dictyopteris acrostichoides [ncbi taxid: 157155]
  51. Dioscorea japonica [ncbi taxid: 4673]
  52. Ehretia dicksonii [ncbi taxid: 1398146]
  53. Elephantopus tomentosus [ncbi taxid: ]
  54. Eskemukerjea megacarpum HARA [ncbi taxid: ]
  55. Eugenia edulis [ncbi taxid: ]
  56. Euonymus maackii [ncbi taxid: 4309]
  57. Euphorbia hirta [ncbi taxid: 318062]
  58. Euryops algoensis [ncbi taxid: 551044]
  59. Folium camelliae sinensis [ncbi taxid: ]
  60. Garcinia mangostana [ncbi taxid: 58228]
  61. Gardenia jasminoides [ncbi taxid: 114476]
  62. Ginkgo biloba [ncbi taxid: 3311]
  63. Gomortega keule [ncbi taxid: 63806]
  64. Hamamelis virginiana [ncbi taxid: 4397]
  65. Hemerocallis fulva [ncbi taxid: 34190]
  66. Hibiscus sabdariffa [ncbi taxid: 183260]
  67. Honorius nutans [ncbi taxid: 535968]
  68. Hylotelephium telephium [ncbi taxid: 91097]
  69. Hymenoxys insignis [ncbi taxid: ]
  70. Hypericum ascyron [ncbi taxid: 210378]
  71. Ilex purpurea [ncbi taxid: 185544]
  72. Iris ensata [ncbi taxid: 34213]
  73. Iryanthera coriacea [ncbi taxid: ]
  74. Isaria felina [ncbi taxid: ]
  75. Ixeris stolonifera [ncbi taxid: 268077]
  76. Justicia paniculata [ncbi taxid: ]
  77. Keiferia lycopersicella [ncbi taxid: 1511203]
  78. Khaya ivorensis [ncbi taxid: 486173]
  79. Khaya senegalensis [ncbi taxid: 587579]
  80. Lamellodysidea cf. chlorea [ncbi taxid: ]
  81. Larix cajanderi [ncbi taxid: 501393]
  82. Lejeunea pallescens [ncbi taxid: 280556]
  83. Lepidium sativum [ncbi taxid: 33125]
  84. Lespedeza bicolor [ncbi taxid: 556514]
  85. Leucopaxillus gentianeus [ncbi taxid: 181998]
  86. Limoniastrum guyonianum [ncbi taxid: 114145]
  87. Limonium gmelinii [ncbi taxid: 46094]
  88. Limonium sinense [ncbi taxid: 293752]
  89. Litsea pungens [ncbi taxid: 943095]
  90. Lotus japonicus [ncbi taxid: 34305]
  91. Lupinus verbasciformis [ncbi taxid: ]
  92. Machilus macrantha [ncbi taxid: ]
  93. Mallotus japonicus [ncbi taxid: 29747]
  94. Manilkara zapota [ncbi taxid: 3741]
  95. Marine actinobacterium [ncbi taxid: ]
  96. Matricaria recutita [ncbi taxid: ]
  97. Melaleuca rhaphiophylla [ncbi taxid: ]
  98. Melochia tomentosa [ncbi taxid: 1127084]
  99. Microtropis fokienensis [ncbi taxid: 1089417]
  100. Mimusops caffra [ncbi taxid: 362720]
  101. Morus alba [ncbi taxid: 3498]
  102. Myrica esculenta [ncbi taxid: ]
  103. Myrica rubra [ncbi taxid: ]
  104. Naja kaouthia [ncbi taxid: 8649]
  105. Nama hispidum [ncbi taxid: ]
  106. Nerine bowdenii [ncbi taxid: 59042]
  107. Nuphar lutea [ncbi taxid: 77113]
  108. Oophaga pumilio [ncbi taxid: 51950]
  109. Oscillochloris trichoides [ncbi taxid: 104176]
  110. Ovophis okinavensis [ncbi taxid: 8769]
  111. Panax japonicus [ncbi taxid: 44685]
  112. Parapiptadenia rigida [ncbi taxid: 148713]
  113. Penicillium herquei [ncbi taxid: 69774]
  114. Penicillium kapuscinskii [ncbi taxid: 1195888]
  115. Penicillium paxilli [ncbi taxid: 70109]
  116. Perezia carpholepis [ncbi taxid: ]
  117. Persea americana [ncbi taxid: 3435]
  118. Petasites georgicus [ncbi taxid: ]
  119. Phoenix loureiroi [ncbi taxid: 446123]
  120. Phyllanthus emblica [ncbi taxid: ]
  121. Picea mariana [ncbi taxid: 3335]
  122. Pieris napi [ncbi taxid: 78633]
  123. Prunus salicina [ncbi taxid: 88123]
  124. Pseudodistoma arborescens [ncbi taxid: ]
  125. Quercus cerris L. [ncbi taxid: ]
  126. Quercus ilex L. [ncbi taxid: ]
  127. Quercus palustris Muencch. [ncbi taxid: ]
  128. Quercus petraea Liebl. [ncbi taxid: ]
  129. Quercus pubescens Willd. [ncbi taxid: ]
  130. Quercus robur [ncbi taxid: 38942]
  131. Quercus robur L. [ncbi taxid: ]
  132. Quercus rubra L. [ncbi taxid: ]
  133. Ramalina stenospora [ncbi taxid: 2699002]
  134. Rhodiola crenulata [ncbi taxid: 242839]
  135. Rosa rugosa [ncbi taxid: 74645]
  136. Rubia oncotricha [ncbi taxid: 715731]
  137. Salvia parryi [ncbi taxid: 2039529]
  138. Scurrula atropurpurea [ncbi taxid: 1146880]
  139. Sedum sediforme [ncbi taxid: ]
  140. Senecio renardii [ncbi taxid: ]
  141. Senegalia catechu [ncbi taxid: 138017]
  142. Senna siamea [ncbi taxid: 346999]
  143. Serratula inermis [ncbi taxid: 1291643]
  144. Sesbania bispinosa [ncbi taxid: 485725]
  145. Sextonia rubra [ncbi taxid: 128702]
  146. Sideroxylon inerme L. [ncbi taxid: ]
  147. Sinularia maxima [ncbi taxid: ]
  148. Solanum nigrum [ncbi taxid: 4112]
  149. Solidago serotina [ncbi taxid: ]
  150. Sorbaria sorbifolia [ncbi taxid: 141005]
  151. Streptomyces hachijoensis [ncbi taxid: 66899]
  152. Streptomyces paulus [ncbi taxid: 285551]
  153. Streptomyces xanthochromogenes [ncbi taxid: 67384]
  154. Strophanthus kombe [ncbi taxid: 992788]
  155. Stryphnodendron adstringens [ncbi taxid: 397648]
  156. Syzygium aqueum [ncbi taxid: 219865]
  157. Syzygium samarangense [ncbi taxid: 260143]
  158. Tacca chantrieri [ncbi taxid: 85283]
  159. Terminalia catappa [ncbi taxid: 39993]
  160. Thalictrum longistylum [ncbi taxid: ]
  161. Thea sinensis [ncbi taxid: ]
  162. Theaceae [ncbi taxid: 27065]
  163. Thymus vulgaris [ncbi taxid: 49992]
  164. Triaenophora rupestris [ncbi taxid: 441503]
  165. Tridachia crispata [ncbi taxid: ]
  166. Turpinia ternata [ncbi taxid: 697042]
  167. Veratrum dahuricum [ncbi taxid: 386441]
  168. Vernonia menthaefolia [ncbi taxid: ]
  169. Veronica arvensis [ncbi taxid: 46032]
  170. Viburnum urceolatum [ncbi taxid: 237962]
  171. Viguiera oblongifolia [ncbi taxid: ]
  172. Virola multinervia [ncbi taxid: ]
  173. Vitellaria paradoxa [ncbi taxid: 292385]
  174. Vitis vinifera [ncbi taxid: 29760]
  175. Xylaria cubensis [ncbi taxid: 114814]
  176. Xyris pterygoblephara [ncbi taxid: ]
  177. Ziziphus jujuba [ncbi taxid: 326968]
  178. Morus alba [ncbi taxid: 3498]
  179. Solanum nigrum [ncbi taxid: 4112]

Pathway Synthetic

pathway id name
BioCyc:META_PWY-7448 galloylated catechin biosynthesis
PlantCyc:TEA_PWY-7448 galloylated catechin biosynthesis
PlantCyc:PLANT_PWY-7448 galloylated catechin biosynthesis
WikiPathways:WP4238 Flavan-3-ol metabolic pathway
View All Pathways