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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-10 23:51:54 UTC

Update Date

2021-09-26 22:56:10 UTC

HMDB ID

HMDB0246852

Secondary Accession Numbers

None

Metabolite Identification

Common Name

5,5-Diphenylbarbituric acid

Description

5,5-Diphenylbarbituric acid belongs to the class of organic compounds known as diphenylmethanes. Diphenylmethanes are compounds containing a diphenylmethane moiety, which consists of a methane wherein two hydrogen atoms are replaced by two phenyl groups. Based on a literature review very few articles have been published on 5,5-Diphenylbarbituric acid. This compound has been identified in human blood as reported by (PMID: 31557052 ). 5,5-diphenylbarbituric acid is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 5,5-Diphenylbarbituric acid is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

HMDB0246852
     RDKit          3D
5,5-Diphenylbarbituric acid
 33 35  0  0  0  0  0  0  0  0999 V2000
   -0.4929    4.6904    0.3520 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2320    3.4394    0.2236 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0918    2.8646   -1.0659 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1942    1.4932   -1.1882 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5443    1.0540   -2.3263 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1020    0.5580   -0.0525 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2697   -0.3853   -0.0595 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5290    0.1517    0.2276 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6525   -0.6423    0.2446 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5702   -1.9881   -0.0201 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3379   -2.5287   -0.3035 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2132   -1.7119   -0.3167 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2034   -0.1653   -0.0460 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6444   -0.8140   -1.1836 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8506   -1.4868   -1.2091 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6493   -1.5317   -0.1038 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2350   -0.8950    1.0423 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0279   -0.2267    1.0536 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1989    1.2747    1.2384 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5507    0.6155    2.2460 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0854    2.6404    1.3648 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2113    3.4979   -1.9085 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6324    1.1928    0.4372 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6143   -0.2289    0.4633 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4645   -2.6338   -0.0087 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2657   -3.5909   -0.5129 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2679   -2.1620   -0.5378 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0670   -0.8245   -2.1016 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2083   -2.0013   -2.1022 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6011   -2.0477   -0.0830 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8730   -0.9267    1.9332 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7463    0.2571    1.9767 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1877    3.0619    2.3269 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  4  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
 15 16  2  0
 16 17  1  0
 17 18  2  0
  6 19  1  0
 19 20  2  0
 19 21  1  0
 21  2  1  0
 12  7  1  0
 18 13  1  0
  3 22  1  0
  8 23  1  0
  9 24  1  0
 10 25  1  0
 11 26  1  0
 12 27  1  0
 14 28  1  0
 15 29  1  0
 16 30  1  0
 17 31  1  0
 18 32  1  0
 21 33  1  0
M  END


  Mrv1652309112101522D          

 21 23  0  0  0  0            999 V2000
   -0.9105   -1.7760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6249   -1.3635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6249   -0.5385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9105   -0.1260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1960   -0.5385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1960   -1.3635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9105    0.6990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1926    1.4743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0051    1.6175    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6623    2.1063    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1501    1.9630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6804    2.5950    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4323    1.1877    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0980    0.5558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1842   -0.2195    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7229    0.5558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0051   -0.2195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8176   -0.3627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3479    0.2692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0657    1.0445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2532    1.1877    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
  1  6  1  0  0  0  0
  4  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
  7 14  1  0  0  0  0
 14 15  2  0  0  0  0
  7 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 16 21  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0246852

> <DATABASE_NAME>
hmdb

> <SMILES>
O=C1NC(=O)C(C(=O)N1)(C1=CC=CC=C1)C1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C16H12N2O3/c19-13-16(11-7-3-1-4-8-11,12-9-5-2-6-10-12)14(20)18-15(21)17-13/h1-10H,(H2,17,18,19,20,21)

> <INCHI_KEY>
IKVPZYAOGOJTLK-UHFFFAOYSA-N

> <FORMULA>
C16H12N2O3

> <MOLECULAR_WEIGHT>
280.283

> <EXACT_MASS>
280.084792254

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
33

> <JCHEM_AVERAGE_POLARIZABILITY>
27.55489162795347

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5,5-diphenyl-1,3-diazinane-2,4,6-trione

