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Merck
CN

P0667

小白菊内酯

≥98% (HPLC), NF-κB activation inhibitor, powder

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关于此项目

经验公式（希尔记法）:
C15H20O3
化学文摘社编号:
20554-84-1
分子量:
248.32
UNSPSC Code:
12352200
PubChem Substance ID:
24278621
NACRES:
NA.77
MDL number:
MFCD00134592

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产品名称

小白菊内酯, ≥98% (HPLC)

SMILES string

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

assay

≥98% (HPLC)

form

powder

mp

115-116 °C (lit.)

storage temp.

2-8°C

Quality Level

100

Gene Information

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

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相关类别

Application

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

Biochem/physiol Actions

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。

Other Notes

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

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H317

Hazard Classifications

Skin Sens. 1

存储类别

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

历史批次信息供参考:

分析证书(COA)

Lot/Batch Number
MKCW2712
MKCS5438
MKCP2228
MKCK1537
MKCH2688

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Veera Reddy Konda et al.
Journal of inflammation (London, England), 6, 26-26 (2009-08-29)
Rho iso-alpha acids (RIAA) from hops have been shown to have anti-inflammatory properties. To understand the mechanisms, we evaluated the effect of RIAA in cell signaling pathways and inflammatory markers using various in vitro models. We also investigated their therapeutic
Akram Ghantous et al.
Drug discovery today, 18(17-18), 894-905 (2013-05-22)
Parthenolide (PTL), a sesquiterpene lactone (SL) originally purified from the shoots of feverfew (Tanacetum parthenium), has shown potent anticancer and anti-inflammatory activities. It is currently being tested in cancer clinical trials. Structure-activity relationship (SAR) studies of parthenolide revealed key chemical
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
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
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