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2971-36-0,MFCD00186695
Catalog No.:AA007KC5

2971-36-0 | Phenol,4,4'-(2,2,2-trichloroethylidene)bis-

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  • Technical Information
  • Properties
  • Literature
Technical Information
Catalog Number:
AA007KC5
Chemical Name:
Phenol,4,4'-(2,2,2-trichloroethylidene)bis-
CAS Number:
2971-36-0
Molecular Formula:
C14H11Cl3O2
Molecular Weight:
317.5949
MDL Number:
MFCD00186695
SMILES:
ClC(C(c1ccc(cc1)O)c1ccc(cc1)O)(Cl)Cl
NSC Number:
7045
Properties
Computed Properties
 
Complexity:
255  
Covalently-Bonded Unit Count:
1  
Heavy Atom Count:
19  
Hydrogen Bond Acceptor Count:
2  
Hydrogen Bond Donor Count:
2  
Rotatable Bond Count:
2  
XLogP3:
4.9  

Literature

Title: Involvement of estrogen receptor α in pro-pruritic and pro-inflammatory responses in a mouse model of allergic dermatitis.

Journal: Toxicology and applied pharmacology 20180915

Title: Estrogenicity of halogenated bisphenol A: in vitro and in silico investigations.

Journal: Archives of toxicology 20180301

Title: Binding interactions of halogenated bisphenol A with mouse PPARα: In vitro investigation and molecular dynamics simulation.

Journal: Toxicology letters 20180201

Title: Differential Activation of a Mouse Estrogen Receptor β Isoform (mERβ2) with Endocrine-Disrupting Chemicals (EDCs).

Journal: Environmental health perspectives 20170401

Title: Bisphenol A activates EGFR and ERK promoting proliferation, tumor spheroid formation and resistance to EGFR pathway inhibition in estrogen receptor-negative inflammatory breast cancer cells.

Journal: Carcinogenesis 20170301

Title: Incorporation of a metabolizing system in biodetection assays for endocrine active substances.

Journal: ALTEX 20170101

Title: Development of phenotypic and transcriptional biomarkers to evaluate relative activity of potentially estrogenic chemicals in ovariectomized mice.

Journal: Environmental health perspectives 20150401

Title: Methoxychlor and its metabolite HPTE inhibit cAMP production and expression of estrogen receptors α and β in the rat granulosa cell in vitro.

Journal: Reproductive toxicology (Elmsford, N.Y.) 20150101

Title: Assessment of estrogenic potential of diethyl phthalate in female reproductive system involving both genomic and non-genomic actions.

Journal: Reproductive toxicology (Elmsford, N.Y.) 20141101

Title: 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.

Journal: Toxicology letters 20140321

Title: Endocrine disrupting chemicals promote the growth of ovarian cancer cells via the ER-CXCL12-CXCR4 signaling axis.

Journal: Molecular carcinogenesis 20130901

Title: Profiling 976 ToxCast chemicals across 331 enzymatic and receptor signaling assays.

Journal: Chemical research in toxicology 20130617

Title: Endocrine-Disrupting Chemicals (EDCs): In Vitro Mechanism of Estrogenic Activation and Differential Effects on ER Target Genes.

Journal: Environmental health perspectives 20130401

Title: Effects of methoxychlor and its metabolite 2,2-bis(p-hydroxyphenyl)-1,1,1-trichloroethane on 11β-hydroxysteroid dehydrogenase activities in vitro.

Journal: Toxicology letters 20130327

Title: Distinct mechanisms of endocrine disruption of DDT-related pesticides toward estrogen receptor α and estrogen-related receptor γ.

Journal: Environmental toxicology and chemistry 20121101

Title: Estrogen receptor alpha overexpressing mouse antral follicles are sensitive to atresia induced by methoxychlor and its metabolites.

Journal: Reproductive toxicology (Elmsford, N.Y.) 20120601

Title: A comparison of two human cell lines and two rat gonadal cell primary cultures as in vitro screening tools for aromatase modulation.

Journal: Toxicology in vitro : an international journal published in association with BIBRA 20120201

Title: Screening estrogenic activities of chemicals or mixtures in vivo using transgenic (cyp19a1b-GFP) zebrafish embryos.

Journal: PloS one 20120101

Title: The methoxychlor metabolite, HPTE, inhibits rat luteal cell progesterone production.

Journal: Reproductive toxicology (Elmsford, N.Y.) 20110701

Title: 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.

Journal: International journal of andrology 20110401

Title: Increased sensitivity of estrogen receptor alpha overexpressing antral follicles to methoxychlor and its metabolites.

Journal: Toxicological sciences : an official journal of the Society of Toxicology 20110401

Title: Activity profiles of 309 ToxCast™ chemicals evaluated across 292 biochemical targets.

Journal: Toxicology 20110328

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 20110101

Title: [Determination of methoxychlor in rabbit serum and its metabolic products with high performance liquid chromatography].

Journal: Zhonghua lao dong wei sheng zhi ye bing za zhi = Zhonghua laodong weisheng zhiyebing zazhi = Chinese journal of industrial hygiene and occupational diseases 20100801

Title: In vitro screening of environmental chemicals for targeted testing prioritization: the ToxCast project.

Journal: Environmental health perspectives 20100401

Title: Impact of environmental chemicals on key transcription regulators and correlation to toxicity end points within EPA's ToxCast program.

Journal: Chemical research in toxicology 20100315

Title: Comparison of relative binding affinities to fish and mammalian estrogen receptors: the regulatory implications.

Journal: Toxicology letters 20100215

Title: Effect of the methoxychlor metabolite HPTE on the rat ovarian granulosa cell transcriptome in vitro.

Journal: Toxicological sciences : an official journal of the Society of Toxicology 20090701

Title: Influence of dietary Coexposure to benzo(a)pyrene on the biotransformation and distribution of 14C-methoxychlor in the channel catfish (Ictalurus punctatus).

Journal: Toxicological sciences : an official journal of the Society of Toxicology 20090401

Title: Ligand structure-dependent activation of estrogen receptor alpha/Sp by estrogens and xenoestrogens.

Journal: The Journal of steroid biochemistry and molecular biology 20080501

Title: 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.

Journal: Aquatic toxicology (Amsterdam, Netherlands) 20080131

Title: 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.

Journal: The Journal of steroid biochemistry and molecular biology 20080101

Title: The methoxychlor metabolite, HPTE, directly inhibits the catalytic activity of cholesterol side-chain cleavage (P450scc) in cultured rat ovarian cells.

Journal: Reproductive toxicology (Elmsford, N.Y.) 20080101

Title: Methoxychlor and its metabolites inhibit growth and induce atresia of baboon antral follicles.

Journal: Toxicologic pathology 20070801

Title: Early postnatal methoxychlor exposure inhibits folliculogenesis and stimulates anti-Mullerian hormone production in the rat ovary.

Journal: The Journal of endocrinology 20061201

Title: Prediction of estrogen receptor agonists and characterization of associated molecular descriptors by statistical learning methods.

Journal: Journal of molecular graphics & modelling 20061101

Title: The methoxychlor metabolite, 2,2-bis-(p-hydroxyphenyl)-1,1,1-trichloroethane, inhibits steroidogenesis in rat ovarian granulosa cells in vitro.

Journal: Reproductive toxicology (Elmsford, N.Y.) 20061101

Title: Methoxychlor metabolites may cause ovarian toxicity through estrogen-regulated pathways.

Journal: Toxicological sciences : an official journal of the Society of Toxicology 20060901

Title: 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.

Journal: Drug metabolism and disposition: the biological fate of chemicals 20060601

Title: 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.

Journal: Reproductive toxicology (Elmsford, N.Y.) 20060201

Title: Activation of kinase pathways in MCF-7 cells by 17beta-estradiol and structurally diverse estrogenic compounds.

Journal: The Journal of steroid biochemistry and molecular biology 20060201

Title: Impact of induced fit on ligand binding to the androgen receptor: a multidimensional QSAR study to predict endocrine-disrupting effects of environmental chemicals.

Journal: Journal of medicinal chemistry 20050908

Title: Differential effects of phthalate esters on transcriptional activities via human estrogen receptors alpha and beta, and androgen receptor.

Journal: Toxicology 20050601

Title: Embryonic co-exposure to methoxychlor and Clophen A50 alters sexual behavior in adult male quail.

Journal: Archives of toxicology 20050401

Title: Methoxychlor induces proliferation of the mouse ovarian surface epithelium.

Journal: Toxicological sciences : an official journal of the Society of Toxicology 20050201

Title: Development of androgen- and estrogen-responsive bioassays, members of a panel of human cell line-based highly selective steroid-responsive bioassays.

Journal: Toxicological sciences : an official journal of the Society of Toxicology 20050101

Title: A comparison of in vitro and in vivo EDSTAC test battery results for detecting antiandrogenic activity.

Journal: Toxicology and applied pharmacology 20050101

Title: Estrogen regulation of testicular function.

Journal: Reproductive biology and endocrinology : RB&E 20050101

Title: 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.

Journal: Reproductive toxicology (Elmsford, N.Y.) 20050101

Title: 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.

Journal: Reproductive toxicology (Elmsford, N.Y.) 20041101

Title: Glucuronidation of the oxidative cytochrome P450-mediated phenolic metabolites of the endocrine disruptor pesticide: methoxychlor by human hepatic UDP-glucuronosyl transferases.

Journal: Drug metabolism and disposition: the biological fate of chemicals 20040701

Title: Enantioselective recognition of mono-demethylated methoxychlor metabolites by the estrogen receptor.

Journal: Chemosphere 20040201

Title: Aryl hydrocarbon receptor-mediated inhibition of LNCaP prostate cancer cell growth and hormone-induced transactivation.

Journal: The Journal of steroid biochemistry and molecular biology 20040101

Title: Study of 202 natural, synthetic, and environmental chemicals for binding to the androgen receptor.

Journal: Chemical research in toxicology 20031001

Title: Effects of exogenous estrogenic agents on pubertal growth and reproductive system maturation in female rhesus monkeys.

Journal: Toxicological sciences : an official journal of the Society of Toxicology 20030701

Title: Enantioselective metabolism of the endocrine disruptor pesticide methoxychlor by human cytochromes P450 (P450s): major differences in selective enantiomer formation by various P450 isoforms.

Journal: Drug metabolism and disposition: the biological fate of chemicals 20021201

Title: Problems for risk assessment of endocrine-active estrogenic compounds.

Journal: Environmental health perspectives 20021201

Title: Development of two androgen receptor assays using adenoviral transduction of MMTV-luc reporter and/or hAR for endocrine screening.

Journal: Toxicological sciences : an official journal of the Society of Toxicology 20020301

Title: Combined effects of dietary phytoestrogen and synthetic endocrine-active compound on reproductive development in Sprague-Dawley rats: genistein and methoxychlor.

Journal: Toxicological sciences : an official journal of the Society of Toxicology 20020301

Title: Methoxychlor stimulates the mouse lactoferrin gene promoter through a GC-rich element.

Journal: Biochemistry and cell biology = Biochimie et biologie cellulaire 20020101

Title: Differential gene expression in response to methoxychlor and estradiol through ERalpha, ERbeta, and AR in reproductive tissues of female mice.

Journal: Toxicological sciences : an official journal of the Society of Toxicology 20010901

Title: 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.

Journal: The Journal of steroid biochemistry and molecular biology 20010701

Title: Mechanism of induction of cytochrome p450 enzymes by the proestrogenic endocrine disruptor pesticide-methoxychlor: interactions of methoxychlor metabolites with the constitutive androstane receptor system.

Journal: Drug metabolism and disposition: the biological fate of chemicals 20010601

Title: Identification of selected hormonally active agents and animal mammary carcinogens in commercial and residential air and dust samples.

Journal: Journal of the Air & Waste Management Association (1995) 20010401

Title: Cell response endpoints enhance sensitivity of the immature mouse uterotropic assay.

Journal: Reproductive toxicology (Elmsford, N.Y.) 20010101

Title: Actions of the endocrine disruptor methoxychlor and its estrogenic metabolite on in vitro embryonic rat seminiferous cord formation and perinatal testis growth.

Journal: Reproductive toxicology (Elmsford, N.Y.) 20010101

Title: Toxicology of environmental estrogens.

Journal: Reproduction, fertility, and development 20010101

Title: Differential estrogen receptor binding of estrogenic substances: a species comparison.

Journal: The Journal of steroid biochemistry and molecular biology 20001115

Title: Interaction of methoxychlor and related compounds with estrogen receptor alpha and beta, and androgen receptor: structure-activity studies.

Journal: Molecular pharmacology 20001001

Title: Activation of a uterine insulin-like growth factor I signaling pathway by clinical and environmental estrogens: requirement of estrogen receptor-alpha.

Journal: Endocrinology 20000901

Title: Estrogenic effects of organochlorine pesticides on uterine leiomyoma cells in vitro.

Journal: Toxicological sciences : an official journal of the Society of Toxicology 20000401

Title: A metabolite of methoxychlor, 2,2-bis(p-hydroxyphenyl)-1,1, 1-trichloroethane, reduces testosterone biosynthesis in rat leydig cells through suppression of steady-state messenger ribonucleic acid levels of the cholesterol side-chain cleavage enzyme.

Journal: Biology of reproduction 20000301

Title: Differential interaction of the methoxychlor metabolite 2,2-bis-(p-hydroxyphenyl)-1,1,1-trichloroethane with estrogen receptors alpha and beta.

Journal: Endocrinology 19991201

Title: Estrogen directly respresses gonadotropin-releasing hormone (GnRH) gene expression in estrogen receptor-alpha (ERalpha)- and ERbeta-expressing GT1-7 GnRH neurons.

Journal: Endocrinology 19991101

Title: 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.

Journal: British journal of pharmacology 19990201

Title: Inhibition of androgen receptor-dependent transcriptional activity by DDT isomers and methoxychlor in HepG2 human hepatoma cells.

Journal: Toxicology and applied pharmacology 19980701

Title: Role of hepatic monooxygenases in generating estrogenic metabolites from methoxychlor and from its identified contaminants.

Journal: Molecular pharmacology 19850101

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Tags:2971-36-0 Molecular Formula|2971-36-0 MDL|2971-36-0 SMILES|2971-36-0 Phenol,4,4'-(2,2,2-trichloroethylidene)bis-