Details
| Stereochemistry | ACHIRAL |
| Molecular Formula | C14H11Cl3O2 |
| Molecular Weight | 317.595 |
| Optical Activity | NONE |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
OC1=CC=C(C=C1)C(C2=CC=C(O)C=C2)C(Cl)(Cl)Cl
InChI
InChIKey=IUGDILGOLSSKNE-UHFFFAOYSA-N
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
| Molecular Formula | C14H11Cl3O2 |
| Molecular Weight | 317.595 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ACHIRAL |
| Additional Stereochemistry | No |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Optical Activity | NONE |
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| Role of hepatic monooxygenases in generating estrogenic metabolites from methoxychlor and from its identified contaminants. | 1985 Jan |
|
| Inhibition of androgen receptor-dependent transcriptional activity by DDT isomers and methoxychlor in HepG2 human hepatoma cells. | 1998 Jul |
|
| Problems for risk assessment of endocrine-active estrogenic compounds. | 2002 Dec |
|
| Enantioselective metabolism of the endocrine disruptor pesticide methoxychlor by human cytochromes P450 (P450s): major differences in selective enantiomer formation by various P450 isoforms. | 2002 Dec |
|
| Effects of exogenous estrogenic agents on pubertal growth and reproductive system maturation in female rhesus monkeys. | 2003 Jul |
|
| Study of 202 natural, synthetic, and environmental chemicals for binding to the androgen receptor. | 2003 Oct |
|
| Enantioselective recognition of mono-demethylated methoxychlor metabolites by the estrogen receptor. | 2004 Feb |
|
| Aryl hydrocarbon receptor-mediated inhibition of LNCaP prostate cancer cell growth and hormone-induced transactivation. | 2004 Jan |
|
| Glucuronidation of the oxidative cytochrome P450-mediated phenolic metabolites of the endocrine disruptor pesticide: methoxychlor by human hepatic UDP-glucuronosyl transferases. | 2004 Jul |
|
| The effects of the reported active metabolite of methoxychlor, 2,2-bis(p-hydroxyphenyl)-1,1,1-trichloroethane, on testosterone formation by cultured Leydig cells from young adult rats. | 2004 Nov |
|
| Embryonic co-exposure to methoxychlor and Clophen A50 alters sexual behavior in adult male quail. | 2005 Apr |
|
| Methoxychlor induces proliferation of the mouse ovarian surface epithelium. | 2005 Feb |
|
| Development of androgen- and estrogen-responsive bioassays, members of a panel of human cell line-based highly selective steroid-responsive bioassays. | 2005 Jan |
|
| A comparison of in vitro and in vivo EDSTAC test battery results for detecting antiandrogenic activity. | 2005 Jan 1 |
|
| Differential effects of phthalate esters on transcriptional activities via human estrogen receptors alpha and beta, and androgen receptor. | 2005 Jun 1 |
|
| The reported active metabolite of methoxychlor, 2,2-bis(p-hydroxyphenyl)-1,1,1-trichloroethane, inhibits testosterone formation by cultured Leydig cells from neonatal rats. | 2005 Nov-Dec |
|
| Estrogen regulation of testicular function. | 2005 Sep 27 |
|
| Early postnatal methoxychlor exposure inhibits folliculogenesis and stimulates anti-Mullerian hormone production in the rat ovary. | 2006 Dec |
|
| Activation of kinase pathways in MCF-7 cells by 17beta-estradiol and structurally diverse estrogenic compounds. | 2006 Feb |
|
| In vivo exposure of young adult male rats to methoxychlor reduces serum testosterone levels and ex vivo Leydig cell testosterone formation and cholesterol side-chain cleavage activity. | 2006 Feb |
|
| Demethylation of the pesticide methoxychlor in liver and intestine from untreated, methoxychlor-treated, and 3-methylcholanthrene-treated channel catfish (Ictalurus punctatus): evidence for roles of CYP1 and CYP3A family isozymes. | 2006 Jun |
|
| The methoxychlor metabolite, 2,2-bis-(p-hydroxyphenyl)-1,1,1-trichloroethane, inhibits steroidogenesis in rat ovarian granulosa cells in vitro. | 2006 Nov |
|
| Prediction of estrogen receptor agonists and characterization of associated molecular descriptors by statistical learning methods. | 2006 Nov |
|
| Methoxychlor metabolites may cause ovarian toxicity through estrogen-regulated pathways. | 2006 Sep |
|
| Methoxychlor and its metabolites inhibit growth and induce atresia of baboon antral follicles. | 2007 Aug |
|
| The methoxychlor metabolite, HPTE, directly inhibits the catalytic activity of cholesterol side-chain cleavage (P450scc) in cultured rat ovarian cells. | 2008 Jan |
|
| Stimulation of transactivation of the largemouth bass estrogen receptors alpha, beta-a, and beta-b by methoxychlor and its mono- and bis-demethylated metabolites in HepG2 cells. | 2008 Jan |
|
| Glucuronidation and sulfonation, in vitro, of the major endocrine-active metabolites of methoxychlor in the channel catfish, Ictalurus punctatus, and induction following treatment with 3-methylcholanthrene. | 2008 Jan 31 |
|
| Ligand structure-dependent activation of estrogen receptor alpha/Sp by estrogens and xenoestrogens. | 2008 May |
|
| Influence of dietary Coexposure to benzo(a)pyrene on the biotransformation and distribution of 14C-methoxychlor in the channel catfish (Ictalurus punctatus). | 2009 Apr |
|
| Effect of the methoxychlor metabolite HPTE on the rat ovarian granulosa cell transcriptome in vitro. | 2009 Jul |
|
| In vitro screening of environmental chemicals for targeted testing prioritization: the ToxCast project. | 2010 Apr |
|
| [Determination of methoxychlor in rabbit serum and its metabolic products with high performance liquid chromatography]. | 2010 Aug |
|
| Comparison of relative binding affinities to fish and mammalian estrogen receptors: the regulatory implications. | 2010 Feb 15 |
|
| Impact of environmental chemicals on key transcription regulators and correlation to toxicity end points within EPA's ToxCast program. | 2010 Mar 15 |
|
| Increased sensitivity of estrogen receptor alpha overexpressing antral follicles to methoxychlor and its metabolites. | 2011 Apr |
|
| Effects of methoxychlor and 2,2-bis(p-hydroxyphenyl)-1,1,1-trichloroethane on 3β-hydroxysteroid dehydrogenase and 17β-hydroxysteroid dehydrogenase-3 activities in human and rat testes. | 2011 Apr |
|
| Estrogenic activity of bisphenol A and 2,2-bis(p-hydroxyphenyl)-1,1,1-trichloroethane (HPTE) demonstrated in mouse uterine gene profiles. | 2011 Jan |
|
| The methoxychlor metabolite, HPTE, inhibits rat luteal cell progesterone production. | 2011 Jul |
|
| Activity profiles of 309 ToxCast™ chemicals evaluated across 292 biochemical targets. | 2011 Mar 28 |
|
| A comparison of two human cell lines and two rat gonadal cell primary cultures as in vitro screening tools for aromatase modulation. | 2012 Feb |
|
| Estrogen receptor alpha overexpressing mouse antral follicles are sensitive to atresia induced by methoxychlor and its metabolites. | 2012 Jun |
|
| Endocrine-Disrupting Chemicals (EDCs): In Vitro Mechanism of Estrogenic Activation and Differential Effects on ER Target Genes. | 2013 Apr |
|
| Profiling 976 ToxCast chemicals across 331 enzymatic and receptor signaling assays. | 2013 Jun 17 |
|
| Effects of methoxychlor and its metabolite 2,2-bis(p-hydroxyphenyl)-1,1,1-trichloroethane on 11β-hydroxysteroid dehydrogenase activities in vitro. | 2013 Mar 27 |
|
| Endocrine disrupting chemicals promote the growth of ovarian cancer cells via the ER-CXCL12-CXCR4 signaling axis. | 2013 Sep |
|
| Effects of methoxychlor and its metabolite 2,2-bis(p-hydroxyphenyl)-1,1,1-trichloroethane on human and rat 17α-hydroxylase/17,20-lyase activity. | 2014 Mar 21 |
|
| Assessment of estrogenic potential of diethyl phthalate in female reproductive system involving both genomic and non-genomic actions. | 2014 Nov |
|
| Development of phenotypic and transcriptional biomarkers to evaluate relative activity of potentially estrogenic chemicals in ovariectomized mice. | 2015 Apr |
|
| Methoxychlor and its metabolite HPTE inhibit cAMP production and expression of estrogen receptors α and β in the rat granulosa cell in vitro. | 2015 Jan |
| Substance Class |
Chemical
Created
by
admin
on
Edited
Sat Dec 16 00:46:13 GMT 2023
by
admin
on
Sat Dec 16 00:46:13 GMT 2023
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| Record UNII |
H58165YO91
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| Record Status |
Validated (UNII)
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| Record Version |
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2971-36-0
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HPTE
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C404910
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SUB32996
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100000126263
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7045
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DTXSID8022325
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76302
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34025
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H58165YO91
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