U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

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
Regulation of gene expression by GC-rich DNA cis-elements.
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
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
Reduction of BCNU toxicity to lung cells by high-level expression of O(6)-methylguanine-DNA methyltransferase.
2001 Apr
Formation of DNA frayed wires is independent of the directionality of the parent strand.
2001 Apr 5
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
Quantification and validation of enzyme immunoassay for urinary aflatoxin B1-N7-guanine adduct for biological monitoring of aflatoxins.
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
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
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
Probing structure and function with alternative nucleic acids bearing 2',5'-linked, zwitterionic, and isocytosine-isoguanine components.
2001 Feb
Oxidation kinetics of guanine in DNA molecules adsorbed onto indium tin oxide electrodes.
2001 Feb 1
Specific binding of 2-amino-1,8-naphthyridine into a single guanine bulge as evidenced by photooxidation of GG doublet.
2001 Feb 12
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
Characterization of the mouse liver fructose-1,6-bisphosphatase gene.
2001 Feb 21
Cloning and direct G-protein regulation of phospholipase D from tobacco.
2001 Feb 26
Enhanced loop DNA folding induced by thymine-CH3 group contact and perpendicular guanine-thymine interaction.
2001 Jan
Evidence of a no-effect level in silica-induced rat lung mutagenicity but not in fibrogenicity.
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
Guanine versus deoxyribose damage in DNA oxidation mediated by vanadium(IV) and vanadium(V) complexes.
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 N-terminal domain of the Caulobacter crescentus CgtA protein does not function as a guanine nucleotide exchange factor.
2001 Jan 26
A seminested PCR test for simultaneous detection of two common mutations (35delG and 167delT) in the connexin-26 gene.
2001 Mar
Ratio of 8-hydroxyguanine in intact DNA to free 8-hydroxyguanine is increased in Alzheimer disease ventricular cerebrospinal fluid.
2001 Mar
New biochemical markers in Alzheimer disease.
2001 Mar
Substrate assisted catalysis -- application to G proteins.
2001 Mar
Metabolic fate of AMP, IMP, GMP and XMP in the cytosol of rat brain: an experimental and theoretical analysis.
2001 Mar
Metabolism of the beta-oxidized intermediates of N-nitrosodi-n-propylamine: N-nitroso-beta-hydroxypropylpropylamine and N-nitroso-beta-oxopropylpropylamine.
2001 Mar
Patterns of p53 G-->T transversions in lung cancers reflect the primary mutagenic signature of DNA-damage by tobacco smoke.
2001 Mar
Cytoskeletal effects of rho-like small guanine nucleotide-binding proteins in the vascular system.
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
Comparison of the protective effect of melatonin with other antioxidants in the hamster kidney model of estradiol-induced DNA damage.
2001 Mar 1
Conjugative metabolism of 1,2-dibromoethane in mitochondria: disruption of oxidative phosphorylation and alkylation of mitochondrial DNA.
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
A-like guanine-guanine stacking in the aqueous DNA duplex of d(GGGGCCCC).
2001 Mar 23
Characterization of cDNA encoding the human tRNA-guanine transglycosylase (TGT) catalytic subunit.
2001 Mar 7
The Drosophila S3 multifunctional DNA repair/ribosomal protein protects Fanconi anemia cells against oxidative DNA damaging agents.
2001 Mar 7
Solution structure of an A-tract DNA bend.
2001 Mar 9
Patents
Substance Class Chemical
Created
by admin
on Fri Dec 15 16:13:20 GMT 2023
Edited
by admin
on Fri Dec 15 16:13:20 GMT 2023
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 15 16:13:21 GMT 2023 , Edited by admin on Fri Dec 15 16:13:21 GMT 2023
NCI_THESAURUS C786
Created by admin on Fri Dec 15 16:13:21 GMT 2023 , Edited by admin on Fri Dec 15 16:13:21 GMT 2023
LOINC 79690-4
Created by admin on Fri Dec 15 16:13:21 GMT 2023 , Edited by admin on Fri Dec 15 16:13:21 GMT 2023
LOINC 79663-1
Created by admin on Fri Dec 15 16:13:21 GMT 2023 , Edited by admin on Fri Dec 15 16:13:21 GMT 2023
Code System Code Type Description
MERCK INDEX
m5869
Created by admin on Fri Dec 15 16:13:21 GMT 2023 , Edited by admin on Fri Dec 15 16:13:21 GMT 2023
PRIMARY Merck Index
DRUG BANK
DB02377
Created by admin on Fri Dec 15 16:13:21 GMT 2023 , Edited by admin on Fri Dec 15 16:13:21 GMT 2023
PRIMARY
CAS
73-40-5
Created by admin on Fri Dec 15 16:13:21 GMT 2023 , Edited by admin on Fri Dec 15 16:13:21 GMT 2023
PRIMARY
HSDB
2127
Created by admin on Fri Dec 15 16:13:21 GMT 2023 , Edited by admin on Fri Dec 15 16:13:21 GMT 2023
PRIMARY
RS_ITEM_NUM
1302156
Created by admin on Fri Dec 15 16:13:21 GMT 2023 , Edited by admin on Fri Dec 15 16:13:21 GMT 2023
PRIMARY
FDA UNII
5Z93L87A1R
Created by admin on Fri Dec 15 16:13:21 GMT 2023 , Edited by admin on Fri Dec 15 16:13:21 GMT 2023
PRIMARY
MESH
D006147
Created by admin on Fri Dec 15 16:13:21 GMT 2023 , Edited by admin on Fri Dec 15 16:13:21 GMT 2023
PRIMARY
PUBCHEM
135398634
Created by admin on Fri Dec 15 16:13:21 GMT 2023 , Edited by admin on Fri Dec 15 16:13:21 GMT 2023
PRIMARY
RXCUI
1372539
Created by admin on Fri Dec 15 16:13:21 GMT 2023 , Edited by admin on Fri Dec 15 16:13:21 GMT 2023
PRIMARY RxNorm
WIKIPEDIA
GUANINE
Created by admin on Fri Dec 15 16:13:21 GMT 2023 , Edited by admin on Fri Dec 15 16:13:21 GMT 2023
PRIMARY
SMS_ID
100000182768
Created by admin on Fri Dec 15 16:13:21 GMT 2023 , Edited by admin on Fri Dec 15 16:13:21 GMT 2023
PRIMARY
EPA CompTox
DTXSID9052476
Created by admin on Fri Dec 15 16:13:21 GMT 2023 , Edited by admin on Fri Dec 15 16:13:21 GMT 2023
PRIMARY
CHEBI
16235
Created by admin on Fri Dec 15 16:13:21 GMT 2023 , Edited by admin on Fri Dec 15 16:13:21 GMT 2023
PRIMARY
NCI_THESAURUS
C532
Created by admin on Fri Dec 15 16:13:21 GMT 2023 , Edited by admin on Fri Dec 15 16:13:21 GMT 2023
PRIMARY
ECHA (EC/EINECS)
200-799-8
Created by admin on Fri Dec 15 16:13:21 GMT 2023 , Edited by admin on Fri Dec 15 16:13:21 GMT 2023
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
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
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