6-methyl-1,3,8-trichlorodibenzofuran
Synonyms: "1,3,8-trichloro-6-methyl-dibenzofuran", "6-MCDF", "MCDF"
Source: 6-methyl-1,3,8-trichlorodibenzofuran is related to the industrial byproduct dioxin.
Identifiers:
IUPAC Name: 1,3,8-trichloro-6-methyldibenzofuran
CAS Number: 118174-38-2
PubChem ID: 114900
InChiKey: RPMARRQIRRJWEZ-UHFFFAOYSA-N
Canonical SMILES: CC1=C2C(=CC(=C1)Cl)C3=C(C=C(C=C3O2)Cl)Cl
Structural Properties:
Molecular Formula: C13H7Cl3O
Molecular Weight: 285.553
Pharmacophore Features:
Number of bond donors: 0
Number of bond acceptors: 0
Number of atoms different from hydrogen: 17
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Evidence Supporting This Chemical as an Endocrine Disruptor
TEDX List of Potential Endocrine Disruptors
Astroff B, Eldridge B, Safe S. 1991. Inhibition of the 17 beta-estradiol-induced and constitutive expression of the cellular protooncogene c-fos by 2,3,7,8-tetrachlorodibenzo-p-dioxin (TCDD) in the female rat uterus. Toxicol Lett 56(3):305-315.
Astroff B, Safe S. 1988. Comparative antiestrogenic activities of 2,3,7,8-tetrachlorodibenzo-p-dioxin and 6-methyl-1,3,8-trichlorodibenzofuran in the female rat. Toxicol Appl Pharmacol 95(3):435-443.
Harper N, Wang X, Liu H, Safe S. 1994. Inhibition of estrogen-induced progesterone receptor in MCF-7 human breast cancer cells by aryl hydrocarbon (Ah) receptor agonists. Molecular & Cellular Endocrinology 104(1):47-55.
Zacharewski T, Harris M, Biegel L, Morrison V, Merchant M, Safe S. 1992. 6-Methyl-1,3,8-trichlorodibenzofuran (MCDF) as an antiestrogen in human and rodent cancer cell lines: evidence for the role of the Ah receptor. Toxicol Appl Pharmacol 113(2):311-318.