CHEBI:73141 - 9-β-D-arabinofuranosylguanine

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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-N9-glycosidic bond. It inhibits DNA synthesis and causes cell death.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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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-6H-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 Waiting for 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