Showing metabocard for m-Cresol (MMDBc0033668)

Record Information
Version1.0
StatusDetected and Quantified
Creation Date2021-11-19 04:58:11 UTC
Update Date2024-09-28 00:28:58 UTC
Metabolite IDMMDBc0033668
Metabolite Identification
Common Namem-Cresol
Descriptionm-Cresol is an isomer of p-cresol and o-cresol. Cresols are organic compounds which are methylphenols. They are a widely occurring natural and manufactured group of aromatic organic compounds which are categorized as phenols (sometimes called phenolics). Depending on the temperature, cresols can be solid or liquid because they have melting points not far from room temperature. Like other types of phenols, they are slowly oxidized by long exposure to air and the impurities often give cresols a yellowish to brownish red tint. Cresols have an odor characteristic to that of other simple phenols, reminiscent to some of a "medicine" smell. Cresol solutions are used as household cleaners and disinfectants, perhaps most famously under the trade name Lysol. In the past, cresol solutions have been used as antiseptics in surgery, but they have been largely displaced in this role by less toxic compounds. Lysol was also advertised as a disinfecting vaginal douche in mid-twentieth century America. Cresols are found in many foods and in wood and tobacco smoke, crude oil, coal tar, and in brown mixtures such as creosote and cresylic acids, which are wood preservatives. Small organisms in soil and water produce cresols when they break down materials in the environment. Most exposures to cresols are at very low levels that are not harmful. When cresols are breathed, ingested, or applied to the skin at very high levels, they can be very harmful. Effects observed in people include irritation and burning of skin, eyes, mouth, and throat; abdominal pain and vomiting; heart damage; anemia; liver and kidney damage; facial paralysis; coma; and death. Breathing high levels of cresols for a short time results in irritation of the nose and throat. Aside from these effects, very little is known about the effects of breathing cresols, for example, at lower levels over longer times. Ingesting high levels results in kidney problems, mouth and throat burns, abdominal pain, vomiting, and effects on the blood and nervous system. Skin contact with high levels of cresols can burn the skin and damage the kidneys, liver, blood, brain, and lungs. m-Cresol is a microbial metabolite that can be found in Lysinibacillus.
Structure
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for #<Metabolite:0x00007f9203015ee0>


  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
   -0.8250    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
   -0.8250    1.4290    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  6  1  0  0  0  0
  4  7  2  0  0  0  0
  5  6  2  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
M  END
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3D MOL for #<Metabolite:0x00007f9203015ee0>

HMDB0002048
     RDKit          3D
m-Cresol
 16 16  0  0  0  0  0  0  0  0999 V2000
   -2.2933   -0.6372   -0.0676 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8981   -0.1169   -0.0334 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6203    1.2023    0.2648 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6742    1.6785    0.2949 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7538    0.8645    0.0298 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4802   -0.4528   -0.2682 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5595   -1.2860   -0.5379 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1858   -0.9302   -0.2986 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3495   -1.6853    0.3193 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9567   -0.0466    0.6201 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6818   -0.6762   -1.0991 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4569    1.8541    0.4753 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9021    2.7258    0.5312 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7678    1.2411    0.0543 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9648   -1.7646    0.2491 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0315   -1.9705   -0.5339 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  1  0
  6  8  2  0
  8  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
  7 15  1  0
  8 16  1  0
M  END
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3D SDF for #<Metabolite:0x00007f9203015ee0>


  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
   -0.8250    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
   -0.8250    1.4290    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  6  1  0  0  0  0
  4  7  2  0  0  0  0
  5  6  2  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0033668

> <DATABASE_NAME>
MIME

> <SMILES>
CC1=CC(O)=CC=C1

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

> <INCHI_KEY>
RLSSMJSEOOYNOY-UHFFFAOYSA-N

> <FORMULA>
C7H8O

> <MOLECULAR_WEIGHT>
108.1378

> <EXACT_MASS>
108.057514878

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
16

> <JCHEM_AVERAGE_POLARIZABILITY>
11.910825333510092

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3-methylphenol

> <ALOGPS_LOGP>
1.93

> <JCHEM_LOGP>
2.1831018836666667

> <ALOGPS_LOGS>
-0.63

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.134322591215804

> <JCHEM_PKA_STRONGEST_BASIC>
-5.477095511148552

> <JCHEM_POLAR_SURFACE_AREA>
20.23

> <JCHEM_REFRACTIVITY>
33.0801

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.51e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
M-cresol

> <JCHEM_VEBER_RULE>
1

$$$$
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3D-SDF for #<Metabolite:0x00007f9203015ee0>

