CHEBI:45327 - adenine arabinoside

ChEBI IDCHEBI:45327
ChEBI Nameadenine arabinoside
Stars
DefinitionA purine nucleoside in which adenine is attached to arabinofuranose via a β-N9-glycosidic bond.
Secondary ChEBI IDsCHEBI:22250, CHEBI:45323
Last Modified22 February 2017
DownloadsMolfile
FormulaC10H13N5O4
Net Charge0
Average Mass267.245
Monoisotopic Mass267.09675
SMILESNc1ncnc2c1ncn2[C@@H]1O[C@H](CO)[C@@H](O)[C@@H]1O
InChIInChI=1S/C10H13N5O4/c11-8-5-9(13-2-12-8)15(3-14-5)10-7(18)6(17)4(1-16)19-10/h2-4,6-7,10,16-18H,1H2,(H2,11,12,13)/t4-,6-,7+,10-/m1/s1
InChIKeyOIRDTQYFTABQOQ-UHTZMRCNSA-N
Wikipedia
Roles Classification
Biological Roles:
bacterial metabolite  Any prokaryotic metabolite produced during a metabolic reaction in bacteria.
Application:
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
ChEBI Ontology
Outgoing Relation(s)
adenine arabinoside (CHEBI:45327) has functional parent adenine (CHEBI:16708)
adenine arabinoside (CHEBI:45327) has role antineoplastic agent (CHEBI:35610)
adenine arabinoside (CHEBI:45327) has role bacterial metabolite (CHEBI:76969)
adenine arabinoside (CHEBI:45327) has role nucleoside antibiotic (CHEBI:25605)
adenine arabinoside (CHEBI:45327) is a purine nucleoside (CHEBI:26394)
adenine arabinoside (CHEBI:45327) is a β-D-arabinoside (CHEBI:38315)
Incoming Relation(s)
vidarabine monohydrate (CHEBI:9978) is a adenine arabinoside (CHEBI:45327)
IUPAC Names 
9-(β-D-arabinofuranosyl)-9H-adenine
9H-adenin-9-yl β-D-arabinofuranoside
Synonyms  Source
9-β-D-arabinofuranosyl-9H-purin-6-amineIUPAC
VidarabineChemIDplus
SpongoadenosineChemIDplus
9-beta-D-ArabinofuranosyladenineChemIDplus
2-(6-AMINO-PURIN-9-YL)-5-HYDROXYMETHYL-TETRAHYDRO-FURAN-3,4-DIOLPDBeChem
Manual XrefsDatabases
RABPDBeChem
VidarabineWikipedia
DB00194DrugBank
HMDB0014340HMDB
LSM-5800LINCS
2818DrugCentral
Registry NumbersSources
Beilstein:624881Beilstein
Reaxys:624881Reaxys
CAS:5536-17-4ChemIDplus