Showing metabocard for 2,3,4,6-Tetrachloroanisole (MMDBc0033564)

Record Information
Version1.0
StatusDetected and Quantified
Creation Date2021-11-19 04:53:46 UTC
Update Date2024-04-30 20:12:48 UTC
Metabolite IDMMDBc0033564
Metabolite Identification
Common Name2,3,4,6-Tetrachloroanisole
Description2,3,4,6-Tetrachloroanisole is a chlorinated derivative of anisole. Haloanisoles are the product of the O-methylation of their corresponding halophenols, performed by some microorganisms found in the cork or wine barrels. Haloanisoles are responsible for the cork taint or moldy newspaper smell in wines that comes from wine contacting cork. [PMID: 21295311 ]
Structure
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for #<Metabolite:0x00007f46e06ccce8>


  Mrv0541 02241218432D          

 12 12  0  0  0  0            999 V2000
   -1.7748    0.8254    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -1.0318    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0318   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3708   -0.8254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3708   -1.6511    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.1146    0.8254    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.3715    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3715   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1146   -0.8254    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7748   -0.4952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3708    0.8254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3708    1.6511    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2 11  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  4  8  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7 11  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 11 12  1  0  0  0  0
M  END
Download

3D MOL for #<Metabolite:0x00007f46e06ccce8>

HMDB0029627
     RDKit          3D
1,2,3,5-Tetrachloro-4-methoxybenzene
 16 16  0  0  0  0  0  0  0  0999 V2000
    2.7649    0.0146    0.2912 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7375   -0.1574   -0.6187 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3963   -0.0706   -0.4018 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3019   -1.2029   -0.0339 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5739   -2.7094    0.1386 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -1.6688   -1.1962    0.2048 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3799   -0.0290    0.0769 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1095   -0.0110    0.3769 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -1.6910    1.1158   -0.2921 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5778    2.6061   -0.4592 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.3295    1.1043   -0.5289 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5508    2.5377   -0.9941 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.4715    0.5477    1.2291 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1137   -0.9903    0.6274 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6549    0.5368   -0.1104 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2051   -2.0964    0.4941 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
  4  6  1  0
  6  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
  9 11  2  0
 11 12  1  0
 11  3  1  0
  1 13  1  0
  1 14  1  0
  1 15  1  0
  6 16  1  0
M  END
Download

3D SDF for #<Metabolite:0x00007f46e06ccce8>


  Mrv0541 02241218432D          

 12 12  0  0  0  0            999 V2000
   -1.7748    0.8254    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -1.0318    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0318   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3708   -0.8254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3708   -1.6511    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.1146    0.8254    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.3715    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3715   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1146   -0.8254    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7748   -0.4952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3708    0.8254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3708    1.6511    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2 11  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  4  8  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7 11  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 11 12  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0033564

> <DATABASE_NAME>
MIME

> <SMILES>
COC1=C(Cl)C=C(Cl)C(Cl)=C1Cl

> <INCHI_IDENTIFIER>
InChI=1S/C7H4Cl4O/c1-12-7-4(9)2-3(8)5(10)6(7)11/h2H,1H3

> <INCHI_KEY>
ITXDBGLYYSJNPK-UHFFFAOYSA-N

> <FORMULA>
C7H4Cl4O

> <MOLECULAR_WEIGHT>
245.918

> <EXACT_MASS>
243.901625578

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
20.37829399713482

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
1,2,3,5-tetrachloro-4-methoxybenzene

> <ALOGPS_LOGP>
4.63

> <JCHEM_LOGP>
4.231753255666667

> <ALOGPS_LOGS>
-4.86

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-4.938425858404233

> <JCHEM_POLAR_SURFACE_AREA>
9.23

> <JCHEM_REFRACTIVITY>
51.74040000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.41e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2,3,4,6-tetrachloroanisole

> <JCHEM_VEBER_RULE>
1

$$$$
Download

3D-SDF for #<Metabolite:0x00007f46e06ccce8>

HMDB0029627
     RDKit          3D
1,2,3,5-Tetrachloro-4-methoxybenzene
 16 16  0  0  0  0  0  0  0  0999 V2000
    2.7649    0.0146    0.2912 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7375   -0.1574   -0.6187 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3963   -0.0706   -0.4018 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3019   -1.2029   -0.0339 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5739   -2.7094    0.1386 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -1.6688   -1.1962    0.2048 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3799   -0.0290    0.0769 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1095   -0.0110    0.3769 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -1.6910    1.1158   -0.2921 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5778    2.6061   -0.4592 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.3295    1.1043   -0.5289 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5508    2.5377   -0.9941 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.4715    0.5477    1.2291 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1137   -0.9903    0.6274 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6549    0.5368   -0.1104 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2051   -2.0964    0.4941 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
  4  6  1  0
  6  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
  9 11  2  0
 11 12  1  0
 11  3  1  0
  1 13  1  0
  1 14  1  0
  1 15  1  0
  6 16  1  0
M  END
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PDB for #<Metabolite:0x00007f46e06ccce8>

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 Cl   UNK     0      -3.313   1.541   0.000  0.00  0.00          Cl+0
HETATM    2  C   UNK     0      -1.926   0.770   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.926  -0.770   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.692  -1.541   0.000  0.00  0.00           C+0
HETATM    5 Cl   UNK     0      -0.692  -3.082   0.000  0.00  0.00          Cl+0
HETATM    6 Cl   UNK     0       2.081   1.541   0.000  0.00  0.00          Cl+0
HETATM    7  C   UNK     0       0.693   0.770   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.693  -0.770   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       2.081  -1.541   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       3.313  -0.924   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.692   1.541   0.000  0.00  0.00           C+0
HETATM   12 Cl   UNK     0      -0.692   3.082   0.000  0.00  0.00          Cl+0
CONECT    1    2                                                            
CONECT    2    1    3   11                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    8                                                  
CONECT    5    4                                                            
CONECT    6    7                                                            
CONECT    7    6    8   11                                                  
CONECT    8    4    7    9                                                  
CONECT    9    8   10                                                       
CONECT   10    9                                                            
CONECT   11    2    7   12                                                  
CONECT   12   11                                                            
MASTER        0    0    0    0    0    0    0    0   12    0   24    0
END
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3D PDB for #<Metabolite:0x00007f46e06ccce8>

COMPND    HMDB0029627
HETATM    1  C1  UNL     1       2.765   0.015   0.291  1.00  0.00           C  
HETATM    2  O1  UNL     1       1.738  -0.157  -0.619  1.00  0.00           O  
HETATM    3  C2  UNL     1       0.396  -0.071  -0.402  1.00  0.00           C  
HETATM    4  C3  UNL     1      -0.302  -1.203  -0.034  1.00  0.00           C  
HETATM    5 CL1  UNL     1       0.574  -2.709   0.139  1.00  0.00          CL  
HETATM    6  C4  UNL     1      -1.669  -1.196   0.205  1.00  0.00           C  
HETATM    7  C5  UNL     1      -2.380  -0.029   0.077  1.00  0.00           C  
HETATM    8 CL2  UNL     1      -4.110  -0.011   0.377  1.00  0.00          CL  
HETATM    9  C6  UNL     1      -1.691   1.116  -0.292  1.00  0.00           C  
HETATM   10 CL3  UNL     1      -2.578   2.606  -0.459  1.00  0.00          CL  
HETATM   11  C7  UNL     1      -0.329   1.104  -0.529  1.00  0.00           C  
HETATM   12 CL4  UNL     1       0.551   2.538  -0.994  1.00  0.00          CL  
HETATM   13  H1  UNL     1       2.471   0.548   1.229  1.00  0.00           H  
HETATM   14  H2  UNL     1       3.114  -0.990   0.627  1.00  0.00           H  
HETATM   15  H3  UNL     1       3.655   0.537  -0.110  1.00  0.00           H  
HETATM   16  H4  UNL     1      -2.205  -2.096   0.494  1.00  0.00           H  
CONECT    1    2   13   14   15
CONECT    2    3
CONECT    3    4    4   11
CONECT    4    5    6
CONECT    6    7    7   16
CONECT    7    8    9
CONECT    9   10   11   11
CONECT   11   12
END
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SMILES for #<Metabolite:0x00007f46e06ccce8>

COC1=C(Cl)C=C(Cl)C(Cl)=C1Cl
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INCHI for #<Metabolite:0x00007f46e06ccce8>

InChI=1S/C7H4Cl4O/c1-12-7-4(9)2-3(8)5(10)6(7)11/h2H,1H3
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Synonyms
ValueSource
1,2,3,5-Tetrachloro-4-methoxy-benzeneHMDB
2,3,4,6-Tetrachloro-anisoleHMDB
2,3,4,6-TetrachloroanisoleHMDB
2,4,5,6-TetrachloroanisoleHMDB
Methyl 2,3,4,6-tetrachlorophenyl etherHMDB
Molecular FormulaC7H4Cl4O
Average Mass245.918
Monoisotopic Mass243.901625578
IUPAC Name1,2,3,5-tetrachloro-4-methoxybenzene
Traditional Name2,3,4,6-tetrachloroanisole
CAS Registry Number938-22-7
SMILES
COC1=C(Cl)C=C(Cl)C(Cl)=C1Cl
InChI Identifier
InChI=1S/C7H4Cl4O/c1-12-7-4(9)2-3(8)5(10)6(7)11/h2H,1H3
InChI KeyITXDBGLYYSJNPK-UHFFFAOYSA-N