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=C2N=CNC2=NC(N)=N1
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)
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| Tamoxifen accelerates proteasomal degradation of O6-methylguanine DNA methyltransferase in human cancer cells. | 2007-11-15 |
|
| Correlation between promoter hypermethylation of GSTP1 and response to chemotherapy in diffuse large B cell lymphoma. | 2007-08 |
|
| Methylation of O6-methylguanine DNA methyltransferase and loss of heterozygosity on 19q and/or 17p are overlapping features of secondary glioblastomas with prolonged survival. | 2007-05-01 |
|
| Silencing of O6-methylguanine DNA methyltransferase in the absence of promoter hypermethylation in hepatocellular carcinomas from Australia and South Africa. | 2007-04 |
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| Dose response relationship in anti-stress gene regulatory networks. | 2007-03-02 |
|
| Low frequency of promoter methylation of O6-methylguanine DNA methyltransferase and hMLH1 in ulcerative colitis-associated tumors: comparison with sporadic colonic tumors. | 2007-03 |
|
| A distinct epigenetic signature at targets of a leukemia protein. | 2007-02-01 |
|
| Sulfolobus solfataricus DNA polymerase Dpo4 is partially inhibited by "wobble" pairing between O6-methylguanine and cytosine, but accurate bypass is preferred. | 2007-01-12 |
|
| Apoptosis in malignant glioma cells triggered by the temozolomide-induced DNA lesion O6-methylguanine. | 2007-01-11 |
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| Analysis of gene expression and chemoresistance of CD133+ cancer stem cells in glioblastoma. | 2006-12-02 |
|
| Polymorphisms in O6-methylguanine DNA methyltransferase and endometrial cancer risk. | 2006-11 |
|
| 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. | 2006-10-10 |
|
| DNA damage-induced cell death by apoptosis. | 2006-09 |
|
| 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 |
|
| Mismatch repair-dependent iterative excision at irreparable O6-methylguanine lesions in human nuclear extracts. | 2006-08-11 |
|
| DNA methyltransferases messenger RNA expression and aberrant methylation of CpG islands in non-small-cell lung cancer: association and prognostic value. | 2006-07 |
|
| Polymorphisms in O6-methylguanine DNA methyltransferase and breast cancer risk. | 2006-07 |
|
| Role of temozolomide in pediatric brain tumors. | 2006-07 |
|
| High frequency and strong prognostic relevance of O6-methylguanine DNA methyltransferase silencing in diffuse large B-cell lymphomas from the Middle East. | 2006-06 |
|
| ATR kinase activation mediated by MutSalpha and MutLalpha in response to cytotoxic O6-methylguanine adducts. | 2006-05-19 |
|
| The syntheses and properties of tricyclic pyrrolo[2,3-d]pyrimidine analogues of S6-methylthioguanine and O6-methylguanine. | 2006-05-07 |
|
| In vivo effects of myeloablative alkylator therapy on survival and differentiation of MGMTP140K-transduced human G-CSF-mobilized peripheral blood cells. | 2006-05 |
|
| Progressive low-grade oligodendrogliomas: response to temozolomide and correlation between genetic profile and O6-methylguanine DNA methyltransferase protein expression. | 2006-04-15 |
|
| Simultaneous quantitation of 7-methyl- and O6-methylguanine adducts in DNA by liquid chromatography-positive electrospray tandem mass spectrometry. | 2006-04-03 |
|
| Inhibitory effects of caraway (Carum carvi L. ) and its component on N-methyl-N'-nitro-N-nitrosoguanidine-induced mutagenicity. | 2006-02 |
|
| Mutually exclusive promoter hypermethylation patterns of hMLH1 and O6-methylguanine DNA methyltransferase in colorectal cancer. | 2006-02 |
|
| O6-methylguanine DNA methyltransferase and p53 status predict temozolomide sensitivity in human malignant glioma cells. | 2006-02 |
|
| DNA repair enzyme, O6-methylguanine DNA methyltransferase, modulates cytotoxicity of camptothecin-derived topoisomerase I inhibitors. | 2006-02 |
|
| Effect of chemotherapy-induced DNA repair on oncolytic herpes simplex viral replication. | 2006-01-04 |
|
| 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 |
|
| Predictive utility of circulating methylated DNA in serum of melanoma patients receiving biochemotherapy. | 2005-12-20 |
|
| Epigenetics of cervical cancer. An overview and therapeutic perspectives. | 2005-10-25 |
|
| Exon 3 polymorphisms and haplotypes of O6-methylguanine-DNA methyltransferase and risk of bladder cancer in southern China: a case-control analysis. | 2005-09-08 |
|
| Epigenetic silencing of the MGMT gene in cancer. | 2005-08 |
|
| Nelarabine: a nucleoside analog with efficacy in T-cell and other leukemias. | 2005-06 |
|
| Loss of DNA minor groove interactions by exonuclease-deficient Klenow polymerase inhibits O6-methylguanine and abasic site translesion synthesis. | 2005-05-10 |
|
| [Effect of beta-carotene supplementation on DNA oxidative and alkylation damage in rats]. | 2005-05 |
|
| Mitochondrial targeting of human O6-methylguanine DNA methyltransferase protects against cell killing by chemotherapeutic alkylating agents. | 2005-04-15 |
|
| Electrochemical detection of lesions in DNA. | 2005-03-17 |
|
| Genetic pathways to glioblastomas. | 2005-03 |
|
| Lack of EGF receptor contributes to drug sensitivity of human germline cells. | 2005-01-31 |
|
| Inhibition by allyl sulfides and crushed garlic of O6-methylguanine formation in liver DNA of dimethylnitrosamine-treated rats. | 2005 |
|
| Intra- and intercellular variations in the repair efficiency of O6-methylguanine, and their contribution to kinetic complexity. | 2004-12-21 |
|
| Dexamethasone protected human glioblastoma U87MG cells from temozolomide induced apoptosis by maintaining Bax:Bcl-2 ratio and preventing proteolytic activities. | 2004-12-08 |
|
| The combi-targeting concept: dissection of the binary mechanism of action of the combi-triazene SMA41 in vitro and antitumor activity in vivo. | 2004-12 |
|
| Therapeutic impact of methoxyamine: blocking repair of abasic sites in the base excision repair pathway. | 2004-06 |
|
| Guanine 6-O-methylation pattern within the dioxin responsive element of the CYP1A1 enhancer shows two critical guanines for AhR/ARNT binding. | 2004-03 |
|
| [Promoter hypermethylation of DNA repair gene O6-methylguanine DNA methyltransferase in laryngeal squamous cell carcinoma]. | 2004-03 |
|
| BRAF/K-ras mutation, microsatellite instability, and promoter hypermethylation of hMLH1/MGMT in human gastric carcinomas. | 2004 |
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| Code System | Code | Type | Description | ||
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37364
Created by
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20535-83-5
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9B710FV2AE
Created by
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65275
Created by
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6-O-Methylguanine
Created by
admin on Mon Mar 31 19:23:31 GMT 2025 , Edited by admin on Mon Mar 31 19:23:31 GMT 2025
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20689
Created by
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DTXSID9049405
Created by
admin on Mon Mar 31 19:23:31 GMT 2025 , Edited by admin on Mon Mar 31 19:23:31 GMT 2025
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PARENT (METABOLITE)
SUBSTANCE RECORD
