Np mrd loader

Showing NP-Card for Benzoic acid (NP0001345)

Jump To Section:
IdentificationSpectraBioTaxonomyChemoTaxonomyPhysical propertiesLinksReferencesXML
Record Information
Version2.0
Created at2006-02-23 11:42:39 UTC
Updated at2024-09-03 04:21:26 UTC
NP-MRD IDNP0001345
Natural Product DOIhttps://doi.org/10.57994/2485
Secondary Accession NumbersNone
Natural Product 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
Data?1628564085
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for NP0001345 (Benzoic acid)


  Mrv1652306242117433D          

 15 15  0  0  0  0            999 V2000
   -2.4090   -1.7052    0.4637 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0548   -0.5378    0.2126 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9747    0.4469    0.0288 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6353   -0.2421    0.1183 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1732    1.0434   -0.1599 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1778    1.2917   -0.2428 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1272    0.3089   -0.0601 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6803   -0.9560    0.2135 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3327   -1.2170    0.2989 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2572    0.8533   -0.8481 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9032    1.8127   -0.3032 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5263    2.3123   -0.4632 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1803    0.5634   -0.1373 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4160   -1.7563    0.3631 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0333   -2.2181    0.5157 H   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
  9  4  1  0  0  0  0
  3 10  1  0  0  0  0
  5 11  1  0  0  0  0
  6 12  1  0  0  0  0
  7 13  1  0  0  0  0
  8 14  1  0  0  0  0
  9 15  1  0  0  0  0
M  END
Download

3D MOL for NP0001345 (Benzoic acid)

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
Download

3D SDF for NP0001345 (Benzoic acid)


  Mrv1652306242117433D          

 15 15  0  0  0  0            999 V2000
   -2.4090   -1.7052    0.4637 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0548   -0.5378    0.2126 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9747    0.4469    0.0288 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6353   -0.2421    0.1183 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1732    1.0434   -0.1599 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1778    1.2917   -0.2428 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1272    0.3089   -0.0601 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6803   -0.9560    0.2135 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3327   -1.2170    0.2989 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2572    0.8533   -0.8481 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9032    1.8127   -0.3032 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5263    2.3123   -0.4632 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1803    0.5634   -0.1373 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4160   -1.7563    0.3631 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0333   -2.2181    0.5157 H   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
  9  4  1  0  0  0  0
  3 10  1  0  0  0  0
  5 11  1  0  0  0  0
  6 12  1  0  0  0  0
  7 13  1  0  0  0  0
  8 14  1  0  0  0  0
  9 15  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0001345

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC(=O)C1=C([H])C([H])=C([H])C([H])=C1[H]

> <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

$$$$
Download

3D-SDF for NP0001345 (Benzoic acid)

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
Download

PDB for NP0001345 (Benzoic acid)

HEADER    PROTEIN                                 24-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-JUN-21         0                                  
HETATM    1  O   UNK     0      -2.409  -1.705   0.464  0.00  0.00           O+0
HETATM    2  C   UNK     0      -2.055  -0.538   0.213  0.00  0.00           C+0
HETATM    3  O   UNK     0      -2.975   0.447   0.029  0.00  0.00           O+0
HETATM    4  C   UNK     0      -0.635  -0.242   0.118  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.173   1.043  -0.160  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.178   1.292  -0.243  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.127   0.309  -0.060  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.680  -0.956   0.214  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.333  -1.217   0.299  0.00  0.00           C+0
HETATM   10  H   UNK     0      -3.257   0.853  -0.848  0.00  0.00           H+0
HETATM   11  H   UNK     0      -0.903   1.813  -0.303  0.00  0.00           H+0
HETATM   12  H   UNK     0       1.526   2.312  -0.463  0.00  0.00           H+0
HETATM   13  H   UNK     0       3.180   0.563  -0.137  0.00  0.00           H+0
HETATM   14  H   UNK     0       2.416  -1.756   0.363  0.00  0.00           H+0
HETATM   15  H   UNK     0      -0.033  -2.218   0.516  0.00  0.00           H+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2   10                                                       
CONECT    4    2    5    9                                                  
CONECT    5    4    6   11                                                  
CONECT    6    5    7   12                                                  
CONECT    7    6    8   13                                                  
CONECT    8    7    9   14                                                  
CONECT    9    8    4   15                                                  
CONECT   10    3                                                            
CONECT   11    5                                                            
CONECT   12    6                                                            
CONECT   13    7                                                            
CONECT   14    8                                                            
CONECT   15    9                                                            
MASTER        0    0    0    0    0    0    0    0   15    0   30    0
END
Download

3D PDB for NP0001345 (Benzoic acid)

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
Download

SMILES for NP0001345 (Benzoic acid)

[H]OC(=O)C1=C([H])C([H])=C([H])C([H])=C1[H]
Download

INCHI for NP0001345 (Benzoic acid)

InChI=1S/C7H6O2/c8-7(9)6-4-2-1-3-5-6/h1-5H,(H,8,9)
Download
View in JSmol
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
Chemical FormulaC7H6O2
Average Mass122.1230 Da
Monoisotopic Mass122.03678 Da
IUPAC Namebenzoic acid
Traditional Namebenzoic acid
CAS Registry Number65-85-0
SMILES
[H]OC(=O)C1=C([H])C([H])=C([H])C([H])=C1[H]
InChI Identifier
InChI=1S/C7H6O2/c8-7(9)6-4-2-1-3-5-6/h1-5H,(H,8,9)
InChI KeyWPYMKLBDIGXBTP-UHFFFAOYSA-N
Experimental Spectra
Spectrum TypeDescriptionDepositor EmailDepositor OrganizationDepositorDeposition DateView
1D NMR1H NMR Spectrum (1D, 700 MHz, H2O, simulated)Ahselim2022-01-11View Spectrum
1D NMR13C NMR Spectrum (1D, 101 MHz, CD3OD, experimental)hxkuang@hljucm.netNot AvailableNot Available2024-05-11View Spectrum
1D NMR1H NMR Spectrum (1D, 600 MHz, H2O, experimental)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
2D NMR[1H, 13C]-HSQC NMR Spectrum (2D, 600 MHz, H2O, experimental)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
Predicted Spectra
Spectrum TypeDescriptionDepositor IDDepositor OrganizationDepositorDeposition DateView
1D NMR13C NMR Spectrum (1D, 25 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 252 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 50 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 75 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 101 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 126 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 151 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 176 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 201 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 226 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
Chemical Shift Submissions
Spectrum TypeDescriptionDepositor EmailDepositor OrganizationDepositorDeposition DateView
1D NMR1H NMR Spectrum (1D, simulated)Not AvailableNot AvailableNot Available2024-05-11View Spectrum
Species
Species of Origin
Species NameSourceReference
Abelmoschus esculentusFooDB
Abies nephrolepisLOTUS Database
Abutilon indicumPlant
Aconitum japonicumLOTUS Database
Actinidia chinensisFooDB
Adenostoma sparsifoliumLOTUS Database
Agaricus bisporusFooDB
AgaveFooDB
Allium ampeloprasumFooDB
Allium ascalonicumFooDB
Allium cepaFooDB
Allium cepa L.FooDB
Allium fistulosumFooDB
Allium sativumFooDB
Allium schoenoprasumFooDB
Allium tuberosumFooDB
Alnus pendulaLOTUS Database
Aloe feroxLOTUS Database
Aloysia triphyllaFooDB
AmaranthusFooDB
Amelanchier alnifoliaFooDB
Anacardium occidentaleFooDB
Ananas comosusFooDB
Anethum graveolensFooDB
Angelica keiskeiFooDB
Annona cherimolaFooDB
Annona muricataFooDB
Annona reticulataFooDB
Annona squamosaFooDB
Anthriscus cerefoliumFooDB
Apium graveolensFooDB
Apium graveolens var. dulceFooDB
Apium graveolens var. rapaceumFooDB
Apium graveolens var. secalinumFooDB
Arabidopsis thalianaKNApSAcK Database
Arachis hypogaeaFooDB
Arctium lappaFooDB
Aristolochia foveolataLOTUS Database
Aristolochia heterophyllaLOTUS Database
Aristolochia kaempferiLOTUS Database
Armoracia rusticanaFooDB
Artemisia dracunculusFooDB
Artemisia vulgarisFooDB
Artocarpus altilisFooDB
Artocarpus heterophyllusFooDB
Asparagus officinalisFooDB
Attalea speciosaFooDB
Auricularia auricula-judaeFooDB
Auricularia polytrichaFooDB
Avena sativa L.FooDB
Averrhoa carambolaKNApSAcK Database
Bartsia trixagoLOTUS Database
Basella albaFooDB
Begonia nantoensisKNApSAcK Database
Bellis perennisLOTUS Database
Benincasa hispidaFooDB
Bergera koenegii-
Bertholletia excelsaFooDB
Beta vulgarisFooDB
Beta vulgaris ssp. ciclaFooDB
Betula pendulaLOTUS Database
Borago officinalisFooDB
Brassica alboglabraFooDB
Brassica hirtaKNApSAcK Database
Brassica junceaFooDB
Brassica napusFooDB
Brassica napus var. napusFooDB
Brassica oleraceaFooDB
Brassica oleracea var. botrytisFooDB
Brassica oleracea var. capitataFooDB
Brassica oleracea var. gemmiferaFooDB
Brassica oleracea var. gongylodesKNApSAcK Database
Brassica oleracea var. italicaFooDB
Brassica oleracea var. sabaudaFooDB
Brassica oleracea var. viridisFooDB
Brassica rapaFooDB
Brassica rapa ssp. chinensisFooDB
Brassica rapa var. pekinensisFooDB
Brassica rapa var. rapaFooDB
Brassica ruvoFooDB
Brosimum alicastrumFooDB
Burchardia multifloraKNApSAcK Database
Byrsonima crassifoliaFooDB
Cajanus cajanFooDB
Canarium ovatumFooDB
Cannabis sativaCannabisDB
      Not Available
Cantharellus cibariusFooDB
Capparis spinosaFooDB
Capsicum annuumFooDB
Capsicum annuum L.FooDB
Capsicum annuum var. annuumFooDB
Capsicum chinenseFooDB
Capsicum pubescensFooDB
Carica papaya L.FooDB
Carissa macrocarpaFooDB
Carthamus tinctoriusFooDB
Carum carviFooDB
CaryaFooDB
Carya illinoinensisFooDB
CastaneaFooDB
Castanea crenataFooDB
Castanea mollissimaFooDB
Castanea sativaFooDB
Catharanthus roseusKNApSAcK Database
Centaurea asperaLOTUS Database
Centaurea collinaLOTUS Database
Ceratonia siliquaFooDB
Chamaecyparis formosensisKNApSAcK Database
Chamaemelum nobileFooDB
Chamerion angustifoliumFooDB
Chenopodium albumFooDB
Chenopodium quinoaFooDB
Chlamydomonas reinhardtiiLOTUS Database
Chrysanthemum coronariumFooDB
Cicer arietinumFooDB
Cichorium endiviaFooDB
Cichorium intybusFooDB
CinnamomumFooDB
Cinnamomum aromaticumFooDB
Cinnamomum kotoenseLOTUS Database
Cinnamomum verumFooDB
CirsiumFooDB
Citrullus lanatusFooDB
Citrus ×limon (L.) Burm. f. (pro sp.)FooDB
Citrus aurantiifoliaFooDB
Citrus latifoliaFooDB
Citrus limonFooDB
Citrus maximaFooDB
Citrus paradisiFooDB
Citrus reticulataFooDB
Citrus sinensisKNApSAcK Database
