HYDROXYCHLOR

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

Structure Search

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

HIDE SMILES / InChI

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	3965923
Inhibition of androgen receptor-dependent transcriptional activity by DDT isomers and methoxychlor in HepG2 human hepatoma cells.	1998 Jul	9705896
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	10188995
Toxicology of environmental estrogens.	2001	11800169
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	11530281
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	11390175
Cell response endpoints enhance sensitivity of the immature mouse uterotropic assay.	2001 May-Jun	11390168
Differential gene expression in response to methoxychlor and estradiol through ERalpha, ERbeta, and AR in reproductive tissues of female mice.	2001 Sep	11509743
Methoxychlor stimulates the mouse lactoferrin gene promoter through a GC-rich element.	2002	11908639
Methoxychlor induces proliferation of the mouse ovarian surface epithelium.	2005 Feb	15525693
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	16199348
Early postnatal methoxychlor exposure inhibits folliculogenesis and stimulates anti-Mullerian hormone production in the rat ovary.	2006 Dec	17170213
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	16226009
The methoxychlor metabolite, 2,2-bis-(p-hydroxyphenyl)-1,1,1-trichloroethane, inhibits steroidogenesis in rat ovarian granulosa cells in vitro.	2006 Nov	16737795
Prediction of estrogen receptor agonists and characterization of associated molecular descriptors by statistical learning methods.	2006 Nov	16497524
Methoxychlor and its metabolites inhibit growth and induce atresia of baboon antral follicles.	2007 Aug	17676523
The methoxychlor metabolite, HPTE, directly inhibits the catalytic activity of cholesterol side-chain cleavage (P450scc) in cultured rat ovarian cells.	2008 Jan	18065196
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	17949972
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	18078677
Impact of environmental chemicals on key transcription regulators and correlation to toxicity end points within EPA's ToxCast program.	2010 Mar 15	20143881
Activity profiles of 309 ToxCast™ chemicals evaluated across 292 biochemical targets.	2011 Mar 28	21251949
Endocrine-Disrupting Chemicals (EDCs): In Vitro Mechanism of Estrogenic Activation and Differential Effects on ER Target Genes.	2013 Apr	23384675
Profiling 976 ToxCast chemicals across 331 enzymatic and receptor signaling assays.	2013 Jun 17	23611293
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	23333641
Endocrine disrupting chemicals promote the growth of ovarian cancer cells via the ER-CXCL12-CXCR4 signaling axis.	2013 Sep	22549810
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	24451217
Assessment of estrogenic potential of diethyl phthalate in female reproductive system involving both genomic and non-genomic actions.	2014 Nov	24994688
Development of phenotypic and transcriptional biomarkers to evaluate relative activity of potentially estrogenic chemicals in ovariectomized mice.	2015 Apr	25575267
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	25549949

Patents

Substance Class	Chemical Created by `admin` on `Mon Mar 31 20:40:10 GMT 2025` Edited by `admin` on `Mon Mar 31 20:40:10 GMT 2025`
Record UNII	H58165YO91
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

HYDROXYCHLOR

Common Name

English

NSC-7045

Preferred Name

English

1,1,1-TRICHLORO-2,2-BIS(4-HYDROXYPHENYL)ETHANE

Systematic Name

English

P,P'-HO-DDT

Common Name

English

PHENOL, 4,4'- (2,2,2-TRICHLOROETHYLIDENE)BIS-

Systematic Name

English

4,4'-(2,2,2-TRICHLOROETHANE-1,1-DIYL)DIPHENOL

Systematic Name

English

.ALPHA.,.ALPHA.-BIS(4-HYDROXYPHENYL)-.BETA.,.BETA.,.BETA.-TRICHLOROETHANE

Systematic Name

English

1,1,1-TRICHLORO-2,2-BIS(P-HYDROXYPHENYL)ETHANE

Common Name

English

HPTE

Common Name

English

2,2-BIS(4-HYDROXYPHENYL)-1,1,1-TRICHLOROETHANE

Systematic Name

English

BISDEMETHYLMETHOXYCHLOR

Common Name

English

1,1-BIS(P-HYDROXYPHENYL)-2,2,2-TRICHLOROETHANE

Common Name

English

1,1-BIS(4-HYDROXYPHENYL)-2,2,2-TRICHLOROETHANE

Systematic Name

English

PHENOL, 4,4'-(2,2,2-TRICHLOROETHYLIDENE)DI-

Systematic Name

English

4,4'-DIHYDROXYDIPHENYLTRICHLOROETHANE

Common Name

English

Code System Code Type Description

CAS

2971-36-0