Page last updated: 2024-11-06

6-methyladenine

Description Research Excerpts Clinical Trials Roles Classes Pathways Study Profile Bioassays Related Drugs Related Conditions Protein Interactions Research Growth Market Indicators

Description

6-methyladenine, also known as N6-methyladenine, is a naturally occurring modified nucleoside found in DNA and RNA. It is formed by the methylation of adenine at the N6 position. 6-methyladenine is a critical epigenetic marker involved in various cellular processes, including gene regulation, DNA replication, and repair. Its presence in DNA can influence gene expression by altering the binding of transcription factors and other proteins. Studies have shown that 6-methyladenine levels are dysregulated in various diseases, including cancer and neurodegenerative disorders. The synthesis of 6-methyladenine involves the transfer of a methyl group from S-adenosyl methionine (SAM) to adenine, catalyzed by specific DNA methyltransferases. Research on 6-methyladenine focuses on understanding its role in epigenetic regulation, its potential as a biomarker for disease, and its therapeutic implications. '

6-methyladenine: structure [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

6-methyladenine : A methyladenine that is 9H-purin-6-amine substituted by a methyl group at the amino nitrogen. [Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Cross-References

ID SourceID
PubMed CID67955
CHEMBL ID1738843
CHEBI ID28871
SCHEMBL ID21913
MeSH IDM0047852

Synonyms (70)

Synonym
STL295969
(n-6)-methyladenine
einecs 207-137-7
nsc 11580
methyl(purin-6-yl)amine
nsc11580
n-6-methyladenine
6-(methylamino)purine
6-map
adenine, n-methyl-
6-monomethylaminopurine
1h-purin-6-amine, n-methyl-
6-methyladenine
nsc-11580
n6-monomethyladenine
n-methyl-9h-purin-6-amine
443-72-1
C08434
n6-methyladenine
6-methylaminopurine
CHEBI:28871 ,
AKOS002203821
n-methyl-7h-purin-6-amine
FT-0653186
CHEMBL1738843
A7037
NCGC00248494-01
n6m ,
EN300-76775
unii-w7iby2bgax
w7iby2bgax ,
cas-443-72-1
NCGC00257570-01
dtxsid1020857 ,
dtxcid90857
tox21_200016
AKOS008968388
n-methyladenine
methyl-(9h-purin-6-yl)amine
methyl (9h-purin-6-yl)-amine
n6 -methyl-adenine
6-methylamino-9h-purine
SCHEMBL21913
6-(n-methylamino)purine
n-methyl-9h-purin-6-amine #
6-n-methyladenine
n-methyl-6-aminopurine
6-mono(methylamino)purine
n6-methylaminopurine
9h-purin-6-amine, n-methyl-
methyladenine, (n-6)-
W-202782
AKOS028112370
Z1267881683
n-methyl-n-(9h-purin-6-yl)amine
n-methyl-adenine
n(sup6)-monomethyladenine
n(sup6)-methyladenine
n6-methyladenin
n6-methyl adenine
M3166
DS-7790
mfcd00075820
CCG-321180
Q15632800
1-boc-2-(hydroxydimethylsilanyl)-5-methylindole
O12028
CS-0066754
3h-purin-6-amine, n-methyl-
SY112980
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Roles (1)

RoleDescription
human metaboliteAny mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
[role information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Drug Classes (2)

ClassDescription
methyladenineAny member of the class of 6-aminopurines that is adenine bearing a single methyl substituent.
6-alkylaminopurineAny purine bearing an alkylamino substituent at the 6-position.
[compound class information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Protein Targets (8)

Potency Measurements

ProteinTaxonomyMeasurementAverage (µ)Min (ref.)Avg (ref.)Max (ref.)Bioassay(s)
nuclear receptor subfamily 1, group I, member 3Homo sapiens (human)Potency54.05420.001022.650876.6163AID1224838; AID1224893
estrogen-related nuclear receptor alphaHomo sapiens (human)Potency69.77710.001530.607315,848.9004AID1259401
pregnane X nuclear receptorHomo sapiens (human)Potency9.85630.005428.02631,258.9301AID1346982
estrogen nuclear receptor alphaHomo sapiens (human)Potency2.22530.000229.305416,493.5996AID743075
cytochrome P450, family 19, subfamily A, polypeptide 1, isoform CRA_aHomo sapiens (human)Potency19.66590.001723.839378.1014AID743083
nuclear factor erythroid 2-related factor 2 isoform 1Homo sapiens (human)Potency6.21890.000627.21521,122.0200AID743219
ATPase family AAA domain-containing protein 5Homo sapiens (human)Potency50.58730.011917.942071.5630AID651632; AID720516
Ataxin-2Homo sapiens (human)Potency55.42590.011912.222168.7989AID651632
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (18)

