4-amino-1-[(2R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-5-iodo-1,2-dihydropyrimidin-2-one

• ChemBase编号: 155788
• 分子式: C9H12IN3O4
• 平均质量: 353.11375
• 单一同位素质量: 352.98725388
• SMILES: c1c(c(nc(=O)n1[C@H]1CC(C(O1)CO)O)N)I
• Canonical SMILES: OCC1O[C@H](CC1O)n1cc(I)c(nc1=O)N
• InChI: InChI=1S/C9H12IN3O4/c10-4-2-13(9(16)12-8(4)11)7-1-5(15)6(3-14)17-7/h2,5-7,14-15H,1,3H2,(H2,11,12,16)/t5?,6?,7-/m1/s1
• InChIKey: WEVJJMPVVFNAHZ-KPGICGJXSA-N

名称和登记号

名称

• IUPAC标准名: 4-amino-1-[(2R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-5-iodo-1,2-dihydropyrimidin-2-one
• IUPAC传统名: 4-amino-1-[(2R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-5-iodopyrimidin-2-one
• 别名: 5-Iododeoxycytidine; 5-Iodo-2′-deoxycytidine

登记号

• CAS号: 611-53-0
• EC号: 210-269-8
• MDL号: MFCD00038063
• PubChem SID: 162249926; 24896100
• PubChem CID: 16219524

理论计算性质

• Acid pKa: 13.894901
• 质子受体: 6
• 质子供体: 3
• LogD (pH = 5.5): -0.9111938
• LogD (pH = 7.4): -0.9111939
• Log P: -0.9111938
• 摩尔折射率: 66.3831 cm^3
• 极化性: 26.099108 Å^3
• 极化表面积: 108.38 Å^2
• 可自由旋转的化学键: 2
• 里宾斯基五规则: true

分子性质

安全信息

• 欧盟危险性物质标志: 有害性(Harmful) (Xn)
• 德国WGK号: 3
• 危险公开号: 22
• GHS危险品标识: GHS07
• GHS警示词: Warning
• GHS危险声明: H302
• 个人保护装置: dust mask type N95 (US), Eyeshields, Gloves
• 保存温度: -20°C

产品相关信息

• 纯度: ≥99% (HPLC)
• Empirical Formula (Hill Notation): C9H12IN3O4

详细说明

Sigma Aldrich - I7000

Application
5-Iodo-2′-deoxycytidine (5-iododeoxycytidine) is used in the construction of DNA oligomers to enable structural studies and photoactivated cross-linking. 5-Iodo-2′-deoxycytidine is used in the synthesis of other modified nucleosides, such as 5-ethynylferrocenyl-2′-deoxycytidine used in semiconductor electrodes and 10-(2-deoxyβ-D-ribofuranosyl)pyrimido[4′,5′:4,5]pyrimido[1,6-a]indole-6,9(7H)-dione (dCPPI).