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Showing metabocard for Hippuric acid (HMDB0000714)

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enzymes (4) Show 4 proteins
Record Information
Version5.0
StatusDetected and Quantified
Creation Date2005-11-16 15:48:42 UTC
Update Date2023-05-30 20:55:58 UTC
HMDB IDHMDB0000714
Secondary Accession Numbers
  • HMDB0062583
  • HMDB00714
  • HMDB62583
Metabolite Identification
Common NameHippuric acid
DescriptionHippuric acid is an acyl glycine formed from the conjugation of benzoic acid with glycine. Acyl glycines are produced through the action of glycine N-acyltransferase (EC 2.3.1.13) which is an enzyme that catalyzes the chemical reaction: acyl-CoA + glycine < -- > CoA + N-acylglycine. Hippuric acid is a normal component of urine and is typically increased with increased consumption of phenolic compounds (tea, wine, fruit juices). These phenols are converted into benzoic acid which is then converted into hippuric acid and excreted in the urine. Hippuric acid is the most frequently used biomarker in the biological monitoring of occupational exposure to toluene. This product of solvent biotransformation may be also found in the urine of individuals who have not been exposed to the solvent. A smaller fraction of the absorbed toluene is oxidized into aromatic compounds including ortho-cresol, which is not found in the urine of nonexposed individuals in a significant amount. The concentration of hippuric acid in the urine of individuals exposed to a low toluene concentration does not differ from that of individuals not exposed to the solvent. This has led to the conclusion that hippuric acid should not be utilized in the biological monitoring of occupational exposure to low levels of toluene in the air. Protein-bound organic acids such as hippuric acid are markedly accumulated in uremic plasma and produce defective protein binding of drugs (PMID: 9120876 , 8734460 ). Hippuric acid has been identified as a uremic toxin according to the European Uremic Toxin Working Group (PMID: 22626821 ). Hippuric acid is also found to be associated with phenylketonuria, propionic acidemia, and tyrosinemia I, which are inborn errors of metabolism. Hippuric acid is an endogenous phenolic acid metabolite detected after the consumption of whole grain.
Structure
Data?1676999705
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0000714 (Hippuric acid)


  Mrv1652306131922522D          

 13 13  0  0  0  0            999 V2000
   -1.6292   -0.5026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3436   -0.0901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0582   -0.5027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0582   -1.3276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3438   -1.7401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6292   -1.3276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9148   -0.0900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2003   -0.5025    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5141   -0.0900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2286   -0.5025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9148    0.7349    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2286   -1.3275    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9430   -0.0900    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
  6  1  1  0  0  0  0
  1  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 12  2  0  0  0  0
 10 13  1  0  0  0  0
  7 11  2  0  0  0  0
M  END
Download

3D MOL for HMDB0000714 (Hippuric acid)

HMDB0000714
     RDKit          3D
Hippuric acid
 22 22  0  0  0  0  0  0  0  0999 V2000
    2.7052    0.6873   -1.8987 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3684    0.3479   -0.8862 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7287    0.6257   -0.9146 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8186   -0.3056    0.2953 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3998   -0.5476    0.2218 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4280    0.4450    0.0714 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7880    1.6439   -0.0082 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9900    0.1450    0.0029 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9389    1.1659   -0.1489 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2776    0.9459   -0.2190 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7617   -0.3337   -0.1403 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8919   -1.3732    0.0078 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5230   -1.1236    0.0773 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2322    0.9808   -0.1062 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3389   -1.2452    0.5508 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0095    0.3795    1.1712 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0836   -1.5392    0.2856 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5621    2.1752   -0.2112 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9837    1.7690   -0.3374 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8315   -0.4795   -0.1990 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2685   -2.3927    0.0710 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8721   -1.9709    0.1942 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  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13  8  1  0
  3 14  1  0
  4 15  1  0
  4 16  1  0
  5 17  1  0
  9 18  1  0
 10 19  1  0
 11 20  1  0
 12 21  1  0
 13 22  1  0
M  END
Download

3D SDF for HMDB0000714 (Hippuric acid)


  Mrv1652306131922522D          

 13 13  0  0  0  0            999 V2000
   -1.6292   -0.5026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3436   -0.0901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0582   -0.5027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0582   -1.3276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3438   -1.7401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6292   -1.3276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9148   -0.0900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2003   -0.5025    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5141   -0.0900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2286   -0.5025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9148    0.7349    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2286   -1.3275    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9430   -0.0900    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
  6  1  1  0  0  0  0
  1  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 12  2  0  0  0  0
 10 13  1  0  0  0  0
  7 11  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0000714

> <DATABASE_NAME>
hmdb

> <SMILES>
OC(=O)CNC(=O)C1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C9H9NO3/c11-8(12)6-10-9(13)7-4-2-1-3-5-7/h1-5H,6H2,(H,10,13)(H,11,12)

> <INCHI_KEY>
QIAFMBKCNZACKA-UHFFFAOYSA-N

> <FORMULA>
C9H9NO3

> <MOLECULAR_WEIGHT>
179.1727

> <EXACT_MASS>
179.058243159

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
22

> <JCHEM_AVERAGE_POLARIZABILITY>
17.573850113167715

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-(phenylformamido)acetic acid

> <ALOGPS_LOGP>
0.23

> <JCHEM_LOGP>
0.5255454843333334

> <ALOGPS_LOGS>
-2.18

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
15.086777361882415

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.5912387558835803

> <JCHEM_PKA_STRONGEST_BASIC>
-1.3083417398569668

> <JCHEM_POLAR_SURFACE_AREA>
66.4

> <JCHEM_REFRACTIVITY>
46.117700000000006

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.18e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
hippuric acid

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for HMDB0000714 (Hippuric acid)

HMDB0000714
     RDKit          3D
Hippuric acid
 22 22  0  0  0  0  0  0  0  0999 V2000
    2.7052    0.6873   -1.8987 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3684    0.3479   -0.8862 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7287    0.6257   -0.9146 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8186   -0.3056    0.2953 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3998   -0.5476    0.2218 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4280    0.4450    0.0714 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7880    1.6439   -0.0082 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9900    0.1450    0.0029 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9389    1.1659   -0.1489 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2776    0.9459   -0.2190 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7617   -0.3337   -0.1403 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8919   -1.3732    0.0078 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5230   -1.1236    0.0773 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2322    0.9808   -0.1062 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3389   -1.2452    0.5508 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0095    0.3795    1.1712 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0836   -1.5392    0.2856 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5621    2.1752   -0.2112 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9837    1.7690   -0.3374 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8315   -0.4795   -0.1990 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2685   -2.3927    0.0710 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8721   -1.9709    0.1942 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  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13  8  1  0
  3 14  1  0
  4 15  1  0
  4 16  1  0
  5 17  1  0
  9 18  1  0
 10 19  1  0
 11 20  1  0
 12 21  1  0
 13 22  1  0
M  END
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PDB for HMDB0000714 (Hippuric acid)

