Showing metabocard for 2,4,6-Trichloroanisole (MMDBc0033567)

Record Information
Version1.0
StatusDetected and Quantified
Creation Date2021-11-19 04:53:55 UTC
Update Date2024-04-30 20:12:51 UTC
Metabolite IDMMDBc0033567
Metabolite Identification
Common Name2,4,6-Trichloroanisole
Description2,4,6-Trichloroanisole 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:0x00007fed1678f720>


  Mrv1652305261923522D          

 11 11  0  0  0  0            999 V2000
    1.1141    1.2382    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.3712    0.8254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3712    1.2382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0322    0.8254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7752    1.2382    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -1.0322    0.0004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3712   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3712    0.0004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1141   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7752   -0.0824    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3712   -1.2382    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  8  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  4  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7 11  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
M  END
Download

3D MOL for #<Metabolite:0x00007fed1678f720>

HMDB0029643
     RDKit          3D
1,3,5-Trichloro-2-methoxybenzene
 16 16  0  0  0  0  0  0  0  0999 V2000
    2.7314   -0.0839    0.4299 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6882    0.1040   -0.4800 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3458    0.0775   -0.1814 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3143    1.2329    0.1843 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6039    2.7217    0.2555 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -1.6657    1.1850    0.4809 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3890    0.0134    0.4250 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1010   -0.0085    0.8080 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -1.7301   -1.1521    0.0577 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3658   -1.1033   -0.2417 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4911   -2.5598   -0.7082 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.9884    0.8510    0.9996 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6440   -0.3500   -0.1682 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5077   -0.9314    1.1338 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1633    2.0812    0.7613 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2712   -2.0776    0.0066 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  2  0
 10 11  1  0
 10  3  1  0
  1 12  1  0
  1 13  1  0
  1 14  1  0
  6 15  1  0
  9 16  1  0
M  END
Download

3D SDF for #<Metabolite:0x00007fed1678f720>


  Mrv1652305261923522D          

 11 11  0  0  0  0            999 V2000
    1.1141    1.2382    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.3712    0.8254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3712    1.2382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0322    0.8254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7752    1.2382    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -1.0322    0.0004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3712   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3712    0.0004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1141   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7752   -0.0824    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3712   -1.2382    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  8  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  4  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7 11  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0033567

> <DATABASE_NAME>
MIME

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

> <INCHI_IDENTIFIER>
InChI=1S/C7H5Cl3O/c1-11-7-5(9)2-4(8)3-6(7)10/h2-3H,1H3

> <INCHI_KEY>
WCVOGSZTONGSQY-UHFFFAOYSA-N

> <FORMULA>
C7H5Cl3O

> <MOLECULAR_WEIGHT>
211.473

> <EXACT_MASS>
209.940597903

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
16

> <JCHEM_AVERAGE_POLARIZABILITY>
18.308941710290895

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
1,3,5-trichloro-2-methoxybenzene

> <ALOGPS_LOGP>
4.00

> <JCHEM_LOGP>
3.6277085793333335

> <ALOGPS_LOGS>
-3.95

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-4.932570752654442

> <JCHEM_POLAR_SURFACE_AREA>
9.23

> <JCHEM_REFRACTIVITY>
46.9356

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.36e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
tyrene

> <JCHEM_VEBER_RULE>
1

$$$$
Download

3D-SDF for #<Metabolite:0x00007fed1678f720>

HMDB0029643
     RDKit          3D
1,3,5-Trichloro-2-methoxybenzene
 16 16  0  0  0  0  0  0  0  0999 V2000
    2.7314   -0.0839    0.4299 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6882    0.1040   -0.4800 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3458    0.0775   -0.1814 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3143    1.2329    0.1843 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6039    2.7217    0.2555 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -1.6657    1.1850    0.4809 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3890    0.0134    0.4250 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1010   -0.0085    0.8080 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -1.7301   -1.1521    0.0577 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3658   -1.1033   -0.2417 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4911   -2.5598   -0.7082 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.9884    0.8510    0.9996 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6440   -0.3500   -0.1682 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5077   -0.9314    1.1338 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1633    2.0812    0.7613 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2712   -2.0776    0.0066 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  2  0
 10 11  1  0
 10  3  1  0
  1 12  1  0
  1 13  1  0
  1 14  1  0
  6 15  1  0
  9 16  1  0
M  END
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PDB for #<Metabolite:0x00007fed1678f720>

