72-54-8
Chemical Structure
p,p'-DDD
Synonym(s): 4,4'-DDD; p,p'-Dichlorodiphenyl dichloroethane
- CAS No.: 72-54-8
- Formula:C14H10Cl4
- Molecular Weight:320.04
IUPAC Name: 4,4'-(2,2-dichloroethane-1,1-diyl)bis(chlorobenzene)
InChIKey: AHJKRLASYNVKDZ-UHFFFAOYSA-N
SMILES: ClC(Cl)C(C1=CC=C(Cl)C=C1)C2=CC=C(Cl)C=C2
Biological Activity: 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].
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p,p'-DDD | 99.37% | 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. | ||||||||||||||||||||
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p,p'-DDD (Standard) | ≥98% | p,p'-DDD (Standard) is the analytical standard of p,p'-DDD (HY-B1984) . This product is intended for research and analytical applications. 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. | ||||||||||||||||||||
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p,p'-DDD-d8 | p,p'-DDD-d8 is the deuterium labeled 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. | |||||||||||||||||||||
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p,p'-DDD-13C12 | p,p'-DDD-13C12 is 13C labeled p,p'-DDD. p,p'-DDD is a major metabolite of p,p'-DDT. p,p'-DDD occurs in the feces and livers of rats, that are given p,p'-DDT by stomach tube, but not of rats injected intraperitoneally with p,p'-DDT. | |||||||||||||||||||||
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- [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. [Content Brief]
- [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. [Content Brief]
- [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. [Content Brief]
- [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. [Content Brief]
