CHEBI:45327 - adenine arabinoside

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ChEBI Name adenine arabinoside
ChEBI ID CHEBI:45327
Definition A purine nucleoside in which adenine is attached to arabinofuranose via a β-N9-glycosidic bond.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:22250, CHEBI:45323
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Formula C10H13N5O4
Net Charge 0
Average Mass 267.24152
Monoisotopic Mass 267.097
InChI InChI=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
InChIKey OIRDTQYFTABQOQ-UHTZMRCNSA-N
SMILES Nc1ncnc2n(cnc12)[C@@H]1O[C@H](CO)[C@@H](O)[C@@H]1O
Roles Classification
Biological Role(s): bacterial metabolite
Any prokaryotic metabolite produced during a metabolic reaction in bacteria.
nucleoside antibiotic

Application(s): antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 β-D-arabinoside (CHEBI:38315)
adenine arabinoside (CHEBI:45327) is a purine nucleoside (CHEBI:26394)
Incoming 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 Sources
2-(6-AMINO-PURIN-9-YL)-5-HYDROXYMETHYL-TETRAHYDRO-FURAN-3,4-DIOL PDBeChem
9-β-D-arabinofuranosyl-9H-purin-6-amine IUPAC
9-beta-D-Arabinofuranosyladenine ChemIDplus
Spongoadenosine ChemIDplus
Vidarabine ChemIDplus
Database Links Databases
2818 DrugCentral
DB00194 DrugBank
HMDB14340 HMDB
LSM-5800 LINCS
RAB PDBeChem
Vidarabine Wikipedia
View more database links
Registry Numbers Types Sources
5536-17-4 CAS Registry Number ChemIDplus
624881 Beilstein Registry Number Beilstein
624881 Reaxys Registry Number Reaxys
Last Modified
22 February 2017