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Levistilide A

Cat No.:V10779 Purity: ≥98%
Levistolide A is a natural compound extracted from the traditional Chinese medicine Ligusticum chuanxiong and may be used in cancer-related research.
Levistilide A
Levistilide A Chemical Structure CAS No.: 88182-33-6
Product category: New1
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
5mg
10mg
100mg
Other Sizes
Official Supplier of:
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Product Description
Levistolide A is a natural compound extracted from the traditional Chinese medicine Ligusticum chuanxiong and may be used in cancer-related research. Levistolide A can cause apoptosis through ROS-mediated endoplasmic reticulum stress.
Levistilide A (CAS 88182-33-6) is a naturally occurring phthalide dimer isolated from the roots of Angelica sinensis (Danggui) and Ligusticum chuanxiong, traditional Chinese medicinal herbs. It has been studied for its various pharmacological activities, including anti-inflammatory, anti-angiogenic, and neuroprotective effects. Levistilide A has a molecular formula of C24H28O4 and a molecular weight of 380.48.
Biological Activity I Assay Protocols (From Reference)
Targets
Various targets including inflammatory and angiogenic pathways. Levistilide A has been shown to exert anti-inflammatory effects by inhibiting the production of pro-inflammatory cytokines and modulating NF-κB signaling. It also exhibits anti-angiogenic activity by inhibiting vascular endothelial growth factor (VEGF)-induced endothelial cell proliferation and migration.
ln Vitro
Levistilide A demonstrates anti-inflammatory activity in vitro by inhibiting the production of pro-inflammatory cytokines such as TNF-α, IL-6, and IL-1β in LPS-stimulated macrophages. It also inhibits VEGF-induced endothelial cell proliferation, migration, and tube formation, indicating anti-angiogenic activity. The compound has been shown to have neuroprotective effects in neuronal cell cultures.
ln Vivo
In vivo, Levistilide A has been studied in animal models of inflammation, angiogenesis, and neurological disorders. The compound has demonstrated anti-inflammatory effects in models of acute and chronic inflammation. Its anti-angiogenic activity has been evaluated in models of tumor growth and ocular neovascularization. Neuroprotective effects have been observed in models of cerebral ischemia.
Enzyme Assay
In vitro assays for Levistilide A typically involve measuring its effects on inflammatory mediators in LPS-stimulated macrophages. Cells are treated with Levistilide A at varying concentrations, and cytokine production is measured by ELISA. NF-κB activation is assessed by measuring IκBα phosphorylation and NF-κB DNA binding. Anti-angiogenic activity is assessed using endothelial cell proliferation, migration, and tube formation assays.
Cell Assay
Cellular assays for Levistilide A involve culturing macrophages, endothelial cells, or neuronal cells. Macrophages are stimulated with LPS and treated with Levistilide A. Cytokine production is measured by ELISA. Endothelial cells are treated with VEGF and Levistilide A, and proliferation, migration, and tube formation are assessed. Neuronal cells are treated with Levistilide A and assessed for viability and protection against oxidative stress.
Animal Protocol
In vivo animal studies for Levistilide A have been conducted in mouse models of inflammation, tumor growth, and cerebral ischemia. The compound is typically administered orally or intraperitoneally. Inflammatory markers, tumor growth, and neurological outcomes are assessed. Dosing regimens vary depending on the study objectives.
ADME/Pharmacokinetics
Levistilide A has a molecular weight of 380.48 and a molecular formula of C24H28O4. It is a naturally occurring phthalide dimer isolated from Angelica sinensis and Ligusticum chuanxiong. The compound is soluble in DMSO and other organic solvents. Detailed pharmacokinetic parameters are not extensively documented in publicly available sources.
Toxicity/Toxicokinetics
Levistilide A is generally considered safe at research-relevant doses. Comprehensive toxicological data are limited. The compound is a natural product and is not known to be highly toxic. It is intended for research use only and is not approved for human therapeutic applications. Standard laboratory safety precautions should be taken when handling the compound.
References

[1]. Levistolide A Induces Apoptosis via ROS-Mediated ER Stress Pathway in Colon Cancer Cells. Cell Physiol Biochem 2017;42:929-938.

Additional Infomation
(Z)-6,6',7,3'a-dihydropyridine lactone is a butenolactone. It is a metabolite. L-lactone A has been reported in Ligusticum chuanxiong, Angelica sinensis, and other organisms with relevant data. See also: Angelica sinensis root oil (partial).
Levistilide A is a naturally occurring phthalide dimer from Angelica sinensis and Ligusticum chuanxiong with anti-inflammatory, anti-angiogenic, and neuroprotective activities. It inhibits pro-inflammatory cytokine production and VEGF-induced endothelial cell activation. The compound is not approved for clinical use and is available for research purposes only.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C24H28O4
Molecular Weight
380.4767
Exact Mass
380.198
CAS #
88182-33-6
PubChem CID
70698035
Appearance
White to off-white solid powder
Density
1.2±0.1 g/cm3
Boiling Point
623.8±55.0 °C at 760 mmHg
Flash Point
325.7±29.9 °C
Vapour Pressure
0.0±1.8 mmHg at 25°C
Index of Refraction
1.596
LogP
5.11
Hydrogen Bond Donor Count
0
Hydrogen Bond Acceptor Count
4
Rotatable Bond Count
4
Heavy Atom Count
28
Complexity
871
Defined Atom Stereocenter Count
4
SMILES
CCC/C=C\1/C2=C([C@H]3[C@@H](CC2)[C@@H]4CC[C@@]3\5C(=C4)C(=O)O/C5=C\CCC)C(=O)O1
InChi Key
UBBRXVRQZJSDAK-ZJHGLIIDSA-N
InChi Code
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
Chemical Name
(1S,2S,6Z,10S,11S,16Z)-6,16-di(butylidene)-5,15-dioxapentacyclo[9.5.2.01,13.02,10.03,7]octadeca-3(7),12-diene-4,14-dione
HS Tariff Code
2934.99.9001
Storage

Powder      -20°C    3 years

                     4°C     2 years

In solvent   -80°C    6 months

                  -20°C    1 month

Shipping Condition
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
Solubility Data
Solubility (In Vitro)
DMSO : ~100 mg/mL (~262.83 mM)
Solubility (In Vivo)
Solubility in Formulation 1: 2.5 mg/mL (6.57 mM) in 10% DMSO + 90% (20% SBE-β-CD in Saline) (add these co-solvents sequentially from left to right, and one by one), suspension solution; with sonication.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 900 μL of 20% SBE-β-CD physiological saline solution and mix evenly.
Preparation of 20% SBE-β-CD in Saline (4°C,1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution.

Solubility in Formulation 2: ≥ 2.5 mg/mL (6.57 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 900 μL of corn oil and mix evenly.

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Solubility in Formulation 3: 3.33 mg/mL (8.75 mM) in 0.5% CMC/saline water (add these co-solvents sequentially from left to right, and one by one), suspension solution; with ultrasonication.
Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution.


 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 2.6283 mL 13.1413 mL 26.2826 mL
5 mM 0.5257 mL 2.6283 mL 5.2565 mL
10 mM 0.2628 mL 1.3141 mL 2.6283 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.

Calculator

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An example of molarity calculation using the molarity calculator is shown below:
What is the mass of compound required to make a 10 mM stock solution in 5 ml of DMSO given that the molecular weight of the compound is 350.26 g/mol?
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  • The answer of 17.513 mg appears in the Mass box. In a similar way, you may calculate the volume and concentration.

Dilution Calculator allows you to calculate how to dilute a stock solution of known concentrations. For example, you may Enter C1, C2 & V2 to calculate V1, as detailed below:

What volume of a given 10 mM stock solution is required to make 25 ml of a 25 μM solution?
Using the equation C1V1 = C2V2, where C1=10 mM, C2=25 μM, V2=25 ml and V1 is the unknown:
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  • The answer of 62.5 μL (0.1 ml) appears in the Volume (Start) box
g/mol

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Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
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Definitions of molecular mass, molecular weight, molar mass and molar weight:
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In vivo Formulation Calculator (Clear solution)
Step 1: Enter information below (Recommended: An additional animal to make allowance for loss during the experiment)
Step 2: Enter in vivo formulation (This is only a calculator, not the exact formulation for a specific product. Please contact us first if there is no in vivo formulation in the solubility section.)
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Calculation results

Working concentration mg/mL;

Method for preparing DMSO stock solution mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.

Method for preparing in vivo formulation:Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O,mix and clarify.

(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
             (2) Be sure to add the solvent(s) in order.

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