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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-10 22:03:12 UTC

Update Date

2021-09-26 22:53:03 UTC

HMDB ID

HMDB0244932

Secondary Accession Numbers

None

Metabolite Identification

Common Name

2-(4-Hydroxyphenylazo)benzoic acid

Description

2-(4-Hydroxyphenylazo)benzoic acid, also known as HABA, belongs to the class of organic compounds known as azobenzenes. These are organonitrogen aromatic compounds that contain a central azo group, where each nitrogen atom is conjugated to a benzene ring. Based on a literature review very few articles have been published on 2-(4-Hydroxyphenylazo)benzoic acid. This compound has been identified in human blood as reported by (PMID: 31557052 ). 2-(4-hydroxyphenylazo)benzoic acid is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 2-(4-Hydroxyphenylazo)benzoic acid is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

HMDB0244932
     RDKit          3D
2-(4-Hydroxyphenylazo)benzoic acid
 28 29  0  0  0  0  0  0  0  0999 V2000
   -0.8101   -1.9188   -0.0722 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0494   -1.7639   -0.2073 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8381   -2.8465   -0.4854 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6154   -0.4135   -0.0608 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9683   -0.1931   -0.1999 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4941    1.0679   -0.0627 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6594    2.1288    0.2178 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2989    1.9540    0.3653 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7965    0.6598    0.2197 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4003    0.4169    0.3607 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3986    0.4157   -0.6253 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7740    0.1545   -0.3160 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3495   -1.0662   -0.6024 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6700   -1.3448   -0.3159 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4104   -0.3418    0.2785 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7482   -0.5792    0.5856 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8361    0.8803    0.5658 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5149    1.1508    0.2761 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7943   -3.7468   -0.0533 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6159   -1.0410   -0.4216 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5569    1.2771   -0.1661 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0637    3.1105    0.3252 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6185    2.7663    0.5854 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7691   -1.8576   -1.0703 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1268   -2.3077   -0.5410 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4410   -0.3488   -0.1396 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4560    1.6562    1.0396 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0850    2.1311    0.5157 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 10  1  0
 10 11  2  3
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 15 17  1  0
 17 18  2  0
  9  4  1  0
 18 12  1  0
  3 19  1  0
  5 20  1  0
  6 21  1  0
  7 22  1  0
  8 23  1  0
 13 24  1  0
 14 25  1  0
 16 26  1  0
 17 27  1  0
 18 28  1  0
M  END


  Mrv1652309112100032D          

 18 19  0  0  0  0            999 V2000
    2.1434   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -2.8875    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -1.2375    0.0000 O   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
 10  4  1  4  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 12 17  1  0  0  0  0
 15 18  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0244932

> <DATABASE_NAME>
hmdb

> <SMILES>
OC(=O)C1=CC=CC=C1N=NC1=CC=C(O)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C13H10N2O3/c16-10-7-5-9(6-8-10)14-15-12-4-2-1-3-11(12)13(17)18/h1-8,16H,(H,17,18)

> <INCHI_KEY>
DWQOTEPNRWVUDA-UHFFFAOYSA-N

> <FORMULA>
C13H10N2O3

> <MOLECULAR_WEIGHT>
242.234

> <EXACT_MASS>
242.06914219

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
28

> <JCHEM_AVERAGE_POLARIZABILITY>
24.39586473810831

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-[2-(4-hydroxyphenyl)diazen-1-yl]benzoic acid

> <ALOGPS_LOGP>
3.67

> <JCHEM_LOGP>
3.733157075666666

> <ALOGPS_LOGS>
-3.46

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
8.410060198534891

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.361617115113075

> <JCHEM_PKA_STRONGEST_BASIC>
0.2516325550767654

> <JCHEM_POLAR_SURFACE_AREA>
82.25

> <JCHEM_REFRACTIVITY>
69.61410000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.41e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-[2-(4-hydroxyphenyl)diazen-1-yl]benzoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0244932
     RDKit          3D
2-(4-Hydroxyphenylazo)benzoic acid
 28 29  0  0  0  0  0  0  0  0999 V2000
   -0.8101   -1.9188   -0.0722 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0494   -1.7639   -0.2073 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8381   -2.8465   -0.4854 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6154   -0.4135   -0.0608 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9683   -0.1931   -0.1999 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4941    1.0679   -0.0627 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6594    2.1288    0.2178 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2989    1.9540    0.3653 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7965    0.6598    0.2197 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4003    0.4169    0.3607 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3986    0.4157   -0.6253 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7740    0.1545   -0.3160 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3495   -1.0662   -0.6024 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6700   -1.3448   -0.3159 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4104   -0.3418    0.2785 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7482   -0.5792    0.5856 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8361    0.8803    0.5658 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5149    1.1508    0.2761 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7943   -3.7468   -0.0533 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6159   -1.0410   -0.4216 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5569    1.2771   -0.1661 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0637    3.1105    0.3252 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6185    2.7663    0.5854 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7691   -1.8576   -1.0703 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1268   -2.3077   -0.5410 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4410   -0.3488   -0.1396 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4560    1.6562    1.0396 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0850    2.1311    0.5157 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 10  1  0
 10 11  2  3
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 15 17  1  0
 17 18  2  0
  9  4  1  0
 18 12  1  0
  3 19  1  0
  5 20  1  0
  6 21  1  0
  7 22  1  0
  8 23  1  0
 13 24  1  0
 14 25  1  0
 16 26  1  0
 17 27  1  0
 18 28  1  0
M  END

HEADER    PROTEIN                                 11-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-21         0                                  
HETATM    1  C   UNK     0       4.001  -6.930   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.667  -7.700   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.334  -6.930   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.334  -5.390   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.001  -5.390   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       4.001  -2.310   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0       1.334  -2.310   0.000  0.00  0.00           O+0
HETATM   10  N   UNK     0       0.000  -4.620   0.000  0.00  0.00           N+0
HETATM   11  N   UNK     0      -1.334  -5.390   0.000  0.00  0.00           N+0
HETATM   12  C   UNK     0      -2.667  -4.620   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -4.001  -5.390   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -5.335  -4.620   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      -6.668  -2.310   0.000  0.00  0.00           O+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   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   17                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16   18                                                  
CONECT   16   15   17                                                       
CONECT   17   16   12                                                       
CONECT   18   15                                                            
MASTER        0    0    0    0    0    0    0    0   18    0   38    0
END

COMPND    HMDB0244932
HETATM    1  O1  UNL     1      -0.810  -1.919  -0.072  1.00  0.00           O  
HETATM    2  C1  UNL     1      -2.049  -1.764  -0.207  1.00  0.00           C  
HETATM    3  O2  UNL     1      -2.838  -2.847  -0.485  1.00  0.00           O  
HETATM    4  C2  UNL     1      -2.615  -0.414  -0.061  1.00  0.00           C  
HETATM    5  C3  UNL     1      -3.968  -0.193  -0.200  1.00  0.00           C  
HETATM    6  C4  UNL     1      -4.494   1.068  -0.063  1.00  0.00           C  
HETATM    7  C5  UNL     1      -3.659   2.129   0.218  1.00  0.00           C  
HETATM    8  C6  UNL     1      -2.299   1.954   0.365  1.00  0.00           C  
HETATM    9  C7  UNL     1      -1.796   0.660   0.220  1.00  0.00           C  
HETATM   10  N1  UNL     1      -0.400   0.417   0.361  1.00  0.00           N  
HETATM   11  N2  UNL     1       0.399   0.416  -0.625  1.00  0.00           N  
HETATM   12  C8  UNL     1       1.774   0.154  -0.316  1.00  0.00           C  
HETATM   13  C9  UNL     1       2.350  -1.066  -0.602  1.00  0.00           C  
HETATM   14  C10 UNL     1       3.670  -1.345  -0.316  1.00  0.00           C  
HETATM   15  C11 UNL     1       4.410  -0.342   0.278  1.00  0.00           C  
HETATM   16  O3  UNL     1       5.748  -0.579   0.586  1.00  0.00           O  
HETATM   17  C12 UNL     1       3.836   0.880   0.566  1.00  0.00           C  
HETATM   18  C13 UNL     1       2.515   1.151   0.276  1.00  0.00           C  
HETATM   19  H1  UNL     1      -2.794  -3.747  -0.053  1.00  0.00           H  
HETATM   20  H2  UNL     1      -4.616  -1.041  -0.422  1.00  0.00           H  
HETATM   21  H3  UNL     1      -5.557   1.277  -0.166  1.00  0.00           H  
HETATM   22  H4  UNL     1      -4.064   3.110   0.325  1.00  0.00           H  
HETATM   23  H5  UNL     1      -1.618   2.766   0.585  1.00  0.00           H  
HETATM   24  H6  UNL     1       1.769  -1.858  -1.070  1.00  0.00           H  
HETATM   25  H7  UNL     1       4.127  -2.308  -0.541  1.00  0.00           H  
HETATM   26  H8  UNL     1       6.441  -0.349  -0.140  1.00  0.00           H  
HETATM   27  H9  UNL     1       4.456   1.656   1.040  1.00  0.00           H  
HETATM   28  H10 UNL     1       2.085   2.131   0.516  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    4
CONECT    3   19
CONECT    4    5    5    9
CONECT    5    6   20
CONECT    6    7    7   21
CONECT    7    8   22
CONECT    8    9    9   23
CONECT    9   10
CONECT   10   11   11
CONECT   11   12
CONECT   12   13   13   18
CONECT   13   14   24
CONECT   14   15   15   25
CONECT   15   16   17
CONECT   16   26
CONECT   17   18   18   27
CONECT   18   28
END

HMDB0244932
     RDKit          3D
2-(4-Hydroxyphenylazo)benzoic acid
 28 29  0  0  0  0  0  0  0  0999 V2000
   -0.8101   -1.9188   -0.0722 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0494   -1.7639   -0.2073 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8381   -2.8465   -0.4854 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6154   -0.4135   -0.0608 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9683   -0.1931   -0.1999 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4941    1.0679   -0.0627 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6594    2.1288    0.2178 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2989    1.9540    0.3653 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7965    0.6598    0.2197 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4003    0.4169    0.3607 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3986    0.4157   -0.6253 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7740    0.1545   -0.3160 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3495   -1.0662   -0.6024 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6700   -1.3448   -0.3159 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4104   -0.3418    0.2785 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7482   -0.5792    0.5856 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8361    0.8803    0.5658 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5149    1.1508    0.2761 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7943   -3.7468   -0.0533 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6159   -1.0410   -0.4216 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5569    1.2771   -0.1661 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0637    3.1105    0.3252 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6185    2.7663    0.5854 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7691   -1.8576   -1.0703 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1268   -2.3077   -0.5410 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4410   -0.3488   -0.1396 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4560    1.6562    1.0396 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0850    2.1311    0.5157 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 10  1  0
 10 11  2  3
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 15 17  1  0
 17 18  2  0
  9  4  1  0
 18 12  1  0
  3 19  1  0
  5 20  1  0
  6 21  1  0
  7 22  1  0
  8 23  1  0
 13 24  1  0
 14 25  1  0
 16 26  1  0
 17 27  1  0
 18 28  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2-(4-Hydroxyphenylazo)benzoate	Generator
2-((4'-Hydroxyphenyl)azo)benzoic acid	HMDB
2-(4'-Hydroxybenzene)azobenzoic acid	HMDB
HABA	HMDB

Chemical Formula

C₁₃H₁₀N₂O₃

Average Molecular Weight

242.234

Monoisotopic Molecular Weight

242.06914219

IUPAC Name

2-[2-(4-hydroxyphenyl)diazen-1-yl]benzoic acid

Traditional Name

2-[2-(4-hydroxyphenyl)diazen-1-yl]benzoic acid

CAS Registry Number

Not Available

SMILES

OC(=O)C1=CC=CC=C1N=NC1=CC=C(O)C=C1

InChI Identifier

InChI=1S/C13H10N2O3/c16-10-7-5-9(6-8-10)14-15-12-4-2-1-3-11(12)13(17)18/h1-8,16H,(H,17,18)

InChI Key

DWQOTEPNRWVUDA-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as azobenzenes. These are organonitrogen aromatic compounds that contain a central azo group, where each nitrogen atom is conjugated to a benzene ring.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Azobenzenes

