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Chemical Compound Review

MUCONIC ACID     (2E,4E)-hexa-2,4-dienedioic acid

Synonyms: CCRIS 1452, CCRIS 3787, M90003_ALDRICH, CHEMBL1922185, CHEBI:27036, ...
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High impact information on CCRIS 1452


Biological context of CCRIS 1452


Anatomical context of CCRIS 1452

  • In both strains, marrow cells isolated from benzene-exposed mice showed a higher percentage of plated CFU-e surviving culture with BQ, HQ or MA than marrow cells isolated from control mice [10].
  • Assessment of trans, trans-muconic acid in human seminal plasma [11].

Associations of CCRIS 1452 with other chemical compounds


Gene context of CCRIS 1452


Analytical, diagnostic and therapeutic context of CCRIS 1452

  • Recent studies have shown that trans,trans-muconic acid, a minor metabolite of benzene can be determined using HPLC with UV detection [17].
  • Following perfusion with MUC (a microsomal hematotoxic metabolite of benzene), trans,trans-muconic acid and three other MUC metabolites were detected in the perfusate extract, suggesting that these metabolites would be present in the circulation following metabolism of MUC [18].


  1. Determination of the urinary benzene metabolites S-phenylmercapturic acid and trans,trans-muconic acid by liquid chromatography-tandem mass spectrometry. Melikian, A.A., O'Connor, R., Prahalad, A.K., Hu, P., Li, H., Kagan, M., Thompson, S. Carcinogenesis (1999) [Pubmed]
  2. Elevated levels of benzene-related compounds in the urine of cigarette smokers. Ong, C.N., Lee, B.L., Shi, C.Y., Ong, H.Y., Lee, H.P. Int. J. Cancer (1994) [Pubmed]
  3. Urinary trans,trans-muconic acid determined by liquid chromatography: application in biological monitoring of benzene exposure. Lee, B.L., New, A.L., Kok, P.W., Ong, H.Y., Shi, C.Y., Ong, C.N. Clin. Chem. (1993) [Pubmed]
  4. Biomarkers of environmental benzene exposure. Weisel, C., Yu, R., Roy, A., Georgopoulos, P. Environ. Health Perspect. (1996) [Pubmed]
  5. Urinary trans,trans-muconic acid as an indicator of exposure to benzene in cigarette smokers. Melikian, A.A., Prahalad, A.K., Hoffmann, D. Cancer Epidemiol. Biomarkers Prev. (1993) [Pubmed]
  6. Exposure assessment of benzene in Thai workers, DNA-repair capacity and influence of genetic polymorphisms. Chanvaivit, S., Navasumrit, P., Hunsonti, P., Autrup, H., Ruchirawat, M. Mutat. Res. (2007) [Pubmed]
  7. Failure of urinary trans,trans-muconic acid as a biomarker for indoor environmental benzene exposure at PPB levels. Sanguinetti, G., Accorsi, A., Barbieri, A., Raffi, G.B., Violante, F.S. J. Toxicol. Environ. Health Part A (2001) [Pubmed]
  8. Perspectives on risk assessment impact of recent reports on benzene. Johnson, E.S., Lucier, G. Am. J. Ind. Med. (1992) [Pubmed]
  9. Detection of chromosome-specific aneusomy and translocation by benzene metabolites in human lymphocytes using fluorescence in situ hybridization with DNA probes for chromosomes 5, 7, 8, and 21. Chung, H.W., Kim, S.Y. J. Toxicol. Environ. Health Part A (2002) [Pubmed]
  10. Erythroid progenitor cells that survive benzene exposure exhibit greater resistance to the toxic benzene metabolites benzoquinone and hydroquinone. Neun, D.J., Penn, A., Snyder, C.A. Arch. Toxicol. (1994) [Pubmed]
  11. Assessment of trans, trans-muconic acid in human seminal plasma. Ducci, M., Tedeschi, D., Rossi, P., Gazzano, A., Villani, C., Voliani, S., Bertozzi, M.A., Martelli, F., Menchini-Fabris, F. Andrologia (2001) [Pubmed]
  12. Comparative metabolism of benzene and trans,trans-muconaldehyde to trans,trans-muconic acid in DBA/2N and C57BL/6 mice. Witz, G., Maniara, W., Mylavarapu, V., Goldstein, B.D. Biochem. Pharmacol. (1990) [Pubmed]
  13. Metabolism of trans,trans-muconaldehyde by aldehyde and alcohol dehydrogenases: identification of a novel metabolite. Goon, D., Cheng, X., Ruth, J.A., Petersen, D.R., Ross, D. Toxicol. Appl. Pharmacol. (1992) [Pubmed]
  14. Metabolism of trans, trans-muconaldehyde, a microsomal hematotoxic metabolite of benzene, by purified yeast aldehyde dehydrogenase and a mouse liver soluble fraction. Kirley, T.A., Goldstein, B.D., Maniara, W.M., Witz, G. Toxicol. Appl. Pharmacol. (1989) [Pubmed]
  15. N-benzoyl, L-glutamic acid as a suitable internal standard for the analysis of trans,trans-muconic acid in human urine by liquid chromatography. Renom, G., Bruneau, N., Mizon, J. Clin. Chem. Lab. Med. (1998) [Pubmed]
  16. Metabolic polymorphisms and urinary biomarkers in subjects with low benzene exposure. Verdina, A., Galati, R., Falasca, G., Ghittori, S., Imbriani, M., Tomei, F., Marcellini, L., Zijno, A., Vecchio, V.D. J. Toxicol. Environ. Health Part A (2001) [Pubmed]
  17. Determination of benzene and its metabolites: application in biological monitoring of environmental and occupational exposure to benzene. Ong, C.N., Lee, B.L. J. Chromatogr. B, Biomed. Appl. (1994) [Pubmed]
  18. Metabolism of benzene and trans,trans-muconaldehyde in the isolated perfused rat liver. Grotz, V.L., Ji, S., Kline, S.A., Goldstein, B.D., Witz, G. Toxicol. Lett. (1994) [Pubmed]
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