Page last updated: 2024-10-15

8-hydroxyguanosine

Description

8-hydroxyguanosine: immunostimulant for B lymphocytes; structure given in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID135407175
CHEMBL ID1688964
CHEBI ID90031
SCHEMBL ID114651
SCHEMBL ID21814364
MeSH IDM0134002

Synonyms (33)

Synonym
3868-31-3
8-oxog nucleoside
nsc 90393
purine-6,8(1h,9h)-dione, 2-amino-9-beta-d-ribofuranosyl-
8-oxoguo
8-oxo-7,8-dihydroguanosine
7,8-dihydro-8-oxoguanosine
2-amino-9-beta-d-ribofuranosylpurine-6,8(1h,9h)-dione
guanosine, 7,8-dihydro-8-oxo-
8-hydroxyguanosine
2-amino-9-[(2r,3r,4s,5r)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-3,7-dihydropurine-6,8-dione
CHEMBL1688964
chebi:90031 ,
ccris 8242
8-hydroxy guanosine
SCHEMBL114651
HMS3649O08
2-amino-9-[(2r,3r,4s,5r)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-6,7,8,9-tetrahydro-1h-purine-6,8-dione
AKOS030503205
AKOS030241292
purine-6,8(1h,9h)-dione, 2-amino-9-.beta.-delta-ribofuranosyl- (7ci,8ci)
7,8-dihydro-8-oxo-guanosine
purine-6,8(1h,9h)-dione, 2-amino-9-.beta.-d-ribofuranosyl- (7ci,8ci)
2-amino-9-((2r,3r,4s,5r)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-8-hydroxy-1h-purin-6(9h)-one
HY-113262
CS-0059455
Q4644278
SCHEMBL21814364
SR-01000946627-1
sr-01000946627
2-amino-9-((2r,3r,4s,5r)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-8-hydroxy-1,9-dihydro-6h-purin-6-one
2-amino-9-[(2r,3r,4s,5r)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,7-dihydropurine-6,8-dione
PD020632

Toxicity

ExcerptReference
"Ototoxicity is a typical dose-limiting side effect of cancer chemotherapy with cisplatin but much less so with carboplatin."( High accumulation of platinum-DNA adducts in strial marginal cells of the cochlea is an early event in cisplatin but not carboplatin ototoxicity.
Lautermann, J; Liedert, B; Seiler, F; Thomale, J; Thomas, JP, 2006
)

Bioavailability

ExcerptReference
" This study provides a direct link between oxidative stress and the enzymatic control of the NO bioavailability at the cellular level and endows with further insight into fundamental mechanisms underlying pancreatic disorders associated with disruptions in the L-arginine-NO-cGMP signalling enzyme cascade."( L-arginine-NO-cGMP signalling pathway in pancreatitis.
Bankfalvi, A; Boecker, W; Buchwalow, I; Neumann, J; Poremba, C; Samoilova, V; Schleicher, C; Schnekenburger, J; Tiemann, K, 2013
)

Dosage Studied

ExcerptReference
" The level of damaged RNA, measured by the content of 8-hydroxyguanosine (7,8-dihydro-8-oxoguanosine, 8-oxoG), increases depending on H2O2 dosage and is inversely correlated with cell viability."( Human polynucleotide phosphorylase reduces oxidative RNA damage and protects HeLa cell against oxidative stress.
Li, Z; Wu, J, 2008
)
" The most appropriate approach to use in low dose-response assessment must be approved on the basis of scientific judgment."( Qualitative and quantitative approaches in the dose-response assessment of genotoxic carcinogens.
Fukushima, S; Gi, M; Kakehashi, A; Matsumoto, M; Wanibuchi, H, 2016
)
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Drug Classes (1)

ClassDescription
purine nucleoside
[compound class information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Bioassays (9)

Assay IDTitleYearJournalArticle
AID82319Inhibitory activity against cellular replication in hypoxanthine-guanine phosphoribosyltransferase (HGPRT-) HL-60 cells.1985Journal of medicinal chemistry, Sep, Volume: 28, Issue:9
8-Substituted guanosine and 2'-deoxyguanosine derivatives as potential inducers of the differentiation of Friend erythroleukemia cells.
AID584550Cytotoxicity against mouse J774A1 cells2010Antimicrobial agents and chemotherapy, Dec, Volume: 54, Issue:12
Testing nucleoside analogues as inhibitors of Bacillus anthracis spore germination in vitro and in macrophage cell culture.
AID71650Inhibitory activity against cellular replication in Friend erythroleukemia cells as growth inhibition.1985Journal of medicinal chemistry, Sep, Volume: 28, Issue:9
8-Substituted guanosine and 2'-deoxyguanosine derivatives as potential inducers of the differentiation of Friend erythroleukemia cells.
AID584547Antibacterial activity against Bacillus anthracis Sterne 34F2 infected in mouse J774A.1 cells assessed as protection against bacteria-induced cytotoxicity using propidium iodide staining after 3 hrs measured every hours for up to 7 hrs2010Antimicrobial agents and chemotherapy, Dec, Volume: 54, Issue:12
Testing nucleoside analogues as inhibitors of Bacillus anthracis spore germination in vitro and in macrophage cell culture.
AID584546Inhibition of inosine/L-alanine-induced Bacillus anthracis Sterne 34F2 spore germination pretreated for 15 mins before inosine/L-alanine challenge2010Antimicrobial agents and chemotherapy, Dec, Volume: 54, Issue:12
Testing nucleoside analogues as inhibitors of Bacillus anthracis spore germination in vitro and in macrophage cell culture.
AID584552Increase of Bacillus anthracis Sterne 34F2-induced cytotoxicity in mouse J774A.1 cells using propidium iodide staining measured after 5 hrs infection2010Antimicrobial agents and chemotherapy, Dec, Volume: 54, Issue:12
Testing nucleoside analogues as inhibitors of Bacillus anthracis spore germination in vitro and in macrophage cell culture.
AID71649Inhibitory activity against cellular differentiation in Friend erythroleukemia cells as percentage of benzidine - positive cells.1985Journal of medicinal chemistry, Sep, Volume: 28, Issue:9
8-Substituted guanosine and 2'-deoxyguanosine derivatives as potential inducers of the differentiation of Friend erythroleukemia cells.
AID71651Inhibitory activity against cellular differentiation in Friend erythroleukemia cells as optimal concentration required for maximum activity.1985Journal of medicinal chemistry, Sep, Volume: 28, Issue:9
8-Substituted guanosine and 2'-deoxyguanosine derivatives as potential inducers of the differentiation of Friend erythroleukemia cells.
AID1347154Primary screen GU AMC qHTS for Zika virus inhibitors2020Proceedings of the National Academy of Sciences of the United States of America, 12-08, Volume: 117, Issue:49
Therapeutic candidates for the Zika virus identified by a high-throughput screen for Zika protease inhibitors.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (354)

TimeframeStudies, This Drug (%)All Drugs %
pre-19902 (0.56)18.7374
1990's36 (10.17)18.2507
2000's159 (44.92)29.6817
2010's135 (38.14)24.3611
2020's22 (6.21)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials15 (4.11%)5.53%
Reviews14 (3.84%)6.00%
Case Studies1 (0.27%)4.05%
Observational2 (0.55%)0.25%
Other333 (91.23%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]