Bis(2-ethylhexyl) phthalate
(Synonyms: 邻苯二甲酸二(2-乙基己)酯,Bis(2-ethylhexyl) phthalate; Ergoplast FDO; ESBO-D 82) 目录号 : GC38654
Bis(2-ethylhexyl) phthalate,通常称为DEHP,是一种合成化合物,主要用作增塑剂。接触Bis(2-ethylhexyl) phthalate会对生物体产生各种不良影响,如生殖和发育受损、癌症、代谢改变以及神经和行为障碍。
Cas No.:117-81-7
Sample solution is provided at 25 µL, 10mM.
Bis(2-ethylhexyl) phthalate, commonly referred to as DEHP, is a synthetic compound primarily used as a plasticizer[1]. Exposure to Bis(2-ethylhexyl) phthalate can have various adverse effects on organisms, such as impaired reproduction and development, cancer, altered metabolism, and neurological and behavioral disorders[2].
In vitro, Bis(2-ethylhexyl) phthalate (50μM and 150μM; 48h) and MEHP induce glucose and lipid metabolic abnormalities in hepatocytes[3]. Bis(2-ethylhexyl) phthalate (0-80µM; 48h) significantly inhibited mouse TM3 Leydig cells viability and induced cell apoptosis[4].
In vivo, Bis(2-ethylhexyl) phthalate (5/10mg/kg/day; 16 weeks; p.o.) exposure elevates plasma glucose and disrupts hepatic lipid metabolism in mice[3]. Chronic, low-level exposure to Bis(2-ethylhexyl) phthalate (37µg/kg; 34 days; p.o.) enhances OVA-induced allergic lung inflammation in mice[5]. Prenatal exposure to Bis(2-ethylhexyl) phthalate (20 and 200μg/kg/day and 200, 500 and 750mg/kg/day; p.o.) disrupts ovarian function in a transgenerational manner in female mice[6].
References:
[1] Gaur K, Varshney H, Subhan I, Fatima J, Jyoti S, Siddique YH. Evaluation of Bis(2-ethylhexyl) phthalate toxicity on the third instar larvae of transgenic Drosophila melanogaster (hsp70-lacZ) Bg9. Food Chem Toxicol. 2024 Feb;184:114425.
[2] Martínez-Razo LD, Martínez-Ibarra A, Vázquez-Martínez ER, Cerbón M. The impact of Di-(2-ethylhexyl) Phthalate and Mono(2-ethylhexyl) Phthalate in placental development, function, and pathophysiology. Environ Int. 2021 Jan;146:106228.
[3] Wei X, Yang D, Zhang B, Fan X, Du H, Zhu R, Sun X, Zhao M, Gu N. Di-(2-ethylhexyl) phthalate increases plasma glucose and induces lipid metabolic disorders via FoxO1 in adult mice. Sci Total Environ. 2022 Oct 10;842:156815.
[4] Sun Y, Shen J, Zeng L, Yang D, Shao S, Wang J, Wei J, Xiong J, Chen J. Role of autophagy in di-2-ethylhexyl phthalate (DEHP)-induced apoptosis in mouse Leydig cells. Environ Pollut. 2018 Dec;243(Pt A):563-572.
[5] Tseng HH, Li CY, Wu ST, Su HH, Wong TH, Wu HE, Chang YW, Huang SK, Tsai EM, Suen JL. Di-(2-ethylhexyl) Phthalate Promotes Allergic Lung Inflammation by Modulating CD8α+ Dendritic Cell Differentiation via Metabolite MEHP-PPARγ Axis. Front Immunol. 2022 May 19;13:581854.
[6] Rattan S, Brehm E, Gao L, Niermann S, Flaws JA. Prenatal exposure to di(2-ethylhexyl) phthalate disrupts ovarian function in a transgenerational manner in female mice. Biol Reprod. 2018 Jan 1;98(1):130-145.
Bis(2-ethylhexyl) phthalate,通常称为DEHP,是一种合成化合物,主要用作增塑剂[1]。接触Bis(2-ethylhexyl) phthalate会对生物体产生各种不良影响,如生殖和发育受损、癌症、代谢改变以及神经和行为障碍[2]。
在体外实验中,Bis(2-ethylhexyl) phthalate (50µM和150µM; 48小时)和MEHP能够诱导肝细胞出现葡萄糖和脂质代谢异常[3]。此外,Bis(2-ethylhexyl) phthalate (0-80µM; 48小时)显著抑制了小鼠TM3 Leydig细胞的活性,并诱导了细胞凋亡[4]。
在体内实验中,Bis(2-ethylhexyl) phthalate (5/10mg/kg/天; 16周; 口服)暴露能够提高小鼠的血浆葡萄糖水平,并破坏肝脏脂质代谢[3]。长期低水平暴露于Bis(2-ethylhexyl) phthalate (37µg/kg; 34天; 口服)能够增强卵清蛋白(OVA)诱导的小鼠过敏性肺部炎症[5]。在母体孕期暴露于Bis(2-ethylhexyl) phthalate (20和200µg/kg/天以及200, 500和750mg/kg/天; 口服)能够以跨代方式破坏雌性小鼠的卵巢功能[6]。
Cell experiment [1]: | |
Cell lines | Mouse TM3 Leydig cells |
Preparation Method | TM3 cells were seeded at 1 × 104 cells per well in a 96-well plate and treated with the indicated concentrations of Bis(2-ethylhexyl) phthalate (0-80µM) in the presence or absence of N-Acetyl-L-cysteine (NAC) (5mM), or 3-Methyladenine (3-MA) (1mM) for 48h. Cell viability was determined by adding MTT (final concentration: 0.5 mg/mL), and the absorbance of the samples was measured at a wavelength of 570nm using a spectrophotometer. |
Reaction Conditions | 0-80µM; 48h |
Applications | Bis(2-ethylhexyl) phthalate significantly inhibited mouse TM3 Leydig cells viability and induced cell apoptosis. |
Animal experiment [2]: | |
Animal models | Female BALB/c mice (6–8 weeks of age) |
Preparation Method | To mimic the exposure that humans typically encounter in daily life, female mice were administered a daily oral gavage of Bis(2-ethylhexyl) phthalate or MEHP at the human TDI dose determined by the EU Scientific Committee for Toxicity, Ecotoxicity, and the Environment , which is 37μg/kg BW, for a study period of 34 days. After the initial administration of phthalate for 20 consecutive days, the mice were immunized with OVA, to induce mild allergic lung inflammation. Control mice were orally administered 0.33% ethanol in corn oil, as a vehicle control. |
Dosage form | 37µg/kg; 34 days; p.o. |
Applications | Chronic, low-level exposure to Bis(2-ethylhexyl) phthalate enhances OVA-induced allergic lung inflammation in mice. |
References: |
Cas No. | 117-81-7 | SDF | |
别名 | 邻苯二甲酸二(2-乙基己)酯,Bis(2-ethylhexyl) phthalate; Ergoplast FDO; ESBO-D 82 | ||
Canonical SMILES | O=C(C1=CC=CC=C1C(OCC(CC)CCCC)=O)OCC(CC)CCCC | ||
分子式 | C24H38O4 | 分子量 | 390.56 |
溶解度 | DMSO: 150 mg/mL (384.06 mM) | 储存条件 | Store at -20°C, protect from light |
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1 mg | 5 mg | 10 mg |
1 mM | 2.5604 mL | 12.8021 mL | 25.6043 mL |
5 mM | 0.5121 mL | 2.5604 mL | 5.1209 mL |
10 mM | 0.256 mL | 1.2802 mL | 2.5604 mL |
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