HEADER    PROTEIN                                 13-JUN-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   13-JUN-19         0                                  
HETATM    1  C   UNK     0      -3.041  -0.938   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -4.375  -0.168   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -5.709  -0.938   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -5.709  -2.478   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -4.375  -3.248   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -3.041  -2.478   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.708  -0.168   0.000  0.00  0.00           C+0
HETATM    8  N   UNK     0      -0.374  -0.938   0.000  0.00  0.00           N+0
HETATM    9  C   UNK     0       0.960  -0.168   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.293  -0.938   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      -1.708   1.372   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0       2.293  -2.478   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0       3.627  -0.168   0.000  0.00  0.00           O+0
CONECT    1    2    6    7                                                  
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    1                                                       
CONECT    7    1    8   11                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   12   13                                                  
CONECT   11    7                                                            
CONECT   12   10                                                            
CONECT   13   10                                                            
MASTER        0    0    0    0    0    0    0    0   13    0   26    0
END
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3D PDB for HMDB0000714 (Hippuric acid)

COMPND    HMDB0000714
HETATM    1  O1  UNL     1       2.705   0.687  -1.899  1.00  0.00           O  
HETATM    2  C1  UNL     1       3.368   0.348  -0.886  1.00  0.00           C  
HETATM    3  O2  UNL     1       4.729   0.626  -0.915  1.00  0.00           O  
HETATM    4  C2  UNL     1       2.819  -0.306   0.295  1.00  0.00           C  
HETATM    5  N1  UNL     1       1.400  -0.548   0.222  1.00  0.00           N  
HETATM    6  C3  UNL     1       0.428   0.445   0.071  1.00  0.00           C  
HETATM    7  O3  UNL     1       0.788   1.644  -0.008  1.00  0.00           O  
HETATM    8  C4  UNL     1      -0.990   0.145   0.003  1.00  0.00           C  
HETATM    9  C5  UNL     1      -1.939   1.166  -0.149  1.00  0.00           C  
HETATM   10  C6  UNL     1      -3.278   0.946  -0.219  1.00  0.00           C  
HETATM   11  C7  UNL     1      -3.762  -0.334  -0.140  1.00  0.00           C  
HETATM   12  C8  UNL     1      -2.892  -1.373   0.008  1.00  0.00           C  
HETATM   13  C9  UNL     1      -1.523  -1.124   0.077  1.00  0.00           C  
HETATM   14  H1  UNL     1       5.232   0.981  -0.106  1.00  0.00           H  
HETATM   15  H2  UNL     1       3.339  -1.245   0.551  1.00  0.00           H  
HETATM   16  H3  UNL     1       3.009   0.379   1.171  1.00  0.00           H  
HETATM   17  H4  UNL     1       1.084  -1.539   0.286  1.00  0.00           H  
HETATM   18  H5  UNL     1      -1.562   2.175  -0.211  1.00  0.00           H  
HETATM   19  H6  UNL     1      -3.984   1.769  -0.337  1.00  0.00           H  
HETATM   20  H7  UNL     1      -4.831  -0.480  -0.199  1.00  0.00           H  
HETATM   21  H8  UNL     1      -3.268  -2.393   0.071  1.00  0.00           H  
HETATM   22  H9  UNL     1      -0.872  -1.971   0.194  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    4
CONECT    3   14
CONECT    4    5   15   16
CONECT    5    6   17
CONECT    6    7    7    8
CONECT    8    9    9   13
CONECT    9   10   18
CONECT   10   11   11   19
CONECT   11   12   20
CONECT   12   13   13   21
CONECT   13   22
END
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SMILES for HMDB0000714 (Hippuric acid)

OC(=O)CNC(=O)C1=CC=CC=C1
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INCHI for HMDB0000714 (Hippuric acid)

InChI=1S/C9H9NO3/c11-8(12)6-10-9(13)7-4-2-1-3-5-7/h1-5H,6H2,(H,10,13)(H,11,12)
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View in JSmolView Stereo Labels
Synonyms
ValueSource
Benzamidoacetic acidChEBI
BenzamidoessigsaeureChEBI
Benzoylaminoacetic acidChEBI
BenzoylaminoessigsaeureChEBI
HippurateChEBI
HippursaeureChEBI
Phenylcarbonylaminoacetic acidChEBI
N-BenzoylglycineKegg
BenzamidoacetateGenerator
BenzoylaminoacetateGenerator
PhenylcarbonylaminoacetateGenerator
HippateGenerator
Hippic acidGenerator
(Benzoylamino)-acetateHMDB
(Benzoylamino)-acetic acidHMDB
2-BenzamidoacetateHMDB
2-Benzamidoacetic acidHMDB
BenzoylglycineHMDB
N-BenzoylglycinateHMDB
Hippuric acidHMDB
Chemical FormulaC9H9NO3
Average Molecular Weight179.1727
Monoisotopic Molecular Weight179.058243159
IUPAC Name2-(phenylformamido)acetic acid
Traditional Namehippuric acid
CAS Registry Number495-69-2
SMILES
OC(=O)CNC(=O)C1=CC=CC=C1
InChI Identifier
InChI=1S/C9H9NO3/c11-8(12)6-10-9(13)7-4-2-1-3-5-7/h1-5H,6H2,(H,10,13)(H,11,12)
InChI KeyQIAFMBKCNZACKA-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as hippuric acids. Hippuric acids are compounds containing hippuric acid, which consists of a of a benzoyl group linked to the N-terminal of a glycine.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassBenzoic acids and derivatives
Direct ParentHippuric acids
Alternative Parents
Substituents
  • Hippuric acid
  • N-acyl-alpha-amino acid
  • N-acyl-alpha amino acid or derivatives
  • Alpha-amino acid or derivatives
  • Benzoyl
  • Carboxamide group
  • Secondary carboxylic acid amide
  • Monocarboxylic acid or derivatives
  • Carboxylic acid
  • Carboxylic acid derivative
  • Organonitrogen compound
  • Hydrocarbon derivative
  • Organic oxide
  • Organopnictogen compound
  • Organic nitrogen compound
  • Carbonyl group
  • Organic oxygen compound
  • Organooxygen compound
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Ontology
Physiological effect
Health effect
Disposition
Biological locationRoute of exposureSource
ProcessNot Available
Role
Biological roleIndirect biological roleIndustrial application
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point187 - 191 °CNot Available
Boiling PointNot AvailableNot Available
Water Solubility3.75 mg/mLNot Available
LogP0.31HANSCH,C ET AL. (1995)
Experimental Chromatographic Properties

Experimental Collision Cross Sections

Adduct TypeData SourceCCS Value (Å2)Reference
[M-H]-Baker148.22630932474
[M-H]-MetCCS_train_neg139.71630932474
[M+H]+Baker146.81830932474
[M-H]-Not Available143.3http://allccs.zhulab.cn/database/detail?ID=AllCCS00000293
[M+H]+Not Available146.818http://allccs.zhulab.cn/database/detail?ID=AllCCS00000293
Predicted Molecular Properties
PropertyValueSource
Water Solubility1.18 g/LALOGPS
logP0.23ALOGPS
logP0.53ChemAxon
logS-2.2ALOGPS
pKa (Strongest Acidic)3.59ChemAxon
pKa (Strongest Basic)-1.3ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area66.4 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity46.12 m³·mol⁻¹ChemAxon
Polarizability17.57 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+139.69131661259
DarkChem[M+H]+139.69131661259
DarkChem[M-H]-136.13731661259
DarkChem[M-H]-136.13731661259
AllCCS[M+H]+138.32732859911
AllCCS[M-H]-137.39532859911
DeepCCS[M+H]+135.77930932474
DeepCCS[M-H]-133.31430932474
DeepCCS[M-2H]-169.0130932474
DeepCCS[M+Na]+143.72830932474
AllCCS[M+H]+138.332859911
AllCCS[M+H-H2O]+134.132859911
AllCCS[M+NH4]+142.232859911
AllCCS[M+Na]+143.432859911
AllCCS[M-H]-137.432859911
AllCCS[M+Na-2H]-138.232859911
AllCCS[M+HCOO]-139.132859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
Hippuric acidOC(=O)CNC(=O)C1=CC=CC=C12730.7Standard polar33892256
Hippuric acidOC(=O)CNC(=O)C1=CC=CC=C11636.8Standard non polar33892256
Hippuric acidOC(=O)CNC(=O)C1=CC=CC=C11823.9Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Hippuric acid,1TMS,isomer #1C[Si](C)(C)OC(=O)CNC(=O)C1=CC=CC=C11873.5Semi standard non polar33892256
Hippuric acid,1TMS,isomer #2C[Si](C)(C)N(CC(=O)O)C(=O)C1=CC=CC=C11807.8Semi standard non polar33892256
Hippuric acid,2TMS,isomer #1C[Si](C)(C)OC(=O)CN(C(=O)C1=CC=CC=C1)[Si](C)(C)C1800.4Semi standard non polar33892256
Hippuric acid,2TMS,isomer #1C[Si](C)(C)OC(=O)CN(C(=O)C1=CC=CC=C1)[Si](C)(C)C1830.7Standard non polar33892256
Hippuric acid,2TMS,isomer #1C[Si](C)(C)OC(=O)CN(C(=O)C1=CC=CC=C1)[Si](C)(C)C2100.7Standard polar33892256
Hippuric acid,1TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)CNC(=O)C1=CC=CC=C12115.2Semi standard non polar33892256
Hippuric acid,1TBDMS,isomer #2CC(C)(C)[Si](C)(C)N(CC(=O)O)C(=O)C1=CC=CC=C12031.7Semi standard non polar33892256
Hippuric acid,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)CN(C(=O)C1=CC=CC=C1)[Si](C)(C)C(C)(C)C2276.5Semi standard non polar33892256
Hippuric acid,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)CN(C(=O)C1=CC=CC=C1)[Si](C)(C)C(C)(C)C2222.0Standard non polar33892256
Hippuric acid,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)CN(C(=O)C1=CC=CC=C1)[Si](C)(C)C(C)(C)C2365.7Standard polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental GC-MSGC-MS Spectrum - Hippuric acid GC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies) (Non-derivatized)splash10-0a4i-2910000000-fac0a1c19c9209e1daf52014-06-16HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Hippuric acid GC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies) (Non-derivatized)splash10-0a4i-0930000000-6f50aaca6d403e2696822014-06-16HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Hippuric acid GC-MS (1 TMS)splash10-0a4i-5930000000-166d57ae498305a4eee92014-06-16HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Hippuric acid GC-MS (2 TMS)splash10-0a4i-4920000000-358e012cae88531053712014-06-16HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Hippuric acid EI-B (Non-derivatized)splash10-0a6r-8900000000-01e7057139a995115ddb2017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Hippuric acid EI-B (Non-derivatized)splash10-0il0-9700000000-5eb7d5acc34cdb44f3e02017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Hippuric acid EI-B (Non-derivatized)splash10-0a6r-6900000000-9bebc859a11a987fc2d42017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Hippuric acid GC-EI-TOF (Non-derivatized)splash10-0a4i-2910000000-fac0a1c19c9209e1daf52017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Hippuric acid GC-EI-TOF (Non-derivatized)splash10-0a4i-0930000000-6f50aaca6d403e2696822017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Hippuric acid GC-MS (Non-derivatized)splash10-0a4i-5930000000-166d57ae498305a4eee92017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Hippuric acid GC-MS (Non-derivatized)splash10-0a4i-4920000000-358e012cae88531053712017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Hippuric acid GC-EI-TOF (Non-derivatized)splash10-0a4i-2910000000-19b240c27664cf0965012017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Hippuric acid GC-EI-TOF (Non-derivatized)splash10-0a4i-0930000000-b1d771fba596fcbf4d442017-09-12HMDB team, MONA, MassBankView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Hippuric acid GC-MS (Non-derivatized) - 70eV, Positivesplash10-0a4i-2900000000-3f2da6ec78f21732afea2017-07-27Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Hippuric acid GC-MS (1 TMS) - 70eV, Positivesplash10-0ab9-9810000000-58ac2f50544c1db5247f2017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Hippuric acid GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Hippuric acid GC-MS (TMS_1_2) - 70eV, PositiveNot Available2021-11-05Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Hippuric acid GC-MS (TBDMS_1_1) - 70eV, PositiveNot Available2021-11-05Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Hippuric acid GC-MS (TBDMS_1_2) - 70eV, PositiveNot Available2021-11-05Wishart LabView Spectrum
MSMass Spectrum (Electron Ionization)splash10-0a4i-5900000000-99084c1783177c8070112014-09-20Not AvailableView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental LC-MS/MSLC-MS/MS Spectrum - Hippuric acid Quattro_QQQ 10V, Negative-QTOF (Annotated)splash10-0059-1900000000-412e9313d23685caab382012-07-24HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Hippuric acid Quattro_QQQ 25V, Negative-QTOF (Annotated)splash10-004i-9100000000-cc560a494407b3c33abb2012-07-24HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Hippuric acid Quattro_QQQ 40V, Negative-QTOF (Annotated)splash10-004i-9200000000-103f81d635660cdb0aa02012-07-24HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Hippuric acid EI-B (VARIAN MAT-44) , Positive-QTOFsplash10-0a6r-8900000000-734176188abc8a1dd7662012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Hippuric acid EI-B (HITACHI RMU-6E) , Positive-QTOFsplash10-0a6r-6900000000-9bebc859a11a987fc2d42012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Hippuric acid LC-ESI-QQ (API3000, Applied Biosystems) 10V, Negative-QTOFsplash10-004i-0900000000-7f332f3c98391a2765472012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Hippuric acid LC-ESI-QQ (API3000, Applied Biosystems) 20V, Negative-QTOFsplash10-003r-2900000000-a8b444dcb0522a2aab6d2012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Hippuric acid LC-ESI-QQ (API3000, Applied Biosystems) 30V, Negative-QTOFsplash10-004i-9200000000-fc8a26847a77460ed21a2012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Hippuric acid LC-ESI-QQ (API3000, Applied Biosystems) 40V, Negative-QTOFsplash10-0a6r-9000000000-9c160b377301023f1df22012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Hippuric acid LC-ESI-QQ (API3000, Applied Biosystems) 50V, Negative-QTOFsplash10-0a4i-9000000000-7ac8420c577cebb0e8a92012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Hippuric acid LC-ESI-QQ , negative-QTOFsplash10-004i-0900000000-7f332f3c98391a2765472017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Hippuric acid LC-ESI-QQ , negative-QTOFsplash10-003r-2900000000-a8b444dcb0522a2aab6d2017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Hippuric acid LC-ESI-QQ , negative-QTOFsplash10-004i-9200000000-d20e52137daf3db2f6382017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Hippuric acid LC-ESI-QQ , negative-QTOFsplash10-0a6r-9000000000-1beabd6a9820b379f52f2017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Hippuric acid LC-ESI-QQ , negative-QTOFsplash10-0a4i-9000000000-7ac8420c577cebb0e8a92017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Hippuric acid LC-ESI-IT , negative-QTOFsplash10-001i-0900000000-fae7f8c300bf6943f8d52017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Hippuric acid LC-ESI-QTOF , negative-QTOFsplash10-003r-0900000000-5d25dcc019489d8670732017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Hippuric acid , negative-QTOFsplash10-003r-0900000000-ef98916bdf0fc86270832017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Hippuric acid , positive-QTOFsplash10-0a4i-0900000000-cbfff04acbf0c95d7e302017-09-14HMDB team, MONAView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Hippuric acid 10V, Positive-QTOFsplash10-001i-0900000000-65954d58bf9851d84f752015-04-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Hippuric acid 20V, Positive-QTOFsplash10-001i-0900000000-730b49f058aae1303aba2015-04-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Hippuric acid 40V, Positive-QTOFsplash10-056r-9500000000-2707fadcc633cb9d989c2015-04-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Hippuric acid 10V, Negative-QTOFsplash10-004i-0900000000-8040a946088ae227b41e2015-04-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Hippuric acid 20V, Negative-QTOFsplash10-004i-2900000000-48c46f688fb318e3a7ba2015-04-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Hippuric acid 40V, Negative-QTOFsplash10-004i-9300000000-4ded9b0d44ce0068065d2015-04-25Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Experimental 1D NMR1H NMR Spectrum (1D, 600 MHz, H2O, experimental)2012-12-04Wishart LabView Spectrum
Experimental 1D NMR13C NMR Spectrum (1D, 400 MHz, H2O, experimental)2021-10-10Wishart LabView Spectrum
Experimental 2D NMR[1H, 13C]-HSQC NMR Spectrum (2D, 600 MHz, H2O, experimental)2012-12-05Wishart LabView Spectrum

IR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M-H]-)2023-02-03FELIX labView Spectrum
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)2023-02-03FELIX labView Spectrum
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)2023-02-03FELIX labView Spectrum
Biological Properties
Cellular Locations
  • Cytoplasm
Biospecimen Locations
  • Blood
  • Breast Milk
  • Cerebrospinal Fluid (CSF)
  • Feces
  • Saliva
  • Urine
Tissue Locations
  • Kidney
  • Liver
  • Placenta
  • Prostate
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodDetected and Quantified3.0 (0.0-5.0) uMAdult (>18 years old)BothNormal details
BloodDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Normal		 details
BloodDetected and Quantified16.74 +/- 11.16 uMAdult (>18 years old)BothNormal details
BloodDetected and Quantified1.000-28.00 uMAdult (>18 years old)BothNormal details
BloodDetected and Quantified<27.933 uMAdult (>18 years old)BothNormal details
BloodDetected but not QuantifiedNot QuantifiedAdult (>18 years old)BothNormal details
Breast MilkDetected and Quantified7.8 +/- 4.2 uMAdult (>18 years old)Female
Normal		 details
Cerebrospinal Fluid (CSF)Detected and Quantified0.23 (0.11-0.12) uMChildren (1-13 years old)BothNormal details
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Normal		 details
FecesDetected but not QuantifiedNot QuantifiedChildren (6 - 18 years old)Not SpecifiedNormal details
FecesDetected and Quantified0.234 (0.0446-0.686) nmol/g wet fecesAdult (>18 years old)Both
Normal		 details
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Normal		 details
SalivaDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Male
Normal		 details
SalivaDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Male
Normal		 details
SalivaDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Male
Normal		 details
SalivaDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Male
Normal		 details
SalivaDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Male
Normal		 details
SalivaDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Male
Normal		 details
SalivaDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Male
Normal		 details
SalivaDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Male
Normal		 details
SalivaDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Male
Normal		 details
SalivaDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Male
Normal		 details
UrineDetected and Quantified217 (28-610) umol/mmol creatinineAdult (>18 years old)Both
Normal		 details
UrineDetected and Quantified49-150 umol/mmol creatinineNewborn (0-30 days old)Both
Normal		 details
UrineDetected and Quantified257(20-770) umol/mmol creatinineAdult (>18 years old)BothNormal details
UrineDetected but not QuantifiedNot QuantifiedAdult (24-38years old)Not SpecifiedNormal details
UrineDetected and Quantified871.36 +/- 1024.84 umol/mmol creatinineInfant (0-1 year old)Not SpecifiedNormal details
UrineDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Normal		 details
UrineDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Normal		 details
UrineDetected and Quantified57.901 +/- 74.698 umol/mmol creatinineChildren (1 - 13 years old)Not Specified
Normal
    • Analysis of 30 no...
 details
UrineDetected and Quantified27.92-932.66 umol/mmol creatinineAdult (>18 years old)BothNormal
    • David F. Putnam C...
 details
UrineDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Normal		 details
UrineDetected but not QuantifiedNot QuantifiedAdult (>18 years old)BothNormal details
UrineDetected and Quantified1.51-213 umol/mmol creatinineNewborn (0-30 days old)BothNormal details
UrineDetected and Quantified28.67(1.33-213.6) umol/mmol creatinineNewborn (0-30 days old)FemaleNormal details
UrineDetected and Quantified96-398 umol/mmol creatinineAdult (>18 years old)FemaleNormal details
UrineDetected and Quantified60.00(3.20-207.3) umol/mmol creatinineNewborn (0-30 days old)MaleNormal details
UrineDetected and Quantified837.0 umol/mmol creatinineAdult (>18 years old)BothNormal details
UrineDetected but not QuantifiedNot QuantifiedAdult (>18 years old)BothNormal details
UrineDetected and Quantified258.645 +/- 22.969 umol/mmol creatinineAdolescent (13-18 years old)Both
Normal		 details
UrineDetected and Quantified230.81 umol/mmol creatinineAdult (>18 years old)MaleNormal
    • Shaykhutdinov RA,...
 details
UrineDetected and Quantified100.0 +/- 10.6 umol/mmol creatinineAdult (>18 years old)BothNormal details
UrineDetected and Quantified290 (170-390) umol/mmol creatinineAdult (>18 years old)BothNormal details
UrineDetected and Quantified12.5-56.2 umol/mmol creatinineInfant (0-1 year old)Male
Normal		 details
UrineDetected and Quantified13.5-131.5 umol/mmol creatinineInfant (0-1 year old)Female
Normal		 details
UrineDetected and Quantified19-63 umol/mmol creatinineInfant (0-1 year old)Male
Normal		 details
UrineDetected and Quantified31.7-157.4 umol/mmol creatinineInfant (0-1 year old)Female
Normal		 details
UrineDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Male
Normal		 details
UrineDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Male
Normal		 details
UrineDetected and Quantified175.9 +/- 124.3 umol/mmol creatinineAdult (>18 years old)MaleNormal details
UrineDetected and Quantified207.3 +/- 118.8 umol/mmol creatinineAdult (>18 years old)FemaleNormal details
UrineDetected and Quantified<969.8 umol/mmol creatinineChildren (1 - 18 years old)Both
Normal
    • BC Children's Hos...
 details
UrineDetected and Quantified298.5 +/- 276.8 umol/mmol creatinineAdult (>18 years old)BothNormal details
UrineDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Male
Normal		 details
UrineDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Normal		 details
UrineDetected and Quantified64-145 umol/mmol creatinineAdult (>18 years old)MaleNormal details
UrineDetected and Quantified140 umol/mmol creatinineChildren (1 - 13 years old)BothNormal details
UrineDetected and Quantified188 umol/mmol creatinineChildren (1 - 13 years old)BothNormal details
UrineDetected and Quantified229 (19-622) umol/mmol creatinineAdult (>18 years old)Both
Normal		 details
UrineDetected and Quantified27.57 (16.64-44.00) umol/mmol creatinineNewborn (0-30 days old)Both
Normal
    • Analysis of 40 NI...
 details
UrineDetected and Quantified189.34 (60.44 – 521.82) umol/mmol creatinineAdult (>18 years old)BothNormal
    • Lorena Ivona ŞTEF...
 details
UrineDetected and Quantified42.8 umol/mmol creatinineAdult (>18 years old)BothNormal details
UrineDetected but not QuantifiedNot QuantifiedAdult (>18 years old)MaleNormal details
UrineDetected and Quantified205.479 +/- 143.911 umol/mmol creatinineChildren (1 - 13 years old)Not Specified
Normal
    • Analysis of 30 no...
 details
Abnormal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodDetected and Quantified486.68 +/- 344.36 uMAdult (>18 years old)Bothuremia details
BloodDetected but not QuantifiedNot QuantifiedAdult (>18 years old)BothColorectal cancer details
BloodDetected and Quantified1379.888 +/- 625.698 uMAdult (>18 years old)Both
Uremia		 details
FecesDetected but not QuantifiedNot QuantifiedChildren (6 - 18 years old)Not SpecifiedCrohns disease details
FecesDetected but not QuantifiedNot QuantifiedChildren (6 - 18 years old)Not SpecifiedUlcerative colitis details
FecesDetected but not QuantifiedNot QuantifiedChildren (6 - 18 years old)Not SpecifiedUnclassified IBD details
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Colorectal cancer		 details
UrineDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Bladder cancer		 details
UrineDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Male
Cardiosvacular risk		 details
UrineDetected and Quantified115.692 +/- 143.792 umol/mmol creatinineChildren (1 - 13 years old)Not Specified
Eosinophilic esophagitis
    • Analysis of 30 no...
 details
UrineDetected and Quantified230.898 +/- 341.217 umol/mmol creatinineChildren (1 - 13 years old)Not Specified
Gastroesophageal reflux disease
    • Analysis of 30 no...
 details
UrineDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Colorectal adenoma 		details
UrineDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Schizophrenia		 details
UrineDetected and Quantified88.2 umol/mmol creatinineAdult (>18 years old)BothParaquat poisoning details
UrineDetected and Quantified128.367 +/- 12.974 umol/mmol creatinineAdolescent (13-18 years old)Both
Obese		 details
UrineDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Colorectal cancer		 details
UrineDetected but not QuantifiedNot QuantifiedAdult (>18 years old)BothColorectal cancer details
UrineDetected but not QuantifiedNot QuantifiedAdult (>18 years old)BothBladder cancer details
UrineDetected and Quantified473.0 +/- 617.0 umol/mmol creatinineAdult (>18 years old)BothLung cancer details
UrineDetected and Quantified193.62 (5.52 – 731.67) umol/mmol creatinineAdult (>18 years old)BothType 1 diabetes Mellitus
    • Lorena Ivona ŞTEF...
 details
UrineDetected and Quantified32.5 +/- 3.1 umol/mmol creatinineAdult (>18 years old)Both3-Hydroxy-3- methylglutaryl-CoA lyase (HL) deficency details
UrineDetected and Quantified20.5 +/- 0.7 umol/mmol creatinineAdult (>18 years old)BothArgininosuccinic aciduria (ASL) details
UrineDetected and Quantified38.9 +/- 4.5 umol/mmol creatinineAdult (>18 years old)BothPropionic acidemia details
UrineDetected and Quantified99.8 +/- 11.8 umol/mmol creatinineAdult (>18 years old)BothPropionic acidemia details
UrineDetected and Quantified108.3 +/- 3.4 umol/mmol creatinineAdult (>18 years old)BothTyrosinemia I details
UrineDetected and Quantified96.2 +/- 6.5 umol/mmol creatinineAdult (>18 years old)BothTyrosinemia I details
UrineDetected and Quantified50.2 +/- 4.4 umol/mmol creatinineAdult (>18 years old)BothPhenylketonuria details
UrineDetected and Quantified234.1 +/- 15.3 umol/mmol creatinineAdult (>18 years old)BothMaple syrup urine disease details
UrineDetected and Quantified299.437 +/- 474.323 umol/mmol creatinineChildren (1 - 13 years old)Not Specified
Eosinophilic esophagitis
    • Analysis of 30 no...
 details
Associated Disorders and Diseases
Disease References
Uremia
  1. Duranton F, Cohen G, De Smet R, Rodriguez M, Jankowski J, Vanholder R, Argiles A: Normal and pathologic concentrations of uremic toxins. J Am Soc Nephrol. 2012 Jul;23(7):1258-70. doi: 10.1681/ASN.2011121175. Epub 2012 May 24. [PubMed:22626821 ]
  2. Vanholder R, De Smet R, Glorieux G, Argiles A, Baurmeister U, Brunet P, Clark W, Cohen G, De Deyn PP, Deppisch R, Descamps-Latscha B, Henle T, Jorres A, Lemke HD, Massy ZA, Passlick-Deetjen J, Rodriguez M, Stegmayr B, Stenvinkel P, Tetta C, Wanner C, Zidek W: Review on uremic toxins: classification, concentration, and interindividual variability. Kidney Int. 2003 May;63(5):1934-43. doi: 10.1046/j.1523-1755.2003.00924.x. [PubMed:12675874 ]
