5-chloro-1-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,2,3,4-tetrahydropyrimidine-2,4-dione

• ChemBase编号: 109483
• 分子式: C9H11ClN2O5
• 平均质量: 262.64704
• 单一同位素质量: 262.03564914
• SMILES: OC[C@H]1O[C@H](C[C@@H]1O)n1cc(Cl)c(=O)[nH]c1=O
• Canonical SMILES: OC[C@H]1O[C@H](C[C@@H]1O)n1cc(Cl)c(=O)[nH]c1=O
• InChI: InChI=1S/C9H11ClN2O5/c10-4-2-12(9(16)11-8(4)15)7-1-5(14)6(3-13)17-7/h2,5-7,13-14H,1,3H2,(H,11,15,16)/t5-,6+,7+/m0/s1
• InChIKey: NJCXGFKPQSFZIB-RRKCRQDMSA-N

名称和登记号

名称

• IUPAC标准名: 5-chloro-1-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,2,3,4-tetrahydropyrimidine-2,4-dione
• IUPAC传统名: 5-chloro-1-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-3H-pyrimidine-2,4-dione
• 别名: 5-CHLORODESOXYURIDINE; CldU; 5-Chloro-2′-deoxyuridine

登记号

• CAS号: 50-90-8
• MDL号: MFCD00006531
• PubChem SID: 24892910; 162095245
• PubChem CID: 65510

理论计算性质

• Acid pKa: 7.972004
• 质子受体: 5
• 质子供体: 3
• LogD (pH = 5.5): -0.85526407
• LogD (pH = 7.4): -0.95558345
• Log P: -0.8538184
• 摩尔折射率: 55.8462 cm^3
• 极化性: 22.147081 Å^3
• 极化表面积: 99.1 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

• RTECS编号: YU7400000
• 欧盟危险性物质标志: 有害性(Harmful) (Xn)
• 德国WGK号: 3
• 危险公开号: 20/21/22-40
• 安全公开号: 36/37/39-45
• GHS危险品标识: GHS07; GHS08
• GHS警示词: Warning
• GHS危险声明: H302-H312-H332-H351
• GHS警示性声明: P280
• 个人保护装置: dust mask type N95 (US), Eyeshields, Gloves
• 保存温度: -20°C

详细说明

MP Biomedicals - 05211230

MP Biomedicals Rare Chemical collection

Sigma Aldrich - C6891

Application
5-Chloro-2′-deoxyuridine (CldU) is used as a thymidine analogue to study the miscoding potential of hypochlorous acid damage to DNA and DNA precursors. When used with antibody based immunofluorescent imaging, 5-Chloro-2′-deoxyuridine incorporation may be used in protocols to identify sites of DNA replication. CldU may be used as a labeling substrate in conjunction with other halogenated uridine labeling substrates such as bromodeoxyuridine (BrdU) and/or iododeoxyuridine (IdU).