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- 详细信息
- 文献和实验
- 技术资料
- 保存条件：
Powder:2-8℃，2 years;Insolvent(母液):-20℃，6 months;-80℃，1 year
- 保质期：
Powder:2-8℃，2 years;Insolvent(母液):-20℃，6 months;-80℃，1 year
- 英文名：
Acetylshikonin
- 库存：
现询
- 供应商：
北京索莱宝科技有限公司
- CAS号：
24502-78-1
- 规格：
10mg/5mg
| 规格： | 10mg | 产品价格： | ￥1190.0 |
|---|---|---|---|
| 规格： | 5mg | 产品价格： | ￥740.0 |
是一种非选择性的细胞色素 P450 抑制剂和 AChE 抑制剂，具有很强的抗凋亡活性。
| 基本信息 | |
| CAS | No.24502-78-1 |
| 中文名称 | 乙酰紫草素 |
| 英文名称 | Acetylshikonin |
| 别名 | O-Acetylshikonin |
| 分子式 | C18H18O6 |
| 分子量 | 330.33 |
| 溶解性 | Soluble in DMSO |
| 纯度 | HPLC≥98% |
| 外观(性状) | Solid |
| 储存条件 | Powder:2-8℃，2 years;Insolvent(母液):-20℃，6 months;-80℃，1 year |
| MDL | MFCD00143538 |
| SMILES | O=C1C([C@H](OC(C)=O)C/C=C(C)\C)=CC(C2=C1C(O)=CC=C2O)=O |
| InChIKey | WNFXUXZJJKTDOZ-OAHLLOKOSA-N |
| InChI | InChI=1S/C18H18O6/c1-9(2)4-7-15(24-10(3)19)11-8-14(22)16-12(20)5-6-13(21)17(16)18(11)23/h4-6,8,15,20-21H,7H2,1-3H3/t15-/m1/s1 |
| PubChem CID | 479501 |
| 靶点 | Cytochrome P450 |
| 通路 | Metabolic Enzyme&Protease |
| 背景说明 | 是一种非选择性的细胞色素 P450 抑制剂和 AChE 抑制剂,具有很强的抗凋亡活性。 |
| 生物活性 | Acetylshikonin， derived from the root of Lithospermum erythrorhizon， has anti-cancer and antiinflammation activity. Acetylshikonin is a non-selective cytochrome P450 inhibitor against all P450s (IC50 values range from 1.4-4.0 μM). Acetylshikonin is an AChE inhibitor and exhibits potent antiapoptosis activity[1-3]. |
| In Vitro | Acetylshikonin inhibited CYP2J2-mediated astemizole O-demethylation activity(Ki = 2.1μM)in a noncompetitive manner. The noncompetitive inhibitory effect of acetylshikonin on CYP2J2 enzyme was also demonstrated using this 3D structure，which showed different binding location of astemizole and acetylshikonin in CYP2J2 model. It showed cytotoxic effects against human hepatoma HepG2 cells(IC50 = 2μM). In addition，acetylshikonin treatment inhibited growth of human hepatocellular carcinoma HepG2 cells leading to apoptosis accompanied with p53，bax，and caspase3 activation as well as bcl2 down-regulation.[1] Acetylshikonin showed a strong inhibitory effect against all P450s tested with IC50 values of 1.4-4.0 μ m.. Acetylshikonin may be a novel general P450 inhibitor，which could replace SKF-525A.[2] Acetylshikonin，a Novel AChE Inhibitor，Inhibits Apoptosis via Upregulation of Heme Oxygenase-1 Expression in SH-SY5Y Cells[3]. |
| 细胞实验 | Astemizole，a representative CYP2J2 probe substrate，was incubated in HLMs in the presence or absence of acetylshikonin. After incubation，the samples were analyzed by liquid chromatography and triple quadrupole mass spectrometry. The anti-cancer activity of acetylshikonin was evaluated on human hepatocellular carcinoma HepG2 cells. WST-1，cell counting，and colony formation assays were further adopted for the estimation of the growth rate of HepG2 cells treated with acetylshikonin.[1] |
| 数据来源文献 | [1]. Park SH， et al. Identification of acetylshikonin as the novel CYP2J2 inhibitor with anti-cancer activity in HepG2 cells. Phytomedicine. 2017 Jan 15;24:134-140. [2]. Shon JC， et al. Acetylshikonin is a novel non-selective cytochrome P450 inhibitor. Biopharm Drug Dispos. 2017 Dec;38(9):553-556. [3]. Wang Y， et al. Acetylshikonin， a Novel AChE Inhibitor， Inhibits Apoptosis via Upregulation of Heme Oxygenase-1 Expression in SH-SY5Y Cells. Evid Based Complement Alternat Med. 2013;2013:937370. |
| 单位 | 瓶 |
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文献和实验吲哚乙酰天门冬酸盐 indoleaceylaspartate 吲哚 -3-乙酸与天门冬酸的结合物。缩写为 IA- Ap。可能是由细胞内的过量的吲哚乙酸被解毒而形成的。
由 DNA 包裹的红色球体表示（以灰色显示）。还描述了位于组蛋白 H2A（和 H2A.X）、H2B、H3 和 H4 上的 PTM 的位置。这些 PTM 通过改变染色质结构和招募组蛋白修饰因子影响基因表达。PTM 事件介导了转录激活和失活、染色体包装、DNA 损伤和修复过程等多种生物学功能。6、N-acetylation：几乎所有的真核细胞蛋白质都通过不可逆和可逆的机制发生 N-乙酰化，或乙酰基转移到氮上。N 端乙酰化需要 N 端蛋氨酸被蛋氨酸氨基肽酶 (MAP) 裂解，然后用 N-乙酰基转移酶 (NAT
的作用是调控基因表达。例如组蛋白甲基化多导致基因沉默，去甲基化则相反；乙酰化一般是转录激活，去乙酰化则相反。当然，也可在此基础上产生复杂的生物学效应。例如组蛋白去乙酰化酶 HDAC 可影响免疫系统；H3K4me3、H3K9me2 能够调控记忆的形成, 而且 H3K 甲基化与 X 染色体失活、基因组印记和异染色质形成有关；H3 乙酰化通过多种机制调控以来 ATP 的染色质重塑 ，并参与炎症反应；H2A、H2B 泛素化则与 DNA 损害反应有关；而 H3S28 磷酸化与 H3K27 乙酰化可激活转录
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