类

SmallMolecule

T3DB_ID

T3D0076

描述

Di(2-ethylhexyl) phthlate (DEHP) is a manufactured chemical that is commonly added to plastics to make them flexible. DEHP exposure is generally low and not harmful, but increased exposures resulting from intravenous fluids delivered through plastic tubing or ingesting contaminated foods or water may have toxic effects. This is of particular concern since DEHP is known to leach into liquid that come in contact with DEHP containing plastic. (L181, L182)

类别

"Household Toxin", "Industrial/Workplace Toxin", "Pollutant", "Airborne Pollutant", "Food Toxin", "Synthetic Toxin"

同义词

"1, 2-Benzenedicarboxylic acid, bis(2-ethylhexyl) ester", "1, 2-Benzenedicarboxylic acid, bis(ethylhexyl) ester", "1,2-Benzenedicarboxylic acid", "1,2-Benzenedicarboxylic acid bis(2-ethylhexyl) ester", "1,2-Benzenedicarboxylic acid bis-(1-ethylhexyl) ester", "1,2-Benzenedicarboxylic acid, bis(2-ethylhexyl) ester", "1,2-Benzenedicarboxylic acid, bis(ethylhexyl) ester", "1,2-Benzenedicarboxylic acid, bis-(1-ethylhexyl) ester", "2-Ethylhexyl phthalate", "Benzenedicarboxylic acid, bis(2-ethylhexyl) ester", "Bi(2-ethylhexyl)trimellitate ester", "Bis (2-Etheylexyl) Phthalate", "Bis (2-Ethylhexyl) Phthalate (Dioctyl phthalate)", "Bis(2-ethylhexy) phthalate", "Bis(2-ethylhexyl) 1, 2-benzenedicarboxylate", "Bis(2-ethylhexyl) 1,2-benzenedicarboxylate", "Bis(2-ethylhexyl) o-phthalate", "Bis(2-ethylhexyl) phthalate", "Bis(2-ethylhexyl) phthalate-ring-UL-14C", "Bis(2-ethylhexyl)ester phthalic acid", "Bis(ethylhexyl) phthalate", "Bis-(2-ethylhexyl) 1,2-benzenedicar boxylate", "Bis-(2-ethylhexyl) 1,2-benzenedicarboxylate", "Bis-(2-ethylhexyl)-phthalate (DEHP)", "Bis-2-ethyl-hexyl-phthalate", "DEHP", "Di(2-Ethylhexyl phthalate)", "Di(2-ethylhexyl) o-phthalate", "Di(2-ethylhexyl) orthophthalate", "Di(2-ethylhexyl) phthalate", "Di(2-ethylhexyl)orthophthalate", "Di(2-ethylhexyl)phthalic acid", "Di(ethylhexyl) phthalate", "Di-(2-ethylhexyl) phthalate", "Di-2 ethyl hexyl adipate", "Di-2-ethyl hexyl azelate", "Di-2-ethylhexyl phthalate", "Di-2-ethylhexylphthalate", "Di-iso-octyl phthalate", "Di-sec-octyl phthalate", "Diacizer dop", "Dicapryl phthalate", "Diethylhexyl phthalate", "Dioctyl o-benzenedicarboxylate", "Dioctyl phthalate", "Dioctyl-o-benzenedicarboxylate", "Dioctylphthalate", "Ergoplas t fdo", "Ergoplast fdo", "Ergoplast fdo-s", "Etalon", "Etalon (plasticizer)", "Ethyl hexyl phthalate", "Ethylhexyl phthalate", "Fleximel", "Flexol dop", "Flexol plasticizer dop", "Good-rite gp 264", "Hatcol dop", "Hercoflex 260", "Jayflex dop", "Kodaflex dehp", "Kodaflex dop", "Kodaflex DP", "Merrol dop", "Mollan o", "Monocizer dop", "Morflex 310", "Morflex 410", "N-dioctyl phthalate", "Nuoplaz dop", "O-Benzenedicarboxylic acid, dioctyl ester", "Octoil", "Octyl PH thalate", "Octyl phthalate", "Phthalic acid bis(2-ethylhexyl ester)", "Phthalic acid bis(2-ethylhexyl ester)-ring-ul-14C", "Phthalic acid bis(2-ethylhexyl) ester", "Phthalic acid di(2-ethylhexyl) ester", "Phthalic acid dioctyl ester", "Phthalic acid, bis(2-ethylhexyl) ester", "Phthalic acid, dioctyl ester", "Pittsburgh PX-138", "Plasthall dop", "Plasticizer 28P", "Polycizer 162", "Polycizer dop", "RC plasticizer dop", "Reomol D 79P", "Reomol DCP", "Reomol dop", "Sansocizer dop", "Sansocizer R 8000", "Sconamoll dop", "Sicol 150", "Staflex dop", "Truflex dop", "Union carbide flexo l 380", "Union carbide flexol 380", "Vestinol ah", "Vinicizer 80", "Witcizer 312"

CAS登记号

117-81-7

化学式

C24H38O4

平均分子量

390.5561

单同位素质量

390.277009704

IUPAC 名称

1,2-bis(2-ethylhexyl) benzene-1,2-dicarboxylate

传统名称

etalon

简化分子线性输入规范

CCCCC(CC)COC(=O)C1=CC=CC=C1C(=O)OCC(CC)CCCC

InChI 标识符

InChI=1S/C24H38O4/c1-5-9-13-19(7-3)17-27-23(25)21-15-11-12-16-22(21)24(26)28-18-20(8-4)14-10-6-2/h11-12,15-16,19-20H,5-10,13-14,17-18H2,1-4H3

键

InChIKey=BJQHLKABXJIVAM-UHFFFAOYSA-N

化合物类型

Organic compounds

大分类

Benzenoids

类型

Benzene and substituted derivatives

子类

Benzoic acids and derivatives

直接大类

Benzoic acid esters

另外分类

"Benzoyl derivatives", "Carboxylic acid esters", "Dicarboxylic acids and derivatives", "Hydrocarbon derivatives", "Organic oxides", "Organooxygen compounds"

取代基

"Aromatic homomonocyclic compound", "Benzoate ester", "Benzoyl", "Carboxylic acid derivative", "Carboxylic acid ester", "Dicarboxylic acid or derivatives", "Hydrocarbon derivative", "Organic oxide", "Organic oxygen compound", "Organooxygen compound"

分子框架

Aromatic homomonocyclic compounds

外部描述符

"Phthalates", "a small molecule", "diester", "phthalate ester"

地位

Detected and Not Quantified

起源

Exogenous

蜂窝位置

"Membrane"

生物流体位置

组织位置

途径

状态

Liquid

外貌

Coloress liquid.

熔点/沸点/溶解度

-55°C/385°C/0.00027 mg/mL at 25 °C [DEFOE,DL et al. (1990)]

日志P

暴露途径

Oral (L1903) ; inhalation (L1903) ; dermal (L1903)

毒性机制

Monoethylhexylphthalate (MEHP), one of the major metabolites of DEHP, induces peroxisome proliferation by activating peroxisome proliferator activated receptors. This is believed to increase production of hydrogen peroxide by peroxisomes and enhance cell proliferation, leading to hepatotoxic and carcinogenic effects. MEHP is also believed to exhibit testicular toxicity by targeting and damaging the Sertoli cells. DEHP may act as an antiandrogen during a critical stage of reproductive tract differentiation by reducing testosterone in fetal males, hindering development. (L181, A106)

代谢

DEHP is mainly absorbed via ingestion. It is hydrolyzed in the small intestine and absorbed as monoethylhexylphthalate (MEHP) and 2-ethylhexanol, then likely distributed to the adipose tissues and kidneys. MEHP is further metabolized via numerous oxidative reactions, resulting in the formation of 30 or more metabolites, some of which can be conjugated with glucuronic acid for excretion. Oxidation of 2-ethylhexanol primarily yields 2-ethylhexanoic acid and several keto acid derivatives. Most DEHP metabolites are excreted in the urine as glucuronide conjugates, while unmetabolized DEHP is excreted in the faeces. (L181)

毒性值

LD50: 33.9 g/kg (Oral, Rabbit) (T33) LD50: 10 g/kg (Dermal, Guinea pig) (T33) LD50: 30.7 g/kg (Intraperitoneal, Rat) (T33)

致死剂量

致癌性

2B, possibly carcinogenic to humans. (L135)

用途/来源

DEHP is present in plastic products such as wall coverings, tablecloths, floor tiles, furniture upholstery, shower curtains, garden hoses, swimming pool liners, rainwear, baby pants, dolls, some toys, shoes, automobile upholstery and tops, packaging film and sheets, sheathing for wire and cable, medical tubing, and blood storage bags. (L181)

最低风险等级

Intermediate Oral: 0.1 mg/kg/day (L134) Chronic Oral: 0.06 mg/kg/day (L134)

健康影响

Chronic and/or high levels of DEHP exposure may cause reproductive and developmental damage. This includes damaged sperm, delayed sexual maturity, and deficiencies in the development of male babies. DEHP may also cause liver and kidney damage, and is potentially carcinogenic. (L181, L182)

症状

Phthalate esters are endocrine disruptors and can cause a number of developmental malformations termed 'phthalate syndrome'. (A2883)

治疗

药库 ID

HMDB_ID

PubChem 化合物 ID

8343

维基百科链接

http://en.wikipedia.org/wiki/Bis(2-ethylhexyl)phthalate

创建于

2009-03-06 18:58:02 UTC

更新于

2014-12-24 20:21:03 UTC

目标

毒素T3DB ID	毒素名称	目标名称
T3D0076	Di(2-ethylhexyl)phthalate	Vitamin D3 receptor
T3D0076	Di(2-ethylhexyl)phthalate	Retinoic acid receptor RXR-beta
T3D0076	Di(2-ethylhexyl)phthalate	Retinoic acid receptor RXR-alpha
T3D0076	Di(2-ethylhexyl)phthalate	Estrogen receptor beta
T3D0076	Di(2-ethylhexyl)phthalate	Estrogen receptor alpha
T3D0076	Di(2-ethylhexyl)phthalate	Aryl hydrocarbon receptor
T3D0076	Di(2-ethylhexyl)phthalate	Peroxisome proliferator-activated receptor gamma
T3D0076	Di(2-ethylhexyl)phthalate	Peroxisome proliferator-activated receptor delta
T3D0076	Di(2-ethylhexyl)phthalate	Peroxisome proliferator-activated receptor alpha
T3D0076	Di(2-ethylhexyl)phthalate	Translocator protein
T3D0076	Di(2-ethylhexyl)phthalate	Bile salt sulfotransferase
T3D0076	Di(2-ethylhexyl)phthalate	Nuclear receptor subfamily 1 group I member 3
T3D0076	Di(2-ethylhexyl)phthalate	Nuclear receptor subfamily 1 group I member 2
T3D0076	Di(2-ethylhexyl)phthalate	Matrix metalloproteinase-9
T3D0076	Di(2-ethylhexyl)phthalate	Cytochrome P450 2B6
T3D0076	Di(2-ethylhexyl)phthalate	C-X-C motif chemokine 9
T3D0076	Di(2-ethylhexyl)phthalate	Macrophage colony-stimulating factor 1