Showing metabocard for 3-Hydroxybenzoic acid (MMDBc0000591)

Not Available
Record Information
Version1.0
StatusDetected and Quantified
Creation Date2020-12-10 18:50:38 UTC
Update Date2024-09-29 10:11:23 UTC
Metabolite IDMMDBc0000591
Metabolite Identification
Common Name3-Hydroxybenzoic acid
Description3-Hydroxybenzoic acid, also known as 3-hydroxybenzoate or 3-carboxyphenol, belongs to the class of organic compounds known as hydroxybenzoic acid derivatives. Hydroxybenzoic acid derivatives are compounds containing a hydroxybenzoic acid (or a derivative), which is a benzene ring bearing a carboxyl and a hydroxyl groups. 3-Hydroxybenzoic acid exists in all living organisms, ranging from bacteria to humans. Outside of the human body, 3-hydroxybenzoic acid is found, on average, in the highest concentration in american cranberries and beers. 3-hydroxybenzoic acid has also been detected, but not quantified in a few different foods, such as bilberries, citrus, and corns. As well, 3-Hydroxybenzoic Acid can be found in the pineapple fruit. It can also be formed by a Pseudomonas species from 3-Chlorobenzoic acid. 3-Hydroxybenzoic acid is a monohydroxybenzoic acid. 3-Hydroxybenzoic acid can be obtained by the alkali fusion of 3-sulfobenzoic acid between 210-220 °C. 3-Hydroxybenzoic acid is a component of castoreum, the exudate from the castor sacs of the mature North American beaver (Castor canadensis) and the European beaver (Castor fiber), used in perfumery.
Structure
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for #<Metabolite:0x00007fdb70f47010>

3-Hydroxybenzoic acid
  Mrv1652305261923572D          

 10 10  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
    2.1434   -0.4125    0.0000 O   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
  1  2  1  0  0  0  0
  2  3  2  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  1  0  0  0  0
  6  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  4 10  1  0  0  0  0
M  END
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3D MOL for #<Metabolite:0x00007fdb70f47010>

HMDB0002466
     RDKit          3D
3-Hydroxybenzoic acid
 16 16  0  0  0  0  0  0  0  0999 V2000
   -2.1993   -2.0914   -0.3568 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0898   -0.8576   -0.2421 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2065   -0.0751   -0.2699 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7755   -0.2728   -0.0808 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6338    1.1117    0.0495 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6154    1.6700    0.2030 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7478    0.8836    0.2317 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6029   -0.4860    0.1024 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7742   -1.2683    0.1348 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3663   -1.0723   -0.0524 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7482    0.2300    0.5099 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4758    1.7722    0.0346 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7708    2.7419    0.3077 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7467    1.2930    0.3513 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2046   -1.4256   -0.7723 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3004   -2.1535   -0.1504 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  1  0
  8 10  2  0
 10  4  1  0
  3 11  1  0
  5 12  1  0
  6 13  1  0
  7 14  1  0
  9 15  1  0
 10 16  1  0
M  END
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3D SDF for #<Metabolite:0x00007fdb70f47010>

3-Hydroxybenzoic acid
  Mrv1652305261923572D          

 10 10  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
    2.1434   -0.4125    0.0000 O   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
  1  2  1  0  0  0  0
  2  3  2  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  1  0  0  0  0
  6  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  4 10  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0000591

> <DATABASE_NAME>
MIME

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

> <INCHI_IDENTIFIER>
InChI=1S/C7H6O3/c8-6-3-1-2-5(4-6)7(9)10/h1-4,8H,(H,9,10)

> <INCHI_KEY>
IJFXRHURBJZNAO-UHFFFAOYSA-N

> <FORMULA>
C7H6O3

> <MOLECULAR_WEIGHT>
138.122

> <EXACT_MASS>
138.031694053

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
16

> <JCHEM_AVERAGE_POLARIZABILITY>
12.915865293587439

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3-hydroxybenzoic acid

> <ALOGPS_LOGP>
1.81

> <JCHEM_LOGP>
1.3272634023333332

> <ALOGPS_LOGS>
-1.13

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
9.54879634453029

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.844596909709927

> <JCHEM_PKA_STRONGEST_BASIC>
-6.007037034515304

> <JCHEM_POLAR_SURFACE_AREA>
57.53

> <JCHEM_REFRACTIVITY>
35.2951

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.02e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-hydroxybenzoic acid

> <JCHEM_VEBER_RULE>
0

$$$$
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3D-SDF for #<Metabolite:0x00007fdb70f47010>

HMDB0002466
     RDKit          3D
3-Hydroxybenzoic acid
 16 16  0  0  0  0  0  0  0  0999 V2000
   -2.1993   -2.0914   -0.3568 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0898   -0.8576   -0.2421 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2065   -0.0751   -0.2699 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7755   -0.2728   -0.0808 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6338    1.1117    0.0495 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6154    1.6700    0.2030 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7478    0.8836    0.2317 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6029   -0.4860    0.1024 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7742   -1.2683    0.1348 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3663   -1.0723   -0.0524 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7482    0.2300    0.5099 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4758    1.7722    0.0346 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7708    2.7419    0.3077 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7467    1.2930    0.3513 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2046   -1.4256   -0.7723 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3004   -2.1535   -0.1504 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  1  0
  8 10  2  0
 10  4  1  0
  3 11  1  0
  5 12  1  0
  6 13  1  0
  7 14  1  0
  9 15  1  0
 10 16  1  0
M  END
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PDB for #<Metabolite:0x00007fdb70f47010>

HEADER    PROTEIN                                 26-MAY-19   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 3-Hydroxybenzoic acid                             
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   26-MAY-19         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  O   UNK     0       4.001  -0.770   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5   10                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9    4                                                       
MASTER        0    0    0    0    0    0    0    0   10    0   20    0
END
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3D PDB for #<Metabolite:0x00007fdb70f47010>

COMPND    HMDB0002466
HETATM    1  O1  UNL     1      -2.199  -2.091  -0.357  1.00  0.00           O  
HETATM    2  C1  UNL     1      -2.090  -0.858  -0.242  1.00  0.00           C  
HETATM    3  O2  UNL     1      -3.207  -0.075  -0.270  1.00  0.00           O  
HETATM    4  C2  UNL     1      -0.776  -0.273  -0.081  1.00  0.00           C  
HETATM    5  C3  UNL     1      -0.634   1.112   0.049  1.00  0.00           C  
HETATM    6  C4  UNL     1       0.615   1.670   0.203  1.00  0.00           C  
HETATM    7  C5  UNL     1       1.748   0.884   0.232  1.00  0.00           C  
HETATM    8  C6  UNL     1       1.603  -0.486   0.102  1.00  0.00           C  
HETATM    9  O3  UNL     1       2.774  -1.268   0.135  1.00  0.00           O  
HETATM   10  C7  UNL     1       0.366  -1.072  -0.052  1.00  0.00           C  
HETATM   11  H1  UNL     1      -3.748   0.230   0.510  1.00  0.00           H  
HETATM   12  H2  UNL     1      -1.476   1.772   0.035  1.00  0.00           H  
HETATM   13  H3  UNL     1       0.771   2.742   0.308  1.00  0.00           H  
HETATM   14  H4  UNL     1       2.747   1.293   0.351  1.00  0.00           H  
HETATM   15  H5  UNL     1       3.205  -1.426  -0.772  1.00  0.00           H  
HETATM   16  H6  UNL     1       0.300  -2.153  -0.150  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    4
CONECT    3   11
CONECT    4    5    5   10
CONECT    5    6   12
CONECT    6    7    7   13
CONECT    7    8   14
CONECT    8    9   10   10
CONECT    9   15
CONECT   10   16
END
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SMILES for #<Metabolite:0x00007fdb70f47010>

OC(=O)C1=CC(O)=CC=C1
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INCHI for #<Metabolite:0x00007fdb70f47010>

InChI=1S/C7H6O3/c8-6-3-1-2-5(4-6)7(9)10/h1-4,8H,(H,9,10)
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Synonyms
ValueSource
3-CarboxyphenolChEBI
m-Hydroxybenzoic acidChEBI
m-Salicylic acidChEBI
m-HydroxybenzoateGenerator
m-SalicylateGenerator
3-HydroxybenzoateGenerator
3-Hydroxybenzoic acid, monosodium saltHMDB
Sodium 3-hydroxybenzoic acidHMDB
3-Hydroxybenzoic acid, copper (2+) (1:1) saltHMDB
3-Hydroxy benzoateHMDB
3-Hydroxy benzoic acidHMDB
Acido m-idrossibenzoicoHMDB
Kyselina 3-hydroxybenzoovaHMDB
m-HbaHMDB
Meta-hydroxybenzoateHMDB
Meta-hydroxybenzoic acidHMDB
3-Hydroxybenzoic acidKEGG
3-Hydroxybenzenecarboxylic acidHMDB
Molecular FormulaC7H6O3
Average Mass138.122
Monoisotopic Mass138.031694053
IUPAC Name3-hydroxybenzoic acid
Traditional Name3-hydroxybenzoic acid
CAS Registry NumberNot Available
SMILES
OC(=O)C1=CC(O)=CC=C1
InChI Identifier
InChI=1S/C7H6O3/c8-6-3-1-2-5(4-6)7(9)10/h1-4,8H,(H,9,10)
InChI KeyIJFXRHURBJZNAO-UHFFFAOYSA-N