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Chemical Compound Review

Eudesmic acid     3,4,5-trimethoxybenzoic acid

Synonyms: SureCN6592, PubChem11527, CHEMBL377172, NSC-2525, T69000_ALDRICH, ...
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Disease relevance of NSC 2525

  • When grown at the expense of 3,4,5-trimethoxybenzoic acid, a strain of Pseudomonas putida oxidized this compound and also 3,5-dimethoxy-4-hydroxybenzoic (syringic) and 3,4-dihydroxy-5-methoxybenzoic (3-O-methylgallic) acids; but other hydroxy- or methoxy-benzoic acids were oxidized slowly or not at all [1].

High impact information on NSC 2525

  • To explore alternative signaling mechanisms in dermal fibroblasts, we found that the intracellular calcium chelator, 3,4,5-trimethoxybenzoic acid, and the calpain inhibitor, N-acetyl-Leu-Leu-norleucinal, both blocked NF-kappa B activation; however, the specific proteosome inhibitor, lactacystin, failed to do so [2].
  • A glycolytic inhibitor, 2-deoxy-D-glucose, and an inhibitor of intracellular calcium mobilization, 3,4,5-trimethoxybenzoic acid 8-(diethylamino)-octyl ester hydrochloride, which inhibited hydrogen peroxide release from stimulated neutrophils, did not inhibit enhancement of the expression of an antigen reactive with RP-1 [3].
  • Consistent with this, the effects of bradykinin on TH expression were inhibited by 1, 2-bis(2-aminophenoxy) ethane-N,N,N',N'-tetraacetic acid or 3,4,5-trimethoxybenzoic acid 8-(diethylamino)-octyl ester which chelates or inhibits the release of intracellular calcium, respectively [4].
  • EDTA (5 mM), prostaglandin E1 (1 microM) and 3,4,5-trimethoxybenzoic acid 8-(diethylamino)octyl ester ('TMB-8'; 100 microM) abolished its aggregating activity, indicating that exogenous bivalent cations and intracellular Ca2+ mobilization are essential for aggretin-induced platelet aggregation [5].
  • Further analysis of the mode of action of NPY showed that the stimulation of LHRH release in vitro was unaffected by omission of Ca2+ from the incubation medium, but was prevented by two antagonists of intracellular Ca2+ mobilization, 3,4,5-trimethoxybenzoic acid 8-(diethylamino)octyl ester and ryanodine [6].

Biological context of NSC 2525


Anatomical context of NSC 2525


Associations of NSC 2525 with other chemical compounds


Gene context of NSC 2525


Analytical, diagnostic and therapeutic context of NSC 2525


  1. Production of methanol from aromatic acids by Pseudomonas putida. Donnelly, M.I., Dagley, S. J. Bacteriol. (1980) [Pubmed]
  2. Tumor necrosis factor-alpha induces distinctive NF-kappa B signaling within human dermal fibroblasts. Kouba, D.J., Nakano, H., Nishiyama, T., Kang, J., Uitto, J., Mauviel, A. J. Biol. Chem. (2001) [Pubmed]
  3. Enhancement of the expression of a rat neutrophil-specific cell surface antigen by activation with phorbol myristate acetate and concanavalin A. Gotoh, S., Itoh, M., Fujii, Y., Arai, S., Sendo, F. J. Immunol. (1986) [Pubmed]
  4. Involvement of intracellular or extracellular calcium in activation of tyrosine hydroxylase gene expression in PC12 cells. Menezes, A., Zeman, R., Sabban, E. J. Neurochem. (1996) [Pubmed]
  5. Aggretin, a novel platelet-aggregation inducer from snake (Calloselasma rhodostoma) venom, activates phospholipase C by acting as a glycoprotein Ia/IIa agonist. Huang, T.F., Liu, C.Z., Yang, S.H. Biochem. J. (1995) [Pubmed]
  6. Involvement of the Y-1 receptor subtype in the regulation of luteinizing hormone secretion by neuropeptide Y in rats. Kalra, S.P., Fuentes, M., Fournier, A., Parker, S.L., Crowley, W.R. Endocrinology (1992) [Pubmed]
  7. Effect of 3,4,5-trimethoxybenzoic acid 8-diethylamino-octyl ester (TMB-8) on neuronal calcium homeostasis, protein synthesis, and energy metabolism. Doutheil, J., Paschen, W. Pharmacol. Toxicol. (1999) [Pubmed]
  8. The roles of Ca2+/calmodulin- and cGMP-dependent pathways in gametogenesis of a rodent malaria parasite, Plasmodium berghei. Kawamoto, F., Fujioka, H., Murakami, R., Syafruddin, n.u.l.l., Hagiwara, M., Ishikawa, T., Hidaka, H. Eur. J. Cell Biol. (1993) [Pubmed]
  9. Influence of calcium and other divalent cations on protein turnover in rat skeletal muscle. Baracos, V., Greenberg, R.E., Goldberg, A.L. Am. J. Physiol. (1986) [Pubmed]
  10. 3,4,5-Trimethoxybenzoic acid, a new mescaline metabolite in humans. Demisch, L., Kaczmarczyk, P., Seiler, N. Drug Metab. Dispos. (1978) [Pubmed]
  11. Spectroscopic studies on the interaction between 3,4,5-trimethoxybenzoic acid and bovine serum albumin. Hu, Y.J., Yu, H.G., Dong, J.X., Yang, X., Liu, Y. Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy. (2006) [Pubmed]
  12. Quantitative analysis of trimethobenzamide hydrochloride by ion-pair column chromatography and semiquantitative analysis of 3,4,5-trimethoxybenzoic acid by thin-layer chromatography. Naviasky, H. Journal of pharmaceutical sciences. (1984) [Pubmed]
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