N,N'-dihydroxyoctanediamide

• ChemBase编号: 146062
• 分子式: C8H16N2O4
• 平均质量: 204.22364
• 单一同位素质量: 204.111007
• SMILES: C(CCCC(=O)NO)CCC(=O)NO
• Canonical SMILES: ONC(=O)CCCCCCC(=O)NO
• InChI: InChI=1S/C8H16N2O4/c11-7(9-13)5-3-1-2-4-6-8(12)10-14/h13-14H,1-6H2,(H,9,11)(H,10,12)
• InChIKey: IDQPVOFTURLJPT-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: N,N'-dihydroxyoctanediamide
• IUPAC传统名: N,N'-dihydroxyoctanediamide
• 别名: 软木肟酸; N,N′-Dihydroxyoctanediamide; SBHA; Suberoyl bis-hydroxamic acid; Suberohydroxamic acid; N1,N8-Dihydroxyoctanediamide; N,N'-Dihydroxyoctanediamide; Suberodihydroxamic Acid; Suberic Bishydroxamate; Suberoyl Bis-hydroxamic Acid

登记号

• CAS号: 38937-66-5
• MDL号: MFCD00192455
• PubChem SID: 24864150; 162240261
• PubChem CID: 5173

理论计算性质

• Acid pKa: 8.606508
• 质子受体: 4
• 质子供体: 4
• LogD (pH = 5.5): -0.24079518
• LogD (pH = 7.4): -0.26691425
• Log P: -0.24045698
• 摩尔折射率: 49.1146 cm^3
• 极化性: 19.263136 Å^3
• 极化表面积: 98.66 Å^2
• 可自由旋转的化学键: 7
• 里宾斯基五规则: true

分子性质

理化性质

• 熔点: 153-155 °C(lit.)

安全信息

• 德国WGK号: 3

产品相关信息

• 纯度: 95%
• 线性分子式: [-(CH2)3CONHOH]2

详细说明

Sigma Aldrich - 390585

包装
1 g in glass bottle
Biochem/physiol Actions
Suberoyl bis-hydroxamic acid (SBHA) is a Histone deacetylase (HDAC) inhibitor. SBHA inhibits the activity of HDAC1 and HDAC3 with IC50 values of 250 and 300 nM, respectively. SBHA inhibits proliferation, and induces apoptosis in several cancer cell lines. SBHA has been shown to activate Notch signaling in medullary thyroid carcinoma (MTC) cells.

Toronto Research Chemicals - S688750

Histone deacetylase inhibitor. A cell-permeable inhibitor of HDAC1 and HDAC3. Shown to suppresses the growth of proliferating keratinocytes and squamous cell carcinoma cells.

参考文献

• Marks, P.A., et al.: Proc.Natl. acad. Sci., 91, 10251 (1994)
• Brinkmann, H., et al.: J. Biol. Chem., 276, 22491 (1994)
• Haupt, S., et al.: J. Cell Sci., 116, 4077 (1994)
• Zhang, X., et al.: Biochem. Pharmacol., 66, 1537 (1994)
• Crighton, D., et al.: Bioch