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Chemical Compound Review

BID5420     3-(4-hydroxyphenyl)-7- [(2S,3R,4S,5S,6R)-3...

Synonyms: ZINC36532642
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Disease relevance of Daidzin


Psychiatry related information on Daidzin


High impact information on Daidzin


Biological context of Daidzin


Anatomical context of Daidzin


Associations of Daidzin with other chemical compounds


Gene context of Daidzin

  • The phytoestrogens coumestrol, genistein, genistin, daidzein, daidzin and naringenin were relatively more potent with ERbeta [20].
  • Daidzin analogues that potently inhibit ALDH-2 but have no or little effect on MAO are most antidipsotropic, whereas those that also potently inhibit MAO exhibit little, if any, antidipsotropic activity [19].
  • These results, although inconclusive, are consistent with the hypothesis that daidzin may act via the mitochondrial MAO/ALDH pathway and that a biogenic aldehyde such as 5-HIAL may be important in mediating its antidipsotropic action [19].
  • The selective ALDH2 inhibitor, daidzin (0.1 mM), increased the EC50 of GTN to 7.47+/-0.93 microM [23].
  • Interestingly, daidzin, whether fed to rats only once or chronically for 7 days, did not significantly alter activities of either alcohol dehydrogenase or mitochondrial aldehyde dehydrogenase in the liver [24].

Analytical, diagnostic and therapeutic context of Daidzin


  1. Suppressive effects of dietary genistin and daidzin on rat prostate carcinogenesis. Kato, K., Takahashi, S., Cui, L., Toda, T., Suzuki, S., Futakuchi, M., Sugiura, S., Shirai, T. Jpn. J. Cancer Res. (2000) [Pubmed]
  2. Isolation of human intestinal bacteria metabolizing the natural isoflavone glycosides daidzin and genistin. Hur, H.G., Lay, J.O., Beger, R.D., Freeman, J.P., Rafii, F. Arch. Microbiol. (2000) [Pubmed]
  3. Isolating antigenotoxic components and cancer cell growth suppressors from agricultural by-products. Plewa, M.J., Berhow, M.A., Vaughn, S.F., Woods, E.J., Rundell, M., Naschansky, K., Bartolini, S., Wagner, E.D. Mutat. Res. (2001) [Pubmed]
  4. New 6-O-acyl isoflavone glycosides from soybeans fermented with Bacillus subtilis (natto). I. 6-O-succinylated isoflavone glycosides and their preventive effects on bone loss in ovariectomized rats fed a calcium-deficient diet. Toda, T., Uesugi, T., Hirai, K., Nukaya, H., Tsuji, K., Ishida, H. Biol. Pharm. Bull. (1999) [Pubmed]
  5. Synthesis of daidzin analogues as potential agents for alcohol abuse. Gao, G.Y., Li, D.J., Keung, W.M. Bioorg. Med. Chem. (2003) [Pubmed]
  6. Potentiation of the bioavailability of daidzin by an extract of Radix puerariae. Keung, W.M., Lazo, O., Kunze, L., Vallee, B.L. Proc. Natl. Acad. Sci. U.S.A. (1996) [Pubmed]
  7. Daidzin suppresses ethanol consumption by Syrian golden hamsters without blocking acetaldehyde metabolism. Keung, W.M., Lazo, O., Kunze, L., Vallee, B.L. Proc. Natl. Acad. Sci. U.S.A. (1995) [Pubmed]
  8. Daidzin: a potent, selective inhibitor of human mitochondrial aldehyde dehydrogenase. Keung, W.M., Vallee, B.L. Proc. Natl. Acad. Sci. U.S.A. (1993) [Pubmed]
  9. Anti-dipsotropic isoflavones: the potential therapeutic agents for alcohol dependence. Keung, W.M. Medicinal research reviews. (2003) [Pubmed]
  10. Estrogenicity of isoflavones on human endometrial stromal and glandular cells. Kayisli, U.A., Aksu, C.A., Berkkanoglu, M., Arici, A. J. Clin. Endocrinol. Metab. (2002) [Pubmed]
  11. Synthesis of potential antidipsotropic isoflavones: inhibitors of the mitochondrial monoamine oxidase-aldehyde dehydrogenase pathway. Gao, G.Y., Li, D.J., Keung, W.M. J. Med. Chem. (2001) [Pubmed]
  12. Method of defining equol-producer status and its frequency among vegetarians. Setchell, K.D., Cole, S.J. J. Nutr. (2006) [Pubmed]
  13. Determination of daidzein and genistein in soybean foods by automated on-line in-tube solid-phase microextraction coupled to high-performance liquid chromatography. Mitani, K., Narimatsu, S., Kataoka, H. Journal of chromatography. A. (2003) [Pubmed]
  14. Daidzein and genistein but not their glucosides are absorbed from the rat stomach. Piskula, M.K., Yamakoshi, J., Iwai, Y. FEBS Lett. (1999) [Pubmed]
  15. Hydrolysis by lactase phlorizin hydrolase is the first step in the uptake of daidzein glucosides by rat small intestine in vitro. Wilkinson, A.P., Gee, J.M., Dupont, M.S., Needs, P.W., Mellon, F.A., Williamson, G., Johnson, I.T. Xenobiotica (2003) [Pubmed]
  16. Genistin inhibits UV light-induced plasmid DNA damage and cell growth in human melanoma cells. Russo, A., Cardile, V., Lombardo, L., Vanella, L., Acquaviva, R. J. Nutr. Biochem. (2006) [Pubmed]
  17. Daidzin protects PC12 cells from serum deprivation-induced apoptosis. Ji, Z.N., Liu, G.Q. Journal of Asian natural products research. (2002) [Pubmed]
  18. Evidence for lack of absorption of soy isoflavone glycosides in humans, supporting the crucial role of intestinal metabolism for bioavailability. Setchell, K.D., Brown, N.M., Zimmer-Nechemias, L., Brashear, W.T., Wolfe, B.E., Kirschner, A.S., Heubi, J.E. Am. J. Clin. Nutr. (2002) [Pubmed]
  19. The mitochondrial monoamine oxidase-aldehyde dehydrogenase pathway: a potential site of action of daidzin. Rooke, N., Li, D.J., Li, J., Keung, W.M. J. Med. Chem. (2000) [Pubmed]
  20. Rapid yeast estrogen bioassays stably expressing human estrogen receptors alpha and beta, and green fluorescent protein: a comparison of different compounds with both receptor types. Bovee, T.F., Helsdingen, R.J., Rietjens, I.M., Keijer, J., Hoogenboom, R.L. J. Steroid Biochem. Mol. Biol. (2004) [Pubmed]
  21. Contrasting effects of puerarin and daidzin on glucose homeostasis in mice. Meezan, E., Meezan, E.M., Jones, K., Moore, R., Barnes, S., Prasain, J.K. J. Agric. Food Chem. (2005) [Pubmed]
  22. Biogenic aldehyde(s) derived from the action of monoamine oxidase may mediate the antidipsotropic effect of daidzin. Keung, W.M. Chem. Biol. Interact. (2001) [Pubmed]
  23. Contribution of aldehyde dehydrogenase to mitochondrial bioactivation of nitroglycerin: evidence for the activation of purified soluble guanylate cyclase through direct formation of nitric oxide. Kollau, A., Hofer, A., Russwurm, M., Koesling, D., Keung, W.M., Schmidt, K., Brunner, F., Mayer, B. Biochem. J. (2005) [Pubmed]
  24. Daidzin, an antioxidant isoflavonoid, decreases blood alcohol levels and shortens sleep time induced by ethanol intoxication. Xie, C.I., Lin, R.C., Antony, V., Lumeng, L., Li, T.K., Mai, K., Liu, C., Wang, Q.D., Zhao, Z.H., Wang, G.F. Alcohol. Clin. Exp. Res. (1994) [Pubmed]
  25. Plant derivatives in the treatment of alcohol dependency. Rezvani, A.H., Overstreet, D.H., Perfumi, M., Massi, M. Pharmacol. Biochem. Behav. (2003) [Pubmed]
  26. Simultaneous high-performance liquid chromatographic determination of puerarin, daidzin, paeoniflorin, liquiritin, cinnamic acid, cinnamaldehyde and glycyrrhizin in Kampo medicines. Okamura, N., Miki, H., Orii, H., Masaoka, Y., Yamashita, S., Kobayashi, H., Yagi, A. Journal of pharmaceutical and biomedical analysis. (1999) [Pubmed]
  27. Isoflavonoid accumulation in soybean hairy roots upon treatment with Fusarium solani. Lozovaya, V.V., Lygin, A.V., Zernova, O.V., Li, S., Hartman, G.L., Widholm, J.M. Plant Physiol. Biochem. (2004) [Pubmed]
  28. Liquid chromatography coupled with multi-channel electrochemical detection for the determination of daidzin in rat blood sampled by an automated blood sampling system. Tian, F., Zhu, Y., Long, H., Cregor, M., Xie, F., Kissinger, C.B., Kissinger, P.T. J. Chromatogr. B Analyt. Technol. Biomed. Life Sci. (2002) [Pubmed]
  29. Antimutagenic activity of chemical fractions isolated from a commercial soybean processing by-product. Plewa, M.J., Wagner, E.D., Berhow, M.A., Conway, A., Rayburn, A.L., Anderson, D. Teratog., Carcinog. Mutagen. (1999) [Pubmed]
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