Epigallocatechin (BioDeep_00000400554)

 

Secondary id: BioDeep_00000014747, BioDeep_00000229920, BioDeep_00000402953, BioDeep_00000865212, BioDeep_00000875003

natural product PANOMIX_OTCML-2023 BioNovoGene_Lab2019


代谢物信息卡片


(-)-Epigallocatechin

化学式: C15H14O7 (306.0739494)
中文名称: (-)-表没食子酸儿茶素 (EGC), (-)-表没食子儿茶素, 表没食子儿茶素, 表没食子儿茶素, 表没食子儿茶素
谱图信息: 最多检出来源 Homo sapiens(blood) 0.03%

分子结构信息

SMILES: C1C(C(OC2=CC(=CC(=C21)O)O)C3=CC(=C(C(=C3)O)O)O)O
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

描述信息

CONFIDENCE Reference Standard (Level 1); INTERNAL_ID 28
INTERNAL_ID 28; CONFIDENCE Reference Standard (Level 1)
(-)-Epigallocatechin (Epigallocatechin) is the most abundant flavonoid in green tea, can bind to unfolded native polypeptides and prevent conversion to amyloid fibrils.
(-)-Epigallocatechin (Epigallocatechin) is the most abundant flavonoid in green tea, can bind to unfolded native polypeptides and prevent conversion to amyloid fibrils.
(-)-Epigallocatechin (Epigallocatechin) is the most abundant flavonoid in green tea, can bind to unfolded native polypeptides and prevent conversion to amyloid fibrils.
(-)-Epigallocatechin (Epigallocatechin) is the most abundant flavonoid in green tea, can bind to unfolded native polypeptides and prevent conversion to amyloid fibrils.

同义名列表

3 个代谢物同义名

(-)-Epigallocatechin; Epigallocatechin; L-Epigallocatechin



数据库引用编号

80 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(0)

BioCyc(2)

PlantCyc(2)

代谢反应

0 个相关的代谢反应过程信息。

Reactome(0)

BioCyc(0)

WikiPathways(0)

Plant Reactome(0)

INOH(0)

PlantCyc(0)

COVID-19 Disease Map(0)

PathBank(0)

PharmGKB(0)

184 个相关的物种来源信息

在这里通过桑基图来展示出与当前的这个代谢物在我们的BioDeep知识库中具有相关联信息的其他代谢物。在这里进行关联的信息来源主要有：

  • PubMed: 来源于PubMed文献库中的文献信息，我们通过自然语言数据挖掘得到的在同一篇文献中被同时提及的相关代谢物列表，这个列表按照代谢物同时出现的文献数量降序排序，取前10个代谢物作为相关研究中关联性很高的代谢物集合展示在桑基图中。
  • NCBI Taxonomy: 通过文献数据挖掘，得到的代谢物物种来源信息关联。这个关联信息同样按照出现的次数降序排序，取前10个代谢物作为高关联度的代谢物集合展示在桑吉图上。
  • Chemical Taxonomy: 在物质分类上处于同一个分类集合中的其他代谢物
  • Chemical Reaction: 在化学反应过程中，存在为当前代谢物相关联的生化反应过程中的反应底物或者反应产物的关联代谢物信息。

点击图上的相关代谢物的名称，可以跳转到相关代谢物的信息页面。



文献列表

  • Guoping Lai, Mingchun Wen, Zongde Jiang, Feng Zhou, Hui-Xia Huo, Mengting Zhu, Zisheng Han, Zixin Zhao, Chi-Tang Ho, Liang Zhang. Novel Oxidation Oligomer of Chlorogenic Acid and (-)-Epigallocatechin and Its Quantitative Analysis during the Processing of Keemun Black Tea. Journal of agricultural and food chemistry. 2023 Oct; 71(42):15745-15753. doi: 10.1021/acs.jafc.3c04571. [PMID: 37816159]
  • Md Ashrafur Rahman, Arif Anzum Shuvo, Md Mehedi Hasan Apu, Monisha Rani Bhakta, Farzana Islam, Md Atiqur Rahman, Md Rabiul Islam, Hasan Mahmud Reza. Combination of epigallocatechin 3 gallate and curcumin improves D-galactose and normal-aging associated memory impairment in mice. Scientific reports. 2023 08; 13(1):12681. doi: 10.1038/s41598-023-39919-4. [PMID: 37542120]
  • Yuan Cheng, Xin Li, Ming-Ya Fang, Qing-Jing Ye, Zhi-Miao Li, Golam Jalal Ahammed. Systemic H2O2 signaling mediates epigallocatechin-3-gallate-induced cadmium tolerance in tomato. Journal of hazardous materials. 2022 09; 438(?):129511. doi: 10.1016/j.jhazmat.2022.129511. [PMID: 35809367]
  • Jean-Marc Brillouet, Charles Romieu, Roberto Bacilieri, Peter Nick, Anna Trias-Blasi, Erika Maul, Katalin Solymosi, Peter Teszlák, Jiang-Fu Jiang, Lei Sun, Danielle Ortolani, Jason P Londo, Ben Gutierrez, Bernard Prins, Marc Reynders, Frank Van Caekenberghe, David Maghradze, Cecile Marchal, Amir Sultan, Jean-Francois Thomas, Daniel Scherberich, Helene Fulcrand, Laurent Roumeas, Guillaume Billerach, Vugar Salimov, Mirza Musayev, Muhammad Ejaz Ul Islam Dar, Jean-Benoit Peltier, Michel Grisoni. Tannin phenotyping of the Vitaceae reveals a phylogenetic linkage of epigallocatechin in berries and leaves. Annals of botany. 2022 09; 130(2):159-171. doi: 10.1093/aob/mcac077. [PMID: 35700109]
  • Ayan Pradhan, Shilpa Sengupta, Ritika Sengupta, Mitali Chatterjee. Attenuation of methotrexate induced hepatotoxicity by epigallocatechin 3-gallate. Drug and chemical toxicology. 2022 Jun; ?(?):1-9. doi: 10.1080/01480545.2022.2085738. [PMID: 35698845]
  • Vendidandala Nagarjuna Reddy, Shaik Nyamathulla, Khomaizon Abdul Kadir Pahirulzaman, Seri Intan Mokhtar, Nelli Giribabu, Visweswara Rao Pasupuleti. Gallocatechin-silver nanoparticles embedded in cotton gauze patches accelerated wound healing in diabetic rats by promoting proliferation and inhibiting apoptosis through the Wnt/β-catenin signaling pathway. PloS one. 2022; 17(6):e0268505. doi: 10.1371/journal.pone.0268505. [PMID: 35737691]
  • Motofumi Kumazoe, Kanako Takamatsu, Fuyumi Horie, Ren Yoshitomi, Hiroki Hamagami, Hiroshi Tanaka, Yoshinori Fujimura, Hirofumi Tachibana. Methylated (-)-epigallocatechin 3-O-gallate potentiates the effect of split vaccine accompanied with upregulation of Toll-like receptor 5. Scientific reports. 2021 11; 11(1):23101. doi: 10.1038/s41598-021-02346-4. [PMID: 34845235]
  • Diogo Alexandre Siebert, Camila Jeriane Paganelli, Gustavo Silva Queiroz, Michele Debiasi Alberton. Anti-inflammatory activity of the epicuticular wax and its isolated compounds catechin and gallocatechin from Eugenia brasiliensis Lam. (Myrtaceae) leaves. Natural product research. 2021 Nov; 35(22):4720-4723. doi: 10.1080/14786419.2019.1710707. [PMID: 31913074]
  • Ping Xiang, Qiufang Zhu, Marat Tukhvatshin, Bosi Cheng, Meng Tan, Jianghong Liu, Xingjian Wang, Jiaxin Huang, Shuilian Gao, Dongyi Lin, Yue Zhang, Liangyu Wu, Jinke Lin. Light control of catechin accumulation is mediated by photosynthetic capacity in tea plant (Camellia sinensis). BMC plant biology. 2021 Oct; 21(1):478. doi: 10.1186/s12870-021-03260-7. [PMID: 34670494]
  • Sunanta Wangkarn, Kate Grudpan, Chartchai Khanongnuch, Thanawat Pattananandecha, Sutasinee Apichai, Chalermpong Saenjum. Development of HPLC Method for Catechins and Related Compounds Determination and Standardization in Miang (Traditional Lanna Fermented Tea Leaf in Northern Thailand). Molecules (Basel, Switzerland). 2021 Oct; 26(19):. doi: 10.3390/molecules26196052. [PMID: 34641598]
  • Vijaya Lakshmi Bodiga, Praveen Kumar Vemuri, Madhukar Rao Kudle, Sreedhar Bodiga. Zinc ionophores isolated from Terminalia bellirica fruit rind extract protect against cardiomyocyte hypoxia/reoxygenation injury. Bioorganic & medicinal chemistry. 2021 09; 46(?):116394. doi: 10.1016/j.bmc.2021.116394. [PMID: 34509160]
  • E S Prasedya, A Frediansyah, N W R Martyasari, B K Ilhami, A S Abidin, H Padmi, Fahrurrozi, A B Juanssilfero, S Widyastuti, A L Sunarwidhi. Effect of particle size on phytochemical composition and antioxidant properties of Sargassum cristaefolium ethanol extract. Scientific reports. 2021 09; 11(1):17876. doi: 10.1038/s41598-021-95769-y. [PMID: 34504117]
  • Jiaqi Ma, Qimeng Yao, Xuemin Chen, Chenyan Lv, Jiachen Zang, Guanghua Zhao. Weak Binding of Epigallocatechin to α-Lactalbumin Greatly Improves Its Stability and Uptake by Caco-2 Cells. Journal of agricultural and food chemistry. 2021 Aug; 69(30):8482-8491. doi: 10.1021/acs.jafc.1c03427. [PMID: 34286590]
  • Mica Cabrera, Faizah Taher, Alendre Llantada, Quyen Do, Tyeshia Sapp, Monika Sommerhalter. Effect of Water Hardness on Catechin and Caffeine Content in Green Tea Infusions. Molecules (Basel, Switzerland). 2021 Jun; 26(12):. doi: 10.3390/molecules26123485. [PMID: 34201178]
  • Rie Mukai, Takashi Fukuda, Asami Ohnishi, Takeshi Nikawa, Mutsuki Furusawa, Junji Terao. Chocolate as a food matrix reduces the bioavailability of galloylated catechins from green tea in healthy women. Food & function. 2021 Jan; 12(1):408-416. doi: 10.1039/d0fo02485f. [PMID: 33393957]
  • Stéphanie Andrade, Joana Angélica Loureiro, Maria Carmo Pereira. Green tea extract-biomembrane interaction study: The role of its two major components, (-)-epigallocatechin gallate and (-)-epigallocatechin. Biochimica et biophysica acta. Biomembranes. 2021 01; 1863(1):183476. doi: 10.1016/j.bbamem.2020.183476. [PMID: 32946887]
  • Pascale Goupil, Elodie Peghaire, Razik Benouaret, Claire Richard, Mohamad Sleiman, Hicham El Alaoui, Ayhan Kocer. Relationships between Plant Defense Inducer Activities and Molecular Structure of Gallomolecules. Journal of agricultural and food chemistry. 2020 Dec; 68(52):15409-15417. doi: 10.1021/acs.jafc.0c05719. [PMID: 33337882]
