Identification | Back Directory | [Name]
9-(BETA-D-ARABINOFURANOSYL)GUANINE | [CAS]
38819-10-2 | [Synonyms]
Ara-G Ara-Gr 9-&beta Nsc 76352 Araguanosine ara-Guanosine Ara-G hydrate Arabinoguanosine Arabinosylguanine Guanine arabinoside GUANINE-9-ARABINOSIDE ARABINOFURANOSYL-GUANINE 9-beta-Arabinosylguanine 9-arabinofuranosylguanine 9-β-D-Arabinofuranosylguanine 1-β-D-Arabinofuranosylguanine -methyl-pregn-4-ene-3,20-dione -Epoxy-17,21-dihydroxy-16&beta 9-(b-D-Arabinofuranosyl)guanine -Epoxy-21dehydroxy Betamethasone Arabinofuranosyl-guanine (ara-G) 9-(beta-d-arabinofuranosyl)-guanin 9-(BETA-D-ARABINOFURANOSYL)GUANINE 9-(β-D-Arabinoribofuranosyl)-guanine 9-(β-D-Arabinofuranosyl)guanine ,97% Guanine, 9-(beta-D-arabinofuranosyl)- 9-β-D-Arabinofuranosylguanine Hydrate 9-β-D-Arabinofuranosyl guanine hydrate 9-beta-D-Arabinofuranosylguanine Hydrate ARA-G 9-(BETA-D-ARABINOFURANOSYL)-GUANINE 9-β-D-Arabinofuranosylguanine Hydrate > 9-(BETA-D-ARABINOFURANOSYL)GUANINE USP/EP/BP 9-β-D-Arabinofuranosyl-2-amino-9H-purin-6-ol )-9,11-Epoxy-pregna-1,4,16-triene-3,20-dione -D-Arabinofuranosylguanine Hydrate 2-Amino-9-β-D-arabinofuranosyl-9H-purine-6(1H)-one )-9,11-Epoxy-6-fluoropregna-1,4,16-triene-3,20-dione 2-Amino-9-β-D-arabinofuranosyl-1,9-dihydro-6H-purin-6-one 9-β-D-Arabinofuranosyl-1,6-dihydro-2-amino-6-oxo-9H-purine 6H-Purin-6-one,2-amino-9-b-D-arabinofuranosyl-1,9-dihydro- )-21-(Acetyloxy)-9,11-epoxypregna-1,4,16-triene-3,20-dione 6H-Purin-6-one, 2-amino-9-β-D-arabinofuranosyl-1,9-dihydro- 2-amino-9-beta-d-arabinofuranosyl-1,9-dihydro-6h-purin-6-on )-9,11-Epoxy-21-hydroxy-16-methyl-pregna-1,4-diene-3,20-dione )-10-Bromo-8,9,10,11-tetrahydrobenz[a]anthracene-8,9,11-triol 2-amino-9-(beta-D-arabinofuranosyl)-3,9-dihydro-6H-purin-6-one 6H-Purin-6-one, 2-amino-9-beta-D-arabinofuranosyl-1,9-dihydro- )-9-Bromo-8,9,10,11-tetrahydrobenz[a]anthracene-8,10,11-triol-d9 )-21-(Acetyloxy)-9,11-epoxy-6-fluoro-pregna-1,4,16-triene-3,20-dione )-9,11-Epoxy-6-fluoro-21-hydroxy-16-methyl-pregna-1,4-diene-3,20-dione )-21-(Acetyloxy)-9,11-epoxy-6-fluoro-16-methyl-d3-pregna-1,4-diene-3,20-dione )-9,11-Epoxy-1,21-dihydroxy-4,16-dimethyl-19-norpregna-1,3,5(10)-trien-20-one )-21-(Acetyloxy)-9,11-epoxy-6-fluoro-17-hydroxy-16-methylpregna-1,4-diene-3,20-dione Ara-G hydrate, 98%, inhibitor of DNA synthesis, an antimetabolite and antineoplastic. 2-AMino-9-((2R,3S,4S,5R)-3,4-dihydroxy-5-(hydroxyMethyl)tetrahydrofuran-2-yl)-1H-purin-6(9H)-one | [Molecular Formula]
C10H13N5O5 | [MDL Number]
MFCD00065486 | [MOL File]
38819-10-2.mol | [Molecular Weight]
283.24 |
Chemical Properties | Back Directory | [Melting point ]
225°C(lit.) | [density ]
2.25±0.1 g/cm3(Predicted) | [storage temp. ]
2-8°C | [solubility ]
DMSO: >10mg/mL | [form ]
solid | [pka]
9?+-.0.20(Predicted) | [color ]
White to Off-White | [λmax]
252nm(lit.) | [InChIKey]
NYHBQMYGNKIUIF-FJFJXFQQSA-N |
Hazard Information | Back Directory | [Description]
Ara-G is an analog of the nucleoside guanosine and an active metabolite of nelarabine (Item No. 20248).1,2 Ara-G accumulates in T lymphoblasts and malignant T-lymphoid cells, where it is phosphorylated to produce ara-GTP and incorporated into the DNA.3,1 Ara-G inhibits DNA replication by 92% after 30 minutes when used at a concentration of 50 μM in CEM cells, which are used as a model for human T lymphoblasts.1 It also halts the cell cycle at the sub-G1 phase and induces apoptosis in CEM cells.3 Syngeneic bone marrow containing 6C3HED tumor cells treated with ara-G (100 mM) ex vivo prior to transplantation increases survival of lethally irradiated mice and induces reconstitution of lymphoid, myeloid, and erythroid cell linages.4 | [Uses]
Ara-G is an inducer of apoptosis, inhibitor of DNA synthesis, an antimetabolite, and antineoplastic. | [Definition]
ChEBI: A purine nucleoside in which guanine is attached to arabinofuranose via a beta-N9-glycosidic bond. It inhibits DNA synthesis and causes cell death. |
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