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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 23:05:41 UTC

Update Date

2022-03-07 02:55:32 UTC

HMDB ID

HMDB0037836

Secondary Accession Numbers

HMDB37836

Metabolite Identification

Common Name

4-[(2-Hydroxy-1-naphthalenyl)azo]benzenesulfonic acid

Description

4-[(2-Hydroxy-1-naphthalenyl)azo]benzenesulfonic acid belongs to the class of organic compounds known as naphthols and derivatives. These are naphthalene derivatives carrying one or more hydroxyl (-OH) groups at any ring position. Based on a literature review very few articles have been published on 4-[(2-Hydroxy-1-naphthalenyl)azo]benzenesulfonic acid.

Structure

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

HMDB0037836
     RDKit          3D
4-[(2-Hydroxy-1-naphthalenyl)azo]benzenesulfonic acid
 35 37  0  0  0  0  0  0  0  0999 V2000
    3.2771    3.1068   -1.3487 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5695    1.6380   -1.5678 S   0  0  0  0  0  6  0  0  0  0  0  0
    3.1211    1.3148   -2.9652 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2036    1.3370   -1.4123 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6416    0.7283   -0.3761 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3560    1.2538    0.8673 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6284    0.5282    1.7881 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1604   -0.7453    1.5017 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4198   -1.5311    2.4013 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8253   -1.4558    2.4186 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4572   -0.5700    1.5201 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6530    0.7426    1.9108 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2367    1.1716    3.1597 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2741    1.6690    1.0628 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7080    1.2914   -0.1886 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5233   -0.0083   -0.5947 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9659   -0.3983   -1.8574 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7921   -1.7001   -2.2732 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1715   -2.5916   -1.4037 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7354   -2.2131   -0.1638 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9063   -0.9120    0.2575 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4718   -1.2254    0.2480 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1965   -0.5168   -0.6846 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7074    2.1369   -1.7324 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7219    2.2473    1.0885 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4421    0.9858    2.7390 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7909    0.5036    3.7689 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4290    2.6951    1.3628 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1917    1.9723   -0.8753 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4425    0.3219   -2.5026 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1127   -2.0652   -3.2397 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0175   -3.6325   -1.7013 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2518   -2.9534    0.4851 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1359   -2.2065   -0.0173 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4318   -0.9191   -1.6754 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  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 12 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
  8 22  1  0
 22 23  2  0
 23  5  1  0
 21 11  1  0
 21 16  1  0
  4 24  1  0
  6 25  1  0
  7 26  1  0
 13 27  1  0
 14 28  1  0
 15 29  1  0
 17 30  1  0
 18 31  1  0
 19 32  1  0
 20 33  1  0
 22 34  1  0
 23 35  1  0
M  END


  Mrv0541 05061310022D          

 23 25  0  0  0  0            999 V2000
   -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    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.4750    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
    2.8579    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    3.3000    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
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    2.4750    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
    2.1434    2.0625    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    3.7125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    3.3000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9639    1.9763    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5888    1.3480    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4138    2.7770    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    2.0625    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0  0  0  0
  3  1  1  0  0  0  0
  4  2  1  0  0  0  0
  8  6  1  0  0  0  0
  9  7  2  0  0  0  0
 10  5  2  0  0  0  0
 11  3  2  0  0  0  0
 11  5  1  0  0  0  0
 12  6  2  0  0  0  0
 12  7  1  0  0  0  0
 13  8  2  0  0  0  0
 13  9  1  0  0  0  0
 14  4  2  0  0  0  0
 14 11  1  0  0  0  0
 15 10  1  0  0  0  0
 16 14  1  0  0  0  0
 16 15  2  0  0  0  0
 17 12  1  0  0  0  0
 18 16  1  0  0  0  0
 18 17  2  0  0  0  0
 19 15  1  0  0  0  0
 23 13  1  0  0  0  0
 23 20  1  0  0  0  0
 23 21  2  0  0  0  0
 23 22  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0037836

> <DATABASE_NAME>
hmdb

> <SMILES>
OC1=C(\N=N/C2=CC=C(C=C2)S(O)(=O)=O)C2=CC=CC=C2C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C16H12N2O4S/c19-15-10-5-11-3-1-2-4-14(11)16(15)18-17-12-6-8-13(9-7-12)23(20,21)22/h1-10,19H,(H,20,21,22)/b18-17-

> <INCHI_KEY>
RDUJRVXKAIVTDH-ZCXUNETKSA-N

> <FORMULA>
C16H12N2O4S

> <MOLECULAR_WEIGHT>
328.342

> <EXACT_MASS>
328.051777572

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
31.91797152777651

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
1.92

> <JCHEM_LOGP>
2.1887527404951097

> <ALOGPS_LOGS>
-4.09

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
11.83551594914739

> <JCHEM_PKA_STRONGEST_ACIDIC>
-3.27108669465996

> <JCHEM_PKA_STRONGEST_BASIC>
-0.5624674078374751

> <JCHEM_POLAR_SURFACE_AREA>
99.32

> <JCHEM_REFRACTIVITY>
89.43060000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.66e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-[(Z)-2-(2-hydroxynaphthalen-1-yl)diazen-1-yl]benzenesulfonic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0037836
     RDKit          3D
4-[(2-Hydroxy-1-naphthalenyl)azo]benzenesulfonic acid
 35 37  0  0  0  0  0  0  0  0999 V2000
    3.2771    3.1068   -1.3487 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5695    1.6380   -1.5678 S   0  0  0  0  0  6  0  0  0  0  0  0
    3.1211    1.3148   -2.9652 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2036    1.3370   -1.4123 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6416    0.7283   -0.3761 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3560    1.2538    0.8673 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6284    0.5282    1.7881 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1604   -0.7453    1.5017 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4198   -1.5311    2.4013 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8253   -1.4558    2.4186 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4572   -0.5700    1.5201 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6530    0.7426    1.9108 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2367    1.1716    3.1597 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2741    1.6690    1.0628 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7080    1.2914   -0.1886 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5233   -0.0083   -0.5947 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9659   -0.3983   -1.8574 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7921   -1.7001   -2.2732 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1715   -2.5916   -1.4037 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7354   -2.2131   -0.1638 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9063   -0.9120    0.2575 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4718   -1.2254    0.2480 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1965   -0.5168   -0.6846 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7074    2.1369   -1.7324 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7219    2.2473    1.0885 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4421    0.9858    2.7390 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7909    0.5036    3.7689 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4290    2.6951    1.3628 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1917    1.9723   -0.8753 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4425    0.3219   -2.5026 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1127   -2.0652   -3.2397 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0175   -3.6325   -1.7013 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2518   -2.9534    0.4851 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1359   -2.2065   -0.0173 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4318   -0.9191   -1.6754 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  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 12 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
  8 22  1  0
 22 23  2  0
 23  5  1  0
 21 11  1  0
 21 16  1  0
  4 24  1  0
  6 25  1  0
  7 26  1  0
 13 27  1  0
 14 28  1  0
 15 29  1  0
 17 30  1  0
 18 31  1  0
 19 32  1  0
 20 33  1  0
 22 34  1  0
 23 35  1  0
M  END

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0      -1.334   2.310   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.334   3.850   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.000   4.620   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       5.335   4.620   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.668   6.930   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.668   3.850   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       8.002   6.160   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.335   6.160   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       8.002   4.620   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM   17  N   UNK     0       4.001   6.930   0.000  0.00  0.00           N+0
HETATM   18  N   UNK     0       2.667   6.160   0.000  0.00  0.00           N+0
HETATM   19  O   UNK     0       5.533   3.689   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      10.669   3.080   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       8.566   2.516   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      10.106   5.184   0.000  0.00  0.00           O+0
HETATM   23  S   UNK     0       9.336   3.850   0.000  0.00  0.00           S+0
CONECT    1    2    3                                                       
CONECT    2    1    4                                                       
CONECT    3    1   11                                                       
CONECT    4    2   14                                                       
CONECT    5   10   11                                                       
CONECT    6    8   12                                                       
CONECT    7    9   12                                                       
CONECT    8    6   13                                                       
CONECT    9    7   13                                                       
CONECT   10    5   15                                                       
CONECT   11    3    5   14                                                  
CONECT   12    6    7   17                                                  
CONECT   13    8    9   23                                                  
CONECT   14    4   11   16                                                  
CONECT   15   10   16   19                                                  
CONECT   16   14   15   18                                                  
CONECT   17   12   18                                                       
CONECT   18   16   17                                                       
CONECT   19   15                                                            
CONECT   20   23                                                            
CONECT   21   23                                                            
CONECT   22   23                                                            
CONECT   23   13   20   21   22                                             
MASTER        0    0    0    0    0    0    0    0   23    0   50    0
END

COMPND    HMDB0037836
HETATM    1  O1  UNL     1       3.277   3.107  -1.349  1.00  0.00           O  
HETATM    2  S1  UNL     1       3.570   1.638  -1.568  1.00  0.00           S  
HETATM    3  O2  UNL     1       3.121   1.315  -2.965  1.00  0.00           O  
HETATM    4  O3  UNL     1       5.204   1.337  -1.412  1.00  0.00           O  
HETATM    5  C1  UNL     1       2.642   0.728  -0.376  1.00  0.00           C  
HETATM    6  C2  UNL     1       2.356   1.254   0.867  1.00  0.00           C  
HETATM    7  C3  UNL     1       1.628   0.528   1.788  1.00  0.00           C  
HETATM    8  C4  UNL     1       1.160  -0.745   1.502  1.00  0.00           C  
HETATM    9  N1  UNL     1       0.420  -1.531   2.401  1.00  0.00           N  
HETATM   10  N2  UNL     1      -0.825  -1.456   2.419  1.00  0.00           N  
HETATM   11  C5  UNL     1      -1.457  -0.570   1.520  1.00  0.00           C  
HETATM   12  C6  UNL     1      -1.653   0.743   1.911  1.00  0.00           C  
HETATM   13  O4  UNL     1      -1.237   1.172   3.160  1.00  0.00           O  
HETATM   14  C7  UNL     1      -2.274   1.669   1.063  1.00  0.00           C  
HETATM   15  C8  UNL     1      -2.708   1.291  -0.189  1.00  0.00           C  
HETATM   16  C9  UNL     1      -2.523  -0.008  -0.595  1.00  0.00           C  
HETATM   17  C10 UNL     1      -2.966  -0.398  -1.857  1.00  0.00           C  
HETATM   18  C11 UNL     1      -2.792  -1.700  -2.273  1.00  0.00           C  
HETATM   19  C12 UNL     1      -2.171  -2.592  -1.404  1.00  0.00           C  
HETATM   20  C13 UNL     1      -1.735  -2.213  -0.164  1.00  0.00           C  
HETATM   21  C14 UNL     1      -1.906  -0.912   0.257  1.00  0.00           C  
HETATM   22  C15 UNL     1       1.472  -1.225   0.248  1.00  0.00           C  
HETATM   23  C16 UNL     1       2.197  -0.517  -0.685  1.00  0.00           C  
HETATM   24  H1  UNL     1       5.707   2.137  -1.732  1.00  0.00           H  
HETATM   25  H2  UNL     1       2.722   2.247   1.089  1.00  0.00           H  
HETATM   26  H3  UNL     1       1.442   0.986   2.739  1.00  0.00           H  
HETATM   27  H4  UNL     1      -0.791   0.504   3.769  1.00  0.00           H  
HETATM   28  H5  UNL     1      -2.429   2.695   1.363  1.00  0.00           H  
HETATM   29  H6  UNL     1      -3.192   1.972  -0.875  1.00  0.00           H  
HETATM   30  H7  UNL     1      -3.442   0.322  -2.503  1.00  0.00           H  
HETATM   31  H8  UNL     1      -3.113  -2.065  -3.240  1.00  0.00           H  
HETATM   32  H9  UNL     1      -2.018  -3.633  -1.701  1.00  0.00           H  
HETATM   33  H10 UNL     1      -1.252  -2.953   0.485  1.00  0.00           H  
HETATM   34  H11 UNL     1       1.136  -2.206  -0.017  1.00  0.00           H  
HETATM   35  H12 UNL     1       2.432  -0.919  -1.675  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    3    4    5
CONECT    4   24
CONECT    5    6    6   23
CONECT    6    7   25
CONECT    7    8    8   26
CONECT    8    9   22
CONECT    9   10   10
CONECT   10   11
CONECT   11   12   12   21
CONECT   12   13   14
CONECT   13   27
CONECT   14   15   15   28
CONECT   15   16   29
CONECT   16   17   17   21
CONECT   17   18   30
CONECT   18   19   19   31
CONECT   19   20   32
CONECT   20   21   21   33
CONECT   22   23   23   34
CONECT   23   35
END

