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 23:54:59 UTC

Update Date

2021-09-26 22:56:14 UTC

HMDB ID

HMDB0246896

Secondary Accession Numbers

None

Metabolite Identification

Common Name

5-(p-Methylphenyl)-5-phenylhydantoin

Description

5-(p-Methylphenyl)-5-phenylhydantoin belongs to the class of organic compounds known as phenylhydantoins. These are heterocyclic aromatic compounds containing an imiazolidinedione moiety substituted by a phenyl group. Based on a literature review very few articles have been published on 5-(p-Methylphenyl)-5-phenylhydantoin. This compound has been identified in human blood as reported by (PMID: 31557052 ). 5-(p-methylphenyl)-5-phenylhydantoin is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 5-(p-Methylphenyl)-5-phenylhydantoin 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

HMDB0246896
     RDKit          3D
5-(p-Methylphenyl)-5-phenylhydantoin
 34 36  0  0  0  0  0  0  0  0999 V2000
    4.5930   -0.7956    1.3512 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2172   -0.3515    1.0271 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1325   -0.7767    1.7748 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8353   -0.3893    1.5095 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5794    0.4619    0.4547 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8275    0.8822    0.1664 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5910   -0.3291   -0.2302 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1603   -1.0083   -1.3489 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8153   -2.1424   -1.7848 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9167   -2.6158   -1.1040 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3480   -1.9380    0.0140 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6837   -0.7923    0.4516 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8176    1.8401   -0.9040 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3186    2.9457   -0.4997 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4775    4.1213   -1.2671 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6938    2.8001    0.8615 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4247    1.6179    1.2839 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6470    1.1009    2.5632 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6488    0.8922   -0.2970 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9480    0.5057   -0.0333 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5637   -1.2361    2.3680 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2171    0.1231    1.4236 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9980   -1.5030    0.5919 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3399   -1.4504    2.6086 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0160   -0.7500    2.1256 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2914   -0.6708   -1.9215 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4815   -2.6918   -2.6746 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4168   -3.5169   -1.4714 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2045   -2.2822    0.5672 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0433   -0.2760    1.3328 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0434    4.2037   -2.1679 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0887    1.5947    3.3030 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4249    1.5589   -1.1187 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7773    0.8676   -0.6524 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  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
  6 13  1  0
 13 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  2  0
 17 18  1  0
  5 19  1  0
 19 20  2  0
 20  2  1  0
 17  6  1  0
 12  7  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  3 24  1  0
  4 25  1  0
  8 26  1  0
  9 27  1  0
 10 28  1  0
 11 29  1  0
 12 30  1  0
 15 31  1  0
 18 32  1  0
 19 33  1  0
 20 34  1  0
M  END


  Mrv1652306031606102D          

 20 22  0  0  0  0            999 V2000
    0.1521    2.0742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0164    1.4611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2094    1.6327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2713    0.6765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6574    1.0196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7193    0.0634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4492    0.6765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5112    1.6327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0013    0.0634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0632    1.0196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7042    1.4611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9123    0.2349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8082    0.2349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0277   -0.8631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9478   -1.6477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3603   -0.3782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7728   -1.6477    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6928   -0.8631    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8123   -0.6081    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4629   -2.3151    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  2  0  0  0  0
  4  2  1  0  0  0  0
  5  3  1  0  0  0  0
  6  4  2  0  0  0  0
  9  7  1  0  0  0  0
 10  8  2  0  0  0  0
 11  1  1  0  0  0  0
 11  7  2  0  0  0  0
 11  8  1  0  0  0  0
 12  5  2  0  0  0  0
 12  6  1  0  0  0  0
 13  9  2  0  0  0  0
 13 10  1  0  0  0  0
 16 12  1  0  0  0  0
 16 13  1  0  0  0  0
 16 14  1  0  0  0  0
 17 14  2  0  0  0  0
 17 15  1  0  0  0  0
 18 15  2  0  0  0  0
 18 16  1  0  0  0  0
 19 14  1  0  0  0  0
 20 15  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0246896

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1=CC=C(C=C1)C1(N=C(O)N=C1O)C1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C16H14N2O2/c1-11-7-9-13(10-8-11)16(12-5-3-2-4-6-12)14(19)17-15(20)18-16/h2-10H,1H3,(H2,17,18,19,20)

> <INCHI_KEY>
WPAPSGQWYNPWCZ-UHFFFAOYSA-N

> <FORMULA>
C16H14N2O2

> <MOLECULAR_WEIGHT>
266.3

> <EXACT_MASS>
266.105527699

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
34

> <JCHEM_AVERAGE_POLARIZABILITY>
28.026534001080876

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4-(4-methylphenyl)-4-phenyl-4H-imidazole-2,5-diol

> <ALOGPS_LOGP>
2.71

> <JCHEM_LOGP>
3.914746701333333

> <ALOGPS_LOGS>
-4.20

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
4.439185894976142

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.3991521481682168

> <JCHEM_PKA_STRONGEST_BASIC>
-0.8651436241886107

> <JCHEM_POLAR_SURFACE_AREA>
65.18

> <JCHEM_REFRACTIVITY>
76.2669

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.67e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5-(4-methylphenyl)-5-phenylimidazole-2,4-diol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0246896
     RDKit          3D
5-(p-Methylphenyl)-5-phenylhydantoin
 34 36  0  0  0  0  0  0  0  0999 V2000
    4.5930   -0.7956    1.3512 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2172   -0.3515    1.0271 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1325   -0.7767    1.7748 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8353   -0.3893    1.5095 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5794    0.4619    0.4547 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8275    0.8822    0.1664 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5910   -0.3291   -0.2302 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1603   -1.0083   -1.3489 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8153   -2.1424   -1.7848 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9167   -2.6158   -1.1040 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3480   -1.9380    0.0140 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6837   -0.7923    0.4516 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8176    1.8401   -0.9040 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3186    2.9457   -0.4997 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4775    4.1213   -1.2671 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6938    2.8001    0.8615 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4247    1.6179    1.2839 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6470    1.1009    2.5632 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6488    0.8922   -0.2970 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9480    0.5057   -0.0333 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5637   -1.2361    2.3680 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2171    0.1231    1.4236 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9980   -1.5030    0.5919 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3399   -1.4504    2.6086 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0160   -0.7500    2.1256 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2914   -0.6708   -1.9215 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4815   -2.6918   -2.6746 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4168   -3.5169   -1.4714 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2045   -2.2822    0.5672 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0433   -0.2760    1.3328 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0434    4.2037   -2.1679 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0887    1.5947    3.3030 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4249    1.5589   -1.1187 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7773    0.8676   -0.6524 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  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
  6 13  1  0
 13 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  2  0
 17 18  1  0
  5 19  1  0
 19 20  2  0
 20  2  1  0
 17  6  1  0
 12  7  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  3 24  1  0
  4 25  1  0
  8 26  1  0
  9 27  1  0
 10 28  1  0
 11 29  1  0
 12 30  1  0
 15 31  1  0
 18 32  1  0
 19 33  1  0
 20 34  1  0
M  END

HEADER    PROTEIN                                 03-JUN-16   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   03-JUN-16         0                                  
HETATM    1  C   UNK     0       0.284   3.872   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       7.497   2.727   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.991   3.048   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       7.973   1.263   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.960   1.903   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.943   0.118   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.839   1.263   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.821   3.048   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.869   0.118   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.851   1.903   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.314   2.727   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.436   0.439   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.375   0.439   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.652  -1.611   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.636  -3.076   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.406  -0.706   0.000  0.00  0.00           C+0
HETATM   17  N   UNK     0       5.176  -3.076   0.000  0.00  0.00           N+0
HETATM   18  N   UNK     0       3.160  -1.611   0.000  0.00  0.00           N+0
HETATM   19  O   UNK     0       7.116  -1.135   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       2.731  -4.322   0.000  0.00  0.00           O+0
CONECT    1   11                                                            
CONECT    2    3    4                                                       
CONECT    3    2    5                                                       
CONECT    4    2    6                                                       
CONECT    5    3   12                                                       
CONECT    6    4   12                                                       
CONECT    7    9   11                                                       
CONECT    8   10   11                                                       
CONECT    9    7   13                                                       
CONECT   10    8   13                                                       
CONECT   11    1    7    8                                                  
CONECT   12    5    6   16                                                  
CONECT   13    9   10   16                                                  
CONECT   14   16   17   19                                                  
CONECT   15   17   18   20                                                  
CONECT   16   12   13   14   18                                             
CONECT   17   14   15                                                       
CONECT   18   15   16                                                       
CONECT   19   14                                                            
CONECT   20   15                                                            
MASTER        0    0    0    0    0    0    0    0   20    0   44    0
END

COMPND    HMDB0246896
HETATM    1  C1  UNL     1       4.593  -0.796   1.351  1.00  0.00           C  
HETATM    2  C2  UNL     1       3.217  -0.352   1.027  1.00  0.00           C  
HETATM    3  C3  UNL     1       2.133  -0.777   1.775  1.00  0.00           C  
HETATM    4  C4  UNL     1       0.835  -0.389   1.509  1.00  0.00           C  
HETATM    5  C5  UNL     1       0.579   0.462   0.455  1.00  0.00           C  
HETATM    6  C6  UNL     1      -0.828   0.882   0.166  1.00  0.00           C  
HETATM    7  C7  UNL     1      -1.591  -0.329  -0.230  1.00  0.00           C  
HETATM    8  C8  UNL     1      -1.160  -1.008  -1.349  1.00  0.00           C  
HETATM    9  C9  UNL     1      -1.815  -2.142  -1.785  1.00  0.00           C  
HETATM   10  C10 UNL     1      -2.917  -2.616  -1.104  1.00  0.00           C  
HETATM   11  C11 UNL     1      -3.348  -1.938   0.014  1.00  0.00           C  
HETATM   12  C12 UNL     1      -2.684  -0.792   0.452  1.00  0.00           C  
HETATM   13  N1  UNL     1      -0.818   1.840  -0.904  1.00  0.00           N  
HETATM   14  C13 UNL     1      -1.319   2.946  -0.500  1.00  0.00           C  
HETATM   15  O1  UNL     1      -1.478   4.121  -1.267  1.00  0.00           O  
HETATM   16  N2  UNL     1      -1.694   2.800   0.861  1.00  0.00           N  
HETATM   17  C14 UNL     1      -1.425   1.618   1.284  1.00  0.00           C  
HETATM   18  O2  UNL     1      -1.647   1.101   2.563  1.00  0.00           O  
HETATM   19  C15 UNL     1       1.649   0.892  -0.297  1.00  0.00           C  
HETATM   20  C16 UNL     1       2.948   0.506  -0.033  1.00  0.00           C  
HETATM   21  H1  UNL     1       4.564  -1.236   2.368  1.00  0.00           H  
HETATM   22  H2  UNL     1       5.217   0.123   1.424  1.00  0.00           H  
HETATM   23  H3  UNL     1       4.998  -1.503   0.592  1.00  0.00           H  
HETATM   24  H4  UNL     1       2.340  -1.450   2.609  1.00  0.00           H  
HETATM   25  H5  UNL     1       0.016  -0.750   2.126  1.00  0.00           H  
HETATM   26  H6  UNL     1      -0.291  -0.671  -1.922  1.00  0.00           H  
HETATM   27  H7  UNL     1      -1.482  -2.692  -2.675  1.00  0.00           H  
HETATM   28  H8  UNL     1      -3.417  -3.517  -1.471  1.00  0.00           H  
HETATM   29  H9  UNL     1      -4.205  -2.282   0.567  1.00  0.00           H  
HETATM   30  H10 UNL     1      -3.043  -0.276   1.333  1.00  0.00           H  
HETATM   31  H11 UNL     1      -1.043   4.204  -2.168  1.00  0.00           H  
HETATM   32  H12 UNL     1      -2.089   1.595   3.303  1.00  0.00           H  
HETATM   33  H13 UNL     1       1.425   1.559  -1.119  1.00  0.00           H  
HETATM   34  H14 UNL     1       3.777   0.868  -0.652  1.00  0.00           H  
CONECT    1    2   21   22   23
CONECT    2    3    3   20
CONECT    3    4   24
CONECT    4    5    5   25
CONECT    5    6   19
CONECT    6    7   13   17
CONECT    7    8    8   12
CONECT    8    9   26
CONECT    9   10   10   27
CONECT   10   11   28
CONECT   11   12   12   29
CONECT   12   30
CONECT   13   14   14
CONECT   14   15   16
CONECT   15   31
CONECT   16   17   17
CONECT   17   18
CONECT   18   32
CONECT   19   20   20   33
CONECT   20   34
END

HMDB0246896
     RDKit          3D
5-(p-Methylphenyl)-5-phenylhydantoin
 34 36  0  0  0  0  0  0  0  0999 V2000
    4.5930   -0.7956    1.3512 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2172   -0.3515    1.0271 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1325   -0.7767    1.7748 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8353   -0.3893    1.5095 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5794    0.4619    0.4547 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8275    0.8822    0.1664 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5910   -0.3291   -0.2302 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1603   -1.0083   -1.3489 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8153   -2.1424   -1.7848 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9167   -2.6158   -1.1040 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3480   -1.9380    0.0140 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6837   -0.7923    0.4516 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8176    1.8401   -0.9040 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3186    2.9457   -0.4997 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4775    4.1213   -1.2671 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6938    2.8001    0.8615 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4247    1.6179    1.2839 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6470    1.1009    2.5632 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6488    0.8922   -0.2970 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9480    0.5057   -0.0333 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5637   -1.2361    2.3680 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2171    0.1231    1.4236 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9980   -1.5030    0.5919 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3399   -1.4504    2.6086 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0160   -0.7500    2.1256 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2914   -0.6708   -1.9215 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4815   -2.6918   -2.6746 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4168   -3.5169   -1.4714 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2045   -2.2822    0.5672 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0433   -0.2760    1.3328 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0434    4.2037   -2.1679 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0887    1.5947    3.3030 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4249    1.5589   -1.1187 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7773    0.8676   -0.6524 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  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
  6 13  1  0
 13 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  2  0
 17 18  1  0
  5 19  1  0
 19 20  2  0
 20  2  1  0
 17  6  1  0
 12  7  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  3 24  1  0
  4 25  1  0
  8 26  1  0
  9 27  1  0
 10 28  1  0
 11 29  1  0
 12 30  1  0
 15 31  1  0
 18 32  1  0
 19 33  1  0
 20 34  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
5-p-Methylphenyl-5-phenylhydantoin	HMDB

Chemical Formula

C₁₆H₁₄N₂O₂

Average Molecular Weight

266.3

Monoisotopic Molecular Weight

266.105527699

IUPAC Name

4-(4-methylphenyl)-4-phenyl-4H-imidazole-2,5-diol

Traditional Name

5-(4-methylphenyl)-5-phenylimidazole-2,4-diol

CAS Registry Number

Not Available

SMILES

CC1=CC=C(C=C1)C1(N=C(O)N=C1O)C1=CC=CC=C1

InChI Identifier

InChI=1S/C16H14N2O2/c1-11-7-9-13(10-8-11)16(12-5-3-2-4-6-12)14(19)17-15(20)18-16/h2-10H,1H3,(H2,17,18,19,20)

InChI Key

WPAPSGQWYNPWCZ-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenylhydantoins. These are heterocyclic aromatic compounds containing an imiazolidinedione moiety substituted by a phenyl group.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Azolidines

Sub Class

Imidazolidines

Direct Parent

Phenylhydantoins

Alternative Parents

Substituents

Diphenylmethane
5-phenylhydantoin
Phenylimidazolidine
Alpha-amino acid or derivatives
5-monosubstituted hydantoin
N-acyl urea
Ureide
Toluene
Monocyclic benzene moiety
Benzenoid
Dicarboximide
Carbonic acid derivative
Urea
Azacycle
Carboxylic acid derivative
Organic oxygen compound
Organooxygen compound
Organonitrogen compound
Hydrocarbon derivative
Organic nitrogen compound
Organopnictogen compound
Carbonyl group
Organic oxide
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic 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	2.71	ALOGPS
logP	3.91	ChemAxon
logS	-4.2	ALOGPS
pKa (Strongest Acidic)	2.4	ChemAxon
pKa (Strongest Basic)	-0.87	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	65.18 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	76.27 m³·mol⁻¹	ChemAxon
Polarizability	28.03 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	162.469	30932474
DeepCCS	[M-H]-	160.111	30932474
DeepCCS	[M-2H]-	192.997	30932474
DeepCCS	[M+Na]+	168.562	30932474
AllCCS	[M+H]+	162.8	32859911
AllCCS	[M+H-H2O]+	159.3	32859911
AllCCS	[M+NH4]+	166.2	32859911
AllCCS	[M+Na]+	167.1	32859911
AllCCS	[M-H]-	163.4	32859911
AllCCS	[M+Na-2H]-	162.8	32859911
AllCCS	[M+HCOO]-	162.2	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
5-(p-Methylphenyl)-5-phenylhydantoin	CC1=CC=C(C=C1)C1(N=C(O)N=C1O)C1=CC=CC=C1	3497.2	Standard polar	33892256
5-(p-Methylphenyl)-5-phenylhydantoin	CC1=CC=C(C=C1)C1(N=C(O)N=C1O)C1=CC=CC=C1	2161.1	Standard non polar	33892256
5-(p-Methylphenyl)-5-phenylhydantoin	CC1=CC=C(C=C1)C1(N=C(O)N=C1O)C1=CC=CC=C1	2313.1	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 5-(p-Methylphenyl)-5-phenylhydantoin GC-MS (Non-derivatized) - 70eV, Positive	splash10-007x-1950000000-0f9ab123f90452885370	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5-(p-Methylphenyl)-5-phenylhydantoin GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5-(p-Methylphenyl)-5-phenylhydantoin GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5-(p-Methylphenyl)-5-phenylhydantoin GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5-(p-Methylphenyl)-5-phenylhydantoin GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5-(p-Methylphenyl)-5-phenylhydantoin GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5-(p-Methylphenyl)-5-phenylhydantoin GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5-(p-Methylphenyl)-5-phenylhydantoin GC-MS (TBDMS_2_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-(p-Methylphenyl)-5-phenylhydantoin 10V, Positive-QTOF	splash10-014i-0390000000-0f93136ef3338418c21b	2019-02-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-(p-Methylphenyl)-5-phenylhydantoin 20V, Positive-QTOF	splash10-0007-0930000000-ac831049bbd849224888	2019-02-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-(p-Methylphenyl)-5-phenylhydantoin 40V, Positive-QTOF	splash10-00kf-7900000000-9655231c7e9c2c985f3a	2019-02-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-(p-Methylphenyl)-5-phenylhydantoin 10V, Negative-QTOF	splash10-014i-0090000000-06a0d77d65a05f17b9d5	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-(p-Methylphenyl)-5-phenylhydantoin 20V, Negative-QTOF	splash10-014l-5190000000-6b0da76fa648f39a2aca	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-(p-Methylphenyl)-5-phenylhydantoin 40V, Negative-QTOF	splash10-0006-7900000000-247a176f328b189e64d7	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-(p-Methylphenyl)-5-phenylhydantoin 10V, Positive-QTOF	splash10-014i-0090000000-71bdba4036bc55aa73ba	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-(p-Methylphenyl)-5-phenylhydantoin 20V, Positive-QTOF	splash10-00os-0950000000-8b30496d2d3432b4179a	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-(p-Methylphenyl)-5-phenylhydantoin 40V, Positive-QTOF	splash10-002f-4900000000-5a390751d5f49b31f8db	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-(p-Methylphenyl)-5-phenylhydantoin 10V, Negative-QTOF	splash10-014i-0090000000-be3ba8a056065f121103	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-(p-Methylphenyl)-5-phenylhydantoin 20V, Negative-QTOF	splash10-0006-7920000000-65d2ae350cfe84e75b52	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-(p-Methylphenyl)-5-phenylhydantoin 40V, Negative-QTOF	splash10-0006-7900000000-daa0aab788e704cd0f61	2021-10-12	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

83358

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

92334

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 5-(p-Methylphenyl)-5-phenylhydantoin (HMDB0246896)

MOL for HMDB0246896 (5-(p-Methylphenyl)-5-phenylhydantoin)

3D MOL for HMDB0246896 (5-(p-Methylphenyl)-5-phenylhydantoin)

3D SDF for HMDB0246896 (5-(p-Methylphenyl)-5-phenylhydantoin)

3D-SDF for HMDB0246896 (5-(p-Methylphenyl)-5-phenylhydantoin)

PDB for HMDB0246896 (5-(p-Methylphenyl)-5-phenylhydantoin)

3D PDB for HMDB0246896 (5-(p-Methylphenyl)-5-phenylhydantoin)

SMILES for HMDB0246896 (5-(p-Methylphenyl)-5-phenylhydantoin)

INCHI for HMDB0246896 (5-(p-Methylphenyl)-5-phenylhydantoin)

Structure for HMDB0246896 (5-(p-Methylphenyl)-5-phenylhydantoin)

3D Structure for HMDB0246896 (5-(p-Methylphenyl)-5-phenylhydantoin)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra