Np mrd loader

Showing NP-Card for 2-Methylhippuric acid (NP0000380)

Jump To Section:
IdentificationSpectraBioTaxonomyChemoTaxonomyPhysical propertiesLinksReferencesXML
Record Information
Version1.0
Created at2009-03-02 15:48:45 UTC
Updated at2021-06-30 02:06:20 UTC
NP-MRD IDNP0000380
Secondary Accession NumbersNone
Natural Product Identification
Common Name2-Methylhippuric acid
Description2-Methylhippuric acid is an acyl glycine. Acyl glycines are normally minor metabolites of fatty acids. However, the excretion of certain acyl glycines is increased in several inborn errors of metabolism. In certain cases, the measurement of these metabolites in body fluids can be used to diagnose disorders associated with mitochondrial fatty acid beta-oxidation. 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. 2-Methylhippuric acid is a metabolite of xylene which is an aromatic hydrocarbon widely used as a solvant. Its level can be measured in the urine of workers exposed to xylene (PMID:8689499 ). 2-Methylhippuric acid is an endogenous phenolic acid metabolite detected after the consumption of whole grain.
Structure
Thumb
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for NP0000380 (2-Methylhippuric acid)


  Mrv1652306131923422D          

 14 14  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
   -0.9148    0.7349    0.0000 O   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
    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
   -2.3437    0.7348    0.0000 C   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
 10 11  1  0  0  0  0
 11 13  1  0  0  0  0
 11 12  2  0  0  0  0
  7  8  2  0  0  0  0
  2 14  1  0  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
M  END
Download

3D MOL for NP0000380 (2-Methylhippuric acid)

HMDB0011723
     RDKit          3D
2-Methylhippuric acid
 25 25  0  0  0  0  0  0  0  0999 V2000
   -1.6332   -0.9821   -2.0003 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9285   -0.1779   -0.7850 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1727    0.4316   -0.6070 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4106    1.1708    0.5343 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4364    1.3151    1.5007 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2041    0.7031    1.3097 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9418   -0.0449    0.1704 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3405   -0.6934   -0.0491 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4632   -1.8176   -0.5958 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5136   -0.0117    0.3812 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8341   -0.5981    0.1954 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8880    0.3016    0.7241 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5881    1.4079    1.2478 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2080   -0.0453    0.6569 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4769   -0.8193   -2.7179 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6421   -2.0869   -1.7695 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6526   -0.7351   -2.4448 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9460    0.3174   -1.3736 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3697    1.6623    0.7101 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5984    1.8915    2.4080 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4022    0.7912    2.0505 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4738    0.9226    0.8405 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8189   -1.5503    0.7971 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0386   -0.8676   -0.8427 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6483   -0.4849   -0.1457 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
  7  2  1  0
  1 15  1  0
  1 16  1  0
  1 17  1  0
  3 18  1  0
  4 19  1  0
  5 20  1  0
  6 21  1  0
 10 22  1  0
 11 23  1  0
 11 24  1  0
 14 25  1  0
M  END
Download

3D SDF for NP0000380 (2-Methylhippuric acid)


  Mrv1652306131923422D          

 14 14  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
   -0.9148    0.7349    0.0000 O   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
    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
   -2.3437    0.7348    0.0000 C   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
 10 11  1  0  0  0  0
 11 13  1  0  0  0  0
 11 12  2  0  0  0  0
  7  8  2  0  0  0  0
  2 14  1  0  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0000380

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1=C(C=CC=C1)C(=O)NCC(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C10H11NO3/c1-7-4-2-3-5-8(7)10(14)11-6-9(12)13/h2-5H,6H2,1H3,(H,11,14)(H,12,13)

> <INCHI_KEY>
YOEBAVRJHRCKRE-UHFFFAOYSA-N

> <FORMULA>
C10H11NO3

> <MOLECULAR_WEIGHT>
193.1992

> <EXACT_MASS>
193.073893223

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
25

> <JCHEM_AVERAGE_POLARIZABILITY>
19.48209860434933

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
0.66

> <JCHEM_LOGP>
1.0389668736666666

> <ALOGPS_LOGS>
-2.51

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
15.411116272696738

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.755811499264336

> <JCHEM_PKA_STRONGEST_BASIC>
-1.1860869781604948

> <JCHEM_POLAR_SURFACE_AREA>
66.39999999999999

> <JCHEM_REFRACTIVITY>
51.15890000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.04e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyl hippurate

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for NP0000380 (2-Methylhippuric acid)

HMDB0011723
     RDKit          3D
2-Methylhippuric acid
 25 25  0  0  0  0  0  0  0  0999 V2000
   -1.6332   -0.9821   -2.0003 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9285   -0.1779   -0.7850 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1727    0.4316   -0.6070 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4106    1.1708    0.5343 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4364    1.3151    1.5007 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2041    0.7031    1.3097 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9418   -0.0449    0.1704 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3405   -0.6934   -0.0491 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4632   -1.8176   -0.5958 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5136   -0.0117    0.3812 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8341   -0.5981    0.1954 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8880    0.3016    0.7241 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5881    1.4079    1.2478 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2080   -0.0453    0.6569 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4769   -0.8193   -2.7179 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6421   -2.0869   -1.7695 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6526   -0.7351   -2.4448 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9460    0.3174   -1.3736 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3697    1.6623    0.7101 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5984    1.8915    2.4080 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4022    0.7912    2.0505 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4738    0.9226    0.8405 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8189   -1.5503    0.7971 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0386   -0.8676   -0.8427 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6483   -0.4849   -0.1457 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
  7  2  1  0
  1 15  1  0
  1 16  1  0
  1 17  1  0
  3 18  1  0
  4 19  1  0
  5 20  1  0
  6 21  1  0
 10 22  1  0
 11 23  1  0
 11 24  1  0
 14 25  1  0
M  END
Download

PDB for NP0000380 (2-Methylhippuric 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  O   UNK     0      -1.708   1.372   0.000  0.00  0.00           O+0
HETATM    9  N   UNK     0      -0.374  -0.938   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0       0.960  -0.168   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.293  -0.938   0.000  0.00  0.00           C+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
HETATM   14  C   UNK     0      -4.375   1.372   0.000  0.00  0.00           C+0
CONECT    1    2    6    7                                                  
CONECT    2    1    3   14                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    1                                                       
CONECT    7    1    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10                                                       
CONECT   10   11    9                                                       
CONECT   11   10   13   12                                                  
CONECT   12   11                                                            
CONECT   13   11                                                            
CONECT   14    2                                                            
MASTER        0    0    0    0    0    0    0    0   14    0   28    0
END
Download

3D PDB for NP0000380 (2-Methylhippuric acid)

COMPND    HMDB0011723
HETATM    1  C1  UNL     1      -1.633  -0.982  -2.000  1.00  0.00           C  
HETATM    2  C2  UNL     1      -1.928  -0.178  -0.785  1.00  0.00           C  
HETATM    3  C3  UNL     1      -3.173   0.432  -0.607  1.00  0.00           C  
HETATM    4  C4  UNL     1      -3.411   1.171   0.534  1.00  0.00           C  
HETATM    5  C5  UNL     1      -2.436   1.315   1.501  1.00  0.00           C  
HETATM    6  C6  UNL     1      -1.204   0.703   1.310  1.00  0.00           C  
HETATM    7  C7  UNL     1      -0.942  -0.045   0.170  1.00  0.00           C  
HETATM    8  C8  UNL     1       0.340  -0.693  -0.049  1.00  0.00           C  
HETATM    9  O1  UNL     1       0.463  -1.818  -0.596  1.00  0.00           O  
HETATM   10  N1  UNL     1       1.514  -0.012   0.381  1.00  0.00           N  
HETATM   11  C9  UNL     1       2.834  -0.598   0.195  1.00  0.00           C  
HETATM   12  C10 UNL     1       3.888   0.302   0.724  1.00  0.00           C  
HETATM   13  O2  UNL     1       3.588   1.408   1.248  1.00  0.00           O  
HETATM   14  O3  UNL     1       5.208  -0.045   0.657  1.00  0.00           O  
HETATM   15  H1  UNL     1      -2.477  -0.819  -2.718  1.00  0.00           H  
HETATM   16  H2  UNL     1      -1.642  -2.087  -1.769  1.00  0.00           H  
HETATM   17  H3  UNL     1      -0.653  -0.735  -2.445  1.00  0.00           H  
HETATM   18  H4  UNL     1      -3.946   0.317  -1.374  1.00  0.00           H  
HETATM   19  H5  UNL     1      -4.370   1.662   0.710  1.00  0.00           H  
HETATM   20  H6  UNL     1      -2.598   1.892   2.408  1.00  0.00           H  
HETATM   21  H7  UNL     1      -0.402   0.791   2.051  1.00  0.00           H  
HETATM   22  H8  UNL     1       1.474   0.923   0.840  1.00  0.00           H  
HETATM   23  H9  UNL     1       2.819  -1.550   0.797  1.00  0.00           H  
HETATM   24  H10 UNL     1       3.039  -0.868  -0.843  1.00  0.00           H  
HETATM   25  H11 UNL     1       5.648  -0.485  -0.146  1.00  0.00           H  
CONECT    1    2   15   16   17
CONECT    2    3    3    7
CONECT    3    4   18
CONECT    4    5    5   19
CONECT    5    6   20
CONECT    6    7    7   21
CONECT    7    8
CONECT    8    9    9   10
CONECT   10   11   22
CONECT   11   12   23   24
CONECT   12   13   13   14
CONECT   14   25
END
Download

SMILES for NP0000380 (2-Methylhippuric acid)

CC1=C(C=CC=C1)C(=O)NCC(O)=O
Download

INCHI for NP0000380 (2-Methylhippuric acid)

InChI=1S/C10H11NO3/c1-7-4-2-3-5-8(7)10(14)11-6-9(12)13/h2-5H,6H2,1H3,(H,11,14)(H,12,13)
Download
View in JSmol
Synonyms
ValueSource
N-(O-Toluoyl)glycineChEBI
O-Toluric acidChEBI
O-TolateGenerator
O-Tolic acidGenerator
2-MethylhippateGenerator
2-Methylhippic acidGenerator
N-(2-Methylbenzoyl)-glycineHMDB
N-(2-Methylbenzoyl)glycineHMDB
N-(Methylbenzoyl)-glycineHMDB
N-(Methylbenzoyl)glycineHMDB
N-(O-Toluoyl)-glycineHMDB
O-Methylhippuric acidHMDB
Ortho-methylhippuric acidHMDB
O-MethylhippateHMDB
O-Methylhippic acidHMDB
2-Methylhippuric acidChEBI
Chemical FormulaC10H11NO3
Average Mass193.1992 Da
Monoisotopic Mass193.07389 Da
IUPAC Name2-[(2-methylphenyl)formamido]acetic acid
Traditional Namemethyl hippurate
CAS Registry Number42013-20-7
SMILES
CC1=CC=CC=C1C(=O)NCC(O)=O
InChI Identifier
InChI=1S/C10H11NO3/c1-7-4-2-3-5-8(7)10(14)11-6-9(12)13/h2-5H,6H2,1H3,(H,11,14)(H,12,13)
InChI KeyYOEBAVRJHRCKRE-UHFFFAOYSA-N
Experimental Spectra
Spectrum TypeDescriptionDepositor EmailDepositor OrganizationDepositorDeposition DateView
1D NMR1H NMR Spectrum (1D, 500 MHz, H2O, simulated)Varshavi.d262021-09-06View Spectrum
1D NMR1H NMR Spectrum (1D, 500 MHz, H2O, experimental)Varshavi.d262021-09-06View Spectrum
Predicted Spectra
Not Available
Chemical Shift Submissions
Spectrum TypeDescriptionDepositor IDDepositor OrganizationDepositorDeposition DateView
1D NMR1H NMR Spectrum (1D, 500 MHz, H2O, simulated)Varshavi.d262021-08-15View Spectrum
Species
Species of Origin
Species NameSourceReference
Anas platyrhynchosFooDB
AnatidaeFooDB
Anser anserFooDB
Bison bisonFooDB
Bos taurusFooDB
Bos taurus X Bison bisonFooDB
Bubalus bubalisFooDB
Capra aegagrus hircusFooDB
CervidaeFooDB
Cervus canadensisFooDB
ColumbaFooDB
ColumbidaeFooDB
Dromaius novaehollandiaeFooDB
Equus caballusFooDB
Gallus gallusFooDB
Lagopus mutaFooDB
LeporidaeFooDB
Lepus timidusFooDB
Melanitta fuscaFooDB
Meleagris gallopavoFooDB
Numida meleagrisFooDB
OdocoileusFooDB
OryctolagusFooDB
Ovis ariesFooDB
PhasianidaeFooDB
Phasianus colchicusFooDB
Struthio camelusFooDB
Sus scrofaFooDB
Sus scrofa domesticaFooDB
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
  • O-toluamide
  • Toluamide
  • Benzoyl
  • Toluene
  • Carboxamide group
  • Secondary carboxylic acid amide
  • Carboxylic acid derivative
  • Carboxylic acid
  • Monocarboxylic acid or derivatives
  • Organic oxygen compound
  • Organic oxide
  • Organic nitrogen compound
  • Organopnictogen compound
  • Carbonyl group
  • Hydrocarbon derivative
  • Organooxygen compound
  • Organonitrogen compound
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.6 g/LALOGPS
logP0.66ALOGPS
logP1.04ChemAxon
logS-2.5ALOGPS
pKa (Strongest Acidic)3.76ChemAxon
pKa (Strongest Basic)-1.2ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area66.4 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity51.16 m³·mol⁻¹ChemAxon
Polarizability19.48 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0011723
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB028406
KNApSAcK IDNot Available
Chemspider ID82742
KEGG Compound IDC01586
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkMethylhippuric acid
METLIN IDNot Available
PubChem Compound91637
PDB IDNot Available
ChEBI ID68455
Good Scents IDNot Available
References
General References
  1. Sakai T: [Studies on the evaluation of exposure to industrial chemicals]. Sangyo Eiseigaku Zasshi. 1996 May;38(3):119-37. [PubMed:8689499 ]
  2. Roux A, Xu Y, Heilier JF, Olivier MF, Ezan E, Tabet JC, Junot C: Annotation of the human adult urinary metabolome and metabolite identification using ultra high performance liquid chromatography coupled to a linear quadrupole ion trap-Orbitrap mass spectrometer. Anal Chem. 2012 Aug 7;84(15):6429-37. doi: 10.1021/ac300829f. Epub 2012 Jul 17. [PubMed:22770225 ]
  3. Xi X, Kwok LY, Wang Y, Ma C, Mi Z, Zhang H: Ultra-performance liquid chromatography-quadrupole-time of flight mass spectrometry MS(E)-based untargeted milk metabolomics in dairy cows with subclinical or clinical mastitis. J Dairy Sci. 2017 Jun;100(6):4884-4896. doi: 10.3168/jds.2016-11939. Epub 2017 Mar 23. [PubMed:28342601 ]
  4. Authors unspecified: Cancer Therapy Interactions With Foods and Dietary Supplements (PDQ(R)): Patient Version. 2002. [PubMed:34403226 ]
  5. De Jesus VR, Milan DF, Yoo YM, Zhang L, Zhu W, Bhandari D, Murnane KS, Blount BC: Examination of xylene exposure in the U.S. Population through biomonitoring: NHANES 2005-2006, 2011-2016. Biomarkers. 2021 Feb;26(1):65-73. doi: 10.1080/1354750X.2020.1861100. Epub 2020 Dec 17. [PubMed:33284648 ]
  6. Qiao H, Liu XD, Meng XJ, Li J, Niu DS, Ding XW, Nie J: [Determination of seven urinary metabolites of benzene, toluene and xylene by ultra-high performance liquid chromatography-triple quadrupole mass spectrometry]. Zhonghua Lao Dong Wei Sheng Zhi Ye Bing Za Zhi. 2019 Apr 20;37(4):303-307. doi: 10.3760/cma.j.issn.1001-9391.2019.04.017. [PubMed:31177703 ]
  7. Sun XD, Wu HL, Liu Z, Chen Y, Chen JC, Cheng L, Ding YJ, Yu RQ: Target-based metabolomics for fast and sensitive quantification of eight small molecules in human urine using HPLC-DAD and chemometrics tools resolving of highly overlapping peaks. Talanta. 2019 Aug 15;201:174-184. doi: 10.1016/j.talanta.2019.03.090. Epub 2019 Mar 27. [PubMed:31122409 ]
  8. Lorkiewicz P, Riggs DW, Keith RJ, Conklin DJ, Xie Z, Sutaria S, Lynch B, Srivastava S, Bhatnagar A: Comparison of Urinary Biomarkers of Exposure in Humans Using Electronic Cigarettes, Combustible Cigarettes, and Smokeless Tobacco. Nicotine Tob Res. 2019 Aug 19;21(9):1228-1238. doi: 10.1093/ntr/nty089. [PubMed:29868926 ]
  9. Boyle EB, Viet SM, Wright DJ, Merrill LS, Alwis KU, Blount BC, Mortensen ME, Moye J Jr, Dellarco M: Assessment of Exposure to VOCs among Pregnant Women in the National Children's Study. Int J Environ Res Public Health. 2016 Mar 29;13(4):376. doi: 10.3390/ijerph13040376. [PubMed:27043585 ]
  10. Remane D, Grunwald S, Hoeke H, Mueller A, Roeder S, von Bergen M, Wissenbach DK: Validation of a multi-analyte HPLC-DAD method for determination of uric acid, creatinine, homovanillic acid, niacinamide, hippuric acid, indole-3-acetic acid and 2-methylhippuric acid in human urine. J Chromatogr B Analyt Technol Biomed Life Sci. 2015 Aug 15;998-999:40-4. doi: 10.1016/j.jchromb.2015.06.021. Epub 2015 Jun 24. [PubMed:26151191 ]
  11. Bishop MJ, Crow BS, Kovalcik KD, George J, Bralley JA: Quantification of urinary zwitterionic organic acids using weak-anion exchange chromatography with tandem MS detection. J Chromatogr B Analyt Technol Biomed Life Sci. 2007 Apr 1;848(2):303-10. doi: 10.1016/j.jchromb.2006.10.042. Epub 2006 Nov 21. [PubMed:17118722 ]