HMDB0002048
     RDKit          3D
m-Cresol
 16 16  0  0  0  0  0  0  0  0999 V2000
   -2.2933   -0.6372   -0.0676 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8981   -0.1169   -0.0334 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6203    1.2023    0.2648 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6742    1.6785    0.2949 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7538    0.8645    0.0298 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4802   -0.4528   -0.2682 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5595   -1.2860   -0.5379 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1858   -0.9302   -0.2986 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3495   -1.6853    0.3193 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9567   -0.0466    0.6201 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6818   -0.6762   -1.0991 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4569    1.8541    0.4753 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9021    2.7258    0.5312 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7678    1.2411    0.0543 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9648   -1.7646    0.2491 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0315   -1.9705   -0.5339 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  1  0
  6  8  2  0
  8  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
  7 15  1  0
  8 16  1  0
M  END
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PDB for #<Metabolite:0x00007f9203015ee0>

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      -1.540   0.000   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      -0.770   1.334   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      -1.540   2.667   0.000  0.00  0.00           O+0
CONECT    1    6                                                            
CONECT    2    3    4                                                       
CONECT    3    2    6                                                       
CONECT    4    2    7                                                       
CONECT    5    6    7                                                       
CONECT    6    1    3    5                                                  
CONECT    7    4    5    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:0x00007f9203015ee0>

COMPND    HMDB0002048
HETATM    1  C1  UNL     1      -2.293  -0.637  -0.068  1.00  0.00           C  
HETATM    2  C2  UNL     1      -0.898  -0.117  -0.033  1.00  0.00           C  
HETATM    3  C3  UNL     1      -0.620   1.202   0.265  1.00  0.00           C  
HETATM    4  C4  UNL     1       0.674   1.678   0.295  1.00  0.00           C  
HETATM    5  C5  UNL     1       1.754   0.865   0.030  1.00  0.00           C  
HETATM    6  C6  UNL     1       1.480  -0.453  -0.268  1.00  0.00           C  
HETATM    7  O1  UNL     1       2.559  -1.286  -0.538  1.00  0.00           O  
HETATM    8  C7  UNL     1       0.186  -0.930  -0.299  1.00  0.00           C  
HETATM    9  H1  UNL     1      -2.349  -1.685   0.319  1.00  0.00           H  
HETATM   10  H2  UNL     1      -2.957  -0.047   0.620  1.00  0.00           H  
HETATM   11  H3  UNL     1      -2.682  -0.676  -1.099  1.00  0.00           H  
HETATM   12  H4  UNL     1      -1.457   1.854   0.475  1.00  0.00           H  
HETATM   13  H5  UNL     1       0.902   2.726   0.531  1.00  0.00           H  
HETATM   14  H6  UNL     1       2.768   1.241   0.054  1.00  0.00           H  
HETATM   15  H7  UNL     1       2.965  -1.765   0.249  1.00  0.00           H  
HETATM   16  H8  UNL     1      -0.032  -1.970  -0.534  1.00  0.00           H  
CONECT    1    2    9   10   11
CONECT    2    3    3    8
CONECT    3    4   12
CONECT    4    5    5   13
CONECT    5    6   14
CONECT    6    7    8    8
CONECT    7   15
CONECT    8   16
END
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SMILES for #<Metabolite:0x00007f9203015ee0>

CC1=CC(O)=CC=C1
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INCHI for #<Metabolite:0x00007f9203015ee0>

InChI=1S/C7H8O/c1-6-3-2-4-7(8)5-6/h2-5,8H,1H3
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Synonyms
ValueSource
1-Hydroxy-3-methylbenzeneChEBI
3-CresolChEBI
3-HydroxytolueneChEBI
3-MethylphenolChEBI
m-KresolChEBI
m-MethylphenolChEBI
Meta-cresolChEBI
MetacresolChEBI
3-Cresol, calcium salt(1:2)MeSH
3-Cresol, sodium saltMeSH
3-PhenylphenolChEBI, HMDB
m-Cresylic acidHMDB
m-HydroxytolueneHMDB
m-OxytolueneHMDB
m-ToluolHMDB
m-CresolKEGG
Molecular FormulaC7H8O
Average Mass108.1378
Monoisotopic Mass108.057514878
IUPAC Name3-methylphenol
Traditional NameM-cresol
CAS Registry Number108-39-4
SMILES
CC1=CC(O)=CC=C1
InChI Identifier
InChI=1S/C7H8O/c1-6-3-2-4-7(8)5-6/h2-5,8H,1H3
InChI KeyRLSSMJSEOOYNOY-UHFFFAOYSA-N