HPTE2,2-双(4-羟苯基)-1,1,1-三氯乙烷(英語:2,2-bis(4-hydroxyphenyl)-1,1,1-trichloroethane)是有机氯杀虫剂甲氧滴滴涕在人体中的初级代谢产物[1]。HPTE和双酚A结构上类似,是一种內分泌干擾素,带有雌激素活性[2],可干扰孕酮生成[3]并抑制3α-羟基类固醇脱氢酶活性[4]

HPTE
IUPAC名
4,4'-(2,2,2-Trichloro-1,1-ethanediyl)diphenol
别名 p,p'-Hydroxy-DDT
Hydroxychlor
2,2-bis(p-hydroxyphenyl)-1,1,1-trichloroethane
1,1,1-Trichloro-2,2-bis(4-hydroxyphenyl)ethane
识别
CAS号 2971-36-0
PubChem 76302
ChemSpider 68781
SMILES
 
  • C1=CC(=CC=C1C(C2=CC=C(C=C2)O)C(Cl)(Cl)Cl)O
InChI
 
  • 1S/C14H11Cl3O2/c15-14(16,17)13(9-1-5-11(18)6-2-9)10-3-7-12(19)8-4-10/h1-8,13,18-19H
InChIKey IUGDILGOLSSKNE-UHFFFAOYSA-N
Beilstein 2054671
EINECS 623-854-1
ChEBI 34025
KEGG C14136
性质
化学式 C14H11Cl3O2
摩尔质量 317.59 g·mol−1
危险性
GHS危险性符号
《全球化学品统一分类和标签制度》(简称“GHS”)中有害物质的标签图案
GHS提示词 Warning
H-术语 H315, H319, H335
P-术语 P261, P264, P271, P280, P302+352, P304+340, P305+351+338, P312, P321, P332+313, P337+313, P362, P403+233, P405
若非注明,所有数据均出自标准状态(25 ℃,100 kPa)下。

参考文献

编辑
  1. ^ Leung-Gurung, Lucie; Escalante Cobb, Priscilla; Mourad, Faraj; Zambrano, Cristina; Muscato, Zachary; Sanchez, Victoria; Godde, Kanya; Broussard, Christine. Methoxychlor metabolite HPTE alters viability and differentiation of embryonic thymocytes from C57BL/6 mice. Journal of Immunotoxicology. 4 July 2018, 15 (1): 104–118. doi:10.1080/1547691X.2018.1474978. 
  2. ^ Hewitt, Sylvia C.; Korach, Kenneth S. Estrogenic Activity of Bisphenol A and 2,2-bis( -Hydroxyphenyl)-1,1,1-trichloroethane (HPTE) Demonstrated in Mouse Uterine Gene Profiles. Environmental Health Perspectives. January 2011, 119 (1): 63–70. doi:10.1289/EHP.1002347. 
  3. ^ Akgul, Yucel; Derk, Raymond C.; Meighan, Terence; Rao, K. Murali Krishna; Murono, Eisuke P. The methoxychlor metabolite, HPTE, inhibits rat luteal cell progesterone production. Reproductive Toxicology. July 2011, 32 (1): 77–84. doi:10.1016/J.REPROTOX.2011.05.013. 
  4. ^ Mao, Baiping; Wu, Chengyun; Zheng, Wenwen; Shen, Qiuxia; Wang, Yiyan; Wang, Qiufan; Lin, Han; Li, Xiaoheng; Sun, Jianliang; Ge, Ren-Shan. Methoxychlor and its metabolite HPTE inhibit rat neurosteroidogenic 3α-hydroxysteroid dehydrogenase and retinol dehydrogenase 2. Neuroscience Letters. 2018-09, 684: 169–174. doi:10.1016/j.neulet.2018.08.008.