Citrus X sinensis (L.) Osbeck (pro. sp.)Plant
Cocos nuciferaFooDB
Coffea arabicaKNApSAcK Database
Coffea arabica L.Plant
Coffea canephoraFooDB
Colchicum kurdicumLOTUS Database
Colocasia esculentaFooDB
Corchorus olitoriusFooDB
Coriandrum sativum L.FooDB
CorylusFooDB
Corylus avellanaFooDB
Crateva religiosaFooDB
Crocus sativusKNApSAcK Database
Cryptocarya amygdalinaLOTUS Database
Cucumis meloFooDB
Cucumis metuliferusFooDB
Cucumis sativusLOTUS Database
Cucumis sativus L.FooDB
CucurbitaFooDB
Cucurbita maximaFooDB
Cucurbita moschataFooDB
Cuminum cyminumFooDB
Curcuma longaFooDB
Cydonia oblongaFooDB
Cymbopogon citratusFooDB
Cynara cardunculusFooDB
Cynara scolymusFooDB
Daemonorops dracoKNApSAcK Database
Dalbergia cochinchinensisKNApSAcK Database
Dalbergia spruceanaKNApSAcK Database
Daucus carotaFooDB
Daucus carota ssp. sativusFooDB
Desmos chinensisLOTUS Database
Dimocarpus longanFooDB
DioscoreaFooDB
Dioscorea pentaphyllaFooDB
DiospyrosFooDB
Diospyros kakiFooDB
Diospyros virginianaFooDB
Diplostephium ericoidesLOTUS Database
Durio zibethinusFooDB
Dysphania ambrosioidesFooDB
ElaeisFooDB
Eleocharis dulcisFooDB
Elettaria cardamomumFooDB
Empetrum nigrumFooDB
Ephedra equisetinaLOTUS Database
Equisetum arvenseLOTUS Database
Eragrostis tefFooDB
Eriobotrya japonicaFooDB
Eruca vesicaria subsp. SativaFooDB
Ervatamia coronariaLOTUS Database
Eugenia javanicaFooDB
Eugenia unifloraFooDB
Eutrema japonicumFooDB
Fagopyrum esculentumFooDB
Fagopyrum tataricumFooDB
FagusFooDB
Feijoa sellowianaFooDB
Ficus caricaFooDB
Flammulina velutipesFooDB
Foeniculum vulgareFooDB
Fragaria x ananassaFooDB
Garcinia mangostanaFooDB
Gardenia coronariaLOTUS Database
Gardenia sootepensisLOTUS Database
Gaylussacia baccataFooDB
Ginkgo bilobaFooDB
Glycine maxKNApSAcK Database
Glycyrrhiza glabraLOTUS Database
GossypiumFooDB
Grifola frondosaFooDB
Gynura japonicaLOTUS Database
Gynura segetumKNApSAcK Database
Hedysarum alpinumFooDB
Helianthus annuus L.FooDB
Helianthus tuberosusFooDB
Hibiscus sabbariffaFooDB
Hibiscus taiwanensisKNApSAcK Database
Hippophae rhamnoidesFooDB
Homaliam cochinchinensis-
Homalium cochinchinensePlant
Homalium cochinchinensisKNApSAcK Database
Hordeum vulgareFooDB
Hoya latifoliaLOTUS Database
Hypericum androsaemumLOTUS Database
Hypoestes trifloraLOTUS Database
Hyssopus officinalis L.FooDB
Ifloga spicataLOTUS Database
Illicium verumFooDB
Ipomoea aquaticaFooDB
Ipomoea batatasFooDB
Isatis indigoticaKNApSAcK Database
Isatis tinctoriaPlant
JuglansFooDB
Juglans ailanthifoliaFooDB
Juglans cinereaFooDB
Juglans nigra L.FooDB
Juglans regiaFooDB
Lablab purpureusFooDB
Lactuca sativaFooDB
Lagenaria sicerariaFooDB
Lathyrus sativusFooDB
Laurus nobilis L.FooDB
Lemna aequinoctialisPlant
Lemna paucicostataKNApSAcK Database
Lens culinarisFooDB
Lentinus edodesFooDB
Lepidium sativumFooDB
Levisticum officinaleFooDB
Linum usitatissimumFooDB
Litchi chinensisFooDB
Litoria verreauxiiLOTUS Database
Lotus corniculatusLOTUS Database
Luffa aegyptiacaFooDB
LupinusFooDB
Lupinus albusFooDB
Lupinus angustifoliusLOTUS Database
MacadamiaFooDB
Macadamia tetraphyllaFooDB
Malpighia emarginataFooDB
MalusFooDB
Malus domesticaLOTUS Database
Malus pumilaFooDB
Mammea americanaFooDB
Mangifera indicaFooDB
Manihot esculentaFooDB
Manilkara zapotaFooDB
Maranta arundinaceaFooDB
Matricaria recutitaFooDB
Matteuccia struthiopterisFooDB
Medicago sativaFooDB
Melicope semecarpifoliaLOTUS Database
Melissa officinalis L.FooDB
Melodorum fruticosumLOTUS Database
MenthaFooDB
Mentha aquaticaFooDB
Mentha arvensisFooDB
Mentha spicataFooDB
Mentha x piperitaFooDB
Mespilus germanicaFooDB
metel
      Not Available
Metroxylon saguFooDB
Momordica charantiaKNApSAcK Database
MorchellaceaeFooDB
Morella rubraFooDB
Moringa oleiferaFooDB
MorusFooDB
Morus nigraFooDB
Murraya paniculataKNApSAcK Database
Musa acuminataFooDB
Musa x paradisiacaFooDB
MyricaFooDB
Myristica fragransFooDB
Nassauvia revolutaLOTUS Database
NelumboFooDB
Nelumbo nuciferaFooDB
Nephelium lappaceumFooDB
Nicotiana tabacumKNApSAcK Database
Nuphar luteaFooDB
Nyctanthes arbor-tristis Linn.KNApSAcK Database
Ocimum basilicumFooDB
Oenothera biennisFooDB
Olea europaeaFooDB
Onosma hispidaKNApSAcK Database
OpuntiaFooDB
Opuntia cochenilliferaFooDB
Opuntia macrorhizaFooDB
Origanum majoranaFooDB
Origanum onitesFooDB
Origanum vulgareFooDB
Origanum X majoricumFooDB
Oryza rufipogonFooDB
Oryza sativaFooDB
Osmorhiza aristataLOTUS Database
Oxytropis trichophysaLOTUS Database
Pachyrhizus erosusFooDB
Paeonia albifloraKNApSAcK Database
Paeonia anomalaLOTUS Database
Paeonia emodiLOTUS Database
Paeonia hybridaKNApSAcK Database
Paeonia lactifloraKNApSAcK Database
Paeonia obovataLOTUS Database
Paeonia peregrinaKNApSAcK Database
Paeonia rockiiLOTUS Database
Paeonia suffruticosaKNApSAcK Database
Paeonia tenuifoliaLOTUS Database
Panax ginsengFooDB
Pangium eduleFooDB
Panicum miliaceumFooDB
Passiflora edulisFooDB
Pastinaca sativaFooDB
Pediomelum esculentumFooDB
Pelargonium graveolensLOTUS Database
Perideridia oreganaFooDB
Persea americanaKNApSAcK Database
Pertya glabrescensLOTUS Database
Petasites japonicusFooDB
Petiveria alliaceaKNApSAcK Database
Petroselinum crispumFooDB
Phaseolus coccineusFooDB
Phaseolus lunatusFooDB
Phaseolus vulgarisKNApSAcK Database
Phellodendron japonicum MAXIMKNApSAcK Database
Phoenix dactyliferaFooDB
Photinia melanocarpaFooDB
Phyllostachys edulisFooDB
PhysalisFooDB
Physalis philadelphica var. immaculataFooDB
Phytolacca americanaFooDB
Pimenta dioicaFooDB
Pimpinella anisumFooDB
PinusFooDB
Pinus densifloraLOTUS Database
Pinus edulisFooDB
Pinus ponderosaLOTUS Database
Pinus pumilaLOTUS Database
Piper nigrum L.FooDB
Pistacia veraFooDB
Pisum sativumFooDB
Plantago lanceolataPlant
Plantago majorLOTUS Database
Pleurotus ostreatusFooDB
Plumeria rubraLOTUS Database
Polygala senegaLOTUS Database
Polygonum alpinumFooDB
Populus albaLOTUS Database
Populus deltoidesLOTUS Database
Populus euphraticaLOTUS Database
Populus grandidentataLOTUS Database
Populus lasiocarpaLOTUS Database
Populus laurifoliaLOTUS Database
Populus nigraLOTUS Database
Populus tremulaLOTUS Database
Portulaca oleraceaFooDB
Posidonia oceanicaKNApSAcK Database
Pouteria sapotaFooDB
Prunus africanaLOTUS Database
Prunus armeniacaFooDB
Prunus aviumFooDB
Prunus avium L.FooDB
Prunus cerasusFooDB
Prunus domesticaFooDB
Prunus dulcisFooDB
Prunus persicaFooDB
Prunus persica var. nucipersicaFooDB
Prunus persica var. persicaFooDB
Prunus spinosaLOTUS Database
Prunus tomentosaFooDB
Prunus virginianaFooDB
Psidium cattleianumFooDB
Psidium guajavaFooDB
Psophocarpus tetragonolobusFooDB
Pteridium aquilinumKNApSAcK Database
Pteris ensiformisLOTUS Database
Punica granatumFooDB
Pygeum africanumKNApSAcK Database
Pyrus communisFooDB
Pyrus pyrifoliaFooDB
QuercusFooDB
Raphanus sativusFooDB
Raphanus sativus var. longipinnatusFooDB
Raphanus sativus var. sativusFooDB
Rhaponticum carthamoidesKNApSAcK Database
Rheum rhabarbarumFooDB
Rhododendron ferrugineumLOTUS Database
Ribes aureumFooDB
Ribes glandulosumFooDB
Ribes nigrumFooDB
Ribes rubrumFooDB
Ribes uva-crispaFooDB
Rohdea chinensisPlant
Rorippa indicaLOTUS Database
RosaFooDB
Rubus arcticusFooDB
Rubus chamaemorusFooDB
Rubus idaeusFooDB
Rubus occidentalisFooDB
Rubus spectabilisFooDB
RumexFooDB
Rumex acetosaFooDB
Rumex articusFooDB
Sagittaria latifoliaFooDB
Salix pulchraFooDB
Salmonella entericaLOTUS Database
Salvia elegansFooDB
Salvia hispanicaFooDB
Salvia officinalisFooDB
Salvia rosmarinusFooDB
Sambucus nigraFooDB
Sambucus nigra L.FooDB
Satureja hortensis L.FooDB
Satureja montanaFooDB
Scorzonera hispanicaFooDB
Scutellaria baicalensisLOTUS Database
Secale cerealeFooDB
Sechium eduleFooDB
Senecio adenotrichiusLOTUS Database
Senna obtusifoliaKNApSAcK Database
Sesamum indicumFooDB
Sesbania bispinosaFooDB
Sinapis albaFooDB
SisymbriumFooDB
Solanum lycopersicumFooDB
Solanum lycopersicum var. cerasiformeFooDB
Solanum lycopersicum var. lycopersicumFooDB
Solanum melongenaFooDB
Solanum quitoenseFooDB
Solanum tuberosumFooDB
Sophora flavescensKNApSAcK Database
Sorbus aucupariaFooDB
Sorghum bicolorFooDB
Spinacia oleraceaFooDB
Streptomyces lavendulaeLOTUS Database
Syzygium aromaticumFooDB
Syzygium cuminiFooDB
Syzygium jambosFooDB
Tamarindus indicaFooDB
Taraxacum formosanumKNApSAcK Database
Taraxacum mongolicumLOTUS Database
Taraxacum officinaleFooDB
Taxus baccataKNApSAcK Database
Tetragonia tetragonioidesFooDB
ThelespermaFooDB
Theobroma cacaoLOTUS Database
Thymus pulegioidesFooDB
Thymus vulgarisFooDB
Tilia cordataFooDB
Tilia L.FooDB
Tragopogon porrifoliusFooDB
Tribulus terrestrisPlant
Trifolium incarnatumKNApSAcK Database
Trigonella foenum-graecumFooDB
TriticumFooDB
Triticum aestivumKNApSAcK Database
Triticum durumFooDB
Triticum speltaFooDB
Triticum turanicumFooDB
Trypanosoma bruceiLOTUS Database
Tupistra chinensisKNApSAcK Database
Turnera ulmifoliaPlant
Typha angustifoliaFooDB
Uvaria angolensisKNApSAcK Database
Uvaria mocaliKNApSAcK Database
Uvaria mocoliLOTUS Database
VacciniumFooDB
Vaccinium angustifoliumFooDB
Vaccinium angustifolium X Vaccinium corymbosumFooDB
Vaccinium arboreumFooDB
Vaccinium corymbosumFooDB
Vaccinium deliciosumFooDB
Vaccinium elliottiiFooDB
Vaccinium macrocarponFooDB
Vaccinium myrtilloidesFooDB
Vaccinium myrtillusFooDB
Vaccinium ovalifoliumFooDB
Vaccinium ovatumFooDB
Vaccinium oxycoccosFooDB
Vaccinium parvifoliumFooDB
Vaccinium reticulatumFooDB
Vaccinium stamineumFooDB
Vaccinium uliginosumFooDB
Vaccinium vitis-idaeaFooDB
Valerianella locustaFooDB
VanillaFooDB
Verbena officinalisFooDB
Viburnum eduleFooDB
Vicia fabaFooDB
Vigna aconitifoliaFooDB
Vigna angularisFooDB
Vigna mungoFooDB
Vigna radiataFooDB
Vigna umbellataFooDB
Vigna unguiculataFooDB
Vigna unguiculata ssp. cylindricaFooDB
Vigna unguiculata ssp. unguiculataFooDB
Vigna unguiculata var. sesquipedalisFooDB
VitisFooDB
Vitis aestivalisFooDB
Vitis labruscaFooDB
Vitis rotundifoliaFooDB
Vitis viniferaLOTUS Database
Vitis vinifera L.FooDB
Xanthosoma sagittifoliumFooDB
Zea mays L.FooDB
Zingiber officinaleFooDB
ZizaniaFooDB
Zizania aquaticaFooDB
Ziziphus zizyphusFooDB
Species Where Detected
Species NameSourceReference
Homo sapiens (Exhaled breath)KNApSAcK Database
Homo sapiens (Feces)KNApSAcK Database
Phoma medicaginisKNApSAcK Database
Chemical Taxonomy
Description Belongs to the class of organic compounds known as benzoic acids. These are organic Compounds containing a benzene ring which bears at least one carboxyl group.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassBenzoic acids and derivatives
Direct ParentBenzoic acids
Alternative Parents
Substituents
  • Benzoic acid
  • Benzoyl
  • Monocarboxylic acid or derivatives
  • Carboxylic acid
  • Carboxylic acid derivative
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting Point122.4 °CNot Available
Boiling Point132.00 to 133.00 °C. @ 10.00 mm HgThe Good Scents Company Information System
Water Solubility3.4 mg/mL at 25 °CNot Available
LogP1.87Hansch CH, Leo A and Hoekman DH. "Exploring QSAR: Hydrophobic, Electronic, and Steric Constraints. Volume 1" ACS Publications (1995).
Predicted Properties
PropertyValueSource
Water Solubility7.08 g/LALOGPS
logP1.72ALOGPS
logP1.63ChemAxon
logS-1.2ALOGPS
pKa (Strongest Acidic)4.08ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area37.3 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity33.31 m³·mol⁻¹ChemAxon
Polarizability11.97 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0001870
DrugBank IDDB03793
Phenol Explorer Compound ID427