HMDB0037836
     RDKit          3D
4-[(2-Hydroxy-1-naphthalenyl)azo]benzenesulfonic acid
 35 37  0  0  0  0  0  0  0  0999 V2000
    3.2771    3.1068   -1.3487 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5695    1.6380   -1.5678 S   0  0  0  0  0  6  0  0  0  0  0  0
    3.1211    1.3148   -2.9652 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2036    1.3370   -1.4123 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6416    0.7283   -0.3761 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3560    1.2538    0.8673 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6284    0.5282    1.7881 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1604   -0.7453    1.5017 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4198   -1.5311    2.4013 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8253   -1.4558    2.4186 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4572   -0.5700    1.5201 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6530    0.7426    1.9108 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2367    1.1716    3.1597 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2741    1.6690    1.0628 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7080    1.2914   -0.1886 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5233   -0.0083   -0.5947 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9659   -0.3983   -1.8574 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7921   -1.7001   -2.2732 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1715   -2.5916   -1.4037 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7354   -2.2131   -0.1638 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9063   -0.9120    0.2575 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4718   -1.2254    0.2480 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1965   -0.5168   -0.6846 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7074    2.1369   -1.7324 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7219    2.2473    1.0885 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4421    0.9858    2.7390 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7909    0.5036    3.7689 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4290    2.6951    1.3628 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1917    1.9723   -0.8753 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4425    0.3219   -2.5026 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1127   -2.0652   -3.2397 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0175   -3.6325   -1.7013 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2518   -2.9534    0.4851 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1359   -2.2065   -0.0173 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4318   -0.9191   -1.6754 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  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 12 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
  8 22  1  0
 22 23  2  0
 23  5  1  0
 21 11  1  0
 21 16  1  0
  4 24  1  0
  6 25  1  0
  7 26  1  0
 13 27  1  0
 14 28  1  0
 15 29  1  0
 17 30  1  0
 18 31  1  0
 19 32  1  0
 20 33  1  0
 22 34  1  0
 23 35  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
4-[(2-Hydroxy-1-naphthalenyl)azo]benzenesulfonate	Generator
4-[(2-Hydroxy-1-naphthalenyl)azo]benzenesulphonate	Generator
4-[(2-Hydroxy-1-naphthalenyl)azo]benzenesulphonic acid	Generator
1-(4-Sulfophenylazo)-2-naphthol	HMDB
4-((2-Hydroxy-1-naphthyl)azo)benzenesulphonic acid	HMDB
Acid orange 7	HMDB
Acid orange a	HMDB
Acid orange II	HMDB
C.I. 15510 acid orange 7	HMDB
C.I. 15510 pigment orange 17	HMDB
DFC Orange 4	HMDB
Mandarin g	HMDB
Orange II	HMDB
Tropaeolin ooo	HMDB
Wool orange a	HMDB
4-[(Z)-2-(2-Hydroxynaphthalen-1-yl)diazen-1-yl]benzene-1-sulfonate	Generator
4-[(Z)-2-(2-Hydroxynaphthalen-1-yl)diazen-1-yl]benzene-1-sulphonate	Generator
4-[(Z)-2-(2-Hydroxynaphthalen-1-yl)diazen-1-yl]benzene-1-sulphonic acid	Generator

Chemical Formula

C₁₆H₁₂N₂O₄S

Average Molecular Weight

328.342

Monoisotopic Molecular Weight

328.051777572

IUPAC Name

4-[(Z)-2-(2-hydroxynaphthalen-1-yl)diazen-1-yl]benzene-1-sulfonic acid

Traditional Name

4-[(Z)-2-(2-hydroxynaphthalen-1-yl)diazen-1-yl]benzenesulfonic acid

CAS Registry Number

573-89-7

SMILES

OC1=C(\N=N/C2=CC=C(C=C2)S(O)(=O)=O)C2=CC=CC=C2C=C1

InChI Identifier

InChI=1S/C16H12N2O4S/c19-15-10-5-11-3-1-2-4-14(11)16(15)18-17-12-6-8-13(9-7-12)23(20,21)22/h1-10,19H,(H,20,21,22)/b18-17-

InChI Key

RDUJRVXKAIVTDH-ZCXUNETKSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as naphthols and derivatives. These are naphthalene derivatives carrying one or more hydroxyl (-OH) groups at any ring position.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Naphthalenes

Sub Class

Naphthols and derivatives

Direct Parent

Naphthols and derivatives

Alternative Parents

Substituents

2-naphthol
Benzenesulfonate
Arylsulfonic acid or derivatives
Benzenesulfonyl group
1-sulfo,2-unsubstituted aromatic compound
1-hydroxy-2-unsubstituted benzenoid
Monocyclic benzene moiety
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
Organosulfur compound
Organooxygen compound
Organonitrogen compound
Organic oxide
Organopnictogen compound
Organic oxygen compound
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0037836)
Cytoplasm (HMDB: HMDB0037836)

Source

Exogenous

Food

Food (HMDB: HMDB0037836)

Not Available

Nutrient (HMDB: HMDB0037836)

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	174 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	0.027 g/L	ALOGPS
logP	1.92	ALOGPS
logP	2.19	ChemAxon
logS	-4.1	ALOGPS
pKa (Strongest Acidic)	-3.3	ChemAxon
pKa (Strongest Basic)	-0.56	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	99.32 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	89.43 m³·mol⁻¹	ChemAxon
Polarizability	31.92 Å³	ChemAxon
Number of Rings	3	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]+	176.085	30932474
DeepCCS	[M-H]-	173.727	30932474
DeepCCS	[M-2H]-	207.859	30932474
DeepCCS	[M+Na]+	183.084	30932474
AllCCS	[M+H]+	173.9	32859911
AllCCS	[M+H-H2O]+	170.6	32859911
AllCCS	[M+NH4]+	176.9	32859911
AllCCS	[M+Na]+	177.7	32859911
AllCCS	[M-H]-	169.6	32859911
AllCCS	[M+Na-2H]-	168.5	32859911
AllCCS	[M+HCOO]-	167.4	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
4-[(2-Hydroxy-1-naphthalenyl)azo]benzenesulfonic acid	OC1=C(\N=N/C2=CC=C(C=C2)S(O)(=O)=O)C2=CC=CC=C2C=C1	4962.5	Standard polar	33892256
4-[(2-Hydroxy-1-naphthalenyl)azo]benzenesulfonic acid	OC1=C(\N=N/C2=CC=C(C=C2)S(O)(=O)=O)C2=CC=CC=C2C=C1	2875.7	Standard non polar	33892256
4-[(2-Hydroxy-1-naphthalenyl)azo]benzenesulfonic acid	OC1=C(\N=N/C2=CC=C(C=C2)S(O)(=O)=O)C2=CC=CC=C2C=C1	3170.4	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
4-[(2-Hydroxy-1-naphthalenyl)azo]benzenesulfonic acid,1TMS,isomer #1	C[Si](C)(C)OC1=CC=C2C=CC=CC2=C1/N=N\C1=CC=C(S(=O)(=O)O)C=C1	3249.7	Semi standard non polar	33892256
4-[(2-Hydroxy-1-naphthalenyl)azo]benzenesulfonic acid,1TMS,isomer #2	C[Si](C)(C)OS(=O)(=O)C1=CC=C(/N=N\C2=C(O)C=CC3=CC=CC=C23)C=C1	3089.8	Semi standard non polar	33892256
4-[(2-Hydroxy-1-naphthalenyl)azo]benzenesulfonic acid,2TMS,isomer #1	C[Si](C)(C)OC1=CC=C2C=CC=CC2=C1/N=N\C1=CC=C(S(=O)(=O)O[Si](C)(C)C)C=C1	3103.3	Semi standard non polar	33892256
4-[(2-Hydroxy-1-naphthalenyl)azo]benzenesulfonic acid,2TMS,isomer #1	C[Si](C)(C)OC1=CC=C2C=CC=CC2=C1/N=N\C1=CC=C(S(=O)(=O)O[Si](C)(C)C)C=C1	3083.4	Standard non polar	33892256
4-[(2-Hydroxy-1-naphthalenyl)azo]benzenesulfonic acid,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=C2C=CC=CC2=C1/N=N\C1=CC=C(S(=O)(=O)O)C=C1	3484.0	Semi standard non polar	33892256
4-[(2-Hydroxy-1-naphthalenyl)azo]benzenesulfonic acid,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OS(=O)(=O)C1=CC=C(/N=N\C2=C(O)C=CC3=CC=CC=C23)C=C1	3367.3	Semi standard non polar	33892256
4-[(2-Hydroxy-1-naphthalenyl)azo]benzenesulfonic acid,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=C2C=CC=CC2=C1/N=N\C1=CC=C(S(=O)(=O)O[Si](C)(C)C(C)(C)C)C=C1	3567.3	Semi standard non polar	33892256
4-[(2-Hydroxy-1-naphthalenyl)azo]benzenesulfonic acid,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=C2C=CC=CC2=C1/N=N\C1=CC=C(S(=O)(=O)O[Si](C)(C)C(C)(C)C)C=C1	3566.4	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-Hydroxy-1-naphthalenyl)azo]benzenesulfonic acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-0aba-2933000000-2037400e6790dd2f5753	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-[(2-Hydroxy-1-naphthalenyl)azo]benzenesulfonic acid GC-MS (1 TMS) - 70eV, Positive	splash10-076r-5497000000-73b559635ab68d4f744d	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-[(2-Hydroxy-1-naphthalenyl)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-Hydroxy-1-naphthalenyl)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-Hydroxy-1-naphthalenyl)azo]benzenesulfonic acid GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-[(2-Hydroxy-1-naphthalenyl)azo]benzenesulfonic acid GC-MS ("4-[(2-Hydroxy-1-naphthalenyl)azo]benzenesulfonic acid,1TMS,#1" TMS) - 70eV, Positive	Not Available	2021-10-14	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-Hydroxy-1-naphthalenyl)azo]benzenesulfonic acid 10V, Positive-QTOF	splash10-004i-0109000000-d540b100396835bdb1c5	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-[(2-Hydroxy-1-naphthalenyl)azo]benzenesulfonic acid 20V, Positive-QTOF	splash10-0f92-0697000000-6b5037e9013265bd86b5	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-[(2-Hydroxy-1-naphthalenyl)azo]benzenesulfonic acid 40V, Positive-QTOF	splash10-0fdn-5790000000-5edd2a8b4359d3b3ac22	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-[(2-Hydroxy-1-naphthalenyl)azo]benzenesulfonic acid 10V, Negative-QTOF	splash10-004i-0009000000-0b8f438496ba29aff871	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-[(2-Hydroxy-1-naphthalenyl)azo]benzenesulfonic acid 20V, Negative-QTOF	splash10-004i-2319000000-a7a2fa486b5c937025d2	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-[(2-Hydroxy-1-naphthalenyl)azo]benzenesulfonic acid 40V, Negative-QTOF	splash10-0a4r-1900000000-a88cd87107f72621d26f	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-[(2-Hydroxy-1-naphthalenyl)azo]benzenesulfonic acid 10V, Negative-QTOF	splash10-004i-0009000000-698baf2a661bbd8b51a1	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-[(2-Hydroxy-1-naphthalenyl)azo]benzenesulfonic acid 20V, Negative-QTOF	splash10-004i-0009000000-5f68c8a05e991518b966	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-[(2-Hydroxy-1-naphthalenyl)azo]benzenesulfonic acid 40V, Negative-QTOF	splash10-00di-1941000000-a6e68388840827691f7d	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-[(2-Hydroxy-1-naphthalenyl)azo]benzenesulfonic acid 10V, Positive-QTOF	splash10-004i-0009000000-c4366da3eca47454b939	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-[(2-Hydroxy-1-naphthalenyl)azo]benzenesulfonic acid 20V, Positive-QTOF	splash10-0a6r-0908000000-87ba2ad372ef743e8fa2	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-[(2-Hydroxy-1-naphthalenyl)azo]benzenesulfonic acid 40V, Positive-QTOF	splash10-0ldj-1920000000-c616cf64711dc27f997c	2021-09-25	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

FDB016986

KNApSAcK ID

Not Available

Chemspider ID

30777206

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

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-Hydroxy-1-naphthalenyl)azo]benzenesulfonic acid (HMDB0037836)

MOL for HMDB0037836 (4-[(2-Hydroxy-1-naphthalenyl)azo]benzenesulfonic acid)

3D MOL for HMDB0037836 (4-[(2-Hydroxy-1-naphthalenyl)azo]benzenesulfonic acid)

3D SDF for HMDB0037836 (4-[(2-Hydroxy-1-naphthalenyl)azo]benzenesulfonic acid)

3D-SDF for HMDB0037836 (4-[(2-Hydroxy-1-naphthalenyl)azo]benzenesulfonic acid)

PDB for HMDB0037836 (4-[(2-Hydroxy-1-naphthalenyl)azo]benzenesulfonic acid)

3D PDB for HMDB0037836 (4-[(2-Hydroxy-1-naphthalenyl)azo]benzenesulfonic acid)

SMILES for HMDB0037836 (4-[(2-Hydroxy-1-naphthalenyl)azo]benzenesulfonic acid)

INCHI for HMDB0037836 (4-[(2-Hydroxy-1-naphthalenyl)azo]benzenesulfonic acid)

Structure for HMDB0037836 (4-[(2-Hydroxy-1-naphthalenyl)azo]benzenesulfonic acid)

3D Structure for HMDB0037836 (4-[(2-Hydroxy-1-naphthalenyl)azo]benzenesulfonic acid)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra