.beta-Penta-O-galloyl-D-glucose (BioDeep_00000842256)

   


代谢物信息卡片


.beta-Penta-O-galloyl-D-glucose

化学式: C41H32O26 (940.1182)
中文名称:
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: C1=C(C=C(C(=C1O)O)O)C(=O)OCC2C(C(C(C(O2)OC(=O)C3=CC(=C(C(=C3)O)O)O)OC(=O)C4=CC(=C(C(=C4)O)O)O)OC(=O)C5=CC(=C(C(=C5)O)O)O)OC(=O)C6=CC(=C(C(=C6)O)O)O
InChI: InChI=1S/C41H32O26/c42-17-1-12(2-18(43)28(17)52)36(57)62-11-27-33(64-37(58)13-3-19(44)29(53)20(45)4-13)34(65-38(59)14-5-21(46)30(54)22(47)6-14)35(66-39(60)15-7-23(48)31(55)24(49)8-15)41(63-27)67-40(61)16-9-25(50)32(56)26(51)10-16/h1-10,27,33-35,41-56H,11H2

描述信息

D007004 - Hypoglycemic Agents > D065089 - Glycoside Hydrolase Inhibitors
D004791 - Enzyme Inhibitors

同义名列表

1 个代谢物同义名

.beta-Penta-O-galloyl-D-glucose



数据库引用编号

3 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)

