4-carbamoyl-1-[(2R,3S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1H-imidazol-3-ium-5-olate

• ChemBase编号: 174661
• 分子式: C9H13N3O6
• 平均质量: 259.21602
• 单一同位素质量: 259.08043515
• SMILES: [C@H]1(C([C@@H]([C@@H](O1)n1c[nH+]c(c1[O-])C(=O)N)O)O)CO
• Canonical SMILES: OC[C@H]1O[C@H]([C@H](C1O)O)n1c[nH+]c(c1[O-])C(=O)N
• InChI: InChI=1S/C9H13N3O6/c10-7(16)4-8(17)12(2-11-4)9-6(15)5(14)3(1-13)18-9/h2-3,5-6,9,13-15,17H,1H2,(H2,10,16)/t3-,5?,6+,9-/m1/s1
• InChIKey: HZQDCMWJEBCWBR-DTUHVUQASA-N

名称和登记号

名称

• IUPAC标准名: 4-carbamoyl-1-[(2R,3S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1H-imidazol-3-ium-5-olate
• IUPAC传统名: 5-carbamoyl-3-[(2R,3S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]imidazol-1-ium-4-olate
• 别名: 5-Hydroxy-1-β-D-ribofuranosyl-1H-imidazole-4-carboxamide; β-Bredinin; Bredinin; HE 69; NSC 289637; Mizoribine

登记号

• CAS号: 50924-49-7
• PubChem SID: 164230571
• PubChem CID: 46782385

理论计算性质

• Acid pKa: 8.186375
• 质子受体: 6
• 质子供体: 5
• LogD (pH = 5.5): -2.0362294
• LogD (pH = 7.4): -2.0982585
• Log P: -2.032959
• 摩尔折射率: 66.396 cm^3
• 极化性: 21.967472 Å^3
• 极化表面积: 155.14 Å^2
• 可自由旋转的化学键: 3
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: DMSO; Ethanol; Methanol
• 外观: White Solid
• 熔点: >204°C (dec.)

安全信息

• 保存条件: -20°C Freezer

详细说明

Toronto Research Chemicals - M385500

Nucleoside antibiotic with cytotoxic and immunosuppressive activity.

参考文献

• Sakaguchi, K., et al.: J. Antibiot., 28, 798 (1975)
• Takada, K., et al.: Eur. J. Pharmacol., 24, 457 (1975)
• Yoshida, N., et al.: Cancer Res., 43, 5851 (1975)