2-[(6-amino-9H-purin-9-yl)oxy]-5-methylideneoxolane-3,4-diol

• ChemBase ID: 105194
• Molecular Formular: C10H11N5O4
• Molecular Mass: 265.22544
• Monoisotopic Mass: 265.08110386
• SMILES: Nc1ncnc2c1ncn2OC1OC(=C)C(O)C1O
• Canonical SMILES: C=C1OC(C(C1O)O)On1cnc2c1ncnc2N
• InChI: InChI=1S/C10H11N5O4/c1-4-6(16)7(17)10(18-4)19-15-3-14-5-8(11)12-2-13-9(5)15/h2-3,6-7,10,16-17H,1H2,(H2,11,12,13)
• InChIKey: NJWCNYOOUNSXHX-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[(6-amino-9H-purin-9-yl)oxy]-5-methylideneoxolane-3,4-diol
• IUPAC Traditional name: 2-[(6-aminopurin-9-yl)oxy]-5-methylideneoxolane-3,4-diol
• Synonyms: U 7984; DECOYININE

Database IDs

• CAS Number: 2004-04-8
• PubChem SID: 162092263
• PubChem CID: 44134658

CALCULATED PROPERTIES

• Acid pKa: 12.124385
• H Acceptors: 8
• H Donor: 3
• LogD (pH = 5.5): -1.8007566
• LogD (pH = 7.4): -1.7590115
• Log P: -1.7584435
• Molar Refractivity: 64.7567 cm^3
• Polarizability: 24.35584 Å^3
• Polar Surface Area: 128.54 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• Storage Condition: 0°C
• RTECS: AU6256000

Product Information

• Purity: >95%

DETAILS

MP Biomedicals - 02159025

(U 7984) Purity: >95% An adenine-ketose antibiotic which specifically blocks GMP synthase. It decreases intracellular GTP levels.

REFERENCES

• Suhadolnick, R.J., Nucleoside Antibiotics, 96-121 (1970).
• Glazebrook, M.A., J. Gen. Microbiol., 136: 581 (1990).
• Fouet, A. and Sonenshein, A.L., J. Bacteriol., 172: 835 (1990).