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 21:22:17 UTC

Update Date

2021-09-26 22:51:47 UTC

HMDB ID

HMDB0244192

Secondary Accession Numbers

None

Metabolite Identification

Common Name

1,3,7-Trimethyl-8-(3-chlorostyryl)xanthine

Description

1,3,7-Trimethyl-8-(3-chlorostyryl)xanthine 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 1,3,7-Trimethyl-8-(3-chlorostyryl)xanthine. This compound has been identified in human blood as reported by (PMID: 31557052 ). 1,3,7-trimethyl-8-(3-chlorostyryl)xanthine is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 1,3,7-Trimethyl-8-(3-chlorostyryl)xanthine 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

HMDB0244192
     RDKit          3D
1,3,7-Trimethyl-8-(3-chlorostyryl)xanthine
 38 40  0  0  0  0  0  0  0  0999 V2000
   -5.2033    2.4806   -0.9158 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1118    1.5568   -0.6987 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8386    1.9920   -0.5845 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5543    3.2069   -0.6618 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7982    1.0992   -0.3764 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4804    1.2081   -0.2279 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0641   -0.0067   -0.0507 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4844   -0.3223    0.1461 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3928    0.6356    0.1701 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8062    0.3833    0.3605 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6978    1.4578    0.3724 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0368    1.2948    0.5461 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5554    0.0395    0.7180 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7247   -1.0383    0.7137 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4005   -2.6325    0.9341 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.3495   -0.8598    0.5343 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9364   -0.9350   -0.0854 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7826   -2.3727    0.0705 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0831   -0.2659   -0.2854 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3509   -0.6741   -0.4017 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6675   -2.0853   -0.3154 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3552    0.2379   -0.6071 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5488   -0.1397   -0.7170 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0141    3.3602   -0.2398 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3090    2.8003   -1.9622 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1282    2.0056   -0.5214 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7782   -1.3264    0.2671 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0587    1.6500    0.0412 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3068    2.4466    0.2390 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7051    2.1608    0.5496 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6262   -0.0379    0.8523 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7239   -1.7400    0.5371 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7036   -2.9080   -0.8752 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4851   -2.8043    0.8132 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2268   -2.5199    0.5677 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7178   -2.1848   -0.7504 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8065   -2.4316    0.7307 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0623   -2.7307   -0.9512 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  2  0
  7  8  1  0
  8  9  2  3
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 14 16  2  0
  7 17  1  0
 17 18  1  0
 17 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
 16 10  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  8 27  1  0
  9 28  1  0
 11 29  1  0
 12 30  1  0
 13 31  1  0
 16 32  1  0
 18 33  1  0
 18 34  1  0
 18 35  1  0
 21 36  1  0
 21 37  1  0
 21 38  1  0
M  END


  Mrv1652309102123222D          

 23 25  0  0  0  0            999 V2000
   -0.3984    0.7541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435   -0.0305    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6284   -0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435   -1.3654    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    0.1271    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845    0.1271    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701   -1.1104    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556   -1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556   -2.3479    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845   -1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    0.9521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4534   -0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8659   -1.4124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6909   -1.4124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1034   -2.1269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9284   -2.1269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3409   -1.4124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9284   -0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1034   -0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3409   -2.8414    0.0000 Cl  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
  2  6  1  0  0  0  0
  6  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
  5 11  1  0  0  0  0
 11 12  2  0  0  0  0
 10 13  1  0  0  0  0
  7 14  1  0  0  0  0
 15  3  1  4  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 17 22  1  0  0  0  0
 19 23  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0244192

> <DATABASE_NAME>
hmdb

> <SMILES>
CN1C(C=CC2=CC(Cl)=CC=C2)=NC2=C1N(C)C(=O)N(C)C2=O

> <INCHI_IDENTIFIER>
InChI=1S/C16H15ClN4O2/c1-19-12(8-7-10-5-4-6-11(17)9-10)18-13-14(19)20(2)16(23)21(3)15(13)22/h4-9H,1-3H3