9 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


文献列表

  • Yeong-Geun Lee, Kyung Won Kang, Woojae Hong, Yeon Hwa Kim, Jen Taek Oh, Dae Won Park, Minsung Ko, Yun-Feng Bai, Young-Jin Seo, Sang-Myeong Lee, Hyunggun Kim, Se Chan Kang. Potent antiviral activity of Agrimonia pilosa, Galla rhois, and their components against SARS-CoV-2. Bioorganic & medicinal chemistry. 2021 09; 45(?):116329. doi: 10.1016/j.bmc.2021.116329. [PMID: 34329818]
  • Rajni Kant, Chung-Kuang Lu, Hien Minh Nguyen, Hui-Hua Hsiao, Chao-Ju Chen, Hui-Pin Hsiao, Kai-Jay Lin, Cheng-Chieh Fang, Chia-Hung Yen. 1,2,3,4,6 penta-O-galloyl-β-D-glucose ameliorates high-fat diet-induced nonalcoholic fatty liver disease and maintains the expression of genes involved in lipid homeostasis in mice. Biomedicine & pharmacotherapy = Biomedecine & pharmacotherapie. 2020 Sep; 129(?):110348. doi: 10.1016/j.biopha.2020.110348. [PMID: 32554245]
  • Ji Hun Park, Min Chol Kho, Hyun Cheol Oh, Youn Chul Kim, Jung Joo Yoon, Yun Jung Lee, Dae Gill Kang, Ho Sub Lee. 1,[Formula: see text]2,[Formula: see text]3,[Formula: see text]4,[Formula: see text]6-Penta-O-Galloyl-β-D-Glucose from Galla rhois Ameliorates Renal Tubular Injury and Microvascular Inflammation in Acute Kidney Injury Rats. The American journal of Chinese medicine. 2018; 46(4):785-800. doi: 10.1142/s0192415x18500416. [PMID: 29754505]
  • Pimsumon Jiamboonsri, Pimolpan Pithayanukul, Rapepol Bavovada, Jiraporn Leanpolchareanchai, Taijun Yin, Song Gao, Ming Hu. Factors Influencing Oral Bioavailability of Thai Mango Seed Kernel Extract and Its Key Phenolic Principles. Molecules (Basel, Switzerland). 2015 Nov; 20(12):21254-73. doi: 10.3390/molecules201219759. [PMID: 26633325]
  • Wenhua Zhao, Viktoria Haller, Andreas Ritsch. The polyphenol PGG enhances expression of SR-BI and ABCA1 in J774 and THP-1 macrophages. Atherosclerosis. 2015 Oct; 242(2):611-7. doi: 10.1016/j.atherosclerosis.2015.08.025. [PMID: 26322417]
  • Yoon Hee Kim, Xue Yang, Shuya Yamashita, Motofumi Kumazoe, Yuhui Huang, Kanami Nakahara, Yeong Seon Won, Motoki Murata, I-Chian Lin, Hirofumi Tachibana. 1,2,3,4,6-penta-O-galloyl-β-D-glucopyranose increases a population of T regulatory cells and inhibits IgE production in ovalbumin-sensitized mice. International immunopharmacology. 2015 May; 26(1):30-6. doi: 10.1016/j.intimp.2015.02.025. [PMID: 25737197]
  • C G Mohan, G L Viswanatha, G Savinay, C E Rajendra, Praveen D Halemani. 1,2,3,4,6 Penta-O-galloyl-β-d-glucose, a bioactivity guided isolated compound from Mangifera indica inhibits 11β-HSD-1 and ameliorates high fat diet-induced diabetes in C57BL/6 mice. Phytomedicine : international journal of phytotherapy and phytopharmacology. 2013 Mar; 20(5):417-26. doi: 10.1016/j.phymed.2012.12.020. [PMID: 23353053]
  • Tae-Rin Kwon, Soo-Jin Jeong, Hyo-Jeong Lee, Hyo-Jung Lee, Eun Jung Sohn, Ji Hoon Jung, Ji-Hyun Kim, Deok-Beom Jung, Junxaun Lu, Sung-Hoon Kim. Reactive oxygen species-mediated activation of JNK and down-regulation of DAXX are critically involved in penta-O-galloyl-beta-d-glucose-induced apoptosis in chronic myeloid leukemia K562 cells. Biochemical and biophysical research communications. 2012 Aug; 424(3):530-7. doi: 10.1016/j.bbrc.2012.06.150. [PMID: 22771329]
  • Ho-Geon Ryu, Soo-Jin Jeong, Hee-Young Kwon, Hyo-Jung Lee, Eun-Ok Lee, Min-Ho Lee, Seung Hoon Choi, Kyoo Seok Ahn, Sung-Hoon Kim. Penta-O-galloyl-β-D-glucose attenuates cisplatin-induced nephrotoxicity via reactive oxygen species reduction in renal epithelial cells and enhances antitumor activity in Caki-2 renal cancer cells. Toxicology in vitro : an international journal published in association with BIBRA. 2012 Mar; 26(2):206-14. doi: 10.1016/j.tiv.2011.11.012. [PMID: 22172427]
  • Sanja Matic, Snezana Stanic, Desanka Bogojevic, Slavica Solujic, Nevena Grdovic, Melita Vidakovic, Mirjana Mihailovic. Genotoxic potential of Cotinus coggygria Scop. (Anacardiaceae) stem extract in vivo. Genetics and molecular biology. 2011 Apr; 34(2):298-303. doi: 10.1590/s1415-47572011005000001. [PMID: 21734833]
  • Marina A Dobreva, Richard A Frazier, Irene Mueller-Harvey, Luke A Clifton, An Gea, Rebecca J Green. Binding of pentagalloyl glucose to two globular proteins occurs via multiple surface sites. Biomacromolecules. 2011 Mar; 12(3):710-5. doi: 10.1021/bm101341s. [PMID: 21250665]
  • Hyo-Jung Lee, Soo-Jin Jeong, Hyo-Jeong Lee, Eun-Ok Lee, Hyunsu Bae, John C Lieske, Sung-Hoon Kim. 1,2,3,4,6-Penta-O-galloyl-beta-D-glucose reduces renal crystallization and oxidative stress in a hyperoxaluric rat model. Kidney international. 2011 Mar; 79(5):538-45. doi: 10.1038/ki.2010.458. [PMID: 21085110]
  • Li Li, Ahmad Ali Shaik, Jinhui Zhang, Katai Nhkata, Lei Wang, Yong Zhang, Chengguo Xing, Sung-Hoon Kim, Junxuan Lü. Preparation of penta-O-galloyl-β-D-glucose from tannic acid and plasma pharmacokinetic analyses by liquid-liquid extraction and reverse-phase HPLC. Journal of pharmaceutical and biomedical analysis. 2011 Feb; 54(3):545-50. doi: 10.1016/j.jpba.2010.09.028. [PMID: 20970943]
  • María Jesús González, Josep Lluís Torres, Isabel Medina. Impact of thermal processing on the activity of gallotannins and condensed tannins from Hamamelis virginiana used as functional ingredients in seafood. Journal of agricultural and food chemistry. 2010 Apr; 58(7):4274-83. doi: 10.1021/jf904032y. [PMID: 20222659]
  • Yubo Chai, Hyo-Jeong Lee, Ahmad Ali Shaik, Katai Nkhata, Chengguo Xing, Jinhui Zhang, Soo-Jin Jeong, Sung-Hoon Kim, Junxuan Lu. Penta-O-galloyl-beta-D-glucose induces G1 arrest and DNA replicative S-phase arrest independently of cyclin-dependent kinase inhibitor 1A, cyclin-dependent kinase inhibitor 1B and P53 in human breast cancer cells and is orally active against triple negative xenograft growth. Breast cancer research : BCR. 2010; 12(5):R67. doi: 10.1186/bcr2634. [PMID: 20809980]
  • Jae-Ho Lee, Matthew Yehl, Kwang Seok Ahn, Sung-Hoon Kim, John C Lieske. 1,2,3,4,6-penta-O-galloyl-beta-D-glucose attenuates renal cell migration, hyaluronan expression, and crystal adhesion. European journal of pharmacology. 2009 Mar; 606(1-3):32-7. doi: 10.1016/j.ejphar.2009.01.024. [PMID: 19374853]
  • Eddie R Deaville, Rebecca J Green, Irene Mueller-Harvey, Ian Willoughby, Richard A Frazier. Hydrolyzable tannin structures influence relative globular and random coil protein binding strengths. Journal of agricultural and food chemistry. 2007 May; 55(11):4554-61. doi: 10.1021/jf063770o. [PMID: 17474755]
  • Thomas Hofmann, Arne Glabasnia, Bernd Schwarz, Kimberly N Wisman, Kelly A Gangwer, Ann E Hagerman. Protein binding and astringent taste of a polymeric procyanidin, 1,2,3,4,6-penta-O-galloyl-beta-D-glucopyranose, castalagin, and grandinin. Journal of agricultural and food chemistry. 2006 Dec; 54(25):9503-9. doi: 10.1021/jf062272c. [PMID: 17147439]
  • Kuihua Cai, Anders Bennick. Effect of salivary proteins on the transport of tannin and quercetin across intestinal epithelial cells in culture. Biochemical pharmacology. 2006 Oct; 72(8):974-80. doi: 10.1016/j.bcp.2006.06.026. [PMID: 16890919]
  • Raymond V Barbehenn, Christopher P Jones, Maarit Karonen, Juha-Pekka Salminen. Tannin composition affects the oxidative activities of tree leaves. Journal of chemical ecology. 2006 Oct; 32(10):2235-51. doi: 10.1007/s10886-006-9142-8. [PMID: 17031601]
  • Won Kyung Jeon, Ju Hyun Lee, Ho Kyoung Kim, A Yeong Lee, Sung Ok Lee, Young Sup Kim, Shi Yong Ryu, Soo Young Kim, Yong Jin Lee, Byoung Seob Ko. Anti-platelet effects of bioactive compounds isolated from the bark of Rhus verniciflua Stokes. Journal of ethnopharmacology. 2006 Jun; 106(1):62-9. doi: 10.1016/j.jep.2005.12.015. [PMID: 16431050]
  • Kuihua Cai, Ann E Hagerman, Robert E Minto, Anders Bennick. Decreased polyphenol transport across cultured intestinal cells by a salivary proline-rich protein. Biochemical pharmacology. 2006 May; 71(11):1570-80. doi: 10.1016/j.bcp.2006.02.013. [PMID: 16580640]
  • Myeong-Sim Ji, Xiang-Lan Piao, Yu-Lan Jin, Ro Dong Park. Anticoagulant 1,2,3,4,6-pentagalloyl-beta-D-glucopyranose isolated from geranium (Pelargonium inquinans Ait). Archives of pharmacal research. 2005 Sep; 28(9):1037-41. doi: 10.1007/bf02977398. [PMID: 16212234]
  • Yumin Chen, Ann E Hagerman. Reaction pH and protein affect the oxidation products of beta-pentagalloyl glucose. Free radical research. 2005 Feb; 39(2):117-24. doi: 10.1080/10715760400013789. [PMID: 15763959]
  • Yumin Chen, Ann E Hagerman. Quantitative examination of oxidized polyphenol-protein complexes. Journal of agricultural and food chemistry. 2004 Oct; 52(20):6061-7. doi: 10.1021/jf049602i. [PMID: 15453667]
  • Yumin Chen, Ann E Hagerman. Characterization of soluble non-covalent complexes between bovine serum albumin and beta-1,2,3,4,6-penta-O-galloyl-D-glucopyranose by MALDI-TOF MS. Journal of agricultural and food chemistry. 2004 Jun; 52(12):4008-11. doi: 10.1021/jf035536t. [PMID: 15186130]
  • Junko Sugatani, Nana Fukazawa, Kenji Ujihara, Kouichi Yoshinari, Ikuo Abe, Hiroshi Noguchi, Masao Miwa. Tea polyphenols inhibit acetyl-CoA:1-alkyl-sn-glycero-3-phosphocholine acetyltransferase (a key enzyme in platelet-activating factor biosynthesis) and platelet-activating factor-induced platelet aggregation. International archives of allergy and immunology. 2004 May; 134(1):17-28. doi: 10.1159/000077529. [PMID: 15051936]
  • A Sugaya, T Suzuki, E Sugaya, N Yuyama, K Yasuda, T Tsuda. Inhibitory effect of peony root extract on pentylenetetrazol-induced EEG power spectrum changes and extracellular calcium concentration changes in rat cerebral cortex. Journal of ethnopharmacology. 1991 May; 33(1-2):159-67. doi: 10.1016/0378-8741(91)90174-c. [PMID: 1943164]