1-(3,6-dibromo-9H-carbazol-9-yl)-3-(dimethylamino)propan-2-ol

• ChemBase编号: 73965
• 分子式: C17H18Br2N2O
• 平均质量: 426.14562
• 单一同位素质量: 423.97858721
• SMILES: n1(c2c(cc(cc2)Br)c2c1ccc(c2)Br)CC(CN(C)C)O
• Canonical SMILES: CN(CC(Cn1c2ccc(cc2c2c1ccc(c2)Br)Br)O)C
• InChI: InChI=1S/C17H18Br2N2O/c1-20(2)9-13(22)10-21-16-5-3-11(18)7-14(16)15-8-12(19)4-6-17(15)21/h3-8,13,22H,9-10H2,1-2H3
• InChIKey: XUBJEDZHBUPBKL-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 1-(3,6-dibromo-9H-carbazol-9-yl)-3-(dimethylamino)propan-2-ol
• IUPAC传统名: (S)-wiskostatin; @(S)-wiskostatin
• 别名: 1-(3,6-dibromocarbazol-9-yl)-3-(dimethylamino)propan-2-ol; Wiskostatin; 1-(3,6-Dibromo-9H-carbazol-9-yl)-3-(dimethylamino)propan-2-ol

登记号

• CAS号: 253449-04-6
• MDL号: MFCD00218393
• PubChem SID: 162038884
• PubChem CID: 2775510

理论计算性质

• Acid pKa: 14.425322
• 质子受体: 2
• 质子供体: 1
• LogD (pH = 5.5): 0.996491
• LogD (pH = 7.4): 2.5453162
• Log P: 4.2403765
• 摩尔折射率: 97.5961 cm^3
• 极化性: 39.690147 Å^3
• 极化表面积: 28.4 Å^2
• 可自由旋转的化学键: 4
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: DMSO: >26 mg/mL
• 外观: white powder
• 熔点: 153-155°C

安全信息

• 保存注意事项: Toxic/Keep Cold
• 欧盟危险性物质标志: 有毒(Toxic) (T)
• 德国WGK号: 3
• 危险公开号: 25
• 安全公开号: 45
• GHS危险品标识: GHS06
• GHS警示词: Danger
• GHS危险声明: H301-H413
• GHS警示性声明: P301 + P310
• 保存温度: 2-8°C

产品相关信息

• 纯度: ≥98% (HPLC); 97%
• Empirical Formula (Hill Notation): C17H18Br2N2O

详细说明

Sigma Aldrich - W2270

Biochem/physiol Actions
Wiskostatin is a selective inhibitor of N-WASP, a ubiquitously expressed member of the Wiskott-Aldrich Syndrome protein (WASp) family that regulates actin polymerization. Wiskostatin inhibits actin-dependent cellular functions, including migration, transmembrane transport and phagocytosis.