N-hydroxynaphthalene-1-carboxamide

• ChemBase编号: 153293
• 分子式: C11H9NO2
• 平均质量: 187.19466
• 单一同位素质量: 187.06332853
• SMILES: c1ccc2c(c1)cccc2C(=O)NO
• Canonical SMILES: ONC(=O)c1cccc2c1cccc2
• InChI: InChI=1S/C11H9NO2/c13-11(12-14)10-7-3-5-8-4-1-2-6-9(8)10/h1-7,14H,(H,12,13)
• InChIKey: JRZGPWOEHDOVMC-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: N-hydroxynaphthalene-1-carboxamide
• IUPAC传统名: N-hydroxynaphthalene-1-carboxamide
• 别名: N-Hydroxynaphthalene-1-carboxamide; NSC 57457; a-Naphthohydroxamic acid; 1-Naphthohydroxamic Acid

登记号

• CAS号: 6953-61-3
• MDL号: MFCD00059546
• PubChem SID: 162247432
• PubChem CID: 23382

理论计算性质

• Acid pKa: 9.535726
• 质子受体: 2
• 质子供体: 2
• LogD (pH = 5.5): 1.8101413
• LogD (pH = 7.4): 1.8070289
• Log P: 1.8101811
• 摩尔折射率: 53.3512 cm^3
• 极化性: 21.291967 Å^3
• 极化表面积: 49.33 Å^2
• 可自由旋转的化学键: 1
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: DMSO: ≥5 mg/mL
• 外观: white to tan powder

安全信息

• 保存温度: 2-8°C

产品相关信息

• 纯度: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C11H9NO2

详细说明

Sigma Aldrich - SML0078

Biochem/physiol Actions
1-Naphthohydroxamic Acid is a cell-permeable, potent, and selective histone deacetylase 8 (HDAC8) inhibitor. 1-Naphthohydroxamic acid selectively inhibits HDAC8 (IC50 = 14 μM) over class I HDAC1 and class II HDAC6 (IC50 >100 μM). Treatment of cells with 1-Naphthohydroxamic acid does not increase neither global histone H4 nor tubulin acetylation . Also in contrast to the pan-HDAC inhibitors the compound is not reducing total intracellular HDAC activity.