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ChEBI
> Main
CHEBI:73141 - 9-β-
D
-arabinofuranosylguanine
Main
ChEBI Ontology
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ChEBI Name
9-β-
D
-arabinofuranosylguanine
ChEBI ID
CHEBI:73141
ChEBI ASCII Name
9-beta-D-arabinofuranosylguanine
Definition
A purine nucleoside in which guanine is attached to arabinofuranose via a β-
N
9
-glycosidic bond. It inhibits DNA synthesis and causes cell death.
Stars
This entity has been manually annotated by the ChEBI Team.
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Formula
C10H13N5O5
Net Charge
0
Average Mass
283.24070
Monoisotopic Mass
283.09167
InChI
InChI=1S/C10H13N5O5/c11-
10-
13-
7-
4(8(19)
14-
10)
12-
2-
15(7)
9-
6(18)
5(17)
3(1-
16)
20-
9/h2-
3,5-
6,9,16-
18H,1H2,(H3,11,13,14,19)
/t3-
,5-
,6+,9-
/m1/s1
InChIKey
NYHBQMYGNKIUIF-FJFJXFQQSA-N
SMILES
Nc1nc2n(cnc2c(=O)[nH]1)[C@@H]1O[C@H](CO)[C@@H](O)[C@@H]1O
Roles Classification
Biological Role
(s):
DNA synthesis inhibitor
Any substance that inhibits the synthesis of DNA.
Application
(s):
antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing
9-β-
D
-arabinofuranosylguanine (
CHEBI:73141
)
has role
antineoplastic agent (
CHEBI:35610
)
9-β-
D
-arabinofuranosylguanine (
CHEBI:73141
)
has role
DNA synthesis inhibitor (
CHEBI:59517
)
9-β-
D
-arabinofuranosylguanine (
CHEBI:73141
)
is a
β-
D
-arabinoside (
CHEBI:38315
)
9-β-
D
-arabinofuranosylguanine (
CHEBI:73141
)
is a
purine nucleoside (
CHEBI:26394
)
Incoming
nelarabine (
CHEBI:63612
)
has functional parent
9-β-
D
-arabinofuranosylguanine (
CHEBI:73141
)
IUPAC Name
2-amino-9-(β-
D
-arabinofuranosyl)-1,9-dihydro-6
H
-purin-6-one
Synonyms
Sources
9-(β-
D
-arabinofuranosyl)guanine
ChemIDplus
9-arabinofuranosylguanine
ChemIDplus
Registry Number
Type
Source
38819-10-2
CAS Registry Number
ChemIDplus
Citations
Types
Sources
12878202
PubMed citation
Europe PMC
14114497
PubMed citation
Europe PMC
19523826
PubMed citation
Europe PMC
2306735
PubMed citation
Europe PMC
3971358
PubMed citation
Europe PMC
Last Modified
24 May 2013