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ChEBI
> Main
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-
N
9
-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
267.09675
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)-9
H
-adenine
9
H
-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-9
H
-purin-6-amine
IUPAC
9-beta-D-Arabinofuranosyladenine
ChemIDplus
Spongoadenosine
ChemIDplus
Vidarabine
ChemIDplus
Manual Xrefs
Databases
2818
DrugCentral
DB00194
DrugBank
HMDB0014340
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