A polychlorinated dibenzodioxin
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1,2,3,7,8-Pentachlorodibenzo-p-dioxin

Item No. 38599

Technical Information
Formal Name
1,2,3,7,8-pentachloro-dibenzo[b,e][1,4]dioxin
CAS Number
40321-76-4
Synonyms
  • PCDD 54
  • 1,2,3,7,8-PeCDD
Molecular Formula
C12H3Cl5O2
Formula Weight
Purity
≥98%
Formulation
A solution in n-nonane
n-nonane: Soluble
SMILES
ClC1=C(Cl)C=C2OC3=C(C(Cl)=C(C(Cl)=C3)Cl)OC2=C1
InChi Code
InChI=1S/C12H3Cl5O2/c13-4-1-7-8(2-5(4)14)19-12-9(18-7)3-6(15)10(16)11(12)17/h1-3H
InChi Key
FSPZPQQWDODWAU-UHFFFAOYSA-N
Shipping & Storage Information
Storage
Room temperature
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    1,2,3,7,8-Pentachlorodibenzo-p-dioxin is a polychlorinated dibenzodioxin (PCDD).1 It induces the expression of the genes encoding the cytochrome P450 (CYP) isoforms CYP1A1 and CYP1B1, as well as the aryl hydrocarbon receptor repressor (AhRR) in primary human peripheral blood lymphocytes and increases ethoxyresorufin-O-deethylase (EROD) activity, a marker of CYP1A1 activity, in isolated human peripheral blood lymphocytes in a concentration-dependent manner. 1,2,3,7,8-Pentachlorodibenzo-p-dioxin is toxic to female Han/Wistar rats with an LD50 value between 20 and 60 µg/kg, but is not toxic to female Long-Evans rats (LD50 = >1,620 µg/kg).2 It has been found in freshwater fish and animal feed, as well as in the air near municipal waste incinerators and in blood from individuals that lived near or in herbicide-sprayed regions.3,4,5,6

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. van Ede, K.I., Gaisch, K.P.J., van den Berg, M., et alDifferential relative effect potencies of some dioxin-like compounds in human peripheral blood lymphocytes and murine splenic cells. Toxicol. Lett. 226(1), 43-52 (2014).

    2. Pohjanvirta, R., Unkila, M., and Tuomisto, J. Comparative acute lethality of 2,3,7,8-tetrachlorodibenzo-p-dioxin (TCDD), 1,2,3,7,8-pentachlorodibenzo-p-dioxin and 1,2,3,4,7,8-hexachlorodibenzo-p-dioxin in the most TCDD-susceptible and the most TCDD-resistant rat strain. Pharmacol. Toxicol. 73(1), 52-56 (1993).

    3. Zacharewski, T., Safe, L., Safe, S., et alComparative analysis of polychlorinated dibenzo-p-dioxin and dibenzofuran congeners in Great Lakes fish extracts by gas chromatography-mass spectrometry and in-vitro enzyme induction activities. Environ. Sci. Technol. 23(6), 730-735 (1989).

    4. Pajurek, M., Warenik-Bany, M., and Mikolajczyk, S. Feed as a source of dioxins and PCBs. Chemosphere 308(Pt 1), 136243 (2022).

    5. Hu, S.-W., ChangChien, G.-P., and Chan, C.-C. PCDD/Fs levels in indoor environments and blood of workers of three municipal waste incinerators in Taiwan. Chemosphere 55(4), 611-620 (2004).

    6. Vu, T.S., Nishijo, M., Nishino, Y., et alPolychlorinated dibenzo-p-dioxins and polychlorinated dibenzofurans in blood samples from historically herbicide-sprayed areas and rural and industrialized unsprayed areas in Vietnam. Chemosphere 326, 138331 (2023).