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{{chembox | Verifiedfields = | Watchedfields = | verifiedrevid = | ImageFile = 2,2-bis(p-hydroxyphenyl)-1,1,1-trichloroethane.svg | ImageSize = 250px | ImageAlt = | ImageFile1 = | ImageSize1 = | ImageAlt1 = | PIN = 4,4′-(2,2,2-Trichloroethane-1,1-diyl)diphenol | OtherNames = ''<nowiki>p,p'</nowiki>''-Hydroxy-DDT<br/>Hydroxychlor<br/>2,2-bis(p-hydroxyphenyl)-1,1,1-trichloroethane<br/>1,1,1-Trichloro-2,2-bis(4-hydroxyphenyl)ethane |Section1={{Chembox Identifiers | Abbreviations = | ChemSpiderID_Ref = | ChemSpiderID = 68781 | Beilstein = 2054671 | DTXSID = DTXSID8022325 | EINECS = 623-854-1 | UNII_Ref = | UNII = H58165YO91 | KEGG_Ref = | KEGG = C14136 | 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 | ChEMBL_Ref = | ChEMBL = 196585 | StdInChI_Ref = | StdInChI = 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 | StdInChIKey_Ref = | StdInChIKey = IUGDILGOLSSKNE-UHFFFAOYSA-N | CASNo = 2971-36-0 | CASNo_Ref = | PubChem = 76302 | ChEBI_Ref = | ChEBI = 34025 | SMILES = C1=CC(=CC=C1C(C2=CC=C(C=C2)O)C(Cl)(Cl)Cl)O }} |Section2={{Chembox Properties | C=14 | H=11 | Cl=3 | O=2 | MolarMass = | Appearance = | Odor = | Density = | MeltingPtC = | BoilingPt = | Solubility = }} |Section3={{Chembox Hazards | MainHazards = | FlashPt = | AutoignitionPt = | PEL = | IDLH = | REL = | LD50 = | GHSPictograms = {{GHS07}} | GHSSignalWord = Warning | HPhrases = {{H-phrases|315|319|335}} | PPhrases = {{P-phrases|261|264|271|280|302+352|304+340|305+351+338|312|321|332+313|337+313|362|403+233|405|501}} }} }} '''HPTE''', also known as '''hydroxychlor''', '''''<nowiki>p,p'</nowiki>''-hydroxy-DDT''', or '''2,2-bis(4-hydroxyphenyl)-1,1,1-trichloroethane''', is a [[metabolite]] of [[methoxychlor]], a [[synthetic compound|synthetic]] [[insecticide]] related to [[DDT]].<ref>{{cite journal |last1=Leung-Gurung |first1=Lucie |last2=Escalante Cobb |first2=Priscilla |last3=Mourad |first3=Faraj |last4=Zambrano |first4=Cristina |last5=Muscato |first5=Zachary |last6=Sanchez |first6=Victoria |last7=Godde |first7=Kanya |last8=Broussard |first8=Christine |title=Methoxychlor metabolite HPTE alters viability and differentiation of embryonic thymocytes from C57BL/6 mice |journal=Journal of Immunotoxicology |date=4 July 2018 |volume=15 |issue=1 |pages=104–118 |doi=10.1080/1547691X.2018.1474978|pmid=29973080 |pmc=6120686 |doi-access=free }}</ref> Like [[bisphenol A]] with similar [[chemical structure]], HPTE is an [[endocrine disruptor]] which has [[estrogen (medication)|estrogen]]ic activity,<ref>{{cite journal |last1=Hewitt |first1=Sylvia C. |last2=Korach |first2=Kenneth S. |title=Estrogenic Activity of Bisphenol A and 2,2-bis(p-Hydroxyphenyl)-1,1,1-trichloroethane (HPTE) Demonstrated in Mouse Uterine Gene Profiles |journal=Environmental Health Perspectives |date=January 2011 |volume=119 |issue=1 |pages=63–70 |doi=10.1289/EHP.1002347|pmid=20826375 |pmc=3018502 }}</ref> and also inhibits [[Cholesterol side-chain cleavage enzyme]] (P450scc, CYP11A1)<ref>{{cite journal |last1=Akgul |first1=Yucel |last2=Derk |first2=Raymond C. |last3=Meighan |first3=Terence |last4=Rao |first4=K. Murali Krishna |last5=Murono |first5=Eisuke P. |title=The methoxychlor metabolite, HPTE, inhibits rat luteal cell progesterone production |journal=Reproductive Toxicology |date=July 2011 |volume=32 |issue=1 |pages=77–84 |doi=10.1016/J.REPROTOX.2011.05.013|pmid=21664964 }}</ref> and [[3α-hydroxysteroid dehydrogenase]] (3α-HSD).<ref>{{cite journal |last1=Mao |first1=Baiping |last2=Wu |first2=Chengyun |last3=Zheng |first3=Wenwen |last4=Shen |first4=Qiuxia |last5=Wang |first5=Yiyan |last6=Wang |first6=Qiufan |last7=Lin |first7=Han |last8=Li |first8=Xiaoheng |last9=Sun |first9=Jianliang |last10=Ge |first10=Ren-Shan |title=Methoxychlor and its metabolite HPTE inhibit rat neurosteroidogenic 3α-hydroxysteroid dehydrogenase and retinol dehydrogenase 2 |journal=Neuroscience Letters |date=September 2018 |volume=684 |pages=169–174 |doi=10.1016/j.neulet.2018.08.008|pmid=30107201 |s2cid=52004606 }}</ref> ==References== {{Reflist}} {{Estrogen receptor modulators}} [[Category:3α-Hydroxysteroid dehydrogenase inhibitors]] [[Category:Cholesterol side-chain cleavage enzyme inhibitors]] [[Category:Endocrine disruptors]] [[Category:4-Hydroxyphenyl compounds]] [[Category:Trichloromethyl compounds]] [[Category:Xenoestrogens]] {{drug-stub}}
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