Showing metabocard for 2,4-dimethylbenzoic acid (MMDBc0034222)

Record Information
Version2.0
StatusDetected and Quantified
Creation Date2021-11-19 05:21:19 UTC
Update Date2025-10-07 16:08:03 UTC
Metabolite IDMMDBc0034222
Metabolite Identification
Common Name2,4-dimethylbenzoic acid
Description2,4-dimethylbenzoic acid is a carboxylic acid and a metabolite described in biomedical literature. Its chemical structure features a benzoic acid core with two methyl groups positioned at the 2 and 4 carbon atoms, leading to the molecular formula C(9)H(10)O(2). This compound participates in various metabolic pathways, including those involving the degradation of aromatic compounds, which can lead to the formation of other metabolites. For instance, it has been identified as a significant urinary metabolite in rats, alongside 3,4-dimethylhippuric acid (PMID:7469793 ). Additionally, studies have shown that 2,4-dimethylbenzoic acid can form hydrogen-bonded dimers, indicating its potential interactions in biological systems (PMID:18391390 ). Its relevance extends to antibacterial activity, where it has been associated with other compounds exhibiting broad-spectrum effects (PMID:15307685 ). Furthermore, it has been noted in studies involving dinuclear lanthanide complexes, highlighting its role in coordination chemistry and material science (PMID:34733818 ). Overall, 2,4-dimethylbenzoic acid serves as an important compound in both chemical and biological contexts.
Structure
MOLSDFPDBSMILESInChI

MOL for #<Metabolite:0x00007f2e2c846fa0>


  Mrv0541 06081214512D          

 11 11  0  0  0  0            999 V2000
    0.0000    2.4750    0.0000 O   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
    1.4289    2.4750    0.0000 O   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
    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   -1.2375    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
  2  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  4  9  1  0  0  0  0
  9 10  1  0  0  0  0
  7 11  1  0  0  0  0
M  END
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3D MOL for #<Metabolite:0x00007f2e2c846fa0>

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3D SDF for #<Metabolite:0x00007f2e2c846fa0>

  Mrv0541 06081214512D          

 11 11  0  0  0  0            999 V2000
    0.0000    2.4750    0.0000 O   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
    1.4289    2.4750    0.0000 O   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
    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   -1.2375    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
  2  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  4  9  1  0  0  0  0
  9 10  1  0  0  0  0
  7 11  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0034222

> <DATABASE_NAME>
MIME

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

> <INCHI_IDENTIFIER>
InChI=1S/C9H10O2/c1-6-3-4-8(9(10)11)7(2)5-6/h3-5H,1-2H3,(H,10,11)

> <INCHI_KEY>
BKYWPNROPGQIFZ-UHFFFAOYSA-N

> <FORMULA>
C9H10O2

> <MOLECULAR_WEIGHT>
150.1745

> <EXACT_MASS>
150.068079564

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
16.150487511967846

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2,4-dimethylbenzoic acid

> <ALOGPS_LOGP>
2.27

> <JCHEM_LOGP>
2.657671502666666

> <ALOGPS_LOGS>
-2.24

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.14674406840097

> <JCHEM_POLAR_SURFACE_AREA>
37.3

> <JCHEM_REFRACTIVITY>
43.3966

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.72e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
benzoic acid, 2,4-dimethyl-

> <JCHEM_VEBER_RULE>
1

$$$$

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3D-SDF for #<Metabolite:0x00007f2e2c846fa0>
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PDB for #<Metabolite:0x00007f2e2c846fa0>
HEADER    PROTEIN                                 08-JUN-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   08-JUN-12         0                                  
HETATM    1  O   UNK     0       0.000   4.620   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       2.667   4.620   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.667  -0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.334   2.310   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5    9                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8   11                                                  
CONECT    8    7    9                                                       
CONECT    9    8    4   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:0x00007f2e2c846fa0>
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SMILES for #<Metabolite:0x00007f2e2c846fa0>
CC1=CC=C(C(O)=O)C(C)=C1
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INCHI for #<Metabolite:0x00007f2e2c846fa0>
InChI=1S/C9H10O2/c1-6-3-4-8(9(10)11)7(2)5-6/h3-5H,1-2H3,(H,10,11)
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Synonyms
ValueSource
4-Carboxy-1,3-dimethylbenzeneChEBI
2,4-DimethylbenzoateGenerator
2,4-Dimethylbenzoic acid, sodium saltMeSH
Molecular FormulaC9H10O2
Average Mass150.1745
Monoisotopic Mass150.068079564
IUPAC Name2,4-dimethylbenzoic acid
Traditional Namebenzoic acid, 2,4-dimethyl-
CAS Registry Number611-01-8
SMILES
CC1=CC=C(C(O)=O)C(C)=C1
InChI Identifier
InChI=1S/C9H10O2/c1-6-3-4-8(9(10)11)7(2)5-6/h3-5H,1-2H3,(H,10,11)
InChI KeyBKYWPNROPGQIFZ-UHFFFAOYSA-N