Arnicolide D

CAS# 34532-68-8

Arnicolide D

2D Structure

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Quality Control of Arnicolide D

3D structure

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Arnicolide D

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Chemical Properties of Arnicolide D

Cas No. 34532-68-8 SDF Download SDF
PubChem ID 182199 Appearance Powder
Formula C19H24O5 M.Wt 332.39
Type of Compound Sesquiterpenoids Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name [(1S,3aR,5R,5aR,8aR,9S,9aR)-1,5,8a-trimethyl-2,8-dioxo-3a,4,5,5a,9,9a-hexahydro-1H-azuleno[6,5-b]furan-9-yl] 2-methylprop-2-enoate
SMILES CC1CC2C(C(C(=O)O2)C)C(C3(C1C=CC3=O)C)OC(=O)C(=C)C
Standard InChIKey NZESEVTYUVXOTC-APDQSUQKSA-N
Standard InChI InChI=1S/C19H24O5/c1-9(2)17(21)24-16-15-11(4)18(22)23-13(15)8-10(3)12-6-7-14(20)19(12,16)5/h6-7,10-13,15-16H,1,8H2,2-5H3/t10-,11+,12+,13-,15-,16+,19+/m1/s1
General tips For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months.
We recommend that you prepare and use the solution on the same day. However, if the test schedule requires, the stock solutions can be prepared in advance, and the stock solution must be sealed and stored below -20℃. In general, the stock solution can be kept for several months.
Before use, we recommend that you leave the vial at room temperature for at least an hour before opening it.
About Packaging 1. The packaging of the product may be reversed during transportation, cause the high purity compounds to adhere to the neck or cap of the vial.Take the vail out of its packaging and shake gently until the compounds fall to the bottom of the vial.
2. For liquid products, please centrifuge at 500xg to gather the liquid to the bottom of the vial.
3. Try to avoid loss or contamination during the experiment.
Shipping Condition Packaging according to customer requirements(5mg, 10mg, 20mg and more). Ship via FedEx, DHL, UPS, EMS or other couriers with RT, or blue ice upon request.

Source of Arnicolide D

The herbs of Centipeda minima

Biological Activity of Arnicolide D

Description1. Arnicolide D exerts strong cytotoxic activity on the human colon carcinoma HT-29 cell line.

Arnicolide D Dilution Calculator

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Arnicolide D Molarity Calculator

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Preparing Stock Solutions of Arnicolide D

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 3.0085 mL 15.0426 mL 30.0851 mL 60.1703 mL 75.2129 mL
5 mM 0.6017 mL 3.0085 mL 6.017 mL 12.0341 mL 15.0426 mL
10 mM 0.3009 mL 1.5043 mL 3.0085 mL 6.017 mL 7.5213 mL
50 mM 0.0602 mL 0.3009 mL 0.6017 mL 1.2034 mL 1.5043 mL
100 mM 0.0301 mL 0.1504 mL 0.3009 mL 0.6017 mL 0.7521 mL
* Note: If you are in the process of experiment, it's necessary to make the dilution ratios of the samples. The dilution data above is only for reference. Normally, it's can get a better solubility within lower of Concentrations.

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References on Arnicolide D

Cytotoxic activity of two natural sesquiterpene lactones, isobutyroylplenolin and arnicolide D, on human colon cancer cell line HT-29.[Pubmed:24588282]

Nat Prod Res. 2014;28(12):914-6.

In this study, we found that two sesquiterpene lactones, isobutyroylplenolin and Arnicolide D, from Centipeda minima L. (Compositae) exerted stronger cytotoxic activity than cisplatin on the human colon carcinoma HT-29 cell line. Furthermore, the cytotoxicity of these two compounds on normal cells was weaker than that of cisplatin. Treatment with isobutyroylplenolin and Arnicolide D increased the levels of intracellular reactive oxygen species and decreased the levels of nuclear factor-kappaB protein, resulting in cell cycle arrest in G1 phase and apoptosis. We also discuss the difference in structure and activity between these two compounds.

[Chemical constituents from Centipeda minima].[Pubmed:19777837]

Zhongguo Zhong Yao Za Zhi. 2009 Jun;34(12):1520-2.

OBJECTIVE: To study the chemical constituents from Centipeda minima. METHOD: The constituents were isolated by column chromatography on silica gel, Sephadex LH-20 and HPLC-ODS, and identified by spectroscopic methods. RESULT: Ten compounds, (-)-cis-chrysanthenol-O-beta-D-glucopyranoside (1), methy 3,5-dicaffeoylquinate (2), 3,5-di-O-caffeoyl quinicacid (3), tricin (4), 2-amino-4-methyl-pentanoicacid (5), 2-amino-3-phenyl-propionic acid (6), 4-amino-4-carboxychroman-2-one (7), brevilin-A (8), arnicolide C (9), Arnicolide D (10) were isolated and identified. CONCLUSION: Compounds 1-7 were isolated from the plant for the first time.

Description

Arnicolide D is a sesquiterpene lactone isolated from Centipeda minima. Arnicolide D modulates the cell cycle, activates the caspase signaling pathway and inhibits the PI3K/AKT/mTOR and STAT3 signaling pathways. Arnicolide D inhibits Nasopharyngeal carcinoma (NPC) cell viability in a concentration- and time-dependent manner.

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