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Showing metabocard for 3,7-Dimethyluric acid (HMDB0001982)

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enzymes (1) Show 1 protein
Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2006-05-22 14:17:30 UTC
Update Date2023-02-21 17:16:01 UTC
HMDB IDHMDB0001982
Secondary Accession Numbers
  • HMDB01982
Metabolite Identification
Common Name3,7-Dimethyluric acid
Description3,7-Dimethyluric acid is a methyl derivative of uric acid, found occasionally in human urine. 3,7-Dimethyluric 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?1676999761
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0001982 (3,7-Dimethyluric acid)


  Mrv1652309042000252D          

 14 15  0  0  0  0            999 V2000
   19.6448   -4.8676    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.8431   -3.2173    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.4139   -5.6926    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.3382   -4.2035    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.8431   -5.6926    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.3382   -5.5315    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.1284   -4.4550    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.5575   -5.2800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5575   -4.4550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8197   -4.8676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8431   -4.0424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1284   -5.2800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5946   -3.4193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8431   -6.5177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 10  2  0  0  0  0
  2 11  2  0  0  0  0
  3 12  2  0  0  0  0
  4  9  1  0  0  0  0
  4 10  1  0  0  0  0
  4 13  1  0  0  0  0
  5  8  1  0  0  0  0
  5 12  1  0  0  0  0
  5 14  1  0  0  0  0
  6  8  1  0  0  0  0
  6 10  1  0  0  0  0
  7 11  1  0  0  0  0
  7 12  1  0  0  0  0
  8  9  2  0  0  0  0
  9 11  1  0  0  0  0
M  END
Download

3D MOL for HMDB0001982 (3,7-Dimethyluric acid)

HMDB0001982
     RDKit          3D
3,7-Dimethyluric acid
 22 23  0  0  0  0  0  0  0  0999 V2000
    2.8278   -0.9569   -0.0230 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7021   -0.0461    0.0524 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9172    1.2677    0.2290 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0842    1.7247    0.3307 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8669    2.1249    0.3002 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3995    1.7071    0.1998 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3891    2.4861    0.2633 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6511    0.3727    0.0193 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4353   -0.4883   -0.0511 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0925   -1.7162   -0.2283 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4320   -1.5958   -0.2623 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1919   -2.5868   -0.4175 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7967   -0.3194   -0.1119 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1517    0.1801   -0.0977 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7025   -0.4814   -0.4975 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5026   -1.8792   -0.5310 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0934   -1.2399    1.0279 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0611    3.1403    0.4377 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5017   -2.5714   -0.3161 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6262    0.0653    0.9205 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7129   -0.4145   -0.8662 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2511    1.2270   -0.3782 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
  6  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
  9  2  1  0
 13  8  1  0
  1 15  1  0
  1 16  1  0
  1 17  1  0
  5 18  1  0
 10 19  1  0
 14 20  1  0
 14 21  1  0
 14 22  1  0
M  END
Download

3D SDF for HMDB0001982 (3,7-Dimethyluric acid)


  Mrv1652309042000252D          

 14 15  0  0  0  0            999 V2000
   19.6448   -4.8676    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.8431   -3.2173    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.4139   -5.6926    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.3382   -4.2035    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.8431   -5.6926    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.3382   -5.5315    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.1284   -4.4550    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.5575   -5.2800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5575   -4.4550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8197   -4.8676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8431   -4.0424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1284   -5.2800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5946   -3.4193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8431   -6.5177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 10  2  0  0  0  0
  2 11  2  0  0  0  0
  3 12  2  0  0  0  0
  4  9  1  0  0  0  0
  4 10  1  0  0  0  0
  4 13  1  0  0  0  0
  5  8  1  0  0  0  0
  5 12  1  0  0  0  0
  5 14  1  0  0  0  0
  6  8  1  0  0  0  0
  6 10  1  0  0  0  0
  7 11  1  0  0  0  0
  7 12  1  0  0  0  0
  8  9  2  0  0  0  0
  9 11  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0001982

> <DATABASE_NAME>
hmdb

> <SMILES>
CN1C(=O)NC2=C1C(=O)NC(=O)N2C

> <INCHI_IDENTIFIER>
InChI=1S/C7H8N4O3/c1-10-3-4(8-6(10)13)11(2)7(14)9-5(3)12/h1-2H3,(H,8,13)(H,9,12,14)

