A metabolite of DDT
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Isomer(s)
18651Mitotane
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p,p'-DDD

Item No. 24234

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
1,1'-(2,2-dichloroethylidene)bis[4-chloro-benzene]
CAS Number
72-54-8
Synonyms
  • 4,4'-DDD
  • 4,4'-Dichlorodiphenyldichloroethane
  • p,p-Dichlorodiphenyldichloroethane
  • NSC 8941
Molecular Formula
C14H10Cl4
Formula Weight
320.0
Purity
≥98%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
Chloroform: Slightly soluble
SMILES
ClC1=CC=C(C(C(Cl)Cl)C2=CC=C(Cl)C=C2)C=C1
InChi Code
InChI=1S/C14H10Cl4/c15-11-5-1-9(2-6-11)13(14(17)18)10-3-7-12(16)8-4-10/h1-8,13-14H
InChi Key
AHJKRLASYNVKDZ-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    p,p’-DDD is a metabolite of the organochlorine pesticide DDT.1 It is an agonist at estrogen receptor α (ERα) and ERβ, increasing transactivation with 20% relative effective concentrations (REC20) of 3.2 and 2.4 µM, respectively, in CHO-K1 cells expressing the human receptors.2 It inhibits DHT-induced androgen receptor transcription with a 20% relative inhibitory concentration (RIC20) of 0.71 µM. p,p'-DDD increases apoptosis in isolated human peripheral blood mononuclear cells (PBMCs) when used at concentrations of 100 and 150 µg/ml.3 Blood levels of p,p’-DDD and the level of PBMC apoptosis are increased in children exposed to DDT compared with unexposed children. It is not considered lethal to hamsters (LD50 = ~5,000 mg/kg) but is to rats (LD50 = 3,750 mg/kg).4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Datta, P.R., Laug, E.P., and Klein, A.K. Conversion of p,p' DDT to p,p' DDD in the liver of the rat. Science 145(3636), 1052-1053 (1964).

    2. Kojima, H., Katsura, E., Takeuchi, S., et al. Screening for estrogen and androgen receptor activities in 200 pesticides by in vitro reporter gene assays using Chinese hamster ovary cells. Environ. Health Perspect. 112(5), 524-531 (2004).

    3. Pérez-Maldonado, I.N., Díaz-Barriga, F., de la Fuente, H., et al. DDT induces apoptosis in human mononuclear cells in vitro and is associated with increased apoptosis in exposed children. Environ. Res. 94(1), 38-46 (2004).

    4. Truhaut, R., Gak, J.C., and Graillot, C. Modality and mechanism of the toxic action of organochlorine insecticides. I. Comparative study of the acute toxic effects on the hamster and the rat. Eur. J. Toxicol. Environ. Hyg. 7(3), 159-166 (1974).