3-Galloylgallocatechin (BioDeep_00000036380)

Main id: BioDeep_00000017293

 

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

10 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)

19 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]
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  • 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]
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  • 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]
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  • 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]
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  • 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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  • 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]
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