Theaflavin 3,3-digallate (BioDeep_00000396381)
Main id: BioDeep_00000406521
PANOMIX_OTCML-2023
代谢物信息卡片
化学式: C43H32O20 (868.1486872)
中文名称: 茶黄素-3,3-双没食子酸, 8-姜酚
谱图信息:
最多检出来源 () 0%
分子结构信息
SMILES: C1C(C(OC2=CC(=CC(=C21)O)O)C3=CC4=C(C(=C(C=C4C5C(CC6=C(C=C(C=C6O5)O)O)O)O)OC(=O)C7=CC(=C(C(=C7)O)O)O)C(=O)C(=C3)OC(=O)C8=CC(=C(C(=C8)O)O)O)O
InChI: InChI=1S/C43H32O20/c44-17-7-23(46)21-12-29(52)39(60-32(21)9-17)14-1-19-20(40-30(53)13-22-24(47)8-18(45)10-33(22)61-40)11-31(54)41(63-43(59)16-4-27(50)37(56)28(51)5-16)35(19)38(57)34(6-14)62-42(58)15-2-25(48)36(55)26(49)3-15/h1-11,29-30,39-40,44-56H,12-13H2/t29-,30-,39-,40-/m1/s1
描述信息
Theaflavin 3,3'-digallate (TF-3) is a potent Zika virus (ZIKV) protease inhibitor with an IC50 of 2.3 μM. Theaflavin 3,3'-digallat directly binds to ZIKVpro (Kd=8.86 μM) and inhibits ZIKV replication. Theaflavin 3,3'-digallat inhibits the activity of gp41 and NS2B-3 protease and has antiviral activity against HSV and HIV-1[1]. Theaflavin 3,3'-digallate, the typical pigment in black tea, is a potent antitumor agent[2].
Theaflavin 3,3'-digallate (TF-3) is a potent Zika virus (ZIKV) protease inhibitor with an IC50 of 2.3 μM. Theaflavin 3,3'-digallat directly binds to ZIKVpro (Kd=8.86 μM) and inhibits ZIKV replication. Theaflavin 3,3'-digallat inhibits the activity of gp41 and NS2B-3 protease and has antiviral activity against HSV and HIV-1[1]. Theaflavin 3,3'-digallate, the typical pigment in black tea, is a potent antitumor agent[2].
同义名列表
数据库引用编号
4 个数据库交叉引用编号
- PubChem: 21146795
- MeSH: theaflavin-3,3-digallate
- CAS: 30462-35-2
- medchemexpress: HY-N1992
分类词条
相关代谢途径
Reactome(0)
BioCyc(0)
PlantCyc(0)
代谢反应
1 个相关的代谢反应过程信息。
Reactome(0)
BioCyc(0)
Plant Reactome(0)
INOH(0)
PlantCyc(0)
COVID-19 Disease Map(0)
PathBank(0)
PharmGKB(0)
2 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
- Yichou Cao, Yunyi Zhang, Zehan Jia, Huining Jia, Yuanchen Sun, Hongxia Yuan, Yongle Bian, BingJie Xu, Jing Fu, Fenju Qin. Theaflavin-3,3'-digallate ameliorates learning and memory impairments in mice with premature brain aging induced by D-galactose.
Physiology & behavior.
2023 03; 261(?):114077. doi:
10.1016/j.physbeh.2023.114077. [PMID: 36638877] - Cheng Zhou, Wenji Zhang, Hui Lin, Luyun Zhang, Fan Wu, Yan Wang, Susu Yu, Xinyue Peng, Wenli Cheng, Min Li, Xiaoying Pan, Zhenrui Huang, Wenjuan Zhang. Effect of theaflavin-3,3'-digallate on leptin-deficient induced nonalcoholic fatty liver disease might be related to lipid metabolism regulated by the Fads1/PPARδ/Fabp4 axis and gut microbiota.
Frontiers in pharmacology.
2022; 13(?):925264. doi:
10.3389/fphar.2022.925264. [PMID: 36105184] - Xia Yu, Xinghong Cai, Shuang Li, Liyong Luo, Jie Wang, Min Wang, Liang Zeng. Studies on the interactions of theaflavin-3,3'-digallate with bovine serum albumin: Multi-spectroscopic analysis and molecular docking.
Food chemistry.
2022 Jan; 366(?):130422. doi:
10.1016/j.foodchem.2021.130422. [PMID: 34392082] - Chao Xu, Su Ni, Nanwei Xu, Guangrong Yin, Yunyuan Yu, Baojun Zhou, Gongyin Zhao, Liangliang Wang, Ruixia Zhu, Shijie Jiang, Yuji Wang. Theaflavin-3,3'-Digallate Inhibits Erastin-Induced Chondrocytes Ferroptosis via the Nrf2/GPX4 Signaling Pathway in Osteoarthritis.
Oxidative medicine and cellular longevity.
2022; 2022(?):3531995. doi:
10.1155/2022/3531995. [PMID: 36439689] - Zhibin Liu, Wouter J C de Bruijn, Marieke E Bruins, Jean-Paul Vincken. Microbial Metabolism of Theaflavin-3,3'-digallate and Its Gut Microbiota Composition Modulatory Effects.
Journal of agricultural and food chemistry.
2021 Jan; 69(1):232-245. doi:
10.1021/acs.jafc.0c06622. [PMID: 33347309] - Anna Goc, Waldemar Sumera, Matthias Rath, Aleksandra Niedzwiecki. Phenolic compounds disrupt spike-mediated receptor-binding and entry of SARS-CoV-2 pseudo-virions.
PloS one.
2021; 16(6):e0253489. doi:
10.1371/journal.pone.0253489. [PMID: 34138966] - Shubhangi Chauhan, Kriya Dunlap, Lawrence K Duffy. Effects of Methylmercury and Theaflavin Digallate on Adipokines in Mature 3T3-L1 Adipocytes.
International journal of molecular sciences.
2019 Jun; 20(11):. doi:
10.3390/ijms20112755. [PMID: 31195622] - Xuanyang Hu, Zichuan Ping, Minfeng Gan, Yunxia Tao, Liangliang Wang, Jiawei Shi, Xiexing Wu, Wen Zhang, Huilin Yang, Yaozeng Xu, Zhirong Wang, Dechun Geng. Theaflavin-3,3'-digallate represses osteoclastogenesis and prevents wear debris-induced osteolysis via suppression of ERK pathway.
Acta biomaterialia.
2017 01; 48(?):479-488. doi:
10.1016/j.actbio.2016.11.022. [PMID: 27838465] - Shicheng Lei, Minhao Xie, Bing Hu, Li Zhou, Yi Sun, Muhammad Saeeduddin, Hongcheng Zhang, Xiaoxiong Zeng. Effective synthesis of theaflavin-3,3'-digallate with epigallocatechin-3-O-gallate and epicatechin gallate as substrates by using immobilized pear polyphenol oxidase.
International journal of biological macromolecules.
2017 Jan; 94(Pt A):709-718. doi:
10.1016/j.ijbiomac.2016.10.072. [PMID: 27780760] - Wai San Cheang, Ching Yuen Ngai, Ye Yen Tam, Xiao Yu Tian, Wing Tak Wong, Yang Zhang, Chi Wai Lau, Zhen Yu Chen, Zhao-Xiang Bian, Yu Huang, Fung Ping Leung. Black tea protects against hypertension-associated endothelial dysfunction through alleviation of endoplasmic reticulum stress.
Scientific reports.
2015 May; 5(?):10340. doi:
10.1038/srep10340. [PMID: 25976123] - Telma Blanca Lombardo Bedran, Marie-Pierre Morin, Denise Palomari Spolidorio, Daniel Grenier. Black Tea Extract and Its Theaflavin Derivatives Inhibit the Growth of Periodontopathogens and Modulate Interleukin-8 and β-Defensin Secretion in Oral Epithelial Cells.
PloS one.
2015; 10(11):e0143158. doi:
10.1371/journal.pone.0143158. [PMID: 26581041] - Taskeen Mujtaba, Q Ping Dou. Black tea polyphenols inhibit tumor proteasome activity.
In vivo (Athens, Greece).
2012 Mar; 26(2):197-202. doi:
". [PMID: 22351658] - Huadong Chen, Tiffany A Parks, Xiaoxin Chen, Nicholas D Gillitt, Christian Jobin, Shengmin Sang. Structural identification of mouse fecal metabolites of theaflavin 3,3'-digallate using liquid chromatography tandem mass spectrometry.
Journal of chromatography. A.
2011 Oct; 1218(41):7297-306. doi:
10.1016/j.chroma.2011.08.056. [PMID: 21906744] - Ewa Skrzypczak-Jankun, Jerzy Jankun. Theaflavin digallate inactivates plasminogen activator inhibitor: could tea help in Alzheimer's disease and obesity?.
International journal of molecular medicine.
2010 Jul; 26(1):45-50. doi:
10.3892/ijmm_00000433. [PMID: 20514421] - Di Tan, Yu Wang, Chih-Yu Lo, Chi-Tang Ho. Methylglyoxal: its presence and potential scavengers.
Asia Pacific journal of clinical nutrition.
2008; 17 Suppl 1(?):261-4. doi:
NULL. [PMID: 18296351] - Daxiang Li, Changjun Yang, Ying Chen, Jiang Tian, Lijun Liu, Qiuping Dai, Xiaochun Wan, Zijian Xie. Identification of a PKCepsilon-dependent regulation of myocardial contraction by epicatechin-3-gallate.
American journal of physiology. Heart and circulatory physiology.
2008 Jan; 294(1):H345-53. doi:
10.1152/ajpheart.00785.2007. [PMID: 17951366] - Yalun Su, Ruoyun Chen, Zhenyu Chen. [Studies on antioxidant constituents from black tea].
Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials.
2004 Oct; 27(10):732-3. doi:
". [PMID: 15850353] - C-W Yeh, W-J Chen, C-T Chiang, S-Y Lin-Shiau, J-K Lin. Suppression of fatty acid synthase in MCF-7 breast cancer cells by tea and tea polyphenols: a possible mechanism for their hypolipidemic effects.
The pharmacogenomics journal.
2003; 3(5):267-76. doi:
10.1038/sj.tpj.6500192. [PMID: 12931129] - Y L Lin, S H Tsai, S Y Lin-Shiau, C T Ho, J K Lin. Theaflavin-3,3'-digallate from black tea blocks the nitric oxide synthase by down-regulating the activation of NF-kappaB in macrophages.
European journal of pharmacology.
1999 Feb; 367(2-3):379-88. doi:
10.1016/s0014-2999(98)00953-4. [PMID: 10079014]