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6H-Purin-6-one,2-amino-1,9-dihydro-9-b-D-xylofuranosyl-

Names

[ CAS No. ]:
27462-39-1

[ Name ]:
6H-Purin-6-one,2-amino-1,9-dihydro-9-b-D-xylofuranosyl-

Biological Activity

[Description]:

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].

[Related Catalog]:

Research Areas >> Cancer
Signaling Pathways >> Cell Cycle/DNA Damage >> Nucleoside Antimetabolite/Analog

[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.  

[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.  

Chemical & Physical Properties

[ Molecular Formula ]:
C10H13N5O5

[ Molecular Weight ]:
283.24

[ Exact Mass ]:
283.09200

[ PSA ]:
159.51000

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
MF8610000
CHEMICAL NAME :
Guanine, 9-(beta-D-xylofuranosyl)-
CAS REGISTRY NUMBER :
27462-39-1
LAST UPDATED :
199612
DATA ITEMS CITED :
1
MOLECULAR FORMULA :
C10-H13-N5-O5
MOLECULAR WEIGHT :
283.28
WISWESSER LINE NOTATION :
T56 BN DN FVM INJ HZ B1- BT5OTJ CQ DQ EQ -D,BETA,XYLO

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
280 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
JMCMAR Journal of Medicinal Chemistry. (American Chemical Soc., Distribution Office Dept. 223, POB POB 57136, West End Stn., Washington, DC 20037) V.6- 1963- Volume(issue)/page/year: 29,203,1986