2-amino-9-[(2R,4R,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-6,9-dihydro(2-13C,1-15N)-1H-purin-6-one

• ChemBase ID: 169802
• Molecular Formular: C10H13N5O5
• Molecular Mass: 286.22019263
• Monoisotopic Mass: 286.08909317
• SMILES: [C@H]1(C([C@@H](O[C@@H]1CO)n1c2n[13c]([15nH]c(=O)c2nc1)[15NH2])O)O
• Canonical SMILES: OC[C@H]1O[C@H](C([C@H]1O)O)n1cnc2c1n[13c]([15NH2])[15nH]c2=O
• 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/i10+1,11+1,14+1
• InChIKey: NYHBQMYGNKIUIF-YLZKFVMUSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-amino-9-[(2R,4R,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-6,9-dihydro(2-^1^3C,1-^1^5N)-1H-purin-6-one
• IUPAC Traditional name: 2-amino-9-[(2R,4R,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl](2-^1^3C,1-^1^5N)-1H-purin-6-one
• Synonyms: 2-Amino-1,9-dihydro-9-β-D-ribofuranosyl-6H-purin-6-one-13C,15N2; DL-Guanosine-13C,15N2; Guanine Ribonucleoside-13C,15N2; 9-β-D-Ribofuranosyl-guanine-13C,15N2; 2-Aminoinosine-13C,15N2; NSC 19994-13C,15N2; Vernine-13C,15N2; Guanosine-13C,15N2 Hydrate

Database IDs

• CAS Number: 197227-95-5
• PubChem SID: 162263934
• PubChem CID: 71317170

CALCULATED PROPERTIES

• Acid pKa: 10.155725
• H Acceptors: 8
• H Donor: 5
• LogD (pH = 5.5): -2.7063062
• LogD (pH = 7.4): -2.7068908
• Log P: -2.7062182
• Molar Refractivity: 64.6211 cm^3
• Polarizability: 24.328236 Å^3
• Polar Surface Area: 155.22 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol (Sparingly)
• Apperance: Pale Yellow Solid
• Melting Point: 225-229°C (dec.)

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - G837902

Labelled Guanosine (G837900). A constituent of nucleic acids.

REFERENCES

• Miles, et al.: Science, 142, 1458 (1963)
• Bugg, et al.: Biochem. Biophys. Res. Commun., 3, 436 (1963)