dibutyl phthalate

Synonyms: "di-n-butyl phthalate", "n-butyl phthalate", "butyl phthalate", "celluflex DPB", "elaol", "genoplast B", "palatinol C", "polycizer DBP"

Source: dibutyl phthalate is used in making flexible plastics that are found in a variety of consumer products. It is used mainly in nail products as a solvent for dyes and as a plasticizer that prevents nail polishes from becoming brittle.

Identifiers:

IUPAC Name: dibutyl benzene-1,2-dicarboxylate
CAS Number: 84-74-2
PubChem ID: 3026
InChiKey: DOIRQSBPFJWKBE-UHFFFAOYSA-N
Canonical SMILES: CCCCOC(=O)C1=CC=CC=C1C(=O)OCCCC

Structural Properties:

Molecular Formula: C16H22O4
Molecular Weight: 278.344

Pharmacophore Features:

Number of bond donors: 0
Number of bond acceptors: 2
Number of atoms different from hydrogen: 20

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Evidence Supporting This Chemical as an Endocrine Disruptor
TEDX List of Potential Endocrine Disruptors
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Davis WP. 1988. Reproductive and developmental responses in the self-fertilizing fish, Rivulus marmoratus, induced by the plasticizer, di-n-butylphthalate. Environmental Biology of Fishes 21(2):81-90.

Fan WQ, Yanase T, Morinaga H, Gondo S, Okabe T, Nomura M, Komatsu T, Morohashi K-I, Hayes TB, Takayanagi R, Nawata H. 2007. Atrazine-induced aromatase expression is SF-1 dependent: implications for endocrine disruption in wildlife and reproductive cancers in humans. Environ Health Perspect 115(5):720-727.

Kanayama T, Kobayashi N, Mamiya S, Nakanishi T, Nishikawa J. 2005. Organotin compounds promote adipocyte differentiation as agonists of the peroxisome proliferator-activated receptor [gamma]/retinoid X receptor pathway. Mol Pharmacol 67(3):766-774.

Lu KY, Tseng FW, Wu CJ, Liu PS. 2004. Suppression by phthalates of the calcium signaling of human nicotinic acetylcholine receptors in human neuroblastoma SH-SY5Y cells. Toxicology 200(2-3):113-121.

Ryu JY, Lee BM, Kacew S, Kim HS. 2007. Identification of differentially expressed genes in the testis of Sprague-Dawley rats treated with di(n-butyl) phthalate. Toxicology 234(1-2):103-112.

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