(-)-Catechin 3-O-gallate (BioDeep_00000017299)

 

Secondary id: BioDeep_00000269608, BioDeep_00000400547

human metabolite PANOMIX_OTCML-2023 Endogenous Volatile Flavor Compounds


代谢物信息卡片


Benzoic acid, 3,4,5-trihydroxy-, 2-(3,4-dihydroxyphenyl)-3,4-dihydro-5,7-dihydroxy-2H-1-benzopyran-3-yl ester, (2S-trans)-

化学式: C22H18O10 (442.0899928)
中文名称: 儿茶素没食子酸酯, （-）-儿茶素没食子酸酯
谱图信息: 最多检出来源 Viridiplantae(plant) 1.44%

分子结构信息

SMILES: C1(O)C=C2O[C@@H](C3C=C(O)C(O)=CC=3)[C@H](OC(C3C=C(O)C(O)=C(O)C=3)=O)CC2=C(O)C=1
InChI: InChI=1S/C22H18O10/c23-11-6-14(25)12-8-19(32-22(30)10-4-16(27)20(29)17(28)5-10)21(31-18(12)7-11)9-1-2-13(24)15(26)3-9/h1-7,19,21,23-29H,8H2

描述信息

(-)-catechin-3-O-gallate is a gallate ester obtained by formal condensation of the carboxy group of gallic acid with the (3R)-hydroxy group of (-)-catechin. It has a role as a metabolite. It is a gallate ester, a polyphenol and a member of flavans. It is functionally related to a (-)-catechin and a gallic acid. It is an enantiomer of a (+)-catechin-3-O-gallate.
(-)-Catechin gallate is a natural product found in Rheum palmatum, Vitis vinifera, and other organisms with data available.
A gallate ester obtained by formal condensation of the carboxy group of gallic acid with the (3R)-hydroxy group of (-)-catechin.
(-)-Catechin 3-O-gallate is a polyphenol compound found in foods of plant origin (PMID: 20428313)
(-)-Catechin gallate is a minor constituent in green tea catechins. (-)-Catechin gallate inhibits the activity of COX-1 and COX-2 enzymes.
(-)-Catechin gallate is a minor constituent in green tea catechins. (-)-Catechin gallate inhibits the activity of COX-1 and COX-2 enzymes.
(-)-Catechin gallate is a minor constituent in green tea catechins. (-)-Catechin gallate inhibits the activity of COX-1 and COX-2 enzymes.
(-)-Catechin gallate is a minor constituent in green tea catechins. (-)-Catechin gallate inhibits the activity of COX-1 and COX-2 enzymes.

同义名列表

31 个代谢物同义名

Benzoic acid, 3,4,5-trihydroxy-, 2-(3,4-dihydroxyphenyl)-3,4-dihydro-5,7-dihydroxy-2H-1-benzopyran-3-yl ester, (2S-trans)-; Benzoic acid, 3,4,5-trihydroxy-, (2S,3R)-2-(3,4-dihydroxyphenyl)-3,4-dihydro-5,7-dihydroxy-2H-1-benzopyran-3-yl ester; (2S,3R)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3,4-dihydro-2H-1-benzopyran-3-yl 3,4,5-trihydroxybenzoate; (2S,3R)-2-(3,4-Dihydroxyphenyl)-3,4-dihydro-1(2H)-benzopyran-3,5,7-triol 3-(3,4,5-trihydroxybenzoate); [(2S,3R)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3,4-dihydro-2H-chromen-3-yl] 3,4,5-trihydroxybenzoate; (2S,3R)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3,4-dihydro-2H-chromen-3-yl 3,4,5-trihydroxybenzoate; 3,4,5-Trihydroxy-benzoic acid (2S,3R)-2-(3,4-dihydroxy-phenyl)-5,7-dihydroxy-chroman-3-yl ester; [(2S,3R)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-chroman-3-yl] 3,4,5-trihydroxybenzoate; (2S,3R)-2-(3,4-Dihydroxyphenyl)-5,7-dihydroxychroman-3-yl 3,4,5-trihydroxybenzoate; (-)-Catechin gallate, >=98\\% (HPLC), from green tea; (-)-Catechin gallate; 3-(3,4,5-trihydroxybenzoate); ent-Catechin 3-O-gallic acid; (-)-Catechin 3-O-gallic acid; ent-Catechin 3-gallic acid; (-)-catechin 3-o-gallate; (-)-catechin-3-o-gallate; (-)-Catechin gallate(CG); ent-Catechin 3-O-gallate; (-)-Catechin 3-gallate; Catechin gallate, (-)-; (?)-Catechin gallate; (-)-Catechin gallate; BCatechin gallate; catechin gallate; UNII-0KT1FO6VO6; (-)-Catechin; 0KT1FO6VO6; C22H18O10; (-)-CG; (-)-epicatechingallate; (-)-Catechin gallate



数据库引用编号

21 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)

23 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

  • Leandro Rocha Silva, Paulo Fernando da Silva Santos-Júnior, Júlia de Andrade Brandão, Letícia Anderson, Ênio José Bassi, João Xavier de Araújo-Júnior, Sílvia Helena Cardoso, Edeildo Ferreira da Silva-Júnior. Druggable targets from coronaviruses for designing new antiviral drugs. Bioorganic & medicinal chemistry. 2020 11; 28(22):115745. doi: 10.1016/j.bmc.2020.115745. [PMID: 33007557]
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  • Patrick Müller, Kevin M Downard. Catechin inhibition of influenza neuraminidase and its molecular basis with mass spectrometry. Journal of pharmaceutical and biomedical analysis. 2015; 111(?):222-30. doi: 10.1016/j.jpba.2015.03.014. [PMID: 25910046]
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  • Hsu-Hung Tseng, Pei-Ni Chen, Wu-Hsien Kuo, Jhih-Wei Wang, Shu-Chen Chu, Yih-Shou Hsieh. Antimetastatic potentials of Phyllanthus urinaria L on A549 and Lewis lung carcinoma cells via repression of matrix-degrading proteases. Integrative cancer therapies. 2012 Sep; 11(3):267-78. doi: 10.1177/1534735411417128. [PMID: 22144737]
  • Fernando Sánchez-Patán, Raquel Tabasco, María Monagas, Teresa Requena, Carmen Peláez, M Victoria Moreno-Arribas, Begoña Bartolomé. Capability of Lactobacillus plantarum IFPL935 to catabolize flavan-3-ol compounds and complex phenolic extracts. Journal of agricultural and food chemistry. 2012 Jul; 60(29):7142-51. doi: 10.1021/jf3006867. [PMID: 22646528]
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  • Jin Wang, Yong-Ming Zhao, Chun-Yan Guo, Shao-Meng Zhang, Chun-Lei Liu, Dan-Shen Zhang, Xue-Mei Bai. Ultrasound-assisted extraction of total flavonoids from Inula helenium. Pharmacognosy magazine. 2012 Apr; 8(30):166-70. doi: 10.4103/0973-1296.96581. [PMID: 22701292]
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  • Reşat Apak, Sema Demirci Çekiç, Aydan Cetinkaya, Hayati Filik, Mustafa Hayvalı, Emine Kılıç. Selective determination of catechin among phenolic antioxidants with the use of a novel optical fiber reflectance sensor based on indophenol dye formation on nano-sized TiO₂. Journal of agricultural and food chemistry. 2012 Mar; 60(11):2769-77. doi: 10.1021/jf204061s. [PMID: 22339278]
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  • Suraj P Shrestha, John A Thompson, Michael F Wempe, Mallikarjuna Gu, Rajesh Agarwal, Chapla Agarwal. Glucuronidation and methylation of procyanidin dimers b2 and 3,3″-di-o-galloyl-b2 and corresponding monomers epicatechin and 3-o-galloyl-epicatechin in mouse liver. Pharmaceutical research. 2012 Mar; 29(3):856-65. doi: 10.1007/s11095-011-0614-3. [PMID: 22068277]
  • Victoria Samanidou, Anastasios Tsagiannidis, Ioannis Sarakatsianos. Simultaneous determination of polyphenols and major purine alkaloids in Greek Sideritis species, herbal extracts, green tea, black tea, and coffee by high-performance liquid chromatography-diode array detection. Journal of separation science. 2012 Feb; 35(4):608-15. doi: 10.1002/jssc.201100894. [PMID: 22282422]
