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Chemical Compound Review

sebacate     decanedioate

Synonyms: CPD-3623, CHEBI:76283, C10-DCA(2-), ZINC01531045, LS-194208, ...
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Disease relevance of sebacic acid


High impact information on sebacic acid

  • Bis(2,2,6,6-tetramethyl-4-piperidyl) sebacate is a highly potent (IC50 values < 10 nM) inhibitor at the phenylalkylamine- and benzothiazepine-selective drug-binding domains of the alpha 1 subunit of L-type Ca2+ channels [6].
  • (1)H NMR spectroscopic studies of bis[(2-dibenzo-24-crown-8)methyl] sebacate (C8C) with dibenzylammonium hexafluorophosphate (6) showed that the two binding sites of the ditopic host are equivalent and independent (no positive or negative cooperativity) [7].
  • The methacrylic/acrylic membranes without plasticizer were shown to give an order of magnitude lower detection limit, when compared with PVC-dioctyl sebacate and o-nitrophenyl octyl ether plasticized methacrylic/acrylic polymers under the same conditions, highlighting the influence of plasticizer on the detection limit [8].
  • The compositions of thick optode membranes, especially the ratios of poly(vinyl chloride) (PVC) to plasticizer [bis-(2-ethylhexyl) sebacate (DOS)], were carefully optimized to provide reproducible and rapid response [9].
  • When disodium sebacate is administered i.v. for total parenteral nutrition, a substantial fraction of sebacic anions is likely to be bound in serum [10].

Chemical compound and disease context of sebacic acid


Biological context of sebacic acid


Anatomical context of sebacic acid

  • In the second group, expired 14CO2, urine tracer and feces tracer were counted after intravenous administration of 160 mg of sebacate [18].
  • The sebacate half-life is longest in adipose tissue (135 min) and in liver (74 min), sites of likely transformation [18].

Associations of sebacic acid with other chemical compounds


Analytical, diagnostic and therapeutic context of sebacic acid


  1. Allergic contact dermatitis from ethyl sebacate. Kabasawa, Y., Kanzaki, T. Contact Derm. (1990) [Pubmed]
  2. Toxicity of disodium sebacate. Greco, A.V., Mingrone, G., Arcieri Mastromattei, E., Finotti, E., Castagneto, M. Drugs under experimental and clinical research. (1990) [Pubmed]
  3. Contact dermatitis due to diethyl sebacate. Kimura, M., Kawada, A. Contact Derm. (1999) [Pubmed]
  4. Dicarboxylic acids and glucose utilization in humans: effect of sebacate. Raguso, C.A., Mingrone, G., Greco, A.V., Tataranni, P.A., De Gaetano, A., Castagneto, M. JPEN. Journal of parenteral and enteral nutrition. (1994) [Pubmed]
  5. Biodegradation of phenol at low temperature using two-phase partitioning bioreactors. Guieysse, B., Autem, Y., Soares, A. Water Sci. Technol. (2005) [Pubmed]
  6. A light stabilizer (Tinuvin 770) that elutes from polypropylene plastic tubes is a potent L-type Ca(2+)-channel blocker. Glossmann, H., Hering, S., Savchenko, A., Berger, W., Friedrich, K., Garcia, M.L., Goetz, M.A., Liesch, J.M., Zink, D.L., Kaczorowski, G.J. Proc. Natl. Acad. Sci. U.S.A. (1993) [Pubmed]
  7. Supramolecular pseudorotaxane polymers from complementary pairs of homoditopic molecules. Gibson, H.W., Yamaguchi, N., Jones, J.W. J. Am. Chem. Soc. (2003) [Pubmed]
  8. An experimental study of membrane materials and inner contacting layers for ion-selective K+ electrodes with a stable response and good dynamic range. Michalska, A.J., Appaih-Kusi, C., Heng, L.Y., Walkiewicz, S., Hall, E.A. Anal. Chem. (2004) [Pubmed]
  9. Microtiter plate-format optode. Kim, S.B., Cho, H.C., Cha, G.S., Nam, H. Anal. Chem. (1998) [Pubmed]
  10. Sebacic acid binding to human plasma albumin. Bertuzzi, A., Finotti, E., Mingrone, G., Greco, A.V. Biochem. Pharmacol. (1993) [Pubmed]
  11. Allergic contact dermatitis due to diethyl sebacate in a hand cream. Narita, T., Oiso, N., Ota, T., Kawara, S., Kawada, A. Contact Derm. (2006) [Pubmed]
  12. Allergic contact dermatitis due to diisopropyl sebacate. Dooms-Goossens, A., De Veylder, H., De Boulle, K., Maertens, M. Contact Derm. (1986) [Pubmed]
  13. Allergic contact dermatitis from diethyl sebacate in lanoconazole cream. Tanaka, M., Kobayashi, S., Murata, T., Tanikawa, A., Nishikawa, T. Contact Derm. (2000) [Pubmed]
  14. Aerosol probes of lung injury in a 28-wk longitudinal study of mild experimental emphysema in dogs. Rosenthal, F.S. J. Appl. Physiol. (1999) [Pubmed]
  15. Aerosol bolus dispersion and effective airway diameters in mildly asthmatic children. Schulz, H., Schulz, A., Brand, P., Tuch, T., von Mutius, E., Erdl, R., Reinhardt, D., Heyder, J. Eur. Respir. J. (1995) [Pubmed]
  16. Metabolic effects and disposition of sebacate, an alternate dicarboxylic fuel substrate. Greco, A.V., Mingrone, G., Raguso, C., Tataranni, A., Finotti, E., Tacchino, R.M., Capristo, E., De Gaetano, A., Castagneto, M. Ann. Nutr. Metab. (1992) [Pubmed]
  17. Kinetics and thermogenesis of medium-chain monocarboxylic and dicarboxylic acids in man: sebacate and medium-chain triglycerides. Mingrone, G., Greco, A.V., Castagneto, M., De Gaetano, A., Tataranni, P.A., Raguso, C. JPEN. Journal of parenteral and enteral nutrition. (1993) [Pubmed]
  18. Tracer study of metabolism and tissue distribution of sebacic acid in rats. Tataranni, P.A., Mingrone, G., De Gaetano, A., Raguso, C., Greco, A.V. Ann. Nutr. Metab. (1992) [Pubmed]
  19. Enzymatic synthesis of cross-linkable polyesters from renewable resources. Tsujimoto, T., Uyama, H., Kobayashi, S. Biomacromolecules (2001) [Pubmed]
  20. Use of even-numbered carbon atom dicarboxylic salts in parenteral nutrition as fuel substrate. Mingrone, G., Tacchino, R.M., Castagneto, M., Finotti, E., Greco, A.V. JPEN. Journal of parenteral and enteral nutrition. (1992) [Pubmed]
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