P, p'-DDD

P, p'-DDD (4,4’-DDD) is an organochlorine insecticide, a major metabolite of p, p'-DDT. p, p'-DDD is an agonist at estrogen receptor α (ERα) and ERβ. p, p'-DDD increases DNA damage, apoptosis and necrosis in peripheral blood. p, p'-DDD stimulates cell proliferation in SKBR3 cells. p, p'-DDD activates the AP-1 transcription factor. p, p'-DDD decreases sleep times of barbiturates and steroids in rats[1][2][3][4].

Product Specifications

CAS Number

[72-54-8]

Product Name Alternative

4,4'-DDD; p, p'-Dichlorodiphenyl dichloroethane

UNSPSC

12352005

Hazard Statement

H301, H312, H351, H410

Target

Apoptosis; Drug Metabolite; Insecticide; Necroptosis

Type

Reference compound

Related Pathways

Apoptosis; Metabolic Enzyme/Protease; Others

Applications

Metabolism-protein/nucleotide metabolism

Field of Research

Cancer; Infection; Neurological Disease

Assay Protocol

https://www.medchemexpress.com/p-p-ddd.html

Concentration

10mM

Purity

99.37

Solubility

DMSO : 100 mg/mL (ultrasonic)

Smiles

ClC(Cl)C(C1=CC=C(Cl)C=C1)C2=CC=C(Cl)C=C2

Molecular Formula

C14H10Cl4

Molecular Weight

320.04

Precautions

H301, H312, H351, H410

References & Citations

[1]Gerić M, et al. Cytogenetic status of human lymphocytes after exposure to low concentrations of p, p'-DDT, and its metabolites (p, p'-DDE, and p, p'-DDD) in vitro. Chemosphere. 2012 Jun;87 (11) :1288-94.|[2]Wang L, et al. Binding and Activation of Estrogen-Related Receptor γ: A Novel Molecular Mechanism for the Estrogenic Disruption Effects of DDT and Its Metabolites. Environ Sci Technol. 2022 Sep 6;56 (17) :12358-12367. |[3]Frigo DE, et al. DDT and its metabolites alter gene expression in human uterine cell lines through estrogen receptor-independent mechanisms. Environ Health Perspect. 2002 Dec;110 (12) :1239-45.|[4]Azarnoff DL, et al. The effect of DDD on barbiturate and steroid-induced hypnosis in the dog and rat. Biochem Pharmacol. 1966 Dec;15 (12) :1985-93.