Showing metabocard for 3-Hydroxyanthranilic acid (MMDBc0029657)

Record Information
Version1.0
StatusDetected and Quantified
Creation Date2021-11-17 23:36:23 UTC
Update Date2024-10-13 10:47:00 UTC
Metabolite IDMMDBc0029657
Metabolite Identification
Common Name3-Hydroxyanthranilic acid
Description3-Hydroxyanthranilic acid is an oxidation product of tryptophan metabolism. It may be a free radical scavenger and a carcinogen.
Structure
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for #<Metabolite:0x00007f46d82695c8>


  Mrv1652305261923572D          

 11 11  0  0  0  0            999 V2000
    2.1434    1.2375    0.0000 N   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
    0.7145    1.2375    0.0000 C   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
    0.0000    2.4750    0.0000 O   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
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  3  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  2  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  2  0  0  0  0
M  END
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3D MOL for #<Metabolite:0x00007f46d82695c8>

HMDB0001476
     RDKit          3D
3-Hydroxyanthranilic acid
 18 18  0  0  0  0  0  0  0  0999 V2000
    0.0966   -1.9052   -0.1084 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2560   -0.5249   -0.0124 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5825   -0.1476   -0.0390 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5933   -1.0847   -0.1578 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9091    1.1990    0.0554 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8852    2.1153    0.1731 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4417    1.7495    0.2006 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7559    0.4161    0.1067 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1613    0.0347    0.1363 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0739    0.8906    0.2444 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4604   -1.3175    0.0403 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1168   -2.4851    0.7557 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3368   -2.3623   -1.0129 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3213   -2.0553   -0.2242 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9543    1.4490    0.0307 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1567    3.1770    0.2470 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2015    2.5251    0.2957 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0137   -1.6737   -0.7314 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
  3  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
  8  2  1  0
  1 12  1  0
  1 13  1  0
  4 14  1  0
  5 15  1  0
  6 16  1  0
  7 17  1  0
 11 18  1  0
M  END
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3D SDF for #<Metabolite:0x00007f46d82695c8>


  Mrv1652305261923572D          

 11 11  0  0  0  0            999 V2000
    2.1434    1.2375    0.0000 N   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
    0.7145    1.2375    0.0000 C   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
    0.0000    2.4750    0.0000 O   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
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  3  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  2  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  2  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0029657

> <DATABASE_NAME>
MIME

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

> <INCHI_IDENTIFIER>
InChI=1S/C7H7NO3/c8-6-4(7(10)11)2-1-3-5(6)9/h1-3,9H,8H2,(H,10,11)

> <INCHI_KEY>
WJXSWCUQABXPFS-UHFFFAOYSA-N

> <FORMULA>
C7H7NO3

> <MOLECULAR_WEIGHT>
153.1354

> <EXACT_MASS>
153.042593095

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
18

> <JCHEM_AVERAGE_POLARIZABILITY>
14.18473050411826

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-amino-3-hydroxybenzoic acid

> <ALOGPS_LOGP>
0.81

> <JCHEM_LOGP>
1.148337448333333

> <ALOGPS_LOGS>
-1.16

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
10.367676493177447

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.9368311681755785

> <JCHEM_PKA_STRONGEST_BASIC>
4.81889092275183

> <JCHEM_POLAR_SURFACE_AREA>
83.55000000000001

> <JCHEM_REFRACTIVITY>
39.9955

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.05e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-hydroxyanthranilic acid

> <JCHEM_VEBER_RULE>
0

$$$$
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3D-SDF for #<Metabolite:0x00007f46d82695c8>

HMDB0001476
     RDKit          3D
3-Hydroxyanthranilic acid
 18 18  0  0  0  0  0  0  0  0999 V2000
    0.0966   -1.9052   -0.1084 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2560   -0.5249   -0.0124 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5825   -0.1476   -0.0390 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5933   -1.0847   -0.1578 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9091    1.1990    0.0554 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8852    2.1153    0.1731 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4417    1.7495    0.2006 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7559    0.4161    0.1067 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1613    0.0347    0.1363 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0739    0.8906    0.2444 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4604   -1.3175    0.0403 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1168   -2.4851    0.7557 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3368   -2.3623   -1.0129 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3213   -2.0553   -0.2242 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9543    1.4490    0.0307 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1567    3.1770    0.2470 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2015    2.5251    0.2957 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0137   -1.6737   -0.7314 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
  3  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
  8  2  1  0
  1 12  1  0
  1 13  1  0
  4 14  1  0
  5 15  1  0
  6 16  1  0
  7 17  1  0
 11 18  1  0
M  END
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PDB for #<Metabolite:0x00007f46d82695c8>

HEADER    PROTEIN                                 26-MAY-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   26-MAY-19         0                                  
HETATM    1  N   UNK     0       4.001   2.310   0.000  0.00  0.00           N+0
HETATM    2  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       4.001  -0.770   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       0.000   4.620   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0       2.667   4.620   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    8                                                  
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    2    9                                                  
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9                                                            
MASTER        0    0    0    0    0    0    0    0   11    0   22    0
END
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3D PDB for #<Metabolite:0x00007f46d82695c8>

COMPND    HMDB0001476
HETATM    1  N1  UNL     1       0.097  -1.905  -0.108  1.00  0.00           N  
HETATM    2  C1  UNL     1      -0.256  -0.525  -0.012  1.00  0.00           C  
HETATM    3  C2  UNL     1      -1.582  -0.148  -0.039  1.00  0.00           C  
HETATM    4  O1  UNL     1      -2.593  -1.085  -0.158  1.00  0.00           O  
HETATM    5  C3  UNL     1      -1.909   1.199   0.055  1.00  0.00           C  
HETATM    6  C4  UNL     1      -0.885   2.115   0.173  1.00  0.00           C  
HETATM    7  C5  UNL     1       0.442   1.750   0.201  1.00  0.00           C  
HETATM    8  C6  UNL     1       0.756   0.416   0.107  1.00  0.00           C  
HETATM    9  C7  UNL     1       2.161   0.035   0.136  1.00  0.00           C  
HETATM   10  O2  UNL     1       3.074   0.891   0.244  1.00  0.00           O  
HETATM   11  O3  UNL     1       2.460  -1.317   0.040  1.00  0.00           O  
HETATM   12  H1  UNL     1       0.117  -2.485   0.756  1.00  0.00           H  
HETATM   13  H2  UNL     1       0.337  -2.362  -1.013  1.00  0.00           H  
HETATM   14  H3  UNL     1      -2.321  -2.055  -0.224  1.00  0.00           H  
HETATM   15  H4  UNL     1      -2.954   1.449   0.031  1.00  0.00           H  
HETATM   16  H5  UNL     1      -1.157   3.177   0.247  1.00  0.00           H  
HETATM   17  H6  UNL     1       1.201   2.525   0.296  1.00  0.00           H  
HETATM   18  H7  UNL     1       3.014  -1.674  -0.731  1.00  0.00           H  
CONECT    1    2   12   13
CONECT    2    3    3    8
CONECT    3    4    5
CONECT    4   14
CONECT    5    6    6   15
CONECT    6    7   16
CONECT    7    8    8   17
CONECT    8    9
CONECT    9   10   10   11
CONECT   11   18
END
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SMILES for #<Metabolite:0x00007f46d82695c8>

NC1=C(O)C=CC=C1C(O)=O
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INCHI for #<Metabolite:0x00007f46d82695c8>

InChI=1S/C7H7NO3/c8-6-4(7(10)11)2-1-3-5(6)9/h1-3,9H,8H2,(H,10,11)
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Synonyms
ValueSource
2-Amino-3-hydroxy-benzoic acidChEBI
2-Amino-3-hydroxybenzoic acidChEBI
3-OhaaChEBI
3-Oxyanthranilic acidChEBI
2-Amino-3-hydroxy-benzoateGenerator
2-Amino-3-hydroxybenzoateGenerator
3-OxyanthranilateGenerator
3-HydroxyanthranilateGenerator
3-HydroxanthranilateHMDB
3-Hydroxy-2-aminobenzoateHMDB
3-Hydroxy-2-aminobenzoic acidHMDB
3-Hydroxy-anthranilateHMDB
3-Hydroxy-anthranilic acidHMDB
3-Hydroxy-anthranilsaeureHMDB
3-Hydroxyantranilic acidHMDB
3-OH-Anthranilic acidHMDB
3 Hydroxyanthranilic acidHMDB
Acid, 3-hydroxyanthranilicHMDB
Molecular FormulaC7H7NO3
Average Mass153.1354
Monoisotopic Mass153.042593095
IUPAC Name2-amino-3-hydroxybenzoic acid
Traditional Name3-hydroxyanthranilic acid
CAS Registry Number548-93-6
SMILES
NC1=C(O)C=CC=C1C(O)=O
InChI Identifier
InChI=1S/C7H7NO3/c8-6-4(7(10)11)2-1-3-5(6)9/h1-3,9H,8H2,(H,10,11)
InChI KeyWJXSWCUQABXPFS-UHFFFAOYSA-N