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Chemical Compound Review

hesperetine     5,7-dihydroxy-2-(3-hydroxy-4- methoxy...

Synonyms: CHEMBL88169, SureCN765368, NSC-641520, AC1Q6KJM, NSC57654, ...
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Disease relevance of NSC57654

  • The ability of these flavonoids to modulate apolipoprotein B (apoB) secretion and cellular cholesterol homeostasis was determined in the human hepatoma cell line, HepG2. apoB accumulation in the media decreased in a dose-dependent manner following 24-h incubations with naringenin (up to 82%, P < 0.00001) or hesperetin (up to 74%, P < 0.002) [1].
  • The deleterious effect of hesperetin might be due to its toxicity or to the toxicity of its degradation product(s) as indicated by the inhibition of root growth [2].
  • Preinduced Rhizobium with hesperetin at a concentration of 10 microM increased nodule number on average by 60.5% and dry matter accumulation by 14% in field pea at 17 degrees C, while it was 32% and 9% at 24 degrees C, respectively [3].
  • In addition, hesperetin 7-O-(2",6"-di-O-alpha-rhamnopyranosyl)-beta-glucopyranoside (2) is reported for the first time from this plant and inhibits the influenza A virus [4].
  • In pertussis or cholera toxin (PT or CT) pretreated adipocytes, the antilipolytic action of hesperetin was unaffected [5].

High impact information on NSC57654


Chemical compound and disease context of NSC57654


Biological context of NSC57654


Anatomical context of NSC57654


Associations of NSC57654 with other chemical compounds


Gene context of NSC57654


Analytical, diagnostic and therapeutic context of NSC57654


  1. Secretion of hepatocyte apoB is inhibited by the flavonoids, naringenin and hesperetin, via reduced activity and expression of ACAT2 and MTP. Wilcox, L.J., Borradaile, N.M., de Dreu, L.E., Huff, M.W. J. Lipid Res. (2001) [Pubmed]
  2. Effect of exogenous flavonoids on nodulation of pea (Pisum sativum L.). Novák, K., Chovanec, P., Skrdleta, V., Kropácová, M., Lisá, L., Nemcová, M. J. Exp. Bot. (2002) [Pubmed]
  3. Specific flavonoids induced nod gene expression and pre-activated nod genes of Rhizobium leguminosarum increased pea (Pisum sativum L.) and lentil (Lens culinaris L.) nodulation in controlled growth chamber environments. Begum, A.A., Leibovitch, S., Migner, P., Zhang, F. J. Exp. Bot. (2001) [Pubmed]
  4. Flavanone glycosides from Citrus junos and their anti-influenza virus activity. Kim, H.K., Jeon, W.K., Ko, B.S. Planta Med. (2001) [Pubmed]
  5. Antilipolytic action of hesperetin in rat adipocytes. Kuppusamy, U.R., Das, N.P. Planta Med. (1993) [Pubmed]
  6. Flavanone absorption after naringin, hesperidin, and citrus administration. Ameer, B., Weintraub, R.A., Johnson, J.V., Yost, R.A., Rouseff, R.L. Clin. Pharmacol. Ther. (1996) [Pubmed]
  7. The flavones luteolin and apigenin inhibit in vitro antigen-specific proliferation and interferon-gamma production by murine and human autoimmune T cells. Verbeek, R., Plomp, A.C., van Tol, E.A., van Noort, J.M. Biochem. Pharmacol. (2004) [Pubmed]
  8. Luteolin inhibits an endotoxin-stimulated phosphorylation cascade and proinflammatory cytokine production in macrophages. Xagorari, A., Papapetropoulos, A., Mauromatis, A., Economou, M., Fotsis, T., Roussos, C. J. Pharmacol. Exp. Ther. (2001) [Pubmed]
  9. Plasma kinetics and urinary excretion of the flavanones naringenin and hesperetin in humans after ingestion of orange juice and grapefruit juice. Erlund, I., Meririnne, E., Alfthan, G., Aro, A. J. Nutr. (2001) [Pubmed]
  10. Antioxidant and neuroprotective effects of hesperidin and its aglycone hesperetin. Cho, J. Arch. Pharm. Res. (2006) [Pubmed]
  11. Effects of flavonoids on cyclic AMP phosphodiesterase and lipid mobilization in rat adipocytes. Kuppusamy, U.R., Das, N.P. Biochem. Pharmacol. (1992) [Pubmed]
  12. Effects of tea polyphenols and flavonoids on liver microsomal glucuronidation of estradiol and estrone. Zhu, B.T., Taneja, N., Loder, D.P., Balentine, D.A., Conney, A.H. J. Steroid Biochem. Mol. Biol. (1998) [Pubmed]
  13. Modulation of peroxynitrite-induced fibroblast injury by hesperetin: a role for intracellular scavenging and modulation of ERK signalling. Pollard, S.E., Whiteman, M., Spencer, J.P. Biochem. Biophys. Res. Commun. (2006) [Pubmed]
  14. Hesperetin: a potent antioxidant against peroxynitrite. Kim, J.Y., Jung, K.J., Choi, J.S., Chung, H.Y. Free Radic. Res. (2004) [Pubmed]
  15. Comparative study of the vasorelaxant activity, superoxide-scavenging ability and cyclic nucleotide phosphodiesterase-inhibitory effects of hesperetin and hesperidin. Orallo, F., Alvarez, E., Basaran, H., Lugnier, C. Naunyn Schmiedebergs Arch. Pharmacol. (2004) [Pubmed]
  16. Different anticonvulsive effects of hesperidin and its aglycone hesperetin on electrical activity in the rat hippocampus in-vitro. Dimpfel, W. J. Pharm. Pharmacol. (2006) [Pubmed]
  17. In vitro investigation of cytochrome P450-mediated metabolism of dietary flavonoids. Breinholt, V.M., Offord, E.A., Brouwer, C., Nielsen, S.E., Brøsen, K., Friedberg, T. Food Chem. Toxicol. (2002) [Pubmed]
  18. Schizonodiol, Schizonol, and Schizonepetosides D and E, Monoterpenoids of Schizonepeta tenuifolia Spikes1. Oshima, Y., Takata, S., Hikino, H. Planta Med. (1989) [Pubmed]
  19. Hesperetin glucuronide, a photoprotective agent arising from flavonoid metabolism in human skin fibroblasts. Proteggente, A.R., Basu-Modak, S., Kuhnle, G., Gordon, M.J., Youdim, K., Tyrrell, R., Rice-Evans, C.A. Photochem. Photobiol. (2003) [Pubmed]
  20. Bioflavonoids: selective substrates and inhibitors for cytochrome P450 CYP1A and CYP1B1. Doostdar, H., Burke, M.D., Mayer, R.T. Toxicology (2000) [Pubmed]
  21. Flavonoids promote cell migration in nontumorigenic colon epithelial cells differing in Apc genotype: implications of matrix metalloproteinase activity. Fenton, J.I., Hord, N.G. Nutrition and cancer. (2004) [Pubmed]
  22. Evaluation of the anti-allergic activity of Citrus unshiu using rat basophilic leukemia RBL-2H3 cells as well as basophils of patients with seasonal allergic rhinitis to pollen. Kobayashi, S., Tanabe, S. Int. J. Mol. Med. (2006) [Pubmed]
  23. A validated solid-phase extraction HPLC method for the simultaneous determination of the citrus flavanone aglycones hesperetin and naringenin in urine. Kanaze, F.I., Kokkalou, E., Georgarakis, M., Niopas, I. Journal of pharmaceutical and biomedical analysis. (2004) [Pubmed]
  24. Lipid-lowering efficacy of hesperetin metabolites in high-cholesterol fed rats. Kim, H.K., Jeong, T.S., Lee, M.K., Park, Y.B., Choi, M.S. Clin. Chim. Acta (2003) [Pubmed]
  25. Determination of hesperetin, cinnamic acid and nicotinic acid in propolis with micellar electrokinetic capillary chromatography. Lu, Y., Wu, C., Yuan, Z. Fitoterapia (2004) [Pubmed]
  26. Interaction between hesperetin and human serum albumin revealed by spectroscopic methods. Xie, M.X., Xu, X.Y., Wang, Y.D. Biochim. Biophys. Acta (2005) [Pubmed]
  27. Bioavailability of glucosyl hesperidin in rats. Yamada, M., Tanabe, F., Arai, N., Mitsuzumi, H., Miwa, Y., Kubota, M., Chaen, H., Kibata, M. Biosci. Biotechnol. Biochem. (2006) [Pubmed]
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