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
Adenine-induced selective apoptosis toward HIV chronically infected cells in vitro.
2000 Jul 14
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
Inactivation of O6-alkylguanine-DNA alkyltransferase by 8-substituted O6-benzylguanine analogs in mice.
2001
A new Msp I polymorphism (g1741G>A) in intron 3 of the human delta-aminolevulinate dehydratase gene.
2001
NMR interaction studies of aromatic guanyl hydrazones with micelles: model for mechanism of action of cationic antibiotics.
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
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
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 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
Probing structure and function with alternative nucleic acids bearing 2',5'-linked, zwitterionic, and isocytosine-isoguanine components.
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
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
Kinetic and mechanistic properties of biotin sulfoxide reductase.
2001 Feb 6
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
Reduction of wobble-position GC bases in Corynebacteria genes and enhancement of PCR and heterologous expression.
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
The critical role of adenosine and guanosine in the affinity of dinucleoside polyphosphates to P(2X)-receptors in the isolated perfused rat kidney.
2001 Jan
Scanning of guanine-guanine mismatches in DNA by synthetic ligands using surface plasmon resonance.
2001 Jan
Calf spleen purine nucleoside phosphorylase: structure of its ternary complex with an N(7)-acycloguanosine inhibitor and a phosphate anion.
2001 Jan
CD81 nucleotide mutation in hepatocellular carcinoma and lack of CD81 polymorphism in patients at stages of hepatitis C virus infection.
2001 Jan
DNA electrochemical biosensors.
2001 Jan 1
Transcriptional regulation of the yeast gmp synthesis pathway by its end products.
2001 Jan 12
The guanine protein coupled receptor rhodopsin is developmentally regulated in the free-living stages of Schistosoma mansoni.
2001 Jan 15
Amino acid residues in ribonuclease MC1 from bitter gourd seeds which are essential for uridine specificity.
2001 Jan 16
Two classes of androgen receptor elements mediate cooperativity through allosteric interactions.
2001 Jan 26
Cisplatin-DNA cross-link retro models with a chirality-neutral carrier ligand: evidence for the importance of "second-sphere communication".
2001 Jan 29
1-Methylguanosine in place of Y base at position 37 in phenylalanine tRNA is responsible for its shiftiness in retroviral ribosomal frameshifting.
2001 Jan 5
Structure-activity relationships in flexible protein domains: regulation of rho GTPases by RhoGDI and D4 GDI.
2001 Jan 5
A seminested PCR test for simultaneous detection of two common mutations (35delG and 167delT) in the connexin-26 gene.
2001 Mar
New biochemical markers in Alzheimer disease.
2001 Mar
Substrate assisted catalysis -- application to G proteins.
2001 Mar
Cytoskeletal effects of rho-like small guanine nucleotide-binding proteins in the vascular system.
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
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
Rap1 is activated by erythropoietin or interleukin-3 and is involved in regulation of beta1 integrin-mediated hematopoietic cell adhesion.
2001 Mar 30
Solution structure of an A-tract DNA bend.
2001 Mar 9
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
  • 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 Wed Jul 05 23:40:46 UTC 2023 , Edited by admin on Wed Jul 05 23:40:46 UTC 2023
NCI_THESAURUS C786
Created by admin on Wed Jul 05 23:40:46 UTC 2023 , Edited by admin on Wed Jul 05 23:40:46 UTC 2023
LOINC 79690-4
Created by admin on Wed Jul 05 23:40:46 UTC 2023 , Edited by admin on Wed Jul 05 23:40:46 UTC 2023
LOINC 79663-1
Created by admin on Wed Jul 05 23:40:46 UTC 2023 , Edited by admin on Wed Jul 05 23:40:46 UTC 2023
Code System Code Type Description
MERCK INDEX
M5869
Created by admin on Wed Jul 05 23:40:46 UTC 2023 , Edited by admin on Wed Jul 05 23:40:46 UTC 2023
PRIMARY Merck Index
DRUG BANK
DB02377
Created by admin on Wed Jul 05 23:40:46 UTC 2023 , Edited by admin on Wed Jul 05 23:40:46 UTC 2023
PRIMARY
CAS
73-40-5
Created by admin on Wed Jul 05 23:40:46 UTC 2023 , Edited by admin on Wed Jul 05 23:40:46 UTC 2023
PRIMARY
HSDB
2127
Created by admin on Wed Jul 05 23:40:46 UTC 2023 , Edited by admin on Wed Jul 05 23:40:46 UTC 2023
PRIMARY
RS_ITEM_NUM
1302156
Created by admin on Wed Jul 05 23:40:46 UTC 2023 , Edited by admin on Wed Jul 05 23:40:46 UTC 2023
PRIMARY
FDA UNII
5Z93L87A1R
Created by admin on Wed Jul 05 23:40:46 UTC 2023 , Edited by admin on Wed Jul 05 23:40:46 UTC 2023
PRIMARY
MESH
D006147
Created by admin on Wed Jul 05 23:40:46 UTC 2023 , Edited by admin on Wed Jul 05 23:40:46 UTC 2023
PRIMARY
PUBCHEM
135398634
Created by admin on Wed Jul 05 23:40:46 UTC 2023 , Edited by admin on Wed Jul 05 23:40:46 UTC 2023
PRIMARY
RXCUI
1372539
Created by admin on Wed Jul 05 23:40:46 UTC 2023 , Edited by admin on Wed Jul 05 23:40:46 UTC 2023
PRIMARY RxNorm
WIKIPEDIA
GUANINE
Created by admin on Wed Jul 05 23:40:46 UTC 2023 , Edited by admin on Wed Jul 05 23:40:46 UTC 2023
PRIMARY
SMS_ID
100000182768
Created by admin on Wed Jul 05 23:40:46 UTC 2023 , Edited by admin on Wed Jul 05 23:40:46 UTC 2023
PRIMARY
EPA CompTox
DTXSID9052476
Created by admin on Wed Jul 05 23:40:46 UTC 2023 , Edited by admin on Wed Jul 05 23:40:46 UTC 2023
PRIMARY
CHEBI
16235
Created by admin on Wed Jul 05 23:40:46 UTC 2023 , Edited by admin on Wed Jul 05 23:40:46 UTC 2023
PRIMARY
NCI_THESAURUS
C532
Created by admin on Wed Jul 05 23:40:46 UTC 2023 , Edited by admin on Wed Jul 05 23:40:46 UTC 2023
PRIMARY
ECHA (EC/EINECS)
200-799-8
Created by admin on Wed Jul 05 23:40:46 UTC 2023 , Edited by admin on Wed Jul 05 23:40:46 UTC 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
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