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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 23:05:37 UTC

Update Date

2022-03-07 02:55:32 UTC

HMDB ID

HMDB0037835

Secondary Accession Numbers

HMDB37835

Metabolite Identification

Common Name

4-[(2,4-Dihydroxyphenyl)azo]benzenesulfonic acid

Description

4-[(2,4-Dihydroxyphenyl)azo]benzenesulfonic acid 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 4-[(2,4-Dihydroxyphenyl)azo]benzenesulfonic acid.

Structure

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

HMDB0037835
     RDKit          3D
4-[(2,4-Dihydroxyphenyl)azo]benzenesulfonic acid
 30 31  0  0  0  0  0  0  0  0999 V2000
    6.0691    0.0992   -1.5022 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6052    0.1494   -0.0794 S   0  0  0  0  0  6  0  0  0  0  0  0
    6.0562    1.4331    0.5619 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3204   -1.1038    0.7988 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8765   -0.0502    0.0468 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2337   -0.8186   -0.9013 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8737   -1.0164   -0.8604 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1184   -0.4459    0.1374 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2823   -0.6236    0.2166 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0477    0.3106   -0.1711 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4620    0.2223   -0.1292 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1134   -0.1896    1.0086 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4918   -0.2639    1.0141 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2283    0.0727   -0.1161 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6180    0.0003   -0.1177 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5410    0.4765   -1.2235 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1486    0.5675   -1.2773 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5054    0.9872   -2.4397 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7410    0.3380    1.1124 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1113    0.5143    1.0383 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8285   -1.1392    1.6740 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8130   -1.2864   -1.7100 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4018   -1.6217   -1.6155 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5507   -0.4600    1.9118 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9910   -0.5887    1.9136 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2177    0.7625    0.1444 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0926    0.7475   -2.1271 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4949    1.0278   -2.4020 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1343    0.7826    1.8943 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6026    1.1165    1.7842 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  2  0
  2  4  1  0
  2  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  3
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  2  0
 17 18  1  0
  8 19  1  0
 19 20  2  0
 20  5  1  0
 17 11  1  0
  4 21  1  0
  6 22  1  0
  7 23  1  0
 12 24  1  0
 13 25  1  0
 15 26  1  0
 16 27  1  0
 18 28  1  0
 19 29  1  0
 20 30  1  0
M  END


  Mrv0541 02241217492D          

 20 21  0  0  0  0            999 V2000
   -2.7550   -3.4989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5800   -3.4989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9925   -4.2134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5800   -4.9279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7550   -4.9279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3425   -4.2134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8175   -4.2134    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3425   -5.6423    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5175   -4.2134    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6925   -4.2134    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1325   -4.2134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5450   -3.4989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5450   -4.9279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3700   -4.9279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7825   -4.2134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3700   -3.4989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6075   -4.2134    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.4325   -4.2134    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6075   -3.3884    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6075   -5.0384    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
  3  7  1  0  0  0  0
  5  8  1  0  0  0  0
  6  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 12 11  2  0  0  0  0
 11 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 12 16  1  0  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 19  2  0  0  0  0
 17 20  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0037835

> <DATABASE_NAME>
hmdb

> <SMILES>
OC1=CC(O)=C(C=C1)N=NC1=CC=C(C=C1)S(O)(=O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C12H10N2O5S/c15-9-3-6-11(12(16)7-9)14-13-8-1-4-10(5-2-8)20(17,18)19/h1-7,15-16H,(H,17,18,19)

> <INCHI_KEY>
MHKGJUOEEHNBLE-UHFFFAOYSA-N

> <FORMULA>
C12H10N2O5S

> <MOLECULAR_WEIGHT>
294.283

> <EXACT_MASS>
294.03104213

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_AVERAGE_POLARIZABILITY>
28.113183488718878

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4-[2-(2,4-dihydroxyphenyl)diazen-1-yl]benzene-1-sulfonic acid

