A dioxin-like polychlorinated dibenzofuran
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2,3,4,7,8-Pentachlorodibenzofuran

Item No. 38626

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
CAS Number
57117-31-4
Synonyms
  • 2,3,4,7,8-PCDF
  • PCDF
  • PCDF 114
Molecular Formula
C12H3Cl5O
Formula Weight
340.4
Purity
≥85%
Formulation
A solid
Solubility(Learn about Variance in Solubility)
Acetone: Slightly soluble w/ sonicationBenzene: Slightly soluble
SMILES
ClC1=C(Cl)C=C2C3=C(C(Cl)=C(C(Cl)=C3)Cl)OC2=C1
InChi Code
InChI=1S/C12H3Cl5O/c13-6-1-4-5-2-8(15)10(16)11(17)12(5)18-9(4)3-7(6)14/h1-3H
InChi Key
OGBQILNBLMPPDP-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    5 mg

    $336

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    Product Description

    2,3,4,7,8-Pentachlorodibenzofuran is a dioxin-like polychlorinated dibenzofuran (PCDF).1 It induces the expression of genes encoding the cytochrome P450 (CYP) isoforms CYP1A1 and CYP1A2 in primary human hepatocytes (EC50s = 0.369 and 0.329 nM, respectively) and aryl hydrocarbon hydroxylase (AHH) and ethoxyresorufin-O-deethylase (EROD) in H-4-II-E rat hepatoma cells (EC50s = 0.256 and 0.134 nM, respectively).2,3 Serum levels of 2,3,4,7,8-pentachlorodibenzofuran are elevated in humans that consumed products from plants and animals grown and raised in dioxin-contaminated river sediments.1 2,3,4,7,8-Pentachlorodibenzofuran (300 µg/kg) decreases maternal and fetal weight and the number of live fetuses, as well as increases maternal thymus and liver weight and the percentage of fetuses with cleft palate, in developing fetuses in pregnant rat dams.4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Franzblau, A., Hedgeman, E., Jolliet, O., et al. Case report: The University of Michigan dioxin exposure study: A follow-up investigation of a case with high serum concentration of 2,3,4,7,8-pentachlorodibenzofuran. Environ. Health Perspect. 118(9), 1313-1317 (2010).

    2. Budinsky, R.A., LeCluyse, E.L., Ferguson, S.S., et al. Human and rat primary hepatocyte CYP1A1 and 1A2 induction with 2,3,7,8-tetrachlorodibenzo-p-dioxin, 2,3,7,8-tetrachlorodibenzofuran, and 2,3,4,7,8-pentachlorodibenzofuran. Toxicol. Sci. 118(1), 224-235 (2010).

    3. Bandiera, S., Sawyer, T., Romkes, M., et al. Polychlorinated dibenzofurans (PCDFs): Effects of structure on binding to the 2,3,7,8-TCDD cytosolic receptor protein, AHH induction and toxicity. Toxicology 32(2), 131-144 (1984).

    4. Couture, L.A., Harris, M.W., and Birnbaum, L.S. Developmental toxicity of 2,3,4,7,8-pentachlorodibenzofuran in the Fischer 344 rat. Fundam. Appl. Toxicol. 12(2), 358-366 (1989).