Showing metabocard for Benzoic acid (MMDBc0000204)

Record Information
Version1.0
StatusDetected and Quantified
Creation Date2020-10-27 23:39:40 UTC
Update Date2024-09-27 21:57:44 UTC
Metabolite IDMMDBc0000204
Metabolite Identification
Common NameBenzoic acid
DescriptionBenzoic acid, C6H5COOH, is a colourless crystalline solid and the simplest aromatic carboxylic acid. Benzoic acid occurs naturally free and bound as benzoic acid esters in many plant and animal species. Appreciable amounts have been found in most berries (around 0.05%). Cranberries contain as much as 300-1300 mg free benzoic acid per kg fruit. Benzoic acid is a fungistatic compound that is widely used as a food preservative. It often is conjugated to glycine in the liver and excreted as hippuric acid. Benzoic acid is a byproduct of phenylalanine metabolism in bacteria. It is also produced when gut bacteria process polyphenols (from ingested fruits or beverages). It can be found in Serratia (PMID: 23061754 ).
Structure
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for #<Metabolite:0x00007f46e21df1c0>


  Mrv1652309272007452D          

  9  9  0  0  0  0            999 V2000
 9971.8991 9970.0485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9972.6113 9969.6370    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9971.8991 9970.8717    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9971.1883 9969.6380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9970.4738 9970.0504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9969.7592 9969.6378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9969.7592 9968.8128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9970.4736 9968.4003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9971.1883 9968.8128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  3  2  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
  9  4  1  0  0  0  0
  4  1  1  0  0  0  0
  1  2  1  0  0  0  0
M  END
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3D MOL for #<Metabolite:0x00007f46e21df1c0>

HMDB0001870
     RDKit          3D
Benzoic acid
 15 15  0  0  0  0  0  0  0  0999 V2000
   -2.8504   -0.0733    1.0595 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9303   -0.7764    0.5787 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1383   -2.1199    0.2496 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6310   -0.1958    0.3583 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4238    1.1175    0.6788 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8226    1.7060    0.4766 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8554    0.9527   -0.0526 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6590   -0.3791   -0.3818 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3938   -0.9411   -0.1662 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0810   -2.2945   -0.7659 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1929    1.7615    1.0971 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9675    2.7358    0.7332 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8009    1.4473   -0.1920 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4721   -0.9586   -0.7945 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2765   -1.9822   -0.4344 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9  4  1  0
  3 10  1  0
  5 11  1  0
  6 12  1  0
  7 13  1  0
  8 14  1  0
  9 15  1  0
M  END
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3D SDF for #<Metabolite:0x00007f46e21df1c0>


  Mrv1652309272007452D          

  9  9  0  0  0  0            999 V2000
 9971.8991 9970.0485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9972.6113 9969.6370    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9971.8991 9970.8717    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9971.1883 9969.6380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9970.4738 9970.0504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9969.7592 9969.6378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9969.7592 9968.8128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9970.4736 9968.4003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9971.1883 9968.8128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  3  2  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
  9  4  1  0  0  0  0
  4  1  1  0  0  0  0
  1  2  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0000204

> <DATABASE_NAME>
MIME

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

> <INCHI_IDENTIFIER>
InChI=1S/C7H6O2/c8-7(9)6-4-2-1-3-5-6/h1-5H,(H,8,9)

> <INCHI_KEY>
WPYMKLBDIGXBTP-UHFFFAOYSA-N

> <FORMULA>
C7H6O2

> <MOLECULAR_WEIGHT>
122.123

> <EXACT_MASS>
122.036779433

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
15

> <JCHEM_AVERAGE_POLARIZABILITY>
11.97308273996681

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
benzoic acid

> <ALOGPS_LOGP>
1.72

> <JCHEM_LOGP>
1.630828724

> <ALOGPS_LOGS>
-1.24

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.07523327743486

> <JCHEM_POLAR_SURFACE_AREA>
37.3

> <JCHEM_REFRACTIVITY>
33.3142

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.08e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
benzoic acid

> <JCHEM_VEBER_RULE>
1

$$$$
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3D-SDF for #<Metabolite:0x00007f46e21df1c0>

HMDB0001870
     RDKit          3D
Benzoic acid
 15 15  0  0  0  0  0  0  0  0999 V2000
   -2.8504   -0.0733    1.0595 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9303   -0.7764    0.5787 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1383   -2.1199    0.2496 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6310   -0.1958    0.3583 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4238    1.1175    0.6788 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8226    1.7060    0.4766 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8554    0.9527   -0.0526 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6590   -0.3791   -0.3818 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3938   -0.9411   -0.1662 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0810   -2.2945   -0.7659 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1929    1.7615    1.0971 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9675    2.7358    0.7332 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8009    1.4473   -0.1920 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4721   -0.9586   -0.7945 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2765   -1.9822   -0.4344 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9  4  1  0
  3 10  1  0
  5 11  1  0
  6 12  1  0
  7 13  1  0
  8 14  1  0
  9 15  1  0
M  END
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PDB for #<Metabolite:0x00007f46e21df1c0>

HEADER    PROTEIN                                 27-SEP-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-SEP-20         0                                  
HETATM    1  C   UNK     0    8614.2128610.757   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0    8615.5418609.989   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0    8614.2128612.294   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0    8612.8858609.991   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0    8611.5518610.761   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0    8610.2178609.991   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0    8610.2178608.451   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0    8611.5518607.681   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0    8612.8858608.451   0.000  0.00  0.00           C+0
CONECT    1    3    4    2                                                  
CONECT    2    1                                                            
CONECT    3    1                                                            
CONECT    4    5    9    1                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8    4                                                       
MASTER        0    0    0    0    0    0    0    0    9    0   18    0
END
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3D PDB for #<Metabolite:0x00007f46e21df1c0>

COMPND    HMDB0001870
HETATM    1  O1  UNL     1      -2.850  -0.073   1.059  1.00  0.00           O  
HETATM    2  C1  UNL     1      -1.930  -0.776   0.579  1.00  0.00           C  
HETATM    3  O2  UNL     1      -2.138  -2.120   0.250  1.00  0.00           O  
HETATM    4  C2  UNL     1      -0.631  -0.196   0.358  1.00  0.00           C  
HETATM    5  C3  UNL     1      -0.424   1.118   0.679  1.00  0.00           C  
HETATM    6  C4  UNL     1       0.823   1.706   0.477  1.00  0.00           C  
HETATM    7  C5  UNL     1       1.855   0.953  -0.053  1.00  0.00           C  
HETATM    8  C6  UNL     1       1.659  -0.379  -0.382  1.00  0.00           C  
HETATM    9  C7  UNL     1       0.394  -0.941  -0.166  1.00  0.00           C  
HETATM   10  H1  UNL     1      -2.081  -2.294  -0.766  1.00  0.00           H  
HETATM   11  H2  UNL     1      -1.193   1.762   1.097  1.00  0.00           H  
HETATM   12  H3  UNL     1       0.967   2.736   0.733  1.00  0.00           H  
HETATM   13  H4  UNL     1       2.801   1.447  -0.192  1.00  0.00           H  
HETATM   14  H5  UNL     1       2.472  -0.959  -0.794  1.00  0.00           H  
HETATM   15  H6  UNL     1       0.276  -1.982  -0.434  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    4
CONECT    3   10
CONECT    4    5    5    9
CONECT    5    6   11
CONECT    6    7    7   12
CONECT    7    8   13
CONECT    8    9    9   14
CONECT    9   15
END
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SMILES for #<Metabolite:0x00007f46e21df1c0>

OC(=O)C1=CC=CC=C1
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INCHI for #<Metabolite:0x00007f46e21df1c0>

InChI=1S/C7H6O2/c8-7(9)6-4-2-1-3-5-6/h1-5H,(H,8,9)
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Synonyms
ValueSource
Acide benzoiqueChEBI
Aromatic carboxylic acidChEBI
Benzenecarboxylic acidChEBI
Benzeneformic acidChEBI
Benzenemethanoic acidChEBI
BenzoesaeureChEBI
Dracylic acidChEBI
e210ChEBI
Phenylcarboxylic acidChEBI
Phenylformic acidChEBI
Aromatic carboxylateGenerator
BenzenecarboxylateGenerator
BenzeneformateGenerator
BenzenemethanoateGenerator
DracylateGenerator
PhenylcarboxylateGenerator
PhenylformateGenerator
BenzoateGenerator
Benzenemethonic acidHMDB
Benzoic acid sodium saltHMDB
CarboxybenzeneHMDB
DiacylateHMDB
Diacylic acidHMDB
Oracylic acidHMDB
Sodium benzoateHMDB
Sodium benzoic acidHMDB
Acid, benzoicHMDB
Kendall brand OF benzoic acid sodium saltHMDB
Benzoate, potassiumHMDB
Potassium benzoateHMDB
UcephanHMDB
Molecular FormulaC7H6O2
Average Mass122.123
Monoisotopic Mass122.036779433
IUPAC Namebenzoic acid
Traditional Namebenzoic acid
CAS Registry Number65-85-0
SMILES
OC(=O)C1=CC=CC=C1
InChI Identifier
InChI=1S/C7H6O2/c8-7(9)6-4-2-1-3-5-6/h1-5H,(H,8,9)
InChI KeyWPYMKLBDIGXBTP-UHFFFAOYSA-N