Showing metabocard for 2-mMethyl-phenol (MMDBc0001073)

Record Information
Version1.0
StatusDetected and Quantified
Creation Date2021-05-14 18:42:39 UTC
Update Date2024-09-27 23:15:44 UTC
Metabolite IDMMDBc0001073
Metabolite Identification
Common Name2-mMethyl-phenol
Description2-Methyl-phenol, also known as o-Cresol, is a minor urinary metabolite of toluene. 2-methyl-phenol is a cresol that is phenol substituted by a methyl group at position 2. It is a minor urinary metabolite of toluene. It has a role as a human xenobiotic metabolite. It is widely used chemical with neurotoxicological properties (PMID:15687000 ). 2-Methyl-phenol is used commercially as a disinfectant. Exposure may occur by inhalation, by cutaneous adsorption or by oral ingestion. 2-Methyl-phenol denature and precipitate cellular proteins and thus may rapidly cause poisoning. 2-Methyl-phenol is metabolized by conjugation and oxidation. Ingestion of 2-methyl-phenol cause intense burning of mouth and throat, followed by marked abdominal pain and distress. The minimum lethal dose of cresol by mouth is about 2 g (PMID 15040915 ). 2-Methyl-phenol is a microbial metabolite that can be found in Pseudomonas. Besides, 2-methyl-phenol is one of the chemical compounds found in castoreum. This compound is gathered from the beaver's castor glands and found in the white cedar consumed by the beavers. Together with many other compounds, 2-methyl-phenol is traditionally extracted from coal tar, the volatile materials obtained in the production of coke from coal. A similar source material is petroleum residues. These residue contains a few percent by weight of phenol and isomeric cresols. In addition to the materials derived from these natural sources, about two thirds of the Western world's supply is produced by methylation of phenol using methanol.
Structure
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for #<Metabolite:0x00007f9228019ca0>


  Mrv1652304272018562D          

  8  8  0  0  0  0            999 V2000
   -0.8250    1.4290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4125   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4125    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8250    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6500    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  6  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  3  5  1  0  0  0  0
  4  6  2  0  0  0  0
  5  7  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
M  END
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3D MOL for #<Metabolite:0x00007f9228019ca0>

HMDB0002055
     RDKit          3D
o-Cresol
 16 16  0  0  0  0  0  0  0  0999 V2000
   -2.1467   -0.3095   -0.1900 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6829   -0.2667   -0.0784 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1115   -1.3845   -0.1863 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4781   -1.3348   -0.0807 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0822   -0.1203    0.1421 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3199    1.0238    0.2562 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0506    0.9324    0.1441 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8542    2.0661    0.2537 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6565    0.2585    0.6053 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4857   -1.3772   -0.2464 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4269    0.1634   -1.1754 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3287   -2.3728   -0.3639 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1025   -2.2091   -0.1648 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1748   -0.0208    0.2354 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7598    2.0028    0.4324 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3966    2.9486    0.4169 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  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  7  2  1  0
  1  9  1  0
  1 10  1  0
  1 11  1  0
  3 12  1  0
  4 13  1  0
  5 14  1  0
  6 15  1  0
  8 16  1  0
M  END
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3D SDF for #<Metabolite:0x00007f9228019ca0>


  Mrv1652304272018562D          

  8  8  0  0  0  0            999 V2000
   -0.8250    1.4290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4125   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4125    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8250    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6500    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  6  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  3  5  1  0  0  0  0
  4  6  2  0  0  0  0
  5  7  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0001073

> <DATABASE_NAME>
MIME

> <SMILES>
CC1=CC=CC=C1O

> <INCHI_IDENTIFIER>
InChI=1S/C7H8O/c1-6-4-2-3-5-7(6)8/h2-5,8H,1H3

> <INCHI_KEY>
QWVGKYWNOKOFNN-UHFFFAOYSA-N

> <FORMULA>
C7H8O

> <MOLECULAR_WEIGHT>
108.1378

> <EXACT_MASS>
108.057514878

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
16

> <JCHEM_AVERAGE_POLARIZABILITY>
11.831786386924053

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-methylphenol

> <ALOGPS_LOGP>
1.89

> <JCHEM_LOGP>
2.1831018836666667

> <ALOGPS_LOGS>
-0.59

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.37449852812061

> <JCHEM_PKA_STRONGEST_BASIC>
-5.462420484988653

> <JCHEM_POLAR_SURFACE_AREA>
20.23

> <JCHEM_REFRACTIVITY>
33.0801

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.75e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
o-cresol

> <JCHEM_VEBER_RULE>
1

$$$$
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3D-SDF for #<Metabolite:0x00007f9228019ca0>

HMDB0002055
     RDKit          3D
o-Cresol
 16 16  0  0  0  0  0  0  0  0999 V2000
   -2.1467   -0.3095   -0.1900 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6829   -0.2667   -0.0784 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1115   -1.3845   -0.1863 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4781   -1.3348   -0.0807 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0822   -0.1203    0.1421 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3199    1.0238    0.2562 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0506    0.9324    0.1441 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8542    2.0661    0.2537 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6565    0.2585    0.6053 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4857   -1.3772   -0.2464 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4269    0.1634   -1.1754 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3287   -2.3728   -0.3639 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1025   -2.2091   -0.1648 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1748   -0.0208    0.2354 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7598    2.0028    0.4324 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3966    2.9486    0.4169 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  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  7  2  1  0
  1  9  1  0
  1 10  1  0
  1 11  1  0
  3 12  1  0
  4 13  1  0
  5 14  1  0
  6 15  1  0
  8 16  1  0
M  END
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PDB for #<Metabolite:0x00007f9228019ca0>

HEADER    PROTEIN                                 27-APR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-APR-20         0                                  
HETATM    1  C   UNK     0      -1.540   2.667   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.540   0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.770  -1.334   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.770   1.334   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.770  -1.334   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.770   1.334   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.540   0.000   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      -3.080   0.000   0.000  0.00  0.00           O+0
CONECT    1    6                                                            
CONECT    2    3    4                                                       
CONECT    3    2    5                                                       
CONECT    4    2    6                                                       
CONECT    5    3    7                                                       
CONECT    6    1    4    7                                                  
CONECT    7    5    6    8                                                  
CONECT    8    7                                                            
MASTER        0    0    0    0    0    0    0    0    8    0   16    0
END
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3D PDB for #<Metabolite:0x00007f9228019ca0>

COMPND    HMDB0002055
HETATM    1  C1  UNL     1      -2.147  -0.309  -0.190  1.00  0.00           C  
HETATM    2  C2  UNL     1      -0.683  -0.267  -0.078  1.00  0.00           C  
HETATM    3  C3  UNL     1       0.111  -1.384  -0.186  1.00  0.00           C  
HETATM    4  C4  UNL     1       1.478  -1.335  -0.081  1.00  0.00           C  
HETATM    5  C5  UNL     1       2.082  -0.120   0.142  1.00  0.00           C  
HETATM    6  C6  UNL     1       1.320   1.024   0.256  1.00  0.00           C  
HETATM    7  C7  UNL     1      -0.051   0.932   0.144  1.00  0.00           C  
HETATM    8  O1  UNL     1      -0.854   2.066   0.254  1.00  0.00           O  
HETATM    9  H1  UNL     1      -2.657   0.258   0.605  1.00  0.00           H  
HETATM   10  H2  UNL     1      -2.486  -1.377  -0.246  1.00  0.00           H  
HETATM   11  H3  UNL     1      -2.427   0.163  -1.175  1.00  0.00           H  
HETATM   12  H4  UNL     1      -0.329  -2.373  -0.364  1.00  0.00           H  
HETATM   13  H5  UNL     1       2.103  -2.209  -0.165  1.00  0.00           H  
HETATM   14  H6  UNL     1       3.175  -0.021   0.235  1.00  0.00           H  
HETATM   15  H7  UNL     1       1.760   2.003   0.432  1.00  0.00           H  
HETATM   16  H8  UNL     1      -0.397   2.949   0.417  1.00  0.00           H  
CONECT    1    2    9   10   11
CONECT    2    3    3    7
CONECT    3    4   12
CONECT    4    5    5   13
CONECT    5    6   14
CONECT    6    7    7   15
CONECT    7    8
CONECT    8   16
END
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SMILES for #<Metabolite:0x00007f9228019ca0>

CC1=CC=CC=C1O
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INCHI for #<Metabolite:0x00007f9228019ca0>

InChI=1S/C7H8O/c1-6-4-2-3-5-7(6)8/h2-5,8H,1H3
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Synonyms
ValueSource
1-Hydroxy-2-methylbenzeneChEBI
2-CresolChEBI
2-Hydroxy-1-methylbenzeneChEBI
2-HydroxytolueneChEBI
O-Cresylic acidChEBI
O-KresolChEBI
O-MethylphenolChEBI
Ortho-cresolChEBI
OrthocresolChEBI
O-CresylateGenerator
1-Methyl-2-hydroxybenzeneHMDB
2-MethylphenolHMDB, MeSH
O-HydroxytolueneHMDB
O-MethylphenylolHMDB
O-OxytolueneHMDB
O-ToluolHMDB
2-Cresol, potassium saltMeSH, HMDB
2-Cresol, ammonium saltMeSH, HMDB
2-Cresol, sodium saltMeSH, HMDB
Molecular FormulaC7H8O
Average Mass108.1378
Monoisotopic Mass108.057514878
IUPAC Name2-methylphenol
Traditional Nameo-cresol
CAS Registry NumberNot Available
SMILES
CC1=CC=CC=C1O
InChI Identifier
InChI=1S/C7H8O/c1-6-4-2-3-5-7(6)8/h2-5,8H,1H3
InChI KeyQWVGKYWNOKOFNN-UHFFFAOYSA-N