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Details

Stereochemistry ACHIRAL
Molecular Formula C6H7N5
Molecular Weight 149.1533
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of 6-METHYLADENINE

SMILES

CNC1=NC=NC2=C1N=CN2

InChI

InChIKey=CKOMXBHMKXXTNW-UHFFFAOYSA-N
InChI=1S/C6H7N5/c1-7-5-4-6(10-2-8-4)11-3-9-5/h2-3H,1H3,(H2,7,8,9,10,11)

HIDE SMILES / InChI

Molecular Formula C6H7N5
Molecular Weight 149.1533
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Approval Year

PubMed

PubMed

TitleDatePubMed
Conflicts targeting epigenetic systems and their resolution by cell death: novel concepts for methyl-specific and other restriction systems.
2010-12
Riboswitches as hormone receptors: hypothetical cytokinin-binding riboswitches in Arabidopsis thaliana.
2010-10-20
Genomic N(6)-methyladenine determination by MEKC with LIF.
2010-10
Discrimination of N6-methyl adenine in a specific DNA sequence.
2010-08-14
Cloning of NruI and Sbo13I restriction and modification sstems in E. coli and amino acid sequence comparison of M.NruI and M.Sbo13I with other amino-methyltransferases.
2010-05-24
Biosynthesis and molecular genetics of polyketides in marine dinoflagellates.
2010-03-31
Screening-based discovery of drug-like O-GlcNAcase inhibitor scaffolds.
2010-02-19
Insensitivity of chloroplast gene expression to DNA methylation.
2009-07
Effect of 1-methyladenine on thermodynamic stabilities of double-helical DNA structures.
2009-05-06
Roles of DNA adenine methylation in host-pathogen interactions: mismatch repair, transcriptional regulation, and more.
2009-05
M1.MboII and M2.MboII type IIS methyltransferases: different specificities, the same target.
2009-04
Expansion of a chromosomal repeat in Escherichia coli: roles of replication, repair, and recombination functions.
2009-02-23
H1 histone modulates DNA hydrolysis with WEN1 and WEN2 endonucleases from wheat coleoptiles.
2009-02
Separation of purine and pyrimidine bases by ion chromatography with direct conductivity detection.
2008-06-06
Clocks and switches: bacterial gene regulation by DNA adenine methylation.
2008-04
Cell death upon epigenetic genome methylation: a novel function of methyl-specific deoxyribonucleases.
2008
Anion-pi interactions in bisadenine derivatives: a combined crystallographic and theoretical study.
2007-12-10
A view of an elemental naturalist at the DNA world (base composition, sequences, methylation).
2007-12
Mapping sequences by parts.
2007-09-19
Growth of the protozoan parasite Entamoeba histolytica in 5-azacytidine has limited effects on parasite gene expression.
2007-01-05
[DNA methylation and epigenetics].
2006-09
Calcium-stimulated guanosine--inosine nucleosidase from yellow lupin (Lupinus luteus).
2006-07
Undetectable levels of N6-methyl adenine in mouse DNA: Cloning and analysis of PRED28, a gene coding for a putative mammalian DNA adenine methyltransferase.
2006-05-29
N6-methyl-adenine: an epigenetic signal for DNA-protein interactions.
2006-03
N6-methyladenine: the other methylated base of DNA.
2006-03
DNA methylation in plants.
2006
DNA methylation impacts the cleavage activity of Chlorella virus topoisomerase II.
2005-11-22
Location of the bases modified by M.BcoKIA and M.BcoKIB methylases in the sequence 5 -CTCTTC-3 /5 -GAAGAG-3.
2005-10
Effect of methylated adenine in plasmid DNA on transgene expression in mice.
2005-10
Deinococcus radiodurans strain R1 contains N6-methyladenine in its genome.
2005-09-23
MnlI--The member of H-N-H subtype of Type IIS restriction endonucleases.
2005-08-10
The language of methylation in genomics of eukaryotes.
2005-05
DNA-[adenine] methylation in lower eukaryotes.
2005-05
Enzymatic DNA methylation is an epigenetic control for genetic functions of the cell.
2005-05
Evidence for the functional expression and pharmacological characterization of adenine receptors in native cells and tissues.
2005-03
Cytokine induction by a bacterial DNA-specific modified base.
2005-01-28
The N6-methyl group of adenine further increases the BI stability of DNA compared to C5-methyl groups.
2005-01-13
GATC-specific restriction and modification systems in treponemes.
2004
Characterization of the LlaCI methyltransferase from Lactococcus lactis subsp. cremoris W15 provides new insights into the biology of type II restriction-modification systems.
2003-11
Influence of local duplex stability and N6-methyladenine on uracil recognition by mismatch-specific uracil-DNA glycosylase (Mug).
2002-12
Synthesis and biological evaluation of novel thioapio dideoxynucleosides.
2002-05
Sequence permutations in the molecular evolution of DNA methyltransferases.
2002-03-12
Characterization of AloI, a restriction-modification system of a new type.
2001-11-23
Identification of a PD-(D/E)XK-like domain with a novel configuration of the endonuclease active site in the methyl-directed restriction enzyme Mrr and its homologs.
2001-04-18
mRNA:guanine-N7 cap methyltransferases: identification of novel members of the family, evolutionary analysis, homology modeling, and analysis of sequence-structure-function relationships.
2001
Adenine-induced selective apoptosis toward HIV chronically infected cells in vitro.
2000-07-14
Structure-activity relationships for the binding of ligands to xanthine or guanine phosphoribosyl-transferase from Toxoplasma gondii.
1995-11-09
Patents

Patents

Substance Class Chemical
Created
by admin
on Mon Mar 31 18:43:00 GMT 2025
Edited
by admin
on Mon Mar 31 18:43:00 GMT 2025
Record UNII
W7IBY2BGAX
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
NSC-11580
Preferred Name English
6-METHYLADENINE
Systematic Name English
9H-PURIN-6-AMINE, N-METHYL-
Systematic Name English
N-METHYL-9H-PURIN-6-AMINE
Systematic Name English
6-(N-METHYLAMINO)PURINE
Systematic Name English
6-(METHYLAMINO)PURINE
Systematic Name English
ADENINE, N-METHYL-
Systematic Name English
6-N-METHYLADENINE
Systematic Name English
N6-METHYLADENINE
Systematic Name English
1H-PURIN-6-AMINE, N-METHYL-
Systematic Name English
6-MONO(METHYLAMINO)PURINE
Systematic Name English
N-METHYL-6-AMINOPURINE
Systematic Name English
N6-MONOMETHYLADENINE
Systematic Name English
METHYL(PURIN-6-YL)AMINE
Systematic Name English
N6-METHYLAMINOPURINE
Common Name English
METHYLADENINE, (N-6)-
Common Name English
Code System Code Type Description
NSC
11580
Created by admin on Mon Mar 31 18:43:00 GMT 2025 , Edited by admin on Mon Mar 31 18:43:00 GMT 2025
PRIMARY
ECHA (EC/EINECS)
207-137-7
Created by admin on Mon Mar 31 18:43:00 GMT 2025 , Edited by admin on Mon Mar 31 18:43:00 GMT 2025
PRIMARY
FDA UNII
W7IBY2BGAX
Created by admin on Mon Mar 31 18:43:00 GMT 2025 , Edited by admin on Mon Mar 31 18:43:00 GMT 2025
PRIMARY
EPA CompTox
DTXSID1020857
Created by admin on Mon Mar 31 18:43:00 GMT 2025 , Edited by admin on Mon Mar 31 18:43:00 GMT 2025
PRIMARY
CAS
443-72-1
Created by admin on Mon Mar 31 18:43:00 GMT 2025 , Edited by admin on Mon Mar 31 18:43:00 GMT 2025
PRIMARY
PUBCHEM
67955
Created by admin on Mon Mar 31 18:43:00 GMT 2025 , Edited by admin on Mon Mar 31 18:43:00 GMT 2025
PRIMARY
CHEBI
28871
Created by admin on Mon Mar 31 18:43:00 GMT 2025 , Edited by admin on Mon Mar 31 18:43:00 GMT 2025
PRIMARY