  • Rosalind J Miller, Kim G Jackson, Tony Dadd, Beate Nicol, Joanne L Dick, Andrew E Mayes, A Louise Brown, Anne M Minihane. A preliminary investigation of the impact of catechol-O-methyltransferase genotype on the absorption and metabolism of green tea catechins. European journal of nutrition. 2012 Feb; 51(1):47-55. doi: 10.1007/s00394-011-0189-0. [PMID: 21445620]
  • Yea-Tzy Deng, Tsai-Wen Chang, Ming-Shyue Lee, Jen-Kun Lin. Suppression of free fatty acid-induced insulin resistance by phytopolyphenols in C2C12 mouse skeletal muscle cells. Journal of agricultural and food chemistry. 2012 Feb; 60(4):1059-66. doi: 10.1021/jf204496f. [PMID: 22191431]
  • Soo-Kyong Choi, Xian-Hua Zhang, Jung-Sook Seo. Suppression of oxidative stress by grape seed supplementation in rats. Nutrition research and practice. 2012 Feb; 6(1):3-8. doi: 10.4162/nrp.2012.6.1.3. [PMID: 22413034]
  • Yixiang Wang, Qing Li, Qian Wang, Yujiao Li, Junhong Ling, Lili Liu, Xiaohui Chen, Kaishun Bi. Simultaneous determination of seven bioactive components in Oolong tea Camellia sinensis: quality control by chemical composition and HPLC fingerprints. Journal of agricultural and food chemistry. 2012 Jan; 60(1):256-60. doi: 10.1021/jf204312w. [PMID: 22098505]
  • Kabir Mustapha Umar, S M Abdulkarim, Son Radu, Azizah Abdul Hamid, Nazamid Saari. Engineering the production of major catechins by Escherichia coli carrying metabolite genes of Camellia sinensis. TheScientificWorldJournal. 2012; 2012(?):529031. doi: 10.1100/2012/529031. [PMID: 22645428]
  • George Binh Lenon, Kang Xiao Li, Yung-Hsien Chang, Angela Weihong Yang, Clifford Da Costa, Chun Guang Li, Marc Cohen, Neil Mann, Charlie C L Xue. Efficacy and Safety of a Chinese Herbal Medicine Formula (RCM-104) in the Management of Simple Obesity: A Randomized, Placebo-Controlled Clinical Trial. Evidence-based complementary and alternative medicine : eCAM. 2012; 2012(?):435702. doi: 10.1155/2012/435702. [PMID: 22550541]
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  • Aristidis S Veskoukis, Antonios Kyparos, Michalis G Nikolaidis, Dimitrios Stagos, Nektarios Aligiannis, Maria Halabalaki, Konstantinos Chronis, Nikolaos Goutzourelas, Leandros Skaltsounis, Dimitrios Kouretas. The antioxidant effects of a polyphenol-rich grape pomace extract in vitro do not correspond in vivo using exercise as an oxidant stimulus. Oxidative medicine and cellular longevity. 2012; 2012(?):185867. doi: 10.1155/2012/185867. [PMID: 22693650]
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  • Denisa Margina, Mihaela Ilie, Daniela Gradinaru. Quercetin and epigallocatechin gallate induce in vitro a dose-dependent stiffening and hyperpolarizing effect on the cell membrane of human mononuclear blood cells. International journal of molecular sciences. 2012; 13(4):4839-59. doi: 10.3390/ijms13044839. [PMID: 22606013]
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