> <INCHI_KEY>
HMLZLHKHNBLLJD-UHFFFAOYSA-N

> <FORMULA>
C7H8N4O3

> <MOLECULAR_WEIGHT>
196.1634

> <EXACT_MASS>
196.059640142

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
22

> <JCHEM_AVERAGE_POLARIZABILITY>
17.69108590108656

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

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

> <ALOGPS_LOGP>
-0.61

> <JCHEM_LOGP>
-1.0968408043333333

> <ALOGPS_LOGS>
-1.31

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.314126160972181

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.12966218404884

> <JCHEM_PKA_STRONGEST_BASIC>
-6.024680278721663

> <JCHEM_POLAR_SURFACE_AREA>
81.75

> <JCHEM_REFRACTIVITY>
55.422000000000004

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
9.62e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3,7-dimethyluric acid

> <JCHEM_VEBER_RULE>
0

$$$$
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3D-SDF for HMDB0001982 (3,7-Dimethyluric acid)

HMDB0001982
     RDKit          3D
3,7-Dimethyluric acid
 22 23  0  0  0  0  0  0  0  0999 V2000
    2.8278   -0.9569   -0.0230 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7021   -0.0461    0.0524 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9172    1.2677    0.2290 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0842    1.7247    0.3307 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8669    2.1249    0.3002 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3995    1.7071    0.1998 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3891    2.4861    0.2633 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6511    0.3727    0.0193 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4353   -0.4883   -0.0511 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0925   -1.7162   -0.2283 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4320   -1.5958   -0.2623 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1919   -2.5868   -0.4175 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7967   -0.3194   -0.1119 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1517    0.1801   -0.0977 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7025   -0.4814   -0.4975 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5026   -1.8792   -0.5310 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0934   -1.2399    1.0279 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0611    3.1403    0.4377 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5017   -2.5714   -0.3161 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6262    0.0653    0.9205 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7129   -0.4145   -0.8662 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2511    1.2270   -0.3782 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
  6  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
  9  2  1  0
 13  8  1  0
  1 15  1  0
  1 16  1  0
  1 17  1  0
  5 18  1  0
 10 19  1  0
 14 20  1  0
 14 21  1  0
 14 22  1  0
M  END
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PDB for HMDB0001982 (3,7-Dimethyluric 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  O   UNK     0      36.670  -9.086   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0      31.440  -6.006   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0      28.773 -10.626   0.000  0.00  0.00           O+0
HETATM    4  N   UNK     0      34.231  -7.847   0.000  0.00  0.00           N+0
HETATM    5  N   UNK     0      31.440 -10.626   0.000  0.00  0.00           N+0
HETATM    6  N   UNK     0      34.231 -10.325   0.000  0.00  0.00           N+0
HETATM    7  N   UNK     0      30.106  -8.316   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0      32.774  -9.856   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      32.774  -8.316   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      35.130  -9.086   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      31.440  -7.546   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      30.106  -9.856   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      34.710  -6.383   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      31.440 -12.166   0.000  0.00  0.00           C+0
CONECT    1   10                                                            
CONECT    2   11                                                            
CONECT    3   12                                                            
CONECT    4    9   10   13                                                  
CONECT    5    8   12   14                                                  
CONECT    6    8   10                                                       
CONECT    7   11   12                                                       
CONECT    8    5    6    9                                                  
CONECT    9    4    8   11                                                  
CONECT   10    1    4    6                                                  
CONECT   11    2    7    9                                                  
CONECT   12    3    5    7                                                  
CONECT   13    4                                                            
CONECT   14    5                                                            
MASTER        0    0    0    0    0    0    0    0   14    0   30    0
END
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3D PDB for HMDB0001982 (3,7-Dimethyluric acid)

COMPND    HMDB0001982
HETATM    1  C1  UNL     1       2.828  -0.957  -0.023  1.00  0.00           C  
HETATM    2  N1  UNL     1       1.702  -0.046   0.052  1.00  0.00           N  
HETATM    3  C2  UNL     1       1.917   1.268   0.229  1.00  0.00           C  
HETATM    4  O1  UNL     1       3.084   1.725   0.331  1.00  0.00           O  
HETATM    5  N2  UNL     1       0.867   2.125   0.300  1.00  0.00           N  
HETATM    6  C3  UNL     1      -0.400   1.707   0.200  1.00  0.00           C  
HETATM    7  O2  UNL     1      -1.389   2.486   0.263  1.00  0.00           O  
HETATM    8  C4  UNL     1      -0.651   0.373   0.019  1.00  0.00           C  
HETATM    9  C5  UNL     1       0.435  -0.488  -0.051  1.00  0.00           C  
HETATM   10  N3  UNL     1      -0.093  -1.716  -0.228  1.00  0.00           N  
HETATM   11  C6  UNL     1      -1.432  -1.596  -0.262  1.00  0.00           C  
HETATM   12  O3  UNL     1      -2.192  -2.587  -0.418  1.00  0.00           O  
HETATM   13  N4  UNL     1      -1.797  -0.319  -0.112  1.00  0.00           N  
HETATM   14  C7  UNL     1      -3.152   0.180  -0.098  1.00  0.00           C  
HETATM   15  H1  UNL     1       3.703  -0.481  -0.497  1.00  0.00           H  
HETATM   16  H2  UNL     1       2.503  -1.879  -0.531  1.00  0.00           H  
HETATM   17  H3  UNL     1       3.093  -1.240   1.028  1.00  0.00           H  
HETATM   18  H4  UNL     1       1.061   3.140   0.438  1.00  0.00           H  
HETATM   19  H5  UNL     1       0.502  -2.571  -0.316  1.00  0.00           H  
HETATM   20  H6  UNL     1      -3.626   0.065   0.921  1.00  0.00           H  
HETATM   21  H7  UNL     1      -3.713  -0.415  -0.866  1.00  0.00           H  
HETATM   22  H8  UNL     1      -3.251   1.227  -0.378  1.00  0.00           H  
CONECT    1    2   15   16   17
CONECT    2    3    9
CONECT    3    4    4    5
CONECT    5    6   18
CONECT    6    7    7    8
CONECT    8    9    9   13
CONECT    9   10
CONECT   10   11   19
CONECT   11   12   12   13
CONECT   13   14
CONECT   14   20   21   22
END
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SMILES for HMDB0001982 (3,7-Dimethyluric acid)

CN1C(=O)NC2=C1C(=O)NC(=O)N2C
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INCHI for HMDB0001982 (3,7-Dimethyluric acid)

InChI=1S/C7H8N4O3/c1-10-3-4(8-6(10)13)11(2)7(14)9-5(3)12/h1-2H3,(H,8,13)(H,9,12,14)
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View in JSmolView NMR AssignmentsView Stereo Labels
Synonyms
ValueSource
3,7-DimethylateGenerator
3,7-Dimethylic acidGenerator
37-Dimethyluric acidChEMBL, HMDB
37-DimethylateGenerator, HMDB
37-Dimethylic acidGenerator, HMDB
3,7-Dimethyl-2,6,8-trihydroxypurineHMDB
3,7-Dimethyl-7,9-dihydro-1H-purine-2,6,8(3H)-trioneHMDB
3,7-DMUMeSH, HMDB
Chemical FormulaC7H8N4O3
Average Molecular Weight196.1634
Monoisotopic Molecular Weight196.059640142
IUPAC Name3,7-dimethyl-2,3,6,7,8,9-hexahydro-1H-purine-2,6,8-trione
Traditional Name3,7-dimethyluric acid
CAS Registry Number13087-49-5
SMILES
CN1C(=O)NC2=C1C(=O)NC(=O)N2C
InChI Identifier
InChI=1S/C7H8N4O3/c1-10-3-4(8-6(10)13)11(2)7(14)9-5(3)12/h1-2H3,(H,8,13)(H,9,12,14)
InChI KeyHMLZLHKHNBLLJD-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
Role
Biological role
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogP-1.33GASPARI,F & BONATI,M (1987)
Experimental Chromatographic Properties

Experimental Collision Cross Sections

Adduct TypeData SourceCCS Value (Å2)Reference
[M-H]-MetCCS_train_neg133.94730932474
[M-H]-Not Available133.947http://allccs.zhulab.cn/database/detail?ID=AllCCS00000349
Predicted Molecular Properties
PropertyValueSource
Water Solubility9.62 g/LALOGPS
logP-0.61ALOGPS
logP-1.1ChemAxon
logS-1.3ALOGPS
pKa (Strongest Acidic)8.13ChemAxon
pKa (Strongest Basic)-6ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area81.75 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity55.42 m³·mol⁻¹ChemAxon
Polarizability17.69 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]+142.51831661259
DarkChem[M-H]-139.39531661259
AllCCS[M+H]+141.73632859911
AllCCS[M-H]-139.35532859911
DeepCCS[M+H]+136.22730932474
DeepCCS[M-H]-133.90330932474
DeepCCS[M-2H]-168.71930932474
DeepCCS[M+Na]+142.88730932474
AllCCS[M+H]+141.732859911
AllCCS[M+H-H2O]+137.632859911
AllCCS[M+NH4]+145.632859911
AllCCS[M+Na]+146.732859911
AllCCS[M-H]-139.432859911
AllCCS[M+Na-2H]-139.732859911
AllCCS[M+HCOO]-140.232859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
3,7-Dimethyluric acidCN1C(=O)NC2=C1C(=O)NC(=O)N2C2854.2Standard polar33892256
3,7-Dimethyluric acidCN1C(=O)NC2=C1C(=O)NC(=O)N2C2106.6Standard non polar33892256
3,7-Dimethyluric acidCN1C(=O)NC2=C1C(=O)NC(=O)N2C2186.0Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
3,7-Dimethyluric acid,1TMS,isomer #1CN1C(=O)N([Si](C)(C)C)C2=C1C(=O)[NH]C(=O)N2C1983.4Semi standard non polar33892256
3,7-Dimethyluric acid,1TMS,isomer #1CN1C(=O)N([Si](C)(C)C)C2=C1C(=O)[NH]C(=O)N2C2258.6Standard non polar33892256
3,7-Dimethyluric acid,1TMS,isomer #1CN1C(=O)N([Si](C)(C)C)C2=C1C(=O)[NH]C(=O)N2C2878.0Standard polar33892256
3,7-Dimethyluric acid,1TMS,isomer #2CN1C(=O)N([Si](C)(C)C)C(=O)C2=C1[NH]C(=O)N2C2055.4Semi standard non polar33892256
3,7-Dimethyluric acid,1TMS,isomer #2CN1C(=O)N([Si](C)(C)C)C(=O)C2=C1[NH]C(=O)N2C2247.0Standard non polar33892256
3,7-Dimethyluric acid,1TMS,isomer #2CN1C(=O)N([Si](C)(C)C)C(=O)C2=C1[NH]C(=O)N2C2882.4Standard polar33892256
3,7-Dimethyluric acid,2TMS,isomer #1CN1C(=O)N([Si](C)(C)C)C2=C1C(=O)N([Si](C)(C)C)C(=O)N2C2016.5Semi standard non polar33892256
3,7-Dimethyluric acid,2TMS,isomer #1CN1C(=O)N([Si](C)(C)C)C2=C1C(=O)N([Si](C)(C)C)C(=O)N2C2260.3Standard non polar33892256
3,7-Dimethyluric acid,2TMS,isomer #1CN1C(=O)N([Si](C)(C)C)C2=C1C(=O)N([Si](C)(C)C)C(=O)N2C2469.6Standard polar33892256
3,7-Dimethyluric acid,1TBDMS,isomer #1CN1C(=O)N([Si](C)(C)C(C)(C)C)C2=C1C(=O)[NH]C(=O)N2C2182.9Semi standard non polar33892256
3,7-Dimethyluric acid,1TBDMS,isomer #1CN1C(=O)N([Si](C)(C)C(C)(C)C)C2=C1C(=O)[NH]C(=O)N2C2473.0Standard non polar33892256
3,7-Dimethyluric acid,1TBDMS,isomer #1CN1C(=O)N([Si](C)(C)C(C)(C)C)C2=C1C(=O)[NH]C(=O)N2C2833.5Standard polar33892256
3,7-Dimethyluric acid,1TBDMS,isomer #2CN1C(=O)N([Si](C)(C)C(C)(C)C)C(=O)C2=C1[NH]C(=O)N2C2258.1Semi standard non polar33892256
3,7-Dimethyluric acid,1TBDMS,isomer #2CN1C(=O)N([Si](C)(C)C(C)(C)C)C(=O)C2=C1[NH]C(=O)N2C2435.8Standard non polar33892256
3,7-Dimethyluric acid,1TBDMS,isomer #2CN1C(=O)N([Si](C)(C)C(C)(C)C)C(=O)C2=C1[NH]C(=O)N2C2847.6Standard polar33892256
3,7-Dimethyluric acid,2TBDMS,isomer #1CN1C(=O)N([Si](C)(C)C(C)(C)C)C2=C1C(=O)N([Si](C)(C)C(C)(C)C)C(=O)N2C2411.7Semi standard non polar33892256
3,7-Dimethyluric acid,2TBDMS,isomer #1CN1C(=O)N([Si](C)(C)C(C)(C)C)C2=C1C(=O)N([Si](C)(C)C(C)(C)C)C(=O)N2C2666.2Standard non polar33892256
3,7-Dimethyluric acid,2TBDMS,isomer #1CN1C(=O)N([Si](C)(C)C(C)(C)C)C2=C1C(=O)N([Si](C)(C)C(C)(C)C)C(=O)N2C2584.3Standard polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - 3,7-Dimethyluric acid GC-MS (Non-derivatized) - 70eV, Positivesplash10-0v0a-0900000000-46adc1bd1a2829ed3eab2017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 3,7-Dimethyluric 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 - 3,7-Dimethyluric acid Quattro_QQQ 10V, Positive-QTOF (Annotated)splash10-0002-0900000000-5554059238ba6f5a4aa72012-07-25HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 3,7-Dimethyluric acid Quattro_QQQ 25V, Positive-QTOF (Annotated)splash10-001l-9800000000-bcef3be559d5d3540d622012-07-25HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 3,7-Dimethyluric acid Quattro_QQQ 40V, Positive-QTOF (Annotated)splash10-014l-9000000000-7d225864dafe7484ef172012-07-25HMDB team, MONAView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3,7-Dimethyluric acid 10V, Positive-QTOFsplash10-0002-0900000000-81b25f479c4f1663781d2017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3,7-Dimethyluric acid 20V, Positive-QTOFsplash10-0007-0900000000-0f875011e8751037af3f2017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3,7-Dimethyluric acid 40V, Positive-QTOFsplash10-0006-9100000000-ddcf3e38bdc4d7198abc2017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3,7-Dimethyluric acid 10V, Negative-QTOFsplash10-0002-0900000000-f9c0039adcc98c79f10d2017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3,7-Dimethyluric acid 20V, Negative-QTOFsplash10-0f6t-0900000000-5398ccddcd1ad6de48112017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3,7-Dimethyluric acid 40V, Negative-QTOFsplash10-0006-9300000000-79381deb2ab0e04daf892017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3,7-Dimethyluric acid 10V, Positive-QTOFsplash10-0002-0900000000-0e499ff6f23e328dc54a2021-09-21Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3,7-Dimethyluric acid 20V, Positive-QTOFsplash10-0002-0900000000-c0e1ff53101ddbba850d2021-09-21Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3,7-Dimethyluric acid 40V, Positive-QTOFsplash10-0006-9300000000-a0758f9ce9eb83d7a97d2021-09-21Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3,7-Dimethyluric acid 10V, Negative-QTOFsplash10-0002-0900000000-8ba3918ee48755b0ba1a2021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3,7-Dimethyluric acid 20V, Negative-QTOFsplash10-0002-2900000000-a5948ea7307823697f8e2021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3,7-Dimethyluric acid 40V, Negative-QTOFsplash10-0006-9300000000-82b93be35cae293c6cab2021-09-25Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
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 1D NMR1H NMR Spectrum (1D, 600 MHz, H2O, experimental)2021-10-10Wishart 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
BloodDetected but not QuantifiedNot QuantifiedAdult (>18 years old)BothNormal details
BloodExpected but not QuantifiedNot QuantifiedNot AvailableNot AvailableNormal
      Not Available
 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 but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Normal		 details
UrineDetected but not QuantifiedNot QuantifiedAdult (>18 years old)BothNormal details
Abnormal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Not Specifiedobese 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
Associated Disorders and Diseases
Disease References
Obesity
  1. Haro C, Montes-Borrego M, Rangel-Zuniga OA, Alcala-Diaz JF, Gomez-Delgado F, Perez-Martinez P, Delgado-Lista J, Quintana-Navarro GM, Tinahones FJ, Landa BB, Lopez-Miranda J, Camargo A, Perez-Jimenez F: Two Healthy Diets Modulate Gut Microbial Community Improving Insulin Sensitivity in a Human Obese Population. J Clin Endocrinol Metab. 2016 Jan;101(1):233-42. doi: 10.1210/jc.2015-3351. Epub 2015 Oct 27. [PubMed:26505825 ]
Colorectal cancer
  1. 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 ]
  2. 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 ]
  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 ]
Associated OMIM IDs
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB022780
KNApSAcK IDNot Available
Chemspider ID74994
KEGG Compound IDC16360
BioCyc IDCPD-12482
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound83126
PDB IDNot Available
ChEBI ID68531
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 ]

Enzymes

Enzyme Details
1. Xanthine dehydrogenase/oxidase
General function:
Involved in oxidoreductase activity
Specific function:
Key enzyme in purine degradation. Catalyzes the oxidation of hypoxanthine to xanthine. Catalyzes the oxidation of xanthine to uric acid. Contributes to the generation of reactive oxygen species. Has also low oxidase activity towards aldehydes (in vitro).
Gene Name:
XDH
Uniprot ID:
P47989
Molecular weight:
146422.99
Reactions
Theobromine + Water + Oxygen → 3,7-Dimethyluric acid + Hydrogen peroxidedetails