Showing metabocard for 2-methyl-4-chlorophenol (MMDBc0054178)

Xenobiotic
Record Information
Version2.0
StatusDetected and Quantified
Creation Date2022-06-05 22:57:28 UTC
Update Date2025-10-07 16:08:24 UTC
Metabolite IDMMDBc0054178
Metabolite Identification
Common Name2-methyl-4-chlorophenol
Description2-methyl-4-chlorophenol is a chlorinated phenolic compound belonging to the class of aromatic organic compounds. Its chemical structure features a methyl group and a chlorine atom attached to a phenolic ring, which influences its reactivity and biological interactions. This compound is involved in various degradation pathways, particularly in the context of environmental microbiology where it is studied alongside other phenolic and aniline derivatives for its degradation potential (PMID:24845167 ). Additionally, 2-methyl-4-chlorophenol has been assessed for its toxicity in aquatic organisms, demonstrating higher embryotoxicity compared to its parent compounds, indicating its potential impact on marine life (PMID:24321574 ). Its reactivity is comparable to that of other substituted phenols, as it participates in oxidation reactions mediated by manganese oxides (PMID:12831027 ). The compound's biological activity can be enhanced through methylation, which increases its potency (PMID:11309264 ). Furthermore, it has been utilized in biosensor technology for the detection of phenolic compounds, illustrating its relevance in analytical chemistry (PMID:1950199 ). Overall, 2-methyl-4-chlorophenol serves as an important model for studying the environmental fate and biological effects of chlorinated phenolic compounds.
Structure
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for #<Metabolite:0x00007f9ad2e0e330>


  Mrv1572004191604392D          

  9  9  0  0  0  0            999 V2000
   -0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  1  0  0  0  0
  5  1  1  0  0  0  0
  5  4  2  0  0  0  0
  6  2  2  0  0  0  0
  6  4  1  0  0  0  0
  7  3  2  0  0  0  0
  7  5  1  0  0  0  0
  8  6  1  0  0  0  0
  9  7  1  0  0  0  0
M  END
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3D MOL for #<Metabolite:0x00007f9ad2e0e330>

HMDB0246384
     RDKit          3D
4-Chloro-2-methylphenol
 16 16  0  0  0  0  0  0  0  0999 V2000
    2.1029   -0.5198    0.2419 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6504   -0.2794    0.0832 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2120   -1.3701    0.0239 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5664   -1.1484   -0.1241 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6645   -2.5124   -0.2002 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -2.0466    0.1386   -0.2108 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1646    1.2089   -0.1489 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1957    1.0242   -0.0013 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0891    2.1049    0.0614 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3873   -1.2519   -0.5559 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3392   -0.9441    1.2338 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6775    0.3864    0.0539 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1502   -2.3876    0.0906 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0975    0.2836   -0.3248 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5344    2.2367   -0.2167 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6934    3.0304   -0.0062 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  4  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  8  2  1  0
  1 10  1  0
  1 11  1  0
  1 12  1  0
  3 13  1  0
  6 14  1  0
  7 15  1  0
  9 16  1  0
M  END
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3D SDF for #<Metabolite:0x00007f9ad2e0e330>


  Mrv1572004191604392D          

  9  9  0  0  0  0            999 V2000
   -0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  1  0  0  0  0
  5  1  1  0  0  0  0
  5  4  2  0  0  0  0
  6  2  2  0  0  0  0
  6  4  1  0  0  0  0
  7  3  2  0  0  0  0
  7  5  1  0  0  0  0
  8  6  1  0  0  0  0
  9  7  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0054178

> <DATABASE_NAME>
MIME

> <SMILES>
CC1=CC(Cl)=CC=C1O

> <INCHI_IDENTIFIER>
InChI=1S/C7H7ClO/c1-5-4-6(8)2-3-7(5)9/h2-4,9H,1H3

> <INCHI_KEY>
RHPUJHQBPORFGV-UHFFFAOYSA-N

> <FORMULA>
C7H7ClO

> <MOLECULAR_WEIGHT>
142.58

> <EXACT_MASS>
142.0185425

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
16

> <JCHEM_AVERAGE_POLARIZABILITY>
14.07692365761834

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
4-chloro-2-methylphenol

> <ALOGPS_LOGP>
2.76

> <JCHEM_LOGP>
2.7871465599999996

> <ALOGPS_LOGS>
-1.52

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.328521347122608

> <JCHEM_PKA_STRONGEST_BASIC>
-6.247615633718126

> <JCHEM_POLAR_SURFACE_AREA>
20.23

> <JCHEM_REFRACTIVITY>
37.8849

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.28e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-chloro-2-methylphenol

> <JCHEM_VEBER_RULE>
1

$$$$
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3D-SDF for #<Metabolite:0x00007f9ad2e0e330>

HMDB0246384
     RDKit          3D
4-Chloro-2-methylphenol
 16 16  0  0  0  0  0  0  0  0999 V2000
    2.1029   -0.5198    0.2419 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6504   -0.2794    0.0832 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2120   -1.3701    0.0239 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5664   -1.1484   -0.1241 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6645   -2.5124   -0.2002 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -2.0466    0.1386   -0.2108 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1646    1.2089   -0.1489 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1957    1.0242   -0.0013 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0891    2.1049    0.0614 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3873   -1.2519   -0.5559 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3392   -0.9441    1.2338 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6775    0.3864    0.0539 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1502   -2.3876    0.0906 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0975    0.2836   -0.3248 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5344    2.2367   -0.2167 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6934    3.0304   -0.0062 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  4  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  8  2  1  0
  1 10  1  0
  1 11  1  0
  1 12  1  0
  3 13  1  0
  6 14  1  0
  7 15  1  0
  9 16  1  0
M  END
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PDB for #<Metabolite:0x00007f9ad2e0e330>

HEADER    PROTEIN                                 19-APR-16   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-APR-16         0                                  
HETATM    1  C   UNK     0      -1.334   2.310   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.667  -0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.000  -0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM    8 Cl   UNK     0       1.334  -2.310   0.000  0.00  0.00          Cl+0
HETATM    9  O   UNK     0       1.334   3.850   0.000  0.00  0.00           O+0
CONECT    1    5                                                            
CONECT    2    3    6                                                       
CONECT    3    2    7                                                       
CONECT    4    5    6                                                       
CONECT    5    1    4    7                                                  
CONECT    6    2    4    8                                                  
CONECT    7    3    5    9                                                  
CONECT    8    6                                                            
CONECT    9    7                                                            
MASTER        0    0    0    0    0    0    0    0    9    0   18    0
END
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3D PDB for #<Metabolite:0x00007f9ad2e0e330>

COMPND    HMDB0246384
HETATM    1  C1  UNL     1       2.103  -0.520   0.242  1.00  0.00           C  
HETATM    2  C2  UNL     1       0.650  -0.279   0.083  1.00  0.00           C  
HETATM    3  C3  UNL     1      -0.212  -1.370   0.024  1.00  0.00           C  
HETATM    4  C4  UNL     1      -1.566  -1.148  -0.124  1.00  0.00           C  
HETATM    5 CL1  UNL     1      -2.664  -2.512  -0.200  1.00  0.00          CL  
HETATM    6  C5  UNL     1      -2.047   0.139  -0.211  1.00  0.00           C  
HETATM    7  C6  UNL     1      -1.165   1.209  -0.149  1.00  0.00           C  
HETATM    8  C7  UNL     1       0.196   1.024  -0.001  1.00  0.00           C  
HETATM    9  O1  UNL     1       1.089   2.105   0.061  1.00  0.00           O  
HETATM   10  H1  UNL     1       2.387  -1.252  -0.556  1.00  0.00           H  
HETATM   11  H2  UNL     1       2.339  -0.944   1.234  1.00  0.00           H  
HETATM   12  H3  UNL     1       2.678   0.386   0.054  1.00  0.00           H  
HETATM   13  H4  UNL     1       0.150  -2.388   0.091  1.00  0.00           H  
HETATM   14  H5  UNL     1      -3.097   0.284  -0.325  1.00  0.00           H  
HETATM   15  H6  UNL     1      -1.534   2.237  -0.217  1.00  0.00           H  
HETATM   16  H7  UNL     1       0.693   3.030  -0.006  1.00  0.00           H  
CONECT    1    2   10   11   12
CONECT    2    3    3    8
CONECT    3    4   13
CONECT    4    5    6    6
CONECT    6    7   14
CONECT    7    8    8   15
CONECT    8    9
CONECT    9   16
END
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SMILES for #<Metabolite:0x00007f9ad2e0e330>

CC1=CC(Cl)=CC=C1O
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INCHI for #<Metabolite:0x00007f9ad2e0e330>

InChI=1S/C7H7ClO/c1-5-4-6(8)2-3-7(5)9/h2-4,9H,1H3
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Synonyms
ValueSource
2-Methyl-4-chlorophenolChEBI
4-Chloro-2-cresolChEBI
4-Chloro-O-cresolChEBI
p-Chloro-O-cresolChEBI
4-chloro-2-Cresol, potassium saltMeSH
2,4-MCPMeSH
4-chloro-2-Cresol, sodium saltMeSH
Molecular FormulaC7H7ClO
Average Mass142.58
Monoisotopic Mass142.0185425
IUPAC Name4-chloro-2-methylphenol
Traditional Name4-chloro-2-methylphenol
CAS Registry NumberNot Available
SMILES
CC1=CC(Cl)=CC=C1O
InChI Identifier
InChI=1S/C7H7ClO/c1-5-4-6(8)2-3-7(5)9/h2-4,9H,1H3
InChI KeyRHPUJHQBPORFGV-UHFFFAOYSA-N