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Human Metabolome Database Version 3.5

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Showing metabocard for 1-Methyladenine (HMDB11599)

Record Information
Version 3.5
Creation Date 2009-01-29 05:09:56 -0700
Update Date 2013-05-29 13:46:19 -0600
HMDB ID HMDB11599
Secondary Accession Numbers None
Metabolite Identification
Common Name 1-Methyladenine
Description 1-Methyladenine is the product of reaction between 1-methyladenosine and water which is catalyzed by 1-methyladenosine nucleosidase. (EC:3.2.2.13). 1-Methyladenine is a product of alkylation damage in DNA which can be repaired by damage reversal by oxidative demethylation, a reaction requiring ferrous iron and 2-oxoglutarate as cofactor and co-substrate, respectively. (PMID:15576352 Link_out).
Structure Thumb
Download: MOL | SDF | SMILES | InChI
Display: 2D Structure | 3D Structure
Synonyms
  1. 1, 9-Dihydro-1-methyl-6H-Purin-6-imine
  2. 1-Methyl-1H-Purin-6-amine
  3. 1-Methyl-1H-purin-6-ylamine
  4. 1-Methyl-Adenine
  5. 1-Methyladenine
Chemical Formula C6H7N5
Average Molecular Weight 149.1533
Monoisotopic Molecular Weight 149.070145249
IUPAC Name 1-methyl-1H-purin-6-amine
Traditional IUPAC Name 1-methyladenine
CAS Registry Number 5142-22-3
SMILES CN1C=NC2=NC=NC2=C1N
InChI Identifier InChI=1S/C6H7N5/c1-11-3-10-6-4(5(11)7)8-2-9-6/h2-3H,7H2,1H3
InChI Key HPZMWTNATZPBIH-UHFFFAOYSA-N
Chemical Taxonomy
Kingdom Organic Compounds
Super Class Aromatic Heteropolycyclic Compounds
Class Imidazopyrimidines
Sub Class N/A
Other Descriptors
  • Purines and Purine Derivatives
  • a small molecule(Cyc)
Substituents
  • Aminopyrimidine
  • Imidazole
  • Pyrimidine
Direct Parent Imidazopyrimidines
Ontology
Status Detected and Quantified
Origin
  • Endogenous
Biofunction Not Available
Application Not Available
Cellular locations Not Available
Physical Properties
State Solid
Experimental Properties
Property Value Reference
Melting Point > 300 °C Not Available
Boiling Point Not Available Not Available
Water Solubility Not Available Not Available
LogP Not Available Not Available
Predicted Properties
Property Value Source
LogP -1.15 ALOGPS
LogP -0.5 ChemAxon
LogS -1.89 ALOGPS
pKa (strongest basic) 0.24 ChemAxon
Hydrogen Acceptor Count 4 ChemAxon
Hydrogen Donor Count 1 ChemAxon
Polar Surface Area 69.62 A2 ChemAxon
Rotatable Bond Count 0 ChemAxon
Refractivity 41.81 ChemAxon
Polarizability 14.43 ChemAxon
Formal Charge 0 ChemAxon
Physiological Charge 0 ChemAxon
Spectra
1H NMR Spectrum
[1H,13C] 2D NMR Spectrum
Biological Properties
Cellular Locations Not Available
Biofluid Locations
  • Blood
  • Urine
Tissue Location Not Available
Pathways Not Available
Normal Concentrations
Biofluid Status Value Age Sex Condition Reference
Blood Expected but not Quantified
Not Applicable Not Available Not Available Comment Normal
Urine Detected and Quantified
0.1 (0.0-0.20) umol/mmol creatinine Adult (>18 years old) Both Normal
Abnormal Concentrations
Biofluid Status Value Age Sex Condition Reference
Urine Detected and Quantified 3.15 umol/mmol creatinine Adult (>18 years old) Female Adenosine deaminase(ADA) deficiency
Associated Disorders and Diseases
Disease References
Adenosine deaminase deficiency
  • Mills GC: 1-Methyladenine in urine of an adenosine deaminase-deficient adult without immunodeficiency. Biochem Med Metab Biol. 1989 Dec;42(3):240-7. Pubmed: 2597438 Link_out
    Associated OMIM IDs
    • 102700 Link_out (Adenosine deaminase deficiency)
    DrugBank ID Not Available
    DrugBank Metabolite ID Not Available
    Phenol Explorer Compound ID Not Available
    Phenol Explorer Metabolite ID Not Available
    FoodDB ID FDB028310
    KNApSAcK ID Not Available
    Chemspider ID 71157 Link_out
    KEGG Compound ID C02216 Link_out
    BioCyc ID 1-METHYLADENINE Link_out
    BiGG ID Not Available
    Wikipedia Link Not Available
    NuGOwiki Link HMDB11599 Link_out
    Metagene Link HMDB11599 Link_out
    METLIN ID Not Available
    PubChem Compound 78821 Link_out
    PDB ID Not Available
    ChEBI ID 201302 Link_out
    References
    Synthesis Reference Not Available
    Material Safety Data Sheet (MSDS) Download (PDF)
    General References
    1. Falnes PO: Repair of 3-methylthymine and 1-methylguanine lesions by bacterial and human AlkB proteins. Nucleic Acids Res. 2004 Dec 1;32(21):6260-7. Print 2004. Pubmed: 15576352 Link_out