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  • Trichloromethyl compounds
  • Xenoestrogens
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    HPTE

    Topic: Chemistry

     From Handwiki - Reading time: 4 min
    HPTE
    2,2-bis(p-hydroxyphenyl)-1,1,1-trichloroethane.svg
    Names
    Preferred IUPAC name
    4,4′-(2,2,2-Trichloroethane-1,1-diyl)diphenol
    Other names
    p,p'-Hydroxy-DDT
    Hydroxychlor
    2,2-bis(p-hydroxyphenyl)-1,1,1-trichloroethane
    1,1,1-Trichloro-2,2-bis(4-hydroxyphenyl)ethane
    Identifiers
    3D model (JSmol)
    2054671
    ChEBI
    ChEMBL
    ChemSpider
    EC Number
    • 623-854-1
    KEGG
    UNII
    Properties
    C14H11Cl3O2
    Molar mass 317.59 g·mol−1
    Hazards
    GHS pictograms GHS07: Harmful
    GHS Signal word Warning
    H315, H319, H335
    P261, P264, P271, P280, P302+352, P304+340, P305+351+338, P312, P321, P332+313, P337+313, P362, P403+233, P405, P501
    Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
    Infobox references
    Tracking categories (test):

    HPTE, also known as hydroxychlor, p,p'-hydroxy-DDT, or 2,2-bis(4-hydroxyphenyl)-1,1,1-trichloroethane, is a metabolite of methoxychlor, a synthetic insecticide related to DDT.[1] Like bisphenol A with similar chemical structure, HPTE is an endocrine disruptor which has estrogenic activity,[2] and also inhibits Cholesterol side-chain cleavage enzyme (P450scc, CYP11A1)[3] and 3α-hydroxysteroid dehydrogenase (3α-HSD).[4]

    References

    1. ↑ Leung-Gurung, Lucie; Escalante Cobb, Priscilla; Mourad, Faraj; Zambrano, Cristina; Muscato, Zachary; Sanchez, Victoria; Godde, Kanya; Broussard, Christine (4 July 2018). "Methoxychlor metabolite HPTE alters viability and differentiation of embryonic thymocytes from C57BL/6 mice". Journal of Immunotoxicology 15 (1): 104–118. doi:10.1080/1547691X.2018.1474978. PMID 29973080. 
    2. ↑ Hewitt, Sylvia C.; Korach, Kenneth S. (January 2011). "Estrogenic Activity of Bisphenol A and 2,2-bis(p-Hydroxyphenyl)-1,1,1-trichloroethane (HPTE) Demonstrated in Mouse Uterine Gene Profiles". Environmental Health Perspectives 119 (1): 63–70. doi:10.1289/EHP.1002347. PMID 20826375. 
    3. ↑ Akgul, Yucel; Derk, Raymond C.; Meighan, Terence; Rao, K. Murali Krishna; Murono, Eisuke P. (July 2011). "The methoxychlor metabolite, HPTE, inhibits rat luteal cell progesterone production". Reproductive Toxicology 32 (1): 77–84. doi:10.1016/J.REPROTOX.2011.05.013. PMID 21664964. 
    4. ↑ Mao, Baiping; Wu, Chengyun; Zheng, Wenwen; Shen, Qiuxia; Wang, Yiyan; Wang, Qiufan; Lin, Han; Li, Xiaoheng et al. (September 2018). "Methoxychlor and its metabolite HPTE inhibit rat neurosteroidogenic 3α-hydroxysteroid dehydrogenase and retinol dehydrogenase 2". Neuroscience Letters 684: 169–174. doi:10.1016/j.neulet.2018.08.008. PMID 30107201. 




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