Showing metabocard for 3-Methyladenine (MMDBc0033175)

Record Information
Version1.0
StatusDetected and Quantified
Creation Date2021-11-19 04:37:45 UTC
Update Date2024-04-30 20:02:10 UTC
Metabolite IDMMDBc0033175
Metabolite Identification
Common Name3-Methyladenine
Description3-Methyladenine, also known as 3-ma nucleobase, belongs to the class of organic compounds known as 6-aminopurines. These are purines that carry an amino group at position 6. Purine is a bicyclic aromatic compound made up of a pyrimidine ring fused to an imidazole ring. 3-Methyladenine exists in all living species, ranging from bacteria to humans. 3-Methyladenine has been detected, but not quantified, in several different foods, such as soft-necked garlics, chinese bayberries, burbots, amaranths, and tea. This could make 3-methyladenine a potential biomarker for the consumption of these foods. 3-Methyladenine is one of the purines damaged by alkylation and oxidation which can be recognized and excised by the human 3-methyladenine DNA glycosylase (AAG) (EC: EC3.2.2.21).
Structure
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for #<Metabolite:0x00007fd0fc672468>


  Mrv1652305261923572D          

 11 12  0  0  0  0            999 V2000
    3.2789    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789    1.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934    0.0000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789   -1.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7798   -0.2549    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2949    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7798    1.0799    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    0.8250    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
  5  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
  2 11  1  0  0  0  0
  7 11  1  0  0  0  0
M  END
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3D MOL for #<Metabolite:0x00007fd0fc672468>

HMDB0011600
     RDKit          3D
3-Methyladenine
 18 19  0  0  0  0  0  0  0  0999 V2000
    2.6294   -0.3436    0.2209 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1890   -0.4720    0.0759 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6188   -1.6856   -0.0620 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7218   -1.7996   -0.1966 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5465   -0.7618   -0.2027 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9588   -0.8655   -0.3434 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9915    0.5016   -0.0627 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4686    1.7589   -0.0207 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4886    2.6521    0.1338 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6677    1.9656    0.1955 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4691    0.6635    0.0866 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8973   -0.2545    1.2982 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1354   -1.2616   -0.1482 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9839    0.5538   -0.3070 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2427   -2.5793   -0.0650 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4848   -1.7218   -0.0596 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5325   -0.0876   -0.7376 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6402    3.7374    0.1946 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
  5  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11  2  1  0
 11  7  1  0
  1 12  1  0
  1 13  1  0
  1 14  1  0
  3 15  1  0
  6 16  1  0
  6 17  1  0
  9 18  1  0
M  END
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3D SDF for #<Metabolite:0x00007fd0fc672468>


  Mrv1652305261923572D          

 11 12  0  0  0  0            999 V2000
    3.2789    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789    1.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934    0.0000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789   -1.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7798   -0.2549    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2949    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7798    1.0799    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    0.8250    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
  5  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
  2 11  1  0  0  0  0
  7 11  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0033175

> <DATABASE_NAME>
MIME

> <SMILES>
CN1C=NC(N)=C2N=CN=C12

> <INCHI_IDENTIFIER>
InChI=1S/C6H7N5/c1-11-3-10-5(7)4-6(11)9-2-8-4/h2-3H,7H2,1H3

> <INCHI_KEY>
FSASIHFSFGAIJM-UHFFFAOYSA-N

> <FORMULA>
C6H7N5

> <MOLECULAR_WEIGHT>
149.1533

> <EXACT_MASS>
149.070145249

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
18

> <JCHEM_AVERAGE_POLARIZABILITY>
14.47668525793151

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3-methyl-3H-purin-6-amine

> <ALOGPS_LOGP>
-1.14

> <JCHEM_LOGP>
-0.3073366643333334

> <ALOGPS_LOGS>
-1.92

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
17.30023185725119

> <JCHEM_PKA_STRONGEST_BASIC>
3.0308081279002455

> <JCHEM_POLAR_SURFACE_AREA>
69.62

> <JCHEM_REFRACTIVITY>
41.495999999999995

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.81e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-methyladenine

> <JCHEM_VEBER_RULE>
0

$$$$
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3D-SDF for #<Metabolite:0x00007fd0fc672468>

HMDB0011600
     RDKit          3D
3-Methyladenine
 18 19  0  0  0  0  0  0  0  0999 V2000
    2.6294   -0.3436    0.2209 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1890   -0.4720    0.0759 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6188   -1.6856   -0.0620 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7218   -1.7996   -0.1966 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5465   -0.7618   -0.2027 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9588   -0.8655   -0.3434 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9915    0.5016   -0.0627 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4686    1.7589   -0.0207 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4886    2.6521    0.1338 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6677    1.9656    0.1955 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4691    0.6635    0.0866 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8973   -0.2545    1.2982 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1354   -1.2616   -0.1482 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9839    0.5538   -0.3070 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2427   -2.5793   -0.0650 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4848   -1.7218   -0.0596 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5325   -0.0876   -0.7376 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6402    3.7374    0.1946 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
  5  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11  2  1  0
 11  7  1  0
  1 12  1  0
  1 13  1  0
  1 14  1  0
  3 15  1  0
  6 16  1  0
  6 17  1  0
  9 18  1  0
M  END
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PDB for #<Metabolite:0x00007fd0fc672468>

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  C   UNK     0       6.121   3.850   0.000  0.00  0.00           C+0
HETATM    2  N   UNK     0       6.121   2.310   0.000  0.00  0.00           N+0
HETATM    3  C   UNK     0       7.454   1.540   0.000  0.00  0.00           C+0
HETATM    4  N   UNK     0       7.454   0.000   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0       6.121  -0.770   0.000  0.00  0.00           C+0
HETATM    6  N   UNK     0       6.121  -2.310   0.000  0.00  0.00           N+0
HETATM    7  C   UNK     0       4.787   0.000   0.000  0.00  0.00           C+0
HETATM    8  N   UNK     0       3.322  -0.476   0.000  0.00  0.00           N+0
HETATM    9  C   UNK     0       2.417   0.770   0.000  0.00  0.00           C+0
HETATM   10  N   UNK     0       3.322   2.016   0.000  0.00  0.00           N+0
HETATM   11  C   UNK     0       4.787   1.540   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   11                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8   11                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10    2    7                                                  
MASTER        0    0    0    0    0    0    0    0   11    0   24    0
END
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3D PDB for #<Metabolite:0x00007fd0fc672468>

COMPND    HMDB0011600
HETATM    1  C1  UNL     1       2.629  -0.344   0.221  1.00  0.00           C  
HETATM    2  N1  UNL     1       1.189  -0.472   0.076  1.00  0.00           N  
HETATM    3  C2  UNL     1       0.619  -1.686  -0.062  1.00  0.00           C  
HETATM    4  N2  UNL     1      -0.722  -1.800  -0.197  1.00  0.00           N  
HETATM    5  C3  UNL     1      -1.547  -0.762  -0.203  1.00  0.00           C  
HETATM    6  N3  UNL     1      -2.959  -0.865  -0.343  1.00  0.00           N  
HETATM    7  C4  UNL     1      -0.992   0.502  -0.063  1.00  0.00           C  
HETATM    8  N4  UNL     1      -1.469   1.759  -0.021  1.00  0.00           N  
HETATM    9  C5  UNL     1      -0.489   2.652   0.134  1.00  0.00           C  
HETATM   10  N5  UNL     1       0.668   1.966   0.196  1.00  0.00           N  
HETATM   11  C6  UNL     1       0.469   0.664   0.087  1.00  0.00           C  
HETATM   12  H1  UNL     1       2.897  -0.255   1.298  1.00  0.00           H  
HETATM   13  H2  UNL     1       3.135  -1.262  -0.148  1.00  0.00           H  
HETATM   14  H3  UNL     1       2.984   0.554  -0.307  1.00  0.00           H  
HETATM   15  H4  UNL     1       1.243  -2.579  -0.065  1.00  0.00           H  
HETATM   16  H5  UNL     1      -3.485  -1.722  -0.060  1.00  0.00           H  
HETATM   17  H6  UNL     1      -3.533  -0.088  -0.738  1.00  0.00           H  
HETATM   18  H7  UNL     1      -0.640   3.737   0.195  1.00  0.00           H  
CONECT    1    2   12   13   14
CONECT    2    3   11
CONECT    3    4    4   15
CONECT    4    5
CONECT    5    6    7    7
CONECT    6   16   17
CONECT    7    8   11
CONECT    8    9    9
CONECT    9   10   18
CONECT   10   11   11
END
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SMILES for #<Metabolite:0x00007fd0fc672468>

CN1C=NC(N)=C2N=CN=C12
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INCHI for #<Metabolite:0x00007fd0fc672468>

InChI=1S/C6H7N5/c1-11-3-10-5(7)4-6(11)9-2-8-4/h2-3H,7H2,1H3
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Synonyms
ValueSource
3-Methyl-3H-adenineChEBI
3-METHYL-3H-purin-6-ylamineChEBI
6-Amino-3-methylpurineChEBI
3-Methyl-3H-purin-6-amineHMDB
3-Methyl-3H-purin-6-amine (acd/name 4.0)HMDB
3-Methyl-3H-purin-6-ylamine (acd/name 4.0)HMDB
3-Methyl-adenineHMDB
3-MA nucleobaseHMDB
N(3)-MethyladenineHMDB
Molecular FormulaC6H7N5
Average Mass149.1533
Monoisotopic Mass149.070145249
IUPAC Name3-methyl-3H-purin-6-amine
Traditional Name3-methyladenine
CAS Registry Number5142-23-4
SMILES
CN1C=NC(N)=C2N=CN=C12
InChI Identifier
InChI=1S/C6H7N5/c1-11-3-10-5(7)4-6(11)9-2-8-4/h2-3H,7H2,1H3
InChI KeyFSASIHFSFGAIJM-UHFFFAOYSA-N