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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 00:28:06 UTC

Update Date

2021-09-26 22:57:10 UTC

HMDB ID

HMDB0247463

Secondary Accession Numbers

None

Metabolite Identification

Common Name

8-Phenyltheophylline

Description

8-Phenyltheophylline, also known as 8-PT, belongs to the class of organic compounds known as xanthines. These are purine derivatives with a ketone group conjugated at carbons 2 and 6 of the purine moiety. Based on a literature review a significant number of articles have been published on 8-Phenyltheophylline. This compound has been identified in human blood as reported by (PMID: 31557052 ). 8-phenyltheophylline is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 8-Phenyltheophylline 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

HMDB0247463
     RDKit          3D
8-Phenyltheophylline
 31 33  0  0  0  0  0  0  0  0999 V2000
   -4.6704    0.1960    1.2201 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4083    0.1628    0.5342 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2905    0.0541    1.2887 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3466   -0.0166    2.5569 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0492    0.0166    0.6977 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2116   -0.0834    1.1580 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0739   -0.0735    0.1316 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5258   -0.1626    0.2171 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3291   -0.1439   -0.9019 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7128   -0.2306   -0.7901 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3305   -0.3380    0.4385 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5192   -0.3566    1.5648 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1439   -0.2699    1.4443 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3307    0.0346   -0.9831 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9734    0.0931   -0.6899 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1213    0.1993   -1.3710 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0399    0.2792   -2.8218 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3348    0.2372   -0.8141 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3985    0.3390   -1.5023 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8639   -0.8053    1.6577 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4986    0.4156    0.5241 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5875    0.9803    2.0202 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4218   -0.1560    2.1944 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8833   -0.0610   -1.8811 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3400   -0.2153   -1.6769 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4018   -0.4078    0.5705 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9942   -0.4416    2.5498 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4933   -0.2838    2.3286 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0124    0.1465   -3.1892 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3515    1.3071   -3.1623 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7649   -0.4156   -3.3135 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
  7 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  2  0
 18  2  1  0
 15  5  2  0
 13  8  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  6 23  1  0
  9 24  1  0
 10 25  1  0
 11 26  1  0
 12 27  1  0
 13 28  1  0
 17 29  1  0
 17 30  1  0
 17 31  1  0
M  END

  Mrv1533004241520142D          

 19 21  0  0  0  0            999 V2000
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7846    1.0799    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2695    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7846   -0.2549    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0945    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5070   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3320   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7445    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3320    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5070    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  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
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  2  8  1  0  0  0  0
  8  9  2  0  0  0  0
  7 10  1  0  0  0  0
  4 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
  3 13  1  0  0  0  0
 12 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 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
 14 19  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0247463

> <DATABASE_NAME>
hmdb

> <SMILES>
CN1C2=C(NC(=N2)C2=CC=CC=C2)C(=O)N(C)C1=O

> <INCHI_IDENTIFIER>
InChI=1S/C13H12N4O2/c1-16-11-9(12(18)17(2)13(16)19)14-10(15-11)8-6-4-3-5-7-8/h3-7H,1-2H3,(H,14,15)

> <INCHI_KEY>
PJFMAVHETLRJHJ-UHFFFAOYSA-N

> <FORMULA>
C13H12N4O2

> <MOLECULAR_WEIGHT>
256.265

> <EXACT_MASS>
256.096025642

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
31

> <JCHEM_AVERAGE_POLARIZABILITY>
26.740124347356762

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1,3-dimethyl-8-phenyl-2,3,6,7-tetrahydro-1H-purine-2,6-dione

> <ALOGPS_LOGP>
1.51

> <JCHEM_LOGP>
1.2554485919999998

> <ALOGPS_LOGS>
-2.44

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.18148747092007

> <JCHEM_PKA_STRONGEST_BASIC>
-1.3955287334611461

> <JCHEM_POLAR_SURFACE_AREA>
69.30000000000001

> <JCHEM_REFRACTIVITY>
80.03610000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
9.41e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
8-phenyltheophylline

