dieldrin

Synonyms: "alvit", "dieldrex", "dieldrin"

Source: dieldrin is an insecticide and a by-product of the pesticide Aldrin.

Identifiers:

IUPAC Name: (1aR,2R,2aS,3S,6R,6aR,7S,7aS)-3,4,5,6,9,9-hexachloro-1a,2,2a,3,6,6a,7,7a-octahydro-2,7:3,6-dimethanonaphtho[2,3-b]oxirene
CAS Number: 60-57-1
PubChem ID: 969491
InChiKey: DFBKLUNHFCTMDC-PICURKEMSA-N
Canonical SMILES: C1C2C3C(C1C4C2O4)C5(C(=C(C3(C5(Cl)Cl)Cl)Cl)Cl)Cl

Structural Properties:

Molecular Formula: C₁₂H₈Cl₆O
Molecular Weight: 380.909

Pharmacophore Features:

Number of bond donors: 0
Number of bond acceptors: 1
Number of atoms different from hydrogen: 19

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2D structure (.sdf)
3D structure (.sdf)
3D structure (.mol2)
3D structure (.pdb)
3D structure (.pdbqt)

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Evidence Supporting This Chemical as an Endocrine Disruptor
TEDX List of Potential Endocrine Disruptors

Abalis IM, Eldefrawi ME, Eldefrawi AT. 1985. High-affinity stereospecific binding of cyclodiene insecticides and gamma-hexachlorocyclohexane to gamma-aminobutyric acid receptors of rat brain. Pesticide Biochemistry & Physiology 24(1):95-102.

Danzo BJ. 1997. Environmental xenobiotics may disrupt normal endocrine function by interfering with the binding of physiological ligands to steroid receptors and binding proteins. Environ Health Perspect 105(3):294-301.

Haake J, Kelley M, Keys B, Safe S. 1987. The effects of organochlorine pesticides as inducers of testosterone and benzo[a]pyrene hydroxylases. Gen Pharmacol 18(2):165-169.

Soto AM, Chung KL, Sonnenschein C. 1994. The pesticides endosulfan, toxaphene and dieldrin have estrogenic properties in human estrogen-sensitive cells. Environ Health Perspect 102(4):380-383.

Wassermann M, Wassermann D, Kedar E, Djavaherian M, Cucos S. 1972. Effects of dieldrin and gamma BHC on serum proteins and PBI. Bull Environ Contam Toxicol 8(3):177-185.