4-amino-1-[(2R,4R,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,2-dihydro(1,3,5-15N3)-1,3,5-triazin-2-one

• ChemBase编号: 160918
• 分子式: C8H12N4O5
• 平均质量: 248.17831559
• 单一同位素质量: 248.06890908
• SMILES: [C@H]1(C([C@@H](O[C@@H]1CO)[15n]1c(=O)[15n]c([15n]c1)[15NH2])O)O
• Canonical SMILES: OC[C@H]1O[C@H](C([C@H]1O)O)[15n]1c[15n]c([15n]c1=O)[15NH2]
• InChI: InChI=1S/C8H12N4O5/c9-7-10-2-12(8(16)11-7)6-5(15)4(14)3(1-13)17-6/h2-6,13-15H,1H2,(H2,9,11,16)/t3-,4+,5?,6-/m1/s1/i9+1,10+1,11+1,12+1
• InChIKey: NMUSYJAQQFHJEW-IKCHUYMGSA-N

名称和登记号

名称

• IUPAC标准名: 4-amino-1-[(2R,4R,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,2-dihydro(1,3,5-^1^5N₃)-1,3,5-triazin-2-one
• IUPAC传统名: 4-amino-1-[(2R,4R,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl](1,3,5-^1^5N₃)-1,3,5-triazin-2-one
• 别名: Azacitidine-15N4; 4-Amino-1-β-D-ribofuranosyl-1,3,5-triazin-2(1H)-one-15N4; 5-AC-15N4; 5-AZC-15N4; 5-AZCR-15N4; 5-AzaC-15N4; Antibiotic U 18496-15N4; Azacytidine-15N4; Ladakamycin-15N4; Ledakamycin-15N4; Mylosar-15N4; NSC 102816-15N4; NSC 103-627-15N4; U 18496-15N4; Vidaza-15N4; WR 183027-15N4; 5-Azacytidine-15N4

登记号

• PubChem SID: 162255053
• PubChem CID: 57369194

理论计算性质

• Acid pKa: 12.55147
• 质子受体: 8
• 质子供体: 4
• LogD (pH = 5.5): -3.0653336
• LogD (pH = 7.4): -3.065336
• Log P: -3.065333
• 摩尔折射率: 52.1932 cm^3
• 极化性: 20.70783 Å^3
• 极化表面积: 140.97 Å^2
• 可自由旋转的化学键: 2
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: DMSO; Hot Water
• 外观: White Solid
• 熔点: 222-224°C (dec.)

安全信息

• 保存条件: -20°C Freezer

详细说明

Toronto Research Chemicals - A796002

Labelled Azacytidine (A796000), a potent growth inhibitor and cytotoxic agent. It acts as a demethylating agent by inhibiting DNA methyltransferase.

参考文献

• Kusaba, H., et al.: Eur. J. Biochem., 262, 924 (1999)
• Broday, L., et al.: Mol. Cell Biol., 19, 3198 (1999)
• Qian, X., et al.: Am. J. Pathol., 153, 1475 (1999)
• Canova, C., et al.: Mech. Ageing Dev., 101, 153 (1998)