Showing metabocard for 3-Methylxanthine (MMDBc0000395)

Record Information
Version1.0
StatusDetected and Quantified
Creation Date2020-12-10 18:36:48 UTC
Update Date2025-01-15 19:29:37 UTC
Metabolite IDMMDBc0000395
Metabolite Identification
Common Name3-Methylxanthine
Description3-methyl-9H-xanthine is a 3-methylxanthine tautomer where the imidazole proton is located at the 9-position. It has a role as a metabolite. It is a tautomer of a 3-methyl-7H-xanthine. 3-Methylxanthine, also known as 3 MX or purine analog, 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.
Structure
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for #<Metabolite:0x00007fb7e12d8ed0>

  Mrv1652305261923582D          

 12 13  0  0  0  0            999 V2000
   15.6064   -5.4176    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.0355   -2.9425    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.0355   -5.4176    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.3209   -4.1801    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.5305   -3.9286    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.5305   -5.2565    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.0355   -6.2426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3209   -5.0051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0355   -3.7676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7499   -5.0051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7499   -4.1801    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0120   -4.5926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  8  2  0  0  0  0
  2  9  2  0  0  0  0
  3  7  1  0  0  0  0
  3  8  1  0  0  0  0
  3 10  1  0  0  0  0
  4  8  1  0  0  0  0
  4  9  1  0  0  0  0
  5 11  1  0  0  0  0
  5 12  1  0  0  0  0
  6 10  1  0  0  0  0
  6 12  2  0  0  0  0
  9 11  1  0  0  0  0
 10 11  2  0  0  0  0
M  END
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3D MOL for #<Metabolite:0x00007fb7e12d8ed0>

HMDB0001886
     RDKit          3D
3-Methylxanthine
 18 19  0  0  0  0  0  0  0  0999 V2000
   -2.2514   -0.9636   -0.0294 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1147   -0.0612   -0.0571 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2831    1.2669   -0.1983 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4208    1.7806   -0.3115 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2088    2.0826   -0.2208 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0348    1.5834   -0.1033 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0501    2.3401   -0.1232 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2609    0.2203    0.0446 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3161   -0.5670    0.1805 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9183   -1.8598    0.2873 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5765   -1.8372    0.2118 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1219   -0.5812    0.0621 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9619   -1.8480   -0.6452 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4053   -1.2435    1.0388 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1733   -0.4969   -0.4133 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3678    3.1178   -0.3325 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3109   -0.2430    0.2025 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5977   -2.6903    0.4069 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  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12  2  1  0
 12  8  2  0
  1 13  1  0
  1 14  1  0
  1 15  1  0
  5 16  1  0
  9 17  1  0
 10 18  1  0
M  END
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3D SDF for #<Metabolite:0x00007fb7e12d8ed0>

  Mrv1652305261923582D          

 12 13  0  0  0  0            999 V2000
   15.6064   -5.4176    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.0355   -2.9425    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.0355   -5.4176    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.3209   -4.1801    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.5305   -3.9286    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.5305   -5.2565    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.0355   -6.2426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3209   -5.0051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0355   -3.7676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7499   -5.0051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7499   -4.1801    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0120   -4.5926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  8  2  0  0  0  0
  2  9  2  0  0  0  0
  3  7  1  0  0  0  0
  3  8  1  0  0  0  0
  3 10  1  0  0  0  0
  4  8  1  0  0  0  0
  4  9  1  0  0  0  0
  5 11  1  0  0  0  0
  5 12  1  0  0  0  0
  6 10  1  0  0  0  0
  6 12  2  0  0  0  0
  9 11  1  0  0  0  0
 10 11  2  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0000395

> <DATABASE_NAME>
MIME

> <SMILES>
CN1C2=C(NC=N2)C(=O)NC1=O

> <INCHI_IDENTIFIER>
InChI=1S/C6H6N4O2/c1-10-4-3(7-2-8-4)5(11)9-6(10)12/h2H,1H3,(H,7,8)(H,9,11,12)

> <INCHI_KEY>
GMSNIKWWOQHZGF-UHFFFAOYSA-N

> <FORMULA>
C6H6N4O2

> <MOLECULAR_WEIGHT>
166.1374

> <EXACT_MASS>
166.049075456

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
18

> <JCHEM_AVERAGE_POLARIZABILITY>
14.751514434380411

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3-methyl-2,3,6,7-tetrahydro-1H-purine-2,6-dione

> <ALOGPS_LOGP>
-0.46

> <JCHEM_LOGP>
-0.9929977229999999

> <ALOGPS_LOGS>
-1.12

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
10.89661498513289

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.856556089951798

> <JCHEM_PKA_STRONGEST_BASIC>
-0.7602900334586414

> <JCHEM_POLAR_SURFACE_AREA>
78.09

> <JCHEM_REFRACTIVITY>
40.0378

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.27e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-methylxanthine

> <JCHEM_VEBER_RULE>
0

$$$$
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3D-SDF for #<Metabolite:0x00007fb7e12d8ed0>

HMDB0001886
     RDKit          3D
3-Methylxanthine
 18 19  0  0  0  0  0  0  0  0999 V2000
   -2.2514   -0.9636   -0.0294 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1147   -0.0612   -0.0571 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2831    1.2669   -0.1983 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4208    1.7806   -0.3115 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2088    2.0826   -0.2208 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0348    1.5834   -0.1033 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0501    2.3401   -0.1232 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2609    0.2203    0.0446 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3161   -0.5670    0.1805 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9183   -1.8598    0.2873 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5765   -1.8372    0.2118 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1219   -0.5812    0.0621 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9619   -1.8480   -0.6452 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4053   -1.2435    1.0388 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1733   -0.4969   -0.4133 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3678    3.1178   -0.3325 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3109   -0.2430    0.2025 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5977   -2.6903    0.4069 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  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12  2  1  0
 12  8  2  0
  1 13  1  0
  1 14  1  0
  1 15  1  0
  5 16  1  0
  9 17  1  0
 10 18  1  0
M  END
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PDB for #<Metabolite:0x00007fb7e12d8ed0>

HEADER    PROTEIN                                 26-MAY-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   26-MAY-19         0                                  
HETATM    1  O   UNK     0      29.132 -10.113   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0      31.800  -5.493   0.000  0.00  0.00           O+0
HETATM    3  N   UNK     0      31.800 -10.113   0.000  0.00  0.00           N+0
HETATM    4  N   UNK     0      30.466  -7.803   0.000  0.00  0.00           N+0
HETATM    5  N   UNK     0      34.590  -7.333   0.000  0.00  0.00           N+0
HETATM    6  N   UNK     0      34.590  -9.812   0.000  0.00  0.00           N+0
HETATM    7  C   UNK     0      31.800 -11.653   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      30.466  -9.343   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      31.800  -7.033   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      33.133  -9.343   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      33.133  -7.803   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      35.489  -8.573   0.000  0.00  0.00           C+0
CONECT    1    8                                                            
CONECT    2    9                                                            
CONECT    3    7    8   10                                                  
CONECT    4    8    9                                                       
CONECT    5   11   12                                                       
CONECT    6   10   12                                                       
CONECT    7    3                                                            
CONECT    8    1    3    4                                                  
CONECT    9    2    4   11                                                  
CONECT   10    3    6   11                                                  
CONECT   11    5    9   10                                                  
CONECT   12    5    6                                                       
MASTER        0    0    0    0    0    0    0    0   12    0   26    0
END
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3D PDB for #<Metabolite:0x00007fb7e12d8ed0>

COMPND    HMDB0001886
HETATM    1  C1  UNL     1      -2.251  -0.964  -0.029  1.00  0.00           C  
HETATM    2  N1  UNL     1      -1.115  -0.061  -0.057  1.00  0.00           N  
HETATM    3  C2  UNL     1      -1.283   1.267  -0.198  1.00  0.00           C  
HETATM    4  O1  UNL     1      -2.421   1.781  -0.312  1.00  0.00           O  
HETATM    5  N2  UNL     1      -0.209   2.083  -0.221  1.00  0.00           N  
HETATM    6  C3  UNL     1       1.035   1.583  -0.103  1.00  0.00           C  
HETATM    7  O2  UNL     1       2.050   2.340  -0.123  1.00  0.00           O  
HETATM    8  C4  UNL     1       1.261   0.220   0.045  1.00  0.00           C  
HETATM    9  N3  UNL     1       2.316  -0.567   0.180  1.00  0.00           N  
HETATM   10  C5  UNL     1       1.918  -1.860   0.287  1.00  0.00           C  
HETATM   11  N4  UNL     1       0.577  -1.837   0.212  1.00  0.00           N  
HETATM   12  C6  UNL     1       0.122  -0.581   0.062  1.00  0.00           C  
HETATM   13  H1  UNL     1      -1.962  -1.848  -0.645  1.00  0.00           H  
HETATM   14  H2  UNL     1      -2.405  -1.243   1.039  1.00  0.00           H  
HETATM   15  H3  UNL     1      -3.173  -0.497  -0.413  1.00  0.00           H  
HETATM   16  H4  UNL     1      -0.368   3.118  -0.332  1.00  0.00           H  
HETATM   17  H5  UNL     1       3.311  -0.243   0.202  1.00  0.00           H  
HETATM   18  H6  UNL     1       2.598  -2.690   0.407  1.00  0.00           H  
CONECT    1    2   13   14   15
CONECT    2    3   12
CONECT    3    4    4    5
CONECT    5    6   16
CONECT    6    7    7    8
CONECT    8    9   12   12
CONECT    9   10   17
CONECT   10   11   11   18
CONECT   11   12
END
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SMILES for #<Metabolite:0x00007fb7e12d8ed0>

CN1C2=C(NC=N2)C(=O)NC1=O
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INCHI for #<Metabolite:0x00007fb7e12d8ed0>

InChI=1S/C6H6N4O2/c1-10-4-3(7-2-8-4)5(11)9-6(10)12/h2H,1H3,(H,7,8)(H,9,11,12)
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Synonyms
ValueSource
2-oxo-3-MethylhypoxanthineChEBI
3 MXChEBI
3,9-Dihydro-3-methyl-1H-purine-2,6-dioneChEBI
3-Methyl-3,7(9)-dihydro-purine-2,6-dioneChEBI
3-Methyl-3,9-dihydro-2H,6H-purine-2,6-dioneChEBI
3-Methylxanthine, methyl-(13)C-labeledMeSH
3-Methylxanthine, monopotassium saltMeSH
3-Methylxanthine, monosodium saltMeSH
2,6-Dihydroxy-3-methylpurineHMDB
3-Methyl xanthineHMDB
3-Methyl-3,9-dihydro-purine-2,6-dioneHMDB
Purine analogHMDB
3-MethylxanthineChEBI
Molecular FormulaC6H6N4O2
Average Mass166.1374
Monoisotopic Mass166.049075456
IUPAC Name3-methyl-2,3,6,7-tetrahydro-1H-purine-2,6-dione
Traditional Name3-methylxanthine
CAS Registry NumberNot Available
SMILES
CN1C2=C(NC=N2)C(=O)NC1=O
InChI Identifier
InChI=1S/C6H6N4O2/c1-10-4-3(7-2-8-4)5(11)9-6(10)12/h2H,1H3,(H,7,8)(H,9,11,12)
InChI KeyGMSNIKWWOQHZGF-UHFFFAOYSA-N