HEADER    PROTEIN                                 26-MAY-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   26-MAY-19         0                                  
HETATM    1 Cl   UNK     0       2.080   2.311   0.000  0.00  0.00          Cl+0
HETATM    2  C   UNK     0       0.693   1.541   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.693   2.311   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.927   1.541   0.000  0.00  0.00           C+0
HETATM    5 Cl   UNK     0      -3.314   2.311   0.000  0.00  0.00          Cl+0
HETATM    6  C   UNK     0      -1.927   0.001   0.000  0.00  0.00           C+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   0.001   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       2.080  -0.770   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       3.314  -0.154   0.000  0.00  0.00           C+0
HETATM   11 Cl   UNK     0      -0.693  -2.311   0.000  0.00  0.00          Cl+0
CONECT    1    2                                                            
CONECT    2    1    3    8                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7                                                       
CONECT    7    6    8   11                                                  
CONECT    8    2    7    9                                                  
CONECT    9    8   10                                                       
CONECT   10    9                                                            
CONECT   11    7                                                            
MASTER        0    0    0    0    0    0    0    0   11    0   22    0
END
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3D PDB for #<Metabolite:0x00007fed1678f720>

COMPND    HMDB0029643
HETATM    1  C1  UNL     1       2.731  -0.084   0.430  1.00  0.00           C  
HETATM    2  O1  UNL     1       1.688   0.104  -0.480  1.00  0.00           O  
HETATM    3  C2  UNL     1       0.346   0.077  -0.181  1.00  0.00           C  
HETATM    4  C3  UNL     1      -0.314   1.233   0.184  1.00  0.00           C  
HETATM    5 CL1  UNL     1       0.604   2.722   0.255  1.00  0.00          CL  
HETATM    6  C4  UNL     1      -1.666   1.185   0.481  1.00  0.00           C  
HETATM    7  C5  UNL     1      -2.389   0.013   0.425  1.00  0.00           C  
HETATM    8 CL2  UNL     1      -4.101  -0.008   0.808  1.00  0.00          CL  
HETATM    9  C6  UNL     1      -1.730  -1.152   0.058  1.00  0.00           C  
HETATM   10  C7  UNL     1      -0.366  -1.103  -0.242  1.00  0.00           C  
HETATM   11 CL3  UNL     1       0.491  -2.560  -0.708  1.00  0.00          CL  
HETATM   12  H1  UNL     1       2.988   0.851   1.000  1.00  0.00           H  
HETATM   13  H2  UNL     1       3.644  -0.350  -0.168  1.00  0.00           H  
HETATM   14  H3  UNL     1       2.508  -0.931   1.134  1.00  0.00           H  
HETATM   15  H4  UNL     1      -2.163   2.081   0.761  1.00  0.00           H  
HETATM   16  H5  UNL     1      -2.271  -2.078   0.007  1.00  0.00           H  
CONECT    1    2   12   13   14
CONECT    2    3
CONECT    3    4    4   10
CONECT    4    5    6
CONECT    6    7    7   15
CONECT    7    8    9
CONECT    9   10   10   16
CONECT   10   11
END
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SMILES for #<Metabolite:0x00007fed1678f720>

COC1=C(Cl)C=C(Cl)C=C1Cl
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INCHI for #<Metabolite:0x00007fed1678f720>

InChI=1S/C7H5Cl3O/c1-11-7-5(9)2-4(8)3-6(7)10/h2-3H,1H3
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Synonyms
ValueSource
Methyl 2,4,6-trichlorophenyl etherChEBI
TyreneChEBI
1,3,5-Trichloro-2-methoxy-benzeneHMDB
1,3,5-Trichloro-2-methoxybenzene, 9ciHMDB
2,4,6-Trichloro-1-methoxybenzeneHMDB
2,4,6-Trichloro-anisoleHMDB
2,4,6-TrichloroanisoleHMDB
2,4.6-TrichloroanisoleHMDB
Anisole, 2,4,6-trichloro- (8ci)HMDB
Benzene, 1,3,5-trichloro-2-methoxy- (9ci)HMDB
TrichloroanisoleHMDB
1,3,5-Trichloro-2-methoxybenzeneChEBI
Molecular FormulaC7H5Cl3O
Average Mass211.473
Monoisotopic Mass209.940597903
IUPAC Name1,3,5-trichloro-2-methoxybenzene
Traditional Nametyrene
CAS Registry Number87-40-1
SMILES
COC1=C(Cl)C=C(Cl)C=C1Cl
InChI Identifier
InChI=1S/C7H5Cl3O/c1-11-7-5(9)2-4(8)3-6(7)10/h2-3H,1H3
InChI KeyWCVOGSZTONGSQY-UHFFFAOYSA-N