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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 13:54:15 UTC

Update Date

2022-11-23 22:29:17 UTC

HMDB ID

HMDB0254545

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Methoxychlor

Description

Methoxychlor, also known as dimethoxy-DDT, belongs to the class of organic compounds known as diphenylmethanes. Diphenylmethanes are compounds containing a diphenylmethane moiety, which consists of a methane wherein two hydrogen atoms are replaced by two phenyl groups. Methoxychlor is an extremely weak basic (essentially neutral) compound (based on its pKa). HPTE is an estrogen receptor alpha agonist, and also acts as an antagonist at the estrogen receptor beta and androgen receptor. It is used on agricultural crops and livestock, and in animal feed, barns, grain storage bins, home garden, and on pets. Methoxychlor is a potentially toxic compound. This contributes to the reduced rate of depolarization and increases the sensitivity of neurons to small stimuli that would not elicit a response in a fully depolarized neuron. Methoxychlor is metabolized rapidly by cytochrome P450 enzymes in the liver, undergoing demethylation to form phenolic derivatives, with dechlorination and dehydrochlorination reactions occurring to a lesser extent. As methoxychlor is also a structural analogue of DDT, it is believed to have the same neurotoxic effects. This includes preventing the deactivation of the sodium gate after neuron activation and membrane depolarization, resulting in hyperexcitability of the nerve. The metabolites of methoxychlor are excreted mainly in the faeces. High levels of methoxychlor may cause fatigue, lethargy, tremors, convulsions and seizures. This compound has been identified in human blood as reported by (PMID: 31557052 ). Methoxychlor is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Methoxychlor is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

HMDB0254545
     RDKit          3D
methoxychlor
 36 37  0  0  0  0  0  0  0  0999 V2000
   -5.4316   -1.7956    1.4134 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7904   -0.8542    0.5785 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4922   -0.4108    0.7770 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0034    0.5105   -0.1224 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6961    0.9970    0.0259 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8718    0.5855    1.0479 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4988    1.0800    1.2466 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4389    0.7795    0.1629 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7841   -0.5740    0.0414 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6524   -1.0067   -0.9174 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2107   -0.0774   -1.7990 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0898   -0.5091   -2.7712 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4722   -1.8386   -2.9434 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8767    1.2478   -1.6846 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9928    1.6707   -0.7046 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5153    2.5279    1.6337 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2358    3.6199    0.4760 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.2716    2.7321    3.2456 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.2117    3.0892    1.8503 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -1.4039   -0.3370    1.9228 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6979   -0.8448    1.8095 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9017   -1.2290    2.2468 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7879   -2.6133    1.7366 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2654   -2.2342    0.8271 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5790    0.8950   -0.9610 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3189    1.7089   -0.6858 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9177    0.4897    2.1404 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3669   -1.3103    0.7094 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9415   -2.0492   -1.0391 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8795   -2.3054   -2.0169 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2257   -1.9344   -3.7275 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5493   -2.4382   -3.1875 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2831    1.9873   -2.3402 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7353    2.7151   -0.6132 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8094   -0.6968    2.7409 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0853   -1.5771    2.5249 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 11 14  1  0
 14 15  2  0
  7 16  1  0
 16 17  1  0
 16 18  1  0
 16 19  1  0
  6 20  1  0
 20 21  2  0
 21  3  1  0
 15  8  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  4 25  1  0
  5 26  1  0
  7 27  1  0
  9 28  1  0
 10 29  1  0
 13 30  1  0
 13 31  1  0
 13 32  1  0
 14 33  1  0
 15 34  1  0
 20 35  1  0
 21 36  1  0
M  END

  Mrv0541 02241204162D          

 21 22  0  0  0  0            999 V2000
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -4.5375    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.4454   -4.8395    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.2704   -3.4105    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  3  8  1  0  0  0  0
  6  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 13 16  1  0  0  0  0
 16 17  2  0  0  0  0
 10 17  1  0  0  0  0
  9 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
 18 21  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0254545

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=CC=C(C=C1)C(C1=CC=C(OC)C=C1)C(Cl)(Cl)Cl