Sub Class

Not Available

Direct Parent

Azobenzenes

Alternative Parents

Substituents

Azobenzene
Benzoic acid or derivatives
Benzoic acid
Benzoyl
1-hydroxy-2-unsubstituted benzenoid
Phenol
Benzenoid
Monocyclic benzene moiety
Azo compound
Propargyl-type 1,3-dipolar organic compound
Carboxylic acid
Carboxylic acid derivative
Organic 1,3-dipolar compound
Organic oxide
Organooxygen compound
Organonitrogen compound
Organic oxygen compound
Organic nitrogen compound
Hydrocarbon derivative
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (PMID: 31557052)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	3.67	ALOGPS
logP	3.73	ChemAxon
logS	-3.5	ALOGPS
pKa (Strongest Acidic)	3.36	ChemAxon
pKa (Strongest Basic)	0.25	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	82.25 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	69.61 m³·mol⁻¹	ChemAxon
Polarizability	24.4 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	156.065	30932474
DeepCCS	[M-H]-	153.669	30932474
DeepCCS	[M-2H]-	186.669	30932474
DeepCCS	[M+Na]+	162.009	30932474
AllCCS	[M+H]+	153.4	32859911
AllCCS	[M+H-H2O]+	149.5	32859911
AllCCS	[M+NH4]+	157.0	32859911
AllCCS	[M+Na]+	158.1	32859911
AllCCS	[M-H]-	153.9	32859911
AllCCS	[M+Na-2H]-	153.3	32859911
AllCCS	[M+HCOO]-	152.6	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Predicted by Siyang on May 30, 2022	12.1563 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.89 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1885.7 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	314.2 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	118.1 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	183.1 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	112.4 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	492.1 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	492.7 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	123.8 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	919.8 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	373.5 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1411.5 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	286.6 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	392.3 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	495.2 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	170.1 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	176.9 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
2-(4-Hydroxyphenylazo)benzoic acid	OC(=O)C1=CC=CC=C1N=NC1=CC=C(O)C=C1	3583.2	Standard polar	33892256
2-(4-Hydroxyphenylazo)benzoic acid	OC(=O)C1=CC=CC=C1N=NC1=CC=C(O)C=C1	2600.6	Standard non polar	33892256
2-(4-Hydroxyphenylazo)benzoic acid	OC(=O)C1=CC=CC=C1N=NC1=CC=C(O)C=C1	2506.3	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 2-(4-Hydroxyphenylazo)benzoic acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-0002-4970000000-179386b2b5c7d17da64f	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-(4-Hydroxyphenylazo)benzoic acid GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-(4-Hydroxyphenylazo)benzoic acid GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-(4-Hydroxyphenylazo)benzoic acid GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-(4-Hydroxyphenylazo)benzoic acid GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-(4-Hydroxyphenylazo)benzoic acid GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-(4-Hydroxyphenylazo)benzoic acid GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-(4-Hydroxyphenylazo)benzoic acid GC-MS (TBDMS_2_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-(4-Hydroxyphenylazo)benzoic acid 10V, Positive-QTOF	splash10-004i-0090000000-b2b9d980d358de64c606	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-(4-Hydroxyphenylazo)benzoic acid 20V, Positive-QTOF	splash10-004i-0090000000-ea7339e8d56398c55f1c	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-(4-Hydroxyphenylazo)benzoic acid 40V, Positive-QTOF	splash10-05mk-2900000000-820b523df28687ac3d03	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-(4-Hydroxyphenylazo)benzoic acid 10V, Negative-QTOF	splash10-0005-0970000000-e02483156ecb4b389e20	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-(4-Hydroxyphenylazo)benzoic acid 20V, Negative-QTOF	splash10-0002-3900000000-64d10bab6941124e4c5a	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-(4-Hydroxyphenylazo)benzoic acid 40V, Negative-QTOF	splash10-00mo-2900000000-63b87b20821f5e1f0d35	2021-10-12	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

21106123

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

74215

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]

Showing metabocard for 2-(4-Hydroxyphenylazo)benzoic acid (HMDB0244932)

MOL for HMDB0244932 (2-(4-Hydroxyphenylazo)benzoic acid)

3D MOL for HMDB0244932 (2-(4-Hydroxyphenylazo)benzoic acid)

3D SDF for HMDB0244932 (2-(4-Hydroxyphenylazo)benzoic acid)

3D-SDF for HMDB0244932 (2-(4-Hydroxyphenylazo)benzoic acid)

PDB for HMDB0244932 (2-(4-Hydroxyphenylazo)benzoic acid)

3D PDB for HMDB0244932 (2-(4-Hydroxyphenylazo)benzoic acid)

SMILES for HMDB0244932 (2-(4-Hydroxyphenylazo)benzoic acid)

INCHI for HMDB0244932 (2-(4-Hydroxyphenylazo)benzoic acid)

Structure for HMDB0244932 (2-(4-Hydroxyphenylazo)benzoic acid)

3D Structure for HMDB0244932 (2-(4-Hydroxyphenylazo)benzoic acid)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra