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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 00:25:15 UTC

Update Date

2021-09-26 22:57:06 UTC

HMDB ID

HMDB0247413

Secondary Accession Numbers

None

Metabolite Identification

Common Name

8-(p-Sulfophenyl)theophylline

Description

8-(p-Sulfophenyl)theophylline, also known as 8-PSPT or PSP-theophylline, 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-(p-Sulfophenyl)theophylline. This compound has been identified in human blood as reported by (PMID: 31557052 ). 8-(p-sulfophenyl)theophylline is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 8-(p-Sulfophenyl)theophylline 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

HMDB0247413
     RDKit          3D
8-(p-Sulfophenyl)theophylline
 35 37  0  0  0  0  0  0  0  0999 V2000
   -5.6078    0.9461    0.3164 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2925    0.3470    0.1479 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2322    1.1032    0.4040 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3755    2.2958    0.7788 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9382    0.6207    0.2720 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7131    1.1306    0.4528 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1678    0.1646    0.1613 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6331    0.2378    0.2078 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4179   -0.8435   -0.1216 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7976   -0.7863   -0.0816 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4361    0.3618    0.2917 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1809    0.3856    0.3270 S   0  0  0  0  0  6  0  0  0  0  0  0
    6.7044    1.2948    1.4032 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6639   -1.0208    0.5941 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7228    0.8716   -1.1774 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6666    1.4523    0.6243 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2887    1.3917    0.5832 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5072   -0.9476   -0.2012 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8275   -0.7063   -0.1459 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9048   -1.4692   -0.4043 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7626   -2.8394   -0.8353 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1246   -0.9242   -0.2514 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1369   -1.6134   -0.4855 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7971    1.2272    1.3666 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4138    0.3145   -0.1121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6524    1.9079   -0.2721 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5085    2.1014    0.7631 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9069   -1.7473   -0.4156 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3796   -1.6617   -0.3491 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0406    1.4612   -1.5704 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1869    2.3666    0.9217 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7156    2.2561    0.8474 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7919   -2.9431   -1.9392 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5438   -3.4602   -0.3441 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7788   -3.2754   -0.5013 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
 12 14  2  0
 12 15  1  0
 11 16  1  0
 16 17  2  0
  7 18  2  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  2  0
 22  2  1  0
 19  5  2  0
 17  8  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  6 27  1  0
  9 28  1  0
 10 29  1  0
 15 30  1  0
 16 31  1  0
 17 32  1  0
 21 33  1  0
 21 34  1  0
 21 35  1  0
M  END

  Mrv1652309112102252D          

 23 25  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
   -4.5695    0.4125    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3945    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5695    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5695   -0.4125    0.0000 O   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
 17 20  1  0  0  0  0
 20 21  2  0  0  0  0
 20 22  2  0  0  0  0
 20 23  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0247413

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C13H12N4O5S/c1-16-11-9(12(18)17(2)13(16)19)14-10(15-11)7-3-5-8(6-4-7)23(20,21)22/h3-6H,1-2H3,(H,14,15)(H,20,21,22)

> <INCHI_KEY>
LXJSJIXZOAMHTG-UHFFFAOYSA-N

> <FORMULA>
C13H12N4O5S

> <MOLECULAR_WEIGHT>
336.32

> <EXACT_MASS>
336.052840676

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
35

> <JCHEM_AVERAGE_POLARIZABILITY>
32.60245533281928

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
4-(1,3-dimethyl-2,6-dioxo-2,3,6,7-tetrahydro-1H-purin-8-yl)benzene-1-sulfonic acid

> <ALOGPS_LOGP>
-0.43

> <JCHEM_LOGP>
-1.5921455718488882

> <ALOGPS_LOGS>
-3.25

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
7.147880703847429

> <JCHEM_PKA_STRONGEST_ACIDIC>
-2.418476299652604

> <JCHEM_PKA_STRONGEST_BASIC>
-1.3677864724851823

> <JCHEM_POLAR_SURFACE_AREA>
123.67

> <JCHEM_REFRACTIVITY>
90.65859999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.90e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-(1,3-dimethyl-2,6-dioxo-7H-purin-8-yl)benzenesulfonic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0247413
     RDKit          3D
8-(p-Sulfophenyl)theophylline
 35 37  0  0  0  0  0  0  0  0999 V2000
   -5.6078    0.9461    0.3164 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2925    0.3470    0.1479 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2322    1.1032    0.4040 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3755    2.2958    0.7788 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9382    0.6207    0.2720 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7131    1.1306    0.4528 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1678    0.1646    0.1613 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6331    0.2378    0.2078 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4179   -0.8435   -0.1216 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7976   -0.7863   -0.0816 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4361    0.3618    0.2917 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1809    0.3856    0.3270 S   0  0  0  0  0  6  0  0  0  0  0  0
    6.7044    1.2948    1.4032 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6639   -1.0208    0.5941 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7228    0.8716   -1.1774 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6666    1.4523    0.6243 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2887    1.3917    0.5832 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5072   -0.9476   -0.2012 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8275   -0.7063   -0.1459 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9048   -1.4692   -0.4043 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7626   -2.8394   -0.8353 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1246   -0.9242   -0.2514 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1369   -1.6134   -0.4855 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7971    1.2272    1.3666 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4138    0.3145   -0.1121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6524    1.9079   -0.2721 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5085    2.1014    0.7631 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9069   -1.7473   -0.4156 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3796   -1.6617   -0.3491 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0406    1.4612   -1.5704 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1869    2.3666    0.9217 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7156    2.2561    0.8474 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7919   -2.9431   -1.9392 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5438   -3.4602   -0.3441 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7788   -3.2754   -0.5013 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
 12 14  2  0
 12 15  1  0
 11 16  1  0
 16 17  2  0
  7 18  2  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  2  0
 22  2  1  0
 19  5  2  0
 17  8  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  6 27  1  0
  9 28  1  0
 10 29  1  0
 15 30  1  0
 16 31  1  0
 17 32  1  0
 21 33  1  0
 21 34  1  0
 21 35  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       1.334  -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
HETATM   20  S   UNK     0      -8.530   0.770   0.000  0.00  0.00           S+0
HETATM   21  O   UNK     0     -10.070   0.770   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      -8.530   2.310   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      -8.530  -0.770   0.000  0.00  0.00           O+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   20                                                  
CONECT   18   17   19                                                       
CONECT   19   18   14                                                       
CONECT   20   17   21   22   23                                             
CONECT   21   20                                                            
CONECT   22   20                                                            
CONECT   23   20                                                            
MASTER        0    0    0    0    0    0    0    0   23    0   50    0
END

COMPND    HMDB0247413
HETATM    1  C1  UNL     1      -5.608   0.946   0.316  1.00  0.00           C  
HETATM    2  N1  UNL     1      -4.293   0.347   0.148  1.00  0.00           N  
HETATM    3  C2  UNL     1      -3.232   1.103   0.404  1.00  0.00           C  
HETATM    4  O1  UNL     1      -3.376   2.296   0.779  1.00  0.00           O  
HETATM    5  C3  UNL     1      -1.938   0.621   0.272  1.00  0.00           C  
HETATM    6  N2  UNL     1      -0.713   1.131   0.453  1.00  0.00           N  
HETATM    7  C4  UNL     1       0.168   0.165   0.161  1.00  0.00           C  
HETATM    8  C5  UNL     1       1.633   0.238   0.208  1.00  0.00           C  
HETATM    9  C6  UNL     1       2.418  -0.843  -0.122  1.00  0.00           C  
HETATM   10  C7  UNL     1       3.798  -0.786  -0.082  1.00  0.00           C  
HETATM   11  C8  UNL     1       4.436   0.362   0.292  1.00  0.00           C  
HETATM   12  S1  UNL     1       6.181   0.386   0.327  1.00  0.00           S  
HETATM   13  O2  UNL     1       6.704   1.295   1.403  1.00  0.00           O  
HETATM   14  O3  UNL     1       6.664  -1.021   0.594  1.00  0.00           O  
HETATM   15  O4  UNL     1       6.723   0.872  -1.177  1.00  0.00           O  
HETATM   16  C9  UNL     1       3.667   1.452   0.624  1.00  0.00           C  
HETATM   17  C10 UNL     1       2.289   1.392   0.583  1.00  0.00           C  
HETATM   18  N3  UNL     1      -0.507  -0.948  -0.201  1.00  0.00           N  
HETATM   19  C11 UNL     1      -1.827  -0.706  -0.146  1.00  0.00           C  
HETATM   20  N4  UNL     1      -2.905  -1.469  -0.404  1.00  0.00           N  
HETATM   21  C12 UNL     1      -2.763  -2.839  -0.835  1.00  0.00           C  
HETATM   22  C13 UNL     1      -4.125  -0.924  -0.251  1.00  0.00           C  
HETATM   23  O5  UNL     1      -5.137  -1.613  -0.485  1.00  0.00           O  
HETATM   24  H1  UNL     1      -5.797   1.227   1.367  1.00  0.00           H  
HETATM   25  H2  UNL     1      -6.414   0.314  -0.112  1.00  0.00           H  
HETATM   26  H3  UNL     1      -5.652   1.908  -0.272  1.00  0.00           H  
HETATM   27  H4  UNL     1      -0.508   2.101   0.763  1.00  0.00           H  
HETATM   28  H5  UNL     1       1.907  -1.747  -0.416  1.00  0.00           H  
HETATM   29  H6  UNL     1       4.380  -1.662  -0.349  1.00  0.00           H  
HETATM   30  H7  UNL     1       6.041   1.461  -1.570  1.00  0.00           H  
HETATM   31  H8  UNL     1       4.187   2.367   0.922  1.00  0.00           H  
HETATM   32  H9  UNL     1       1.716   2.256   0.847  1.00  0.00           H  
HETATM   33  H10 UNL     1      -2.792  -2.943  -1.939  1.00  0.00           H  
HETATM   34  H11 UNL     1      -3.544  -3.460  -0.344  1.00  0.00           H  
HETATM   35  H12 UNL     1      -1.779  -3.275  -0.501  1.00  0.00           H  
CONECT    1    2   24   25   26
CONECT    2    3   22
CONECT    3    4    4    5
CONECT    5    6   19   19
CONECT    6    7   27
CONECT    7    8   18   18
CONECT    8    9    9   17
CONECT    9   10   28
CONECT   10   11   11   29
CONECT   11   12   16
CONECT   12   13   13   14   14
CONECT   12   15
CONECT   15   30
CONECT   16   17   17   31
CONECT   17   32
CONECT   18   19
CONECT   19   20
CONECT   20   21   22
CONECT   21   33   34   35
CONECT   22   23   23
END

HMDB0247413
     RDKit          3D
8-(p-Sulfophenyl)theophylline
 35 37  0  0  0  0  0  0  0  0999 V2000
   -5.6078    0.9461    0.3164 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2925    0.3470    0.1479 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2322    1.1032    0.4040 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3755    2.2958    0.7788 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9382    0.6207    0.2720 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7131    1.1306    0.4528 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1678    0.1646    0.1613 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6331    0.2378    0.2078 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4179   -0.8435   -0.1216 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7976   -0.7863   -0.0816 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4361    0.3618    0.2917 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1809    0.3856    0.3270 S   0  0  0  0  0  6  0  0  0  0  0  0
    6.7044    1.2948    1.4032 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6639   -1.0208    0.5941 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7228    0.8716   -1.1774 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6666    1.4523    0.6243 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2887    1.3917    0.5832 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5072   -0.9476   -0.2012 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8275   -0.7063   -0.1459 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9048   -1.4692   -0.4043 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7626   -2.8394   -0.8353 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1246   -0.9242   -0.2514 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1369   -1.6134   -0.4855 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7971    1.2272    1.3666 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4138    0.3145   -0.1121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6524    1.9079   -0.2721 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5085    2.1014    0.7631 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9069   -1.7473   -0.4156 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3796   -1.6617   -0.3491 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0406    1.4612   -1.5704 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1869    2.3666    0.9217 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7156    2.2561    0.8474 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7919   -2.9431   -1.9392 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5438   -3.4602   -0.3441 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7788   -3.2754   -0.5013 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
 12 14  2  0
 12 15  1  0
 11 16  1  0
 16 17  2  0
  7 18  2  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  2  0
 22  2  1  0
 19  5  2  0
 17  8  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  6 27  1  0
  9 28  1  0
 10 29  1  0
 15 30  1  0
 16 31  1  0
 17 32  1  0
 21 33  1  0
 21 34  1  0
 21 35  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
8-(p-Sulphophenyl)theophylline	Generator
8-(4-Sulfophenyl)theophylline	HMDB
8-PSPT	HMDB
8-Sulfophenyltheophylline	HMDB
8-Sulphophenyltheophylline	HMDB
PSP-Theophylline	HMDB

Chemical Formula

C₁₃H₁₂N₄O₅S

Average Molecular Weight

336.32

Monoisotopic Molecular Weight

336.052840676

IUPAC Name

4-(1,3-dimethyl-2,6-dioxo-2,3,6,7-tetrahydro-1H-purin-8-yl)benzene-1-sulfonic acid

Traditional Name

4-(1,3-dimethyl-2,6-dioxo-7H-purin-8-yl)benzenesulfonic acid

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C13H12N4O5S/c1-16-11-9(12(18)17(2)13(16)19)14-10(15-11)7-3-5-8(6-4-7)23(20,21)22/h3-6H,1-2H3,(H,14,15)(H,20,21,22)

InChI Key

LXJSJIXZOAMHTG-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
Benzenesulfonate
Arylsulfonic acid or derivatives
Benzenesulfonyl group
Alkaloid or derivatives
1-sulfo,2-unsubstituted aromatic compound
Pyrimidone
Monocyclic benzene moiety
Pyrimidine
Benzenoid
Azole
Imidazole
Heteroaromatic compound
Organic sulfonic acid or derivatives
Organosulfonic acid or derivatives
Organosulfonic acid
Sulfonyl
Vinylogous amide
Lactam
Urea
Azacycle
Hydrocarbon derivative
Organic oxide
Organosulfur compound
Organooxygen compound
Organic oxygen compound
Organic nitrogen compound
Organopnictogen compound
Organonitrogen 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	-0.43	ALOGPS
logP	-1.6	ChemAxon
logS	-3.2	ALOGPS
pKa (Strongest Acidic)	-2.4	ChemAxon
pKa (Strongest Basic)	-1.4	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	123.67 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	90.66 m³·mol⁻¹	ChemAxon
Polarizability	32.6 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	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]+	174.862	30932474
DeepCCS	[M-H]-	172.501	30932474
DeepCCS	[M-2H]-	206.693	30932474
DeepCCS	[M+Na]+	182.532	30932474
AllCCS	[M+H]+	172.9	32859911
AllCCS	[M+H-H2O]+	169.8	32859911
AllCCS	[M+NH4]+	175.8	32859911
AllCCS	[M+Na]+	176.7	32859911
AllCCS	[M-H]-	171.9	32859911
AllCCS	[M+Na-2H]-	171.4	32859911
AllCCS	[M+HCOO]-	171.1	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
8-(p-Sulfophenyl)theophylline	CN1C2=C(NC(=N2)C2=CC=C(C=C2)S(O)(=O)=O)C(=O)N(C)C1=O	4065.3	Standard polar	33892256
8-(p-Sulfophenyl)theophylline	CN1C2=C(NC(=N2)C2=CC=C(C=C2)S(O)(=O)=O)C(=O)N(C)C1=O	1687.4	Standard non polar	33892256
8-(p-Sulfophenyl)theophylline	CN1C2=C(NC(=N2)C2=CC=C(C=C2)S(O)(=O)=O)C(=O)N(C)C1=O	3462.5	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
8-(p-Sulfophenyl)theophylline,1TMS,isomer #1	CN1C(=O)C2=C(N=C(C3=CC=C(S(=O)(=O)O[Si](C)(C)C)C=C3)[NH]2)N(C)C1=O	3247.2	Semi standard non polar	33892256
8-(p-Sulfophenyl)theophylline,1TMS,isomer #1	CN1C(=O)C2=C(N=C(C3=CC=C(S(=O)(=O)O[Si](C)(C)C)C=C3)[NH]2)N(C)C1=O	3126.7	Standard non polar	33892256
8-(p-Sulfophenyl)theophylline,1TMS,isomer #1	CN1C(=O)C2=C(N=C(C3=CC=C(S(=O)(=O)O[Si](C)(C)C)C=C3)[NH]2)N(C)C1=O	4434.7	Standard polar	33892256
8-(p-Sulfophenyl)theophylline,1TMS,isomer #2	CN1C(=O)C2=C(N=C(C3=CC=C(S(=O)(=O)O)C=C3)N2[Si](C)(C)C)N(C)C1=O	3309.2	Semi standard non polar	33892256
8-(p-Sulfophenyl)theophylline,1TMS,isomer #2	CN1C(=O)C2=C(N=C(C3=CC=C(S(=O)(=O)O)C=C3)N2[Si](C)(C)C)N(C)C1=O	3138.3	Standard non polar	33892256
8-(p-Sulfophenyl)theophylline,1TMS,isomer #2	CN1C(=O)C2=C(N=C(C3=CC=C(S(=O)(=O)O)C=C3)N2[Si](C)(C)C)N(C)C1=O	4532.3	Standard polar	33892256
8-(p-Sulfophenyl)theophylline,2TMS,isomer #1	CN1C(=O)C2=C(N=C(C3=CC=C(S(=O)(=O)O[Si](C)(C)C)C=C3)N2[Si](C)(C)C)N(C)C1=O	3209.2	Semi standard non polar	33892256
8-(p-Sulfophenyl)theophylline,2TMS,isomer #1	CN1C(=O)C2=C(N=C(C3=CC=C(S(=O)(=O)O[Si](C)(C)C)C=C3)N2[Si](C)(C)C)N(C)C1=O	3159.9	Standard non polar	33892256
8-(p-Sulfophenyl)theophylline,2TMS,isomer #1	CN1C(=O)C2=C(N=C(C3=CC=C(S(=O)(=O)O[Si](C)(C)C)C=C3)N2[Si](C)(C)C)N(C)C1=O	4004.4	Standard polar	33892256
8-(p-Sulfophenyl)theophylline,1TBDMS,isomer #1	CN1C(=O)C2=C(N=C(C3=CC=C(S(=O)(=O)O[Si](C)(C)C(C)(C)C)C=C3)[NH]2)N(C)C1=O	3443.7	Semi standard non polar	33892256
8-(p-Sulfophenyl)theophylline,1TBDMS,isomer #1	CN1C(=O)C2=C(N=C(C3=CC=C(S(=O)(=O)O[Si](C)(C)C(C)(C)C)C=C3)[NH]2)N(C)C1=O	3366.1	Standard non polar	33892256
8-(p-Sulfophenyl)theophylline,1TBDMS,isomer #1	CN1C(=O)C2=C(N=C(C3=CC=C(S(=O)(=O)O[Si](C)(C)C(C)(C)C)C=C3)[NH]2)N(C)C1=O	4364.6	Standard polar	33892256
8-(p-Sulfophenyl)theophylline,1TBDMS,isomer #2	CN1C(=O)C2=C(N=C(C3=CC=C(S(=O)(=O)O)C=C3)N2[Si](C)(C)C(C)(C)C)N(C)C1=O	3478.3	Semi standard non polar	33892256
8-(p-Sulfophenyl)theophylline,1TBDMS,isomer #2	CN1C(=O)C2=C(N=C(C3=CC=C(S(=O)(=O)O)C=C3)N2[Si](C)(C)C(C)(C)C)N(C)C1=O	3356.6	Standard non polar	33892256
8-(p-Sulfophenyl)theophylline,1TBDMS,isomer #2	CN1C(=O)C2=C(N=C(C3=CC=C(S(=O)(=O)O)C=C3)N2[Si](C)(C)C(C)(C)C)N(C)C1=O	4403.8	Standard polar	33892256
8-(p-Sulfophenyl)theophylline,2TBDMS,isomer #1	CN1C(=O)C2=C(N=C(C3=CC=C(S(=O)(=O)O[Si](C)(C)C(C)(C)C)C=C3)N2[Si](C)(C)C(C)(C)C)N(C)C1=O	3534.9	Semi standard non polar	33892256
8-(p-Sulfophenyl)theophylline,2TBDMS,isomer #1	CN1C(=O)C2=C(N=C(C3=CC=C(S(=O)(=O)O[Si](C)(C)C(C)(C)C)C=C3)N2[Si](C)(C)C(C)(C)C)N(C)C1=O	3638.1	Standard non polar	33892256
8-(p-Sulfophenyl)theophylline,2TBDMS,isomer #1	CN1C(=O)C2=C(N=C(C3=CC=C(S(=O)(=O)O[Si](C)(C)C(C)(C)C)C=C3)N2[Si](C)(C)C(C)(C)C)N(C)C1=O	3953.0	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 8-(p-Sulfophenyl)theophylline GC-MS (Non-derivatized) - 70eV, Positive	splash10-056r-0194000000-ab97d34cfbdf6aec7a4b	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 8-(p-Sulfophenyl)theophylline 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-(p-Sulfophenyl)theophylline 10V, Positive-QTOF	splash10-000i-0009000000-65644a67c49c45c37151	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 8-(p-Sulfophenyl)theophylline 20V, Positive-QTOF	splash10-000i-0019000000-1eb7dda353e59762b612	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 8-(p-Sulfophenyl)theophylline 40V, Positive-QTOF	splash10-0uk9-0490000000-3b8e1bb8188f87ac42b1	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 8-(p-Sulfophenyl)theophylline 10V, Negative-QTOF	splash10-000i-0009000000-8ef255c83d99c2b3fd11	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 8-(p-Sulfophenyl)theophylline 20V, Negative-QTOF	splash10-000i-0079000000-1047fb4e8dbb750b9bdf	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 8-(p-Sulfophenyl)theophylline 40V, Negative-QTOF	splash10-0fn9-1190000000-a5cc5228bb0425f50295	2021-10-12	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-10-13	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

1836

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

1908

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-(p-Sulfophenyl)theophylline (HMDB0247413)

MOL for HMDB0247413 (8-(p-Sulfophenyl)theophylline)

3D MOL for HMDB0247413 (8-(p-Sulfophenyl)theophylline)

3D SDF for HMDB0247413 (8-(p-Sulfophenyl)theophylline)

3D-SDF for HMDB0247413 (8-(p-Sulfophenyl)theophylline)

PDB for HMDB0247413 (8-(p-Sulfophenyl)theophylline)

3D PDB for HMDB0247413 (8-(p-Sulfophenyl)theophylline)

SMILES for HMDB0247413 (8-(p-Sulfophenyl)theophylline)

INCHI for HMDB0247413 (8-(p-Sulfophenyl)theophylline)

Structure for HMDB0247413 (8-(p-Sulfophenyl)theophylline)

3D Structure for HMDB0247413 (8-(p-Sulfophenyl)theophylline)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra