Description
Guanosine (DL-Guanosine) is a purine nucleoside comprising guanine attached to a ribose (ribofuranose) ring via a β-N9-glycosidic bond. Guanosine possesses anti-HSV activity.
Synonyms
Guanine-9-β-D-ribofuranoside
IUPAC Name
2-Amino-9-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1H-purin-6-one
Molecular Formula
C10H13N5O5
Canonical SMILES
C1=NC2=C(N1C3C(C(C(O3)CO)O)O)N=C(NC2=O)N
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
InChI Key
NYHBQMYGNKIUIF-UUOKFMHZSA-N
Melting Point
250 °C(lit.)
Isomeric SMILES
C1=NC2=C(N1[C@H]3[C@@H]([C@@H]([C@H](O3)CO)O)O)N=C(NC2=O)N
Monoisotopic Mass
283.09166853
pKa
pK1:1.9(+1), pK2:9.25(0), pK3:12.33(OH) (25°C)
Refractive Index
-76 ° (C=1, 1mol/L NaOH)
Safety Description
45-24/25-23
Stability
Stable under normal temperatures and pressures.
Storage Conditions
Store at RT.
Supplemental Hazard Statements
H301
Topological Polar Surface Area
155 Ų