(+)-Gallocatechin (BioDeep_00000002602)

Main id: BioDeep_00000229919

 

human metabolite PANOMIX_OTCML-2023 Antitumor activity BioNovoGene_Lab2019


代谢物信息卡片


(2R,3S)-3,4-dihydro-2-(3,4,5-trihydroxyphenyl)-2H-1-benzopyran-3,5,7-triol

化学式: C15H14O7 (306.0739)
中文名称: 儿茶素, 没食子儿茶素、棓儿茶酸
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: c1(cc(c2c(c1)O[C@@H]([C@H](C2)O)c1cc(c(c(c1)O)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+/m0/s1

描述信息

Widespread in plants; found especies in green tea, redcurrants, gooseberries and marrowfat peas. Potential nutriceutical. Gallocatechin is found in many foods, some of which are broad bean, broccoli, quince, and common grape.
(+)-Gallocatechin is found in adzuki bean. (+)-Gallocatechin is widespread in plants; found especially in green tea, redcurrants, gooseberries and marrowfat peas. Potential nutriceutical.
(+)-Gallocatechin is a polyphenol compound from green tea, possesses anticancer activity[1].
(+)-Gallocatechin is a polyphenol compound from green tea, possesses anticancer activity[1].
(+)-Gallocatechin is a polyphenol compound from green tea, possesses anticancer activity[1].
(+)-Gallocatechin is a polyphenol compound from green tea, possesses anticancer activity[1].

同义名列表

21 个代谢物同义名

(2R,3S)-3,4-dihydro-2-(3,4,5-trihydroxyphenyl)-2H-1-benzopyran-3,5,7-triol; (2R,3S)-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-3,5,7-triol; (+)-trans-3,3,4,5,5,7-Hexahydroxyflavan; (2R,3S)-flavan-3,3,4,5,5,7-hexol; (2R,3S)-flavan-3,5,7,3,4,5-hexol; gallocatechol, (2S-trans)-isomer; gallocatechol, (2R-trans)-isomer; gallocatechol, (2R-cis)-isomer; (2R,3S)-(+)-gallocatechin; (2R,3S)-gallocatechin; (+)-Gallocatechin; (+)-gallocatechol; Epigallocatechin; epigallocatechol; d-Gallocatechol; d-Gallocatechin; gallocatechol; gallocatechin; NSC 674038; Casuarin; (+)-Gallocatechin



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(1)

PlantCyc(1)

代谢反应

9 个相关的代谢反应过程信息。

Reactome(0)

BioCyc(1)

WikiPathways(1)

Plant Reactome(0)

INOH(0)

PlantCyc(7)

COVID-19 Disease Map(0)

PathBank(0)

PharmGKB(0)

187 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。

亚细胞结构定位 关联基因列表
Cytoplasm 10 ABCB1, BCL2, CASP3, CAT, MAPK14, PIK3CA, PTGS1, PTGS2, TYR, XDH
Peripheral membrane protein 2 PTGS1, PTGS2
Endoplasmic reticulum membrane 3 BCL2, PTGS1, PTGS2
Mitochondrion membrane 1 ABCG2
Nucleus 4 BCL2, CASP3, CLK1, MAPK14
cytosol 6 BCL2, CASP3, CAT, MAPK14, PIK3CA, XDH
mitochondrial membrane 1 ABCG2
nucleoplasm 3 ABCG2, CASP3, MAPK14
Cell membrane 3 ABCB1, ABCG2, TNF
lamellipodium 1 PIK3CA
Multi-pass membrane protein 2 ABCB1, ABCG2
cell surface 2 ABCB1, TNF
glutamatergic synapse 2 CASP3, MAPK14
Golgi apparatus 1 PTGS1
Golgi membrane 1 INS
lysosomal membrane 2 EGF, GAA
neuronal cell body 2 CASP3, TNF
Lysosome 2 GAA, TYR
plasma membrane 6 ABCB1, ABCG2, EGF, GAA, PIK3CA, TNF
Membrane 6 ABCB1, ABCG2, BCL2, CAT, EGF, GAA
apical plasma membrane 2 ABCB1, ABCG2
caveola 1 PTGS2
extracellular exosome 6 ABCB1, ARSF, CAT, EGF, GAA, PTGS1
Lysosome membrane 1 GAA
endoplasmic reticulum 2 BCL2, PTGS2
extracellular space 7 EGF, IL10, IL4, IL6, INS, TNF, XDH
lysosomal lumen 1 GAA
perinuclear region of cytoplasm 2 PIK3CA, TYR
intercalated disc 1 PIK3CA
mitochondrion 3 BCL2, CAT, MAPK14
protein-containing complex 3 BCL2, CAT, PTGS2
intracellular membrane-bounded organelle 4 CAT, GAA, PTGS1, TYR
Microsome membrane 2 PTGS1, PTGS2
postsynaptic density 1 CASP3
Single-pass type I membrane protein 1 TYR
Secreted 6 ARSF, GAA, IL10, IL4, IL6, INS
extracellular region 9 CAT, EGF, GAA, IL10, IL4, IL6, INS, MAPK14, TNF
Mitochondrion outer membrane 1 BCL2
Single-pass membrane protein 1 BCL2
mitochondrial outer membrane 1 BCL2
mitochondrial matrix 1 CAT
photoreceptor outer segment 1 PTGS1
Nucleus membrane 1 BCL2
Bcl-2 family protein complex 1 BCL2
nuclear membrane 1 BCL2
external side of plasma membrane 1 TNF
Melanosome membrane 1 TYR
Golgi-associated vesicle 1 TYR
recycling endosome 1 TNF
Single-pass type II membrane protein 1 TNF
Apical cell membrane 2 ABCB1, ABCG2
Membrane raft 2 ABCG2, TNF
pore complex 1 BCL2
focal adhesion 1 CAT
Peroxisome 2 CAT, XDH
sarcoplasmic reticulum 1 XDH
Peroxisome matrix 1 CAT
peroxisomal matrix 1 CAT
peroxisomal membrane 1 CAT
nuclear speck 1 MAPK14
Nucleus inner membrane 1 PTGS2
Nucleus outer membrane 1 PTGS2
nuclear inner membrane 1 PTGS2
nuclear outer membrane 1 PTGS2
neuron projection 2 PTGS1, PTGS2
phagocytic cup 1 TNF
brush border membrane 1 ABCG2
spindle pole 1 MAPK14
Endomembrane system 1 PTGS1
endosome lumen 1 INS
tertiary granule membrane 1 GAA
Melanosome 1 TYR
myelin sheath 1 BCL2
ficolin-1-rich granule lumen 2 CAT, MAPK14
secretory granule lumen 3 CAT, INS, MAPK14
Golgi lumen 1 INS
endoplasmic reticulum lumen 4 ARSF, IL6, INS, PTGS2
platelet alpha granule lumen 1 EGF
phosphatidylinositol 3-kinase complex 1 PIK3CA
phosphatidylinositol 3-kinase complex, class IA 1 PIK3CA
transport vesicle 1 INS
azurophil granule membrane 1 GAA
Endoplasmic reticulum-Golgi intermediate compartment membrane 1 INS
clathrin-coated endocytic vesicle membrane 1 EGF
ficolin-1-rich granule membrane 1 GAA
external side of apical plasma membrane 2 ABCB1, ABCG2
death-inducing signaling complex 1 CASP3
[Tumor necrosis factor, soluble form]: Secreted 1 TNF
catalase complex 1 CAT
interleukin-6 receptor complex 1 IL6
autolysosome lumen 1 GAA
BAD-BCL-2 complex 1 BCL2
phosphatidylinositol 3-kinase complex, class IB 1 PIK3CA
[C-domain 2]: Secreted 1 TNF
[Tumor necrosis factor, membrane form]: Membrane 1 TNF
[C-domain 1]: Secreted 1 TNF


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]
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  • 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]
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  • 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]
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  • 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]
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  • 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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