Showing metabocard for Pseudocumene (MMDBc0047749)

Plant
Xenobiotic
Record Information
Version2.0
StatusDetected and Quantified
Creation Date2021-11-19 15:40:52 UTC
Update Date2025-10-07 16:08:05 UTC
Metabolite IDMMDBc0047749
Metabolite Identification
Common NamePseudocumene
DescriptionPseudocumene is a member of the aromatic hydrocarbon class, specifically classified as a trimethylbenzene. Its chemical structure consists of a benzene ring with three methyl groups attached, which can exist in several isomeric forms. Pseudocumene participates in various chemical pathways, including its role in catalytic processes such as alkylation with methanol, where studies have shown that modifications to zeolite catalysts can significantly influence its conversion and product distribution (PMID:40428989 ). Additionally, pseudocumene can be synthesized through advanced upcycling strategies involving the depolymerization of poly(methyl methacrylate) (PMMA) and biomass-derived compounds, highlighting its potential as a valuable chemical feedstock (PMID:40175301 ). In ecological studies, pseudocumene has been identified as a significant component in blends that attract certain species, suggesting its relevance in ecological interactions (PMID:37861891 ). Furthermore, it is involved in biochemical reactions, such as hydroxylation by cytochrome P450 enzymes, which is crucial for the formation of trimethylhydroquinone (TMHQ) (PMID:30191291 ). Overall, pseudocumene's unique structure and reactivity make it an important compound in both industrial applications and biological pathways.
Structure
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for #<Metabolite:0x00007f9af0db42e0>


  Mrv1652303102016532D          

  9  9  0  0  0  0            999 V2000
    1.4289    0.8250    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
    0.7145   -0.4125    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    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    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
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  1  6  1  0  0  0  0
  6  7  1  0  0  0  0
  5  8  1  0  0  0  0
  2  9  1  0  0  0  0
M  END
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3D MOL for #<Metabolite:0x00007f9af0db42e0>

HMDB0013733
     RDKit          3D
1,2,4-Trimethylbenzene
 21 21  0  0  0  0  0  0  0  0999 V2000
    3.0800   -0.6910   -0.1833 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6709   -0.2063   -0.0660 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4231    1.1295    0.1765 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1392    1.6263    0.2932 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9501    0.7776    0.1667 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3239    1.2850    0.2873 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7019   -0.5586   -0.0758 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8543   -1.4968   -0.2167 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5865   -1.0515   -0.1919 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6017   -0.1025   -0.9616 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0850   -1.7403   -0.5149 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6493   -0.5596    0.7539 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2341    1.8188    0.2808 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0681    2.6835    0.4853 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7810    1.5303   -0.6994 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2697    2.2752    0.8258 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9856    0.6563    0.9091 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8295   -2.2418    0.6047 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6611   -2.0580   -1.1780 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8018   -0.9727   -0.3134 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7572   -2.1033   -0.3822 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
  5  7  1  0
  7  8  1  0
  7  9  2  0
  9  2  1  0
  1 10  1  0
  1 11  1  0
  1 12  1  0
  3 13  1  0
  4 14  1  0
  6 15  1  0
  6 16  1  0
  6 17  1  0
  8 18  1  0
  8 19  1  0
  8 20  1  0
  9 21  1  0
M  END
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3D SDF for #<Metabolite:0x00007f9af0db42e0>


  Mrv1652303102016532D          

  9  9  0  0  0  0            999 V2000
    1.4289    0.8250    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
    0.7145   -0.4125    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    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    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
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  1  6  1  0  0  0  0
  6  7  1  0  0  0  0
  5  8  1  0  0  0  0
  2  9  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0047749

> <DATABASE_NAME>
MIME

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

> <INCHI_IDENTIFIER>
InChI=1S/C9H12/c1-7-4-5-8(2)9(3)6-7/h4-6H,1-3H3

> <INCHI_KEY>
GWHJZXXIDMPWGX-UHFFFAOYSA-N

> <FORMULA>
C9H12

> <MOLECULAR_WEIGHT>
120.1916

> <EXACT_MASS>
120.093900384

> <JCHEM_ACCEPTOR_COUNT>
0

> <JCHEM_ATOM_COUNT>
21

> <JCHEM_AVERAGE_POLARIZABILITY>
15.117070583059476

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
1,2,4-trimethylbenzene

> <ALOGPS_LOGP>
3.62

> <JCHEM_LOGP>
3.5135099839999997

> <ALOGPS_LOGS>
-3.16

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_POLAR_SURFACE_AREA>
0.0

> <JCHEM_REFRACTIVITY>
41.181599999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.25e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1,2,4-trimethylbenzene

> <JCHEM_VEBER_RULE>
1

$$$$
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3D-SDF for #<Metabolite:0x00007f9af0db42e0>

HMDB0013733
     RDKit          3D
1,2,4-Trimethylbenzene
 21 21  0  0  0  0  0  0  0  0999 V2000
    3.0800   -0.6910   -0.1833 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6709   -0.2063   -0.0660 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4231    1.1295    0.1765 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1392    1.6263    0.2932 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9501    0.7776    0.1667 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3239    1.2850    0.2873 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7019   -0.5586   -0.0758 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8543   -1.4968   -0.2167 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5865   -1.0515   -0.1919 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6017   -0.1025   -0.9616 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0850   -1.7403   -0.5149 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6493   -0.5596    0.7539 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2341    1.8188    0.2808 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0681    2.6835    0.4853 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7810    1.5303   -0.6994 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2697    2.2752    0.8258 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9856    0.6563    0.9091 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8295   -2.2418    0.6047 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6611   -2.0580   -1.1780 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8018   -0.9727   -0.3134 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7572   -2.1033   -0.3822 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
  5  7  1  0
  7  8  1  0
  7  9  2  0
  9  2  1  0
  1 10  1  0
  1 11  1  0
  1 12  1  0
  3 13  1  0
  4 14  1  0
  6 15  1  0
  6 16  1  0
  6 17  1  0
  8 18  1  0
  8 19  1  0
  8 20  1  0
  9 21  1  0
M  END
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PDB for #<Metabolite:0x00007f9af0db42e0>

HEADER    PROTEIN                                 10-MAR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   10-MAR-20         0                                  
HETATM    1  C   UNK     0       2.667   1.540   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       1.334  -0.770   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   2.310   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.334   2.310   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
CONECT    1    2    6                                                       
CONECT    2    1    3    9                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6    8                                                  
CONECT    6    5    1    7                                                  
CONECT    7    6                                                            
CONECT    8    5                                                            
CONECT    9    2                                                            
MASTER        0    0    0    0    0    0    0    0    9    0   18    0
END
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3D PDB for #<Metabolite:0x00007f9af0db42e0>

COMPND    HMDB0013733
HETATM    1  C1  UNL     1       3.080  -0.691  -0.183  1.00  0.00           C  
HETATM    2  C2  UNL     1       1.671  -0.206  -0.066  1.00  0.00           C  
HETATM    3  C3  UNL     1       1.423   1.129   0.177  1.00  0.00           C  
HETATM    4  C4  UNL     1       0.139   1.626   0.293  1.00  0.00           C  
HETATM    5  C5  UNL     1      -0.950   0.778   0.167  1.00  0.00           C  
HETATM    6  C6  UNL     1      -2.324   1.285   0.287  1.00  0.00           C  
HETATM    7  C7  UNL     1      -0.702  -0.559  -0.076  1.00  0.00           C  
HETATM    8  C8  UNL     1      -1.854  -1.497  -0.217  1.00  0.00           C  
HETATM    9  C9  UNL     1       0.586  -1.052  -0.192  1.00  0.00           C  
HETATM   10  H1  UNL     1       3.602  -0.103  -0.962  1.00  0.00           H  
HETATM   11  H2  UNL     1       3.085  -1.740  -0.515  1.00  0.00           H  
HETATM   12  H3  UNL     1       3.649  -0.560   0.754  1.00  0.00           H  
HETATM   13  H4  UNL     1       2.234   1.819   0.281  1.00  0.00           H  
HETATM   14  H5  UNL     1      -0.068   2.683   0.485  1.00  0.00           H  
HETATM   15  H6  UNL     1      -2.781   1.530  -0.699  1.00  0.00           H  
HETATM   16  H7  UNL     1      -2.270   2.275   0.826  1.00  0.00           H  
HETATM   17  H8  UNL     1      -2.986   0.656   0.909  1.00  0.00           H  
HETATM   18  H9  UNL     1      -1.830  -2.242   0.605  1.00  0.00           H  
HETATM   19  H10 UNL     1      -1.661  -2.058  -1.178  1.00  0.00           H  
HETATM   20  H11 UNL     1      -2.802  -0.973  -0.313  1.00  0.00           H  
HETATM   21  H12 UNL     1       0.757  -2.103  -0.382  1.00  0.00           H  
CONECT    1    2   10   11   12
CONECT    2    3    3    9
CONECT    3    4   13
CONECT    4    5    5   14
CONECT    5    6    7
CONECT    6   15   16   17
CONECT    7    8    9    9
CONECT    8   18   19   20
CONECT    9   21
END
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SMILES for #<Metabolite:0x00007f9af0db42e0>

CC1=CC(C)=C(C)C=C1
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INCHI for #<Metabolite:0x00007f9af0db42e0>

InChI=1S/C9H12/c1-7-4-5-8(2)9(3)6-7/h4-6H,1-3H3
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Synonyms
ValueSource
1,3,4-TrimethylbenzeneChEBI
As-trimethylbenzeneChEBI
PseudocumeneChEBI
PseudocumolChEBI
Psi-cumeneChEBI
Uns-trimethylbenzeneChEBI
.psi.-cumeneHMDB
1,2, 4-TrimethylbenzeneHMDB
1,2,4-Trimethyl-benzeneHMDB
1,2,4-Trimethylbenzene (acd/name 4.0)HMDB
1,2,4-Trimethylbenzene (pseudocumene)HMDB
1,2,5-Trimethyl-benzeneHMDB
1,2,5-TrimethylbenzeneHMDB
Asymmetrical trimethylbenzeneHMDB
Laquo psiraquo -cumeneHMDB
Molecular FormulaC9H12
Average Mass120.1916
Monoisotopic Mass120.093900384
IUPAC Name1,2,4-trimethylbenzene
Traditional Name1,2,4-trimethylbenzene
CAS Registry NumberNot Available
SMILES
CC1=CC(C)=C(C)C=C1
InChI Identifier
InChI=1S/C9H12/c1-7-4-5-8(2)9(3)6-7/h4-6H,1-3H3
InChI KeyGWHJZXXIDMPWGX-UHFFFAOYSA-N