EMBL-EBI | Chemical Biology | ChEBI

Example searches: iron*, InChI=1S/CH4O/c1-2/h2H,1H3, caffeine | Advanced Search

CHEBI:490877 - didanosine

ChEBI IDCHEBI:490877
ChEBI Namedidanosine
Stars
DefinitionA purine 2',3'-dideoxyribonucleoside that is inosine in which the hydroxy groups at both the 2' and the 3' positions on the sugar moiety have been replaced by hydrogen. An antiviral drug, it is used as a medication to treat HIV/AIDS.
Secondary ChEBI IDsCHEBI:4516, CHEBI:39738, CHEBI:158219, CHEBI:475381, CHEBI:668806
Last Modified26 October 2021
DownloadsMolfile
FormulaC10H12N4O3
Net Charge0
Average Mass236.231
Monoisotopic Mass236.09094
SMILESO=c1ncnc2c1ncn2[C@H]1CC[C@@H](CO)O1
InChIInChI=1S/C10H12N4O3/c15-3-6-1-2-7(17-6)14-5-13-8-9(14)11-4-12-10(8)16/h4-7,15H,1-3H2,(H,11,12,16)/t6-,7+/m0/s1
InChIKeyBXZVVICBKDXVGW-NKWVEPMBSA-N
Wikipedia
Roles Classification
Biological Roles:
EC 2.4.2.1 (purine-nucleoside phosphorylase) inhibitor  An EC 2.4.2.* (pentosyltransferase) inhibitor that interferes with the action of purine nucleoside phosphorylase (EC 2.4.2.1).
antimetabolite  A substance which is structurally similar to a metabolite but which competes with it or replaces it, and so prevents or reduces its normal utilization.
antiviral drug  A substance used in the prophylaxis or therapy of virus diseases.
HIV-1 reverse transcriptase inhibitor  An entity which inhibits the activity of HIV-1 reverse transcriptase.
Applications:
antiviral drug  A substance used in the prophylaxis or therapy of virus diseases.
geroprotector  Any compound that supports healthy aging, slows the biological aging process, or extends lifespan.
ChEBI Ontology
Outgoing Relation(s)
didanosine (CHEBI:490877) has role antimetabolite (CHEBI:35221)
didanosine (CHEBI:490877) has role antiviral drug (CHEBI:36044)
didanosine (CHEBI:490877) has role EC 2.4.2.1 (purine-nucleoside phosphorylase) inhibitor (CHEBI:63090)
didanosine (CHEBI:490877) has role geroprotector (CHEBI:176497)
didanosine (CHEBI:490877) has role HIV-1 reverse transcriptase inhibitor (CHEBI:53756)
didanosine (CHEBI:490877) is a purine 2',3'-dideoxyribonucleoside (CHEBI:48442)
IUPAC Name 
2',3'-dideoxyinosine
INNs  Source
didanosinaChemIDplus
didanosinumChemIDplus
didanosineChemIDplus
Synonyms  Source
DidanosineKEGG COMPOUND
9-((2S,5R)-5-Hydroxymethyl-tetrahydro-furan-2-yl)-9H-purin-6-olChEMBL
9-((2R,5S)-5-Hydroxymethyl-tetrahydro-furan-2-yl)-1,9-dihydro-purin-6-oneChEMBL
2,3-dideoxyinosineChEMBL
9-((2R,5S)-5-(hydroxymethyl)-tetrahydrofuran-2-yl)-1H-purin-6(9H)-oneChEMBL
9-[(2R,5S)-5-(hydroxymethyl)tetrahydrofuran-2-yl]-1,9-dihydro-6H-purin-6-oneIUPAC
Manual XrefsDatabases
C06953KEGG COMPOUND
2DIPDBeChem
D00296KEGG DRUG
DB00900DrugBank
EP206497Patent
DidanosineWikipedia
LSM-6017LINCS
869DrugCentral
45864ChemSpider
Registry NumbersSources
Reaxys:3619529Reaxys
CAS:69655-05-6KEGG COMPOUND
CAS:69655-05-6ChemIDplus
Citations