(1R,3R,4R,7S)-1,3,4,7,8,9,10,10-octachlorotricyclo[5.2.1.02,6]dec-8-ene

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 乙烯基卤化物
• 英文名称: (1R,3R,4R,7S)-1,3,4,7,8,9,10,10-octachlorotricyclo[5.2.1.02,6]dec-8-ene
• 化学式: C₁₀H₆Cl₈
• 分子量: 409.8
• InChiKey: BIWJNBZANLAXMG-MRTOWHRVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  18
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

ADMET

代谢

滴滴涕（Chlordane）具有很高的亲脂性，因此通过摄入、吸入和皮肤接触很容易被吸收，并主要储存在脂肪中。滴滴涕主要在肝脏和肾脏中代谢。代谢过程很慢，据信涉及多种途径，包括细胞色素P-450酶、谷胱甘肽-S-转移酶型酶和微粒体多功能氧化酶系统。代谢产物通常毒性较低，包括氯丹烯氯醇、单羟基化二氢氯丹和氧氯丹。它们通过尿液和粪便排出体外。（L91）

Chlordane is highly lipophilic and is thus easily absorbed by ingestion, inhalation, and dermal exposure, then stored mainly in the fat. Chlordane is metabolized mainly in the liver and kidney. Metabolism is slow, and is believed to occur by multiple pathways involving cytochrome P-450 enzymes, glutathione-S-transferase type enzymes, and microsomal mixed-function oxidase systems. The metabolites are generally less toxic and include chlordene chlorohydrin, monohydroxylated dihydrochlordene, and oxychlordane. They are excreted in the urine and faeces. (L91)

来源:Toxin and Toxin Target Database (T3DB)

毒理性

• 毒性总结

敌百虫被认为会不可逆地与DNA结合，导致细胞死亡或改变细胞功能。它还通过对抗与雌激素相关的受体来影响转录。敌百虫诱导肝细胞色素P-450，导致平滑内质网体积大幅增加，进而造成肝细胞增大和肥大。敌百虫还被证明能结合并激活视黄酸受体，导致各种发育缺陷，并在肝和肾组织中抑制碱性磷酸酶。(L91, A52, A53, A68, A69)

Chlordane is believed to bind irreversibly to DNA, leading to cell death or altered cellular function. It also affects transcription by antagonizing estrogen-related receptors. Chlordane induces hepatic cytochrome P-450, causing a large increase in the volume of the smooth endoplasmic reticulum, which results in hepatocellular enlargement and hypertrophy. Chlordane has also been shown to bind and activate retinoic acid receptor, causing various developmental defects, and inhibit alkaline phosphatases in hepatic and renal tissues. (L91, A52, A53, A68, A69)

来源:Toxin and Toxin Target Database (T3DB)

毒理性

• 致癌物分类

敌百虫可能对人类有致癌性（2B组）。

Chlordane is possibly carcinogenic to humans (Group 2B). (L135)

来源:Toxin and Toxin Target Database (T3DB)

毒理性

• 健康影响

滴滴涕是一种中枢神经系统刺激剂，也可能损害消化系统和肝脏。大量摄入已被证明会导致抽搐、呼吸衰竭和死亡。滴滴涕还已知对生殖和发育有不良影响。

Chlordane is a central nervous system stimulant, and can also damage the digestive system and the liver. Large doses have been shown to cause convulsions, respiratory failure, and death. Chlordane is also known to have adverse reproductive and developmental effects. (L91)

来源:Toxin and Toxin Target Database (T3DB)

毒理性

• 暴露途径

口服（A105）；吸入（A105）

Oral (A105) ; inhalation (A105)

来源:Toxin and Toxin Target Database (T3DB)

毒理性

• 症状

摄入和吸入氯丹会导致头痛、易怒、混乱、虚弱、视力问题、呕吐、胃痉挛、腹泻和黄疸。

Ingestion and inhalation of chlordane cause headaches, irritability, confusion, weakness, vision problems, vomiting, stomach cramps, diarrhea, and jaundice. (L91)

来源:Toxin and Toxin Target Database (T3DB)