> <INCHI_KEY>
MHYRUZOJQQLLQS-UHFFFAOYSA-N

> <FORMULA>
C16H15ClN4O2

> <MOLECULAR_WEIGHT>
330.77

> <EXACT_MASS>
330.0883534

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
38

> <JCHEM_AVERAGE_POLARIZABILITY>
34.571561620996285

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
8-[2-(3-chlorophenyl)ethenyl]-1,3,9-trimethyl-2,3,6,9-tetrahydro-1H-purine-2,6-dione

> <ALOGPS_LOGP>
2.52

> <JCHEM_LOGP>
2.5842784703333335

> <ALOGPS_LOGS>
-3.28

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
1.807840727265878

> <JCHEM_POLAR_SURFACE_AREA>
58.440000000000005

> <JCHEM_REFRACTIVITY>
88.1832

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.75e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
8-[2-(3-chlorophenyl)ethenyl]-1,3,9-trimethylpurine-2,6-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0244192
     RDKit          3D
1,3,7-Trimethyl-8-(3-chlorostyryl)xanthine
 38 40  0  0  0  0  0  0  0  0999 V2000
   -5.2033    2.4806   -0.9158 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1118    1.5568   -0.6987 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8386    1.9920   -0.5845 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5543    3.2069   -0.6618 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7982    1.0992   -0.3764 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4804    1.2081   -0.2279 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0641   -0.0067   -0.0507 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4844   -0.3223    0.1461 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3928    0.6356    0.1701 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8062    0.3833    0.3605 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6978    1.4578    0.3724 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0368    1.2948    0.5461 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5554    0.0395    0.7180 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7247   -1.0383    0.7137 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4005   -2.6325    0.9341 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.3495   -0.8598    0.5343 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9364   -0.9350   -0.0854 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7826   -2.3727    0.0705 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0831   -0.2659   -0.2854 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3509   -0.6741   -0.4017 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6675   -2.0853   -0.3154 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3552    0.2379   -0.6071 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5488   -0.1397   -0.7170 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0141    3.3602   -0.2398 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3090    2.8003   -1.9622 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1282    2.0056   -0.5214 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7782   -1.3264    0.2671 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0587    1.6500    0.0412 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3068    2.4466    0.2390 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7051    2.1608    0.5496 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6262   -0.0379    0.8523 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7239   -1.7400    0.5371 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7036   -2.9080   -0.8752 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4851   -2.8043    0.8132 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2268   -2.5199    0.5677 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7178   -2.1848   -0.7504 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8065   -2.4316    0.7307 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0623   -2.7307   -0.9512 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  2  0
  7  8  1  0
  8  9  2  3
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 14 16  2  0
  7 17  1  0
 17 18  1  0
 17 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
 16 10  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  8 27  1  0
  9 28  1  0
 11 29  1  0
 12 30  1  0
 13 31  1  0
 16 32  1  0
 18 33  1  0
 18 34  1  0
 18 35  1  0
 21 36  1  0
 21 37  1  0
 21 38  1  0
M  END

HEADER    PROTEIN                                 10-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   10-SEP-21         0                                  
HETATM    1  C   UNK     0      -0.744   1.408   0.000  0.00  0.00           C+0
HETATM    2  N   UNK     0      -0.268  -0.057   0.000  0.00  0.00           N+0
HETATM    3  C   UNK     0      -1.173  -1.303   0.000  0.00  0.00           C+0
HETATM    4  N   UNK     0      -0.268  -2.549   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0       1.197  -2.073   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.197  -0.533   0.000  0.00  0.00           C+0
HETATM    7  N   UNK     0       2.530   0.237   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0       3.864  -0.533   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       5.198   0.237   0.000  0.00  0.00           O+0
HETATM   10  N   UNK     0       3.864  -2.073   0.000  0.00  0.00           N+0
HETATM   11  C   UNK     0       2.530  -2.843   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       2.530  -4.383   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       5.198  -2.843   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.530   1.777   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -2.713  -1.303   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -3.483  -2.637   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -5.023  -2.637   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -5.793  -3.970   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -7.333  -3.970   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -8.103  -2.637   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -7.333  -1.303   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -5.793  -1.303   0.000  0.00  0.00           C+0
HETATM   23 Cl   UNK     0      -8.103  -5.304   0.000  0.00  0.00          Cl+0
CONECT    1    2                                                            
CONECT    2    1    3    6                                                  
CONECT    3    2    4   15                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   11                                                  
CONECT    6    5    2    7                                                  
CONECT    7    6    8   14                                                  
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11   13                                                  
CONECT   11   10    5   12                                                  
CONECT   12   11                                                            
CONECT   13   10                                                            
CONECT   14    7                                                            
CONECT   15    3   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18   22                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20   23                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   17                                                       
CONECT   23   19                                                            
MASTER        0    0    0    0    0    0    0    0   23    0   50    0
END

COMPND    HMDB0244192
HETATM    1  C1  UNL     1      -5.203   2.481  -0.916  1.00  0.00           C  
HETATM    2  N1  UNL     1      -4.112   1.557  -0.699  1.00  0.00           N  
HETATM    3  C2  UNL     1      -2.839   1.992  -0.585  1.00  0.00           C  
HETATM    4  O1  UNL     1      -2.554   3.207  -0.662  1.00  0.00           O  
HETATM    5  C3  UNL     1      -1.798   1.099  -0.376  1.00  0.00           C  
HETATM    6  N2  UNL     1      -0.480   1.208  -0.228  1.00  0.00           N  
HETATM    7  C4  UNL     1       0.064  -0.007  -0.051  1.00  0.00           C  
HETATM    8  C5  UNL     1       1.484  -0.322   0.146  1.00  0.00           C  
HETATM    9  C6  UNL     1       2.393   0.636   0.170  1.00  0.00           C  
HETATM   10  C7  UNL     1       3.806   0.383   0.361  1.00  0.00           C  
HETATM   11  C8  UNL     1       4.698   1.458   0.372  1.00  0.00           C  
HETATM   12  C9  UNL     1       6.037   1.295   0.546  1.00  0.00           C  
HETATM   13  C10 UNL     1       6.555   0.040   0.718  1.00  0.00           C  
HETATM   14  C11 UNL     1       5.725  -1.038   0.714  1.00  0.00           C  
HETATM   15 CL1  UNL     1       6.400  -2.633   0.934  1.00  0.00          CL  
HETATM   16  C12 UNL     1       4.350  -0.860   0.534  1.00  0.00           C  
HETATM   17  N3  UNL     1      -0.936  -0.935  -0.085  1.00  0.00           N  
HETATM   18  C13 UNL     1      -0.783  -2.373   0.071  1.00  0.00           C  
HETATM   19  C14 UNL     1      -2.083  -0.266  -0.285  1.00  0.00           C  
HETATM   20  N4  UNL     1      -3.351  -0.674  -0.402  1.00  0.00           N  
HETATM   21  C15 UNL     1      -3.668  -2.085  -0.315  1.00  0.00           C  
HETATM   22  C16 UNL     1      -4.355   0.238  -0.607  1.00  0.00           C  
HETATM   23  O2  UNL     1      -5.549  -0.140  -0.717  1.00  0.00           O  
HETATM   24  H1  UNL     1      -5.014   3.360  -0.240  1.00  0.00           H  
HETATM   25  H2  UNL     1      -5.309   2.800  -1.962  1.00  0.00           H  
HETATM   26  H3  UNL     1      -6.128   2.006  -0.521  1.00  0.00           H  
HETATM   27  H4  UNL     1       1.778  -1.326   0.267  1.00  0.00           H  
HETATM   28  H5  UNL     1       2.059   1.650   0.041  1.00  0.00           H  
HETATM   29  H6  UNL     1       4.307   2.447   0.239  1.00  0.00           H  
HETATM   30  H7  UNL     1       6.705   2.161   0.550  1.00  0.00           H  
HETATM   31  H8  UNL     1       7.626  -0.038   0.852  1.00  0.00           H  
HETATM   32  H9  UNL     1       3.724  -1.740   0.537  1.00  0.00           H  
HETATM   33  H10 UNL     1      -0.704  -2.908  -0.875  1.00  0.00           H  
HETATM   34  H11 UNL     1      -1.485  -2.804   0.813  1.00  0.00           H  
HETATM   35  H12 UNL     1       0.227  -2.520   0.568  1.00  0.00           H  
HETATM   36  H13 UNL     1      -4.718  -2.185  -0.750  1.00  0.00           H  
HETATM   37  H14 UNL     1      -3.807  -2.432   0.731  1.00  0.00           H  
HETATM   38  H15 UNL     1      -3.062  -2.731  -0.951  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    7
CONECT    7    8   17
CONECT    8    9    9   27
CONECT    9   10   28
CONECT   10   11   11   16
CONECT   11   12   29
CONECT   12   13   13   30
CONECT   13   14   31
CONECT   14   15   16   16
CONECT   16   32
CONECT   17   18   19
CONECT   18   33   34   35
CONECT   19   20
CONECT   20   21   22
CONECT   21   36   37   38
CONECT   22   23   23
END

