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Chemical Compound Review

Myristicin     4-methoxy-6-prop-2-enyl- benzo[1,3]dioxole

Synonyms: SureCN68041, CHEMBL481044, CCRIS 6782, AG-J-14628, CHEBI:68234, ...
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Disease relevance of HSDB 3516


High impact information on HSDB 3516

  • Stimulation of GST activity by myristicin could be a major mechanism for its inhibition of B[a]P or other carcinogens that may be detoxified in the same manner [4].
  • It was postulated that these effects could be attributable to metabolic formation of amphetamine derivatives from the main nutmeg ingredients elemicin (EL), myristicin (MY), and safrole (SA) [5].
  • Mouse hepatoma Hepa-1c1c7 (Hepa-1) cells were treated with myristicin to assess the role of myristicin in the process of Cyp1a-1 induction [1].
  • These results suggest that the induction of Cyp1a-1 gene expression by myristicin in Hepa-1 cells might occur through an Ah receptor-independent pathway [1].
  • A/J albino mice, given 5 to 50 mg doses of myristicin, showed 4- to 14-fold increase in liver GST specific activity over the control [6].

Biological context of HSDB 3516

  • On the other hand, it was shown that elemicin is not synthesized via myristicin but from the possible common precursor, methyleugenol, in the plant having the dominant gene E. These results validate the hypothetical pathways proposed by Hegnauer and Fujita [7].
  • This myristicin-induced apoptosis provides further insight of the molecular mechanisms of myristicin toxicity [2].
  • We found that a dose-dependent reduction in cell viability occurs at myristicin concentration > or =0.5 mM in SK-N-SH cells [2].
  • The effect of the LC50 of the three isolated compounds (apiol, myristicin and d-carvone) from dill, Anethum graveolus on growth and reproduction of Parasarcophaga dux showed that three compounds especially apiol caused significant reduction in the percentage of adults emergence and females fecundity [8].

Anatomical context of HSDB 3516


Associations of HSDB 3516 with other chemical compounds


Gene context of HSDB 3516

  • Roles of human liver cytochrome P450 3A4 and 1A2 enzymes in the oxidation of myristicin [12].
  • The aim of this work was to identify the form(s) of human liver cytochrome P450 (CYP) involved in the hepatic transformation of myristicin to its major metabolite, 5-allyl-1-methoxy-2,3-dihydroxybenzene [12].
  • The apoptosis triggered by myristicin was accompanied by an accumulation of cytochrome c and by the activation of caspase-3 [2].

Analytical, diagnostic and therapeutic context of HSDB 3516


  1. Murine Cyp1a-1 induction in mouse hepatoma Hepa-1C1C7 cells by myristicin. Jeong, H.G., Lee, S.S., Kim, H.K., Yang, K.H. Biochem. Biophys. Res. Commun. (1997) [Pubmed]
  2. Myristicin-induced neurotoxicity in human neuroblastoma SK-N-SH cells. Lee, B.K., Kim, J.H., Jung, J.W., Choi, J.W., Han, E.S., Lee, S.H., Ko, K.H., Ryu, J.H. Toxicol. Lett. (2005) [Pubmed]
  3. Toxicological evaluation of myristicin. Hallström, H., Thuvander, A. Nat. Toxins (1997) [Pubmed]
  4. Inhibition of benzo[a]pyrene-induced tumorigenesis by myristicin, a volatile aroma constituent of parsley leaf oil. Zheng, G.Q., Kenney, P.M., Zhang, J., Lam, L.K. Carcinogenesis (1992) [Pubmed]
  5. Abuse of nutmeg (Myristica fragrans Houtt.): studies on the metabolism and the toxicologic detection of its ingredients elemicin, myristicin, and safrole in rat and human urine using gas chromatography/mass spectrometry. Beyer, J., Ehlers, D., Maurer, H.H. Therapeutic drug monitoring. (2006) [Pubmed]
  6. Preferential overexpression of a class MU glutathione S-transferase subunit in mouse liver by myristicin. Ahmad, H., Tijerina, M.T., Tobola, A.S. Biochem. Biophys. Res. Commun. (1997) [Pubmed]
  7. Determination of Final Steps in Biosyntheses of Essential Oil Components in Perilla frutescens. Nishizawa, A., Honda, G., Tabata, M. Planta Med. (1989) [Pubmed]
  8. Toxicological efficacy of some indigenous dill compounds against the flesh fly, Parasarcophaga dux Thomson. Khalaf, A.F. Journal of the Egyptian Society of Parasitology. (2004) [Pubmed]
  9. Hepatoprotective effect of myristicin from nutmeg (Myristica fragrans) on lipopolysaccharide/d-galactosamine-induced liver injury. Morita, T., Jinno, K., Kawagishi, H., Arimoto, Y., Suganuma, H., Inakuma, T., Sugiyama, K. J. Agric. Food Chem. (2003) [Pubmed]
  10. A New C6-C3 Compound from Cassia grandis. González, A.G., Bermejo, J., Valencia, E. Planta Med. (1996) [Pubmed]
  11. Analysis of myristicin and falcarinol in carrots by high-pressure liquid chromatography. Wulf, L.W., Nagel, C.W., Branen, A.L. J. Agric. Food Chem. (1978) [Pubmed]
  12. Roles of human liver cytochrome P450 3A4 and 1A2 enzymes in the oxidation of myristicin. Yun, C.H., Lee, H.S., Lee, H.Y., Yim, S.K., Kim, K.H., Kim, E., Yea, S.S., Guengerich, F.P. Toxicol. Lett. (2003) [Pubmed]
  13. Induction of rat hepatic cytochrome P450 enzymes by myristicin. Jeong, H.G., Yun, C.H. Biochem. Biophys. Res. Commun. (1995) [Pubmed]
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