| Identification | Back Directory | [Name]
2-Amino-9-(β-D-xylofuranosyl)-1,9-dihydro-6H-purin-6-one | [CAS]
27462-39-1 | [Synonyms]
Nsc115607
Xylo-guanosine
9-(-D-Xylofuranosyl)guanine
9-(b-D-Xylofuranosyl)guanine
9-(.beta.-D-Xylofuranosyl)guanine
Guanine, 9-.beta.-D-xylofuranosyl-
9-(b-D-Xylofuranosyl)guanine,Xylo-guanosine
2-Amino-9-(β-D-xylofuranosyl)-1,9-dihydro-6H-purin-6-one
6H-Purin-6-one, 2-amino-1,9-dihydro-9-β-D-xylofuranosyl-
Wln: T56 bn dn fvm inj hz B1- bt5otj cq dq eq -D,beta,xylo
6H-Purin-6-one, 2-amino-1,7-dihydro-9-.beta.-D-xylofuranosyl- | [Molecular Formula]
C10H13N5O5 | [MDL Number]
MFCD01723953 | [MOL File]
27462-39-1.mol | [Molecular Weight]
283.24 |
| Chemical Properties | Back Directory | [InChI]
InChI=1/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-/s3 | [InChIKey]
NYHBQMYGNKIUIF-SQEVNGKDNA-N | [SMILES]
C12N=C(NC(=O)C=1N=CN2[C@H]1[C@H](O)[C@@H](O)[C@@H](CO)O1)N |&1:10,11,13,15,r| |
| Hazard Information | Back Directory | [Uses]
9-(β-D-Xylofuranosyl)guanine is a guanosine analog. Some guanosine analogs have immunostimulatory activity. In some animal models, they also induce type I interferons, producing antiviral effects. Studies have shown that the functional activity of guanosine analogs is dependent on the activation of Toll-like receptor 7 (TLR7)[1]. | [References]
[1] Robak T, Robak P. Purine nucleoside analogs in the treatment of rarer chronic lymphoid leukemias. Curr Pharm Des. 2012;18(23):3373-88. DOI:10.2174/138161212801227005
[2] Lee J, et al. Molecular basis for the immunostimulatory activity of guanine nucleoside analogs: activation of Toll-like receptor 7. Proc Natl Acad Sci U S A. 2003 May 27;100(11):6646-51. DOI:10.1073/pnas.0631696100 |
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