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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-10 22:03:19 UTC

Update Date

2021-09-26 22:53:03 UTC

HMDB ID

HMDB0244934

Secondary Accession Numbers

None

Metabolite Identification

Common Name

2-[[(4-Hydroxyphenyl)azo]phenyl]benzoic acid

Description

2-[[(4-Hydroxyphenyl)azo]phenyl]benzoic acid, also known as 2-(4'-hydroxyazobenzene)benzoic 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 2-[[(4-Hydroxyphenyl)azo]phenyl]benzoic acid. This compound has been identified in human blood as reported by (PMID: 31557052 ). 2-[[(4-hydroxyphenyl)azo]phenyl]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-Hydroxyphenyl)azo]phenyl]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

HMDB0244934
     RDKit          3D
2-[[(4-Hydroxyphenyl)azo]phenyl]benzoic acid
 38 40  0  0  0  0  0  0  0  0999 V2000
   -3.8327   -1.3897   -0.7552 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2426   -0.2644   -0.4398 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5937   -0.0060   -0.5816 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3741    0.7806    0.0658 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9120    2.0490    0.2749 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1291    3.0874    0.6809 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7946    2.9095    0.8933 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2536    1.6858    0.6973 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0343    0.5885    0.2787 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3945   -0.7192    0.1674 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7826   -1.8110    0.8978 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1317   -3.0385    0.8237 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0501   -3.1912   -0.0082 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3603   -2.1088   -0.7523 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2878   -0.8897   -0.6778 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1199    0.2215   -1.4432 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2177    0.7453   -1.5632 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4631    0.4660   -1.0131 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8427    0.9981    0.2021 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0667    0.7499    0.7716 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9534   -0.0589    0.1120 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2016   -0.3329    0.6566 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6166   -0.6121   -1.1046 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3995   -0.3553   -1.6542 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1789   -0.0442    0.2339 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9809    2.1930    0.1035 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5307    4.0957    0.8520 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1245    3.7128    1.2184 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2027    1.4906    0.8529 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6214   -1.7430    1.5867 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4617   -3.8935    1.4142 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4722   -4.1118   -0.0899 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2105   -2.2111   -1.4160 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1726    1.6369    0.7429 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3440    1.1836    1.7369 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0139    0.2325    0.4748 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3276   -1.2599   -1.6316 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1319   -0.7857   -2.6076 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  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  3
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 21 23  1  0
 23 24  2  0
  9  4  1  0
 15 10  1  0
 24 18  1  0
  3 25  1  0
  5 26  1  0
  6 27  1  0
  7 28  1  0
  8 29  1  0
 11 30  1  0
 12 31  1  0
 13 32  1  0
 14 33  1  0
 19 34  1  0
 20 35  1  0
 22 36  1  0
 23 37  1  0
 24 38  1  0
M  END


  Mrv1652309112100032D          

 24 26  0  0  0  0            999 V2000
    4.2868   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -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
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -0.4125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -0.0000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -1.6500    0.0000 O   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
    2.1434   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    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
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
  7 12  1  0  0  0  0
 13 12  1  4  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 15 20  1  0  0  0  0
 18 21  1  0  0  0  0
  4 22  1  0  0  0  0
 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0244934

> <DATABASE_NAME>
hmdb

> <SMILES>
OC(=O)C1=CC=CC=C1C1=CC=CC=C1N=NC1=CC=C(O)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C19H14N2O3/c22-14-11-9-13(10-12-14)20-21-18-8-4-3-6-16(18)15-5-1-2-7-17(15)19(23)24/h1-12,22H,(H,23,24)

> <INCHI_KEY>
FCFAMZCFGQVAIR-UHFFFAOYSA-N

> <FORMULA>
C19H14N2O3

> <MOLECULAR_WEIGHT>
318.332

> <EXACT_MASS>
318.100442319

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
38

> <JCHEM_AVERAGE_POLARIZABILITY>
33.02162869782404

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2'-[2-(4-hydroxyphenyl)diazen-1-yl]-[1,1'-biphenyl]-2-carboxylic acid

