Showing metabocard for 7-Methylguanine (MMDBc0000377)

Record Information
Version1.0
StatusDetected and Quantified
Creation Date2020-12-10 18:36:26 UTC
Update Date2024-04-30 19:32:00 UTC
Metabolite IDMMDBc0000377
Metabolite Identification
Common Name7-Methylguanine
Description7-Methylguanine is a metabolite of DNA methylation and depurination observed in normal human biofluids; however, it has been found significantly higher in the urine of smokers than in nonsmokers. (PMID 16059882 ). 7-Methylguanine has been identified in the human placenta (PMID: 32033212 ).
Structure
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for #<Metabolite:0x00007f91fe575098>


  Mrv0541 02231218482D          

 12 13  0  0  0  0            999 V2000
   12.5371   -2.1260    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.5371   -2.9510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0330   -3.1137    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.2536   -3.3650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5154   -3.7760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2898   -2.3287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5371   -4.6039    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.2536   -4.1900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8205   -4.1900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0330   -4.4440    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.8205   -3.3650    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.1098   -4.6010    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  3  4  1  0  0  0  0
  3  5  1  0  0  0  0
  3  6  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
 10  8  1  0  0  0  0
 10  5  2  0  0  0  0
 11  2  1  0  0  0  0
 11  9  2  0  0  0  0
  4  8  2  0  0  0  0
  4  2  1  0  0  0  0
 12  9  1  0  0  0  0
M  END
Download

3D MOL for #<Metabolite:0x00007f91fe575098>

HMDB0000897
     RDKit          3D
7-Methylguanine
 19 20  0  0  0  0  0  0  0  0999 V2000
   -2.8006   -0.9065    0.2008 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7609    0.0631   -0.1484 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9250    1.2691   -0.6813 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7217    1.8597   -0.8555 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2410    1.0185   -0.4264 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5822    1.0533   -0.3507 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2680   -0.0041    0.1532 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6862    0.0200    0.2388 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6228   -1.1051    0.5860 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2937   -1.1785    0.5279 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3645   -2.1881    0.9202 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4359   -0.1064    0.0146 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4824   -1.9248   -0.0321 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7537   -0.6282   -0.3319 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0546   -0.8658    1.2804 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9091    1.6778   -0.9247 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0988    1.9039   -0.6839 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2325   -0.4258   -0.5235 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1833    0.4677    1.0365 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
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  2  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 12  2  1  0
 12  5  2  0
  1 13  1  0
  1 14  1  0
  1 15  1  0
  3 16  1  0
  6 17  1  0
  8 18  1  0
  8 19  1  0
M  END
Download

3D SDF for #<Metabolite:0x00007f91fe575098>


  Mrv0541 02231218482D          

 12 13  0  0  0  0            999 V2000
   12.5371   -2.1260    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.5371   -2.9510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0330   -3.1137    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.2536   -3.3650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5154   -3.7760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2898   -2.3287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5371   -4.6039    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.2536   -4.1900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8205   -4.1900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0330   -4.4440    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.8205   -3.3650    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.1098   -4.6010    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  3  4  1  0  0  0  0
  3  5  1  0  0  0  0
  3  6  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
 10  8  1  0  0  0  0
 10  5  2  0  0  0  0
 11  2  1  0  0  0  0
 11  9  2  0  0  0  0
  4  8  2  0  0  0  0
  4  2  1  0  0  0  0
 12  9  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0000377

> <DATABASE_NAME>
MIME

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

> <INCHI_IDENTIFIER>
InChI=1S/C6H7N5O/c1-11-2-8-4-3(11)5(12)10-6(7)9-4/h2H,1H3,(H3,7,9,10,12)

> <INCHI_KEY>
FZWGECJQACGGTI-UHFFFAOYSA-N

> <FORMULA>
C6H7N5O

> <MOLECULAR_WEIGHT>
165.1527

> <EXACT_MASS>
165.065059871

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
15.410738215147513

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-amino-7-methyl-6,7-dihydro-3H-purin-6-one

> <ALOGPS_LOGP>
-0.62

> <JCHEM_LOGP>
-0.3656628686666665

> <ALOGPS_LOGS>
-1.43

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.351073076855275

> <JCHEM_PKA_STRONGEST_BASIC>
2.066735324909107

> <JCHEM_POLAR_SURFACE_AREA>
85.3

> <JCHEM_REFRACTIVITY>
43.797799999999995

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.12e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-amino-7-methylhypoxanthine

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for #<Metabolite:0x00007f91fe575098>

HMDB0000897
     RDKit          3D
7-Methylguanine
 19 20  0  0  0  0  0  0  0  0999 V2000
   -2.8006   -0.9065    0.2008 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7609    0.0631   -0.1484 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9250    1.2691   -0.6813 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7217    1.8597   -0.8555 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2410    1.0185   -0.4264 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5822    1.0533   -0.3507 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2680   -0.0041    0.1532 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6862    0.0200    0.2388 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6228   -1.1051    0.5860 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2937   -1.1785    0.5279 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3645   -2.1881    0.9202 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4359   -0.1064    0.0146 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4824   -1.9248   -0.0321 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7537   -0.6282   -0.3319 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0546   -0.8658    1.2804 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9091    1.6778   -0.9247 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0988    1.9039   -0.6839 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2325   -0.4258   -0.5235 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1833    0.4677    1.0365 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
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  2  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 12  2  1  0
 12  5  2  0
  1 13  1  0
  1 14  1  0
  1 15  1  0
  3 16  1  0
  6 17  1  0
  8 18  1  0
  8 19  1  0
M  END
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PDB for #<Metabolite:0x00007f91fe575098>

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  O   UNK     0      23.403  -3.969   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      23.403  -5.509   0.000  0.00  0.00           C+0
HETATM    3  N   UNK     0      26.195  -5.812   0.000  0.00  0.00           N+0
HETATM    4  C   UNK     0      24.740  -6.281   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      27.095  -7.049   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      26.674  -4.347   0.000  0.00  0.00           C+0
HETATM    7  N   UNK     0      23.403  -8.594   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0      24.740  -7.821   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      22.065  -7.821   0.000  0.00  0.00           C+0
HETATM   10  N   UNK     0      26.195  -8.295   0.000  0.00  0.00           N+0
HETATM   11  N   UNK     0      22.065  -6.281   0.000  0.00  0.00           N+0
HETATM   12  N   UNK     0      20.738  -8.589   0.000  0.00  0.00           N+0
CONECT    1    2                                                            
CONECT    2    1   11    4                                                  
CONECT    3    4    5    6                                                  
CONECT    4    3    8    2                                                  
CONECT    5    3   10                                                       
CONECT    6    3                                                            
CONECT    7    8    9                                                       
CONECT    8    7   10    4                                                  
CONECT    9    7   11   12                                                  
CONECT   10    8    5                                                       
CONECT   11    2    9                                                       
CONECT   12    9                                                            
MASTER        0    0    0    0    0    0    0    0   12    0   26    0
END
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3D PDB for #<Metabolite:0x00007f91fe575098>

COMPND    HMDB0000897
HETATM    1  C1  UNL     1      -2.801  -0.907   0.201  1.00  0.00           C  
HETATM    2  N1  UNL     1      -1.761   0.063  -0.148  1.00  0.00           N  
HETATM    3  C2  UNL     1      -1.925   1.269  -0.681  1.00  0.00           C  
HETATM    4  N2  UNL     1      -0.722   1.860  -0.855  1.00  0.00           N  
HETATM    5  C3  UNL     1       0.241   1.019  -0.426  1.00  0.00           C  
HETATM    6  N3  UNL     1       1.582   1.053  -0.351  1.00  0.00           N  
HETATM    7  C4  UNL     1       2.268  -0.004   0.153  1.00  0.00           C  
HETATM    8  N4  UNL     1       3.686   0.020   0.239  1.00  0.00           N  
HETATM    9  N5  UNL     1       1.623  -1.105   0.586  1.00  0.00           N  
HETATM   10  C5  UNL     1       0.294  -1.178   0.528  1.00  0.00           C  
HETATM   11  O1  UNL     1      -0.365  -2.188   0.920  1.00  0.00           O  
HETATM   12  C6  UNL     1      -0.436  -0.106   0.015  1.00  0.00           C  
HETATM   13  H1  UNL     1      -2.482  -1.925  -0.032  1.00  0.00           H  
HETATM   14  H2  UNL     1      -3.754  -0.628  -0.332  1.00  0.00           H  
HETATM   15  H3  UNL     1      -3.055  -0.866   1.280  1.00  0.00           H  
HETATM   16  H4  UNL     1      -2.909   1.678  -0.925  1.00  0.00           H  
HETATM   17  H5  UNL     1       2.099   1.904  -0.684  1.00  0.00           H  
HETATM   18  H6  UNL     1       4.233  -0.426  -0.524  1.00  0.00           H  
HETATM   19  H7  UNL     1       4.183   0.468   1.037  1.00  0.00           H  
CONECT    1    2   13   14   15
CONECT    2    3   12
CONECT    3    4    4   16
CONECT    4    5
CONECT    5    6   12   12
CONECT    6    7   17
CONECT    7    8    9    9
CONECT    8   18   19
CONECT    9   10
CONECT   10   11   11   12
END
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SMILES for #<Metabolite:0x00007f91fe575098>

CN1C=NC2=C1C(=O)N=C(N)N2
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INCHI for #<Metabolite:0x00007f91fe575098>

InChI=1S/C6H7N5O/c1-11-2-8-4-3(11)5(12)10-6(7)9-4/h2H,1H3,(H3,7,9,10,12)
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Synonyms
ValueSource
2-Amino-1,7-dihydro-7-methyl-6H-purin-6-oneChEBI
2-Amino-7-methylhypoxanthineChEBI
N(7)-MethylguanineChEBI
2-Amino-1,7-dihydroxy-7-methyl-6H-purine-6-oneHMDB
2-Amino-6-hydroxy-7-methylpurineHMDB
7-Methyl-guanineHMDB
7-Methyl-guanine (8ci)HMDB
N-MethylguanineHMDB
N7-MethylguanineHMDB
7-Methylguanine, 14C-labeledHMDB
N2-MethylguanineHMDB
N7-Me-gHMDB
N(2)-MethylguanineHMDB
7-MethylguanineChEBI
Molecular FormulaC6H7N5O
Average Mass165.1527
Monoisotopic Mass165.065059871
IUPAC Name2-amino-7-methyl-6,7-dihydro-3H-purin-6-one
Traditional Name2-amino-7-methylhypoxanthine
CAS Registry NumberNot Available
SMILES
CN1C=NC2=C1C(=O)N=C(N)N2
InChI Identifier
InChI=1S/C6H7N5O/c1-11-2-8-4-3(11)5(12)10-6(7)9-4/h2H,1H3,(H3,7,9,10,12)
InChI KeyFZWGECJQACGGTI-UHFFFAOYSA-N