Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-10 23:21:34 UTC

Update Date

2021-09-26 22:55:21 UTC

HMDB ID

HMDB0246331

Secondary Accession Numbers

None

Metabolite Identification

Common Name

4-Acetylaminohippuric acid

Description

4-Acetylaminohippuric acid, also known as 4-acetylaminohippate or PAAHA, belongs to the class of organic compounds known as acylaminobenzoic acid and derivatives. These are derivatives of amino benzoic acid derivatives where the amine group is N-acylated. Based on a literature review very few articles have been published on 4-Acetylaminohippuric acid. This compound has been identified in human blood as reported by (PMID: 31557052 ). 4-acetylaminohippuric acid is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 4-Acetylaminohippuric 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

HMDB0246331
     RDKit          3D
4-Acetylaminohippuric acid
 29 29  0  0  0  0  0  0  0  0999 V2000
   -5.9283    0.4002   -0.0904 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5879    0.0275    0.4276 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5473   -0.6159    1.4870 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4357    0.3963   -0.2648 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0919    0.1417    0.0578 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7002   -0.5501    1.1670 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3531   -0.7870    1.4605 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6451   -0.3149    0.6138 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0280   -0.5823    0.9549 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3215   -1.2201    1.9863 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0677   -0.1200    0.1169 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.4778   -0.3769    0.4387 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3390    0.2192   -0.6075 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8228    0.8338   -1.5847 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7139    0.1025   -0.5141 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2561    0.3793   -0.4996 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0740    0.6025   -0.7718 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8877    0.4329   -1.2020 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7116   -0.3366    0.1748 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2641    1.3870    0.2818 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6219    0.9530   -1.1704 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4154   -0.9481    1.8719 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0540   -1.3327    2.3362 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8786    0.4129   -0.7491 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6673    0.1032    1.4161 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6506   -1.4808    0.4815 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2194    0.3402    0.3383 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9723    0.7725   -1.1967 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3872    1.1606   -1.6669 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
  8 16  1  0
 16 17  2  0
 17  5  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  4 21  1  0
  6 22  1  0
  7 23  1  0
 11 24  1  0
 12 25  1  0
 12 26  1  0
 15 27  1  0
 16 28  1  0
 17 29  1  0
M  END


  Mrv1652309112101212D          

 17 17  0  0  0  0            999 V2000
   -2.8579   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    1.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  5 10  1  0  0  0  0
  8 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0246331

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(=O)NC1=CC=C(C=C1)C(=O)NCC(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C11H12N2O4/c1-7(14)13-9-4-2-8(3-5-9)11(17)12-6-10(15)16/h2-5H,6H2,1H3,(H,12,17)(H,13,14)(H,15,16)

> <INCHI_KEY>
VLSCGEIQKZBMEA-UHFFFAOYSA-N

> <FORMULA>
C11H12N2O4

> <MOLECULAR_WEIGHT>
236.227

> <EXACT_MASS>
236.079706874

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
29

> <JCHEM_AVERAGE_POLARIZABILITY>
23.524065167588464

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-[(4-acetamidophenyl)formamido]acetic acid

> <ALOGPS_LOGP>
0.23

> <JCHEM_LOGP>
-0.2367441483333334

> <ALOGPS_LOGS>
-2.83

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
13.740492462776444

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.3888623285218924

> <JCHEM_PKA_STRONGEST_BASIC>
-1.269595803878421

> <JCHEM_POLAR_SURFACE_AREA>
95.50000000000001

> <JCHEM_REFRACTIVITY>
60.9807

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.46e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
[(4-acetamidophenyl)formamido]acetic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0246331
     RDKit          3D
4-Acetylaminohippuric acid
 29 29  0  0  0  0  0  0  0  0999 V2000
   -5.9283    0.4002   -0.0904 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5879    0.0275    0.4276 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5473   -0.6159    1.4870 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4357    0.3963   -0.2648 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0919    0.1417    0.0578 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7002   -0.5501    1.1670 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3531   -0.7870    1.4605 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6451   -0.3149    0.6138 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0280   -0.5823    0.9549 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3215   -1.2201    1.9863 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0677   -0.1200    0.1169 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.4778   -0.3769    0.4387 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3390    0.2192   -0.6075 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8228    0.8338   -1.5847 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7139    0.1025   -0.5141 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2561    0.3793   -0.4996 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0740    0.6025   -0.7718 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8877    0.4329   -1.2020 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7116   -0.3366    0.1748 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2641    1.3870    0.2818 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6219    0.9530   -1.1704 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4154   -0.9481    1.8719 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0540   -1.3327    2.3362 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8786    0.4129   -0.7491 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6673    0.1032    1.4161 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6506   -1.4808    0.4815 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2194    0.3402    0.3383 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9723    0.7725   -1.1967 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3872    1.1606   -1.6669 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
  8 16  1  0
 16 17  2  0
 17  5  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  4 21  1  0
  6 22  1  0
  7 23  1  0
 11 24  1  0
 12 25  1  0
 12 26  1  0
 15 27  1  0
 16 28  1  0
 17 29  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      -5.335  -0.000   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -4.001   0.770   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      -2.667  -0.000   0.000  0.00  0.00           O+0
HETATM    4  N   UNK     0      -4.001   2.310   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0      -2.667   3.080   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.667   4.620   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.334   5.390   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.000   4.620   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.000   3.080   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.334   2.310   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.334   5.390   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       1.334   6.930   0.000  0.00  0.00           O+0
HETATM   13  N   UNK     0       2.667   4.620   0.000  0.00  0.00           N+0
HETATM   14  C   UNK     0       4.001   5.390   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.335   4.620   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       6.668   5.390   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0       5.335   3.080   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6   10                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   11                                                  
CONECT    9    8   10                                                       
CONECT   10    9    5                                                       
CONECT   11    8   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15                                                            
MASTER        0    0    0    0    0    0    0    0   17    0   34    0
END

COMPND    HMDB0246331
HETATM    1  C1  UNL     1      -5.928   0.400  -0.090  1.00  0.00           C  
HETATM    2  C2  UNL     1      -4.588   0.028   0.428  1.00  0.00           C  
HETATM    3  O1  UNL     1      -4.547  -0.616   1.487  1.00  0.00           O  
HETATM    4  N1  UNL     1      -3.436   0.396  -0.265  1.00  0.00           N  
HETATM    5  C3  UNL     1      -2.092   0.142   0.058  1.00  0.00           C  
HETATM    6  C4  UNL     1      -1.700  -0.550   1.167  1.00  0.00           C  
HETATM    7  C5  UNL     1      -0.353  -0.787   1.461  1.00  0.00           C  
HETATM    8  C6  UNL     1       0.645  -0.315   0.614  1.00  0.00           C  
HETATM    9  C7  UNL     1       2.028  -0.582   0.955  1.00  0.00           C  
HETATM   10  O2  UNL     1       2.322  -1.220   1.986  1.00  0.00           O  
HETATM   11  N2  UNL     1       3.068  -0.120   0.117  1.00  0.00           N  
HETATM   12  C8  UNL     1       4.478  -0.377   0.439  1.00  0.00           C  
HETATM   13  C9  UNL     1       5.339   0.219  -0.607  1.00  0.00           C  
HETATM   14  O3  UNL     1       4.823   0.834  -1.585  1.00  0.00           O  
HETATM   15  O4  UNL     1       6.714   0.102  -0.514  1.00  0.00           O  
HETATM   16  C10 UNL     1       0.256   0.379  -0.500  1.00  0.00           C  
HETATM   17  C11 UNL     1      -1.074   0.602  -0.772  1.00  0.00           C  
HETATM   18  H1  UNL     1      -5.888   0.433  -1.202  1.00  0.00           H  
HETATM   19  H2  UNL     1      -6.712  -0.337   0.175  1.00  0.00           H  
HETATM   20  H3  UNL     1      -6.264   1.387   0.282  1.00  0.00           H  
HETATM   21  H4  UNL     1      -3.622   0.953  -1.170  1.00  0.00           H  
HETATM   22  H5  UNL     1      -2.415  -0.948   1.872  1.00  0.00           H  
HETATM   23  H6  UNL     1      -0.054  -1.333   2.336  1.00  0.00           H  
HETATM   24  H7  UNL     1       2.879   0.413  -0.749  1.00  0.00           H  
HETATM   25  H8  UNL     1       4.667   0.103   1.416  1.00  0.00           H  
HETATM   26  H9  UNL     1       4.651  -1.481   0.481  1.00  0.00           H  
HETATM   27  H10 UNL     1       7.219   0.340   0.338  1.00  0.00           H  
HETATM   28  H11 UNL     1       0.972   0.773  -1.197  1.00  0.00           H  
HETATM   29  H12 UNL     1      -1.387   1.161  -1.667  1.00  0.00           H  
CONECT    1    2   18   19   20
CONECT    2    3    3    4
CONECT    4    5   21
CONECT    5    6    6   17
CONECT    6    7   22
CONECT    7    8    8   23
CONECT    8    9   16
CONECT    9   10   10   11
CONECT   11   12   24
CONECT   12   13   25   26
CONECT   13   14   14   15
CONECT   15   27
CONECT   16   17   17   28
CONECT   17   29
END

HMDB0246331
     RDKit          3D
4-Acetylaminohippuric acid
 29 29  0  0  0  0  0  0  0  0999 V2000
   -5.9283    0.4002   -0.0904 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5879    0.0275    0.4276 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5473   -0.6159    1.4870 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4357    0.3963   -0.2648 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0919    0.1417    0.0578 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7002   -0.5501    1.1670 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3531   -0.7870    1.4605 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6451   -0.3149    0.6138 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0280   -0.5823    0.9549 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3215   -1.2201    1.9863 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0677   -0.1200    0.1169 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.4778   -0.3769    0.4387 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3390    0.2192   -0.6075 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8228    0.8338   -1.5847 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7139    0.1025   -0.5141 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2561    0.3793   -0.4996 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0740    0.6025   -0.7718 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8877    0.4329   -1.2020 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7116   -0.3366    0.1748 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2641    1.3870    0.2818 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6219    0.9530   -1.1704 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4154   -0.9481    1.8719 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0540   -1.3327    2.3362 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8786    0.4129   -0.7491 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6673    0.1032    1.4161 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6506   -1.4808    0.4815 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2194    0.3402    0.3383 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9723    0.7725   -1.1967 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3872    1.1606   -1.6669 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
  8 16  1  0
 16 17  2  0
 17  5  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  4 21  1  0
  6 22  1  0
  7 23  1  0
 11 24  1  0
 12 25  1  0
 12 26  1  0
 15 27  1  0
 16 28  1  0
 17 29  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
4-Acetylaminohippate	Generator
4-Acetylaminohippic acid	Generator
N-Acetyl-p-aminohippuric acid	HMDB
PAAHA	HMDB
Acetyl-pah	HMDB
p-Acetylaminohippuric acid	HMDB
Para-acetamidohippuric acid	HMDB

Chemical Formula

C₁₁H₁₂N₂O₄

Average Molecular Weight

236.227

Monoisotopic Molecular Weight

236.079706874

IUPAC Name

2-[(4-acetamidophenyl)formamido]acetic acid

Traditional Name

[(4-acetamidophenyl)formamido]acetic acid

CAS Registry Number

Not Available

SMILES

CC(=O)NC1=CC=C(C=C1)C(=O)NCC(O)=O

InChI Identifier

InChI=1S/C11H12N2O4/c1-7(14)13-9-4-2-8(3-5-9)11(17)12-6-10(15)16/h2-5H,6H2,1H3,(H,12,17)(H,13,14)(H,15,16)

InChI Key

VLSCGEIQKZBMEA-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as acylaminobenzoic acid and derivatives. These are derivatives of amino benzoic acid derivatives where the amine group is N-acylated.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Benzoic acids and derivatives

Direct Parent

Acylaminobenzoic acid and derivatives

Alternative Parents

Substituents

Hippuric acid or derivatives
Hippuric acid
Acylaminobenzoic acid or derivatives
N-acyl-alpha-amino acid
N-acyl-alpha amino acid or derivatives
Alpha-amino acid or derivatives
Acetanilide
Benzamide
N-acetylarylamine
Anilide
N-arylamide
Benzoyl
Acetamide
Secondary carboxylic acid amide
Carboxamide group
Carboxylic acid derivative
Carboxylic acid
Monocarboxylic acid or derivatives
Organooxygen compound
Organic oxide
Carbonyl group
Hydrocarbon derivative
Organic nitrogen compound
Organopnictogen compound
Organic oxygen 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)

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	0.23	ALOGPS
logP	-0.24	ChemAxon
logS	-2.8	ALOGPS
pKa (Strongest Acidic)	3.39	ChemAxon
pKa (Strongest Basic)	-1.3	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	95.5 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	60.98 m³·mol⁻¹	ChemAxon
Polarizability	23.52 Å³	ChemAxon
Number of Rings	1	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]+	149.354	30932474
DeepCCS	[M-H]-	146.965	30932474
DeepCCS	[M-2H]-	180.404	30932474
DeepCCS	[M+Na]+	155.417	30932474
AllCCS	[M+H]+	151.9	32859911
AllCCS	[M+H-H2O]+	148.3	32859911
AllCCS	[M+NH4]+	155.3	32859911
AllCCS	[M+Na]+	156.3	32859911
AllCCS	[M-H]-	153.8	32859911
AllCCS	[M+Na-2H]-	154.1	32859911
AllCCS	[M+HCOO]-	154.6	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
4-Acetylaminohippuric acid	CC(=O)NC1=CC=C(C=C1)C(=O)NCC(O)=O	3503.5	Standard polar	33892256
4-Acetylaminohippuric acid	CC(=O)NC1=CC=C(C=C1)C(=O)NCC(O)=O	2414.3	Standard non polar	33892256
4-Acetylaminohippuric acid	CC(=O)NC1=CC=C(C=C1)C(=O)NCC(O)=O	2651.5	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
4-Acetylaminohippuric acid,2TMS,isomer #1	CC(=O)N(C1=CC=C(C(=O)NCC(=O)O[Si](C)(C)C)C=C1)[Si](C)(C)C	2455.2	Semi standard non polar	33892256
4-Acetylaminohippuric acid,2TMS,isomer #1	CC(=O)N(C1=CC=C(C(=O)NCC(=O)O[Si](C)(C)C)C=C1)[Si](C)(C)C	2348.3	Standard non polar	33892256
4-Acetylaminohippuric acid,2TMS,isomer #1	CC(=O)N(C1=CC=C(C(=O)NCC(=O)O[Si](C)(C)C)C=C1)[Si](C)(C)C	2816.3	Standard polar	33892256
4-Acetylaminohippuric acid,2TMS,isomer #2	CC(=O)NC1=CC=C(C(=O)N(CC(=O)O[Si](C)(C)C)[Si](C)(C)C)C=C1	2583.7	Semi standard non polar	33892256
4-Acetylaminohippuric acid,2TMS,isomer #2	CC(=O)NC1=CC=C(C(=O)N(CC(=O)O[Si](C)(C)C)[Si](C)(C)C)C=C1	2430.3	Standard non polar	33892256
4-Acetylaminohippuric acid,2TMS,isomer #2	CC(=O)NC1=CC=C(C(=O)N(CC(=O)O[Si](C)(C)C)[Si](C)(C)C)C=C1	2998.7	Standard polar	33892256
4-Acetylaminohippuric acid,2TMS,isomer #3	CC(=O)N(C1=CC=C(C(=O)N(CC(=O)O)[Si](C)(C)C)C=C1)[Si](C)(C)C	2343.5	Semi standard non polar	33892256
4-Acetylaminohippuric acid,2TMS,isomer #3	CC(=O)N(C1=CC=C(C(=O)N(CC(=O)O)[Si](C)(C)C)C=C1)[Si](C)(C)C	2393.2	Standard non polar	33892256
4-Acetylaminohippuric acid,2TMS,isomer #3	CC(=O)N(C1=CC=C(C(=O)N(CC(=O)O)[Si](C)(C)C)C=C1)[Si](C)(C)C	2835.3	Standard polar	33892256
4-Acetylaminohippuric acid,3TMS,isomer #1	CC(=O)N(C1=CC=C(C(=O)N(CC(=O)O[Si](C)(C)C)[Si](C)(C)C)C=C1)[Si](C)(C)C	2334.9	Semi standard non polar	33892256
4-Acetylaminohippuric acid,3TMS,isomer #1	CC(=O)N(C1=CC=C(C(=O)N(CC(=O)O[Si](C)(C)C)[Si](C)(C)C)C=C1)[Si](C)(C)C	2335.1	Standard non polar	33892256
4-Acetylaminohippuric acid,3TMS,isomer #1	CC(=O)N(C1=CC=C(C(=O)N(CC(=O)O[Si](C)(C)C)[Si](C)(C)C)C=C1)[Si](C)(C)C	2553.1	Standard polar	33892256
4-Acetylaminohippuric acid,2TBDMS,isomer #1	CC(=O)N(C1=CC=C(C(=O)NCC(=O)O[Si](C)(C)C(C)(C)C)C=C1)[Si](C)(C)C(C)(C)C	2977.4	Semi standard non polar	33892256
4-Acetylaminohippuric acid,2TBDMS,isomer #1	CC(=O)N(C1=CC=C(C(=O)NCC(=O)O[Si](C)(C)C(C)(C)C)C=C1)[Si](C)(C)C(C)(C)C	2759.5	Standard non polar	33892256
4-Acetylaminohippuric acid,2TBDMS,isomer #1	CC(=O)N(C1=CC=C(C(=O)NCC(=O)O[Si](C)(C)C(C)(C)C)C=C1)[Si](C)(C)C(C)(C)C	2941.1	Standard polar	33892256
4-Acetylaminohippuric acid,2TBDMS,isomer #2	CC(=O)NC1=CC=C(C(=O)N(CC(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=C1	3158.6	Semi standard non polar	33892256
4-Acetylaminohippuric acid,2TBDMS,isomer #2	CC(=O)NC1=CC=C(C(=O)N(CC(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=C1	2802.1	Standard non polar	33892256
4-Acetylaminohippuric acid,2TBDMS,isomer #2	CC(=O)NC1=CC=C(C(=O)N(CC(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=C1	3081.4	Standard polar	33892256
4-Acetylaminohippuric acid,2TBDMS,isomer #3	CC(=O)N(C1=CC=C(C(=O)N(CC(=O)O)[Si](C)(C)C(C)(C)C)C=C1)[Si](C)(C)C(C)(C)C	2890.7	Semi standard non polar	33892256
4-Acetylaminohippuric acid,2TBDMS,isomer #3	CC(=O)N(C1=CC=C(C(=O)N(CC(=O)O)[Si](C)(C)C(C)(C)C)C=C1)[Si](C)(C)C(C)(C)C	2759.5	Standard non polar	33892256
4-Acetylaminohippuric acid,2TBDMS,isomer #3	CC(=O)N(C1=CC=C(C(=O)N(CC(=O)O)[Si](C)(C)C(C)(C)C)C=C1)[Si](C)(C)C(C)(C)C	2974.5	Standard polar	33892256
4-Acetylaminohippuric acid,3TBDMS,isomer #1	CC(=O)N(C1=CC=C(C(=O)N(CC(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=C1)[Si](C)(C)C(C)(C)C	3062.0	Semi standard non polar	33892256
4-Acetylaminohippuric acid,3TBDMS,isomer #1	CC(=O)N(C1=CC=C(C(=O)N(CC(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=C1)[Si](C)(C)C(C)(C)C	2893.4	Standard non polar	33892256
4-Acetylaminohippuric acid,3TBDMS,isomer #1	CC(=O)N(C1=CC=C(C(=O)N(CC(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=C1)[Si](C)(C)C(C)(C)C	2882.7	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 4-Acetylaminohippuric acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-00dl-3910000000-aa5681b6221a749c486e	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-Acetylaminohippuric acid GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-Acetylaminohippuric acid GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-Acetylaminohippuric acid GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-Acetylaminohippuric acid GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-Acetylaminohippuric acid GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-Acetylaminohippuric acid GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-Acetylaminohippuric acid GC-MS (TBDMS_1_3) - 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 - 4-Acetylaminohippuric acid 10V, Positive-QTOF	splash10-03di-0950000000-cb0187c4566377b88088	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Acetylaminohippuric acid 20V, Positive-QTOF	splash10-0006-0910000000-650a192919ff39e71fa5	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Acetylaminohippuric acid 40V, Positive-QTOF	splash10-01c3-6900000000-4041c6437c9e723e6120	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Acetylaminohippuric acid 10V, Negative-QTOF	splash10-00ko-1890000000-9140db59c5ec174d78ce	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Acetylaminohippuric acid 20V, Negative-QTOF	splash10-0536-4900000000-79051166512ea548813a	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Acetylaminohippuric acid 40V, Negative-QTOF	splash10-00kg-6900000000-bba0ffe777517fc75986	2021-10-12	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-10-13	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

141128

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

160605

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 4-Acetylaminohippuric acid (HMDB0246331)

MOL for HMDB0246331 (4-Acetylaminohippuric acid)

3D MOL for HMDB0246331 (4-Acetylaminohippuric acid)

3D SDF for HMDB0246331 (4-Acetylaminohippuric acid)

3D-SDF for HMDB0246331 (4-Acetylaminohippuric acid)

PDB for HMDB0246331 (4-Acetylaminohippuric acid)

3D PDB for HMDB0246331 (4-Acetylaminohippuric acid)

SMILES for HMDB0246331 (4-Acetylaminohippuric acid)

INCHI for HMDB0246331 (4-Acetylaminohippuric acid)

Structure for HMDB0246331 (4-Acetylaminohippuric acid)

3D Structure for HMDB0246331 (4-Acetylaminohippuric acid)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra