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 |
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Role of hepatic monooxygenases in generating estrogenic metabolites from methoxychlor and from its identified contaminants. | 1985 Jan |
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Inhibition of androgen receptor-dependent transcriptional activity by DDT isomers and methoxychlor in HepG2 human hepatoma cells. | 1998 Jul |
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Signalling by CXC-chemokine receptors 1 and 2 expressed in CHO cells: a comparison of calcium mobilization, inhibition of adenylyl cyclase and stimulation of GTPgammaS binding induced by IL-8 and GROalpha. | 1999 Feb |
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Toxicology of environmental estrogens. | 2001 |
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Differential activation of wild-type and variant forms of estrogen receptor alpha by synthetic and natural estrogenic compounds using a promoter containing three estrogen-responsive elements. | 2001 Jul |
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Actions of the endocrine disruptor methoxychlor and its estrogenic metabolite on in vitro embryonic rat seminiferous cord formation and perinatal testis growth. | 2001 May-Jun |
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Cell response endpoints enhance sensitivity of the immature mouse uterotropic assay. | 2001 May-Jun |
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Differential gene expression in response to methoxychlor and estradiol through ERalpha, ERbeta, and AR in reproductive tissues of female mice. | 2001 Sep |
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Methoxychlor stimulates the mouse lactoferrin gene promoter through a GC-rich element. | 2002 |
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Methoxychlor induces proliferation of the mouse ovarian surface epithelium. | 2005 Feb |
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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 |
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Early postnatal methoxychlor exposure inhibits folliculogenesis and stimulates anti-Mullerian hormone production in the rat ovary. | 2006 Dec |
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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 |
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The methoxychlor metabolite, 2,2-bis-(p-hydroxyphenyl)-1,1,1-trichloroethane, inhibits steroidogenesis in rat ovarian granulosa cells in vitro. | 2006 Nov |
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Prediction of estrogen receptor agonists and characterization of associated molecular descriptors by statistical learning methods. | 2006 Nov |
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Methoxychlor and its metabolites inhibit growth and induce atresia of baboon antral follicles. | 2007 Aug |
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The methoxychlor metabolite, HPTE, directly inhibits the catalytic activity of cholesterol side-chain cleavage (P450scc) in cultured rat ovarian cells. | 2008 Jan |
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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 |
|
Impact of environmental chemicals on key transcription regulators and correlation to toxicity end points within EPA's ToxCast program. | 2010 Mar 15 |
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Activity profiles of 309 ToxCast™ chemicals evaluated across 292 biochemical targets. | 2011 Mar 28 |
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Endocrine-Disrupting Chemicals (EDCs): In Vitro Mechanism of Estrogenic Activation and Differential Effects on ER Target Genes. | 2013 Apr |
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Profiling 976 ToxCast chemicals across 331 enzymatic and receptor signaling assays. | 2013 Jun 17 |
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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 |
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Endocrine disrupting chemicals promote the growth of ovarian cancer cells via the ER-CXCL12-CXCR4 signaling axis. | 2013 Sep |
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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 |
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Assessment of estrogenic potential of diethyl phthalate in female reproductive system involving both genomic and non-genomic actions. | 2014 Nov |
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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
Mon Mar 31 20:40:10 GMT 2025
by
admin
on
Mon Mar 31 20:40:10 GMT 2025
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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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admin on Mon Mar 31 20:40:10 GMT 2025 , Edited by admin on Mon Mar 31 20:40:10 GMT 2025
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