Processvia Protein(s)Taxonomy
cell population proliferationATPase family AAA domain-containing protein 5Homo sapiens (human)
positive regulation of B cell proliferationATPase family AAA domain-containing protein 5Homo sapiens (human)
nuclear DNA replicationATPase family AAA domain-containing protein 5Homo sapiens (human)
signal transduction in response to DNA damageATPase family AAA domain-containing protein 5Homo sapiens (human)
intrinsic apoptotic signaling pathway in response to DNA damage by p53 class mediatorATPase family AAA domain-containing protein 5Homo sapiens (human)
isotype switchingATPase family AAA domain-containing protein 5Homo sapiens (human)
positive regulation of DNA replicationATPase family AAA domain-containing protein 5Homo sapiens (human)
positive regulation of isotype switching to IgG isotypesATPase family AAA domain-containing protein 5Homo sapiens (human)
DNA clamp unloadingATPase family AAA domain-containing protein 5Homo sapiens (human)
regulation of mitotic cell cycle phase transitionATPase family AAA domain-containing protein 5Homo sapiens (human)
negative regulation of intrinsic apoptotic signaling pathway in response to DNA damage by p53 class mediatorATPase family AAA domain-containing protein 5Homo sapiens (human)
positive regulation of cell cycle G2/M phase transitionATPase family AAA domain-containing protein 5Homo sapiens (human)
negative regulation of receptor internalizationAtaxin-2Homo sapiens (human)
regulation of translationAtaxin-2Homo sapiens (human)
RNA metabolic processAtaxin-2Homo sapiens (human)
P-body assemblyAtaxin-2Homo sapiens (human)
stress granule assemblyAtaxin-2Homo sapiens (human)
RNA transportAtaxin-2Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (8)

Processvia Protein(s)Taxonomy
protein bindingATPase family AAA domain-containing protein 5Homo sapiens (human)
ATP bindingATPase family AAA domain-containing protein 5Homo sapiens (human)
ATP hydrolysis activityATPase family AAA domain-containing protein 5Homo sapiens (human)
DNA clamp unloader activityATPase family AAA domain-containing protein 5Homo sapiens (human)
DNA bindingATPase family AAA domain-containing protein 5Homo sapiens (human)
RNA bindingAtaxin-2Homo sapiens (human)
epidermal growth factor receptor bindingAtaxin-2Homo sapiens (human)
protein bindingAtaxin-2Homo sapiens (human)
mRNA bindingAtaxin-2Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (10)

Processvia Protein(s)Taxonomy
Elg1 RFC-like complexATPase family AAA domain-containing protein 5Homo sapiens (human)
nucleusATPase family AAA domain-containing protein 5Homo sapiens (human)
cytoplasmAtaxin-2Homo sapiens (human)
Golgi apparatusAtaxin-2Homo sapiens (human)
trans-Golgi networkAtaxin-2Homo sapiens (human)
cytosolAtaxin-2Homo sapiens (human)
cytoplasmic stress granuleAtaxin-2Homo sapiens (human)
membraneAtaxin-2Homo sapiens (human)
perinuclear region of cytoplasmAtaxin-2Homo sapiens (human)
ribonucleoprotein complexAtaxin-2Homo sapiens (human)
cytoplasmic stress granuleAtaxin-2Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (2)

Assay IDTitleYearJournalArticle
AID1893810Binding affinity to GST-tagged YTHDF2 m6A-reader domain (unknown origin) assessed as residual signal level using RRACH-containing methylated oligoRNA at 1 mM incubated for 3 hrs by HTRF assay2022ACS medicinal chemistry letters, Sep-08, Volume: 13, Issue:9
Fragment Ligands of the m
AID1893811Binding affinity to GST-tagged YTHDC1 m6A-reader domain (unknown origin) assessed as residual signal level using RRACH-containing methylated oligoRNA at 1 mM incubated for 3 hrs by HTRF assay2022ACS medicinal chemistry letters, Sep-08, Volume: 13, Issue:9
Fragment Ligands of the m
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (235)

TimeframeStudies, This Drug (%)All Drugs %
pre-199050 (21.28)18.7374
1990's27 (11.49)18.2507
2000's16 (6.81)29.6817
2010's70 (29.79)24.3611
2020's72 (30.64)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 28.37

According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be moderate demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index28.37 (24.57)
Research Supply Index5.48 (2.92)
Research Growth Index5.36 (4.65)
Search Engine Demand Index33.17 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (28.37)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews36 (15.13%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other202 (84.87%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]