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Chemical Compound Review

CHEMBL382408     [(2S,3R,4S,5R,6R)-2,3,5- tris[(3,4,5...

Synonyms: CHEBI:18082, MEGxp0_001051, DNC008869, NP-003130, ACon1_000145, ...
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Disease relevance of beta-Penta-O-galloyl-glucose


High impact information on beta-Penta-O-galloyl-glucose


Biological context of beta-Penta-O-galloyl-glucose


Anatomical context of beta-Penta-O-galloyl-glucose


Associations of beta-Penta-O-galloyl-glucose with other chemical compounds


Gene context of beta-Penta-O-galloyl-glucose


Analytical, diagnostic and therapeutic context of beta-Penta-O-galloyl-glucose

  • The CZE method was used to determine the content of paeonol, oxypaeoniflorin, benzoic acid, pentagalloylglucose and gallic acid, and MEKC technique based on sodium cholate was applied to analyze albiflorin, paeoniflorin, benzoyla biflorin, paeonol and oxypaeoniflorin [20].
  • The water extract of peony roots, albiflorin and pentagalloylglucose given orally completely inhibited the EEG power spectrum changes as well as the extracellular calcium and potassium concentration changes related to seizure activity [21].
  • After preparation using standard methods, including silica gel chromatography and HPLC, we obtained 1, 2, 3, 4, 6-beta-d-pentagalloylglucose (PGG), with lipid A-binding ability [14].


  1. Induction of G1 arrest and apoptosis in human jurkat T cells by pentagalloylglucose through inhibiting proteasome activity and elevating p27Kip1, p21Cip1/WAF1, and Bax proteins. Chen, W.J., Lin, J.K. J. Biol. Chem. (2004) [Pubmed]
  2. In vitro anti-proliferative effect of 1,2,3,4,6-penta-O-galloyl-beta-D-glucose on human hepatocellular carcinoma cell line, SK-HEP-1 cells. Oh, G.S., Pae, H.O., Oh, H., Hong, S.G., Kim, I.K., Chai, K.Y., Yun, Y.G., Kwon, T.O., Chung, H.T. Cancer Lett. (2001) [Pubmed]
  3. Inhibitory effects of galloylglucose on nicotinamide adenine dinucleotide dehydrogenases of the aerobic respiratory chain of Escherichia coli. Konishi, K., Adachi, H., Kita, K., Horikoshi, I. Chem. Pharm. Bull. (1990) [Pubmed]
  4. In Vitro Antiviral Activity of 1,2,3,4,6-Penta-O-galloyl-beta-D-glucose against Hepatitis B Virus. Lee, S.J., Lee, H.K., Jung, M.K., Mar, W. Biol. Pharm. Bull. (2006) [Pubmed]
  5. Induction of G1 phase arrest in MCF human breast cancer cells by pentagalloylglucose through the down-regulation of CDK4 and CDK2 activities and up-regulation of the CDK inhibitors p27(Kip) and p21(Cip). Chen, W.J., Chang, C.Y., Lin, J.K. Biochem. Pharmacol. (2003) [Pubmed]
  6. Biosynthesis of gallotannins: formation of polygalloylglucoses by enzymatic acylation of 1,2,3,4,6-penta-O-galloylglucose. Hofmann, A.S., Gross, G.G. Arch. Biochem. Biophys. (1990) [Pubmed]
  7. 1,2,3,4,6-Penta-O-galloyl-beta-D-glucose protects rat neuronal cells (Neuro 2A) from hydrogen peroxide-mediated cell death via the induction of heme oxygenase-1. Choi, B.M., Kim, H.J., Oh, G.S., Pae, H.O., Oh, H., Jeong, S., Kwon, T.O., Kim, Y.M., Chung, H.T. Neurosci. Lett. (2002) [Pubmed]
  8. The effects of 1,2,3,4,6-penta-O-galloyl-beta-D-glucose on rat liver mitochondrial respiration. Adachi, H., Konishi, K., Horikoshi, I. Chem. Pharm. Bull. (1989) [Pubmed]
  9. Pentagalloylglucose, an antisecretory component of Paeoniae radix, inhibits gastric H+, K(+)-ATPase. Ono, K., Sawada, T., Murata, Y., Saito, E., Iwasaki, A., Arakawa, Y., Kurokawa, K., Hashimoto, Y. Clin. Chim. Acta (2000) [Pubmed]
  10. Endothelium-dependent vasodilator effect of extract prepared from the roots of Paeonia lactiflora on isolated rat aorta. Goto, H., Shimada, Y., Akechi, Y., Kohta, K., Hattori, M., Terasawa, K. Planta Med. (1996) [Pubmed]
  11. Biosynthesis and subcellular distribution of hydrolyzable tannins. Grundhöfer, P., Niemetz, R., Schilling, G., Gross, G.G. Phytochemistry (2001) [Pubmed]
  12. Purification and characterization of pentagalloylglucose, and alpha-glucosidase inhibitor/antibiotic from the freshwater green alga Spirogyra varians. Cannell, R.J., Farmer, P., Walker, J.M. Biochem. J. (1988) [Pubmed]
  13. A Comparative Study on Commercial Samples of the Roots of Paeonia vitchii and P. lactiflora. Chuang, W.C., Lin, W.C., Sheu, S.J., Chiou, S.H., Chang, H.C., Chen, Y.P. Planta Med. (1996) [Pubmed]
  14. The screening and isolation of an effective anti-endotoxin monomer from Radix Paeoniae Rubra using affinity biosensor technology. Genfa, L., Jiang, Z., Hong, Z., Yimin, Z., Liangxi, W., Guo, W., Ming, H., Donglen, J., Lizhao, W. Int. Immunopharmacol. (2005) [Pubmed]
  15. Water-soluble complexes formed by natural polyphenols and bovine serum albumin: evidence from gel electrophoresis. Kusuda, M., Hatano, T., Yoshida, T. Biosci. Biotechnol. Biochem. (2006) [Pubmed]
  16. Pentagalloylglucose inhibits estrogen receptor alpha by lysosome-dependent depletion and modulates ErbB/PI3K/Akt pathway in human breast cancer MCF-7 cells. Hua, K.T., Way, T.D., Lin, J.K. Mol. Carcinog. (2006) [Pubmed]
  17. 1,2,3,4,6-penta-O-galloyl-beta-D-glucose up-regulates heme oxygenase-1 expression by stimulating Nrf2 nuclear translocation in an extracellular signal-regulated kinase-dependent manner in HepG2 cells. Pae, H.O., Oh, G.S., Jeong, S.O., Jeong, G.S., Lee, B.S., Choi, B.M., Lee, H.S., Chung, H.T. World J. Gastroenterol. (2006) [Pubmed]
  18. 1,2,3,4,6-Penta-O-galloyl-beta-D-glucose blocks endothelial cell growth and tube formation through inhibition of VEGF binding to VEGF receptor. Lee, S.J., Lee, H.M., Ji, S.T., Lee, S.R., Mar, W., Gho, Y.S. Cancer Lett. (2004) [Pubmed]
  19. Inhibition of inducible nitric oxide synthase and cyclooxygenase-2 activity by 1,2,3,4,6-penta-O-galloyl-beta-D-glucose in murine macrophage cells. Lee, S.J., Lee, I.S., Mar, W. Arch. Pharm. Res. (2003) [Pubmed]
  20. Capillary electrophoretic determination of the constituents of paeoniae radix. Wu, H.K., Sheu, S.J. Journal of chromatography. A. (1996) [Pubmed]
  21. Inhibitory effect of peony root extract on pentylenetetrazol-induced EEG power spectrum changes and extracellular calcium concentration changes in rat cerebral cortex. Sugaya, A., Suzuki, T., Sugaya, E., Yuyama, N., Yasuda, K., Tsuda, T. Journal of ethnopharmacology. (1991) [Pubmed]
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