> <ALOGPS_LOGP>
5.10

> <JCHEM_LOGP>
5.3803824376666665

> <ALOGPS_LOGS>
-4.89

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
8.408911027081462

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.595910960972441

> <JCHEM_PKA_STRONGEST_BASIC>
0.5879905385032638

> <JCHEM_POLAR_SURFACE_AREA>
82.25

> <JCHEM_REFRACTIVITY>
94.75030000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
4.11e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2'-[2-(4-hydroxyphenyl)diazen-1-yl]-[1,1'-biphenyl]-2-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0244934
     RDKit          3D
2-[[(4-Hydroxyphenyl)azo]phenyl]benzoic acid
 38 40  0  0  0  0  0  0  0  0999 V2000
   -3.8327   -1.3897   -0.7552 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2426   -0.2644   -0.4398 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5937   -0.0060   -0.5816 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3741    0.7806    0.0658 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9120    2.0490    0.2749 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1291    3.0874    0.6809 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7946    2.9095    0.8933 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2536    1.6858    0.6973 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0343    0.5885    0.2787 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3945   -0.7192    0.1674 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7826   -1.8110    0.8978 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1317   -3.0385    0.8237 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0501   -3.1912   -0.0082 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3603   -2.1088   -0.7523 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2878   -0.8897   -0.6778 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1199    0.2215   -1.4432 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2177    0.7453   -1.5632 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4631    0.4660   -1.0131 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8427    0.9981    0.2021 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0667    0.7499    0.7716 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9534   -0.0589    0.1120 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2016   -0.3329    0.6566 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6166   -0.6121   -1.1046 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3995   -0.3553   -1.6542 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1789   -0.0442    0.2339 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9809    2.1930    0.1035 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5307    4.0957    0.8520 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1245    3.7128    1.2184 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2027    1.4906    0.8529 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6214   -1.7430    1.5867 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4617   -3.8935    1.4142 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4722   -4.1118   -0.0899 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2105   -2.2111   -1.4160 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1726    1.6369    0.7429 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3440    1.1836    1.7369 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0139    0.2325    0.4748 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3276   -1.2599   -1.6316 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1319   -0.7857   -2.6076 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  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  3
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 21 23  1  0
 23 24  2  0
  9  4  1  0
 15 10  1  0
 24 18  1  0
  3 25  1  0
  5 26  1  0
  6 27  1  0
  7 28  1  0
  8 29  1  0
 11 30  1  0
 12 31  1  0
 13 32  1  0
 14 33  1  0
 19 34  1  0
 20 35  1  0
 22 36  1  0
 23 37  1  0
 24 38  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       8.002  -4.620   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.668  -5.390   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.335  -4.620   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       8.002  -3.080   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       8.002   1.540   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       8.002   0.000   0.000  0.00  0.00           C+0
HETATM   13  N   UNK     0       9.336  -0.770   0.000  0.00  0.00           N+0
HETATM   14  N   UNK     0      10.669  -0.000   0.000  0.00  0.00           N+0
HETATM   15  C   UNK     0      12.003  -0.770   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      13.337  -0.000   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      14.670  -0.770   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      14.670  -2.310   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      13.337  -3.080   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      12.003  -2.310   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      16.004  -3.080   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       4.001  -0.770   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       2.667  -3.080   0.000  0.00  0.00           O+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5   22                                                  
CONECT    5    4    6    7                                                  
CONECT    6    5    1                                                       
CONECT    7    5    8   12                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11    7   13                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16   20                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19   21                                                  
CONECT   19   18   20                                                       
CONECT   20   19   15                                                       
CONECT   21   18                                                            
CONECT   22    4   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22                                                            
MASTER        0    0    0    0    0    0    0    0   24    0   52    0
END

COMPND    HMDB0244934
HETATM    1  O1  UNL     1      -3.833  -1.390  -0.755  1.00  0.00           O  
HETATM    2  C1  UNL     1      -4.243  -0.264  -0.440  1.00  0.00           C  
HETATM    3  O2  UNL     1      -5.594  -0.006  -0.582  1.00  0.00           O  
HETATM    4  C2  UNL     1      -3.374   0.781   0.066  1.00  0.00           C  
HETATM    5  C3  UNL     1      -3.912   2.049   0.275  1.00  0.00           C  
HETATM    6  C4  UNL     1      -3.129   3.087   0.681  1.00  0.00           C  
HETATM    7  C5  UNL     1      -1.795   2.909   0.893  1.00  0.00           C  
HETATM    8  C6  UNL     1      -1.254   1.686   0.697  1.00  0.00           C  
HETATM    9  C7  UNL     1      -2.034   0.589   0.279  1.00  0.00           C  
HETATM   10  C8  UNL     1      -1.395  -0.719   0.167  1.00  0.00           C  
HETATM   11  C9  UNL     1      -1.783  -1.811   0.898  1.00  0.00           C  
HETATM   12  C10 UNL     1      -1.132  -3.038   0.824  1.00  0.00           C  
HETATM   13  C11 UNL     1      -0.050  -3.191  -0.008  1.00  0.00           C  
HETATM   14  C12 UNL     1       0.360  -2.109  -0.752  1.00  0.00           C  
HETATM   15  C13 UNL     1      -0.288  -0.890  -0.678  1.00  0.00           C  
HETATM   16  N1  UNL     1       0.120   0.222  -1.443  1.00  0.00           N  
HETATM   17  N2  UNL     1       1.218   0.745  -1.563  1.00  0.00           N  
HETATM   18  C14 UNL     1       2.463   0.466  -1.013  1.00  0.00           C  
HETATM   19  C15 UNL     1       2.843   0.998   0.202  1.00  0.00           C  
HETATM   20  C16 UNL     1       4.067   0.750   0.772  1.00  0.00           C  
HETATM   21  C17 UNL     1       4.953  -0.059   0.112  1.00  0.00           C  
HETATM   22  O3  UNL     1       6.202  -0.333   0.657  1.00  0.00           O  
HETATM   23  C18 UNL     1       4.617  -0.612  -1.105  1.00  0.00           C  
HETATM   24  C19 UNL     1       3.400  -0.355  -1.654  1.00  0.00           C  
HETATM   25  H1  UNL     1      -6.179  -0.044   0.234  1.00  0.00           H  
HETATM   26  H2  UNL     1      -4.981   2.193   0.103  1.00  0.00           H  
HETATM   27  H3  UNL     1      -3.531   4.096   0.852  1.00  0.00           H  
HETATM   28  H4  UNL     1      -1.124   3.713   1.218  1.00  0.00           H  
HETATM   29  H5  UNL     1      -0.203   1.491   0.853  1.00  0.00           H  
HETATM   30  H6  UNL     1      -2.621  -1.743   1.587  1.00  0.00           H  
HETATM   31  H7  UNL     1      -1.462  -3.894   1.414  1.00  0.00           H  
HETATM   32  H8  UNL     1       0.472  -4.112  -0.090  1.00  0.00           H  
HETATM   33  H9  UNL     1       1.210  -2.211  -1.416  1.00  0.00           H  
HETATM   34  H10 UNL     1       2.173   1.637   0.743  1.00  0.00           H  
HETATM   35  H11 UNL     1       4.344   1.184   1.737  1.00  0.00           H  
HETATM   36  H12 UNL     1       7.014   0.232   0.475  1.00  0.00           H  
HETATM   37  H13 UNL     1       5.328  -1.260  -1.632  1.00  0.00           H  
HETATM   38  H14 UNL     1       3.132  -0.786  -2.608  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    4
CONECT    3   25
CONECT    4    5    5    9
CONECT    5    6   26
CONECT    6    7    7   27
CONECT    7    8   28
CONECT    8    9    9   29
CONECT    9   10
CONECT   10   11   11   15
CONECT   11   12   30
CONECT   12   13   13   31
CONECT   13   14   32
CONECT   14   15   15   33
CONECT   15   16
CONECT   16   17   17
CONECT   17   18
CONECT   18   19   19   24
CONECT   19   20   34
CONECT   20   21   21   35
CONECT   21   22   23
CONECT   22   36
CONECT   23   24   24   37
CONECT   24   38
END

