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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 of GUANINE

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

PubMed

TitleDatePubMed
UAG readthrough in mammalian cells: effect of upstream and downstream stop codon contexts reveal different signals.
2001
Sequence-specific DNA damage induced by UVA radiation in the presence of endogenous and exogenous photosensitizers.
2001
Inactivation of O6-alkylguanine-DNA alkyltransferase by 8-substituted O6-benzylguanine analogs in mice.
2001
Ionization mechanism of oligonucleotides in matrix-assisted laser desorption/ionization time-of-flight mass spectrometry.
2001
Polymerization of Ftsz, a bacterial homolog of tubulin. is assembly cooperative?
2001 Apr 13
Miscoding and misincorporation of 8-oxo-guanine during leading and lagging strand synthesis in Escherichia coli.
2001 Feb
Gemcitabine and Pemetrexed disodium in treating breast cancer.
2001 Feb
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
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
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
Genetic changes of hOGG1 and the activity of oh8Gua glycosylase in colon cancer.
2001 Feb
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
Effect of the overexpression of wild-type or mutant alpha-synuclein on cell susceptibility to insult.
2001 Feb
Probing structure and function with alternative nucleic acids bearing 2',5'-linked, zwitterionic, and isocytosine-isoguanine components.
2001 Feb
Structure of an RNA duplex with an unusual G.C pair in wobble-like conformation at 1.6 A resolution.
2001 Feb
Differentiation of Streptococcus mutans and Streptococcus sobrinus via genotypic and phenotypic profiles from three different populations.
2001 Feb
De novo mutation in the mitochondrial tRNALeu(UUR) gene (A3243G) with rapid segregation resulting in MELAS in the offspring.
2001 Feb
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
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
Characterization of the mouse liver fructose-1,6-bisphosphatase gene.
2001 Feb 21
A new target for shigellosis: rational design and crystallographic studies of inhibitors of tRNA-guanine transglycosylase.
2001 Feb 23
Cloning and direct G-protein regulation of phospholipase D from tobacco.
2001 Feb 26
Etoposide metabolites enhance DNA topoisomerase II cleavage near leukemia-associated MLL translocation breakpoints.
2001 Feb 6
Enhanced loop DNA folding induced by thymine-CH3 group contact and perpendicular guanine-thymine interaction.
2001 Jan
Quantum chemistry predicted correlations between geometric isomerism (conformation) of -OH and =NH substituents and typical group frequencies of nucleic acid bases: cytosine.
2001 Jan
Spreadsheet-based program for the analysis of DNA methylation.
2001 Jan
Guanine versus deoxyribose damage in DNA oxidation mediated by vanadium(IV) and vanadium(V) complexes.
2001 Jan
Repair and mutagenic potential of oxaluric acid, a major product of singlet oxygen-mediated oxidation of 8-oxo-7,8-dihydroguanine.
2001 Jan
Isolation and analysis of an aciclovir-resistant murine cytomegalovirus mutant.
2001 Jan
Protection and in vivo selection of hematopoietic stem cells using temozolomide, O6-benzylguanine, and an alkyltransferase-expressing retroviral vector.
2001 Jan
Inosine-5'-monophosphate dehydrogenase is required for mitogenic competence of transformed pancreatic beta cells.
2001 Jan
Topoisomerase I-mediated cytotoxicity of N-methyl-N'-nitro-N-nitrosoguanidine: trapping of topoisomerase I by the O6-methylguanine.
2001 Jan 1
Genetic study of SOX9 in a case of campomelic dysplasia.
2001 Jan 15
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
The characteristics of nucleobase transport and metabolism by the perfused sheep choroid plexus.
2001 Jan 5
Structure-activity relationships in flexible protein domains: regulation of rho GTPases by RhoGDI and D4 GDI.
2001 Jan 5
Ratio of 8-hydroxyguanine in intact DNA to free 8-hydroxyguanine is increased in Alzheimer disease ventricular cerebrospinal fluid.
2001 Mar
Substrate assisted catalysis -- application to G proteins.
2001 Mar
Patterns of p53 G-->T transversions in lung cancers reflect the primary mutagenic signature of DNA-damage by tobacco smoke.
2001 Mar
Mechanism of guanine-specific DNA damage by oxidative stress and its role in carcinogenesis and aging.
2001 Mar
Inactivation of human O(6)-alkylguanine-DNA alkyltransferase by modified oligodeoxyribonucleotides containing O(6)-benzylguanine.
2001 Mar
Conjugative metabolism of 1,2-dibromoethane in mitochondria: disruption of oxidative phosphorylation and alkylation of mitochondrial DNA.
2001 Mar 1
Selective inactivation of guanine-nucleotide-binding regulatory protein (G-protein) alpha and betagamma subunits by urea.
2001 Mar 1
Structure, folding and activity of the VS ribozyme: importance of the 2-3-6 helical junction.
2001 Mar 15
Affinity of mismatch-binding protein MutS for heteroduplexes containing different mismatches.
2001 Mar 15
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
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
HSDB   INCI   MI   USP-RS  
INCI  
Official Name English
GUANINE [EP IMPURITY]
Common Name English
CI 75170
INCI  
INCI  
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
Created by admin on Fri Dec 16 19:35:37 UTC 2022 , Edited by admin on Fri Dec 16 19:35:37 UTC 2022
NCI_THESAURUS C786
Created by admin on Fri Dec 16 19:35:37 UTC 2022 , Edited by admin on Fri Dec 16 19:35:37 UTC 2022
LOINC 79690-4
Created by admin on Fri Dec 16 19:35:37 UTC 2022 , Edited by admin on Fri Dec 16 19:35:37 UTC 2022
LOINC 79663-1
Created by admin on Fri Dec 16 19:35:37 UTC 2022 , Edited by admin on Fri Dec 16 19:35:37 UTC 2022
Code System Code Type Description
MERCK INDEX
M5869
Created by admin on Fri Dec 16 19:35:37 UTC 2022 , Edited by admin on Fri Dec 16 19:35:37 UTC 2022
PRIMARY Merck Index
DRUG BANK
DB02377
Created by admin on Fri Dec 16 19:35:37 UTC 2022 , Edited by admin on Fri Dec 16 19:35:37 UTC 2022
PRIMARY
CAS
73-40-5
Created by admin on Fri Dec 16 19:35:37 UTC 2022 , Edited by admin on Fri Dec 16 19:35:37 UTC 2022
PRIMARY
HSDB
2127
Created by admin on Fri Dec 16 19:35:37 UTC 2022 , Edited by admin on Fri Dec 16 19:35:37 UTC 2022
PRIMARY
RS_ITEM_NUM
1302156
Created by admin on Fri Dec 16 19:35:37 UTC 2022 , Edited by admin on Fri Dec 16 19:35:37 UTC 2022
PRIMARY
FDA UNII
5Z93L87A1R
Created by admin on Fri Dec 16 19:35:37 UTC 2022 , Edited by admin on Fri Dec 16 19:35:37 UTC 2022
PRIMARY
MESH
D006147
Created by admin on Fri Dec 16 19:35:37 UTC 2022 , Edited by admin on Fri Dec 16 19:35:37 UTC 2022
PRIMARY
PUBCHEM
135398634
Created by admin on Fri Dec 16 19:35:37 UTC 2022 , Edited by admin on Fri Dec 16 19:35:37 UTC 2022
PRIMARY
RXCUI
1372539
Created by admin on Fri Dec 16 19:35:37 UTC 2022 , Edited by admin on Fri Dec 16 19:35:37 UTC 2022
PRIMARY RxNorm
WIKIPEDIA
GUANINE
Created by admin on Fri Dec 16 19:35:37 UTC 2022 , Edited by admin on Fri Dec 16 19:35:37 UTC 2022
PRIMARY
EPA CompTox
DTXSID9052476
Created by admin on Fri Dec 16 19:35:37 UTC 2022 , Edited by admin on Fri Dec 16 19:35:37 UTC 2022
PRIMARY
CHEBI
16235
Created by admin on Fri Dec 16 19:35:37 UTC 2022 , Edited by admin on Fri Dec 16 19:35:37 UTC 2022
PRIMARY
NCI_THESAURUS
C532
Created by admin on Fri Dec 16 19:35:37 UTC 2022 , Edited by admin on Fri Dec 16 19:35:37 UTC 2022
PRIMARY
ECHA (EC/EINECS)
200-799-8
Created by admin on Fri Dec 16 19:35:37 UTC 2022 , Edited by admin on Fri Dec 16 19:35:37 UTC 2022
PRIMARY
Related Record Type Details
DERIVATIVE -> PARENT
Related Record Type Details
PARENT -> METABOLITE
Related Record Type Details
PARENT -> IMPURITY
sum of impurities A and B: maximum 2.0 per cent
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
PARENT -> IMPURITY
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
PARENT -> IMPURITY
CHROMATOGRAPHIC PURITY (HPLC/UV)
USP
PARENT -> IMPURITY
CHROMATOGRAPHIC PURITY (HPLC/UV)
USP
PARENT -> IMPURITY
PARENT -> IMPURITY
sum of impurities A and B: maximum 2.0 per cent
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
PARENT -> IMPURITY
CHROMATOGRAPHIC PURITY (HPLC/UV)
INTERNATIONAL PHARMACOPEIA
Related Record Type Details
ACTIVE MOIETY