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0247463
     RDKit          3D
8-Phenyltheophylline
 31 33  0  0  0  0  0  0  0  0999 V2000
   -4.6704    0.1960    1.2201 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4083    0.1628    0.5342 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2905    0.0541    1.2887 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3466   -0.0166    2.5569 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0492    0.0166    0.6977 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2116   -0.0834    1.1580 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0739   -0.0735    0.1316 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5258   -0.1626    0.2171 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3291   -0.1439   -0.9019 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7128   -0.2306   -0.7901 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3305   -0.3380    0.4385 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5192   -0.3566    1.5648 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1439   -0.2699    1.4443 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3307    0.0346   -0.9831 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9734    0.0931   -0.6899 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1213    0.1993   -1.3710 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0399    0.2792   -2.8218 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3348    0.2372   -0.8141 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3985    0.3390   -1.5023 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8639   -0.8053    1.6577 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4986    0.4156    0.5241 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5875    0.9803    2.0202 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4218   -0.1560    2.1944 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8833   -0.0610   -1.8811 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3400   -0.2153   -1.6769 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4018   -0.4078    0.5705 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9942   -0.4416    2.5498 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4933   -0.2838    2.3286 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0124    0.1465   -3.1892 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3515    1.3071   -3.1623 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7649   -0.4156   -3.3135 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
  7 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  2  0
 18  2  1  0
 15  5  2  0
 13  8  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  6 23  1  0
  9 24  1  0
 10 25  1  0
 11 26  1  0
 12 27  1  0
 13 28  1  0
 17 29  1  0
 17 30  1  0
 17 31  1  0
M  END

HEADER    PROTEIN                                 24-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-APR-15         0                                  
HETATM    1  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    2  N   UNK     0       1.334  -0.770   0.000  0.00  0.00           N+0
HETATM    3  C   UNK     0      -0.000  -0.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.000   1.540   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       1.334   3.850   0.000  0.00  0.00           O+0
HETATM    7  N   UNK     0       2.667   1.540   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       4.001  -0.770   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM   11  N   UNK     0      -1.465   2.016   0.000  0.00  0.00           N+0
HETATM   12  C   UNK     0      -2.370   0.770   0.000  0.00  0.00           C+0
HETATM   13  N   UNK     0      -1.465  -0.476   0.000  0.00  0.00           N+0
HETATM   14  C   UNK     0      -3.910   0.770   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -4.680  -0.564   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -6.220  -0.564   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -6.990   0.770   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -6.220   2.104   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -4.680   2.104   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    8                                                  
CONECT    3    2    4   13                                                  
CONECT    4    3    5   11                                                  
CONECT    5    4    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8   10                                                  
CONECT    8    7    2    9                                                  
CONECT    9    8                                                            
CONECT   10    7                                                            
CONECT   11    4   12                                                       
CONECT   12   11   13   14                                                  
CONECT   13   12    3                                                       
CONECT   14   12   15   19                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   14                                                       
MASTER        0    0    0    0    0    0    0    0   19    0   42    0
END

COMPND    HMDB0247463
HETATM    1  C1  UNL     1      -4.670   0.196   1.220  1.00  0.00           C  
HETATM    2  N1  UNL     1      -3.408   0.163   0.534  1.00  0.00           N  
HETATM    3  C2  UNL     1      -2.290   0.054   1.289  1.00  0.00           C  
HETATM    4  O1  UNL     1      -2.347  -0.017   2.557  1.00  0.00           O  
HETATM    5  C3  UNL     1      -1.049   0.017   0.698  1.00  0.00           C  
HETATM    6  N2  UNL     1       0.212  -0.083   1.158  1.00  0.00           N  
HETATM    7  C4  UNL     1       1.074  -0.073   0.132  1.00  0.00           C  
HETATM    8  C5  UNL     1       2.526  -0.163   0.217  1.00  0.00           C  
HETATM    9  C6  UNL     1       3.329  -0.144  -0.902  1.00  0.00           C  
HETATM   10  C7  UNL     1       4.713  -0.231  -0.790  1.00  0.00           C  
HETATM   11  C8  UNL     1       5.330  -0.338   0.438  1.00  0.00           C  
HETATM   12  C9  UNL     1       4.519  -0.357   1.565  1.00  0.00           C  
HETATM   13  C10 UNL     1       3.144  -0.270   1.444  1.00  0.00           C  
HETATM   14  N3  UNL     1       0.331   0.035  -0.983  1.00  0.00           N  
HETATM   15  C11 UNL     1      -0.973   0.093  -0.690  1.00  0.00           C  
HETATM   16  N4  UNL     1      -2.121   0.199  -1.371  1.00  0.00           N  
HETATM   17  C12 UNL     1      -2.040   0.279  -2.822  1.00  0.00           C  
HETATM   18  C13 UNL     1      -3.335   0.237  -0.814  1.00  0.00           C  
HETATM   19  O2  UNL     1      -4.399   0.339  -1.502  1.00  0.00           O  
HETATM   20  H1  UNL     1      -4.864  -0.805   1.658  1.00  0.00           H  
HETATM   21  H2  UNL     1      -5.499   0.416   0.524  1.00  0.00           H  
HETATM   22  H3  UNL     1      -4.588   0.980   2.020  1.00  0.00           H  
HETATM   23  H4  UNL     1       0.422  -0.156   2.194  1.00  0.00           H  
HETATM   24  H5  UNL     1       2.883  -0.061  -1.881  1.00  0.00           H  
HETATM   25  H6  UNL     1       5.340  -0.215  -1.677  1.00  0.00           H  
HETATM   26  H7  UNL     1       6.402  -0.408   0.570  1.00  0.00           H  
HETATM   27  H8  UNL     1       4.994  -0.442   2.550  1.00  0.00           H  
HETATM   28  H9  UNL     1       2.493  -0.284   2.329  1.00  0.00           H  
HETATM   29  H10 UNL     1      -1.012   0.147  -3.189  1.00  0.00           H  
HETATM   30  H11 UNL     1      -2.352   1.307  -3.162  1.00  0.00           H  
HETATM   31  H12 UNL     1      -2.765  -0.416  -3.314  1.00  0.00           H  
CONECT    1    2   20   21   22
CONECT    2    3   18
CONECT    3    4    4    5
CONECT    5    6   15   15
CONECT    6    7   23
CONECT    7    8   14   14
CONECT    8    9    9   13
CONECT    9   10   24
CONECT   10   11   11   25
CONECT   11   12   26
CONECT   12   13   13   27
CONECT   13   28
CONECT   14   15
CONECT   15   16
CONECT   16   17   18
CONECT   17   29   30   31
CONECT   18   19   19
END

HMDB0247463
     RDKit          3D
8-Phenyltheophylline
 31 33  0  0  0  0  0  0  0  0999 V2000
   -4.6704    0.1960    1.2201 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4083    0.1628    0.5342 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2905    0.0541    1.2887 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3466   -0.0166    2.5569 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0492    0.0166    0.6977 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2116   -0.0834    1.1580 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0739   -0.0735    0.1316 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5258   -0.1626    0.2171 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3291   -0.1439   -0.9019 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7128   -0.2306   -0.7901 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3305   -0.3380    0.4385 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5192   -0.3566    1.5648 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1439   -0.2699    1.4443 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3307    0.0346   -0.9831 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9734    0.0931   -0.6899 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1213    0.1993   -1.3710 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0399    0.2792   -2.8218 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3348    0.2372   -0.8141 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3985    0.3390   -1.5023 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8639   -0.8053    1.6577 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4986    0.4156    0.5241 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5875    0.9803    2.0202 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4218   -0.1560    2.1944 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8833   -0.0610   -1.8811 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3400   -0.2153   -1.6769 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4018   -0.4078    0.5705 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9942   -0.4416    2.5498 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4933   -0.2838    2.3286 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0124    0.1465   -3.1892 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3515    1.3071   -3.1623 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7649   -0.4156   -3.3135 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
  7 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  2  0
 18  2  1  0
 15  5  2  0
 13  8  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  6 23  1  0
  9 24  1  0
 10 25  1  0
 11 26  1  0
 12 27  1  0
 13 28  1  0
 17 29  1  0
 17 30  1  0
 17 31  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
8-PT	HMDB
8-Phenyl-13-dimethylxanthine	HMDB
8-Phenyltheophylline	ChEMBL

Chemical Formula

C₁₃H₁₂N₄O₂

Average Molecular Weight

256.265

Monoisotopic Molecular Weight

256.096025642

IUPAC Name

1,3-dimethyl-8-phenyl-2,3,6,7-tetrahydro-1H-purine-2,6-dione

Traditional Name

8-phenyltheophylline

CAS Registry Number

Not Available

SMILES

CN1C2=C(NC(=N2)C2=CC=CC=C2)C(=O)N(C)C1=O

InChI Identifier

InChI=1S/C13H12N4O2/c1-16-11-9(12(18)17(2)13(16)19)14-10(15-11)8-6-4-3-5-7-8/h3-7H,1-2H3,(H,14,15)

InChI Key

PJFMAVHETLRJHJ-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as xanthines. These are purine derivatives with a ketone group conjugated at carbons 2 and 6 of the purine moiety.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Imidazopyrimidines

Sub Class

Purines and purine derivatives

Direct Parent

Xanthines

Alternative Parents

Substituents

2-phenylimidazole
Xanthine
6-oxopurine
Purinone
Alkaloid or derivatives
Pyrimidone
Monocyclic benzene moiety
Benzenoid
Pyrimidine
Azole
Imidazole
Heteroaromatic compound
Vinylogous amide
Lactam
Urea
Azacycle
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Organic nitrogen compound
Organic oxide
Organopnictogen compound
Organic oxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (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	1.51	ALOGPS
logP	1.26	ChemAxon
logS	-2.4	ALOGPS
pKa (Strongest Acidic)	7.18	ChemAxon
pKa (Strongest Basic)	-1.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	69.3 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	80.04 m³·mol⁻¹	ChemAxon
Polarizability	26.74 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]+	159.682	30932474
DeepCCS	[M-H]-	157.309	30932474
DeepCCS	[M-2H]-	190.259	30932474
DeepCCS	[M+Na]+	165.76	30932474
AllCCS	[M+H]+	156.7	32859911
AllCCS	[M+H-H2O]+	152.9	32859911
AllCCS	[M+NH4]+	160.3	32859911
AllCCS	[M+Na]+	161.3	32859911
AllCCS	[M-H]-	161.3	32859911
AllCCS	[M+Na-2H]-	160.8	32859911
AllCCS	[M+HCOO]-	160.3	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
8-Phenyltheophylline	CN1C2=C(NC(=N2)C2=CC=CC=C2)C(=O)N(C)C1=O	2816.8	Standard polar	33892256
8-Phenyltheophylline	CN1C2=C(NC(=N2)C2=CC=CC=C2)C(=O)N(C)C1=O	2501.6	Standard non polar	33892256
8-Phenyltheophylline	CN1C2=C(NC(=N2)C2=CC=CC=C2)C(=O)N(C)C1=O	2617.3	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
8-Phenyltheophylline,1TMS,isomer #1	CN1C(=O)C2=C(N=C(C3=CC=CC=C3)N2[Si](C)(C)C)N(C)C1=O	2496.3	Semi standard non polar	33892256
8-Phenyltheophylline,1TMS,isomer #1	CN1C(=O)C2=C(N=C(C3=CC=CC=C3)N2[Si](C)(C)C)N(C)C1=O	2513.6	Standard non polar	33892256
8-Phenyltheophylline,1TMS,isomer #1	CN1C(=O)C2=C(N=C(C3=CC=CC=C3)N2[Si](C)(C)C)N(C)C1=O	3091.3	Standard polar	33892256
8-Phenyltheophylline,1TBDMS,isomer #1	CN1C(=O)C2=C(N=C(C3=CC=CC=C3)N2[Si](C)(C)C(C)(C)C)N(C)C1=O	2659.5	Semi standard non polar	33892256
8-Phenyltheophylline,1TBDMS,isomer #1	CN1C(=O)C2=C(N=C(C3=CC=CC=C3)N2[Si](C)(C)C(C)(C)C)N(C)C1=O	2713.6	Standard non polar	33892256
8-Phenyltheophylline,1TBDMS,isomer #1	CN1C(=O)C2=C(N=C(C3=CC=CC=C3)N2[Si](C)(C)C(C)(C)C)N(C)C1=O	3148.4	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 8-Phenyltheophylline GC-MS (Non-derivatized) - 70eV, Positive	splash10-0f92-1890000000-b2ca52929563a17d4e6c	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 8-Phenyltheophylline 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 - 8-Phenyltheophylline 10V, Positive-QTOF	splash10-0a4i-0090000000-fc9b52eb1ec38416d276	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 8-Phenyltheophylline 20V, Positive-QTOF	splash10-0a4i-0190000000-7f5936e00faf5ee151fb	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 8-Phenyltheophylline 40V, Positive-QTOF	splash10-00di-1900000000-f58a3038866d62f9432d	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 8-Phenyltheophylline 10V, Negative-QTOF	splash10-0a4i-0090000000-99576519415bbb115d55	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 8-Phenyltheophylline 20V, Negative-QTOF	splash10-0a4i-0590000000-10a6c33d0948ecddadb3	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 8-Phenyltheophylline 40V, Negative-QTOF	splash10-006y-0900000000-712fc23b2482857411a4	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

1846

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

8-Phenyltheophylline

METLIN ID

Not Available

PubChem Compound

Not Available

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 8-Phenyltheophylline (HMDB0247463)

MOL for HMDB0247463 (8-Phenyltheophylline)

3D MOL for HMDB0247463 (8-Phenyltheophylline)

3D SDF for HMDB0247463 (8-Phenyltheophylline)

3D-SDF for HMDB0247463 (8-Phenyltheophylline)

PDB for HMDB0247463 (8-Phenyltheophylline)

3D PDB for HMDB0247463 (8-Phenyltheophylline)

SMILES for HMDB0247463 (8-Phenyltheophylline)

INCHI for HMDB0247463 (8-Phenyltheophylline)

Structure for HMDB0247463 (8-Phenyltheophylline)

3D Structure for HMDB0247463 (8-Phenyltheophylline)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra