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Drug-Target Interaction

Drug

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PubChem ID:4115
Structure:
Synonyms:
"endocrine disruptor (methoxychlor) (see also methoxychlor (72-43-5); kidpest project)"
1,1'-(2,2,2-trichloroethane-1,1-diyl)bis(4-methoxybenzene)
1,1'-(2,2,2-trichloroethane-1,1-diyl)bis[4-(methyloxy)benzene]
1,1'-(2,2,2-Trichloroethylidene)-bis[4-methoxybenzene]
1,1'-(2,2,2-Trichloroethylidene)bis(4-methoxybenzene)
1,1,1-Trichlor-2,2-bis(4-methoxy-phenyl)-aethan
1,1,1-Trichlor-2,2-bis(4-methoxy-phenyl)-aethan [German]
1,1,1-Trichloro-2,2-bis(4-methoxyphenyl)ethane
1,1,1-Trichloro-2,2-bis(p-anisyl)ethane
1,1,1-Trichloro-2,2-bis(p-methoxyphenyl)ethane
1,1,1-Trichloro-2,2-bis-(p-methoxyphenyl)ethane
1,1,1-Trichloro-2,2-di(4-methoxyphenyl)ethane
1,1,1-Trichloro-2,bis-[p-methoxyphenyl] ethane
1,1-Bis(4-methoxyphenyl)-2,2,2-trichloroethane
1,1-Bis(p-methoxyphenyl)-2,2,2-trichloroethane
1-Methoxy-4-[2,2,2-trichloro-1-(4-methoxyphenyl)ethyl]benzene
2,2,2-t richloro-1,1-bis(4-methoxyphenyl)ethane
2,2,2-Trichloro-1,1-bis(4-methoxyphenyl)ethane
2,2-Bis(4-methoxyphenyl)-1,1,1-trichloroethane
2,2-Bis(p-anisyl)-1,1,1-trichloroethane
2,2-Bis(p-methoxyphenyl)-1,1,1-trichloroethane
2,2-Di(p-anisyl)-1,1,1-trichloroethane
2,2-Di(p-methoxyphenyl)-1,1,1-trichloroethane
2,2-Di-(p-methoxyphenyl)-1,1,1-trichloroethane
2,2-Di-p-anisyl-1,1,1-trichloroethane
36161_FLUKA
36161_RIEDEL
4,4-(2,2,2-Trichloroethylidene)dianisole
4-06-00-06691 (Beilstein Handbook Reference)
45881_FLUKA
45881_RIEDEL
48982_SUPELCO
49054_SUPELCO
72-43-5
AC1L1HG1
AIDS-166932
AIDS166932
AKOS001025493
Benzene, 1,1'-(2,2,2-trichloroethylidene)bis(4-methoxy)-
Benzene, 1,1'-(2,2,2-trichloroethylidene)bis(4-methoxy-
Benzene, 1,1'-(2,2,2-trichloroethylidene)bis(4-methoxy- (9CI)
Benzene, 1,1'-(2,2,2-trichloroethylidene)bis[4-methoxy-
BIDD:ER0613
BIDD:PXR0108
Bis(p-anisyl)-1,1,1-trichloroethane
Bis(p-methoxyphenyl)-1,1,1-trichloroethane
BRN 2057367
BSPBio_002507
C11043
Caswell No. 550
CCG-39337
CCRIS 380
CHEBI:6842
CHEMBL362919
Chemform
Chemform methoxychlor
D008731
di(p-methoxyphenyl) trichloromethyl methane
Di(p-methoxyphenyl)trichloromethyl methane
Dianisyl trichloroethane
Dianisyltrichlorethane
dianisyltrichloroethane
Dimethox ydiphenyltrichloroethane
Dimethoxy-DDT
Dimethoxy-DT
Dimethoxydiphenyltrichloroethane
DivK1c_006684
DMDT
double-m ec
EINECS 200-779-9
ENDOCRINE DISRUPTOR (METHOXYCHLOR) (SEE ALSO METHOXYCHLOR (72-43-5);
ENDOCRINE DISRUPTOR (METHOXYCHLOR) (SEE ALSO METHOXYCHLOR (72-43-5); KIDPEST PROJECT)
ENT 1,716
EPA Pesticide Chemical Code 034001
Ethane, 1,1,1-trichloro-2,2-bis(p-methoxyphenyl)-
Ethane, 2,2-bis(p-anisyl)-1,1,1-trichloro-
EU-0084224
flo pro mcseed protectant
Higalmetox
HSDB 1173
KBio1_001628
KBio2_002495
KBio2_005063
KBio2_007631
KBio3_002007
KBioGR_001227
KBioSS_002503
KID PEST PROJECT (METHOXYCHLOR) (SEE ALSO METHOXYCHLOR)
LS-1614
M1501_SIGMA
M1736
Maralate
Marlate
Maxie
MeOCl
Methoxcide
Methoxo
Methoxy DDT
Methoxy-DDT
Methoxychlor
methoxychlor (MXC) (1,1,1-trichloro-2,2-bis(p-methoxyphenyl)ethane)
METHOXYCHLOR (SEE ALSO KID PEST PROJECT (METHOXYCHLOR))
Methoxychlor 2 EC
Methoxychlor solution
Methoxychlor [95%]
Methoxychlor [BSI:ISO]
Methoxychlor, technical
Methoxychlore
Methoxychlore [ISO-French]
Metoksychlor
Metoksychlor [Polish]
Metox
Mezox K
MLS001055458
MLS001065605
MolPort-003-665-467
Moxie
NCGC00090760-01
NCGC00090760-02
NCGC00090760-03
NCGC00090760-04
NCGC00090760-05
NCGC00090760-06
NCGC00090760-07
NCGC00090760-08
NCGC00090760-09
NCGC00090760-10
NCGC00090760-11
NCI-C00497
NSC 8945
NSC8945
OMS 466
p,p'-(Dimethoxydiphenyl)trichloroethane
p,p'-dimethoxydiphenyltrichl oroethane
p,p'-Dimethoxydiphenyltrichloroethane
p,p'-DMDT
p,p'-Dwumetoksydwufenylotrojchloroetan
p,p'-Dwumetoksydwufenylotrojchloroetan [Polish]
p,p'-Methoxychlor
PS83_SUPELCO
PUBERTAL METHOXYCHLOR STUDY
RCRA waste no. U247
RCRA waste number U247
SBB057311
SMR000568481
SPBio_001800
SpecPlus_000588
Spectrum2_001890
SPECTRUM330077
Spectrum3_000864
Spectrum4_000704
Spectrum5_002050
Spectrum_001949
T0400-1605
Trichloroethane, Dianisyl
WLN: GXGGYR DO1&R DO1
ZINC00155246

Target

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Uniprot ID:CP1A1_HUMAN
Synonyms:
CYPIA1
Cytochrome P450 1A1
P450 form 6
P450-C
P450-P1
EC-Numbers:1.14.14.1
Organism:Homo sapiens
Human
PDB IDs:-

Binding Affinities:

Ki: Kd:Ic 50:Ec50/Ic50:
----

References:

8114062
Reversible and time-dependent inhibition of the hepatic cytochrome P450 steroidal hydroxylases by the proestrogenic pesticide methoxychlor in rat and human.. H C Li; C Mani; D Kupfer (1993) Journal of biochemical toxicology display abstract
Methoxychlor, a currently used pesticide, is demethylated and hydroxylated by several hepatic microsomal cytochrome P450 enzymes. Also, methoxychlor undergoes metabolic activation, yielding a reactive intermediate (M*) that binds irreversibly and apparently covalently to microsomal proteins. The study investigated whether methoxychlor could inhibit or inactivate certain liver microsomal P450 enzymes. The regioselective and stereoselective hydroxylation of testosterone and the 2-hydroxylation of estradiol (E2) were utilized as markers of the P450 enzymes inhibited by methoxychlor. Both reversible and time-dependent inhibition were examined. Coincubation of methoxychlor and testosterone with liver microsomes from phenobarbital treated (PB-microsomes) male rats, yielded marked diminution of 2 alpha- and 16 alpha-testosterone hydroxylation, indicating strong inhibition of P4502C11 (P450h). Methoxychlor moderately inhibited 2 beta-, 7 alpha-, 15 alpha-, 15 beta-, and 16 beta-hydroxylation and androstenedione formation. There was only a weak inhibition of 6 beta-hydroxylation of testosterone. The methoxychlor-mediated inhibition of 6 beta-hydroxylation was competitive. By contrast, when methoxychlor was permitted to be metabolized by PB-microsomes or by liver microsomes from pregnenolone-16 alpha-carbonitrile treated rats (PCN-microsomes) prior to addition of testosterone, a pronounced time-dependent inhibition of 6 beta-hydroxylation was observed, suggesting that methoxychlor inactivates the P450 3A isozyme(s). The di-demethylated methoxychlor (bis-OH-M) and the tris-hydroxy (catechol) methoxychlor metabolite (tris-OH-M) inhibited 6 beta-hydroxylation in PB-microsomes competitively and noncompetitively, respectively; however, these methoxychlor metabolites did not exhibit a time-dependent inhibition. Methoxychlor inhibited competitively the formation of 7 alpha-hydroxytestosterone (7 alpha-OH-T) and 16 alpha-hydroxytestosterone (16 alpha-OH-T) but exhibited little or no time-dependent inhibition of generation of these metabolites, indicating that P450s 2A1, 2B1/B2, and 2C11 were inhibited but not inactivated. Methoxychlor inhibited in a time-dependent fashion the 2-hydroxylation of E2 in PB-microsomes. However, bis-OH-M exhibited solely reversible inhibition of the 2-hydroxylation, supporting our conclusion that the inactivation of P450s does not involve participation of the demethylated metabolites. Both competitive inhibition and time-dependent inactivation of human liver P450 3A (6 beta-hydroxylase) by methoxychlor, was observed. As with rat liver microsomes, the human 6 beta-hydroxylase was inhibited by bis-OH-M and tris-OH-M competitively and noncompetitively, respectively. Testosterone and estradiol strongly inhibited the irreversible binding of methoxychlor to microsomal proteins. This might explain the "clean" competitive inhibition by methoxychlor of the 6 beta-OH-T formation when the compounds were coincubated.