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Merck
CN
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文件

P0667

Sigma-Aldrich

小白菊内酯

≥98% (HPLC)

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About This Item

经验公式（希尔记法）:
C15H20O3
CAS号:
20554-84-1
分子量:
248.32
MDL编号:
MFCD00134592
UNSPSC代码:
12352200
PubChem化学物质编号:
24278621
NACRES:
NA.77

质量水平

100

检测方案

≥98% (HPLC)

形式

powder

mp

115-116 °C (lit.)

储存温度

2-8°C

SMILES字符串

C/C(CC[C@]12[H])=C/CC[C@]3(C)[C@H](O3)[C@]1(OC(C2=C)=O)[H]

InChI

1S/C15H20O3/c1-9-5-4-8-15(3)13(18-15)12-11(7-6-9)10(2)14(16)17-12/h5,11-13H,2,4,6-8H2,1,3H3/b9-5-/t11-,12-,13+,15+/m0/s1

InChI key

KTEXNACQROZXEV-ZRPLFPEYSA-N

基因信息

human ... ELA2(1991) , IKBKG(8517) , NFKB1(4790) , NKAP(79576) , NKRF(55922)

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应用

小白菊內酯已用于：
  • 与vasohibin 1（血管生成抑制蛋白）结合形成晶体，以便研究微管蛋白脱酪氨酸化抑制机制
  • 作为核因子活化B细胞(NF-κB)κ-轻链增强子的抑制剂，以及信号转导和转录活化因子(STAT)的抑制剂，研究其对CD36结合恶性疟原虫感染红细胞(IECD36)的细胞粘附的影响
  • 作为亲脂试剂，研究其对外周血来源的CD8+T细胞生产白介素13和干扰素γ的影响

生化/生理作用

小白菊內酯(Parthenolide)是一种倍半萜内酯，丰富存在于小白菊叶和花中。小白菊內酯具有抗癌特性，可用于治疗侵袭性癌症。小白菊內酯也可用来治疗炎症和偏头痛。它可在信号转导和转录活化因子(STAT)抑制介导的促凋亡基因转录抑制中起作用。
抑制 NF-κB 活化的抗炎剂。

其他说明

野甘菊 ( Tanacetum parthenium ) 和其他植物中发现的倍半萜内酯。

象形图

Exclamation mark
GHS07

警示用语：

Warning

危险声明

H317

预防措施声明

P280 - P302 + P352

危险分类

Skin Sens. 1

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

个人防护装备

Eyeshields, Gloves, type N95 (US)

分析证书(COA)

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Eri Takai et al.
Fertility and sterility, 100(4), 1170-1178 (2013-07-24)
To evaluate the effects of parthenolide on human endometriotic cells and murine endometriotic lesions. Experimental study. University hospital and laboratory of animal science. Twenty women with ovarian endometrioma and 30 mice. Ectopic endometrial tissue from the endometrioma was collected. Human
Shanshan Pei et al.
The Journal of biological chemistry, 288(47), 33542-33558 (2013-10-04)
The development of strategies to eradicate primary human acute myelogenous leukemia (AML) cells is a major challenge to the leukemia research field. In particular, primitive leukemia cells, often termed leukemia stem cells, are typically refractory to many forms of therapy.
P A Spagnuolo et al.
Leukemia, 27(6), 1236-1244 (2013-01-16)
Parthenolide is selectively toxic to leukemia cells; however, it also activates cell protective responses that may limit its clinical application. Therefore, we sought to identify agents that synergistically enhance parthenolide's cytotoxicity. Using a high-throughput combination drug screen, we identified the
Maria Regina Orofino Kreuger et al.
Anti-cancer drugs, 23(9), 883-896 (2012-07-17)
Sesquiterpene lactones (SLs) constitute a large and diverse group of biologically active plant compounds that possess anti-inflammatory and antitumor activity. The subclass germacranolides is one of the major groups of SLs. It includes parthenolide, a highly cytotoxic SL that is
Wieslaw Kozak et al.
American journal of physiology. Regulatory, integrative and comparative physiology, 290(4), R871-R880 (2005-11-19)
Bacterial DNA containing unmethylated cytosine-phosphate-guanosine motif (CpG-DNA) has been identified as a pathogen-associated molecular pattern, which is recognized by Toll-like receptors and activates immune cells to produce cytokines. The aim of the study was to characterize the ability of CpG-DNA
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