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
SMILES
COC1=NC(N)=NC2=C1N=CN2
InChI
InChIKey=BXJHWYVXLGLDMZ-UHFFFAOYSA-N
InChI=1S/C6H7N5O/c1-12-5-3-4(9-2-8-3)10-6(7)11-5/h2H,1H3,(H3,7,8,9,10,11)
| 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
| Title | Date | PubMed |
|---|---|---|
| Glutathione S-transferase and O6-methylguanine DNA methyl transferase activities in patients with thyroid papillary carcinoma. | 2002 |
|
| Pharmacological strategies to increase the antitumor activity of methylating agents. | 2002 Jul |
|
| Correlation of nucleoside and nucleobase transporter gene expression with antimetabolite drug cytotoxicity. | 2002 Jul-Aug |
|
| Monitoring for DNA damage of humans occupationally exposed to methyl bromide. | 2002 Mar-Apr |
|
| Mechanisms of carcinogenicity/chemotherapy by O6-methylguanine. | 2002 Nov |
|
| Comparison of the chemopreventive efficacies of 1,4-phenylenebis(methylene)selenocyanate and selenium-enriched yeast on 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone induced lung tumorigenesis in A/J mouse. | 2003 |
|
| Evaluation of O6-methylguanine DNA methyltransferase activity in patients with gastric cancer. | 2003 |
|
| The N2-ethylguanine and the O6-ethyl- and O6-methylguanine lesions in DNA: contrasting responses from the "bypass" DNA polymerase eta and the replicative DNA polymerase alpha. | 2003 Dec |
|
| Mutation analysis of K-ras and beta-catenin genes related to O6-methylguanin-DNA methyltransferase and mismatch repair protein status in human gallbladder carcinoma. | 2003 Jan |
|
| Mutations in putative mutator genes of Mycobacterium tuberculosis strains of the W-Beijing family. | 2003 Jul |
|
| Methylenetetrahydrofolate reductase genotype in diffuse large B-cell lymphomas with and without hypermethylation of the DNA repair gene O6-methylguanine DNA methyltransferase. | 2003 Jul-Sep |
|
| Inhibition of azoxymethane-induced DNA adduct formation by Aloe arborescens var. natalensis. | 2003 Jul-Sep |
|
| Alkylation damage repair protein O6-alkylguanine-DNA alkyltransferase from the hyperthermophiles Aquifex aeolicus and Archaeoglobus fulgidus. | 2003 Oct 15 |
|
| DNA damage processing and aberration formation in plants. | 2004 |
|
| Mechanisms and consequences of methylating agent-induced SCEs and chromosomal aberrations: a long road traveled and still a far way to go. | 2004 |
|
| Loss of ATM sensitizes against O6-methylguanine triggered apoptosis, SCEs and chromosomal aberrations. | 2004 Apr 1 |
|
| The combi-targeting concept: dissection of the binary mechanism of action of the combi-triazene SMA41 in vitro and antitumor activity in vivo. | 2004 Dec |
|
| Intra- and intercellular variations in the repair efficiency of O6-methylguanine, and their contribution to kinetic complexity. | 2004 Dec 21 |
|
| Promoter methylation status of multiple genes in brain metastases of solid tumors. | 2004 Jan |
|
| Endogenous 5-methylcytosine protects neighboring guanines from N7 and O6-methylation and O6-pyridyloxobutylation by the tobacco carcinogen 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone. | 2004 Jan 20 |
|
| Generating mutations but providing chemosensitivity: the role of O6-methylguanine DNA methyltransferase in human cancer. | 2004 Jan 8 |
|
| Therapeutic impact of methoxyamine: blocking repair of abasic sites in the base excision repair pathway. | 2004 Jun |
|
| The Werner syndrome protein confers resistance to the DNA lesions N3-methyladenine and O6-methylguanine: implications for WRN function. | 2004 Jun 3 |
|
| Guanine 6-O-methylation pattern within the dioxin responsive element of the CYP1A1 enhancer shows two critical guanines for AhR/ARNT binding. | 2004 Mar |
|
| [Promoter hypermethylation of DNA repair gene O6-methylguanine DNA methyltransferase in laryngeal squamous cell carcinoma]. | 2004 Mar |
|
| Mitochondrial targeting of human O6-methylguanine DNA methyltransferase protects against cell killing by chemotherapeutic alkylating agents. | 2005 Apr 15 |
|
| Epigenetic silencing of the MGMT gene in cancer. | 2005 Aug |
|
| Nelarabine: a nucleoside analog with efficacy in T-cell and other leukemias. | 2005 Jun |
|
| Genetic pathways to glioblastomas. | 2005 Mar |
|
| [Effect of beta-carotene supplementation on DNA oxidative and alkylation damage in rats]. | 2005 May |
|
| Loss of DNA minor groove interactions by exonuclease-deficient Klenow polymerase inhibits O6-methylguanine and abasic site translesion synthesis. | 2005 May 10 |
|
| Exon 3 polymorphisms and haplotypes of O6-methylguanine-DNA methyltransferase and risk of bladder cancer in southern China: a case-control analysis. | 2005 Sep 8 |
|
| Promoter hypermethylation of DNA repair gene MGMT in laryngeal squamous cell carcinoma. | 2006 |
|
| [Comparison of geno- and cytotoxicity of methylnitrosourea on MMR-proficient and MMR-deficient human tumor cell lines]. | 2006 |
|
| Simultaneous quantitation of 7-methyl- and O6-methylguanine adducts in DNA by liquid chromatography-positive electrospray tandem mass spectrometry. | 2006 Apr 3 |
|
| Mismatch repair-dependent iterative excision at irreparable O6-methylguanine lesions in human nuclear extracts. | 2006 Aug 11 |
|
| Analysis of gene expression and chemoresistance of CD133+ cancer stem cells in glioblastoma. | 2006 Dec 2 |
|
| DNA methyltransferases messenger RNA expression and aberrant methylation of CpG islands in non-small-cell lung cancer: association and prognostic value. | 2006 Jul |
|
| Polymorphisms in O6-methylguanine DNA methyltransferase and breast cancer risk. | 2006 Jul |
|
| High frequency and strong prognostic relevance of O6-methylguanine DNA methyltransferase silencing in diffuse large B-cell lymphomas from the Middle East. | 2006 Jun |
|
| ATR kinase activation mediated by MutSalpha and MutLalpha in response to cytotoxic O6-methylguanine adducts. | 2006 May 19 |
|
| Polymorphisms in O6-methylguanine DNA methyltransferase and endometrial cancer risk. | 2006 Nov |
|
| Correlations between O6-methylguanine DNA methyltransferase promoter methylation status, 1p and 19q deletions, and response to temozolomide in anaplastic and recurrent oligodendroglioma: a prospective GICNO study. | 2006 Oct 10 |
|
| DNA damage-induced cell death by apoptosis. | 2006 Sep |
|
| 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 Sep |
|
| Correlation between promoter hypermethylation of GSTP1 and response to chemotherapy in diffuse large B cell lymphoma. | 2007 Aug |
|
| Apoptosis in malignant glioma cells triggered by the temozolomide-induced DNA lesion O6-methylguanine. | 2007 Jan 11 |
|
| Sulfolobus solfataricus DNA polymerase Dpo4 is partially inhibited by "wobble" pairing between O6-methylguanine and cytosine, but accurate bypass is preferred. | 2007 Jan 12 |
|
| Methylation of O6-methylguanine DNA methyltransferase and loss of heterozygosity on 19q and/or 17p are overlapping features of secondary glioblastomas with prolonged survival. | 2007 May 1 |
|
| Tamoxifen accelerates proteasomal degradation of O6-methylguanine DNA methyltransferase in human cancer cells. | 2007 Nov 15 |
| Substance Class |
Chemical
Created
by
admin
on
Edited
Thu Jul 06 02:02:33 UTC 2023
by
admin
on
Thu Jul 06 02:02:33 UTC 2023
|
| Record UNII |
9B710FV2AE
|
| Record Status |
Validated (UNII)
|
| Record Version |
|
-
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37364
Created by
admin on Thu Jul 06 02:02:33 UTC 2023 , Edited by admin on Thu Jul 06 02:02:33 UTC 2023
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20535-83-5
Created by
admin on Thu Jul 06 02:02:33 UTC 2023 , Edited by admin on Thu Jul 06 02:02:33 UTC 2023
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9B710FV2AE
Created by
admin on Thu Jul 06 02:02:33 UTC 2023 , Edited by admin on Thu Jul 06 02:02:33 UTC 2023
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65275
Created by
admin on Thu Jul 06 02:02:33 UTC 2023 , Edited by admin on Thu Jul 06 02:02:33 UTC 2023
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6-O-Methylguanine
Created by
admin on Thu Jul 06 02:02:33 UTC 2023 , Edited by admin on Thu Jul 06 02:02:33 UTC 2023
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20689
Created by
admin on Thu Jul 06 02:02:33 UTC 2023 , Edited by admin on Thu Jul 06 02:02:33 UTC 2023
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DTXSID9049405
Created by
admin on Thu Jul 06 02:02:33 UTC 2023 , Edited by admin on Thu Jul 06 02:02:33 UTC 2023
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PRIMARY |
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