Crohn's disease
  1. Kolho KL, Pessia A, Jaakkola T, de Vos WM, Velagapudi V: Faecal and Serum Metabolomics in Paediatric Inflammatory Bowel Disease. J Crohns Colitis. 2017 Mar 1;11(3):321-334. doi: 10.1093/ecco-jcc/jjw158. [PubMed:27609529 ]
Ulcerative colitis
  1. Kolho KL, Pessia A, Jaakkola T, de Vos WM, Velagapudi V: Faecal and Serum Metabolomics in Paediatric Inflammatory Bowel Disease. J Crohns Colitis. 2017 Mar 1;11(3):321-334. doi: 10.1093/ecco-jcc/jjw158. [PubMed:27609529 ]
Paraquat poisoning
  1. Bairaktari E, Katopodis K, Siamopoulos KC, Tsolas O: Paraquat-induced renal injury studied by 1H nuclear magnetic resonance spectroscopy of urine. Clin Chem. 1998 Jun;44(6 Pt 1):1256-61. [PubMed:9625050 ]
Lung Cancer
  1. Wishart DS, Knox C, Guo AC, Eisner R, Young N, Gautam B, Hau DD, Psychogios N, Dong E, Bouatra S, Mandal R, Sinelnikov I, Xia J, Jia L, Cruz JA, Lim E, Sobsey CA, Shrivastava S, Huang P, Liu P, Fang L, Peng J, Fradette R, Cheng D, Tzur D, Clements M, Lewis A, De Souza A, Zuniga A, Dawe M, Xiong Y, Clive D, Greiner R, Nazyrova A, Shaykhutdinov R, Li L, Vogel HJ, Forsythe I: HMDB: a knowledgebase for the human metabolome. Nucleic Acids Res. 2009 Jan;37(Database issue):D603-10. doi: 10.1093/nar/gkn810. Epub 2008 Oct 25. [PubMed:18953024 ]
Diabetes mellitus type 1
  1. (). Lorena Ivona ŞTEFAN, Alina NICOLESCU, Simona POPA, Maria MOŢA, Eugenia KOVACS and Calin DELEANU. 1H-NMR URINE METABOLIC PROFILING IN TYPE 1 DIABETES MELLITUS. Rev. Roum. Chim., 2010, 55(11-12), 1033-1037 . .
Argininosuccinic aciduria
  1. Gronwald W, Klein MS, Kaspar H, Fagerer SR, Nurnberger N, Dettmer K, Bertsch T, Oefner PJ: Urinary metabolite quantification employing 2D NMR spectroscopy. Anal Chem. 2008 Dec 1;80(23):9288-97. doi: 10.1021/ac801627c. [PubMed:19551947 ]
Propionic acidemia
  1. Gronwald W, Klein MS, Kaspar H, Fagerer SR, Nurnberger N, Dettmer K, Bertsch T, Oefner PJ: Urinary metabolite quantification employing 2D NMR spectroscopy. Anal Chem. 2008 Dec 1;80(23):9288-97. doi: 10.1021/ac801627c. [PubMed:19551947 ]
Tyrosinemia I
  1. Gronwald W, Klein MS, Kaspar H, Fagerer SR, Nurnberger N, Dettmer K, Bertsch T, Oefner PJ: Urinary metabolite quantification employing 2D NMR spectroscopy. Anal Chem. 2008 Dec 1;80(23):9288-97. doi: 10.1021/ac801627c. [PubMed:19551947 ]
Phenylketonuria
  1. Gronwald W, Klein MS, Kaspar H, Fagerer SR, Nurnberger N, Dettmer K, Bertsch T, Oefner PJ: Urinary metabolite quantification employing 2D NMR spectroscopy. Anal Chem. 2008 Dec 1;80(23):9288-97. doi: 10.1021/ac801627c. [PubMed:19551947 ]
Maple syrup urine disease
  1. Gronwald W, Klein MS, Kaspar H, Fagerer SR, Nurnberger N, Dettmer K, Bertsch T, Oefner PJ: Urinary metabolite quantification employing 2D NMR spectroscopy. Anal Chem. 2008 Dec 1;80(23):9288-97. doi: 10.1021/ac801627c. [PubMed:19551947 ]
Eosinophilic esophagitis
  1. Slae, M., Huynh, H., Wishart, D.S. (2014). Analysis of 30 normal pediatric urine samples via NMR spectroscopy (unpublished work). NA.
Colorectal cancer
  1. Cheng Y, Xie G, Chen T, Qiu Y, Zou X, Zheng M, Tan B, Feng B, Dong T, He P, Zhao L, Zhao A, Xu LX, Zhang Y, Jia W: Distinct urinary metabolic profile of human colorectal cancer. J Proteome Res. 2012 Feb 3;11(2):1354-63. doi: 10.1021/pr201001a. Epub 2011 Dec 28. [PubMed:22148915 ]
  2. Ni Y, Xie G, Jia W: Metabonomics of human colorectal cancer: new approaches for early diagnosis and biomarker discovery. J Proteome Res. 2014 Sep 5;13(9):3857-70. doi: 10.1021/pr500443c. Epub 2014 Aug 14. [PubMed:25105552 ]
  3. Goedert JJ, Sampson JN, Moore SC, Xiao Q, Xiong X, Hayes RB, Ahn J, Shi J, Sinha R: Fecal metabolomics: assay performance and association with colorectal cancer. Carcinogenesis. 2014 Sep;35(9):2089-96. doi: 10.1093/carcin/bgu131. Epub 2014 Jul 18. [PubMed:25037050 ]
Schizophrenia
  1. Cai HL, Li HD, Yan XZ, Sun B, Zhang Q, Yan M, Zhang WY, Jiang P, Zhu RH, Liu YP, Fang PF, Xu P, Yuan HY, Zhang XH, Hu L, Yang W, Ye HS: Metabolomic analysis of biochemical changes in the plasma and urine of first-episode neuroleptic-naive schizophrenia patients after treatment with risperidone. J Proteome Res. 2012 Aug 3;11(8):4338-50. doi: 10.1021/pr300459d. Epub 2012 Jul 26. [PubMed:22800120 ]
Obesity
  1. Cho K, Moon JS, Kang JH, Jang HB, Lee HJ, Park SI, Yu KS, Cho JY: Combined untargeted and targeted metabolomic profiling reveals urinary biomarkers for discriminating obese from normal-weight adolescents. Pediatr Obes. 2017 Apr;12(2):93-101. doi: 10.1111/ijpo.12114. Epub 2016 Feb 22. [PubMed:26910390 ]
Associated OMIM IDs
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB001819
KNApSAcK IDC00030483
Chemspider ID451
KEGG Compound IDC01586
BioCyc IDCPD-425
BiGG IDNot Available
Wikipedia LinkHippuric_acid
METLIN ID1301
PubChem Compound464
PDB IDNot Available
ChEBI ID18089
Food Biomarker OntologyNot Available
VMH IDBGLY
MarkerDB IDMDB00000231
Good Scents IDNot Available
References
Synthesis ReferenceIngersoll, A. W.; Barcock, S. H. Hippuric acid. Organic Syntheses (1932), XII 40-2.
Material Safety Data Sheet (MSDS)Download (PDF)
General References
  1. Sreekumar A, Poisson LM, Rajendiran TM, Khan AP, Cao Q, Yu J, Laxman B, Mehra R, Lonigro RJ, Li Y, Nyati MK, Ahsan A, Kalyana-Sundaram S, Han B, Cao X, Byun J, Omenn GS, Ghosh D, Pennathur S, Alexander DC, Berger A, Shuster JR, Wei JT, Varambally S, Beecher C, Chinnaiyan AM: Metabolomic profiles delineate potential role for sarcosine in prostate cancer progression. Nature. 2009 Feb 12;457(7231):910-4. doi: 10.1038/nature07762. [PubMed:19212411 ]
  2. Bairaktari E, Katopodis K, Siamopoulos KC, Tsolas O: Paraquat-induced renal injury studied by 1H nuclear magnetic resonance spectroscopy of urine. Clin Chem. 1998 Jun;44(6 Pt 1):1256-61. [PubMed:9625050 ]
  3. Angerer J, Kassebart V, Szadkowski D, Lehnert G: [Occupational chronic exposure to organic solvents. III. Gas-chromatographic determination of hippuric acid in serum (author's transl)]. Int Arch Arbeitsmed. 1975;34(3):199-207. [PubMed:1184200 ]
  4. Akira K, Hashimoto T: Hippuric acid test using 13C-labelling and NMR spectroscopy. Clin Chem Lab Med. 2001 Mar;39(3):215-7. [PubMed:11350017 ]
  5. Pelclova D, Cerna M, Pastorkova A, Vrbikova V, Prochazka B, Hurychova D, Dlaskova Z, Hornychova M: Study of the genotoxicity of toluene. Arch Environ Health. 2000 Jul-Aug;55(4):268-73. [PubMed:11005432 ]
  6. Rutner M, Fitzek J, Jahnel-Kracht H, Otto J, Krause W: [Therapy of rheumatic disease with a hydroxyethylsalicylate gel. Results of 2 clinical studies of effectiveness and bioavailability]. Fortschr Med. 1995 Mar 20;113(8):111-3. [PubMed:7759034 ]
  7. Bjorkman L, McLean C, Steen G: Organic acids in urine from human newborns. Clin Chem. 1976 Jan;22(1):49-52. [PubMed:1245060 ]
  8. Caldwell J, Moffatt JR, Smith RL: Post-mortem survival of hippuric acid formation in rat and human cadaver tissue samples. Xenobiotica. 1976 May;6(5):275-80. [PubMed:936647 ]
  9. Ukai H, Takada S, Inui S, Imai Y, Kawai T, Shimbo S, Ikeda M: Occupational exposure to solvent mixtures: effects on health and metabolism. Occup Environ Med. 1994 Aug;51(8):523-9. [PubMed:7951776 ]
  10. Sebekova K, Lajdova I, Spustova V, Opatrny K Jr: Comparison of creatinine, hippuric acid, 5-hydroxyindoleacetic acid, serotonin, and pseudouridine concentrations in blood withdrawn from vein and arteriovenous fistula of uremic patients on maintenance hemodialysis. Artif Organs. 1991 Oct;15(5):434-5. [PubMed:1741691 ]
  11. Pickert A, Bauerle A, Liebich HM: Determination of hippuric acid and furanic acid in serum of dialysis patients and control persons by high-performance liquid chromatography. J Chromatogr. 1989 Oct 27;495:95-104. [PubMed:2613830 ]
  12. Mulder TP, Rietveld AG, van Amelsvoort JM: Consumption of both black tea and green tea results in an increase in the excretion of hippuric acid into urine. Am J Clin Nutr. 2005 Jan;81(1 Suppl):256S-260S. [PubMed:15640488 ]
  13. Porter RD, Cathcart-Rake WF, Wan SH, Whittier FC, Grantham JJ: Secretory activity and aryl acid content of serum, urine, and cerebrospinal fluid in normal and uremic man. J Lab Clin Med. 1975 May;85(5):723-31. [PubMed:1168235 ]
  14. Lof A, Hansen SH, Naslund P, Steiner E, Wallen M, Hjelm EW: Relationship between uptake and elimination of toluene and debrisoquin hydroxylation polymorphism. Clin Pharmacol Ther. 1990 Mar;47(3):412-7. [PubMed:2311341 ]
  15. Kirshon B, Mari G, Moise KJ Jr: Indomethacin therapy in the treatment of symptomatic polyhydramnios. Obstet Gynecol. 1990 Feb;75(2):202-5. [PubMed:2405320 ]
  16. Beving H, Olsson U, Bemgard A, Kristensson J, Palmborg J, Sollenberg J: High-performance liquid chromatographic analysis of hippuric acid in human blood plasma. J Chromatogr. 1990 Oct 26;532(1):45-53. [PubMed:2079538 ]
  17. Niwa T: Organic acids and the uremic syndrome: protein metabolite hypothesis in the progression of chronic renal failure. Semin Nephrol. 1996 May;16(3):167-82. [PubMed:8734460 ]
  18. Amorim LC, Alvarez-Leite EM: Determination of o-cresol by gas chromatography and comparison with hippuric acid levels in urine samples of individuals exposed to toluene. J Toxicol Environ Health. 1997 Mar;50(4):401-7. [PubMed:9120876 ]
  19. Duranton F, Cohen G, De Smet R, Rodriguez M, Jankowski J, Vanholder R, Argiles A: Normal and pathologic concentrations of uremic toxins. J Am Soc Nephrol. 2012 Jul;23(7):1258-70. doi: 10.1681/ASN.2011121175. Epub 2012 May 24. [PubMed:22626821 ]
  20. Pallister T, Jackson MA, Martin TC, Zierer J, Jennings A, Mohney RP, MacGregor A, Steves CJ, Cassidy A, Spector TD, Menni C: Hippurate as a metabolomic marker of gut microbiome diversity: Modulation by diet and relationship to metabolic syndrome. Sci Rep. 2017 Oct 20;7(1):13670. doi: 10.1038/s41598-017-13722-4. [PubMed:29057986 ]
  21. Elshenawy S, Pinney SE, Stuart T, Doulias PT, Zura G, Parry S, Elovitz MA, Bennett MJ, Bansal A, Strauss JF 3rd, Ischiropoulos H, Simmons RA: The Metabolomic Signature of the Placenta in Spontaneous Preterm Birth. Int J Mol Sci. 2020 Feb 4;21(3). pii: ijms21031043. doi: 10.3390/ijms21031043. [PubMed:32033212 ]
  22. Koistinen VM (2019). Effects of Food Processing and Gut Microbial Metabolism on Whole Grain Phytochemicals: A Metabolomics Approach. In Publications of the University of Eastern Finland. Dissertations in Health Sciences., no 510 (pp. 26-58). University of Eastern Finland. [ISBN:978-952-61-3088-0 ]

Enzymes

Enzyme Details
1. Glycine N-acyltransferase
General function:
Involved in glycine N-acyltransferase activity
Specific function:
Mitochondrial acyltransferase which transfers an acyl group to the N-terminus of glycine and glutamine, although much less efficiently. Can conjugate numerous substrates to form a variety of N-acylglycines, with a preference for benzoyl-CoA over phenylacetyl-CoA as acyl donors. Thereby detoxify xenobiotics, such as benzoic acid or salicylic acid, and endogenous organic acids, such as isovaleric acid.
Gene Name:
GLYAT
Uniprot ID:
Q6IB77
Molecular weight:
18506.33
Reactions
Benzoyl-CoA + Glycine → Coenzyme A + Hippuric aciddetails
Benzoic acid → Hippuric aciddetails
Enzyme Details
2. Glycine N-acyltransferase-like protein 1
General function:
Involved in glycine N-acyltransferase activity
Specific function:
Acyltransferase which transfers an acyl group to the N-terminus of glutamine. Can use phenylacetyl-CoA as an acyl donor.
Gene Name:
GLYATL1
Uniprot ID:
Q969I3
Molecular weight:
35100.895
Enzyme Details
3. Glycine N-acyltransferase-like protein 2
General function:
Involved in glycine N-acyltransferase activity
Specific function:
Mitochondrial acyltransferase which transfers the acyl group to the N-terminus of glycine. Conjugates numerous substrates, such as arachidonoyl-CoA and saturated medium and long-chain acyl-CoAs ranging from chain-length C8:0-CoA to C18:0-CoA, to form a variety of N-acylglycines. Shows a preference for monounsaturated fatty acid oleoyl-CoA (C18:1-CoA) as an acyl donor. Does not exhibit any activity toward C22:6-CoA and chenodeoxycholoyl-CoA, nor toward serine or alanine.
Gene Name:
GLYATL2
Uniprot ID:
Q8WU03
Molecular weight:
34277.055
Enzyme Details
4. Glycine N-acyltransferase-like protein 3
General function:
Involved in glycine N-acyltransferase activity
Specific function:
Acyltransferase which transfers the acyl group to the N- terminus of glycine
Gene Name:
GLYATL3
Uniprot ID:
Q5SZD4
Molecular weight:
32703.3