Dibutyl phthalate
SmallMolecule
T3DB_ID
T3D0052
描述
Dibutyl phthalate is found in cloves. DBP was added to the California Proposition 65 (1986) list of suspected teratogens in November 2006. It is a suspected endocrine disruptor. It was used in some nail polishes; all major producers began eliminating this chemical from nail polishes in the Fall of 2006. Dibutyl phthalate (DBP) is a commonly used plasticizer. It is also used as an additive to adhesives or printing inks. It is soluble in various organic solvents, e.g. in alcohol, ether and benzene. DBP is also used as an ectoparasiticide.
类别
"Household Toxin", "Industrial/Workplace Toxin", "Pollutant", "Airborne Pollutant", "Food Toxin", "Natural Toxin"
同义词
"1,2-Benzenedicarboxylic acid, 1,2-dibutyl ester", "1,2-Benzenedicarboxylic acid, dibutyl ester", "Araldite 502", "Benzene-O-dicarboxylic acid di-N-butyl ester", "Benzene-O-dicarboxylic acid, di-N-butyl ester", "Benzenedicarboxylic acid, dibutyl ester", "BUFA", "Butyl phthalate", "Butylphthalate", "Celluflex DPB", "DBP (ester)", "Di N butyl phthalate", "Di-N-butyl phthalate", "Di-N-butyl phthalate (dbup)", "Di-N-butylester kyseliny ftalove", "Di-N-butylorthophthalate", "di-N-butyphthalatel", "Dibutyl 1, 2-benzenedicarboxylate", "Dibutyl 1,2-benzenedicarboxylate", "Dibutyl ester of 1,2-benzenedicarboxylic acid", "Dibutyl O-phthalate", "Dibutyl phthalated", "Dibutyl phthalic acid", "Dibutyl-1,2-benzenedicarboxylate", "Dibutyl-O-phthalate", "Dibutyl-Phthalate", "Dibutyll phthalate", "Dibutylphthalate", "Dibutylphthatlate", "Elaol", "Ergoplast FDB", "Ersoplast fda", "Genoplast B", "Hatcol DBP", "Hexaplas m/b", "Kodaflex DBP", "Morflex 240", "N-Butyl phthalate", "N-Butylphthalate", "O-Benzenedicarboxylic acid, dibutyl ester", "Ortho-dibutyl phthalate", "Phthalic acid di-N-butyl ester", "Phthalic acid dibutyl ester", "Phthalic acid, dibutyl ester", "Polycizer DBP", "Rapidcelltrade markP", "RC plasticizer DBP", "Staflex DBP", "Uniflex DBP", "Unimoll DB", "Uniplex 150", "Witcizer 300"
CAS登记号
84-74-2
化学式
C16H22O4
平均分子量
278.3435
单同位素质量
278.151809192
IUPAC 名称
1,2-dibutyl benzene-1,2-dicarboxylate
传统名称
dibutyl-phthalate
简化分子线性输入规范
CCCCOC(=O)C1=CC=CC=C1C(=O)OCCCC
InChI 标识符
InChI=1S/C16H22O4/c1-3-5-11-19-15(17)13-9-7-8-10-14(13)16(18)20-12-6-4-2/h7-10H,3-6,11-12H2,1-2H3
InChIKey=DOIRQSBPFJWKBE-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
"Insect repellents", "Phthalates", "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
Solid
外貌
Colorless oily liquid.
熔点/沸点/溶解度
35°C/340 °C/0.0112 mg/mL at 25°C
日志P
4.5
暴露途径
Oral (L133) ; inhalation (L133) ; dermal (L133)
毒性机制
The most characteristic effect of di-n-butyl phthalate is testicular atrophy. Di-n-butyl phthalate exposure causes both the release of iron from hemoglobin and/or transferrin in the liver and spleen, and the subsequent depletion of iron in the blood and testes. The decreased amount of available iron results in a decrease in succinate dehydrogenase activity in the Sertoli cells. This results in disturbances in the energy transfer system between Sertoli cells and germ cells, which is required for the differentiation of male germ cells and their progression through the seminiferous epithelium and release as mature spermatozoa. Di-n-butyl phthalate may also exhibit weak estrogenic activity. It has been shown to exhibit toxic effects in liver mitochondria by uncoupling energy-linked processes and inhibiting succinate dehydrogenase. (L133, A105)
代谢
Di-n-butyl phthalate is absorbed via oral, inhalation, and dermal routes. It is rapidly distributed and cleared from the body. Metabolism of di-n-butyl phthalate proceeds mainly by nonspecific esterases in the gastrointestinal tract, which hydrolyze of one butyl ester bond to yield mono-n-butyl phthalate, the primary toxic metabolite. Mono-n-butyl phthalate is conjugated with glucuronic acid via glucuronosyltransferase and excreted in the urine. (L133)
毒性值
LD50: 3050 mg/kg (Intraperitoneal, Rat) (T13) LD50: 720 mg/kg (Intravenous, Mouse) (T13) LD50: 5289 mg/kg (Oral, Mouse) (T13) LC50: 25 g/m3 over 2 hours (Inhalation, Mouse) (T13)
致死剂量
致癌性
No indication of carcinogenicity to humans (not listed by IARC).
用途/来源
Di-n-butyl phthalate is used to make plastics more flexible and is also in carpet backings, paints, glue, insect repellents, hair spray, nail polish, and rocket fuel. (L133)
最低风险等级
健康影响
Adverse effects from di-n-butyl phthalate exposure have not yet been reported in humans. However, animals studies have shown that di-n-butyl phthalate can affect reproductive ability by decreasing sperm count and causing birth defects. (L133)
症状
Skin contact with di-n-butyl phthalate may cause mild irritation. (L133)
治疗
药库 ID
HMDB_ID
HMDB33244
PubChem 化合物 ID
3026
维基百科链接
http://en.wikipedia.org/wiki/Dibutyl_phthalate
创建于
2009-03-06 18:57:59 UTC
更新于
2014-12-24 20:20:59 UTC
目标
毒素T3DB ID毒素名称目标名称
T3D0052 Dibutyl phthalate Retinoic acid receptor RXR-gamma
T3D0052 Dibutyl phthalate Retinoic acid receptor RXR-beta
T3D0052 Dibutyl phthalate Retinoic acid receptor RXR-alpha
T3D0052 Dibutyl phthalate Peroxisome proliferator-activated receptor delta
T3D0052 Dibutyl phthalate Estrogen receptor beta
T3D0052 Dibutyl phthalate Aryl hydrocarbon receptor
T3D0052 Dibutyl phthalate Peroxisome proliferator-activated receptor gamma
T3D0052 Dibutyl phthalate Peroxisome proliferator-activated receptor alpha
T3D0052 Dibutyl phthalate Succinate dehydrogenase [ubiquinone] iron-sulfur subunit, mitochondrial
T3D0052 Dibutyl phthalate Succinate dehydrogenase [ubiquinone] flavoprotein subunit, mitochondrial
T3D0052 Dibutyl phthalate Succinate dehydrogenase [ubiquinone] cytochrome b small subunit, mitochondrial
T3D0052 Dibutyl phthalate Succinate dehydrogenase cytochrome b560 subunit, mitochondrial
T3D0052 Dibutyl phthalate Cathepsin B
T3D0052 Dibutyl phthalate Urokinase plasminogen activator surface receptor
T3D0052 Dibutyl phthalate Tissue-type plasminogen activator
T3D0052 Dibutyl phthalate Nuclear receptor subfamily 1 group I member 2
T3D0052 Dibutyl phthalate Interleukin-1 alpha
T3D0052 Dibutyl phthalate Estrogen receptor alpha
T3D0052 Dibutyl phthalate Cytochrome P450 3A4
T3D0052 Dibutyl phthalate Cytochrome P450 2C19
T3D0052 Dibutyl phthalate Cytochrome P450 2B6
T3D0052 Dibutyl phthalate Cytochrome P450 1A2
T3D0052 Dibutyl phthalate Cytochrome P450 1A1
T3D0052 Dibutyl phthalate Macrophage colony-stimulating factor 1
T3D0052 Dibutyl phthalate Collagen alpha-1(III) chain
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