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Showing metabocard for 1,3,7-Trimethyluric acid (HMDB0002123)

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Record Information
Version5.0
StatusDetected and Quantified
Creation Date2006-05-22 14:17:37 UTC
Update Date2023-02-21 17:16:11 UTC
HMDB IDHMDB0002123
Secondary Accession Numbers
  • HMDB02123
Metabolite Identification
Common Name1,3,7-Trimethyluric acid
Description1,3,7-Trimethyluric acid is a methyl derivative of uric acid, found occasionally in human urine. 1,3,7-Trimethyluracil is one of the purine components in urinary calculi. Methylated purines originate from the metabolism of methylxanthines (caffeine, theophylline and theobromine). Methyluric acids are indistinguishable from uric acid by simple methods routinely used in clinical laboratories, requiring the use of high-performance liquid chromatography (HPLC). Purine derivatives in urinary calculi could be considered markers of abnormal purine metabolism. The content of a purine derivative in stone depends on its average urinary excretion in the general population, similarity to the chemical structure of uric acid, and content of the latter in stone. This suggests that purines in stones represent a solid solution with uric acid as solvent. It is also plausible that methylxanthines, ubiquitous components of the diet and drugs, are involved in the pathogenesis of urolithiasis. Caffeine is metabolized via successive pathways mainly catalyzed by CYP1A2, xanthine oxidase or N-acetyltransferase-2 to give 14 different metabolites. CYP1A2 activity shows an inter-individual variability among the population. CYP1A2, an isoform of the CYP1A cytochrome P450 super-family, is involved in the metabolism of many drugs and plays a potentially important role in the induction of chemical carcinogenesis. (PMID:11712316 , 15833286 , 3506820 , 15013152 ).
Structure
Data?1676999771
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0002123 (1,3,7-Trimethyluric acid)


  Mrv1652309042000262D          

 15 16  0  0  0  0            999 V2000
   -0.3984   -2.1500    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
   -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
   -1.4534   -0.6979    0.0000 O   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  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  1  0  0  0  0
  2  6  1  0  0  0  0
  6  7  2  0  0  0  0
  4  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
  3 12  1  0  0  0  0
 12 13  2  0  0  0  0
 11 14  1  0  0  0  0
  8 15  1  0  0  0  0
M  END
Download

3D MOL for HMDB0002123 (1,3,7-Trimethyluric acid)

HMDB0002123
     RDKit          3D
1,3,7-Trimethyluric acid
 25 26  0  0  0  0  0  0  0  0999 V2000
   -1.0054    3.0639    0.1023 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7801    1.6353    0.0984 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4943    1.2206    0.0872 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4561    2.0621    0.0804 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7655   -0.1239    0.0831 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2633   -1.0483    0.0903 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2930   -2.2701    0.0839 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6333   -2.0825    0.0730 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4432   -3.0402    0.0649 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9389   -0.7930    0.0723 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2427   -0.1493    0.0624 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5184   -0.5917    0.1014 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5940   -1.5783    0.1089 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7781    0.7405    0.1055 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9950    1.1243    0.1161 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2158    3.5366   -0.5189 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0159    3.3351   -0.2553 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8271    3.4119    1.1506 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2410   -3.1640    0.0871 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3585    0.3551    1.0424 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1849    0.6760   -0.6982 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0517   -0.8257   -0.2038 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5134   -1.1867   -0.3517 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8258   -1.8022    1.1746 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2889   -2.5057   -0.4169 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  2  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
  6 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  2  0
 14  2  1  0
 10  5  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  7 19  1  0
 11 20  1  0
 11 21  1  0
 11 22  1  0
 13 23  1  0
 13 24  1  0
 13 25  1  0
M  END
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3D SDF for HMDB0002123 (1,3,7-Trimethyluric acid)


  Mrv1652309042000262D          

 15 16  0  0  0  0            999 V2000
   -0.3984   -2.1500    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
   -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
   -1.4534   -0.6979    0.0000 O   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  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  1  0  0  0  0
  2  6  1  0  0  0  0
  6  7  2  0  0  0  0
  4  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
  3 12  1  0  0  0  0
 12 13  2  0  0  0  0
 11 14  1  0  0  0  0
  8 15  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0002123

> <DATABASE_NAME>
hmdb

> <SMILES>
CN1C(=O)NC2=C1C(=O)N(C)C(=O)N2C

> <INCHI_IDENTIFIER>
InChI=1S/C8H10N4O3/c1-10-4-5(9-7(10)14)11(2)8(15)12(3)6(4)13/h1-3H3,(H,9,14)

> <INCHI_KEY>
BYXCFUMGEBZDDI-UHFFFAOYSA-N

> <FORMULA>
C8H10N4O3

> <MOLECULAR_WEIGHT>
210.19

> <EXACT_MASS>
210.075290206

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
25

> <JCHEM_AVERAGE_POLARIZABILITY>
19.815503960334613

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
1,3,7-trimethyl-2,3,6,7,8,9-hexahydro-1H-purine-2,6,8-trione

> <ALOGPS_LOGP>
-0.49

> <JCHEM_LOGP>
-0.8731647386666664

> <ALOGPS_LOGS>
-0.87

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.463980111537293

> <JCHEM_PKA_STRONGEST_BASIC>
-5.670348659606715

> <JCHEM_POLAR_SURFACE_AREA>
72.96000000000001

> <JCHEM_REFRACTIVITY>
60.3187

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.83e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1,3,7-trimethyluric acid

> <JCHEM_VEBER_RULE>
0

$$$$
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3D-SDF for HMDB0002123 (1,3,7-Trimethyluric acid)

HMDB0002123
     RDKit          3D
1,3,7-Trimethyluric acid
 25 26  0  0  0  0  0  0  0  0999 V2000
   -1.0054    3.0639    0.1023 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7801    1.6353    0.0984 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4943    1.2206    0.0872 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4561    2.0621    0.0804 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7655   -0.1239    0.0831 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2633   -1.0483    0.0903 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2930   -2.2701    0.0839 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6333   -2.0825    0.0730 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4432   -3.0402    0.0649 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9389   -0.7930    0.0723 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2427   -0.1493    0.0624 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5184   -0.5917    0.1014 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5940   -1.5783    0.1089 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7781    0.7405    0.1055 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9950    1.1243    0.1161 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2158    3.5366   -0.5189 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0159    3.3351   -0.2553 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8271    3.4119    1.1506 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2410   -3.1640    0.0871 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3585    0.3551    1.0424 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1849    0.6760   -0.6982 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0517   -0.8257   -0.2038 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5134   -1.1867   -0.3517 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8258   -1.8022    1.1746 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2889   -2.5057   -0.4169 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  2  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
  6 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  2  0
 14  2  1  0
 10  5  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  7 19  1  0
 11 20  1  0
 11 21  1  0
 11 22  1  0
 13 23  1  0
 13 24  1  0
 13 25  1  0
M  END
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PDB for HMDB0002123 (1,3,7-Trimethyluric acid)

HEADER    PROTEIN                                 04-SEP-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-SEP-20         0                                  
HETATM    1  C   UNK     0      -0.744  -4.013   0.000  0.00  0.00           C+0
HETATM    2  N   UNK     0      -0.268  -2.549   0.000  0.00  0.00           N+0
HETATM    3  C   UNK     0       1.197  -2.073   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.197  -0.533   0.000  0.00  0.00           C+0
HETATM    5  N   UNK     0      -0.268  -0.057   0.000  0.00  0.00           N+0
HETATM    6  C   UNK     0      -1.173  -1.303   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      -2.713  -1.303   0.000  0.00  0.00           O+0
HETATM    8  N   UNK     0       2.530   0.237   0.000  0.00  0.00           N+0
HETATM    9  C   UNK     0       3.864  -0.533   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       5.198   0.237   0.000  0.00  0.00           O+0
HETATM   11  N   UNK     0       3.864  -2.073   0.000  0.00  0.00           N+0
HETATM   12  C   UNK     0       2.530  -2.843   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       2.530  -4.383   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       5.198  -2.843   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.530   1.777   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    6                                                  
CONECT    3    2    4   12                                                  
CONECT    4    3    5    8                                                  
CONECT    5    4    6                                                       
CONECT    6    5    2    7                                                  
CONECT    7    6                                                            
CONECT    8    4    9   15                                                  
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12   14                                                  
CONECT   12   11    3   13                                                  
CONECT   13   12                                                            
CONECT   14   11                                                            
CONECT   15    8                                                            
MASTER        0    0    0    0    0    0    0    0   15    0   32    0
END
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3D PDB for HMDB0002123 (1,3,7-Trimethyluric acid)

COMPND    HMDB0002123
HETATM    1  C1  UNL     1      -1.005   3.064   0.102  1.00  0.00           C  
HETATM    2  N1  UNL     1      -0.780   1.635   0.098  1.00  0.00           N  
HETATM    3  C2  UNL     1       0.494   1.221   0.087  1.00  0.00           C  
HETATM    4  O1  UNL     1       1.456   2.062   0.080  1.00  0.00           O  
HETATM    5  C3  UNL     1       0.766  -0.124   0.083  1.00  0.00           C  
HETATM    6  C4  UNL     1      -0.263  -1.048   0.090  1.00  0.00           C  
HETATM    7  N2  UNL     1       0.293  -2.270   0.084  1.00  0.00           N  
HETATM    8  C5  UNL     1       1.633  -2.083   0.073  1.00  0.00           C  
HETATM    9  O2  UNL     1       2.443  -3.040   0.065  1.00  0.00           O  
HETATM   10  N3  UNL     1       1.939  -0.793   0.072  1.00  0.00           N  
HETATM   11  C6  UNL     1       3.243  -0.149   0.062  1.00  0.00           C  
HETATM   12  N4  UNL     1      -1.518  -0.592   0.101  1.00  0.00           N  
HETATM   13  C7  UNL     1      -2.594  -1.578   0.109  1.00  0.00           C  
HETATM   14  C8  UNL     1      -1.778   0.740   0.105  1.00  0.00           C  
HETATM   15  O3  UNL     1      -2.995   1.124   0.116  1.00  0.00           O  
HETATM   16  H1  UNL     1      -0.216   3.537  -0.519  1.00  0.00           H  
HETATM   17  H2  UNL     1      -2.016   3.335  -0.255  1.00  0.00           H  
HETATM   18  H3  UNL     1      -0.827   3.412   1.151  1.00  0.00           H  
HETATM   19  H4  UNL     1      -0.241  -3.164   0.087  1.00  0.00           H  
HETATM   20  H5  UNL     1       3.359   0.355   1.042  1.00  0.00           H  
HETATM   21  H6  UNL     1       3.185   0.676  -0.698  1.00  0.00           H  
HETATM   22  H7  UNL     1       4.052  -0.826  -0.204  1.00  0.00           H  
HETATM   23  H8  UNL     1      -3.513  -1.187  -0.352  1.00  0.00           H  
HETATM   24  H9  UNL     1      -2.826  -1.802   1.175  1.00  0.00           H  
HETATM   25  H10 UNL     1      -2.289  -2.506  -0.417  1.00  0.00           H  
CONECT    1    2   16   17   18
CONECT    2    3   14
CONECT    3    4    4    5
CONECT    5    6    6   10
CONECT    6    7   12
CONECT    7    8   19
CONECT    8    9    9   10
CONECT   10   11
CONECT   11   20   21   22
CONECT   12   13   14
CONECT   13   23   24   25
CONECT   14   15   15
END
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SMILES for HMDB0002123 (1,3,7-Trimethyluric acid)

CN1C(=O)NC2=C1C(=O)N(C)C(=O)N2C
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INCHI for HMDB0002123 (1,3,7-Trimethyluric acid)

InChI=1S/C8H10N4O3/c1-10-4-5(9-7(10)14)11(2)8(15)12(3)6(4)13/h1-3H3,(H,9,14)
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Synonyms
ValueSource
1,3,7-Trimethyl-2,3,6,7,8,9-hexahydro-1H-purine-2,6,8-trioneChEBI
1,3,7-TrimethylurateChEBI
7,9-Dihydro-1,3,7-trimethyl-1H-purine-2,6,8(3H)-trioneChEBI
8-OxocaffeineChEBI
8-Oxy-caffeineChEBI
1,3,7-TrimethylateGenerator
1,3,7-Trimethylic acidGenerator
1,3, 7-Trimethyluric acidHMDB
1,3,7-Trimethyl-7,9-dihydro-1H-purine-2,6,8(3H)-trioneHMDB
2,6,8-Trihydroxy-1,3,7-trimethylpurineHMDB
8-Hydroxy-1,3,7-trimethyl-3,7-dihydro-1H-purine-2,6-dioneHMDB
Trimethyl uric acidHMDB
Chemical FormulaC8H10N4O3
Average Molecular Weight210.19
Monoisotopic Molecular Weight210.075290206
IUPAC Name1,3,7-trimethyl-2,3,6,7,8,9-hexahydro-1H-purine-2,6,8-trione
Traditional Name1,3,7-trimethyluric acid
CAS Registry Number5415-44-1
SMILES
CN1C(=O)NC2=C1C(=O)N(C)C(=O)N2C
InChI Identifier
InChI=1S/C8H10N4O3/c1-10-4-5(9-7(10)14)11(2)8(15)12(3)6(4)13/h1-3H3,(H,9,14)
InChI KeyBYXCFUMGEBZDDI-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.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassImidazopyrimidines
Sub ClassPurines and purine derivatives
Direct ParentXanthines
Alternative Parents
Substituents
  • Xanthine
  • 6-oxopurine
  • Purinone
  • Alkaloid or derivatives
  • Pyrimidone
  • N-substituted imidazole
  • Pyrimidine
  • Azole
  • Imidazole
  • Heteroaromatic compound
  • Vinylogous amide
  • Lactam
  • Urea
  • Azacycle
  • Hydrocarbon derivative
  • Organic oxide
  • Organopnictogen compound
  • Organooxygen compound
  • Organonitrogen compound
  • Organic oxygen compound
  • Organic nitrogen compound
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
Ontology
Physiological effectNot Available
Disposition
Biological locationSource
Process
Naturally occurring process
RoleNot Available
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water Solubility5.5 mg/mL at 15 °CNot Available
LogP-0.37GASPARI,F & BONATI,M (1987)
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility28.3 g/LALOGPS
logP-0.49ALOGPS
logP-0.87ChemAxon
logS-0.87ALOGPS
pKa (Strongest Acidic)8.46ChemAxon
pKa (Strongest Basic)-5.7ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area72.96 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity60.32 m³·mol⁻¹ChemAxon
Polarizability19.82 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+145.60131661259
DarkChem[M-H]-142.68531661259
DeepCCS[M+H]+141.15130932474
DeepCCS[M-H]-138.75530932474
DeepCCS[M-2H]-173.27130932474
DeepCCS[M+Na]+147.66230932474
AllCCS[M+H]+143.632859911
AllCCS[M+H-H2O]+139.632859911
AllCCS[M+NH4]+147.332859911
AllCCS[M+Na]+148.432859911
AllCCS[M-H]-144.532859911
AllCCS[M+Na-2H]-144.832859911
AllCCS[M+HCOO]-145.232859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
1,3,7-Trimethyluric acidCN1C(=O)NC2=C1C(=O)N(C)C(=O)N2C2254.4Standard polar33892256
1,3,7-Trimethyluric acidCN1C(=O)NC2=C1C(=O)N(C)C(=O)N2C2126.6Standard non polar33892256
1,3,7-Trimethyluric acidCN1C(=O)NC2=C1C(=O)N(C)C(=O)N2C1971.5Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
1,3,7-Trimethyluric acid,1TMS,isomer #1CN1C(=O)C2=C(N(C)C1=O)N([Si](C)(C)C)C(=O)N2C1967.6Semi standard non polar33892256
1,3,7-Trimethyluric acid,1TMS,isomer #1CN1C(=O)C2=C(N(C)C1=O)N([Si](C)(C)C)C(=O)N2C2235.1Standard non polar33892256
1,3,7-Trimethyluric acid,1TMS,isomer #1CN1C(=O)C2=C(N(C)C1=O)N([Si](C)(C)C)C(=O)N2C2791.4Standard polar33892256
1,3,7-Trimethyluric acid,1TBDMS,isomer #1CN1C(=O)C2=C(N(C)C1=O)N([Si](C)(C)C(C)(C)C)C(=O)N2C2180.0Semi standard non polar33892256
1,3,7-Trimethyluric acid,1TBDMS,isomer #1CN1C(=O)C2=C(N(C)C1=O)N([Si](C)(C)C(C)(C)C)C(=O)N2C2441.1Standard non polar33892256
1,3,7-Trimethyluric acid,1TBDMS,isomer #1CN1C(=O)C2=C(N(C)C1=O)N([Si](C)(C)C(C)(C)C)C(=O)N2C2761.1Standard polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - 1,3,7-Trimethyluric acid GC-MS (Non-derivatized) - 70eV, Positivesplash10-0udi-1900000000-7ceff209b1b0d4f92cf02017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 1,3,7-Trimethyluric acid GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental LC-MS/MSLC-MS/MS Spectrum - 1,3,7-Trimethyluric acid Quattro_QQQ 10V, N/A-QTOF (Annotated)splash10-03di-0090000000-c6489ab09ec74614db4c2012-07-25HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 1,3,7-Trimethyluric acid Quattro_QQQ 25V, N/A-QTOF (Annotated)splash10-001a-6900000000-ac2e74a460c865c0636b2012-07-25HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 1,3,7-Trimethyluric acid Quattro_QQQ 40V, N/A-QTOF (Annotated)splash10-067l-9100000000-cbac42dd288a8ef44fd82012-07-25HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 1,3,7-Trimethyluric acid Linear Ion Trap , negative-QTOFsplash10-0006-0900000000-a9bff7d94cd5ffe280b92017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 1,3,7-Trimethyluric acid Linear Ion Trap , positive-QTOFsplash10-0udj-0900000000-5316637dfdcce19f087a2017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 1,3,7-Trimethyluric acid 20V, Positive-QTOFsplash10-0imj-3930000000-0593f0aaec496efc76962021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 1,3,7-Trimethyluric acid 30V, Positive-QTOFsplash10-000f-9500000000-fb28fd8903d55811b0a12021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 1,3,7-Trimethyluric acid 20V, Negative-QTOFsplash10-000f-0910000000-eca560d36d14fb72dfe92021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 1,3,7-Trimethyluric acid 10V, Negative-QTOFsplash10-0a4i-0190000000-6d4b9f5e8e42f3040e5e2021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 1,3,7-Trimethyluric acid 40V, Negative-QTOFsplash10-000l-7900000000-2ba0d4f876fceab5182f2021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 1,3,7-Trimethyluric acid 40V, Negative-QTOFsplash10-000f-9700000000-a42f3584a2bad7add22d2021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 1,3,7-Trimethyluric acid 20V, Negative-QTOFsplash10-052o-1920000000-53b778bbd3181f2ed83a2021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 1,3,7-Trimethyluric acid 30V, Negative-QTOFsplash10-000l-3900000000-4305cd286c077e5210792021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 1,3,7-Trimethyluric acid 10V, Negative-QTOFsplash10-0a4i-0690000000-62dc7eb029289b61c3b12021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 1,3,7-Trimethyluric acid 35V, Negative-QTOFsplash10-000f-0900000000-3eb9fdcfd2e67d0f4e2c2021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 1,3,7-Trimethyluric acid 40V, Positive-QTOFsplash10-0006-9100000000-f438ad2b70b2e97356432021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 1,3,7-Trimethyluric acid 10V, Positive-QTOFsplash10-03di-0190000000-42add8be62bbafed200c2021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 1,3,7-Trimethyluric acid 20V, Positive-QTOFsplash10-03dj-2930000000-2855ca36942d5e8f069e2021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 1,3,7-Trimethyluric acid 40V, Positive-QTOFsplash10-066u-9200000000-708fd95bbe618c2ace7d2021-09-20HMDB team, MONAView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1,3,7-Trimethyluric acid 10V, Positive-QTOFsplash10-03di-0090000000-153ea9ea8b4fe3692bfb2015-05-27Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1,3,7-Trimethyluric acid 20V, Positive-QTOFsplash10-0ik9-1790000000-2d17afbf34659471f5242015-05-27Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1,3,7-Trimethyluric acid 40V, Positive-QTOFsplash10-0m2a-4900000000-c783d40d7ed0c6ae44a92015-05-27Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1,3,7-Trimethyluric acid 10V, Negative-QTOFsplash10-0a4i-0190000000-9858aab04a40f6286f932015-05-27Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1,3,7-Trimethyluric acid 20V, Negative-QTOFsplash10-0a4i-1790000000-2089332ab35983ee2c772015-05-27Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1,3,7-Trimethyluric acid 40V, Negative-QTOFsplash10-066u-8900000000-53f14da0e8f43679f03f2015-05-27Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Experimental 1D NMR1H NMR Spectrum (1D, 600 MHz, H2O, experimental)2012-12-05Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Experimental 2D NMR[1H, 13C]-HSQC NMR Spectrum (2D, 600 MHz, H2O, experimental)2012-12-05Wishart LabView Spectrum

IR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M-H]-)2023-02-03FELIX labView Spectrum
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)2023-02-03FELIX labView Spectrum
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)2023-02-03FELIX labView Spectrum
Biological Properties
Cellular Locations
  • Cytoplasm
Biospecimen Locations
  • Blood
  • Feces
  • Urine
Tissue Locations
  • Kidney
  • Liver
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodExpected but not QuantifiedNot QuantifiedNot AvailableNot Available
Normal
      Not Available
 details
BloodDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Normal		 details
BloodDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Normal		 details
BloodDetected but not QuantifiedNot QuantifiedAdult (>18 years old)BothNormal details
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Normal		 details
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Normal		 details
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Normal		 details
UrineDetected and Quantified0.63 (0.63-0.93) umol/mmol creatinineAdult (>18 years old)BothNormal details
UrineDetected but not QuantifiedNot QuantifiedAdult (>18 years old)BothNormal details
Abnormal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Colorectal adenoma 		details
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Colorectal cancer		 details
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)BothColorectal Cancer details
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)BothColorectal Cancer details
UrineDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Colorectal adenoma 		details
UrineDetected and Quantified2.19 (0.0-5.0) umol/mmol creatinineAdult (>18 years old)Both
Asthma		 details
Associated Disorders and Diseases
Disease References
Colorectal cancer
  1. Sinha R, Ahn J, Sampson JN, Shi J, Yu G, Xiong X, Hayes RB, Goedert JJ: Fecal Microbiota, Fecal Metabolome, and Colorectal Cancer Interrelations. PLoS One. 2016 Mar 25;11(3):e0152126. doi: 10.1371/journal.pone.0152126. eCollection 2016. [PubMed:27015276 ]
  2. Brown DG, Rao S, Weir TL, O'Malia J, Bazan M, Brown RJ, Ryan EP: Metabolomics and metabolic pathway networks from human colorectal cancers, adjacent mucosa, and stool. Cancer Metab. 2016 Jun 6;4:11. doi: 10.1186/s40170-016-0151-y. eCollection 2016. [PubMed:27275383 ]
  3. Goedert JJ, Sampson JN, Moore SC, Xiao Q, Xiong X, Hayes RB, Ahn J, Shi J, Sinha R: Fecal metabolomics: assay performance and association with colorectal cancer. Carcinogenesis. 2014 Sep;35(9):2089-96. doi: 10.1093/carcin/bgu131. Epub 2014 Jul 18. [PubMed:25037050 ]
Asthma
  1. Zydron M, Baranowski J, Baranowska I: Separation, pre-concentration, and HPLC analysis of methylxanthines in urine samples. J Sep Sci. 2004 Oct;27(14):1166-72. [PubMed:15537072 ]
Associated OMIM IDs
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB022854
KNApSAcK IDC00051957
Chemspider ID71754
KEGG Compound IDC16361
BioCyc IDCPD-12480
BiGG IDNot Available
Wikipedia Link1,3,7-Trimethyluric_acid
METLIN IDNot Available
PubChem Compound79437
PDB IDNot Available
ChEBI ID691622
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Download (PDF)
General References
  1. Morris GS, Simmonds HA, Davies PM: Use of biological fluids for the rapid diagnosis of potentially lethal inherited disorders of human purine and pyrimidine metabolism. Biomed Chromatogr. 1986 Jun;1(3):109-18. [PubMed:3506820 ]
  2. Safranow K, Machoy Z: Simultaneous determination of 16 purine derivatives in urinary calculi by gradient reversed-phase high-performance liquid chromatography with UV detection. J Chromatogr B Analyt Technol Biomed Life Sci. 2005 May 25;819(2):229-35. [PubMed:15833286 ]
  3. Safranow K: [Identification and quantitation of purine derivatives in urinary calculi as markers of abnormal purine metabolism by using high-performance liquid chromatography (HPLC)]. Ann Acad Med Stetin. 2000;46:35-49. [PubMed:11712316 ]
  4. Caubet MS, Comte B, Brazier JL: Determination of urinary 13C-caffeine metabolites by liquid chromatography-mass spectrometry: the use of metabolic ratios to assess CYP1A2 activity. J Pharm Biomed Anal. 2004 Feb 4;34(2):379-89. [PubMed:15013152 ]