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Showing metabocard for 3-Methyladenine (HMDB0011600)

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enzymes (1) Show 1 protein
Record Information
Version5.0
StatusDetected and Quantified
Creation Date2009-01-29 12:14:58 UTC
Update Date2023-02-21 17:17:28 UTC
HMDB IDHMDB0011600
Secondary Accession Numbers
  • HMDB11600
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
Data?1676999848
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0011600 (3-Methyladenine)


  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 HMDB0011600 (3-Methyladenine)

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 HMDB0011600 (3-Methyladenine)


  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>
HMDB0011600

> <DATABASE_NAME>
hmdb

> <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 HMDB0011600 (3-Methyladenine)

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 HMDB0011600 (3-Methyladenine)

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 HMDB0011600 (3-Methyladenine)

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 HMDB0011600 (3-Methyladenine)

CN1C=NC(N)=C2N=CN=C12
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INCHI for HMDB0011600 (3-Methyladenine)

InChI=1S/C6H7N5/c1-11-3-10-5(7)4-6(11)9-2-8-4/h2-3H,7H2,1H3
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View in JSmolView NMR AssignmentsView Stereo Labels
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
Chemical FormulaC6H7N5
Average Molecular Weight149.1533
Monoisotopic Molecular Weight149.070145249
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
Chemical Taxonomy
Description 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.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassImidazopyrimidines
Sub ClassPurines and purine derivatives
Direct Parent6-aminopurines
Alternative Parents
Substituents
  • 6-aminopurine
  • Aminopyrimidine
  • Imidolactam
  • Pyrimidine
  • Heteroaromatic compound
  • Imidazole
  • Azole
  • Azacycle
  • Organic nitrogen compound
  • Organopnictogen compound
  • Hydrocarbon derivative
  • Primary amine
  • Organonitrogen compound
  • Amine
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
Ontology
Physiological effectNot Available
Disposition
Biological locationRoute of exposureSource
ProcessNot Available
Role
Industrial application
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic Properties

Experimental Collision Cross Sections

Adduct TypeData SourceCCS Value (Å2)Reference
[M+H]+Not Available126.7http://allccs.zhulab.cn/database/detail?ID=AllCCS00002170
Predicted Molecular Properties
PropertyValueSource
Water Solubility1.81 g/LALOGPS
logP-1.1ALOGPS
logP-0.31ChemAxon
logS-1.9ALOGPS
pKa (Strongest Acidic)17.3ChemAxon
pKa (Strongest Basic)3.03ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area69.62 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity41.5 m³·mol⁻¹ChemAxon
Polarizability14.48 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+128.96631661259
DarkChem[M-H]-126.99831661259
DeepCCS[M-2H]-162.1530932474
DeepCCS[M+Na]+137.12530932474
AllCCS[M+H]+132.332859911
AllCCS[M+H-H2O]+127.632859911
AllCCS[M+NH4]+136.632859911
AllCCS[M+Na]+137.832859911
AllCCS[M-H]-128.532859911
AllCCS[M+Na-2H]-129.532859911
AllCCS[M+HCOO]-130.732859911

Predicted Retention Times

Underivatized

Chromatographic MethodRetention TimeReference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.1.67 minutes32390414
Predicted by Siyang on May 30, 20228.5869 minutes33406817
Predicted by Siyang using ReTip algorithm on June 8, 20221.62 minutes32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid158.6 seconds40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid651.2 seconds40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid314.7 seconds40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid47.2 seconds40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid202.7 seconds40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid90.5 seconds40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid265.7 seconds40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid232.3 seconds40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)496.2 seconds40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid556.0 seconds40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid40.7 seconds40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid585.3 seconds40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid197.1 seconds40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid191.5 seconds40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate511.5 seconds40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA528.2 seconds40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water176.0 seconds40023050

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
3-MethyladenineCN1C=NC(N)=C2N=CN=C122465.3Standard polar33892256
3-MethyladenineCN1C=NC(N)=C2N=CN=C121618.1Standard non polar33892256
3-MethyladenineCN1C=NC(N)=C2N=CN=C121941.5Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
3-Methyladenine,1TMS,isomer #1CN1C=NC(N[Si](C)(C)C)=C2N=CN=C212037.9Semi standard non polar33892256
3-Methyladenine,1TMS,isomer #1CN1C=NC(N[Si](C)(C)C)=C2N=CN=C211854.8Standard non polar33892256
3-Methyladenine,1TMS,isomer #1CN1C=NC(N[Si](C)(C)C)=C2N=CN=C212882.3Standard polar33892256
3-Methyladenine,2TMS,isomer #1CN1C=NC(N([Si](C)(C)C)[Si](C)(C)C)=C2N=CN=C211913.9Semi standard non polar33892256
3-Methyladenine,2TMS,isomer #1CN1C=NC(N([Si](C)(C)C)[Si](C)(C)C)=C2N=CN=C211946.2Standard non polar33892256
3-Methyladenine,2TMS,isomer #1CN1C=NC(N([Si](C)(C)C)[Si](C)(C)C)=C2N=CN=C212461.0Standard polar33892256
3-Methyladenine,1TBDMS,isomer #1CN1C=NC(N[Si](C)(C)C(C)(C)C)=C2N=CN=C212258.9Semi standard non polar33892256
3-Methyladenine,1TBDMS,isomer #1CN1C=NC(N[Si](C)(C)C(C)(C)C)=C2N=CN=C212015.2Standard non polar33892256
3-Methyladenine,1TBDMS,isomer #1CN1C=NC(N[Si](C)(C)C(C)(C)C)=C2N=CN=C212927.9Standard polar33892256
3-Methyladenine,2TBDMS,isomer #1CN1C=NC(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C2N=CN=C212352.0Semi standard non polar33892256
3-Methyladenine,2TBDMS,isomer #1CN1C=NC(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C2N=CN=C212350.6Standard non polar33892256
3-Methyladenine,2TBDMS,isomer #1CN1C=NC(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C2N=CN=C212542.5Standard polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental GC-MSGC-MS Spectrum - 3-Methyladenine GC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies) (1 TMS)splash10-0a4i-4980000000-d3e94e4150e2b870d9b22014-06-16HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - 3-Methyladenine GC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies) (1 TMS)splash10-0a4i-3890000000-235f39119df7c967e9ba2014-06-16HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - 3-Methyladenine GC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies) (Non-derivatized)splash10-0a4i-2980000000-251ceed13f156eff1fc42014-06-16HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - 3-Methyladenine GC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies) (1 TMS)splash10-0ab9-9760000000-e3d1a7f774e6bfb718ae2014-06-16HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - 3-Methyladenine GC-EI-TOF (Non-derivatized)splash10-0a4i-4980000000-d3e94e4150e2b870d9b22017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - 3-Methyladenine GC-EI-TOF (Non-derivatized)splash10-0a4i-3890000000-235f39119df7c967e9ba2017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - 3-Methyladenine GC-EI-TOF (Non-derivatized)splash10-0a4i-2980000000-251ceed13f156eff1fc42017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - 3-Methyladenine GC-EI-TOF (Non-derivatized)splash10-0ab9-9760000000-e3d1a7f774e6bfb718ae2017-09-12HMDB team, MONA, MassBankView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 3-Methyladenine GC-MS (Non-derivatized) - 70eV, Positivesplash10-00dj-6900000000-26ef3d4c1c9edc2697ef2016-09-22Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 3-Methyladenine GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental LC-MS/MSLC-MS/MS Spectrum - 3-Methyladenine LC-ESI-QQ (API3000, Applied Biosystems) 10V, Positive-QTOFsplash10-0udi-0900000000-b32577a48ebafc94ae9a2012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 3-Methyladenine LC-ESI-QQ (API3000, Applied Biosystems) 20V, Positive-QTOFsplash10-0udi-1900000000-485f684fffa023d0050e2012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 3-Methyladenine LC-ESI-QQ (API3000, Applied Biosystems) 30V, Positive-QTOFsplash10-0udi-4900000000-6b3b3dd2f2f2d875bf142012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 3-Methyladenine LC-ESI-QQ (API3000, Applied Biosystems) 40V, Positive-QTOFsplash10-0a59-9800000000-fe6c9700b9c081b8697a2012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 3-Methyladenine LC-ESI-QQ (API3000, Applied Biosystems) 50V, Positive-QTOFsplash10-0udi-1900000000-b4a28f0f1bd5519926152012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 3-Methyladenine LC-ESI-QTOF (UPLC Q-Tof Premier, Waters) , Positive-QTOFsplash10-0udi-0900000000-8db506e73a05ea922d942012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 3-Methyladenine LC-ESI-QTOF (UPLC Q-Tof Premier, Waters) 30V, Positive-QTOFsplash10-0udi-0900000000-f67b128eb2b6ac7139b42012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 3-Methyladenine LC-ESI-QQ , positive-QTOFsplash10-0udi-0900000000-b32577a48ebafc94ae9a2017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 3-Methyladenine LC-ESI-QQ , positive-QTOFsplash10-0udi-1900000000-485f684fffa023d0050e2017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 3-Methyladenine LC-ESI-QQ , positive-QTOFsplash10-0udi-4900000000-49dc94a0b10083c8230f2017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 3-Methyladenine LC-ESI-QQ , positive-QTOFsplash10-0a59-9800000000-fe6c9700b9c081b8697a2017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 3-Methyladenine LC-ESI-QQ , positive-QTOFsplash10-0udi-1900000000-b4a28f0f1bd5519926152017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 3-Methyladenine LC-ESI-QTOF , positive-QTOFsplash10-0udi-0900000000-8db506e73a05ea922d942017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 3-Methyladenine LC-ESI-QTOF , positive-QTOFsplash10-0udi-0900000000-f67b128eb2b6ac7139b42017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 3-Methyladenine , positive-QTOFsplash10-0udi-0900000000-e564522269418ab462fb2017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 3-Methyladenine 30V, Positive-QTOFsplash10-0udi-0900000000-f67b128eb2b6ac7139b42021-09-20HMDB team, MONAView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Methyladenine 10V, Positive-QTOFsplash10-0udi-0900000000-53161ff2cee1a6ff34d72015-05-27Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Methyladenine 20V, Positive-QTOFsplash10-0udi-0900000000-1ab536fe3bbb9bdfde762015-05-27Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Methyladenine 40V, Positive-QTOFsplash10-0giv-9600000000-a22dc2c9e956ce0b2b862015-05-27Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Methyladenine 10V, Negative-QTOFsplash10-0002-0900000000-31965d8430668c1cef722015-05-27Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Methyladenine 20V, Negative-QTOFsplash10-006t-2900000000-1c6ebd899170870682a92015-05-27Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Methyladenine 40V, Negative-QTOFsplash10-0pc0-5900000000-23b69a04a094c620fe7f2015-05-27Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Methyladenine 10V, Negative-QTOFsplash10-0002-0900000000-0fdae69660ea9759916e2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Methyladenine 20V, Negative-QTOFsplash10-0002-1900000000-ca190dc061692e2ec2212021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Methyladenine 40V, Negative-QTOFsplash10-0006-9100000000-b683819a0ea24a91254f2021-09-22Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Experimental 1D NMR1H NMR Spectrum (1D, 600 MHz, H2O, experimental)2021-10-10Wishart LabView Spectrum
Experimental 2D NMR[1H, 13C]-HSQC NMR Spectrum (2D, 600 MHz, H2O, experimental)2012-12-05Wishart LabView Spectrum

IR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M-H]-)2023-02-03FELIX labView Spectrum
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)2023-02-03FELIX labView Spectrum
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)2023-02-03FELIX labView Spectrum
Biological Properties
Cellular LocationsNot Available
Biospecimen Locations
  • Blood
  • Urine
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodExpected but not QuantifiedNot QuantifiedNot AvailableNot Available
Normal
      Not Available
 details
BloodDetected but not QuantifiedNot QuantifiedAdult (>18 years old)BothNormal details
UrineDetected and Quantified2.53 +/- 1.65 umol/mmol creatinineChildren (1-13 years old)BothNormal details
UrineDetected and Quantified1.48 +/- 0.17 umol/mmol creatinineAdolescent (13-18 years old)BothNormal details
UrineDetected and Quantified0.86 +/- 0.29 umol/mmol creatinineAdult (>18 years old)BothNormal details
UrineDetected but not QuantifiedNot QuantifiedAdult (>18 years old)BothNormal details
Abnormal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
UrineDetected and Quantified3.96 +/- 1.44 umol/mmol creatinineAdult (>18 years old)BothCanavan disease details
Associated Disorders and Diseases
Disease References
Canavan disease
  1. Tavazzi B, Lazzarino G, Leone P, Amorini AM, Bellia F, Janson CG, Di Pietro V, Ceccarelli L, Donzelli S, Francis JS, Giardina B: Simultaneous high performance liquid chromatographic separation of purines, pyrimidines, N-acetylated amino acids, and dicarboxylic acids for the chemical diagnosis of inborn errors of metabolism. Clin Biochem. 2005 Nov;38(11):997-1008. Epub 2005 Sep 1. [PubMed:16139832 ]
Associated OMIM IDs
DrugBank IDDB04104
Phenol Explorer Compound IDNot Available
FooDB IDFDB028311
KNApSAcK IDNot Available
Chemspider ID1610
KEGG Compound IDC00913
BioCyc ID3-Methyl-Adenines
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound1673
PDB IDADK
ChEBI ID38635
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDMDB00000844
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Download (PDF)
General References
  1. Tavazzi B, Lazzarino G, Leone P, Amorini AM, Bellia F, Janson CG, Di Pietro V, Ceccarelli L, Donzelli S, Francis JS, Giardina B: Simultaneous high performance liquid chromatographic separation of purines, pyrimidines, N-acetylated amino acids, and dicarboxylic acids for the chemical diagnosis of inborn errors of metabolism. Clin Biochem. 2005 Nov;38(11):997-1008. Epub 2005 Sep 1. [PubMed:16139832 ]
  2. Roux A, Xu Y, Heilier JF, Olivier MF, Ezan E, Tabet JC, Junot C: Annotation of the human adult urinary metabolome and metabolite identification using ultra high performance liquid chromatography coupled to a linear quadrupole ion trap-Orbitrap mass spectrometer. Anal Chem. 2012 Aug 7;84(15):6429-37. doi: 10.1021/ac300829f. Epub 2012 Jul 17. [PubMed:22770225 ]
  3. Li M, Yang X, Wang H, Xu E, Xi Z: Inhibition of androgen induces autophagy in benign prostate epithelial cells. Int J Urol. 2014 Feb;21(2):195-9. doi: 10.1111/iju.12210. Epub 2013 Jul 2. [PubMed:23819759 ]
  4. Huang YT, Cheng CC, Lin TC, Chiu TH, Lai PC: Therapeutic potential of sepantronium bromide YM155 in gemcitabine-resistant human urothelial carcinoma cells. Oncol Rep. 2014 Feb;31(2):771-80. doi: 10.3892/or.2013.2882. Epub 2013 Nov 28. [PubMed:24297644 ]
  5. Pickard RD, Spencer BH, McFarland AJ, Bernaitis N, Davey AK, Perkins AV, Chess-Williams R, McDermott CM, Forbes A, Christie D, Anoopkumar-Dukie S: Paradoxical effects of the autophagy inhibitor 3-methyladenine on docetaxel-induced toxicity in PC-3 and LNCaP prostate cancer cells. Naunyn Schmiedebergs Arch Pharmacol. 2015 Jul;388(7):793-9. doi: 10.1007/s00210-015-1104-7. Epub 2015 Feb 24. [PubMed:25708950 ]

Enzymes

Enzyme Details
1. DNA-3-methyladenine glycosylase
General function:
Involved in catalytic activity
Specific function:
Hydrolysis of the deoxyribose N-glycosidic bond to excise 3-methyladenine, and 7-methylguanine from the damaged DNA polymer formed by alkylation lesions
Gene Name:
MPG
Uniprot ID:
P29372
Molecular weight:
32868.4