2-amino-9-[(2R,4S,5R)-4-[(tert-butyldimethylsilyl)oxy]-5-{[(tert-butyldimethylsilyl)oxy]methyl}oxolan-2-yl]-8-{[3-(2H3)methyl-8-methyl-3H-imidazo[4,5-f]quinoxalin-2-yl]amino}-6,9-dihydro-1H-purin-6-one

• ChemBase ID: 167001
• Molecular Formular: C33H50N10O4Si2
• Molecular Mass: 706.9857
• Monoisotopic Mass: 706.35550319
• SMILES: [nH]1c(nc2c(c1=O)nc(n2[C@H]1C[C@@H]([C@H](O1)CO[Si](C(C)(C)C)(C)C)O[Si](C(C)(C)C)(C)C)Nc1nc2c3c(ccc2n1C)ncc(n3)C)N
• Canonical SMILES: Cc1cnc2c(n1)c1nc(n(c1cc2)C)Nc1nc2c(n1[C@H]1C[C@@H]([C@H](O1)CO[Si](C(C)(C)C)(C)C)O[Si](C(C)(C)C)(C)C)nc([nH]c2=O)N
• InChI: InChI=1S/C33H50N10O4Si2/c1-18-16-35-19-13-14-20-25(24(19)36-18)37-30(42(20)8)41-31-38-26-27(39-29(34)40-28(26)44)43(31)23-15-21(47-49(11,12)33(5,6)7)22(46-23)17-45-48(9,10)32(2,3)4/h13-14,16,21-23H,15,17H2,1-12H3,(H,37,38,41)(H3,34,39,40,44)/t21-,22+,23+/m0/s1
• InChIKey: JWWXEOUHIKUITH-YTFSRNRJSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-amino-9-[(2R,4S,5R)-4-[(tert-butyldimethylsilyl)oxy]-5-{[(tert-butyldimethylsilyl)oxy]methyl}oxolan-2-yl]-8-{[3-(^2H₃)methyl-8-methyl-3H-imidazo[4,5-f]quinoxalin-2-yl]amino}-6,9-dihydro-1H-purin-6-one
• IUPAC Traditional name: 2-amino-9-[(2R,4S,5R)-4-[(tert-butyldimethylsilyl)oxy]-5-{[(tert-butyldimethylsilyl)oxy]methyl}oxolan-2-yl]-8-{[3-(^2H₃)methyl-8-methylimidazo[4,5-f]quinoxalin-2-yl]amino}-1H-purin-6-one
• Synonyms: N2-(Deoxyguanosin-8-yl)-2-amino-3,8-dimethylimidazo[4,5-f]quinoxaline-d3; 3',5'-Di-O-tert-butyldimethylsilyl-2'-deoxy-8-[(3-(methyl-d3)-8-methyl-3H-imidazo[4,5-f]quinoxalin-2-yl)amino]guanosine

Database IDs

• PubChem SID: 162261134
• PubChem CID: 71315950

CALCULATED PROPERTIES

• Acid pKa: 10.157492
• H Acceptors: 11
• H Donor: 3
• LogD (pH = 5.5): 5.1690326
• LogD (pH = 7.4): 5.1689878
• Log P: 5.1697
• Molar Refractivity: 180.0305 cm^3
• Polarizability: 75.8647 Å^3
• Polar Surface Area: 168.62 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; Dimethyl Sulfoxide
• Apperance: Yellow Solid

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - D429412

dG-C8-MeIQx-d3 (D239617) derivative. MeIQx-DNA adducts exist in human tissues and this adduct formation may be involved in human cancer development.

REFERENCES

• Ohshima, H., et al.: Mutat. Res., 305, 253 (1994)
• Pais, P., et al.: J. Agric. Food Chem., 47, 1098 (1994)
• Lakshmi, V., et al.: Chem. Res. Toxicol., 18, 1038 (1994)