(1S,2S,3S,6S,7S,8R,9R,11S)-3,4,5,6,13,13-hexachloro-10-oxapentacyclo[6.3.1.13,6.02,7.09,11]tridec-4-ene

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: (1S,2S,3S,6S,7S,8R,9R,11S)-3,4,5,6,13,13-hexachloro-10-oxapentacyclo[6.3.1.13,6.02,7.09,11]tridec-4-ene
• 化学式: C₁₂H₈Cl₆O
• 分子量: 380.9
• InChiKey: DFBKLUNHFCTMDC-QEJYYSNFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  19
• 可旋转键数：
  0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  12.5
• 氢给体数：
  0
• 氢受体数：
  1

ADMET

代谢

在雄性大鼠和小鼠中，反式-4,5-二羟基-4,5-二氢艾氏剂...是粪便代谢物，而4,5-开环-艾氏剂-4,5-二羧酸是狄氏剂的尿液代谢物。

IN MALE RATS & MICE, TRANS-4,5-DIHYDROXY-4,5-DIHYDROALDRIN ... IS FECAL METABOLITE & 4,5-SECO-ALDRIN-4,5-DICARBOXYLIC ACID IS A URINARY METABOLITE OF DIELDRIN.

来源:Hazardous Substances Data Bank (HSDB)

代谢

当标记为狄尔德林时...通过胃管给家兔服用，分离出六种代谢物...主要代谢物...被鉴定为6,7-顺式-二羟基-二氢-阿尔德林（阿尔德林二醇）两种对映异构体中的一种。

WHEN LABELED DIELDRIN ... ADMIN TO RABBIT VIA STOMACH TUBE, SIX METABOLITES ... ISOLATED ... MAIN METABOLITE ... IDENTIFIED AS ONE OF TWO ENANTIOMORPHIC ISOMERS OF 6,7-TRANS DIHYDROXY-DIHYDRO-ALDRIN (ALDRIN DIOL).

来源:Hazardous Substances Data Bank (HSDB)

代谢

在给羊喂食标记过的狄尔德林（一种农药）后，在尿液中发现了六种代谢物。其中一种是葡萄糖醛酸与转位二醇的结合物，另一种是含有葡萄糖醛酸并可能含有甘氨酸的结合物。另外四种是可溶于己烷的代谢物，其中一种是转位二醇，另一种是对映-环氧-羟基狄尔德林。

AFTER FEEDING LABELED DIELDRIN TO SHEEP, SIX METABOLITES ... FOUND IN URINE. ... ONE WAS GLUCURONIC ACID CONJUGATE OF TRANS-DIOL & OTHER CONJUGATE CONTAINING GLUCURONIC ACID & POSSIBLY GLYCINE. ... FOUR WERE HEXANE SOL. ONE ... /WAS/ TRANS-DIOL. OTHER ... SYN-EPOXY-HYDROXYDIELDRIN.

来源:Hazardous Substances Data Bank (HSDB)

代谢

... 给恒河猴注射IV。 ... 发现三种代谢物：12-羟基狄奥宁；4,5-艾尔丁-顺式-二醇和二醇的葡萄糖醛酸苷。 ... 五氯甲酮 ... 被大鼠排出 ... 恒河猴排出9-羟基狄奥宁。胆汁中含有9-羟基狄奥宁的葡萄糖醛苷，但没有五氯甲酮。

... IV TO RHESUS MONKEYS. ... THREE /METABOLITES/ ... IDENTIFIED: 12-HYDROXYDIELDRIN; 4,5-ALDRIN-TRANS-DIHYDRODIOL & GLUCURONIC ACID CONJUGATE OF DIOL. ... PENTACHLOROKETONE ... EXCRETED BY RATS ... RHESUS MONKEYS EXCRETED 9-HYDROXYDIELDRIN. BILE CONTAINED GLUCURONIDE OF 9-HYDROXYDIELDRIN BUT NO PENTACHLOROKETONE.

来源:Hazardous Substances Data Bank (HSDB)

毒理性

• 致癌性证据

癌症分类：B2组可能的人类致癌物

Cancer Classification: Group B2 Probable Human Carcinogen

来源:Hazardous Substances Data Bank (HSDB)

毒理性

• 致癌性证据

分类：B2；可能的人类致癌物。分类依据：狄氏剂在经口给予七种小鼠品系时具有致癌性。狄氏剂结构与产生啮齿动物肿瘤的化合物（艾氏剂、氯丹、七氯、七氯环氧和氯菌酸）相关。人类致癌性数据：不足。动物致癌性数据：充分。

CLASSIFICATION: B2; probable human carcinogen. BASIS FOR CLASSIFICATION: Dieldrin is carcinogenic in seven strains of mice when administered orally. Dieldrin is structurally related to compounds (aldrin, chlordane, heptachlor, heptachlor epoxide, and chlorendic acid) which produce tumors in rodents. HUMAN CARCINOGENICITY DATA: Inadequate. ANIMAL CARCINOGENICITY DATA: Sufficient.

来源:Hazardous Substances Data Bank (HSDB)

毒理性

• 致癌性证据

人类致癌性证据不足。动物致癌性证据有限。总体评估：第3组：该物质对人类致癌性无法分类。

Inadequate evidence of carcinogenicity in humans. Limited evidence of carcinogenicity in animals. OVERALL EVALUATION: Group 3: The agent is not classifiable as to its carcinogenicity to humans.

来源:Hazardous Substances Data Bank (HSDB)

毒理性

• 致癌性证据

在美国环保局(EPA)的《致癌物风险评估指南》建议草案框架内，针对小鼠肝脏肿瘤反应，建议将艾氏剂/狄氏剂的最合适的癌症风险描述符定为“不太可能是人类致癌物”，这一描述符与EPA引用的苯巴比妥的例子相一致。

Within the framework of EPA's Proposed Guidelines for Carcinogen Risk Assessment, it is proposed that the most appropriate cancer risk descriptor for aldrin/dieldrin, relating to the mouse liver tumor response, is 'not likely a human carcinogen', a descriptor consistent with the example of phenobarbital cited by EPA.

来源:Hazardous Substances Data Bank (HSDB)

毒理性

• 致癌性证据

A4：不能分类为人类致癌物。

A4: Not classifiable as a human carcinogen.

来源:Hazardous Substances Data Bank (HSDB)

吸收、分配和排泄

... 在油性溶液中，它非常容易被皮肤、呼吸道粘膜和胃肠道吸收。

... IN OIL SOLN /IT/ IS ABSORBED VERY READILY THROUGH SKIN, RESP MUCOSA & GI TRACT.

来源:Hazardous Substances Data Bank (HSDB)

吸收、分配和排泄

... (36) 氯代狄恩腈（一种农药）... 在大鼠和断奶小猪口服给药后迅速吸收 ... 主要集中在肝脏和脂肪组织中，从这些地方 ... 它只是缓慢地被排出体外。

... (36)CL DIELDRIN ... RAPIDLY ABSORBED AFTER ORAL ADMIN TO RATS & WEANLING PIGS ... LOCALIZED IN LIVER & FAT DEPOTS, FROM WHICH ... /IT IS/ ONLY SLOWLY EXCRETED.

来源:Hazardous Substances Data Bank (HSDB)

吸收、分配和排泄

...怀孕妇女的血浆中狄氏剂的浓度范围为0.0001-0.0061 PPM，新生儿脐带血中的浓度范围为0.0002-0.0015 PPM。母亲和新生儿中类似的血药水平已经被...报道...。

CONCN OF DIELDRIN IN PLASMA OF ... PREGNANT WOMEN RANGED FROM 0.0001-0.0061 PPM, & CONCN IN WHOLE-CORD BLOOD OF NEWBORN BABIES RANGED FROM 0.0002-0.0015 PPM. SIMILAR BLOOD LEVELS IN MOTHERS & NEWBORN BABIES WERE ... REPORTED ... .

来源:Hazardous Substances Data Bank (HSDB)

吸收、分配和排泄

怀着孕的小白鼠全身autoradiography IM用(14)C狄氏剂给药显示(14)C摄取发生在脂肪组织中。狄氏剂穿过胎盘，进入胎儿组织，虽然摄取量适中，但与母体组织的摄取量相当。

WHOLE BODY AUTORADIOGRAPHY OF PREGNANT MICE DOSED IM WITH (14)C DIELDRIN SHOWED ... UPTAKE OF (14)C OCCURRED IN ADIPOSE TISSUE. DIELDRIN CROSSED PLACENTA, & UPTAKE INTO FETAL TISSUES, ALTHOUGH MODERATE, PARALLELED THAT IN MATERNAL TISSUES.

来源:Hazardous Substances Data Bank (HSDB)