Details
Stereochemistry | ACHIRAL |
Molecular Formula | C5H5N5O |
Molecular Weight | 151.1261 |
Optical Activity | NONE |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
NC1=NC2=C(N=CN2)C(=O)N1
InChI
InChIKey=UYTPUPDQBNUYGX-UHFFFAOYSA-N
InChI=1S/C5H5N5O/c6-5-9-3-2(4(11)10-5)7-1-8-3/h1H,(H4,6,7,8,9,10,11)
Molecular Formula | C5H5N5O |
Molecular Weight | 151.1261 |
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 |
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UAG readthrough in mammalian cells: effect of upstream and downstream stop codon contexts reveal different signals. | 2001 |
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Sequence-specific DNA damage induced by UVA radiation in the presence of endogenous and exogenous photosensitizers. | 2001 |
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Inactivation of O6-alkylguanine-DNA alkyltransferase by 8-substituted O6-benzylguanine analogs in mice. | 2001 |
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Ionization mechanism of oligonucleotides in matrix-assisted laser desorption/ionization time-of-flight mass spectrometry. | 2001 |
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Polymerization of Ftsz, a bacterial homolog of tubulin. is assembly cooperative? | 2001 Apr 13 |
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Miscoding and misincorporation of 8-oxo-guanine during leading and lagging strand synthesis in Escherichia coli. | 2001 Feb |
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Gemcitabine and Pemetrexed disodium in treating breast cancer. | 2001 Feb |
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Alanine scan mutagenesis of the switch I domain of the Caulobacter crescentus CgtA protein reveals critical amino acids required for in vivo function. | 2001 Feb |
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The anti-herpesvirus activity of (1'S,2'R)-9-[[1',2'-bis(hydroxymethyl)-cycloprop-1'-yl]methyl]guanine is markedly potentiated by the immunosuppressive agent mycophenolate mofetil. | 2001 Feb |
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Anti-herpesvirus activity of (1'S,2'R)-9-[[1',2'-bis(hydroxymethyl)-cycloprop-1'-yl]methyl] x guanine (A-5021) in vitro and in vivo. | 2001 Feb |
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Genetic changes of hOGG1 and the activity of oh8Gua glycosylase in colon cancer. | 2001 Feb |
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Thresholds of O6-alkylguanine-DNA alkyltransferase which confer significant resistance of human glial tumor xenografts to treatment with 1,3-bis(2-chloroethyl)-1-nitrosourea or temozolomide. | 2001 Feb |
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Effect of the overexpression of wild-type or mutant alpha-synuclein on cell susceptibility to insult. | 2001 Feb |
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Probing structure and function with alternative nucleic acids bearing 2',5'-linked, zwitterionic, and isocytosine-isoguanine components. | 2001 Feb |
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Structure of an RNA duplex with an unusual G.C pair in wobble-like conformation at 1.6 A resolution. | 2001 Feb |
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Differentiation of Streptococcus mutans and Streptococcus sobrinus via genotypic and phenotypic profiles from three different populations. | 2001 Feb |
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De novo mutation in the mitochondrial tRNALeu(UUR) gene (A3243G) with rapid segregation resulting in MELAS in the offspring. | 2001 Feb |
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Oxidation kinetics of guanine in DNA molecules adsorbed onto indium tin oxide electrodes. | 2001 Feb 1 |
|
Invasiveness of cutaneous malignant melanoma is influenced by matrix metalloproteinase 1 gene polymorphism. | 2001 Feb 15 |
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Alkylating agent and chromatin structure determine sequence context-dependent formation of alkylpurines. | 2001 Feb 16 |
|
HIV-1 envelope is a neutral antagonist to CXCR4 in T-cells. | 2001 Feb 2 |
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Characterization of the mouse liver fructose-1,6-bisphosphatase gene. | 2001 Feb 21 |
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A new target for shigellosis: rational design and crystallographic studies of inhibitors of tRNA-guanine transglycosylase. | 2001 Feb 23 |
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Cloning and direct G-protein regulation of phospholipase D from tobacco. | 2001 Feb 26 |
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Etoposide metabolites enhance DNA topoisomerase II cleavage near leukemia-associated MLL translocation breakpoints. | 2001 Feb 6 |
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Enhanced loop DNA folding induced by thymine-CH3 group contact and perpendicular guanine-thymine interaction. | 2001 Jan |
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Quantum chemistry predicted correlations between geometric isomerism (conformation) of -OH and =NH substituents and typical group frequencies of nucleic acid bases: cytosine. | 2001 Jan |
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Spreadsheet-based program for the analysis of DNA methylation. | 2001 Jan |
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Guanine versus deoxyribose damage in DNA oxidation mediated by vanadium(IV) and vanadium(V) complexes. | 2001 Jan |
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Repair and mutagenic potential of oxaluric acid, a major product of singlet oxygen-mediated oxidation of 8-oxo-7,8-dihydroguanine. | 2001 Jan |
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Isolation and analysis of an aciclovir-resistant murine cytomegalovirus mutant. | 2001 Jan |
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Protection and in vivo selection of hematopoietic stem cells using temozolomide, O6-benzylguanine, and an alkyltransferase-expressing retroviral vector. | 2001 Jan |
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Inosine-5'-monophosphate dehydrogenase is required for mitogenic competence of transformed pancreatic beta cells. | 2001 Jan |
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Topoisomerase I-mediated cytotoxicity of N-methyl-N'-nitro-N-nitrosoguanidine: trapping of topoisomerase I by the O6-methylguanine. | 2001 Jan 1 |
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Genetic study of SOX9 in a case of campomelic dysplasia. | 2001 Jan 15 |
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The guanine protein coupled receptor rhodopsin is developmentally regulated in the free-living stages of Schistosoma mansoni. | 2001 Jan 15 |
|
Cisplatin-DNA cross-link retro models with a chirality-neutral carrier ligand: evidence for the importance of "second-sphere communication". | 2001 Jan 29 |
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The characteristics of nucleobase transport and metabolism by the perfused sheep choroid plexus. | 2001 Jan 5 |
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Structure-activity relationships in flexible protein domains: regulation of rho GTPases by RhoGDI and D4 GDI. | 2001 Jan 5 |
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Ratio of 8-hydroxyguanine in intact DNA to free 8-hydroxyguanine is increased in Alzheimer disease ventricular cerebrospinal fluid. | 2001 Mar |
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Substrate assisted catalysis -- application to G proteins. | 2001 Mar |
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Patterns of p53 G-->T transversions in lung cancers reflect the primary mutagenic signature of DNA-damage by tobacco smoke. | 2001 Mar |
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Mechanism of guanine-specific DNA damage by oxidative stress and its role in carcinogenesis and aging. | 2001 Mar |
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Inactivation of human O(6)-alkylguanine-DNA alkyltransferase by modified oligodeoxyribonucleotides containing O(6)-benzylguanine. | 2001 Mar |
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Conjugative metabolism of 1,2-dibromoethane in mitochondria: disruption of oxidative phosphorylation and alkylation of mitochondrial DNA. | 2001 Mar 1 |
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Selective inactivation of guanine-nucleotide-binding regulatory protein (G-protein) alpha and betagamma subunits by urea. | 2001 Mar 1 |
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Structure, folding and activity of the VS ribozyme: importance of the 2-3-6 helical junction. | 2001 Mar 15 |
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Affinity of mismatch-binding protein MutS for heteroduplexes containing different mismatches. | 2001 Mar 15 |
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Rap1 is activated by erythropoietin or interleukin-3 and is involved in regulation of beta1 integrin-mediated hematopoietic cell adhesion. | 2001 Mar 30 |
|
The Drosophila S3 multifunctional DNA repair/ribosomal protein protects Fanconi anemia cells against oxidative DNA damaging agents. | 2001 Mar 7 |
Substance Class |
Chemical
Created
by
admin
on
Edited
Fri Dec 16 19:35:36 UTC 2022
by
admin
on
Fri Dec 16 19:35:36 UTC 2022
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Record UNII |
5Z93L87A1R
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Record Status |
Validated (UNII)
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Record Version |
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Classification Tree | Code System | Code | ||
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LOINC |
78695-4
Created by
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NCI_THESAURUS |
C786
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LOINC |
79690-4
Created by
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LOINC |
79663-1
Created by
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Code System | Code | Type | Description | ||
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M5869
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PRIMARY | Merck Index | ||
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DB02377
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PRIMARY | |||
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73-40-5
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PRIMARY | |||
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2127
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1302156
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5Z93L87A1R
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D006147
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135398634
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1372539
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PRIMARY | RxNorm | ||
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GUANINE
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DTXSID9052476
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16235
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PRIMARY | |||
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C532
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200-799-8
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PRIMARY |
Related Record | Type | Details | ||
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PARENT -> METABOLITE |
Related Record | Type | Details | ||
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PARENT -> IMPURITY |
sum of impurities A and B: maximum 2.0 per cent
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
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PARENT -> IMPURITY |
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
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PARENT -> IMPURITY |
CHROMATOGRAPHIC PURITY (HPLC/UV)
USP
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PARENT -> IMPURITY |
CHROMATOGRAPHIC PURITY (HPLC/UV)
USP
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PARENT -> IMPURITY | |||
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PARENT -> IMPURITY |
sum of impurities A and B: maximum 2.0 per cent
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
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PARENT -> IMPURITY |
CHROMATOGRAPHIC PURITY (HPLC/UV)
INTERNATIONAL PHARMACOPEIA
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ACTIVE MOIETY |