> <ALOGPS_LOGP>
2.24

> <JCHEM_LOGP>
2.095565435666667

> <ALOGPS_LOGS>
-3.93

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
10.449732373234975

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.7880358563429075

> <JCHEM_POLAR_SURFACE_AREA>
75.27000000000001

> <JCHEM_REFRACTIVITY>
75.11980000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.30e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
barbituric acid,5,5-diphenyl-

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0246852
     RDKit          3D
5,5-Diphenylbarbituric acid
 33 35  0  0  0  0  0  0  0  0999 V2000
   -0.4929    4.6904    0.3520 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2320    3.4394    0.2236 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0918    2.8646   -1.0659 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1942    1.4932   -1.1882 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5443    1.0540   -2.3263 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1020    0.5580   -0.0525 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2697   -0.3853   -0.0595 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5290    0.1517    0.2276 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6525   -0.6423    0.2446 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5702   -1.9881   -0.0201 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3379   -2.5287   -0.3035 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2132   -1.7119   -0.3167 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2034   -0.1653   -0.0460 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6444   -0.8140   -1.1836 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8506   -1.4868   -1.2091 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6493   -1.5317   -0.1038 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2350   -0.8950    1.0423 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0279   -0.2267    1.0536 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1989    1.2747    1.2384 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5507    0.6155    2.2460 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0854    2.6404    1.3648 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2113    3.4979   -1.9085 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6324    1.1928    0.4372 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6143   -0.2289    0.4633 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4645   -2.6338   -0.0087 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2657   -3.5909   -0.5129 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2679   -2.1620   -0.5378 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0670   -0.8245   -2.1016 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2083   -2.0013   -2.1022 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6011   -2.0477   -0.0830 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8730   -0.9267    1.9332 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7463    0.2571    1.9767 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1877    3.0619    2.3269 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  4  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
 15 16  2  0
 16 17  1  0
 17 18  2  0
  6 19  1  0
 19 20  2  0
 19 21  1  0
 21  2  1  0
 12  7  1  0
 18 13  1  0
  3 22  1  0
  8 23  1  0
  9 24  1  0
 10 25  1  0
 11 26  1  0
 12 27  1  0
 14 28  1  0
 15 29  1  0
 16 30  1  0
 17 31  1  0
 18 32  1  0
 21 33  1  0
M  END

HEADER    PROTEIN                                 11-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-21         0                                  
HETATM    1  C   UNK     0      -1.700  -3.315   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -3.033  -2.545   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -3.033  -1.005   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.700  -0.235   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.366  -1.005   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.366  -2.545   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.700   1.305   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -2.226   2.752   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      -3.743   3.019   0.000  0.00  0.00           O+0
HETATM   10  N   UNK     0      -1.236   3.932   0.000  0.00  0.00           N+0
HETATM   11  C   UNK     0       0.280   3.664   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       1.270   4.844   0.000  0.00  0.00           O+0
HETATM   13  N   UNK     0       0.807   2.217   0.000  0.00  0.00           N+0
HETATM   14  C   UNK     0      -0.183   1.037   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       0.344  -0.410   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      -3.216   1.037   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -3.743  -0.410   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -5.259  -0.677   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -6.249   0.503   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -5.723   1.950   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -4.206   2.217   0.000  0.00  0.00           C+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5    7                                                  
CONECT    5    4    6                                                       
CONECT    6    5    1                                                       
CONECT    7    4    8   14   16                                             
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11                                                       
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14                                                       
CONECT   14   13    7   15                                                  
CONECT   15   14                                                            
CONECT   16    7   17   21                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   16                                                       
MASTER        0    0    0    0    0    0    0    0   21    0   46    0
END

COMPND    HMDB0246852
HETATM    1  O1  UNL     1      -0.493   4.690   0.352  1.00  0.00           O  
HETATM    2  C1  UNL     1      -0.232   3.439   0.224  1.00  0.00           C  
HETATM    3  N1  UNL     1      -0.092   2.865  -1.066  1.00  0.00           N  
HETATM    4  C2  UNL     1       0.194   1.493  -1.188  1.00  0.00           C  
HETATM    5  O2  UNL     1       0.544   1.054  -2.326  1.00  0.00           O  
HETATM    6  C3  UNL     1       0.102   0.558  -0.053  1.00  0.00           C  
HETATM    7  C4  UNL     1       1.270  -0.385  -0.060  1.00  0.00           C  
HETATM    8  C5  UNL     1       2.529   0.152   0.228  1.00  0.00           C  
HETATM    9  C6  UNL     1       3.652  -0.642   0.245  1.00  0.00           C  
HETATM   10  C7  UNL     1       3.570  -1.988  -0.020  1.00  0.00           C  
HETATM   11  C8  UNL     1       2.338  -2.529  -0.303  1.00  0.00           C  
HETATM   12  C9  UNL     1       1.213  -1.712  -0.317  1.00  0.00           C  
HETATM   13  C10 UNL     1      -1.203  -0.165  -0.046  1.00  0.00           C  
HETATM   14  C11 UNL     1      -1.644  -0.814  -1.184  1.00  0.00           C  
HETATM   15  C12 UNL     1      -2.851  -1.487  -1.209  1.00  0.00           C  
HETATM   16  C13 UNL     1      -3.649  -1.532  -0.104  1.00  0.00           C  
HETATM   17  C14 UNL     1      -3.235  -0.895   1.042  1.00  0.00           C  
HETATM   18  C15 UNL     1      -2.028  -0.227   1.054  1.00  0.00           C  
HETATM   19  C16 UNL     1       0.199   1.275   1.238  1.00  0.00           C  
HETATM   20  O3  UNL     1       0.551   0.615   2.246  1.00  0.00           O  
HETATM   21  N2  UNL     1      -0.085   2.640   1.365  1.00  0.00           N  
HETATM   22  H1  UNL     1      -0.211   3.498  -1.908  1.00  0.00           H  
HETATM   23  H2  UNL     1       2.632   1.193   0.437  1.00  0.00           H  
HETATM   24  H3  UNL     1       4.614  -0.229   0.463  1.00  0.00           H  
HETATM   25  H4  UNL     1       4.465  -2.634  -0.009  1.00  0.00           H  
HETATM   26  H5  UNL     1       2.266  -3.591  -0.513  1.00  0.00           H  
HETATM   27  H6  UNL     1       0.268  -2.162  -0.538  1.00  0.00           H  
HETATM   28  H7  UNL     1      -1.067  -0.825  -2.102  1.00  0.00           H  
HETATM   29  H8  UNL     1      -3.208  -2.001  -2.102  1.00  0.00           H  
HETATM   30  H9  UNL     1      -4.601  -2.048  -0.083  1.00  0.00           H  
HETATM   31  H10 UNL     1      -3.873  -0.927   1.933  1.00  0.00           H  
HETATM   32  H11 UNL     1      -1.746   0.257   1.977  1.00  0.00           H  
HETATM   33  H12 UNL     1      -0.188   3.062   2.327  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3   21
CONECT    3    4   22
CONECT    4    5    5    6
CONECT    6    7   13   19
CONECT    7    8    8   12
CONECT    8    9   23
CONECT    9   10   10   24
CONECT   10   11   25
CONECT   11   12   12   26
CONECT   12   27
CONECT   13   14   14   18
CONECT   14   15   28
CONECT   15   16   16   29
CONECT   16   17   30
CONECT   17   18   18   31
CONECT   18   32
CONECT   19   20   20   21
CONECT   21   33
END

HMDB0246852
     RDKit          3D
5,5-Diphenylbarbituric acid
 33 35  0  0  0  0  0  0  0  0999 V2000
   -0.4929    4.6904    0.3520 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2320    3.4394    0.2236 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0918    2.8646   -1.0659 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1942    1.4932   -1.1882 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5443    1.0540   -2.3263 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1020    0.5580   -0.0525 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2697   -0.3853   -0.0595 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5290    0.1517    0.2276 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6525   -0.6423    0.2446 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5702   -1.9881   -0.0201 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3379   -2.5287   -0.3035 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2132   -1.7119   -0.3167 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2034   -0.1653   -0.0460 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6444   -0.8140   -1.1836 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8506   -1.4868   -1.2091 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6493   -1.5317   -0.1038 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2350   -0.8950    1.0423 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0279   -0.2267    1.0536 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1989    1.2747    1.2384 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5507    0.6155    2.2460 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0854    2.6404    1.3648 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2113    3.4979   -1.9085 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6324    1.1928    0.4372 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6143   -0.2289    0.4633 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4645   -2.6338   -0.0087 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2657   -3.5909   -0.5129 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2679   -2.1620   -0.5378 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0670   -0.8245   -2.1016 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2083   -2.0013   -2.1022 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6011   -2.0477   -0.0830 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8730   -0.9267    1.9332 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7463    0.2571    1.9767 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1877    3.0619    2.3269 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  4  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
 15 16  2  0
 16 17  1  0
 17 18  2  0
  6 19  1  0
 19 20  2  0
 19 21  1  0
 21  2  1  0
 12  7  1  0
 18 13  1  0
  3 22  1  0
  8 23  1  0
  9 24  1  0
 10 25  1  0
 11 26  1  0
 12 27  1  0
 14 28  1  0
 15 29  1  0
 16 30  1  0
 17 31  1  0
 18 32  1  0
 21 33  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
5,5-Diphenylbarbitate	Generator
5,5-Diphenylbarbitic acid	Generator
5,5-Diphenylbarbituric acid, monosodium salt	HMDB

Chemical Formula

C₁₆H₁₂N₂O₃

Average Molecular Weight

280.283

Monoisotopic Molecular Weight

280.084792254

IUPAC Name

5,5-diphenyl-1,3-diazinane-2,4,6-trione

Traditional Name

barbituric acid,5,5-diphenyl-

CAS Registry Number

Not Available

SMILES

O=C1NC(=O)C(C(=O)N1)(C1=CC=CC=C1)C1=CC=CC=C1

InChI Identifier

InChI=1S/C16H12N2O3/c19-13-16(11-7-3-1-4-8-11,12-9-5-2-6-10-12)14(20)18-15(21)17-13/h1-10H,(H2,17,18,19,20,21)

InChI Key

IKVPZYAOGOJTLK-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as diphenylmethanes. Diphenylmethanes are compounds containing a diphenylmethane moiety, which consists of a methane wherein two hydrogen atoms are replaced by two phenyl groups.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Diphenylmethanes

Direct Parent

Diphenylmethanes

Alternative Parents

Substituents

Diphenylmethane
Barbiturate
N-acyl urea
Pyrimidone
Ureide
1,3-diazinane
Pyrimidine
Dicarboximide
Urea
Carbonic acid derivative
Azacycle
Carboxylic acid derivative
Organoheterocyclic compound
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Organic oxide
Organopnictogen compound
Organic oxygen compound
Carbonyl group
Organic nitrogen compound
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	2.24	ALOGPS
logP	2.1	ChemAxon
logS	-3.9	ALOGPS
pKa (Strongest Acidic)	6.79	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	75.27 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	75.12 m³·mol⁻¹	ChemAxon
Polarizability	27.55 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]+	161.813	30932474
DeepCCS	[M-H]-	159.455	30932474
DeepCCS	[M-2H]-	193.169	30932474
DeepCCS	[M+Na]+	168.396	30932474
AllCCS	[M+H]+	163.9	32859911
AllCCS	[M+H-H2O]+	160.1	32859911
AllCCS	[M+NH4]+	167.5	32859911
AllCCS	[M+Na]+	168.5	32859911
AllCCS	[M-H]-	165.9	32859911
AllCCS	[M+Na-2H]-	165.2	32859911
AllCCS	[M+HCOO]-	164.6	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
5,5-Diphenylbarbituric acid	O=C1NC(=O)C(C(=O)N1)(C1=CC=CC=C1)C1=CC=CC=C1	3905.4	Standard polar	33892256
5,5-Diphenylbarbituric acid	O=C1NC(=O)C(C(=O)N1)(C1=CC=CC=C1)C1=CC=CC=C1	2487.9	Standard non polar	33892256
5,5-Diphenylbarbituric acid	O=C1NC(=O)C(C(=O)N1)(C1=CC=CC=C1)C1=CC=CC=C1	2476.5	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
5,5-Diphenylbarbituric acid,1TMS,isomer #1	C[Si](C)(C)N1C(=O)NC(=O)C(C2=CC=CC=C2)(C2=CC=CC=C2)C1=O	2307.2	Semi standard non polar	33892256
5,5-Diphenylbarbituric acid,1TMS,isomer #1	C[Si](C)(C)N1C(=O)NC(=O)C(C2=CC=CC=C2)(C2=CC=CC=C2)C1=O	2465.6	Standard non polar	33892256
5,5-Diphenylbarbituric acid,1TMS,isomer #1	C[Si](C)(C)N1C(=O)NC(=O)C(C2=CC=CC=C2)(C2=CC=CC=C2)C1=O	3520.7	Standard polar	33892256
5,5-Diphenylbarbituric acid,2TMS,isomer #1	C[Si](C)(C)N1C(=O)N([Si](C)(C)C)C(=O)C(C2=CC=CC=C2)(C2=CC=CC=C2)C1=O	2162.5	Semi standard non polar	33892256
5,5-Diphenylbarbituric acid,2TMS,isomer #1	C[Si](C)(C)N1C(=O)N([Si](C)(C)C)C(=O)C(C2=CC=CC=C2)(C2=CC=CC=C2)C1=O	2493.2	Standard non polar	33892256
5,5-Diphenylbarbituric acid,2TMS,isomer #1	C[Si](C)(C)N1C(=O)N([Si](C)(C)C)C(=O)C(C2=CC=CC=C2)(C2=CC=CC=C2)C1=O	3099.3	Standard polar	33892256
5,5-Diphenylbarbituric acid,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N1C(=O)NC(=O)C(C2=CC=CC=C2)(C2=CC=CC=C2)C1=O	2648.3	Semi standard non polar	33892256
5,5-Diphenylbarbituric acid,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N1C(=O)NC(=O)C(C2=CC=CC=C2)(C2=CC=CC=C2)C1=O	2666.7	Standard non polar	33892256
5,5-Diphenylbarbituric acid,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N1C(=O)NC(=O)C(C2=CC=CC=C2)(C2=CC=CC=C2)C1=O	3540.6	Standard polar	33892256
5,5-Diphenylbarbituric acid,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N1C(=O)N([Si](C)(C)C(C)(C)C)C(=O)C(C2=CC=CC=C2)(C2=CC=CC=C2)C1=O	2748.8	Semi standard non polar	33892256
5,5-Diphenylbarbituric acid,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N1C(=O)N([Si](C)(C)C(C)(C)C)C(=O)C(C2=CC=CC=C2)(C2=CC=CC=C2)C1=O	2912.0	Standard non polar	33892256
5,5-Diphenylbarbituric acid,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N1C(=O)N([Si](C)(C)C(C)(C)C)C(=O)C(C2=CC=CC=C2)(C2=CC=CC=C2)C1=O	3177.2	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 5,5-Diphenylbarbituric acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-014u-2980000000-e80b14e9109dcea85cfd	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5,5-Diphenylbarbituric acid GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	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 - 5,5-Diphenylbarbituric acid 10V, Positive-QTOF	splash10-001i-0090000000-ad60b45ca06daddf05ba	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5,5-Diphenylbarbituric acid 20V, Positive-QTOF	splash10-001i-0290000000-31336c6bcda9ee89d1bb	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5,5-Diphenylbarbituric acid 40V, Positive-QTOF	splash10-014i-1900000000-376a01f09fbdd016a22c	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5,5-Diphenylbarbituric acid 10V, Negative-QTOF	splash10-004i-0090000000-2247764f9f5262652001	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5,5-Diphenylbarbituric acid 20V, Negative-QTOF	splash10-002f-6090000000-837fa6e8a432d6d6594c	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5,5-Diphenylbarbituric acid 40V, Negative-QTOF	splash10-0006-4900000000-302d59b0333219ff8990	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

42312

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

46484

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 5,5-Diphenylbarbituric acid (HMDB0246852)

MOL for HMDB0246852 (5,5-Diphenylbarbituric acid)

3D MOL for HMDB0246852 (5,5-Diphenylbarbituric acid)

3D SDF for HMDB0246852 (5,5-Diphenylbarbituric acid)

3D-SDF for HMDB0246852 (5,5-Diphenylbarbituric acid)

PDB for HMDB0246852 (5,5-Diphenylbarbituric acid)

3D PDB for HMDB0246852 (5,5-Diphenylbarbituric acid)

SMILES for HMDB0246852 (5,5-Diphenylbarbituric acid)

INCHI for HMDB0246852 (5,5-Diphenylbarbituric acid)

Structure for HMDB0246852 (5,5-Diphenylbarbituric acid)

3D Structure for HMDB0246852 (5,5-Diphenylbarbituric acid)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra