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Merck
CN

SML0415

Alantolactone

≥98% (HPLC), activin/SMAD3 signaling inducer, powder

别名:

(+)-Alantolactone., 3aR,5S,8aR,9aR)-3a,5,6,7,8,8a,9,9a-Octahydro-5,8a-dimethyl-3-methylene-naphtho[2,3-b]furan-2(3H)-one, Alant camphor, Elecampane camphor, Eupatal, Inula camphor, NSC 333843, NSC 93131

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经验公式(希尔记法):
C15H20O2
化学文摘社编号:
分子量:
232.32
EC 号:
MDL编号:
UNSPSC代码:
51111800
PubChem化学物质编号:
NACRES:
NA.77
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产品名称

Alantolactone, ≥98% (HPLC)

质量水平

方案

≥98% (HPLC)

表单

powder

储存条件

desiccated
protect from light

颜色

white to beige

溶解性

DMSO: 15 mg/mL (clear solution)

储存温度

−20°C

SMILES字符串

C[C@H]1CCC[C@]2(C)C[C@H]3OC(=O)C(=C)[C@H]3C=C12

InChI

1S/C15H20O2/c1-9-5-4-6-15(3)8-13-11(7-12(9)15)10(2)14(16)17-13/h7,9,11,13H,2,4-6,8H2,1,3H3/t9-,11+,13+,15+/m0/s1

InChI key

PXOYOCNNSUAQNS-AGNJHWRGSA-N

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一般描述

Alantolactone is a compound produced by Inula helenium. Alantolactone has antibacterial, antifungal, anti-inflammatory and anticancer properties. It suppresses signal transducer and activator of transcription 3 (STAT3) activation in liver and breast cancer cells. Alantolactone induces apoptosis in A549 lung cancer cells.

应用

Alantolactone has been used:
  • in cell viability assay
  • to examine the percentage of multicentrosomal mitosis in low and high passage human embryonic stem cells (hESC)
  • in assessment of degranulation

生化/生理作用

Alantolactone is a sesquiterpene lactone disrupts the Cripto-1/ActRII complexes, resulting in an induction of activin/SMAD3 signaling. Alantolactone inhibits proliferation in cancer cells with no affect on normal cells.
Alantolactone is an inducer of activin/SMAD3 signaling.

象形图

Exclamation mark

警示用语:

Warning

危险声明

危险分类

Skin Sens. 1

储存分类代码

11 - Combustible Solids

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable


历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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Charles L Cantrell et al.
Chemistry & biodiversity, 7(7), 1681-1697 (2010-07-27)
An Aedes aegypti larval toxicity bioassay was performed on compounds representing many classes of natural compounds including polyacetylenes, phytosterols, flavonoids, sesquiterpenoids, and triterpenoids. Among these compounds, two eudesmanolides, alantolactone, and isoalantolactone showed larvicidal activities against Ae. aegypti and, therefore, were
Hadas E Sloin et al.
PloS one, 13(6), e0199777-e0199777 (2018-06-26)
TGF-β signaling is a cellular pathway that functions in most cells and has been shown to play a role in multiple processes, such as the immune response, cell differentiation and proliferation. Recent evidence suggests a possible interaction between TGF-β signaling
Jia-Chuan Lei et al.
Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association, 50(9), 3313-3319 (2012-06-23)
Alantolactone, a sesquiterpene lactone, possesses anti-inflammatory property. In this study, we provide evidence that it could be developed as a novel agent against human liver cancer. We observed that alantolactone treatment to HepG2, Bel-7402 and SMMC-7721 cells, human liver cancer
Muhammad Khan et al.
IUBMB life, 64(9), 783-794 (2012-07-28)
Glioblastoma multiforme (GBM) is the most malignant and aggressive primary brain tumor in adults. Despite concerted efforts to improve current therapies, the prognosis of glioblastoma remains very poor. Alantolactone, a sesquiterpene lactone compound, has been reported to exhibit antifungal, antibacteria
Jaemoo Chun et al.
International immunopharmacology, 14(4), 375-383 (2012-09-04)
Several sesquiterpene lactones are the active components of several medicinal plants and have been demonstrated to perform various pharmacological functions. In this study, we investigated the anti-inflammatory effects of alantolactone, a sesquiterpene lactone isolated from the root of Aucklandia lappa

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