GUANINE

Investigational

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

Structure Search

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)

HIDE SMILES / InChI

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
UAG readthrough in mammalian cells: effect of upstream and downstream stop codon contexts reveal different signals.	2001	11242562
Sequence-specific DNA damage induced by UVA radiation in the presence of endogenous and exogenous photosensitizers.	2001	11225203
Inactivation of O6-alkylguanine-DNA alkyltransferase by 8-substituted O6-benzylguanine analogs in mice.	2001	11221964
Ionization mechanism of oligonucleotides in matrix-assisted laser desorption/ionization time-of-flight mass spectrometry.	2001	11135425
Polymerization of Ftsz, a bacterial homolog of tubulin. is assembly cooperative?	2001 Apr 13	11152458
Miscoding and misincorporation of 8-oxo-guanine during leading and lagging strand synthesis in Escherichia coli.	2001 Feb	11254131
Gemcitabine and Pemetrexed disodium in treating breast cancer.	2001 Feb	11252887
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	11251813
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	11248364
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	11248363
Genetic changes of hOGG1 and the activity of oh8Gua glycosylase in colon cancer.	2001 Feb	11239755
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	11234899
Effect of the overexpression of wild-type or mutant alpha-synuclein on cell susceptibility to insult.	2001 Feb	11181819
Probing structure and function with alternative nucleic acids bearing 2',5'-linked, zwitterionic, and isocytosine-isoguanine components.	2001 Feb	11181033
Structure of an RNA duplex with an unusual G.C pair in wobble-like conformation at 1.6 A resolution.	2001 Feb	11173467
Differentiation of Streptococcus mutans and Streptococcus sobrinus via genotypic and phenotypic profiles from three different populations.	2001 Feb	11169134
De novo mutation in the mitochondrial tRNALeu(UUR) gene (A3243G) with rapid segregation resulting in MELAS in the offspring.	2001 Feb	11168879
Oxidation kinetics of guanine in DNA molecules adsorbed onto indium tin oxide electrodes.	2001 Feb 1	11217762
Invasiveness of cutaneous malignant melanoma is influenced by matrix metalloproteinase 1 gene polymorphism.	2001 Feb 15	11245423
Alkylating agent and chromatin structure determine sequence context-dependent formation of alkylpurines.	2001 Feb 16	11237592
HIV-1 envelope is a neutral antagonist to CXCR4 in T-cells.	2001 Feb 2	11162626
Characterization of the mouse liver fructose-1,6-bisphosphatase gene.	2001 Feb 21	11250076
A new target for shigellosis: rational design and crystallographic studies of inhibitors of tRNA-guanine transglycosylase.	2001 Feb 23	11178905
Cloning and direct G-protein regulation of phospholipase D from tobacco.	2001 Feb 26	11239820
Etoposide metabolites enhance DNA topoisomerase II cleavage near leukemia-associated MLL translocation breakpoints.	2001 Feb 6	11170441
Enhanced loop DNA folding induced by thymine-CH3 group contact and perpendicular guanine-thymine interaction.	2001 Jan	11246853
Quantum chemistry predicted correlations between geometric isomerism (conformation) of -OH and =NH substituents and typical group frequencies of nucleic acid bases: cytosine.	2001 Jan	11209867
Spreadsheet-based program for the analysis of DNA methylation.	2001 Jan	11196300
Guanine versus deoxyribose damage in DNA oxidation mediated by vanadium(IV) and vanadium(V) complexes.	2001 Jan	11191217
Repair and mutagenic potential of oxaluric acid, a major product of singlet oxygen-mediated oxidation of 8-oxo-7,8-dihydroguanine.	2001 Jan	11170507
Isolation and analysis of an aciclovir-resistant murine cytomegalovirus mutant.	2001 Jan	11166858
Protection and in vivo selection of hematopoietic stem cells using temozolomide, O6-benzylguanine, and an alkyltransferase-expressing retroviral vector.	2001 Jan	11162314
Inosine-5'-monophosphate dehydrogenase is required for mitogenic competence of transformed pancreatic beta cells.	2001 Jan	11145582
Topoisomerase I-mediated cytotoxicity of N-methyl-N'-nitro-N-nitrosoguanidine: trapping of topoisomerase I by the O6-methylguanine.	2001 Jan 1	11196197
Genetic study of SOX9 in a case of campomelic dysplasia.	2001 Jan 15	11223854
The guanine protein coupled receptor rhodopsin is developmentally regulated in the free-living stages of Schistosoma mansoni.	2001 Jan 15	11166392
Cisplatin-DNA cross-link retro models with a chirality-neutral carrier ligand: evidence for the importance of "second-sphere communication".	2001 Jan 29	11209601
The characteristics of nucleobase transport and metabolism by the perfused sheep choroid plexus.	2001 Jan 5	11146053
Structure-activity relationships in flexible protein domains: regulation of rho GTPases by RhoGDI and D4 GDI.	2001 Jan 5	11114252
Ratio of 8-hydroxyguanine in intact DNA to free 8-hydroxyguanine is increased in Alzheimer disease ventricular cerebrospinal fluid.	2001 Mar	11255442
Substrate assisted catalysis -- application to G proteins.	2001 Mar	11246021
Patterns of p53 G-->T transversions in lung cancers reflect the primary mutagenic signature of DNA-damage by tobacco smoke.	2001 Mar	11238174
Mechanism of guanine-specific DNA damage by oxidative stress and its role in carcinogenesis and aging.	2001 Mar	11223405
Inactivation of human O(6)-alkylguanine-DNA alkyltransferase by modified oligodeoxyribonucleotides containing O(6)-benzylguanine.	2001 Mar	11181929
Conjugative metabolism of 1,2-dibromoethane in mitochondria: disruption of oxidative phosphorylation and alkylation of mitochondrial DNA.	2001 Mar 1	11239503
Selective inactivation of guanine-nucleotide-binding regulatory protein (G-protein) alpha and betagamma subunits by urea.	2001 Mar 1	11171112
Structure, folding and activity of the VS ribozyme: importance of the 2-3-6 helical junction.	2001 Mar 15	11250907
Affinity of mismatch-binding protein MutS for heteroduplexes containing different mismatches.	2001 Mar 15	11237867
Rap1 is activated by erythropoietin or interleukin-3 and is involved in regulation of beta1 integrin-mediated hematopoietic cell adhesion.	2001 Mar 30	11124936
The Drosophila S3 multifunctional DNA repair/ribosomal protein protects Fanconi anemia cells against oxidative DNA damaging agents.	2001 Mar 7	11182542

Patents

Substance Class	Chemical Created by `admin` on `Fri Dec 16 19:35:36 UTC 2022` Edited by `admin` on `Fri Dec 16 19:35:36 UTC 2022`
Record UNII	5Z93L87A1R
Record Status	`Validated (UNII)`
Record Version

Download

Name

Type

Language

GUANINE

Official Name

English

GUANINE [EP IMPURITY]

Common Name

English

CI 75170

Official Name

English

2-AMINOHYPOXANTHINE

Common Name

English

2-AMINO-1,7-DIHYDRO-6H-PURIN-6-ONE [WHO-IP]

Systematic Name

English

GUANINE [INCI]

Common Name

English

GANCICLOVIR IMPURITY F [EP IMPURITY]

Common Name

English

C.I. NO. 75170 (GUANINE)

Common Name

English

6H-PURIN-6-ONE, 2-AMINO-1,7-DIHYDRO-

Systematic Name

English

VALGANCICLOVIR HYDROCHLORIDE IMPURITY B [USP IMPURITY]

Common Name

English

GUANINE [USP IMPURITY]

Common Name

English

VALACICLOVIR HYDROCHLORIDE HYDRATE IMPURITY A [EP IMPURITY]

Common Name

English

ACICLOVIR IMPURITY B [EP IMPURITY]

Common Name

English

GUANINE [WHO-IP]

Common Name

English

GUANINE [USP-RS]

Common Name

English

CI 75170 [INCI]

Common Name

English

GUANINE [HSDB]

Common Name

English

ACICLOVIR IMPURITY B [WHO-IP]

Common Name

English

GUANINE [MI]

Common Name

English

VALACICLOVIR HYDROCHLORIDE IMPURITY A [EP IMPURITY]

Common Name

English

Classification Tree Code System Code

LOINC

78695-4