> <ALOGPS_LOGP>
0.78

> <JCHEM_LOGP>
0.8871477197065272

> <ALOGPS_LOGS>
-3.06

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
8.543230465433636

> <JCHEM_PKA_STRONGEST_ACIDIC>
-4.561638461952296

> <JCHEM_PKA_STRONGEST_BASIC>
-0.37229666884133483

> <JCHEM_POLAR_SURFACE_AREA>
119.55000000000001

> <JCHEM_REFRACTIVITY>
74.96129999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.53e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-[2-(2,4-dihydroxyphenyl)diazen-1-yl]benzenesulfonic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0037835
     RDKit          3D
4-[(2,4-Dihydroxyphenyl)azo]benzenesulfonic acid
 30 31  0  0  0  0  0  0  0  0999 V2000
    6.0691    0.0992   -1.5022 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6052    0.1494   -0.0794 S   0  0  0  0  0  6  0  0  0  0  0  0
    6.0562    1.4331    0.5619 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3204   -1.1038    0.7988 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8765   -0.0502    0.0468 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2337   -0.8186   -0.9013 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8737   -1.0164   -0.8604 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1184   -0.4459    0.1374 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2823   -0.6236    0.2166 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0477    0.3106   -0.1711 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4620    0.2223   -0.1292 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1134   -0.1896    1.0086 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4918   -0.2639    1.0141 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2283    0.0727   -0.1161 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6180    0.0003   -0.1177 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5410    0.4765   -1.2235 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1486    0.5675   -1.2773 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5054    0.9872   -2.4397 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7410    0.3380    1.1124 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1113    0.5143    1.0383 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8285   -1.1392    1.6740 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8130   -1.2864   -1.7100 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4018   -1.6217   -1.6155 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5507   -0.4600    1.9118 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9910   -0.5887    1.9136 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2177    0.7625    0.1444 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0926    0.7475   -2.1271 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4949    1.0278   -2.4020 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1343    0.7826    1.8943 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6026    1.1165    1.7842 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  2  0
  2  4  1  0
  2  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  3
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  2  0
 17 18  1  0
  8 19  1  0
 19 20  2  0
 20  5  1  0
 17 11  1  0
  4 21  1  0
  6 22  1  0
  7 23  1  0
 12 24  1  0
 13 25  1  0
 15 26  1  0
 16 27  1  0
 18 28  1  0
 19 29  1  0
 20 30  1  0
M  END

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0      -5.143  -6.531   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -6.683  -6.531   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -7.453  -7.865   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -6.683  -9.199   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -5.143  -9.199   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -4.373  -7.865   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      -8.993  -7.865   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0      -4.373 -10.532   0.000  0.00  0.00           O+0
HETATM    9  N   UNK     0      -2.833  -7.865   0.000  0.00  0.00           N+0
HETATM   10  N   UNK     0      -1.293  -7.865   0.000  0.00  0.00           N+0
HETATM   11  C   UNK     0       0.247  -7.865   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.017  -6.531   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.017  -9.199   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.557  -9.199   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.327  -7.865   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.557  -6.531   0.000  0.00  0.00           C+0
HETATM   17  S   UNK     0       4.867  -7.865   0.000  0.00  0.00           S+0
HETATM   18  O   UNK     0       6.407  -7.865   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       4.867  -6.325   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       4.867  -9.405   0.000  0.00  0.00           O+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4    7                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6    8                                                  
CONECT    6    5    1    9                                                  
CONECT    7    3                                                            
CONECT    8    5                                                            
CONECT    9    6   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12   13                                                  
CONECT   12   11   16                                                       
CONECT   13   11   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16   17                                                  
CONECT   16   15   12                                                       
CONECT   17   15   18   19   20                                             
CONECT   18   17                                                            
CONECT   19   17                                                            
CONECT   20   17                                                            
MASTER        0    0    0    0    0    0    0    0   20    0   42    0
END

COMPND    HMDB0037835
HETATM    1  O1  UNL     1       6.069   0.099  -1.502  1.00  0.00           O  
HETATM    2  S1  UNL     1       5.605   0.149  -0.079  1.00  0.00           S  
HETATM    3  O2  UNL     1       6.056   1.433   0.562  1.00  0.00           O  
HETATM    4  O3  UNL     1       6.320  -1.104   0.799  1.00  0.00           O  
HETATM    5  C1  UNL     1       3.876  -0.050   0.047  1.00  0.00           C  
HETATM    6  C2  UNL     1       3.234  -0.819  -0.901  1.00  0.00           C  
HETATM    7  C3  UNL     1       1.874  -1.016  -0.860  1.00  0.00           C  
HETATM    8  C4  UNL     1       1.118  -0.446   0.137  1.00  0.00           C  
HETATM    9  N1  UNL     1      -0.282  -0.624   0.217  1.00  0.00           N  
HETATM   10  N2  UNL     1      -1.048   0.311  -0.171  1.00  0.00           N  
HETATM   11  C5  UNL     1      -2.462   0.222  -0.129  1.00  0.00           C  
HETATM   12  C6  UNL     1      -3.113  -0.190   1.009  1.00  0.00           C  
HETATM   13  C7  UNL     1      -4.492  -0.264   1.014  1.00  0.00           C  
HETATM   14  C8  UNL     1      -5.228   0.073  -0.116  1.00  0.00           C  
HETATM   15  O4  UNL     1      -6.618   0.000  -0.118  1.00  0.00           O  
HETATM   16  C9  UNL     1      -4.541   0.477  -1.224  1.00  0.00           C  
HETATM   17  C10 UNL     1      -3.149   0.568  -1.277  1.00  0.00           C  
HETATM   18  O5  UNL     1      -2.505   0.987  -2.440  1.00  0.00           O  
HETATM   19  C11 UNL     1       1.741   0.338   1.112  1.00  0.00           C  
HETATM   20  C12 UNL     1       3.111   0.514   1.038  1.00  0.00           C  
HETATM   21  H1  UNL     1       5.829  -1.139   1.674  1.00  0.00           H  
HETATM   22  H2  UNL     1       3.813  -1.286  -1.710  1.00  0.00           H  
HETATM   23  H3  UNL     1       1.402  -1.622  -1.616  1.00  0.00           H  
HETATM   24  H4  UNL     1      -2.551  -0.460   1.912  1.00  0.00           H  
HETATM   25  H5  UNL     1      -4.991  -0.589   1.914  1.00  0.00           H  
HETATM   26  H6  UNL     1      -7.218   0.762   0.144  1.00  0.00           H  
HETATM   27  H7  UNL     1      -5.093   0.748  -2.127  1.00  0.00           H  
HETATM   28  H8  UNL     1      -1.495   1.028  -2.402  1.00  0.00           H  
HETATM   29  H9  UNL     1       1.134   0.783   1.894  1.00  0.00           H  
HETATM   30  H10 UNL     1       3.603   1.116   1.784  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    3    4    5
CONECT    4   21
CONECT    5    6    6   20
CONECT    6    7   22
CONECT    7    8    8   23
CONECT    8    9   19
CONECT    9   10   10
CONECT   10   11
CONECT   11   12   12   17
CONECT   12   13   24
CONECT   13   14   14   25
CONECT   14   15   16
CONECT   15   26
CONECT   16   17   17   27
CONECT   17   18
CONECT   18   28
CONECT   19   20   20   29
CONECT   20   30
END

HMDB0037835
     RDKit          3D
4-[(2,4-Dihydroxyphenyl)azo]benzenesulfonic acid
 30 31  0  0  0  0  0  0  0  0999 V2000
    6.0691    0.0992   -1.5022 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6052    0.1494   -0.0794 S   0  0  0  0  0  6  0  0  0  0  0  0
    6.0562    1.4331    0.5619 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3204   -1.1038    0.7988 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8765   -0.0502    0.0468 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2337   -0.8186   -0.9013 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8737   -1.0164   -0.8604 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1184   -0.4459    0.1374 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2823   -0.6236    0.2166 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0477    0.3106   -0.1711 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4620    0.2223   -0.1292 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1134   -0.1896    1.0086 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4918   -0.2639    1.0141 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2283    0.0727   -0.1161 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6180    0.0003   -0.1177 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5410    0.4765   -1.2235 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1486    0.5675   -1.2773 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5054    0.9872   -2.4397 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7410    0.3380    1.1124 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1113    0.5143    1.0383 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8285   -1.1392    1.6740 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8130   -1.2864   -1.7100 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4018   -1.6217   -1.6155 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5507   -0.4600    1.9118 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9910   -0.5887    1.9136 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2177    0.7625    0.1444 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0926    0.7475   -2.1271 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4949    1.0278   -2.4020 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1343    0.7826    1.8943 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6026    1.1165    1.7842 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  2  0
  2  4  1  0
  2  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  3
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  2  0
 17 18  1  0
  8 19  1  0
 19 20  2  0
 20  5  1  0
 17 11  1  0
  4 21  1  0
  6 22  1  0
  7 23  1  0
 12 24  1  0
 13 25  1  0
 15 26  1  0
 16 27  1  0
 18 28  1  0
 19 29  1  0
 20 30  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
4-[(2,4-Dihydroxyphenyl)azo]benzenesulfonate	Generator
4-[(2,4-Dihydroxyphenyl)azo]benzenesulphonate	Generator
4-[(2,4-Dihydroxyphenyl)azo]benzenesulphonic acid	Generator
2',4'-Dihydroxyazobenzene-4-sulfonic acid	HMDB
4-((2,4-Dihydroxyphenyl)azo)benzenesulphonic acid	HMDB
4-((2,4-Dihydroxyphenyl)diazenyl)benzenesulfonic acid	HMDB
C.I. 14270	HMDB
C.I. acid orange 6	HMDB
C.I. FOOD yellow 8	HMDB
Chrysoine S	HMDB
e 103	HMDB
Resorcinol yellow	HMDB
Tropaeolin O	HMDB
4-[2-(2,4-Dihydroxyphenyl)diazen-1-yl]benzene-1-sulfonate	Generator
4-[2-(2,4-Dihydroxyphenyl)diazen-1-yl]benzene-1-sulphonate	Generator
4-[2-(2,4-Dihydroxyphenyl)diazen-1-yl]benzene-1-sulphonic acid	Generator

Chemical Formula

C₁₂H₁₀N₂O₅S

Average Molecular Weight

294.283

Monoisotopic Molecular Weight

294.03104213

IUPAC Name

4-[2-(2,4-dihydroxyphenyl)diazen-1-yl]benzene-1-sulfonic acid

Traditional Name

4-[2-(2,4-dihydroxyphenyl)diazen-1-yl]benzenesulfonic acid

CAS Registry Number

2050-34-2

SMILES

OC1=CC(O)=C(C=C1)N=NC1=CC=C(C=C1)S(O)(=O)=O

InChI Identifier

InChI=1S/C12H10N2O5S/c15-9-3-6-11(12(16)7-9)14-13-8-1-4-10(5-2-8)20(17,18)19/h1-7,15-16H,(H,17,18,19)

InChI Key

MHKGJUOEEHNBLE-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
Benzenesulfonate
Arylsulfonic acid or derivatives
1-sulfo,2-unsubstituted aromatic compound
Benzenesulfonyl group
Resorcinol
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Phenol
Monocyclic benzene moiety
Benzenoid
Organic sulfonic acid or derivatives
Sulfonyl
Organosulfonic acid
Organosulfonic acid or derivatives
Azo compound
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Organic nitrogen compound
Hydrocarbon derivative
Organic oxide
Organosulfur compound
Organooxygen compound
Organonitrogen compound
Organopnictogen compound
Organic oxygen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0037835)
Cytoplasm (HMDB: HMDB0037835)

Source

Exogenous

Food

Food (HMDB: HMDB0037835)

Not Available

Nutrient (HMDB: HMDB0037835)

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	2 mg/mL at 19 °C	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.25 g/L	ALOGPS
logP	0.78	ALOGPS
logP	0.89	ChemAxon
logS	-3.1	ALOGPS
pKa (Strongest Acidic)	-4.6	ChemAxon
pKa (Strongest Basic)	-0.37	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	119.55 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	74.96 m³·mol⁻¹	ChemAxon
Polarizability	28.11 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
DarkChem	[M+H]+	167.857	31661259
DarkChem	[M-H]-	166.718	31661259
DeepCCS	[M+H]+	167.567	30932474
DeepCCS	[M-H]-	165.209	30932474
DeepCCS	[M-2H]-	198.095	30932474
DeepCCS	[M+Na]+	173.66	30932474
AllCCS	[M+H]+	164.6	32859911
AllCCS	[M+H-H2O]+	161.2	32859911
AllCCS	[M+NH4]+	167.8	32859911
AllCCS	[M+Na]+	168.8	32859911
AllCCS	[M-H]-	160.9	32859911
AllCCS	[M+Na-2H]-	160.3	32859911
AllCCS	[M+HCOO]-	159.8	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
4-[(2,4-Dihydroxyphenyl)azo]benzenesulfonic acid	OC1=CC(O)=C(C=C1)N=NC1=CC=C(C=C1)S(O)(=O)=O	4721.4	Standard polar	33892256
4-[(2,4-Dihydroxyphenyl)azo]benzenesulfonic acid	OC1=CC(O)=C(C=C1)N=NC1=CC=C(C=C1)S(O)(=O)=O	2694.7	Standard non polar	33892256
4-[(2,4-Dihydroxyphenyl)azo]benzenesulfonic acid	OC1=CC(O)=C(C=C1)N=NC1=CC=C(C=C1)S(O)(=O)=O	2976.2	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
4-[(2,4-Dihydroxyphenyl)azo]benzenesulfonic acid,1TMS,isomer #1	C[Si](C)(C)OC1=CC=C(N=NC2=CC=C(S(=O)(=O)O)C=C2)C(O)=C1	3037.1	Semi standard non polar	33892256
4-[(2,4-Dihydroxyphenyl)azo]benzenesulfonic acid,1TMS,isomer #2	C[Si](C)(C)OC1=CC(O)=CC=C1N=NC1=CC=C(S(=O)(=O)O)C=C1	3035.4	Semi standard non polar	33892256
4-[(2,4-Dihydroxyphenyl)azo]benzenesulfonic acid,1TMS,isomer #3	C[Si](C)(C)OS(=O)(=O)C1=CC=C(N=NC2=CC=C(O)C=C2O)C=C1	2899.7	Semi standard non polar	33892256
4-[(2,4-Dihydroxyphenyl)azo]benzenesulfonic acid,2TMS,isomer #1	C[Si](C)(C)OC1=CC=C(N=NC2=CC=C(S(=O)(=O)O)C=C2)C(O[Si](C)(C)C)=C1	2985.2	Semi standard non polar	33892256
4-[(2,4-Dihydroxyphenyl)azo]benzenesulfonic acid,2TMS,isomer #2	C[Si](C)(C)OC1=CC=C(N=NC2=CC=C(S(=O)(=O)O[Si](C)(C)C)C=C2)C(O)=C1	2844.2	Semi standard non polar	33892256
4-[(2,4-Dihydroxyphenyl)azo]benzenesulfonic acid,2TMS,isomer #3	C[Si](C)(C)OC1=CC(O)=CC=C1N=NC1=CC=C(S(=O)(=O)O[Si](C)(C)C)C=C1	2825.1	Semi standard non polar	33892256
4-[(2,4-Dihydroxyphenyl)azo]benzenesulfonic acid,3TMS,isomer #1	C[Si](C)(C)OC1=CC=C(N=NC2=CC=C(S(=O)(=O)O[Si](C)(C)C)C=C2)C(O[Si](C)(C)C)=C1	2861.7	Semi standard non polar	33892256
4-[(2,4-Dihydroxyphenyl)azo]benzenesulfonic acid,3TMS,isomer #1	C[Si](C)(C)OC1=CC=C(N=NC2=CC=C(S(=O)(=O)O[Si](C)(C)C)C=C2)C(O[Si](C)(C)C)=C1	2960.8	Standard non polar	33892256
4-[(2,4-Dihydroxyphenyl)azo]benzenesulfonic acid,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=C(N=NC2=CC=C(S(=O)(=O)O)C=C2)C(O)=C1	3301.8	Semi standard non polar	33892256
4-[(2,4-Dihydroxyphenyl)azo]benzenesulfonic acid,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=CC(O)=CC=C1N=NC1=CC=C(S(=O)(=O)O)C=C1	3304.5	Semi standard non polar	33892256
4-[(2,4-Dihydroxyphenyl)azo]benzenesulfonic acid,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OS(=O)(=O)C1=CC=C(N=NC2=CC=C(O)C=C2O)C=C1	3219.0	Semi standard non polar	33892256
4-[(2,4-Dihydroxyphenyl)azo]benzenesulfonic acid,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=C(N=NC2=CC=C(S(=O)(=O)O)C=C2)C(O[Si](C)(C)C(C)(C)C)=C1	3460.8	Semi standard non polar	33892256
4-[(2,4-Dihydroxyphenyl)azo]benzenesulfonic acid,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=CC=C(N=NC2=CC=C(S(=O)(=O)O[Si](C)(C)C(C)(C)C)C=C2)C(O)=C1	3382.0	Semi standard non polar	33892256
4-[(2,4-Dihydroxyphenyl)azo]benzenesulfonic acid,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1=CC(O)=CC=C1N=NC1=CC=C(S(=O)(=O)O[Si](C)(C)C(C)(C)C)C=C1	3348.2	Semi standard non polar	33892256
4-[(2,4-Dihydroxyphenyl)azo]benzenesulfonic acid,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=C(N=NC2=CC=C(S(=O)(=O)O[Si](C)(C)C(C)(C)C)C=C2)C(O[Si](C)(C)C(C)(C)C)=C1	3544.1	Semi standard non polar	33892256
4-[(2,4-Dihydroxyphenyl)azo]benzenesulfonic acid,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=C(N=NC2=CC=C(S(=O)(=O)O[Si](C)(C)C(C)(C)C)C=C2)C(O[Si](C)(C)C(C)(C)C)=C1	3717.2	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 4-[(2,4-Dihydroxyphenyl)azo]benzenesulfonic acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-00di-3950000000-90dd12b2063a92c2b11c	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-[(2,4-Dihydroxyphenyl)azo]benzenesulfonic acid GC-MS (2 TMS) - 70eV, Positive	splash10-00g3-5493200000-6b63a13748e23fb9476b	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-[(2,4-Dihydroxyphenyl)azo]benzenesulfonic acid GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-[(2,4-Dihydroxyphenyl)azo]benzenesulfonic acid GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	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 - 4-[(2,4-Dihydroxyphenyl)azo]benzenesulfonic acid 10V, Positive-QTOF	splash10-0002-0090000000-f7539bd0b67b04f9dbf0	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-[(2,4-Dihydroxyphenyl)azo]benzenesulfonic acid 20V, Positive-QTOF	splash10-0002-1190000000-67612e2437a7696b64f4	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-[(2,4-Dihydroxyphenyl)azo]benzenesulfonic acid 40V, Positive-QTOF	splash10-00kb-3910000000-b0f57b81f7d534b6ba51	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-[(2,4-Dihydroxyphenyl)azo]benzenesulfonic acid 10V, Negative-QTOF	splash10-0006-0090000000-84af867e5b24667beea5	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-[(2,4-Dihydroxyphenyl)azo]benzenesulfonic acid 20V, Negative-QTOF	splash10-0006-0090000000-671406431c99ec37467e	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-[(2,4-Dihydroxyphenyl)azo]benzenesulfonic acid 40V, Negative-QTOF	splash10-02t9-9340000000-569debfa1a19f0a2acdb	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-[(2,4-Dihydroxyphenyl)azo]benzenesulfonic acid 10V, Positive-QTOF	splash10-0002-0090000000-5185bd96bfd21404090c	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-[(2,4-Dihydroxyphenyl)azo]benzenesulfonic acid 20V, Positive-QTOF	splash10-0002-0190000000-944a24170ecfcdd926bd	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-[(2,4-Dihydroxyphenyl)azo]benzenesulfonic acid 40V, Positive-QTOF	splash10-00di-2910000000-29dc9be7e1cd63602632	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-[(2,4-Dihydroxyphenyl)azo]benzenesulfonic acid 10V, Negative-QTOF	splash10-0006-0090000000-38222e096aee34a963b2	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-[(2,4-Dihydroxyphenyl)azo]benzenesulfonic acid 20V, Negative-QTOF	splash10-0006-0190000000-6f02f26791b189b5d959	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-[(2,4-Dihydroxyphenyl)azo]benzenesulfonic acid 40V, Negative-QTOF	splash10-00di-3920000000-4896db80341938cf3a3f	2021-09-23	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

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

FDB016985

KNApSAcK ID

Not Available

Chemspider ID

21147470

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

11035

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

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for 4-[(2,4-Dihydroxyphenyl)azo]benzenesulfonic acid (HMDB0037835)

MOL for HMDB0037835 (4-[(2,4-Dihydroxyphenyl)azo]benzenesulfonic acid)

3D MOL for HMDB0037835 (4-[(2,4-Dihydroxyphenyl)azo]benzenesulfonic acid)

3D SDF for HMDB0037835 (4-[(2,4-Dihydroxyphenyl)azo]benzenesulfonic acid)

3D-SDF for HMDB0037835 (4-[(2,4-Dihydroxyphenyl)azo]benzenesulfonic acid)

PDB for HMDB0037835 (4-[(2,4-Dihydroxyphenyl)azo]benzenesulfonic acid)

3D PDB for HMDB0037835 (4-[(2,4-Dihydroxyphenyl)azo]benzenesulfonic acid)

SMILES for HMDB0037835 (4-[(2,4-Dihydroxyphenyl)azo]benzenesulfonic acid)

INCHI for HMDB0037835 (4-[(2,4-Dihydroxyphenyl)azo]benzenesulfonic acid)

Structure for HMDB0037835 (4-[(2,4-Dihydroxyphenyl)azo]benzenesulfonic acid)

3D Structure for HMDB0037835 (4-[(2,4-Dihydroxyphenyl)azo]benzenesulfonic acid)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra