Methoxychlor
SmallMolecule
T3DB_ID
T3D0061
描述
Methoxychlor is a manufactured organochlorine used as an insecticide against flies, mosquitoes, cockroaches, chiggers, and a wide variety of other insects. It is used on agricultural crops and livestock, and in animal feed, barns, grain storage bins, home garden, and on pets. (L167)
类别
"Pesticide", "Household Toxin", "Pollutant", "Airborne Pollutant", "Synthetic Toxin"
同义词
"1, 1-Bis(p-methoxyphenyl)-2,2,2-trichloroethane", "1,1'-(2,2, 2-Trichloroethylidene)bis(4-methoxybenzene)", "1,1'-(2,2,2-trichloroethane-1,1-diyl)bis(4-methoxybenzene)", "1,1'-(2,2,2-Trichloroethylidene)bis(4-methoxybenzene)", "1,1,1-Trichloro-2, 2-bis(p-anisyl)ethane", "1,1,1-Trichloro-2, 2-bis(p-methoxyphenyl)ethane", "1,1,1-Trichloro-2, 2-di(4-methoxyphenyl)ethane", "1,1,1-Trichloro-2,2-bis(4-methoxyphenyl)ethane", "1,1,1-Trichloro-2,2-bis(p-anisyl)ethane", "1,1,1-Trichloro-2,2-bis(p-methoxyphenyl)ethane", "1,1,1-Trichloro-2,2-bis-(p-methoxyphenyl)ethane", "1,1,1-Trichloro-2,2-di(4-methoxyphenyl)ethane", "1,1-Bis(p-methoxyphenyl)-2,2,2-trichloroethane", "2, 2-Di(p-methoxyphenyl)-1,1,1-trichloroethane", "2,2,2-t richloro-1,1-bis(4-methoxyphenyl)ethane", "2,2,2-Trichloro-1,1-bis(4-methoxyphenyl)ethane", "2,2-Bis (p-methoxyphenol)-1,1,1-trichloroethane", "2,2-Bis(4-methoxyphenyl)-1,1,1-trichloroethane", "2,2-Bis(p-anisyl)-1, 1,1-trichloroethane", "2,2-Bis(p-anisyl)-1,1,1-trichloroethane", "2,2-Bis(p-methoxyphenyl)-1,1, 1-trichloroethane", "2,2-Bis(p-methoxyphenyl)-1,1,1-trichloroethane", "2,2-Di(p-anisyl)-1,1,1-trichloroethane", "2,2-Di(p-methoxyphenyl)-1,1,1-trichloroethane", "2,2-Di-(p-methoxyphenyl)-1,1,1-trichloroethane", "2,2-Di-p-anisyl-1,1,1-trichloroethane", "4,4-(2,2,2-Trichloroethylidene)dianisole", "Bis(p-anisyl)-1,1,1-trichloroethane", "Bis(p-methoxyphenyl)-1,1,1-trichloroethane", "Di(p-methoxyphenyl) trichloromethyl methane", "Di(p-methoxyphenyl)trichloromethyl methane", "Dianisyl trichloroethane", "Dianisyltrichlorethane", "Dianisyltrichloroethane", "Dimethox ydiphenyltrichloroethane", "Dimethoxy-DDT", "Dimethoxy-DT", "Dimethoxydiphenyltrichloroethane", "Maralate", "Marlate", "Maxie", "Meocl", "Methoxcide", "Methoxo", "Methoxy DDT", "Methoxy-DDT", "Metoksychlor", "p, p'-methoxychlor", "p,p'-(dimethoxydiphenyl)trichloroethane", "p,p'-dimethoxydiphenyltrichl oroethane", "p,p'-dimethoxydiphenyltrichloroethane", "p,p'-DMDT", "p,p'-methoxychlor", "Pmethoxychlor", "Prentox", "Trichloroethane dianisyl"
CAS登记号
72-43-5
化学式
C16H15Cl3O2
平均分子量
345.648
单同位素质量
344.013762845
IUPAC 名称
1-methoxy-4-[2,2,2-trichloro-1-(4-methoxyphenyl)ethyl]benzene
传统名称
methoxychlor
简化分子线性输入规范
COC1=CC=C(C=C1)C(C1=CC=C(OC)C=C1)C(Cl)(Cl)Cl
InChI 标识符
InChI=1S/C16H15Cl3O2/c1-20-13-7-3-11(4-8-13)15(16(17,18)19)12-5-9-14(21-2)10-6-12/h3-10,15H,1-2H3
InChIKey=IAKOZHOLGAGEJT-UHFFFAOYSA-N
化合物类型
Organic compounds
大分类
Benzenoids
类型
Benzene and substituted derivatives
子类
Diphenylmethanes
直接大类
Diphenylmethanes
另外分类
"Alkyl aryl ethers", "Alkyl chlorides", "Anisoles", "Hydrocarbon derivatives", "Methoxybenzenes", "Organochlorides", "Phenoxy compounds"
取代基
"Alkyl aryl ether", "Alkyl chloride", "Alkyl halide", "Anisole", "Aromatic homomonocyclic compound", "Diphenylmethane", "Ether", "Hydrocarbon derivative", "Methoxybenzene", "Organic oxygen compound", "Organochloride", "Organohalogen compound", "Organooxygen compound", "Phenol ether", "Phenoxy compound"
分子框架
Aromatic homomonocyclic compounds
外部描述符
"Organochlorine insecticides", "Organochlorine pesticides", "organochlorine insecticide"
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
Pale-yellow powder.
熔点/沸点/溶解度
87°C/decomposes/0.0001 mg/mL at 25 °C [RICHARDSON,LT & MILLER,DM (1960)]
日志P
暴露途径
Oral (L167) ; dermal (L167)
毒性机制
Certain mono- and bis-hydroxy metabolites of methoxychlor, especially 2,2-bis(p-hydroxyphenyl)-1,1, 1-trichloroethane (HPTE), act as estrogen analogues. HPTE is an estrogen receptor alpha agonist, and also acts as an antagonist at the estrogen receptor beta and androgen receptor. This affects protein synthesis, which is believed to cause many of methoxychlor's estrogenic effects, such as decreased fertility. As methoxychlor is also a structural analogue of DDT, it is believed to have the same neurotoxic effects. This includes preventing the deactivation of the sodium gate after neuron activation and membrane depolarization, resulting in hyperexcitability of the nerve. Like DDT, methoxychlor may also inhibit neuronal adenosine triphosphatases (ATPases), particularly Na+K+-ATPase and Ca2+-ATPase, which play vital roles in neuronal repolarization. This contributes to the reduced rate of depolarization and increases the sensitivity of neurons to small stimuli that would not elicit a response in a fully depolarized neuron. (T10, A118)
代谢
Methoxychlor is well absorbed by the gastrointestinal tract and to a lesser extent by the skin. Once in the bloodstream, methoxychlor appears to distribute to most tissues of the body, with highest levels usually found in fat. Methoxychlor is metabolized rapidly by cytochrome P450 enzymes in the liver, undergoing demethylation to form phenolic derivatives, with dechlorination and dehydrochlorination reactions occurring to a lesser extent. The metabolites of methoxychlor are excreted mainly in the faeces. (L167)
毒性值
LD50: 3460 mg/kg (Oral, Rat) (L167)
致死剂量
6400 mg/kg for an adult human. (T28)
致癌性
3, not classifiable as to its carcinogenicity to humans. (L135)
用途/来源
Methoxychlor is used as an insecticide against flies, mosquitoes, cockroaches, chiggers, and a wide variety of other insects. It is used on agricultural crops and livestock, and in animal feed, barns, grain storage bins, home garden, and on pets. (L167)
最低风险等级
Intermediate Oral: 0.005 mg/kg/day (L134)
健康影响
Animal studies show that methoxychlor may affect the reproductive system, causing harm to the ovaries, uterus, and mating cycle in females, and the testes and prostate in males, as well as decreased fertility in both sexes. Methoxychlor exposure may also cause EEG pattern changes. (T10. L167)
症状
High levels of methoxychlor may cause fatigue, lethargy, tremors, convulsions and seizures. (T10, L167)
治疗
药库 ID
HMDB_ID
PubChem 化合物 ID
4115
维基百科链接
http://en.wikipedia.org/wiki/Methoxychlor
创建于
2009-03-06 18:58:00 UTC
更新于
2014-12-24 20:21:00 UTC
目标
毒素T3DB ID毒素名称目标名称
T3D0061 Methoxychlor Progesterone receptor
T3D0061 Methoxychlor Nuclear receptor subfamily 1 group I member 3
T3D0061 Methoxychlor Androgen receptor
T3D0061 Methoxychlor Estrogen receptor beta
T3D0061 Methoxychlor Estrogen receptor alpha
T3D0061 Methoxychlor Sodium channel subunit beta-4
T3D0061 Methoxychlor Sodium channel subunit beta-3
T3D0061 Methoxychlor Sodium channel subunit beta-2
T3D0061 Methoxychlor Sodium channel subunit beta-1
T3D0061 Methoxychlor Potassium/sodium hyperpolarization-activated cyclic nucleotide-gated channel 3
T3D0061 Methoxychlor Potassium/sodium hyperpolarization-activated cyclic nucleotide-gated channel 1
T3D0061 Methoxychlor Potassium/sodium hyperpolarization-activated cyclic nucleotide-gated channel 4
T3D0061 Methoxychlor Potassium/sodium hyperpolarization-activated cyclic nucleotide-gated channel 2
T3D0061 Methoxychlor Cytochrome P450 2C9
T3D0061 Methoxychlor Cytochrome P450 2C19
T3D0061 Methoxychlor UDP-glucuronosyltransferase 1-1
T3D0061 Methoxychlor Cytochrome P450 3A4
T3D0061 Methoxychlor Cytochrome P450 2B6
T3D0061 Methoxychlor Cytochrome P450 1A2
T3D0061 Methoxychlor Cytochrome P450 1A1
T3D0061 Methoxychlor Epidermal growth factor receptor
T3D0061 Methoxychlor Prostaglandin E2 receptor EP2 subtype
T3D0061 Methoxychlor Nuclear receptor subfamily 1 group I member 2
T3D0061 Methoxychlor Nuclear factor erythroid 2-related factor 2
T3D0061 Methoxychlor Sodium channel protein type 9 subunit alpha
T3D0061 Methoxychlor Sodium channel protein type 8 subunit alpha
T3D0061 Methoxychlor Sodium channel protein type 7 subunit alpha
T3D0061 Methoxychlor Sodium channel protein type 5 subunit alpha
T3D0061 Methoxychlor Sodium channel protein type 4 subunit alpha
T3D0061 Methoxychlor Sodium channel protein type 3 subunit alpha
T3D0061 Methoxychlor Sodium channel protein type 2 subunit alpha
T3D0061 Methoxychlor Sodium channel protein type 11 subunit alpha
T3D0061 Methoxychlor Sodium channel protein type 10 subunit alpha
T3D0061 Methoxychlor Sodium channel protein type 1 subunit alpha
T3D0061 Methoxychlor Sarcoplasmic/endoplasmic reticulum calcium ATPase 3
T3D0061 Methoxychlor Sarcoplasmic/endoplasmic reticulum calcium ATPase 2
T3D0061 Methoxychlor Sarcoplasmic/endoplasmic reticulum calcium ATPase 1
T3D0061 Methoxychlor Plasma membrane calcium-transporting ATPase 4
T3D0061 Methoxychlor Plasma membrane calcium-transporting ATPase 3
T3D0061 Methoxychlor Plasma membrane calcium-transporting ATPase 2
T3D0061 Methoxychlor Plasma membrane calcium-transporting ATPase 1
T3D0061 Methoxychlor Calcium-transporting ATPase type 2C member 2
T3D0061 Methoxychlor Calcium-transporting ATPase type 2C member 1
T3D0061 Methoxychlor Sodium/potassium-transporting ATPase subunit gamma
T3D0061 Methoxychlor Sodium/potassium-transporting ATPase subunit beta-3
T3D0061 Methoxychlor Sodium/potassium-transporting ATPase subunit beta-2
T3D0061 Methoxychlor Sodium/potassium-transporting ATPase subunit beta-1
T3D0061 Methoxychlor Sodium/potassium-transporting ATPase subunit alpha-4
T3D0061 Methoxychlor Sodium/potassium-transporting ATPase subunit alpha-3
T3D0061 Methoxychlor Sodium/potassium-transporting ATPase subunit alpha-2
T3D0061 Methoxychlor Sodium/potassium-transporting ATPase subunit alpha-1
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