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Details

Stereochemistry ACHIRAL
Molecular Formula C6H7N5O
Molecular Weight 165.1527
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of 9-METHYLGUANINE

SMILES

CN1C=NC2=C1N=C(N)NC2=O

InChI

InChIKey=UUWJNBOCAPUTBK-UHFFFAOYSA-N
InChI=1S/C6H7N5O/c1-11-2-8-3-4(11)9-6(7)10-5(3)12/h2H,1H3,(H3,7,9,10,12)

HIDE SMILES / InChI

Molecular Formula C6H7N5O
Molecular Weight 165.1527
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Approval Year

PubMed

PubMed

TitleDatePubMed
[Chemotherapy and targeted treatments in glioblastomas].
2010-12
Microhydration of the guanine-guanine and guanine-cytosine base pairs.
2010-10-28
Formation, repair, and genotoxic properties of bulky DNA adducts formed from tobacco-specific nitrosamines.
2010-09-05
O6-methylguanine-DNA methyltransferase gene coding region polymorphisms and oral cancer risk.
2010-09
Acetaldehyde adducts in alcoholic liver disease.
2010-08-19
Does stacking restrain the photodynamics of individual nucleobases?
2010-06-23
The excited electronic states of adenine-guanine stacked dimers in aqueous solution: a PCM/TD-DFT study.
2010-05-21
Novel riboswitch ligand analogs as selective inhibitors of guanine-related metabolic pathways.
2010-04-22
An ab initio and AIM investigation into the hydration of 2-thioxanthine.
2010-03-23
Microhydration of 9-methylguanine:1-methylcytosine base pair and its radical anion: a density functional theory study.
2010-02-14
Energy barriers between H-bonded and stacked structures of 9-methyladenine...1-methylthymine and 9-methylguanine...1-methylcytosine complexes.
2010-01-21
Interaction of host cellular proteins with components of the hepatitis delta virus.
2010-01
Critical appraisal of temozolomide formulations in the treatment of primary brain tumors: patient considerations.
2009-10-30
Temozolomide treatment of a pituitary carcinoma and two pituitary macroadenomas resistant to conventional therapy.
2009-10
Stool methylation-specific polymerase chain reaction assay for the detection of colorectal neoplasia in Korean patients.
2009-08
Expanding the pH range of metal-nucleobase complexes for acid-base chemistry: properties of bis(guanine) complexes of (bpy)Pt(II) with either two major or major and minor tautomers bonded simultaneously.
2009-06-15
Methylguanine DNA methyltransferase-mediated drug resistance-based selective enrichment and engraftment of transplanted stem cells in skeletal muscle.
2009-05
IR-UV double resonance spectroscopy of the hydrated clusters of guanosine and 9-methylguanine: evidence for hydration structures involving the sugar group.
2009-04-16
Valence anions of 9-methylguanine-1-methylcytosine complexes. Computational and photoelectron spectroscopy studies.
2009-02-25
Genome analysis and genome-wide proteomics of Thermococcus gammatolerans, the most radioresistant organism known amongst the Archaea.
2009
Role of the phosphine ligands on the stabilization of monoadducts of the model nucleobases 1-methylcytosine and 9-methylguanine in platinum(II) complexes.
2008-04-07
Prognostic significance of DNA repair proteins MLH1, MSH2 and MGMT expression in non-small-cell lung cancer and precursor lesions.
2008-04
Bone marrow-derived cells exhibiting lung epithelial cell characteristics are enriched in vivo using methylguanine DNA methyltransferase-mediated drug resistance.
2008-03
DNA methylation in circulating tumour DNA as a biomarker for cancer.
2008-01-25
Incorporating molecular tools into early-stage clinical trials.
2008-01-22
Genetic polymorphisms of methylenetetrahydrofolate reductase and promoter methylation of MGMT and FHIT genes in diffuse large B cell lymphoma risk in Middle East.
2007-12
Rates of spontaneous disintegration of DNA and the rate enhancements produced by DNA glycosylases and deaminases.
2007-11-27
Dual mechanisms of DNA damage by MoCH(3)(eta(3)-allyl)(CO)(2)(phen) complexes.
2007-11-09
Studies on the reactivity of organometallic Ru-, Rh- and Os-pta complexes with DNA model compounds.
2007-09-07
Canadian recommendations for the treatment of glioblastoma multiforme.
2007-06
Interguanine hydrogen-bonding patterns in adducts with water and Zn-purine complexes (purine is 9-methyladenine and 9-methylguanine). Unexpected preference of Zn(II) for adenine-N7 over guanine-N7.
2007-05
Mismatch repair deficiencies transforming stem cells into cancer stem cells and therapeutic implications.
2007-04-02
Targeted brain tumor treatment-current perspectives.
2007
A pilot study of dose-intensified procarbazine, CCNU, vincristine for poor prognosis brain tumors utilizing fibronectin-assisted, retroviral-mediated modification of CD34+ peripheral blood cells with O6-methylguanine DNA methyltransferase.
2006-09
Theoretical study of the ground and excited states of 7-methyl guanine and 9-methyl guanine: comparison with experiment.
2006-07-14
Poxvirus mRNA cap methyltransferase. Bypass of the requirement for the stimulatory subunit by mutations in the catalytic subunit and evidence for intersubunit allostery.
2006-07-14
Methylguanine DNA methyl transferase activities, glutathione s transferase and nitric oxide in bladder cancer patients.
2006-07-01
hMLH1 and MGMT inactivation as a mechanism of tumorigenesis in monoclonal gammopathies.
2006-07
[Effect of carboxylate and Na ions on the tautomeric status of 9-methylguanine].
2005-08-17
Cyanide-bridged vitamin B12-cisplatin conjugates.
2005-07-04
[New place of the chemotherapy in gliomas].
2005-04
Effect of cell cycle inhibition on Cisplatin-induced cytotoxicity.
2005-01
Prereplicative purine methylation and postreplicative demethylation in each DNA duplication of the Escherichia coli replication cycle.
2004-12-03
Binding of 9-methylguanine to [cis-Ru(2,2'-bpy)2]2+: First X-ray structure of a cis-bis purine complex of ruthenium.
2004-05-03
Head-to-head (HH) and head-to-tail (HT) conformers of cis-bis guanine ligands bound to the [Re(CO)3]+ core.
2004-03-22
Novel poly(ADP-ribose) polymerase-1 inhibitor, AG14361, restores sensitivity to temozolomide in mismatch repair-deficient cells.
2004-02-01
Colorectal carcinogenesis: MSI-H versus MSI-L.
2004
True stabilization energies for the optimal planar hydrogen-bonded and stacked structures of guanine...cytosine, adenine...thymine, and their 9- and 1-methyl derivatives: complete basis set calculations at the MP2 and CCSD(T) levels and comparison with experiment.
2003-12-17
Theoretical study of substitution effect of the hydrogen bond stability of 9-methylguanine derivatives and 1-methylcytosine.
2002
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 21:05:27 GMT 2025
Edited
by admin
on Mon Mar 31 21:05:27 GMT 2025
Record UNII
397W61ZHWY
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
NSC-19065
Preferred Name English
9-METHYLGUANINE
Systematic Name English
2-AMINO-1,9-DIHYDRO-9-METHYL-6H-PURIN-6-ONE
Systematic Name English
Code System Code Type Description
FDA UNII
397W61ZHWY
Created by admin on Mon Mar 31 21:05:27 GMT 2025 , Edited by admin on Mon Mar 31 21:05:27 GMT 2025
PRIMARY
DRUG BANK
DB02489
Created by admin on Mon Mar 31 21:05:27 GMT 2025 , Edited by admin on Mon Mar 31 21:05:27 GMT 2025
PRIMARY
CAS
5502-78-3
Created by admin on Mon Mar 31 21:05:27 GMT 2025 , Edited by admin on Mon Mar 31 21:05:27 GMT 2025
PRIMARY
MESH
C116701
Created by admin on Mon Mar 31 21:05:27 GMT 2025 , Edited by admin on Mon Mar 31 21:05:27 GMT 2025
PRIMARY
EPA CompTox
DTXSID5049318
Created by admin on Mon Mar 31 21:05:27 GMT 2025 , Edited by admin on Mon Mar 31 21:05:27 GMT 2025
PRIMARY
PUBCHEM
135403591
Created by admin on Mon Mar 31 21:05:27 GMT 2025 , Edited by admin on Mon Mar 31 21:05:27 GMT 2025
PRIMARY
ECHA (EC/EINECS)
226-839-4
Created by admin on Mon Mar 31 21:05:27 GMT 2025 , Edited by admin on Mon Mar 31 21:05:27 GMT 2025
PRIMARY
NSC
19065
Created by admin on Mon Mar 31 21:05:27 GMT 2025 , Edited by admin on Mon Mar 31 21:05:27 GMT 2025
PRIMARY