HMDB0244934
     RDKit          3D
2-[[(4-Hydroxyphenyl)azo]phenyl]benzoic acid
 38 40  0  0  0  0  0  0  0  0999 V2000
   -3.8327   -1.3897   -0.7552 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2426   -0.2644   -0.4398 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5937   -0.0060   -0.5816 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3741    0.7806    0.0658 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9120    2.0490    0.2749 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1291    3.0874    0.6809 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7946    2.9095    0.8933 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2536    1.6858    0.6973 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0343    0.5885    0.2787 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3945   -0.7192    0.1674 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7826   -1.8110    0.8978 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1317   -3.0385    0.8237 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0501   -3.1912   -0.0082 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3603   -2.1088   -0.7523 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2878   -0.8897   -0.6778 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1199    0.2215   -1.4432 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2177    0.7453   -1.5632 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4631    0.4660   -1.0131 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8427    0.9981    0.2021 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0667    0.7499    0.7716 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9534   -0.0589    0.1120 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2016   -0.3329    0.6566 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6166   -0.6121   -1.1046 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3995   -0.3553   -1.6542 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1789   -0.0442    0.2339 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9809    2.1930    0.1035 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5307    4.0957    0.8520 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1245    3.7128    1.2184 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2027    1.4906    0.8529 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6214   -1.7430    1.5867 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4617   -3.8935    1.4142 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4722   -4.1118   -0.0899 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2105   -2.2111   -1.4160 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1726    1.6369    0.7429 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3440    1.1836    1.7369 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0139    0.2325    0.4748 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3276   -1.2599   -1.6316 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1319   -0.7857   -2.6076 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  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  3
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 21 23  1  0
 23 24  2  0
  9  4  1  0
 15 10  1  0
 24 18  1  0
  3 25  1  0
  5 26  1  0
  6 27  1  0
  7 28  1  0
  8 29  1  0
 11 30  1  0
 12 31  1  0
 13 32  1  0
 14 33  1  0
 19 34  1  0
 20 35  1  0
 22 36  1  0
 23 37  1  0
 24 38  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2-[[(4-Hydroxyphenyl)azo]phenyl]benzoate	Generator
2-(4'-Hydroxyazobenzene)benzoic acid	HMDB

Chemical Formula

C₁₉H₁₄N₂O₃

Average Molecular Weight

318.332

Monoisotopic Molecular Weight

318.100442319

IUPAC Name

2'-[2-(4-hydroxyphenyl)diazen-1-yl]-[1,1'-biphenyl]-2-carboxylic acid

Traditional Name

2'-[2-(4-hydroxyphenyl)diazen-1-yl]-[1,1'-biphenyl]-2-carboxylic acid

CAS Registry Number

Not Available

SMILES

OC(=O)C1=CC=CC=C1C1=CC=CC=C1N=NC1=CC=C(O)C=C1

InChI Identifier

InChI=1S/C19H14N2O3/c22-14-11-9-13(10-12-14)20-21-18-8-4-3-6-16(18)15-5-1-2-7-17(15)19(23)24/h1-12,22H,(H,23,24)

InChI Key

FCFAMZCFGQVAIR-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
Biphenyl
Benzoic acid
Benzoic acid or derivatives
Benzoyl
1-hydroxy-2-unsubstituted benzenoid
Phenol
Benzenoid
Monocyclic benzene moiety
Azo compound
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
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	5.1	ALOGPS
logP	5.38	ChemAxon
logS	-4.9	ALOGPS
pKa (Strongest Acidic)	3.6	ChemAxon
pKa (Strongest Basic)	0.59	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	4	ChemAxon
Refractivity	94.75 m³·mol⁻¹	ChemAxon
Polarizability	33.02 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	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]+	171.854	30932474
DeepCCS	[M-H]-	169.496	30932474
DeepCCS	[M-2H]-	203.112	30932474
DeepCCS	[M+Na]+	178.339	30932474

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
2-[[(4-Hydroxyphenyl)azo]phenyl]benzoic acid	OC(=O)C1=CC=CC=C1C1=CC=CC=C1N=NC1=CC=C(O)C=C1	4383.2	Standard polar	33892256
2-[[(4-Hydroxyphenyl)azo]phenyl]benzoic acid	OC(=O)C1=CC=CC=C1C1=CC=CC=C1N=NC1=CC=C(O)C=C1	3203.2	Standard non polar	33892256
2-[[(4-Hydroxyphenyl)azo]phenyl]benzoic acid	OC(=O)C1=CC=CC=C1C1=CC=CC=C1N=NC1=CC=C(O)C=C1	2996.5	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-Hydroxyphenyl)azo]phenyl]benzoic acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-0fkc-0293000000-e51a659cfd1f81165c29	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-[[(4-Hydroxyphenyl)azo]phenyl]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-Hydroxyphenyl)azo]phenyl]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-Hydroxyphenyl)azo]phenyl]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-Hydroxyphenyl)azo]phenyl]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-Hydroxyphenyl)azo]phenyl]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-Hydroxyphenyl)azo]phenyl]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-Hydroxyphenyl)azo]phenyl]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-Hydroxyphenyl)azo]phenyl]benzoic acid 10V, Positive-QTOF	splash10-0udi-0009000000-f08476ddf20204ac4afa	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-[[(4-Hydroxyphenyl)azo]phenyl]benzoic acid 20V, Positive-QTOF	splash10-001i-0902000000-2a4dcea35150fbd24c2e	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-[[(4-Hydroxyphenyl)azo]phenyl]benzoic acid 40V, Positive-QTOF	splash10-0159-0987000000-49d04fc80f00254836b4	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-[[(4-Hydroxyphenyl)azo]phenyl]benzoic acid 10V, Negative-QTOF	splash10-0fk9-0590000000-71b2fc012a56c6fc89ed	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-[[(4-Hydroxyphenyl)azo]phenyl]benzoic acid 20V, Negative-QTOF	splash10-0fk9-0490000000-17c229c48207f60c1122	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-[[(4-Hydroxyphenyl)azo]phenyl]benzoic acid 40V, Negative-QTOF	splash10-0002-0190000000-983760c397f2de38f44b	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

21229634

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

152989

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-Hydroxyphenyl)azo]phenyl]benzoic acid (HMDB0244934)

MOL for HMDB0244934 (2-[[(4-Hydroxyphenyl)azo]phenyl]benzoic acid)

3D MOL for HMDB0244934 (2-[[(4-Hydroxyphenyl)azo]phenyl]benzoic acid)

3D SDF for HMDB0244934 (2-[[(4-Hydroxyphenyl)azo]phenyl]benzoic acid)

3D-SDF for HMDB0244934 (2-[[(4-Hydroxyphenyl)azo]phenyl]benzoic acid)

PDB for HMDB0244934 (2-[[(4-Hydroxyphenyl)azo]phenyl]benzoic acid)

3D PDB for HMDB0244934 (2-[[(4-Hydroxyphenyl)azo]phenyl]benzoic acid)

SMILES for HMDB0244934 (2-[[(4-Hydroxyphenyl)azo]phenyl]benzoic acid)

INCHI for HMDB0244934 (2-[[(4-Hydroxyphenyl)azo]phenyl]benzoic acid)

Structure for HMDB0244934 (2-[[(4-Hydroxyphenyl)azo]phenyl]benzoic acid)

3D Structure for HMDB0244934 (2-[[(4-Hydroxyphenyl)azo]phenyl]benzoic acid)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra