3-Galloylgallocatechin (BioDeep_00000036380)

   

human metabolite PANOMIX_OTCML-2023


代谢物信息卡片


(2R,3S)-5,7-Dihydroxy-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-3-yl 3,4,5-trihydroxybenzoic acid

化学式: C22H18O11 (458.0849078)
中文名称:
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=CC(=C(C(=C3)O)O)O)OC(=O)C4=CC(=C(C(=C4)O)O)O
InChI: InChI=1S/C22H18O11/c23-10-5-12(24)11-7-18(33-22(31)9-3-15(27)20(30)16(28)4-9)21(32-17(11)6-10)8-1-13(25)19(29)14(26)2-8/h1-6,18,21,23-30H,7H2/t18-,21+/m0/s1

描述信息

Gallocatechin gallate (GCG) is the ester of gallocatechin and gallic acid and a type of catechin. It is an epimer of epigallocatechin gallate (EGCG). [Wikipedia]. Gallocatechin 3-gallate is found in many foods, some of which are common walnut, peanut, almond, and common hazelnut.
3-Galloylgallocatechin is found in almond. Gallocatechin gallate (GCG) is the ester of gallocatechin and gallic acid and a type of catechin. It is an epimer of epigallocatechin gallate (EGCG). (Wikipedia).

同义名列表

14 个代谢物同义名

(2R,3S)-5,7-Dihydroxy-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-3-yl 3,4,5-trihydroxybenzoic acid; (2R,3S)-5,7-Dihydroxy-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-3-yl 3,4,5-trihydroxybenzoate; (+)-Gallocatechin-3-O-gallic acid; Gallocatechin 3-O-gallic acid; (+)-Gallocatechin 3-O-gallate; (+)-Gallocatechin-3-O-gallate; (+)-Gallocatechol gallic acid; Gallocatechin 3-gallic acid; Gallocatechin 3-O-gallate; (+)-Gallocatechol gallate; Gallocatechin 3-gallate; Gallocatechin-3-gallate; 3-Galloylgallocatechin; Gallocatechin gallate



数据库引用编号

8 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(0)

BioCyc(0)

PlantCyc(0)

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)

37 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

  • Ziqiong Zhou, Yan Li, Fangyuan Wang, Guanghao Zhu, Shenglan Qi, Haonan Wang, Yuhe Ma, Rong Zhu, Yuejuan Zheng, Guangbo Ge, Ping Wang. Bioactive components and mechanisms of Pu-erh tea in improving levodopa metabolism in rats through COMT inhibition. Food & function. 2024 May; 15(10):5287-5299. doi: 10.1039/d4fo00538d. [PMID: 38639730]
  • Ting Xiao, Mengqi Cui, Caijuan Zheng, Peipei Zhang, Shanfa Ren, Jiali Bao, Dandi Gao, Ronghao Sun, Ming Wang, Jianping Lin, Liang Zhang, Mingjiang Li, Dongmei Li, Honggang Zhou, Cheng Yang. Both Baicalein and Gallocatechin Gallate Effectively Inhibit SARS-CoV-2 Replication by Targeting Mpro and Sepsis in Mice. Inflammation. 2022 Jun; 45(3):1076-1088. doi: 10.1007/s10753-021-01602-z. [PMID: 34822072]
  • Kanane Sato, Shunya Saito, Kohsuke Endo, Masaru Kono, Taishin Kakei, Haruka Taketa, Megumi Kato, Shin Hamamoto, Matteo Grenzi, Alex Costa, Shintaro Munemasa, Yoshiyuki Murata, Yasuhiro Ishimaru, Nobuyuki Uozumi. Green Tea Catechins, (-)-Catechin Gallate, and (-)-Gallocatechin Gallate are Potent Inhibitors of ABA-Induced Stomatal Closure. Advanced science (Weinheim, Baden-Wurttemberg, Germany). 2022 May; ?(?):e2201403. doi: 10.1002/advs.202201403. [PMID: 35524639]
  • 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]
  • Ying-Qi Wang, Qing-Sheng Li, Xin-Qiang Zheng, Jian-Liang Lu, Yue-Rong Liang. Antiviral Effects of Green Tea EGCG and Its Potential Application against COVID-19. Molecules (Basel, Switzerland). 2021 Jun; 26(13):. doi: 10.3390/molecules26133962. [PMID: 34209485]
  • Zihao Wang, Bingsong Ma, Cunqiang Ma, Chengqin Zheng, Binxing Zhou, Guiyi Guo, Tao Xia. Region identification of Xinyang Maojian tea using UHPLC-Q-TOF/MS-based metabolomics coupled with multivariate statistical analyses. Journal of food science. 2021 May; 86(5):1681-1691. doi: 10.1111/1750-3841.15676. [PMID: 33798265]
  • Ming Zhao, Yu Yu, Li-Ming Sun, Jia-Qing Xing, Tingting Li, Yunkai Zhu, Miao Wang, Yin Yu, Wen Xue, Tian Xia, Hong Cai, Qiu-Ying Han, Xiaoyao Yin, Wei-Hua Li, Ai-Ling Li, Jiuwei Cui, Zhenghong Yuan, Rong Zhang, Tao Zhou, Xue-Min Zhang, Tao Li. GCG inhibits SARS-CoV-2 replication by disrupting the liquid phase condensation of its nucleocapsid protein. Nature communications. 2021 04; 12(1):2114. doi: 10.1038/s41467-021-22297-8. [PMID: 33837182]
  • Sukjin Ko, Won Seuk Jang, Ji-Hyun Jeong, Ji Woong Ahn, Young-Hwan Kim, Sohyun Kim, Hyeon Kyeong Chae, Seungsoo Chung. (-)-Gallocatechin gallate from green tea rescues cognitive impairment through restoring hippocampal silent synapses in post-menopausal depression. Scientific reports. 2021 01; 11(1):910. doi: 10.1038/s41598-020-79287-x. [PMID: 33441611]
  • 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]
  • Juewon Kim, Shinichiro Funayama, Naotaka Izuo, Takahiko Shimizu. Dietary supplementation of a high-temperature-processed green tea extract attenuates cognitive impairment in PS2 and Tg2576 mice. Bioscience, biotechnology, and biochemistry. 2019 Dec; 83(12):2364-2371. doi: 10.1080/09168451.2019.1659721. [PMID: 31462168]
  • 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]
  • Donghyun Cho, Hyun Woo Jeong, Jeong Kee Kim, A Young Kim, Yong Deog Hong, Ji-Hae Lee, Jin Kyu Choi, Dae Bang Seo. Gallocatechin Gallate-Containing Fermented Green Tea Extract Ameliorates Obesity and Hypertriglyceridemia Through the Modulation of Lipid Metabolism in Adipocytes and Myocytes. Journal of medicinal food. 2019 Aug; 22(8):779-788. doi: 10.1089/jmf.2018.4327. [PMID: 31210578]
  • Zhongquan Xin, Shasha Ma, Dabing Ren, Wenbin Liu, Binsong Han, Yi Zhang, Jianbo Xiao, Lunzhao Yi, Baichuan Deng. UPLC-Orbitrap-MS/MS combined with chemometrics establishes variations in chemical components in green tea from Yunnan and Hunan origins. Food chemistry. 2018 Nov; 266(?):534-544. doi: 10.1016/j.foodchem.2018.06.056. [PMID: 30381222]
  • Wei-Lun Hung, Siyu Wang, Shengmin Sang, Xiaochun Wan, Yu Wang, Chi-Tang Ho. Quantification of ascorbyl adducts of epigallocatechin gallate and gallocatechin gallate in bottled tea beverages. Food chemistry. 2018 Sep; 261(?):246-252. doi: 10.1016/j.foodchem.2018.04.050. [PMID: 29739590]
  • Bo Chen, Jie Zhou, Qilu Meng, Yang Zhang, Shihua Zhang, Liang Zhang. Comparative analysis of fecal phenolic content between normal and obese rats after oral administration of tea polyphenols. Food & function. 2018 Sep; 9(9):4858-4864. doi: 10.1039/c8fo00609a. [PMID: 30156246]
  • 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]
  • Xiong Gao, Xiaorong Lin, Xiaofei Li, Yuanyuan Zhang, Zhongzheng Chen, Bin Li. Cellular antioxidant, methylglyoxal trapping, and anti-inflammatory activities of cocoa tea (Camellia ptilophylla Chang). Food & function. 2017 Aug; 8(8):2836-2846. doi: 10.1039/c7fo00368d. [PMID: 28725904]
  • Qin Li, Jianan Huang, Yongdi Li, Yiyang Zhang, Yu Luo, Yuan Chen, Haiyan Lin, Kunbo Wang, Zhonghua Liu. Fungal community succession and major components change during manufacturing process of Fu brick tea. Scientific reports. 2017 07; 7(1):6947. doi: 10.1038/s41598-017-07098-8. [PMID: 28761046]
  • Rui Fang, Sally P Redfern, Don Kirkup, Elaine A Porter, Geoffrey C Kite, Leon A Terry, Mark J Berry, Monique S J Simmonds. Variation of theanine, phenolic, and methylxanthine compounds in 21 cultivars of Camellia sinensis harvested in different seasons. Food chemistry. 2017 Apr; 220(?):517-526. doi: 10.1016/j.foodchem.2016.09.047. [PMID: 27855934]
  • Milica M Pantelić, Dragana Č Dabić Zagorac, Sonja M Davidović, Slavica R Todić, Zoran S Bešlić, Uroš M Gašić, Živoslav Lj Tešić, Maja M Natić. Identification and quantification of phenolic compounds in berry skin, pulp, and seeds in 13 grapevine varieties grown in Serbia. Food chemistry. 2016 Nov; 211(?):243-52. doi: 10.1016/j.foodchem.2016.05.051. [PMID: 27283628]
  • Xian Hui, Hui Liu, Fang-Lin Tian, Fei-Fei Li, Heng Li, Wen-Yun Gao. Inhibition of green tea and the catechins against 1-deoxy-d-xylulose 5-phosphate reductoisomerase, the key enzyme of the MEP terpenoid biosynthetic pathway. Fitoterapia. 2016 Sep; 113(?):80-4. doi: 10.1016/j.fitote.2016.07.009. [PMID: 27439219]
  • Iva Boušová, Petra Matoušková, Hana Bártíková, Barbora Szotáková, Veronika Hanušová, Veronika Tománková, Eva Anzenbacherová, Barbora Lišková, Pavel Anzenbacher, Lenka Skálová. Influence of diet supplementation with green tea extract on drug-metabolizing enzymes in a mouse model of monosodium glutamate-induced obesity. European journal of nutrition. 2016 Feb; 55(1):361-71. doi: 10.1007/s00394-015-0856-7. [PMID: 25663641]
  • Kaikai Li, Xuelin Zhou, Cheuk-Lun Liu, Xiaorong Yang, Xiaoqiang Han, Xianggang Shi, Xiaohong Song, Chuangxing Ye, Chun-hay Ko. Preparative separation of gallocatechin gallate from Camellia ptilophylla using macroporous resins followed by sephadex LH-20 column chromatography. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2016 Feb; 1011(?):6-13. doi: 10.1016/j.jchromb.2015.12.039. [PMID: 26744789]
  • Namrita Lall, Navneet Kishore, Saeideh Momtaz, Ahmed Hussein, Sanushka Naidoo, Mabatho Nqephe, Bridget Crampton. Extract from Ceratonia siliqua Exhibits Depigmentation Properties. Phytotherapy research : PTR. 2015 Nov; 29(11):1729-36. doi: 10.1002/ptr.5420. [PMID: 26201055]
  • Yuan-Ting Zhu, Xiao-Yun Ren, Li Yuan, Yi-Ming Liu, Jian Liang, Xun Liao. Fast identification of lipase inhibitors in oolong tea by using lipase functionalised Fe3O4 magnetic nanoparticles coupled with UPLC-MS/MS. Food chemistry. 2015 Apr; 173(?):521-6. doi: 10.1016/j.foodchem.2014.10.087. [PMID: 25466054]
  • Lan-Sook Lee, Namhyouck Lee, Young Ho Kim, Chang-Ho Lee, Sang Pil Hong, Yeo-Won Jeon, Young-Eon Kim. Optimization of ultrasonic extraction of phenolic antioxidants from green tea using response surface methodology. Molecules (Basel, Switzerland). 2013 Oct; 18(11):13530-45. doi: 10.3390/molecules181113530. [PMID: 24184822]
  • Yong-Quan Xu, Gen-Sheng Chen, Qiu-Shuang Wang, Hai-Bo Yuan, Chun-Hong Feng, Jun-Feng Yin. Irreversible sediment formation in green tea infusions. Journal of food science. 2012 Mar; 77(3):C298-302. doi: 10.1111/j.1750-3841.2011.02583.x. [PMID: 22329921]
  • Manar M Salem, Frederick H Davidorf, Mohamed H Abdel-Rahman. In vitro anti-uveal melanoma activity of phenolic compounds from the Egyptian medicinal plant Acacia nilotica. Fitoterapia. 2011 Dec; 82(8):1279-84. doi: 10.1016/j.fitote.2011.08.020. [PMID: 21903153]
  • Shuanggang Ma, Haining Lv, Guangzhi Ding, Shishan Yu, Xiaoguang Chen. [Chemical constituents from the roots of Pithecellobium lucidum and their cytotoxic activity]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 2011 Jul; 36(13):1769-71. doi: 10.4268/cjcmm20111316. [PMID: 22032141]
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  • Angelika S Rambold, Margit Miesbauer, Diana Olschewski, Ralf Seidel, Constanze Riemer, Lindsay Smale, Lisa Brumm, Michal Levy, Ehud Gazit, Dieter Oesterhelt, Michael Baier, Christian F W Becker, Martin Engelhard, Konstanze F Winklhofer, Jörg Tatzelt. Green tea extracts interfere with the stress-protective activity of PrP and the formation of PrP. Journal of neurochemistry. 2008 Oct; 107(1):218-29. doi: 10.1111/j.1471-4159.2008.05611.x. [PMID: 18691383]
  • Sang Min Lee, Chae Wook Kim, Jung Kee Kim, Hyun Jung Shin, Joo Hyun Baik. GCG-rich tea catechins are effective in lowering cholesterol and triglyceride concentrations in hyperlipidemic rats. Lipids. 2008 May; 43(5):419-29. doi: 10.1007/s11745-008-3167-4. [PMID: 18365267]
  • Akira Kotani, Kouji Takahashi, Hideki Hakamata, Satoshi Kojima, Fumiyo Kusu. Attomole catechins determination by capillary liquid chromatography with electrochemical detection. Analytical sciences : the international journal of the Japan Society for Analytical Chemistry. 2007 Feb; 23(2):157-63. doi: 10.2116/analsci.23.157. [PMID: 17297226]
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  • Massimo Donà, Isabella Dell'Aica, Fiorella Calabrese, Roberto Benelli, Monica Morini, Adriana Albini, Spiridione Garbisa. Neutrophil restraint by green tea: inhibition of inflammation, associated angiogenesis, and pulmonary fibrosis. Journal of immunology (Baltimore, Md. : 1950). 2003 Apr; 170(8):4335-41. doi: 10.4049/jimmunol.170.8.4335. [PMID: 12682270]
  • Pascale Sarni-Manchado, Véronique Cheynier. Study of non-covalent complexation between catechin derivatives and peptides by electrospray ionization mass spectrometry. Journal of mass spectrometry : JMS. 2002 Jun; 37(6):609-16. doi: 10.1002/jms.321. [PMID: 12112743]
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