  • Tingting Chen, Yanfei Yang, Shajun Zhu, Yapeng Lu, Li Zhu, Yanqing Wang, Xiaoyong Wang. Inhibition of Aβ aggregates in Alzheimer's disease by epigallocatechin and epicatechin-3-gallate from green tea. Bioorganic chemistry. 2020 12; 105(?):104382. doi: 10.1016/j.bioorg.2020.104382. [PMID: 33137558]
  • Jen-Ying Hsu, Hui-Hsuan Lin, Ting-Shuan Li, Chaio-Yun Tseng, Yueching Wong, Jing-Hsien Chen. Anti-Melanogenesis Effects of Lotus Seedpod In Vitro and In Vivo. Nutrients. 2020 Nov; 12(11):. doi: 10.3390/nu12113535. [PMID: 33218008]
  • Mabozou Kpemissi, Adrian-Valentin Potârniche, Povi Lawson-Evi, Kossi Metowogo, Mamatchi Melila, Pare Dramane, Marian Taulescu, Vivek Chandramohan, Doddamavattur Shivalingaiah Suhas, Tumbadi Adinarayanashetty Puneeth, Vijaya Kumar S, Laurian Vlase, Sanda Andrei, Kwashie Eklu-Gadegbeku, Bogdan Sevastre, Veeresh Prabhakar Veerapur. Nephroprotective effect of Combretum micranthum G. Don in nicotinamide-streptozotocin induced diabetic nephropathy in rats: In-vivo and in-silico experiments. Journal of ethnopharmacology. 2020 Oct; 261(?):113133. doi: 10.1016/j.jep.2020.113133. [PMID: 32673708]
  • Yaqiong Wu, Tongli Wang, Yue Xin, Guibin Wang, Li-An Xu. Overexpression of GbF3'5'H1 Provides a Potential to Improve the Content of Epicatechin and Gallocatechin. Molecules (Basel, Switzerland). 2020 Oct; 25(20):. doi: 10.3390/molecules25204836. [PMID: 33092253]
  • Francesco Balestri, Giulio Poli, Carlotta Pineschi, Roberta Moschini, Mario Cappiello, Umberto Mura, Tiziano Tuccinardi, Antonella Del Corso. Aldose Reductase Differential Inhibitors in Green Tea. Biomolecules. 2020 07; 10(7):. doi: 10.3390/biom10071003. [PMID: 32640594]
  • Qian Wu, Shimiao Tang, Liang Zhang, Jinsong Xiao, Qing Luo, Yuanyuan Chen, Mengzhou Zhou, Nianjie Feng, Chao Wang. The inhibitory effect of the catechin structure on advanced glycation end product formation in alcoholic media. Food & function. 2020 Jun; 11(6):5396-5408. doi: 10.1039/c9fo02887k. [PMID: 32469349]
  • Chendi Zhan, Yujie Chen, Yiming Tang, Guanghong Wei. Green Tea Extracts EGCG and EGC Display Distinct Mechanisms in Disrupting Aβ42 Protofibril. ACS chemical neuroscience. 2020 06; 11(12):1841-1851. doi: 10.1021/acschemneuro.0c00277. [PMID: 32441920]
  • Yaqiong Wu, Tongli Wang, Yue Xin, Guibin Wang, Li-An Xu. Overexpression of the GbF3'H1 Gene Enhanced the Epigallocatechin, Gallocatechin, and Catechin Contents in Transgenic Populus. Journal of agricultural and food chemistry. 2020 Jan; 68(4):998-1006. doi: 10.1021/acs.jafc.9b07008. [PMID: 31910001]
  • Jing Xia, Dan Wang, Pei Liang, De Zhang, Xiaoqing Du, Dejiang Ni, Zhi Yu. Vibrational (FT-IR, Raman) analysis of tea catechins based on both theoretical calculations and experiments. Biophysical chemistry. 2020 01; 256(?):106282. doi: 10.1016/j.bpc.2019.106282. [PMID: 31756664]
  • Yinyin Liao, Xiumin Fu, Haiyun Zhou, Wei Rao, Lanting Zeng, Ziyin Yang. Visualized analysis of within-tissue spatial distribution of specialized metabolites in tea (Camellia sinensis) using desorption electrospray ionization imaging mass spectrometry. Food chemistry. 2019 Sep; 292(?):204-210. doi: 10.1016/j.foodchem.2019.04.055. [PMID: 31054666]
