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Chemical Compound Review

Asarinin     5-[(1S,4S,5S,8S)-4- benzo[1,3]dioxol-5-yl-3...

Synonyms: Fagarol, Sezamin, sesamin, Episesamin, pseudocubebin, ...
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Disease relevance of C10882


High impact information on C10882


Chemical compound and disease context of C10882


Biological context of C10882


Anatomical context of C10882


Associations of C10882 with other chemical compounds

  • Enterolactone was the major metabolite of sesamin both in vivo and in vitro [16].
  • CONCLUSIONS: Because the fatty acid composition is almost similar between the two diets, sesamin, sesamol and other lignans in SSO appear to be responsible for an increase in survival after cecal ligation and puncture and also for an increase in the IL-10 levels in response to a nonlethal dose of endotoxin in mice [17].
  • The major urinary sesamin metabolite in the chloroform extract was collected using HPLC diode array detector and characterized as (1R,2S,5R,6S)-6-(3,4-dihydroxyphenyl)-2-(3,4-methylenedioxyphenyl)-3,7-dioxabicyclo-[3,3,0]octane using NMR and mass spectroscopy [18].
  • Also, in sesamin rats, the gene expression of aldehyde dehydrogenase was increased about three-fold, whereas alcohol dehydrogenase, liver catalase and CYP2E1 were not changed [19].
  • Media containing sesamin or sesaminol triglucoside increased antioxidative activity for DPPH radical scavenging by culturing with Aspergillus usamii mut. shirousamii RIB2503 [20].

Gene context of C10882


Analytical, diagnostic and therapeutic context of C10882


  1. Sesamin induces nitric oxide and decreases endothelin-1 production in HUVECs: possible implications for its antihypertensive effect. Lee, C.C., Chen, P.R., Lin, S., Tsai, S.C., Wang, B.W., Chen, W.W., Tsai, C.E., Shyu, K.G. J. Hypertens. (2004) [Pubmed]
  2. Protective effects of sesamin and sesamolin on hypoxic neuronal and PC12 cells. Hou, R.C., Huang, H.M., Tzen, J.T., Jeng, K.C. J. Neurosci. Res. (2003) [Pubmed]
  3. Sesamin is one of the major precursors of mammalian lignans in sesame seed (Sesamum indicum) as observed in vitro and in rats. Liu, Z., Saarinen, N.M., Thompson, L.U. J. Nutr. (2006) [Pubmed]
  4. Sesamin and episesamin induce apoptosis in human lymphoid leukemia Molt 4B cells. Miyahara, Y., Komiya, T., Katsuzaki, H., Imai, K., Nakagawa, M., Ishi, Y., Hibasami, H. Int. J. Mol. Med. (2000) [Pubmed]
  5. Induction of apoptosis by Acanthopanax senticosus HARMS and its component, sesamin in human stomach cancer KATO III cells. Hibasami, H., Fujikawa, T., Takeda, H., Nishibe, S., Satoh, T., Fujisawa, T., Nakashima, K. Oncol. Rep. (2000) [Pubmed]
  6. Cytochrome P450 omega-hydroxylase pathway of tocopherol catabolism. Novel mechanism of regulation of vitamin E status. Sontag, T.J., Parker, R.S. J. Biol. Chem. (2002) [Pubmed]
  7. Effects of vitamin e and sesamin on hypertension and cerebral thrombogenesis in stroke-prone spontaneously hypertensive rats. Noguchi, T., Ikeda, K., Sasaki, Y., Yamamoto, J., Yamori, Y. Clin. Exp. Pharmacol. Physiol. (2004) [Pubmed]
  8. Antihypertensive effect of sesamin. I. Protection against deoxycorticosterone acetate-salt-induced hypertension and cardiovascular hypertrophy. Matsumura, Y., Kita, S., Morimoto, S., Akimoto, K., Furuya, M., Oka, N., Tanaka, T. Biol. Pharm. Bull. (1995) [Pubmed]
  9. Inhibitory effects of shouseiryu-to on two-stage carcinogenesis. II. Anti-tumor-promoting activities of lignans from Asiasarum heterotropoides var. mandshuricum. Takasaki, M., Konoshima, T., Yasuda, I., Hamano, T., Tokuda, H. Biol. Pharm. Bull. (1997) [Pubmed]
  10. Sesamin metabolites induce an endothelial nitric oxide-dependent vasorelaxation through their antioxidative property-independent mechanisms: possible involvement of the metabolites in the antihypertensive effect of sesamin. Nakano, D., Kwak, C.J., Fujii, K., Ikemura, K., Satake, A., Ohkita, M., Takaoka, M., Ono, Y., Nakai, M., Tomimori, N., Kiso, Y., Matsumura, Y. J. Pharmacol. Exp. Ther. (2006) [Pubmed]
  11. Effect of sesamin on mitochondrial and peroxisomal beta-oxidation of arachidonic and eicosapentaenoic acids in rat liver. Umeda-Sawada, R., Ogawa, M., Nakamura, M., Igarashi, O. Lipids (2001) [Pubmed]
  12. Sesamin inhibits lipopolysaccharide-induced cytokine production by suppression of p38 mitogen-activated protein kinase and nuclear factor-kappaB. Jeng, K.C., Hou, R.C., Wang, J.C., Ping, L.I. Immunol. Lett. (2005) [Pubmed]
  13. Antioxidative roles of sesamin, a functional lignan in sesame seed, and it's effect on lipid- and alcohol-metabolism in the liver: a DNA microarray study. Kiso, Y. Biofactors (2004) [Pubmed]
  14. Protective effects of sesamin against liver damage caused by alcohol or carbon tetrachloride in rodents. Akimoto, K., Kitagawa, Y., Akamatsu, T., Hirose, N., Sugano, M., Shimizu, S., Yamada, H. Ann. Nutr. Metab. (1993) [Pubmed]
  15. Antihypertensive effect of sesamin. III. Protection against development and maintenance of hypertension in stroke-prone spontaneously hypertensive rats. Matsumura, Y., Kita, S., Tanida, Y., Taguchi, Y., Morimoto, S., Akimoto, K., Tanaka, T. Biol. Pharm. Bull. (1998) [Pubmed]
  16. Dietary sesamin is converted to enterolactone in humans. Peñalvo, J.L., Heinonen, S.M., Aura, A.M., Adlercreutz, H. J. Nutr. (2005) [Pubmed]
  17. Increased survival after cecal ligation and puncture in mice consuming diets enriched with sesame seed oil. Chavali, S.R., Utsunomiya, T., Forse, R.A. Crit. Care Med. (2001) [Pubmed]
  18. Quantitative NMR analysis of a sesamin catechol metabolite in human urine. Moazzami, A.A., Andersson, R.E., Kamal-Eldin, A. J. Nutr. (2007) [Pubmed]
  19. Sesamin ingestion regulates the transcription levels of hepatic metabolizing enzymes for alcohol and lipids in rats. Kiso, Y., Tsuruoka, N., Kidokoro, A., Matsumoto, I., Abe, K. Alcohol. Clin. Exp. Res. (2005) [Pubmed]
  20. Antioxidative catechol lignans converted from sesamin and sesaminol triglucoside by culturing with Aspergillus. Miyake, Y., Fukumoto, S., Okada, M., Sakaida, K., Nakamura, Y., Osawa, T. J. Agric. Food Chem. (2005) [Pubmed]
  21. Inhibition of human cytochromes P450 by components of Ginkgo biloba. von Moltke, L.L., Weemhoff, J.L., Bedir, E., Khan, I.A., Harmatz, J.S., Goldman, P., Greenblatt, D.J. J. Pharm. Pharmacol. (2004) [Pubmed]
  22. Modulating effect of sesamin, a functional lignan in sesame seeds, on the transcription levels of lipid- and alcohol-metabolizing enzymes in rat liver: a DNA microarray study. Tsuruoka, N., Kidokoro, A., Matsumoto, I., Abe, K., Kiso, Y. Biosci. Biotechnol. Biochem. (2005) [Pubmed]
  23. Effect of sesamin on serum cholesterol and triglycerides levels in LDL receptor-deficient mice. Pe??alvo, J.L., Hopia, A., Adlercreutz, H. European journal of nutrition (2006) [Pubmed]
  24. Novel antioxidative metabolites in rat liver with ingested sesamin. Nakai, M., Harada, M., Nakahara, K., Akimoto, K., Shibata, H., Miki, W., Kiso, Y. J. Agric. Food Chem. (2003) [Pubmed]
  25. Allergens in sesame oil contact dermatitis. Neering, H., Vitányi, B.E., Malten, K.E., van Ketel, W.G., van Dijk, E. Acta Derm. Venereol. (1975) [Pubmed]
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