HMDB0244192
     RDKit          3D
1,3,7-Trimethyl-8-(3-chlorostyryl)xanthine
 38 40  0  0  0  0  0  0  0  0999 V2000
   -5.2033    2.4806   -0.9158 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1118    1.5568   -0.6987 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8386    1.9920   -0.5845 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5543    3.2069   -0.6618 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7982    1.0992   -0.3764 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4804    1.2081   -0.2279 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0641   -0.0067   -0.0507 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4844   -0.3223    0.1461 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3928    0.6356    0.1701 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8062    0.3833    0.3605 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6978    1.4578    0.3724 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0368    1.2948    0.5461 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5554    0.0395    0.7180 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7247   -1.0383    0.7137 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4005   -2.6325    0.9341 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.3495   -0.8598    0.5343 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9364   -0.9350   -0.0854 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7826   -2.3727    0.0705 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0831   -0.2659   -0.2854 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3509   -0.6741   -0.4017 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6675   -2.0853   -0.3154 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3552    0.2379   -0.6071 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5488   -0.1397   -0.7170 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0141    3.3602   -0.2398 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3090    2.8003   -1.9622 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1282    2.0056   -0.5214 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7782   -1.3264    0.2671 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0587    1.6500    0.0412 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3068    2.4466    0.2390 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7051    2.1608    0.5496 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6262   -0.0379    0.8523 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7239   -1.7400    0.5371 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7036   -2.9080   -0.8752 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4851   -2.8043    0.8132 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2268   -2.5199    0.5677 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7178   -2.1848   -0.7504 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8065   -2.4316    0.7307 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0623   -2.7307   -0.9512 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  2  0
  7  8  1  0
  8  9  2  3
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 14 16  2  0
  7 17  1  0
 17 18  1  0
 17 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
 16 10  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  8 27  1  0
  9 28  1  0
 11 29  1  0
 12 30  1  0
 13 31  1  0
 16 32  1  0
 18 33  1  0
 18 34  1  0
 18 35  1  0
 21 36  1  0
 21 37  1  0
 21 38  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₆H₁₅ClN₄O₂

Average Molecular Weight

330.77

Monoisotopic Molecular Weight

330.0883534

IUPAC Name

8-[2-(3-chlorophenyl)ethenyl]-1,3,9-trimethyl-2,3,6,9-tetrahydro-1H-purine-2,6-dione

Traditional Name

8-[2-(3-chlorophenyl)ethenyl]-1,3,9-trimethylpurine-2,6-dione

CAS Registry Number

Not Available

SMILES

CN1C(C=CC2=CC(Cl)=CC=C2)=NC2=C1N(C)C(=O)N(C)C2=O

InChI Identifier

InChI=1S/C16H15ClN4O2/c1-19-12(8-7-10-5-4-6-11(17)9-10)18-13-14(19)20(2)16(23)21(3)15(13)22/h4-9H,1-3H3

InChI Key

MHYRUZOJQQLLQS-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

Xanthine
6-oxopurine
Purinone
Alkaloid or derivatives
Styrene
Chlorobenzene
Halobenzene
Pyrimidone
Aryl halide
Monocyclic benzene moiety
N-substituted imidazole
Pyrimidine
Aryl chloride
Benzenoid
Vinylogous amide
Imidazole
Azole
Heteroaromatic compound
Lactam
Urea
Azacycle
Organic oxygen compound
Organooxygen compound
Organonitrogen compound
Organochloride
Organohalogen compound
Organic nitrogen compound
Organic oxide
Hydrocarbon derivative
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)

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	2.52	ALOGPS
logP	2.58	ChemAxon
logS	-3.3	ALOGPS
pKa (Strongest Basic)	1.81	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	58.44 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	88.18 m³·mol⁻¹	ChemAxon
Polarizability	34.57 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]+	166.423	30932474
DeepCCS	[M-H]-	164.065	30932474
DeepCCS	[M-2H]-	197.609	30932474
DeepCCS	[M+Na]+	172.837	30932474

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
1,3,7-Trimethyl-8-(3-chlorostyryl)xanthine	CN1C(C=CC2=CC(Cl)=CC=C2)=NC2=C1N(C)C(=O)N(C)C2=O	3679.6	Standard polar	33892256
1,3,7-Trimethyl-8-(3-chlorostyryl)xanthine	CN1C(C=CC2=CC(Cl)=CC=C2)=NC2=C1N(C)C(=O)N(C)C2=O	2906.9	Standard non polar	33892256
1,3,7-Trimethyl-8-(3-chlorostyryl)xanthine	CN1C(C=CC2=CC(Cl)=CC=C2)=NC2=C1N(C)C(=O)N(C)C2=O	3083.2	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 - 1,3,7-Trimethyl-8-(3-chlorostyryl)xanthine GC-MS (Non-derivatized) - 70eV, Positive	splash10-01ba-2595000000-1c8d967384d019cc27fa	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1,3,7-Trimethyl-8-(3-chlorostyryl)xanthine 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 - 1,3,7-Trimethyl-8-(3-chlorostyryl)xanthine 10V, Positive-QTOF	splash10-001i-0009000000-e9b61abb3f54be38eb1c	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,3,7-Trimethyl-8-(3-chlorostyryl)xanthine 20V, Positive-QTOF	splash10-001i-0039000000-233c5434e98342021ecd	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,3,7-Trimethyl-8-(3-chlorostyryl)xanthine 40V, Positive-QTOF	splash10-014i-0390000000-843671b8e2f36056da27	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,3,7-Trimethyl-8-(3-chlorostyryl)xanthine 10V, Negative-QTOF	splash10-004i-0009000000-22a56220148af79a8a9e	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,3,7-Trimethyl-8-(3-chlorostyryl)xanthine 20V, Negative-QTOF	splash10-004i-0189000000-bbac95f9703f10b2470a	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,3,7-Trimethyl-8-(3-chlorostyryl)xanthine 40V, Negative-QTOF	splash10-01c0-5491000000-0ba9b38321d3844c6954	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

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

44134628

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 1,3,7-Trimethyl-8-(3-chlorostyryl)xanthine (HMDB0244192)

MOL for HMDB0244192 (1,3,7-Trimethyl-8-(3-chlorostyryl)xanthine)

3D MOL for HMDB0244192 (1,3,7-Trimethyl-8-(3-chlorostyryl)xanthine)

3D SDF for HMDB0244192 (1,3,7-Trimethyl-8-(3-chlorostyryl)xanthine)

3D-SDF for HMDB0244192 (1,3,7-Trimethyl-8-(3-chlorostyryl)xanthine)

PDB for HMDB0244192 (1,3,7-Trimethyl-8-(3-chlorostyryl)xanthine)

3D PDB for HMDB0244192 (1,3,7-Trimethyl-8-(3-chlorostyryl)xanthine)

SMILES for HMDB0244192 (1,3,7-Trimethyl-8-(3-chlorostyryl)xanthine)

INCHI for HMDB0244192 (1,3,7-Trimethyl-8-(3-chlorostyryl)xanthine)

Structure for HMDB0244192 (1,3,7-Trimethyl-8-(3-chlorostyryl)xanthine)

3D Structure for HMDB0244192 (1,3,7-Trimethyl-8-(3-chlorostyryl)xanthine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra