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
Regulation of gene expression by GC-rich DNA cis-elements.	2001	11237405
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
Base sequence-specific attack of stilbene estrogen metabolite(s) on the mitochondrial DNA: implications in the induction of instability in the mitochondrial genome in the kidney of Syrian hamsters.	2001 Apr	11254879
Formation of DNA frayed wires is independent of the directionality of the parent strand.	2001 Apr 5	11180049
Miscoding and misincorporation of 8-oxo-guanine during leading and lagging strand synthesis in Escherichia coli.	2001 Feb	11254131
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
Quantification and validation of enzyme immunoassay for urinary aflatoxin B1-N7-guanine adduct for biological monitoring of aflatoxins.	2001 Feb	11235100
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 overexpression of wild-type and mutant Cu/Zn-superoxide dismutases on oxidative damage and antioxidant defences: relevance to Down's syndrome and familial amyotrophic lateral sclerosis.	2001 Feb	11181815
Changes in DNA 8-hydroxyguanine levels, 8-hydroxyguanine repair activity, and hOGG1 and hMTH1 mRNA expression in human lung alveolar epithelial cells induced by crocidolite asbestos.	2001 Feb	11181447
Probing structure and function with alternative nucleic acids bearing 2',5'-linked, zwitterionic, and isocytosine-isoguanine components.	2001 Feb	11181033
Oxidation kinetics of guanine in DNA molecules adsorbed onto indium tin oxide electrodes.	2001 Feb 1	11217762
Specific binding of 2-amino-1,8-naphthyridine into a single guanine bulge as evidenced by photooxidation of GG doublet.	2001 Feb 12	11212104
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
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
Anti-gene effect in live cells of AG motif triplex-forming oligonucleotides containing an increasing number of phosphorothioate linkages.	2001 Feb 6	11170438
Enhanced loop DNA folding induced by thymine-CH3 group contact and perpendicular guanine-thymine interaction.	2001 Jan	11246853
Evidence of a no-effect level in silica-induced rat lung mutagenicity but not in fibrogenicity.	2001 Jan	11218049
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
Reduction of wobble-position GC bases in Corynebacteria genes and enhancement of PCR and heterologous expression.	2001 Jan	11200224
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
DNA electrochemical biosensors.	2001 Jan 1	11210224
Regions of low single-nucleotide polymorphism incidence in human and orangutan xq: deserts and recent coalescences.	2001 Jan 1	11161800
Genetic study of SOX9 in a case of campomelic dysplasia.	2001 Jan 15	11223854
The N-terminal domain of the Caulobacter crescentus CgtA protein does not function as a guanine nucleotide exchange factor.	2001 Jan 26	11231024
Cisplatin-DNA cross-link retro models with a chirality-neutral carrier ligand: evidence for the importance of "second-sphere communication".	2001 Jan 29	11209601
A seminested PCR test for simultaneous detection of two common mutations (35delG and 167delT) in the connexin-26 gene.	2001 Mar	11257213
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
Metabolism of the beta-oxidized intermediates of N-nitrosodi-n-propylamine: N-nitroso-beta-hydroxypropylpropylamine and N-nitroso-beta-oxopropylpropylamine.	2001 Mar	11238192
Patterns of p53 G-->T transversions in lung cancers reflect the primary mutagenic signature of DNA-damage by tobacco smoke.	2001 Mar	11238174
Cytoskeletal effects of rho-like small guanine nucleotide-binding proteins in the vascular system.	2001 Mar	11231907
Mechanism of guanine-specific DNA damage by oxidative stress and its role in carcinogenesis and aging.	2001 Mar	11223405
Role of cytochrome P450 in DNA damage produced by treatment of colon cells with 1,2-dimethylhydrazine.	2001 Mar	11179486
Comparison of the protective effect of melatonin with other antioxidants in the hamster kidney model of estradiol-induced DNA damage.	2001 Mar 1	11239965
Conjugative metabolism of 1,2-dibromoethane in mitochondria: disruption of oxidative phosphorylation and alkylation of mitochondrial DNA.	2001 Mar 1	11239503
Affinity of mismatch-binding protein MutS for heteroduplexes containing different mismatches.	2001 Mar 15	11237867
A-like guanine-guanine stacking in the aqueous DNA duplex of d(GGGGCCCC).	2001 Mar 23	11254379
Characterization of cDNA encoding the human tRNA-guanine transglycosylase (TGT) catalytic subunit.	2001 Mar 7	11255023
The Drosophila S3 multifunctional DNA repair/ribosomal protein protects Fanconi anemia cells against oxidative DNA damaging agents.	2001 Mar 7	11182542
Solution structure of an A-tract DNA bend.	2001 Mar 9	11237619

Patents

Substance Class	Chemical Created by `admin` on `Wed Jul 05 23:40:46 UTC 2023` Edited by `admin` on `Wed Jul 05 23:40:46 UTC 2023`
Record UNII	5Z93L87A1R
Record Status	`Validated (UNII)`
Record Version

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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