> <INCHI_IDENTIFIER>
InChI=1S/C16H15Cl3O2/c1-20-13-7-3-11(4-8-13)15(16(17,18)19)12-5-9-14(21-2)10-6-12/h3-10,15H,1-2H3

> <INCHI_KEY>
IAKOZHOLGAGEJT-UHFFFAOYSA-N

> <FORMULA>
C16H15Cl3O2

> <MOLECULAR_WEIGHT>
345.648

> <EXACT_MASS>
344.013762845

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
33.7313744393627

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1-methoxy-4-[2,2,2-trichloro-1-(4-methoxyphenyl)ethyl]benzene

> <ALOGPS_LOGP>
5.12

> <JCHEM_LOGP>
4.9340705153333335

> <ALOGPS_LOGS>
-6.84

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-4.523840182616051

> <JCHEM_POLAR_SURFACE_AREA>
18.46

> <JCHEM_REFRACTIVITY>
88.6325

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.98e-05 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methoxychlor

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0254545
     RDKit          3D
methoxychlor
 36 37  0  0  0  0  0  0  0  0999 V2000
   -5.4316   -1.7956    1.4134 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7904   -0.8542    0.5785 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4922   -0.4108    0.7770 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0034    0.5105   -0.1224 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6961    0.9970    0.0259 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8718    0.5855    1.0479 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4988    1.0800    1.2466 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4389    0.7795    0.1629 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7841   -0.5740    0.0414 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6524   -1.0067   -0.9174 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2107   -0.0774   -1.7990 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0898   -0.5091   -2.7712 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4722   -1.8386   -2.9434 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8767    1.2478   -1.6846 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9928    1.6707   -0.7046 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5153    2.5279    1.6337 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2358    3.6199    0.4760 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.2716    2.7321    3.2456 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.2117    3.0892    1.8503 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -1.4039   -0.3370    1.9228 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6979   -0.8448    1.8095 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9017   -1.2290    2.2468 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7879   -2.6133    1.7366 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2654   -2.2342    0.8271 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5790    0.8950   -0.9610 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3189    1.7089   -0.6858 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9177    0.4897    2.1404 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3669   -1.3103    0.7094 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9415   -2.0492   -1.0391 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8795   -2.3054   -2.0169 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2257   -1.9344   -3.7275 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5493   -2.4382   -3.1875 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2831    1.9873   -2.3402 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7353    2.7151   -0.6132 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8094   -0.6968    2.7409 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0853   -1.5771    2.5249 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 11 14  1  0
 14 15  2  0
  7 16  1  0
 16 17  1  0
 16 18  1  0
 16 19  1  0
  6 20  1  0
 20 21  2  0
 21  3  1  0
 15  8  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  4 25  1  0
  5 26  1  0
  7 27  1  0
  9 28  1  0
 10 29  1  0
 13 30  1  0
 13 31  1  0
 13 32  1  0
 14 33  1  0
 15 34  1  0
 20 35  1  0
 21 36  1  0
M  END

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       4.001  -0.770   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.335  -4.620   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.001  -5.390   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.001  -6.930   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.667  -7.700   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.667  -9.240   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.334 -10.010   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.000  -9.240   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      -1.334 -10.010   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0      -1.334 -11.550   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.000  -7.700   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.334  -6.930   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.335  -7.700   0.000  0.00  0.00           C+0
HETATM   19 Cl   UNK     0       6.668  -8.470   0.000  0.00  0.00          Cl+0
HETATM   20 Cl   UNK     0       4.565  -9.034   0.000  0.00  0.00          Cl+0
HETATM   21 Cl   UNK     0       6.105  -6.366   0.000  0.00  0.00          Cl+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    8                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7    9                                                  
CONECT    7    6    8                                                       
CONECT    8    7    3                                                       
CONECT    9    6   10   18                                                  
CONECT   10    9   11   17                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14   16                                                  
CONECT   14   13   15                                                       
CONECT   15   14                                                            
CONECT   16   13   17                                                       
CONECT   17   16   10                                                       
CONECT   18    9   19   20   21                                             
CONECT   19   18                                                            
CONECT   20   18                                                            
CONECT   21   18                                                            
MASTER        0    0    0    0    0    0    0    0   21    0   44    0
END

COMPND    HMDB0254545
HETATM    1  C1  UNL     1      -5.432  -1.796   1.413  1.00  0.00           C  
HETATM    2  O1  UNL     1      -4.790  -0.854   0.578  1.00  0.00           O  
HETATM    3  C2  UNL     1      -3.492  -0.411   0.777  1.00  0.00           C  
HETATM    4  C3  UNL     1      -3.003   0.511  -0.122  1.00  0.00           C  
HETATM    5  C4  UNL     1      -1.696   0.997   0.026  1.00  0.00           C  
HETATM    6  C5  UNL     1      -0.872   0.585   1.048  1.00  0.00           C  
HETATM    7  C6  UNL     1       0.499   1.080   1.247  1.00  0.00           C  
HETATM    8  C7  UNL     1       1.439   0.780   0.163  1.00  0.00           C  
HETATM    9  C8  UNL     1       1.784  -0.574   0.041  1.00  0.00           C  
HETATM   10  C9  UNL     1       2.652  -1.007  -0.917  1.00  0.00           C  
HETATM   11  C10 UNL     1       3.211  -0.077  -1.799  1.00  0.00           C  
HETATM   12  O2  UNL     1       4.090  -0.509  -2.771  1.00  0.00           O  
HETATM   13  C11 UNL     1       4.472  -1.839  -2.943  1.00  0.00           C  
HETATM   14  C12 UNL     1       2.877   1.248  -1.685  1.00  0.00           C  
HETATM   15  C13 UNL     1       1.993   1.671  -0.705  1.00  0.00           C  
HETATM   16  C14 UNL     1       0.515   2.528   1.634  1.00  0.00           C  
HETATM   17 CL1  UNL     1      -0.236   3.620   0.476  1.00  0.00          CL  
HETATM   18 CL2  UNL     1      -0.272   2.732   3.246  1.00  0.00          CL  
HETATM   19 CL3  UNL     1       2.212   3.089   1.850  1.00  0.00          CL  
HETATM   20  C15 UNL     1      -1.404  -0.337   1.923  1.00  0.00           C  
HETATM   21  C16 UNL     1      -2.698  -0.845   1.810  1.00  0.00           C  
HETATM   22  H1  UNL     1      -5.902  -1.229   2.247  1.00  0.00           H  
HETATM   23  H2  UNL     1      -4.788  -2.613   1.737  1.00  0.00           H  
HETATM   24  H3  UNL     1      -6.265  -2.234   0.827  1.00  0.00           H  
HETATM   25  H4  UNL     1      -3.579   0.895  -0.961  1.00  0.00           H  
HETATM   26  H5  UNL     1      -1.319   1.709  -0.686  1.00  0.00           H  
HETATM   27  H6  UNL     1       0.918   0.490   2.140  1.00  0.00           H  
HETATM   28  H7  UNL     1       1.367  -1.310   0.709  1.00  0.00           H  
HETATM   29  H8  UNL     1       2.941  -2.049  -1.039  1.00  0.00           H  
HETATM   30  H9  UNL     1       4.879  -2.305  -2.017  1.00  0.00           H  
HETATM   31  H10 UNL     1       5.226  -1.934  -3.727  1.00  0.00           H  
HETATM   32  H11 UNL     1       3.549  -2.438  -3.188  1.00  0.00           H  
HETATM   33  H12 UNL     1       3.283   1.987  -2.340  1.00  0.00           H  
HETATM   34  H13 UNL     1       1.735   2.715  -0.613  1.00  0.00           H  
HETATM   35  H14 UNL     1      -0.809  -0.697   2.741  1.00  0.00           H  
HETATM   36  H15 UNL     1      -3.085  -1.577   2.525  1.00  0.00           H  
CONECT    1    2   22   23   24
CONECT    2    3
CONECT    3    4    4   21
CONECT    4    5   25
CONECT    5    6    6   26
CONECT    6    7   20
CONECT    7    8   16   27
CONECT    8    9    9   15
CONECT    9   10   28
CONECT   10   11   11   29
CONECT   11   12   14
CONECT   12   13
CONECT   13   30   31   32
CONECT   14   15   15   33
CONECT   15   34
CONECT   16   17   18   19
CONECT   20   21   21   35
CONECT   21   36
END

HMDB0254545
     RDKit          3D
methoxychlor
 36 37  0  0  0  0  0  0  0  0999 V2000
   -5.4316   -1.7956    1.4134 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7904   -0.8542    0.5785 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4922   -0.4108    0.7770 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0034    0.5105   -0.1224 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6961    0.9970    0.0259 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8718    0.5855    1.0479 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4988    1.0800    1.2466 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4389    0.7795    0.1629 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7841   -0.5740    0.0414 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6524   -1.0067   -0.9174 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2107   -0.0774   -1.7990 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0898   -0.5091   -2.7712 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4722   -1.8386   -2.9434 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8767    1.2478   -1.6846 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9928    1.6707   -0.7046 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5153    2.5279    1.6337 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2358    3.6199    0.4760 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.2716    2.7321    3.2456 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.2117    3.0892    1.8503 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -1.4039   -0.3370    1.9228 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6979   -0.8448    1.8095 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9017   -1.2290    2.2468 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7879   -2.6133    1.7366 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2654   -2.2342    0.8271 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5790    0.8950   -0.9610 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3189    1.7089   -0.6858 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9177    0.4897    2.1404 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3669   -1.3103    0.7094 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9415   -2.0492   -1.0391 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8795   -2.3054   -2.0169 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2257   -1.9344   -3.7275 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5493   -2.4382   -3.1875 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2831    1.9873   -2.3402 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7353    2.7151   -0.6132 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8094   -0.6968    2.7409 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0853   -1.5771    2.5249 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 11 14  1  0
 14 15  2  0
  7 16  1  0
 16 17  1  0
 16 18  1  0
 16 19  1  0
  6 20  1  0
 20 21  2  0
 21  3  1  0
 15  8  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  4 25  1  0
  5 26  1  0
  7 27  1  0
  9 28  1  0
 10 29  1  0
 13 30  1  0
 13 31  1  0
 13 32  1  0
 14 33  1  0
 15 34  1  0
 20 35  1  0
 21 36  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
1,1,1-Trichloro-2,2-bis(p-anisyl)ethane	ChEBI
1,1,1-Trichloro-2,2-bis(p-methoxyphenyl)ethane	ChEBI
1,1,1-Trichloro-2,2-di(4-methoxyphenyl)ethane	ChEBI
2,2-Bis(p-anisyl)-1,1,1-trichloroethane	ChEBI
2,2-Bis(p-methoxyphenyl)-1,1,1-trichloroethane	ChEBI
2,2-Di(p-methoxyphenyl)-1,1,1-trichloroethane	ChEBI
Dimethoxy-DDT	ChEBI
Methoxy-DDT	ChEBI
p,P'-methoxychlor	ChEBI
DMDT	MeSH
Dianisyl trichloroethane	MeSH
Metox	MeSH
Trichloroethane, dianisyl	MeSH

Chemical Formula

C₁₆H₁₅Cl₃O₂

Average Molecular Weight

345.648

Monoisotopic Molecular Weight

344.013762845

IUPAC Name

1-methoxy-4-[2,2,2-trichloro-1-(4-methoxyphenyl)ethyl]benzene

Traditional Name

methoxychlor

CAS Registry Number

Not Available

SMILES

COC1=CC=C(C=C1)C(C1=CC=C(OC)C=C1)C(Cl)(Cl)Cl

InChI Identifier

InChI=1S/C16H15Cl3O2/c1-20-13-7-3-11(4-8-13)15(16(17,18)19)12-5-9-14(21-2)10-6-12/h3-10,15H,1-2H3

InChI Key

IAKOZHOLGAGEJT-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as diphenylmethanes. Diphenylmethanes are compounds containing a diphenylmethane moiety, which consists of a methane wherein two hydrogen atoms are replaced by two phenyl groups.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Diphenylmethanes

Direct Parent

Diphenylmethanes

Alternative Parents

Substituents

Diphenylmethane
Phenoxy compound
Methoxybenzene
Phenol ether
Anisole
Alkyl aryl ether
Ether
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Organochloride
Organohalogen compound
Alkyl halide
Alkyl chloride
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

organochlorine insecticide (CHEBI:6842 )
Organochlorine pesticides (C11043 )
Organochlorine insecticides (C11043 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Cellular substructure

Membrane (HMDB: HMDB0254545)

Source

Exogenous

Exogenous (PMID: 31557052)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	5.12	ALOGPS
logP	4.93	ChemAxon
logS	-6.8	ALOGPS
pKa (Strongest Basic)	-4.5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	18.46 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	88.63 m³·mol⁻¹	ChemAxon
Polarizability	33.73 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	174.06	30932474
DeepCCS	[M-H]-	171.702	30932474
DeepCCS	[M-2H]-	204.732	30932474
DeepCCS	[M+Na]+	180.153	30932474
AllCCS	[M+H]+	173.3	32859911
AllCCS	[M+H-H2O]+	170.1	32859911
AllCCS	[M+NH4]+	176.3	32859911
AllCCS	[M+Na]+	177.1	32859911
AllCCS	[M-H]-	169.0	32859911
AllCCS	[M+Na-2H]-	168.7	32859911
AllCCS	[M+HCOO]-	168.5	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
methoxychlor	COC1=CC=C(C=C1)C(C1=CC=C(OC)C=C1)C(Cl)(Cl)Cl	3455.0	Standard polar	33892256
methoxychlor	COC1=CC=C(C=C1)C(C1=CC=C(OC)C=C1)C(Cl)(Cl)Cl	2437.9	Standard non polar	33892256
methoxychlor	COC1=CC=C(C=C1)C(C1=CC=C(OC)C=C1)C(Cl)(Cl)Cl	2460.7	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Methoxychlor GC-MS (Non-derivatized) - 70eV, Positive	splash10-004i-1971000000-4fbe894594f70340930a	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Methoxychlor GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
MS	Mass Spectrum (Electron Ionization)	splash10-004i-0290000000-06ed9842894de6c2fed3	2014-09-20	Not Available	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methoxychlor 10V, Positive-QTOF	splash10-0002-0009000000-2e804c4f3f24a4e46581	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methoxychlor 20V, Positive-QTOF	splash10-0002-0009000000-516eca78c6054fdac1c9	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methoxychlor 40V, Positive-QTOF	splash10-056s-0094000000-0899ba6b67a346aceb9a	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methoxychlor 10V, Negative-QTOF	splash10-0006-0009000000-18acae4dc611644d1dbc	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methoxychlor 20V, Negative-QTOF	splash10-0006-0009000000-0329df7d38acce6cb9e0	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methoxychlor 40V, Negative-QTOF	splash10-056r-0096000000-8cdb61fec75829abaaff	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methoxychlor 10V, Positive-QTOF	splash10-0002-0009000000-dce8fb33a0c965cbe9f1	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methoxychlor 20V, Positive-QTOF	splash10-0002-0009000000-dce8fb33a0c965cbe9f1	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methoxychlor 40V, Positive-QTOF	splash10-0abc-0936000000-264ea7b60a4327600cb8	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methoxychlor 10V, Negative-QTOF	splash10-0006-0009000000-759859808f25135a319c	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methoxychlor 20V, Negative-QTOF	splash10-0006-0119000000-a719a8b43c24aa70e92b	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methoxychlor 40V, Negative-QTOF	splash10-022a-1190000000-34b6b5934b45b81b92ff	2021-10-12	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

C11043

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Methoxychlor

METLIN ID

Not Available

PubChem Compound

4115

PDB ID

Not Available

ChEBI ID

6842

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]

Showing metabocard for Methoxychlor (HMDB0254545)

MOL for HMDB0254545 (Methoxychlor)

3D MOL for HMDB0254545 (Methoxychlor)

3D SDF for HMDB0254545 (Methoxychlor)

3D-SDF for HMDB0254545 (Methoxychlor)

PDB for HMDB0254545 (Methoxychlor)

3D PDB for HMDB0254545 (Methoxychlor)

SMILES for HMDB0254545 (Methoxychlor)

INCHI for HMDB0254545 (Methoxychlor)

Structure for HMDB0254545 (Methoxychlor)

3D Structure for HMDB0254545 (Methoxychlor)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra