U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS
This repository is under review for potential modification in compliance with Administration directives.

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 of HYDROXYCHLOR

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

PubMed

TitleDatePubMed
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
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
Toxicology of environmental estrogens.
2001
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
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
Cell response endpoints enhance sensitivity of the immature mouse uterotropic assay.
2001 May-Jun
Differential gene expression in response to methoxychlor and estradiol through ERalpha, ERbeta, and AR in reproductive tissues of female mice.
2001 Sep
Methoxychlor stimulates the mouse lactoferrin gene promoter through a GC-rich element.
2002
Methoxychlor induces proliferation of the mouse ovarian surface epithelium.
2005 Feb
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
Early postnatal methoxychlor exposure inhibits folliculogenesis and stimulates anti-Mullerian hormone production in the rat ovary.
2006 Dec
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
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 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
Impact of environmental chemicals on key transcription regulators and correlation to toxicity end points within EPA's ToxCast program.
2010 Mar 15
Activity profiles of 309 ToxCast™ chemicals evaluated across 292 biochemical targets.
2011 Mar 28
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
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
  • Download
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
Created by admin on Mon Mar 31 20:40:10 GMT 2025 , Edited by admin on Mon Mar 31 20:40:10 GMT 2025
PRIMARY
WIKIPEDIA
HPTE
Created by admin on Mon Mar 31 20:40:10 GMT 2025 , Edited by admin on Mon Mar 31 20:40:10 GMT 2025
PRIMARY
MESH
C404910
Created by admin on Mon Mar 31 20:40:10 GMT 2025 , Edited by admin on Mon Mar 31 20:40:10 GMT 2025
PRIMARY
EVMPD
SUB32996
Created by admin on Mon Mar 31 20:40:10 GMT 2025 , Edited by admin on Mon Mar 31 20:40:10 GMT 2025
PRIMARY
SMS_ID
100000126263
Created by admin on Mon Mar 31 20:40:10 GMT 2025 , Edited by admin on Mon Mar 31 20:40:10 GMT 2025
PRIMARY
NSC
7045
Created by admin on Mon Mar 31 20:40:10 GMT 2025 , Edited by admin on Mon Mar 31 20:40:10 GMT 2025
PRIMARY
EPA CompTox
DTXSID8022325
Created by admin on Mon Mar 31 20:40:10 GMT 2025 , Edited by admin on Mon Mar 31 20:40:10 GMT 2025
PRIMARY
PUBCHEM
76302
Created by admin on Mon Mar 31 20:40:10 GMT 2025 , Edited by admin on Mon Mar 31 20:40:10 GMT 2025
PRIMARY
CHEBI
34025
Created by admin on Mon Mar 31 20:40:10 GMT 2025 , Edited by admin on Mon Mar 31 20:40:10 GMT 2025
PRIMARY
FDA UNII
H58165YO91
Created by admin on Mon Mar 31 20:40:10 GMT 2025 , Edited by admin on Mon Mar 31 20:40:10 GMT 2025
PRIMARY
Related Record Type Details
PARENT -> METABOLITE