  • Bihui Liu, Jing Zhang, Peng Sun, Ruokun Yi, Xiaoyan Han, Xin Zhao. Raw Bowl Tea (Tuocha) Polyphenol Prevention of Nonalcoholic Fatty Liver Disease by Regulating Intestinal Function in Mice. Biomolecules. 2019 09; 9(9):. doi: 10.3390/biom9090435. [PMID: 31480575]
  • Ye Jiao, Jialiang He, Zhiyong He, Daming Gao, Fang Qin, Mingyong Xie, Maomao Zeng, Jie Chen. Formation of Nε-(carboxymethyl)lysine and Nε-(carboxyethyl)lysine during black tea processing. Food research international (Ottawa, Ont.). 2019 07; 121(?):738-745. doi: 10.1016/j.foodres.2018.12.051. [PMID: 31108804]
  • Chaozhen Zeng, Haiyan Lin, Zhixiang Liu, Zhonghua Liu. Analysis of Young Shoots of 'Anji Baicha' (Camellia sinensis) at Three Developmental Stages Using Nontargeted LC-MS-Based Metabolomics. Journal of food science. 2019 Jul; 84(7):1746-1757. doi: 10.1111/1750-3841.14657. [PMID: 31206686]
  • Hualing Wu, Wenjie Huang, Zhongjian Chen, Zhuang Chen, Jingfang Shi, Qian Kong, Shili Sun, Xiaohui Jiang, Dong Chen, Shijuan Yan. GC-MS-based metabolomic study reveals dynamic changes of chemical compositions during black tea processing. Food research international (Ottawa, Ont.). 2019 06; 120(?):330-338. doi: 10.1016/j.foodres.2019.02.039. [PMID: 31000247]
  • Aleksandra Golonko, Tomasz Pienkowski, Renata Swislocka, Ryszard Lazny, Marek Roszko, Wlodzimierz Lewandowski. Another look at phenolic compounds in cancer therapy the effect of polyphenols on ubiquitin-proteasome system. European journal of medicinal chemistry. 2019 Apr; 167(?):291-311. doi: 10.1016/j.ejmech.2019.01.044. [PMID: 30776692]
  • Mimin Zhang, Kenichiro Otake, Yumiko Miyauchi, Masayuki Yagi, Yoshikazu Yonei, Takuya Miyakawa, Masaru Tanokura. Comprehensive NMR analysis of two kinds of post-fermented tea and their anti-glycation activities in vitro. Food chemistry. 2019 Mar; 277(?):735-743. doi: 10.1016/j.foodchem.2018.11.028. [PMID: 30502210]
  • Christopher W Cunningham. Plant-Based Modulators of Endocannabinoid Signaling. Journal of natural products. 2019 03; 82(3):636-646. doi: 10.1021/acs.jnatprod.8b00874. [PMID: 30816712]
  • Hsien-Chun Tseng, Pei-Min Tsai, Ying-Hsiang Chou, Yueh-Chun Lee, Hui-Hsuan Lin, Jing-Hsien Chen. In Vitro and In Vivo Protective Effects of Flavonoid-Enriched Lotus Seedpod Extract on Lipopolysaccharide-Induced Hepatic Inflammation. The American journal of Chinese medicine. 2019; 47(1):153-176. doi: 10.1142/s0192415x19500083. [PMID: 30612458]
  • Tomohito Sano, Hideki Horie, Akiko Matsunaga, Yuhei Hirono. Effect of shading intensity on morphological and color traits and on chemical components of new tea (Camellia sinensis L.) shoots under direct covering cultivation. Journal of the science of food and agriculture. 2018 Dec; 98(15):5666-5676. doi: 10.1002/jsfa.9112. [PMID: 29722013]
  • Sara Matić, Milena Jadrijević-Mladar Takač, Monika Barbarić, Bono Lučić, Koraljka Gall Trošelj, Višnja Stepanić. The Influence of In Vivo Metabolic Modifications on ADMET Properties of Green Tea Catechins-In Silico Analysis. Journal of pharmaceutical sciences. 2018 11; 107(11):2957-2964. doi: 10.1016/j.xphs.2018.07.026. [PMID: 30077700]
  • Anu Tuominen, Maarit Karonen. Variability between organs of proanthocyanidins in Geranium sylvaticum analyzed by off-line 2-dimensional HPLC-MS. Phytochemistry. 2018 Jun; 150(?):106-117. doi: 10.1016/j.phytochem.2018.03.004. [PMID: 29579735]
  • Rashik Ahmed, Giuseppe Melacini. A solution NMR toolset to probe the molecular mechanisms of amyloid inhibitors. Chemical communications (Cambridge, England). 2018 May; 54(37):4644-4652. doi: 10.1039/c8cc01380b. [PMID: 29658548]
  • Rui Yang, Jing Tian, Desheng Wang, Chris Blanchard, Zhongkai Zhou. Chitosan binding onto the epigallocatechin-loaded ferritin nanocage enhances its transport across Caco-2 cells. Food & function. 2018 Apr; 9(4):2015-2024. doi: 10.1039/c8fo00097b. [PMID: 29541738]
  • Jeong-Eun Park, Tae-Eun Kim, Kwang-Hee Shin. Quantitative Analysis of Four Catechins from Green Tea Extract in Human Plasma Using Ultra-Performance Liquid Chromatography-Tandem Mass Spectrometry for Pharmacokinetic Studies. Molecules (Basel, Switzerland). 2018 04; 23(4):. doi: 10.3390/molecules23040984. [PMID: 29690635]
  • Almuth Hammerbacher, Bettina Raguschke, Louwrance P Wright, Jonathan Gershenzon. Gallocatechin biosynthesis via a flavonoid 3',5'-hydroxylase is a defense response in Norway spruce against infection by the bark beetle-associated sap-staining fungus Endoconidiophora polonica. Phytochemistry. 2018 Apr; 148(?):78-86. doi: 10.1016/j.phytochem.2018.01.017. [PMID: 29421514]
  • Yunru Peng, Qilu Meng, Jie Zhou, Bo Chen, Junjun Xi, Piaopiao Long, Liang Zhang, Ruyan Hou. Nanoemulsion delivery system of tea polyphenols enhanced the bioavailability of catechins in rats. Food chemistry. 2018 Mar; 242(?):527-532. doi: 10.1016/j.foodchem.2017.09.094. [PMID: 29037724]
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  • Wojciech Koch, Wirginia Kukula-Koch, Kazimierz Głowniak. Catechin Composition and Antioxidant Activity of Black Teas in Relation to Brewing Time. Journal of AOAC International. 2017 Nov; 100(6):1694-1699. doi: 10.5740/jaoacint.17-0235. [PMID: 28707612]
  • Jin Liang, Hua Yan, Xiulan Wang, Yibin Zhou, Xueling Gao, Pradeep Puligundla, Xiaochun Wan. Encapsulation of epigallocatechin gallate in zein/chitosan nanoparticles for controlled applications in food systems. Food chemistry. 2017 Sep; 231(?):19-24. doi: 10.1016/j.foodchem.2017.02.106. [PMID: 28449996]
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  • Keiko Unno, Ayane Hara, Aimi Nakagawa, Kazuaki Iguchi, Megumi Ohshio, Akio Morita, Yoriyuki Nakamura. Anti-stress effects of drinking green tea with lowered caffeine and enriched theanine, epigallocatechin and arginine on psychosocial stress induced adrenal hypertrophy in mice. Phytomedicine : international journal of phytotherapy and phytopharmacology. 2016 Nov; 23(12):1365-1374. doi: 10.1016/j.phymed.2016.07.006. [PMID: 27765356]
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