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Chemical Compound Review

AG-G-75919     1,2,4,6,9- pentachlorodibenzofuran

Synonyms: CTK5D2741, AC1L1TI3, 70648-24-7, PENTACHLORODIBENZOFURAN, Dibenzofuran, pentachloro-, ...
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High impact information on PENTACHLORODIBENZOFURAN

  • In summary, DNA microarray successfully identified dioxin-responsive genes expressed after exposure to AhR ligands (TCDD, PeCDF, PCB126) but not after exposure to the non-AhR ligand PCB153 [2].
  • The aryl hydrocarbon receptor (AhR) ligands TCDD, PeCDF, and PCB126 produced very similar global gene expression profiles that were unique from the nonAhR ligand PCB153, underscoring the extensive impact of AhR activation and/or the resulting hepatic injury on global gene expression in female rat liver [2].
  • Due to their anti-estrogenic capacity with benchmark-concentrations in the pM range TCDD, PCDF, and PCB126 may form a potential hazard for the reproductive success of fish species by inhibition of vitellogenesis [3].
  • The slopes of the dose-responses for inhibition of ovulation generated by the individual PeCDF, PeCB, and/or their mixture with PCDDs were similar [4].
  • The ovarian histology revealed that the effects of PeCDF, PeCB, and the mixture were very similar to those of PCDDs, consisting of ova in large preovulatory follicles and a lack of or reduced number of corpora lutea [4].

Chemical compound and disease context of PENTACHLORODIBENZOFURAN



  • TCDD, PeCDF and PCB126 were administered daily to groups of rats at various doses, for 13 weeks, and biomarkers of oxidative stress, including the production of superoxide anion, lipid peroxidation and DNA-single strand breaks (SSBs), were determined in the hepatic and brain tissues at the end of the exposure period [6].


  • Exposure to TCDD, PCDF, and PCB-126 resulted in EC50 values of 0.4 to 8, 0.07 to 0.7, and 3 to 133 nM, respectively, which is in the same range as EC50 values found in primary hepatocytes of birds [7].


  • The 22 ng TEQ dose level (TEQ = 22) contains TCDD, PeCDF and PCB 126 at levels that correspond to 7.3, 14.5 and 73.3 ng kg(-1) day(-1), respectively, and it produced effects that correspond to ca. 50% of the maximal production of superoxide anion, lipid peroxidation and DNA SSBs in the hepatic and brain tissues of those animals [8].
  • 2) In the simultaneous treatment of one of the five MSF-PCB congeners and PenCDF (3.9 ppb), TCDD (1.5 ppb) or Co-PenCB (8.8 ppb), the combination of 3-MSF-4,5,3',4'-TCB (6.8 ppb) or 4-MSF-2,5,2',3',5',6'-HCB and one of the three highly toxic chemicals significantly promoted the formation of SCEs [9].


  1. Estimated cancer risk of dioxins to humans using a bioassay and physiologically based pharmacokinetic model. Maruyama, W., Aoki, Y. Toxicol. Appl. Pharmacol. (2006) [Pubmed]
  2. Subchronic exposure to TCDD, PeCDF, PCB126, and PCB153: effect on hepatic gene expression. Vezina, C.M., Walker, N.J., Olson, J.R. Environ. Health Perspect. (2004) [Pubmed]
  3. Effects of natural and synthetic estrogens and various environmental contaminants on vitellogenesis in fish primary hepatocytes: comparison of bream (Abramis brama) and carp (Cyprinus carpio). Rankouhi, T.R., Sanderson, J.T., van Holsteijn, I., van Leeuwen, C., Vethaak, A.D., van den Berg, M. Toxicol. Sci. (2004) [Pubmed]
  4. Effects of polychlorinated dibenzofurans, biphenyls, and their mixture with dibenzo-p-dioxins on ovulation in the gonadotropin-primed immature rat: support for the toxic equivalency concept. Gao, X., Terranova, P.F., Rozman, K.K. Toxicol. Appl. Pharmacol. (2000) [Pubmed]
  5. Relative toxicity and tumor-promoting ability of 2,3,7,8-tetrachlorodibenzo-p-dioxin (TCDD), 2,3,4,7,8-pentachlorodibenzofuran (PCDF), and 1,2,3,4,7,8-hexachlorodibenzofuran (HCDF) in hairless mice. Hébert, C.D., Harris, M.W., Elwell, M.R., Birnbaum, L.S. Toxicol. Appl. Pharmacol. (1990) [Pubmed]
  6. The relative abilities of TCDD and its congeners to induce oxidative stress in the hepatic and brain tissues of rats after subchronic exposure. Hassoun, E.A., Li, F., Abushaban, A., Stohs, S.J. Toxicology (2000) [Pubmed]
  7. Induction of ethoxy-resorufin-O-deethylase activity by halogenated aromatic hydrocarbons and polycyclic aromatic hydrocarbons in primary hepatocytes of the green frog (Rana esculenta). Rankouhi, T.R., Koomen, B., Sanderson, J.T., Bosveld, A.T., Seinen, W., van den Berg, M. Environ. Toxicol. Chem. (2005) [Pubmed]
  8. Production of superoxide anion, lipid peroxidation and DNA damage in the hepatic and brain tissues of rats after subchronic exposure to mixtures of TCDD and its congeners. Hassoun, E.A., Li, F., Abushaban, A., Stohs, S.J. Journal of applied toxicology : JAT. (2001) [Pubmed]
  9. Induction of sister chromatid exchanges in cultured human lymphocytes with methylsulphonyl PCB congeners. Nagayama, J., Nagayama, M., Haraguchi, K., Kuroki, H., Masuda, Y. Fukuoka Igaku Zasshi (1999) [Pubmed]
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