Showing metabocard for 2-Aminobenzoic acid (MMDBc0000180)

Record Information
Version1.0
StatusDetected and Quantified
Creation Date2020-10-27 23:38:48 UTC
Update Date2022-08-30 23:59:49 UTC
Metabolite IDMMDBc0000180
Metabolite Identification
Common Name2-Aminobenzoic acid
Description2-Aminobenzoic acid is an organic compound. It is a substrate of enzyme anthranilate hydroxylase [EC 1.14.13.35] in benzoate degradation via hydroxylation pathway (KEGG). 2-Aminobenzoic acid has been identified as a uremic toxin according to the European Uremic Toxin Working Group (PMID: 22626821 ).
Structure
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for #<Metabolite:0x00007f5abc1915b8>


  Mrv1652309042000182D          

 10 10  0  0  0  0            999 V2000
    1.0717   -1.0312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3572   -1.4437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3572   -1.0312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3572   -0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3572    0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0717   -0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3572    1.0312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3572    1.4437    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0717    1.4437    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0717    0.2062    0.0000 N   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
  5  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
  4 10  1  0  0  0  0
M  END
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3D MOL for #<Metabolite:0x00007f5abc1915b8>

HMDB0001123
     RDKit          3D
2-Aminobenzoic acid
 17 17  0  0  0  0  0  0  0  0999 V2000
   -1.4672   -1.5995    0.4589 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2919   -0.9279    0.0233 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8163   -1.5987   -0.4467 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9118   -0.8630   -0.8477 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9351    0.5041   -0.7947 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8362    1.1799   -0.3282 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2936    0.4672    0.0875 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4389    1.1794    0.5741 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4604    0.5713    0.9515 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4359    2.5542    0.6355 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5633   -1.8076    1.4870 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2382   -1.8988   -0.1700 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8014   -2.6863   -0.4903 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7861   -1.4049   -1.2191 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8420    1.0022   -1.1317 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8627    2.2632   -0.2894 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6021    3.0651    1.4999 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
  6  7  2  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
  7  2  1  0
  1 11  1  0
  1 12  1  0
  3 13  1  0
  4 14  1  0
  5 15  1  0
  6 16  1  0
 10 17  1  0
M  END
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3D SDF for #<Metabolite:0x00007f5abc1915b8>


  Mrv1652309042000182D          

 10 10  0  0  0  0            999 V2000
    1.0717   -1.0312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3572   -1.4437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3572   -1.0312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3572   -0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3572    0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0717   -0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3572    1.0312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3572    1.4437    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0717    1.4437    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0717    0.2062    0.0000 N   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
  5  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
  4 10  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0000180

> <DATABASE_NAME>
MIME

> <SMILES>
NC1=CC=CC=C1C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C7H7NO2/c8-6-4-2-1-3-5(6)7(9)10/h1-4H,8H2,(H,9,10)

> <INCHI_KEY>
RWZYAGGXGHYGMB-UHFFFAOYSA-N

> <FORMULA>
C7H7NO2

> <MOLECULAR_WEIGHT>
137.136

> <EXACT_MASS>
137.047678473

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
17

> <JCHEM_AVERAGE_POLARIZABILITY>
13.288743336988986

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-aminobenzoic acid

> <ALOGPS_LOGP>
0.78

> <JCHEM_LOGP>
1.4519027699999998

> <ALOGPS_LOGS>
-1.30

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
19.44069433947566

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.892673611619119

> <JCHEM_PKA_STRONGEST_BASIC>
1.9474348350285466

> <JCHEM_POLAR_SURFACE_AREA>
63.32

> <JCHEM_REFRACTIVITY>
38.0146

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.81e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-aminobenzoic acid

> <JCHEM_VEBER_RULE>
0

$$$$
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3D-SDF for #<Metabolite:0x00007f5abc1915b8>

HMDB0001123
     RDKit          3D
2-Aminobenzoic acid
 17 17  0  0  0  0  0  0  0  0999 V2000
   -1.4672   -1.5995    0.4589 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2919   -0.9279    0.0233 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8163   -1.5987   -0.4467 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9118   -0.8630   -0.8477 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9351    0.5041   -0.7947 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8362    1.1799   -0.3282 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2936    0.4672    0.0875 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4389    1.1794    0.5741 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4604    0.5713    0.9515 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4359    2.5542    0.6355 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5633   -1.8076    1.4870 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2382   -1.8988   -0.1700 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8014   -2.6863   -0.4903 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7861   -1.4049   -1.2191 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8420    1.0022   -1.1317 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8627    2.2632   -0.2894 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6021    3.0651    1.4999 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
  6  7  2  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
  7  2  1  0
  1 11  1  0
  1 12  1  0
  3 13  1  0
  4 14  1  0
  5 15  1  0
  6 16  1  0
 10 17  1  0
M  END
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PDB for #<Metabolite:0x00007f5abc1915b8>

HEADER    PROTEIN                                 04-SEP-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-SEP-20         0                                  
HETATM    1  C   UNK     0       2.001  -1.925   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.667  -2.695   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.667  -1.925   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.667  -0.385   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.667   0.385   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.001  -0.385   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.667   1.925   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      -0.667   2.695   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0       2.001   2.695   0.000  0.00  0.00           O+0
HETATM   10  N   UNK     0      -2.001   0.385   0.000  0.00  0.00           N+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5   10                                                  
CONECT    5    4    6    7                                                  
CONECT    6    5    1                                                       
CONECT    7    5    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7                                                            
CONECT   10    4                                                            
MASTER        0    0    0    0    0    0    0    0   10    0   20    0
END
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3D PDB for #<Metabolite:0x00007f5abc1915b8>

COMPND    HMDB0001123
HETATM    1  N1  UNL     1      -1.467  -1.599   0.459  1.00  0.00           N  
HETATM    2  C1  UNL     1      -0.292  -0.928   0.023  1.00  0.00           C  
HETATM    3  C2  UNL     1       0.816  -1.599  -0.447  1.00  0.00           C  
HETATM    4  C3  UNL     1       1.912  -0.863  -0.848  1.00  0.00           C  
HETATM    5  C4  UNL     1       1.935   0.504  -0.795  1.00  0.00           C  
HETATM    6  C5  UNL     1       0.836   1.180  -0.328  1.00  0.00           C  
HETATM    7  C6  UNL     1      -0.294   0.467   0.087  1.00  0.00           C  
HETATM    8  C7  UNL     1      -1.439   1.179   0.574  1.00  0.00           C  
HETATM    9  O1  UNL     1      -2.460   0.571   0.952  1.00  0.00           O  
HETATM   10  O2  UNL     1      -1.436   2.554   0.636  1.00  0.00           O  
HETATM   11  H1  UNL     1      -1.563  -1.808   1.487  1.00  0.00           H  
HETATM   12  H2  UNL     1      -2.238  -1.899  -0.170  1.00  0.00           H  
HETATM   13  H3  UNL     1       0.801  -2.686  -0.490  1.00  0.00           H  
HETATM   14  H4  UNL     1       2.786  -1.405  -1.219  1.00  0.00           H  
HETATM   15  H5  UNL     1       2.842   1.002  -1.132  1.00  0.00           H  
HETATM   16  H6  UNL     1       0.863   2.263  -0.289  1.00  0.00           H  
HETATM   17  H7  UNL     1      -1.602   3.065   1.500  1.00  0.00           H  
CONECT    1    2   11   12
CONECT    2    3    3    7
CONECT    3    4   13
CONECT    4    5    5   14
CONECT    5    6   15
CONECT    6    7    7   16
CONECT    7    8
CONECT    8    9    9   10
CONECT   10   17
END
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SMILES for #<Metabolite:0x00007f5abc1915b8>

NC1=CC=CC=C1C(O)=O
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INCHI for #<Metabolite:0x00007f5abc1915b8>

InChI=1S/C7H7NO2/c8-6-4-2-1-3-5(6)7(9)10/h1-4H,8H2,(H,9,10)
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Synonyms
ValueSource
2-AminobenzoesaeureChEBI
2-CarboxyanilineChEBI
O-AminobenzoesaeureChEBI
O-Aminobenzoic acidChEBI
O-CarboxyanilineChEBI
Vitamin L1ChEBI
Anthranilic acidKegg
2-AminobenzoateKegg
O-AminobenzoateGenerator
AnthranilateGenerator
Anthranilic acid, cadmium saltHMDB
Anthranilic acid, calcium (2:1) saltHMDB
Anthranilic acid, monolithium saltHMDB
Sodium anthranilateHMDB
Anthranilic acid, dihydrochlorideHMDB
Anthranilic acid, hydrochlorideHMDB
Anthranilic acid, monosodium saltHMDB
1-Amino-2-carboxybenzeneHMDB
2-Amino-benzoateHMDB
2-Amino-benzoic acidHMDB
2-AminophenylacetateHMDB
2-Aminophenylacetic acidHMDB
AnthranateHMDB
Anthranic acidHMDB
Anthranilic acid GRHMDB
CarboxyanilineHMDB
H-2-Abz-OHHMDB
Kyselina anthranilovaHMDB
Kyselina O-aminobenzoovaHMDB
O-Amino-benzoateHMDB
O-Amino-benzoic acidHMDB
O-AnthranilateHMDB
O-Anthranilic acidHMDB
Ortho-amidobenzoateHMDB
Ortho-amidobenzoic acidHMDB
Ortho-aminobenzoateHMDB
Ortho-aminobenzoic acidHMDB
Vitamin LHMDB
Molecular FormulaC7H7NO2
Average Mass137.136
Monoisotopic Mass137.047678473
IUPAC Name2-aminobenzoic acid
Traditional Name2-aminobenzoic acid
CAS Registry Number118-92-3
SMILES
NC1=CC=CC=C1C(O)=O
InChI Identifier
InChI=1S/C7H7NO2/c8-6-4-2-1-3-5(6)7(9)10/h1-4H,8H2,(H,9,10)
InChI KeyRWZYAGGXGHYGMB-UHFFFAOYSA-N