trisodium ({[(2R,3S,4R,5R)-5-(5-bromo-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methyl phosphonato}oxy)(hydrogen phosphonatooxy)phosphinate

• ChemBase编号: 155500
• 分子式: C9H11BrN2Na3O15P3
• 平均质量: 628.982633
• 单一同位素质量: 627.8248724
• SMILES: c1c(c(=O)[nH]c(=O)n1[C@H]1[C@@H]([C@@H]([C@H](O1)COP(=O)([O-])OP(=O)([O-])OP(=O)([O-])O)O)O)Br.[Na+].[Na+].[Na+]
• Canonical SMILES: O[C@@H]1[C@@H](COP(=O)(OP(=O)(OP(=O)(O)[O-])[O-])[O-])O[C@H]([C@@H]1O)n1cc(Br)c(=O)[nH]c1=O.[Na+].[Na+].[Na+]
• InChI: InChI=1S/C9H14BrN2O15P3.3Na/c10-3-1-12(9(16)11-7(3)15)8-6(14)5(13)4(25-8)2-24-29(20,21)27-30(22,23)26-28(17,18)19;;;/h1,4-6,8,13-14H,2H2,(H,20,21)(H,22,23)(H,11,15,16)(H2,17,18,19);;;/q;3*+1/p-3/t4-,5-,6-,8-;;;/m1.../s1
• InChIKey: QGNCJTNPQREPQC-FCIXCQMASA-K

名称和登记号

名称

• IUPAC标准名: trisodium ({[(2R,3S,4R,5R)-5-(5-bromo-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methyl phosphonato}oxy)(hydrogen phosphonatooxy)phosphinate
• IUPAC传统名: trisodium {[(2R,3S,4R,5R)-5-(5-bromo-2,4-dioxo-3H-pyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methyl phosphonato}oxy(hydrogen phosphonatooxy)phosphinate
• 别名: 5-BrUTP; 5-Bromouridine 5′-triphosphate sodium salt

登记号

• CAS号: 161848-60-8
• MDL号: MFCD00274403
• PubChem SID: 162249638; 24891977
• PubChem CID: 71312144

理论计算性质

• Acid pKa: 0.8952817
• 质子受体: 12
• 质子供体: 4
• LogD (pH = 5.5): -9.234939
• LogD (pH = 7.4): -10.056389
• Log P: -2.5569115
• 摩尔折射率: 89.4285 cm^3
• 极化性: 37.918156 Å^3
• 极化表面积: 267.41 Å^2
• 可自由旋转的化学键: 8
• 里宾斯基五规则: false

分子性质

安全信息

• 欧盟危险性物质标志: 刺激性(Irritant) (Xi)
• 德国WGK号: 3
• 危险公开号: 36/37/38
• 安全公开号: 22-26-36
• GHS危险品标识: GHS07
• GHS警示词: Warning
• GHS危险声明: H315-H319-H335
• GHS警示性声明: P261-P305 + P351 + P338
• 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: ≥93%
• Empirical Formula (Hill Notation): C9H14BrN2O15P3

详细说明

Sigma Aldrich - B7166

Application
5-Bromouridine 5′-triphosphate (5-BrUTP) is used to measure transcription via labeling of ribonucleic acids (RNA). RNA or cells labeled via 5-BrUTP incorporation may be detected immunologically with antibodies.