FoodDB IDFDB008739
KNApSAcK IDC00000207
Chemspider ID238
KEGG Compound IDC00539
BioCyc IDBENZOATE
BiGG ID34156
Wikipedia LinkBenzoic_Acid
METLIN ID1297
PubChem Compound243
PDB IDNot Available
ChEBI ID30746
Good Scents IDrw1033731
References
General References
  1. Jones MR, Kopple JD, Swendseid ME: Phenylalanine metabolism in uremic and normal man. Kidney Int. 1978 Aug;14(2):169-79. [PubMed:357810 ]
  2. Nathan D, Sakr A, Lichtin JL, Bronaugh RL: In vitro skin absorption and metabolism of benzoic acid, p-aminobenzoic acid, and benzocaine in the hairless guinea pig. Pharm Res. 1990 Nov;7(11):1147-51. [PubMed:2293213 ]
  3. Downard CD, Roberts LJ 2nd, Morrow JD: Topical benzoic acid induces the increased biosynthesis of prostaglandin D2 in human skin in vivo. Clin Pharmacol Ther. 1995 Apr;57(4):441-5. [PubMed:7712673 ]
  4. Temellini A, Mogavero S, Giulianotti PC, Pietrabissa A, Mosca F, Pacifici GM: Conjugation of benzoic acid with glycine in human liver and kidney: a study on the interindividual variability. Xenobiotica. 1993 Dec;23(12):1427-33. [PubMed:8135043 ]
  5. Dix KJ, Coleman DP, Jeffcoat AR: Comparative metabolism and disposition of gemfibrozil in male and female Sprague-Dawley rats and Syrian golden hamsters. Drug Metab Dispos. 1999 Jan;27(1):138-46. [PubMed:9884323 ]
  6. Parry GE, Bunge AL, Silcox GD, Pershing LK, Pershing DW: Percutaneous absorption of benzoic acid across human skin. I. In vitro experiments and mathematical modeling. Pharm Res. 1990 Mar;7(3):230-6. [PubMed:2339094 ]
  7. Nielsen NM, Bundgaard H: Glycolamide esters as biolabile prodrugs of carboxylic acid agents: synthesis, stability, bioconversion, and physicochemical properties. J Pharm Sci. 1988 Apr;77(4):285-98. [PubMed:3379586 ]
  8. Killackey JJ, Killackey BA, Philp RB: Cyclic nucleotide phosphodiesterase inhibition by a benzoic acid derivative. Agents Actions. 1985 Dec;17(2):192-6. [PubMed:2420162 ]
  9. Nacht S, Yeung D, Beasley JN Jr, Anjo MD, Maibach HI: Benzoyl peroxide: percutaneous penetration and metabolic disposition. J Am Acad Dermatol. 1981 Jan;4(1):31-7. [PubMed:7204686 ]
  10. LeBel M, Ferron L, Masson M, Pichette J, Carrier C: Benzyl alcohol metabolism and elimination in neonates. Dev Pharmacol Ther. 1988;11(6):347-56. [PubMed:3229281 ]
  11. Beloborodova N, Bairamov I, Olenin A, Shubina V, Teplova V, Fedotcheva N: Effect of phenolic acids of microbial origin on production of reactive oxygen species in mitochondria and neutrophils. J Biomed Sci. 2012 Oct 12;19:89. doi: 10.1186/1423-0127-19-89. [PubMed:23061754 ]
  12. Elsbaey M, Ibrahim MAA, Bar FA, Elgazar AA: Chemical constituents from coconut waste and their in silico evaluation as potential antiviral agents against SARS-CoV-2. S Afr J Bot. 2021 Sep;141:278-289. doi: 10.1016/j.sajb.2021.05.018. Epub 2021 May 28. [PubMed:34092840 ]