Levistilide A

CAS# 88182-33-6

Levistilide A

Catalog No. BCN1197----Order now to get a substantial discount!

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Levistilide A: 5mg $40 In Stock
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Quality Control of Levistilide A

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Chemical structure

Levistilide A

3D structure

Chemical Properties of Levistilide A

Cas No. 88182-33-6 SDF Download SDF
PubChem ID 70698035 Appearance Cryst.
Formula C24H28O4 M.Wt 380.48
Type of Compound Miscellaneous Storage Desiccate at -20°C
Synonyms 142797-35-1;Senkyunolide O
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
SMILES CCCC=C1C2=C(C3C(CC2)C4CCC35C(=C4)C(=O)OC5=CCCC)C(=O)O1
Standard InChIKey UBBRXVRQZJSDAK-ZJHGLIIDSA-N
Standard InChI InChI=1S/C24H28O4/c1-3-5-7-18-16-10-9-15-14-11-12-24(21(15)20(16)23(26)27-18)17(13-14)22(25)28-19(24)8-6-4-2/h7-8,13-15,21H,3-6,9-12H2,1-2H3/b18-7-,19-8-/t14-,15+,21-,24+/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 Levistilide A

The roots of Angelica sinensis

Biological Activity of Levistilide A

DescriptionTraditional formula compatibility of Danggui-Shaoyao-San could significantly enhance levistilide A bioavailability compared with levistilide A alone and Rhizoma Chuanxiong. Senkyunolide O is a COX-2 selective inhibitor with the IC(50) value of 5 microM.
TargetsCOX

Protocol of Levistilide A

Structure Identification
J Chromatogr Sci. 2015 Feb 5. pii: bmu224.

Study on Pharmacokinetics of Three Preparations from Levistolide A by LC-MS-MS.[Pubmed: 25657289]

A rapid sensitive analytical method was established and validated to investigate levistolide A in rat plasma by liquid chromatography-tandem mass spectrometry operated in the positive ion mode.
METHODS AND RESULTS:
Levistilide A (LA) and internal standard (IS) andrographolide (AD), mixed with the plasma sample, were separated on a reversed phase Spursil™ C18 5 μm column. The precursor/product transitions (m/z) were 398.5/381.3 for Levistilide A and (m/z) 368.0/351.1 for AD. The calibration curve was linear over the range from 5 to 1,250 ng/mL for oral administration and 10-4,000 for intravenous administration with a correlation coefficient (r) ≥0.9993. The lower limit of quantification was 5 ng/mL for Levistilide A in plasma. The inter- and intra-day accuracy and precision were less than ±15% of the relative standard deviation. In this study, the developed method is successfully applied to the comparative pharmacokinetic study of Levistilide A in rats after oral administration of Levistilide A alone, Rhizoma Chuanxiong, and Danggui-Shaoyao-San along with the bioavailability study of Levistilide A in rats.
CONCLUSIONS:
Our study shows that low bioavailability (7.5%) is observed after oral administration of Levistilide A .Traditional formula compatibility of Danggui-Shaoyao-San could significantly enhance Levistilide A bioavailability compared with Levistilide A alone and Rhizoma Chuanxiong.

Levistilide A Dilution Calculator

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Levistilide A Molarity Calculator

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Preparing Stock Solutions of Levistilide A

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 2.6283 mL 13.1413 mL 26.2826 mL 52.5652 mL 65.7065 mL
5 mM 0.5257 mL 2.6283 mL 5.2565 mL 10.513 mL 13.1413 mL
10 mM 0.2628 mL 1.3141 mL 2.6283 mL 5.2565 mL 6.5706 mL
50 mM 0.0526 mL 0.2628 mL 0.5257 mL 1.0513 mL 1.3141 mL
100 mM 0.0263 mL 0.1314 mL 0.2628 mL 0.5257 mL 0.6571 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 Levistilide A

[Study on biligustilides from Angelica sinensis].[Pubmed:19166005]

Zhongguo Zhong Yao Za Zhi. 2008 Oct;33(19):2196-201.

OBJECTIVE: To study the chemical constituents of Angelica sinensis. METHOD: The constituents were separated by chromatographic methods, and their structures were identified on the basis of spectroscopic analysis. RESULT: Eight compounds were isolated and identified as levistolide A (1), senkyunolide O (2), (3Z, 3Z')-6.8', 7.3'-diligustilide (3), tokinolide B (4), isotokinolide B (5), (3'Z)-(3R, 8S, 3a'R, 6'S)-3, 3a': 8, 6'-biligustilide (6), E, E'-3. 3', 8. 8'-diligustilide (7) and E, E'-3. 3', 8. 8'-isodiligustilide (8), which are all diligustilides. CONCLUSION: Compound 7 was obtained from the plant for the first time; compounds 6 and 8 are new compounds.

Discovery of cyclooxygenase inhibitors from medicinal plants used to treat inflammation.[Pubmed:20188172]

Pharmacol Res. 2010 Jun;61(6):519-24.

Eleven authenticated botanicals used in the traditional Chinese medicine Huo-Luo-Xiao-Ling Dan were screened for ligands to cyclooxygenase (COX) using pulsed ultrafiltration liquid chromatography-mass spectrometry, and a mass spectrometry-based enzyme assay was used to determine the concentration of each of 17 ligands that inhibited COX-1 or COX-2 by 50% (IC(50)). Acetyl-11-keto-beta-boswellic acid, beta-boswellic acid, acetyl-alpha-boswellic acid, acetyl-beta-boswellic acid, and betulinic acid were COX-1 selective inhibitors with IC(50) values of approximately 10 microM. Senkyunolide O and cryptotanshinone were COX-2 selective inhibitors with IC(50) values of 5 microM and 22 microM, respectively. Roburic acid and phenethyl-trans-ferulate inhibited COX-1 and COX-2 equally. COX inhibition and the IC(50) values of most of these natural product ligands have not been reported previously.

Study on Pharmacokinetics of Three Preparations from Levistolide A by LC-MS-MS.[Pubmed:25657289]

J Chromatogr Sci. 2015 Sep;53(8):1265-73.

A rapid sensitive analytical method was established and validated to investigate levistolide A in rat plasma by liquid chromatography-tandem mass spectrometry operated in the positive ion mode. Levistilide A (LA) and internal standard (IS) andrographolide (AD), mixed with the plasma sample, were separated on a reversed phase Spursil C18 5 microm column. The precursor/product transitions (m/z) were 398.5/381.3 for LA and (m/z) 368.0/351.1 for AD. The calibration curve was linear over the range from 5 to 1,250 ng/mL for oral administration and 10-4,000 for intravenous administration with a correlation coefficient (r) >/=0.9993. The lower limit of quantification was 5 ng/mL for LA in plasma. The inter- and intra-day accuracy and precision were less than +/-15% of the relative standard deviation. In this study, the developed method is successfully applied to the comparative pharmacokinetic study of LA in rats after oral administration of LA alone, Rhizoma Chuanxiong, and Danggui-Shaoyao-San along with the bioavailability study of LA in rats. Our study shows that low bioavailability (7.5%) is observed after oral administration of LA. Traditional formula compatibility of Danggui-Shaoyao-San could significantly enhance LA bioavailability compared with LA alone and Rhizoma Chuanxiong.

Description

Levistolide A (LA), a natural compound isolated from the traditional Chinese herb Ligusticum chuanxiong Hort, is used for treating cancer. Levistolide A can induce apoptosis via ROS-mediated ER stress pathway.

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