Showing metabocard for 7-Methylurate (MMDBc0000831)

Record Information
Version1.0
StatusDetected and Quantified
Creation Date2020-12-10 23:04:46 UTC
Update Date2022-08-31 06:17:00 UTC
Metabolite IDMMDBc0000831
Metabolite Identification
Common Name7-Methylurate
Description7-Methyluric acid, also known as 7-methylate, 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. 7-Methyluric acid is the minor urinary metabolites of caffeine. 7-Methyluric acid is an extremely weak basic (essentially neutral) compound (based on its pKa). 7-Methyluric acid exists in all living organisms, ranging from bacteria to humans. 7-methyluric acid can be biosynthesized from 7-methylxanthine through its interaction with the enzyme xanthine dehydrogenase/oxidase. In humans, 7-methyluric acid is involved in caffeine metabolism.
Structure
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for #<Metabolite:0x00007f92529894c8>


  Mrv1652309042000342D          

 13 14  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
    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
   -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  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
  6  7  2  0  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  3  9  1  0  0  0  0
  9 10  2  0  0  0  0
  4 11  1  0  0  0  0
 11 12  1  0  0  0  0
  2 12  1  0  0  0  0
 12 13  2  0  0  0  0
M  END
Download

3D MOL for #<Metabolite:0x00007f92529894c8>

HMDB0011107
     RDKit          3D
7-Methyluric acid
 19 20  0  0  0  0  0  0  0  0999 V2000
   -2.5581   -0.5835    0.1598 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3861    0.2561   -0.0939 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3609    1.5791   -0.3532 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4256    2.2639   -0.4043 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0977    1.9761   -0.5278 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7271    0.9226   -0.3865 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0565    0.7144   -0.4485 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5890   -0.5178   -0.2499 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8340   -0.6899   -0.3125 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8187   -1.5881    0.0177 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4909   -1.3874    0.0810 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2825   -2.3480    0.3275 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1002   -0.1536   -0.1134 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4424   -1.5184   -0.4210 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5569   -0.7940    1.2421 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4583   -0.0642   -0.1843 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2197    2.9354   -0.7389 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6832    1.5333   -0.6562 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2494   -2.5358    0.1688 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
 11 12  2  0
 11 13  1  0
 13  2  1  0
 13  6  2  0
  1 14  1  0
  1 15  1  0
  1 16  1  0
  5 17  1  0
  7 18  1  0
 10 19  1  0
M  END
Download

3D SDF for #<Metabolite:0x00007f92529894c8>


  Mrv1652309042000342D          

 13 14  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
    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
   -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  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
  6  7  2  0  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  3  9  1  0  0  0  0
  9 10  2  0  0  0  0
  4 11  1  0  0  0  0
 11 12  1  0  0  0  0
  2 12  1  0  0  0  0
 12 13  2  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0000831

> <DATABASE_NAME>
MIME

> <SMILES>
CN1C(=O)NC2=C1C(=O)NC(=O)N2

> <INCHI_IDENTIFIER>
InChI=1S/C6H6N4O3/c1-10-2-3(8-6(10)13)7-5(12)9-4(2)11/h1H3,(H3,7,8,9,11,12,13)

> <INCHI_KEY>
YHNNPKUFPWLTOP-UHFFFAOYSA-N

> <FORMULA>
C6H6N4O3

> <MOLECULAR_WEIGHT>
182.1368

> <EXACT_MASS>
182.043990078

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
19

> <JCHEM_AVERAGE_POLARIZABILITY>
16.00351140913572

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
7-methyl-7H-purine-2,6,8-triol

> <ALOGPS_LOGP>
-1.03

> <JCHEM_LOGP>
0.931471851

> <ALOGPS_LOGS>
-1.69

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.75778117919651

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.657959565973655

> <JCHEM_PKA_STRONGEST_BASIC>
-1.068390802761709

> <JCHEM_POLAR_SURFACE_AREA>
104.29

> <JCHEM_REFRACTIVITY>
43.77779999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.71e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
7-methyluric acid

> <JCHEM_VEBER_RULE>
0

$$$$
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3D-SDF for #<Metabolite:0x00007f92529894c8>

HMDB0011107
     RDKit          3D
7-Methyluric acid
 19 20  0  0  0  0  0  0  0  0999 V2000
   -2.5581   -0.5835    0.1598 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3861    0.2561   -0.0939 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3609    1.5791   -0.3532 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4256    2.2639   -0.4043 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0977    1.9761   -0.5278 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7271    0.9226   -0.3865 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0565    0.7144   -0.4485 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5890   -0.5178   -0.2499 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8340   -0.6899   -0.3125 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8187   -1.5881    0.0177 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4909   -1.3874    0.0810 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2825   -2.3480    0.3275 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1002   -0.1536   -0.1134 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4424   -1.5184   -0.4210 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5569   -0.7940    1.2421 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4583   -0.0642   -0.1843 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2197    2.9354   -0.7389 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6832    1.5333   -0.6562 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2494   -2.5358    0.1688 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
 11 12  2  0
 11 13  1  0
 13  2  1  0
 13  6  2  0
  1 14  1  0
  1 15  1  0
  1 16  1  0
  5 17  1  0
  7 18  1  0
 10 19  1  0
M  END
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PDB for #<Metabolite:0x00007f92529894c8>

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       2.530   0.237   0.000  0.00  0.00           N+0
HETATM    6  C   UNK     0       3.864  -0.533   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       5.198   0.237   0.000  0.00  0.00           O+0
HETATM    8  N   UNK     0       3.864  -2.073   0.000  0.00  0.00           N+0
HETATM    9  C   UNK     0       2.530  -2.843   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       2.530  -4.383   0.000  0.00  0.00           O+0
HETATM   11  N   UNK     0      -0.268  -0.057   0.000  0.00  0.00           N+0
HETATM   12  C   UNK     0      -1.173  -1.303   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      -2.713  -1.303   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   12                                                  
CONECT    3    2    4    9                                                  
CONECT    4    3    5   11                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9                                                       
CONECT    9    8    3   10                                                  
CONECT   10    9                                                            
CONECT   11    4   12                                                       
CONECT   12   11    2   13                                                  
CONECT   13   12                                                            
MASTER        0    0    0    0    0    0    0    0   13    0   28    0
END
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3D PDB for #<Metabolite:0x00007f92529894c8>

COMPND    HMDB0011107
HETATM    1  C1  UNL     1      -2.558  -0.584   0.160  1.00  0.00           C  
HETATM    2  N1  UNL     1      -1.386   0.256  -0.094  1.00  0.00           N  
HETATM    3  C2  UNL     1      -1.361   1.579  -0.353  1.00  0.00           C  
HETATM    4  O1  UNL     1      -2.426   2.264  -0.404  1.00  0.00           O  
HETATM    5  N2  UNL     1      -0.098   1.976  -0.528  1.00  0.00           N  
HETATM    6  C3  UNL     1       0.727   0.923  -0.387  1.00  0.00           C  
HETATM    7  N3  UNL     1       2.056   0.714  -0.449  1.00  0.00           N  
HETATM    8  C4  UNL     1       2.589  -0.518  -0.250  1.00  0.00           C  
HETATM    9  O2  UNL     1       3.834  -0.690  -0.312  1.00  0.00           O  
HETATM   10  N4  UNL     1       1.819  -1.588   0.018  1.00  0.00           N  
HETATM   11  C5  UNL     1       0.491  -1.387   0.081  1.00  0.00           C  
HETATM   12  O3  UNL     1      -0.282  -2.348   0.328  1.00  0.00           O  
HETATM   13  C6  UNL     1      -0.100  -0.154  -0.113  1.00  0.00           C  
HETATM   14  H1  UNL     1      -2.442  -1.518  -0.421  1.00  0.00           H  
HETATM   15  H2  UNL     1      -2.557  -0.794   1.242  1.00  0.00           H  
HETATM   16  H3  UNL     1      -3.458  -0.064  -0.184  1.00  0.00           H  
HETATM   17  H4  UNL     1       0.220   2.935  -0.739  1.00  0.00           H  
HETATM   18  H5  UNL     1       2.683   1.533  -0.656  1.00  0.00           H  
HETATM   19  H6  UNL     1       2.249  -2.536   0.169  1.00  0.00           H  
CONECT    1    2   14   15   16
CONECT    2    3   13
CONECT    3    4    4    5
CONECT    5    6   17
CONECT    6    7   13   13
CONECT    7    8   18
CONECT    8    9    9   10
CONECT   10   11   19
CONECT   11   12   12   13
END
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SMILES for #<Metabolite:0x00007f92529894c8>

CN1C(=O)NC2=C1C(=O)NC(=O)N2
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INCHI for #<Metabolite:0x00007f92529894c8>

InChI=1S/C6H6N4O3/c1-10-2-3(8-6(10)13)7-5(12)9-4(2)11/h1H3,(H3,7,8,9,11,12,13)
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Synonyms
ValueSource
7-MethylateGenerator
7-Methylic acidGenerator
Molecular FormulaC6H6N4O3
Average Mass182.1368
Monoisotopic Mass182.043990078
IUPAC Name7-methyl-7H-purine-2,6,8-triol
Traditional Name7-methyluric acid
CAS Registry NumberNot Available
SMILES
CN1C(=O)NC2=C1C(=O)NC(=O)N2
InChI Identifier
InChI=1S/C6H6N4O3/c1-10-2-3(8-6(10)13)7-5(12)9-4(2)11/h1H3,(H3,7,8,9,11,12,13)
InChI KeyYHNNPKUFPWLTOP-UHFFFAOYSA-N