Showing metabocard for 1,7-Dimethyluric acid (MMDBc0000443)

Record Information
Version1.0
StatusDetected and Quantified
Creation Date2020-12-10 18:37:52 UTC
Update Date2024-04-30 19:32:25 UTC
Metabolite IDMMDBc0000443
Metabolite Identification
Common Name1,7-Dimethyluric acid
Description1,7-Dimethyluric acid is the major urinary caffeine metabolite that is produced in the human body. 1,7-Dimethyluric acid is formed during caffeine metabolism and the process is catalyzed primarily by CYP2A6 (PMID: 18715882 ).
Structure
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for #<Metabolite:0x00007f92524661f8>


  Mrv1652309042000332D          

 14 15  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  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
M  END
Download

3D MOL for #<Metabolite:0x00007f92524661f8>

HMDB0011103
     RDKit          3D
1,7-Dimethyluric acid
 22 23  0  0  0  0  0  0  0  0999 V2000
    2.9176   -1.3850   -0.0370 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8084   -0.4438   -0.0351 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0255    0.8840   -0.0839 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2165    1.2919   -0.1315 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0287    1.7870   -0.0840 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2632    1.4079   -0.0345 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4398    2.0815   -0.0220 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4247    1.1658    0.0359 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6666    1.3597    0.0657 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8700   -0.0486    0.0588 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5682   -1.3197    0.1198 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5269    0.0491    0.0168 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5259   -0.8453    0.0150 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2791   -2.0628    0.0612 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7094   -2.2780    0.5872 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1617   -1.7504   -1.0552 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8375   -0.9268    0.3813 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2010    2.8301   -0.1225 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5657    3.1244   -0.0518 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8500   -1.5715   -0.9442 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5399   -1.2381    0.6635 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9961   -2.1112    0.5966 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 13 14  2  0
 13  2  1  0
 12  6  2  0
  1 15  1  0
  1 16  1  0
  1 17  1  0
  5 18  1  0
  7 19  1  0
 11 20  1  0
 11 21  1  0
 11 22  1  0
M  END
Download

3D SDF for #<Metabolite:0x00007f92524661f8>


  Mrv1652309042000332D          

 14 15  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  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
M  END
> <DATABASE_ID>
MMDBc0000443

> <DATABASE_NAME>
MIME

> <SMILES>
CN1C(=O)NC2=C1C(=O)N(C)C(=O)N2

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

> <INCHI_KEY>
NOFNCLGCUJJPKU-UHFFFAOYSA-N

> <FORMULA>
C7H8N4O3

> <MOLECULAR_WEIGHT>
196.1634

> <EXACT_MASS>
196.059640142

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
22

> <JCHEM_AVERAGE_POLARIZABILITY>
18.06105286981368

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2,8-dihydroxy-1,7-dimethyl-6,7-dihydro-1H-purin-6-one

> <ALOGPS_LOGP>
-0.81

> <JCHEM_LOGP>
0.47086302666666646

> <ALOGPS_LOGS>
-1.36

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
10.480737061798054

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.9649633548664176

> <JCHEM_PKA_STRONGEST_BASIC>
-1.8635946742632101

> <JCHEM_POLAR_SURFACE_AREA>
90.95

> <JCHEM_REFRACTIVITY>
48.9246

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.49e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1,7-dimethyluric acid

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for #<Metabolite:0x00007f92524661f8>

HMDB0011103
     RDKit          3D
1,7-Dimethyluric acid
 22 23  0  0  0  0  0  0  0  0999 V2000
    2.9176   -1.3850   -0.0370 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8084   -0.4438   -0.0351 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0255    0.8840   -0.0839 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2165    1.2919   -0.1315 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0287    1.7870   -0.0840 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2632    1.4079   -0.0345 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4398    2.0815   -0.0220 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4247    1.1658    0.0359 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6666    1.3597    0.0657 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8700   -0.0486    0.0588 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5682   -1.3197    0.1198 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5269    0.0491    0.0168 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5259   -0.8453    0.0150 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2791   -2.0628    0.0612 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7094   -2.2780    0.5872 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1617   -1.7504   -1.0552 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8375   -0.9268    0.3813 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2010    2.8301   -0.1225 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5657    3.1244   -0.0518 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8500   -1.5715   -0.9442 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5399   -1.2381    0.6635 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9961   -2.1112    0.5966 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 13 14  2  0
 13  2  1  0
 12  6  2  0
  1 15  1  0
  1 16  1  0
  1 17  1  0
  5 18  1  0
  7 19  1  0
 11 20  1  0
 11 21  1  0
 11 22  1  0
M  END
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PDB for #<Metabolite:0x00007f92524661f8>

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
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                                                       
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12   14                                                  
CONECT   12   11    3   13                                                  
CONECT   13   12                                                            
CONECT   14   11                                                            
MASTER        0    0    0    0    0    0    0    0   14    0   30    0
END
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3D PDB for #<Metabolite:0x00007f92524661f8>

COMPND    HMDB0011103
HETATM    1  C1  UNL     1       2.918  -1.385  -0.037  1.00  0.00           C  
HETATM    2  N1  UNL     1       1.808  -0.444  -0.035  1.00  0.00           N  
HETATM    3  C2  UNL     1       2.025   0.884  -0.084  1.00  0.00           C  
HETATM    4  O1  UNL     1       3.217   1.292  -0.132  1.00  0.00           O  
HETATM    5  N2  UNL     1       1.029   1.787  -0.084  1.00  0.00           N  
HETATM    6  C3  UNL     1      -0.263   1.408  -0.034  1.00  0.00           C  
HETATM    7  N3  UNL     1      -1.440   2.081  -0.022  1.00  0.00           N  
HETATM    8  C4  UNL     1      -2.425   1.166   0.036  1.00  0.00           C  
HETATM    9  O2  UNL     1      -3.667   1.360   0.066  1.00  0.00           O  
HETATM   10  N4  UNL     1      -1.870  -0.049   0.059  1.00  0.00           N  
HETATM   11  C5  UNL     1      -2.568  -1.320   0.120  1.00  0.00           C  
HETATM   12  C6  UNL     1      -0.527   0.049   0.017  1.00  0.00           C  
HETATM   13  C7  UNL     1       0.526  -0.845   0.015  1.00  0.00           C  
HETATM   14  O3  UNL     1       0.279  -2.063   0.061  1.00  0.00           O  
HETATM   15  H1  UNL     1       2.709  -2.278   0.587  1.00  0.00           H  
HETATM   16  H2  UNL     1       3.162  -1.750  -1.055  1.00  0.00           H  
HETATM   17  H3  UNL     1       3.837  -0.927   0.381  1.00  0.00           H  
HETATM   18  H4  UNL     1       1.201   2.830  -0.122  1.00  0.00           H  
HETATM   19  H5  UNL     1      -1.566   3.124  -0.052  1.00  0.00           H  
HETATM   20  H6  UNL     1      -2.850  -1.571  -0.944  1.00  0.00           H  
HETATM   21  H7  UNL     1      -3.540  -1.238   0.664  1.00  0.00           H  
HETATM   22  H8  UNL     1      -1.996  -2.111   0.597  1.00  0.00           H  
CONECT    1    2   15   16   17
CONECT    2    3   13
CONECT    3    4    4    5
CONECT    5    6   18
CONECT    6    7   12   12
CONECT    7    8   19
CONECT    8    9    9   10
CONECT   10   11   12
CONECT   11   20   21   22
CONECT   12   13
CONECT   13   14   14
END
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SMILES for #<Metabolite:0x00007f92524661f8>

CN1C(=O)NC2=C1C(=O)N(C)C(=O)N2
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INCHI for #<Metabolite:0x00007f92524661f8>

InChI=1S/C7H8N4O3/c1-10-3-4(8-6(10)13)9-7(14)11(2)5(3)12/h1-2H3,(H,8,13)(H,9,14)
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Synonyms
ValueSource
1,7-DimethylateGenerator
1,7-Dimethylic acidGenerator
1,7-DimethylurateHMDB
7,9-Dihydro-1,7-dimethyl-1H-purine-2,6,8(3H)-trioneHMDB
1,7-Dimethyluric acidHMDB
Molecular FormulaC7H8N4O3
Average Mass196.1634
Monoisotopic Mass196.059640142
IUPAC Name2,8-dihydroxy-1,7-dimethyl-6,7-dihydro-1H-purin-6-one
Traditional Name1,7-dimethyluric acid
CAS Registry NumberNot Available
SMILES
CN1C(=O)NC2=C1C(=O)N(C)C(=O)N2
InChI Identifier
InChI=1S/C7H8N4O3/c1-10-3-4(8-6(10)13)9-7(14)11(2)5(3)12/h1-2H3,(H,8,13)(H,9,14)
InChI KeyNOFNCLGCUJJPKU-UHFFFAOYSA-N