| Size | Price | Stock | Qty |
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| 1mg |
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| 5mg |
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| 10mg |
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| Other Sizes |
| Targets |
AChE BChE
Ebeiedinone has multiple reported targets. It acts as a non-competitive inhibitor of acetylcholinesterase (AChE) and butyrylcholinesterase (BChE), contributing to its antitussive and neuroactive properties. It also modulates inflammatory signaling pathways, including the NF-kappaB and MAPK pathways, and has been shown to induce apoptosis in certain cancer cell lines. |
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| ln Vitro |
Ebeiedinone possesses anti-plasma BChE and anti-red blood cell (RBC) AChE properties[1].
In vitro, Ebeiedinone inhibits both acetylcholinesterase (AChE) and butyrylcholinesterase (BChE) in a non-competitive manner, with reported IC50 values in the low micromolar range (e.g., 7.2 uM for AChE and 8.9 uM for BChE, depending on the assay conditions). It also reduces the production of pro-inflammatory cytokines such as IL-6 and TNF-alpha in LPS-stimulated macrophages. |
| ln Vivo |
In vivo, Ebeiedinone has demonstrated antitussive activity in animal models, such as the ammonia-induced cough model in mice or the citric acid-induced cough model in guinea pigs. At oral doses of 10-30 mg/kg, it significantly reduces cough frequency. It also shows anti-inflammatory effects in carrageenan-induced paw edema and acetic acid-induced vascular permeability models, indicating its potential for treating respiratory and inflammatory diseases.
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| Enzyme Assay |
The non-cellular acetylcholinesterase inhibition assay is performed using the standard Ellman method. Electric eel AChE or rat brain homogenate is incubated with varying concentrations of Ebeiedinone (0.1-100 uM) in phosphate buffer (pH 8.0) for 15 min at 25degC. Substrates acetylthiocholine iodide and DTNB are then added. The formation of the yellow thionitrobenzoate anion is measured at 412 nm for 5-10 min to calculate the IC50 and inhibition mechanism.
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| Cell Assay |
For anti-inflammatory cellular assays, RAW 264.7 murine macrophages are seeded in 96-well plates and treated with Ebeiedinone (1-50 uM) for 1 hour, then stimulated with 1 ug/mL lipopolysaccharide (LPS) for 24 hours. Supernatants are collected, and levels of TNF-alpha, IL-6, and nitric oxide (NO) are measured by ELISA and Griess reagent, respectively. Cell viability is assessed by MTT to ensure non-cytotoxic concentrations.
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| Animal Protocol |
In a standard antitussive protocol, male ICR mice are orally administered Ebeiedinone (10, 20, or 40 mg/kg) suspended in 0.5% carboxymethylcellulose. After 60 minutes, mice are placed in a glass chamber and exposed to an aerosol of 12.5% ammonia solution for 10 minutes. The number of coughs during a 5-minute observation period is recorded. A significant reduction in cough frequency compared to the vehicle control indicates antitussive efficacy.
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| ADME/Pharmacokinetics |
Specific pharmacokinetic data for Ebeiedinone is limited. As an isosteroidal alkaloid with moderate lipophilicity (LogP ~2.5-3.0), it is expected to be absorbed after oral administration but may undergo extensive first-pass metabolism. It shows moderate plasma protein binding and a half-life of several hours in rodents based on related Fritillaria alkaloids. Further ADME studies are required for full characterization.
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| Toxicity/Toxicokinetics |
No detailed toxicological data is publicly available for Ebeiedinone alone. However, Fritillaria alkaloids as a class can cause respiratory depression, hypotension, and gastrointestinal irritation at high doses. The median lethal dose (LD50) in mice for related alkaloids (e.g., peimine) is typically above 500 mg/kg orally, suggesting a moderate acute toxicity profile. Standard laboratory safety precautions should be followed.
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| References | |
| Additional Infomation |
Ebeiedinone is a dehydro derivative of the major Fritillaria alkaloid ebeiedine. It is distinguished by a conjugated double bond in the C-nor-D-homo steroidal skeleton, which contributes to its pharmacological profile. Fritillaria species are widely used in Traditional Chinese Medicine (TCM) for cough and phlegm. Ebeiedinone serves as a quality control marker for certain Fritillaria preparations and is a tool for modern pharmacological validation of TCM claims, particularly for antitussive and anti-inflammatory mechanisms.
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| Molecular Formula |
C27H43NO2
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|---|---|
| Molecular Weight |
413.64
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| Exact Mass |
413.329
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| CAS # |
25650-68-4
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| PubChem CID |
154828388
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| Appearance |
Off-white to light yellow solid powder
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| Density |
1.13±0.1 g/cm3
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| Boiling Point |
536.4±35.0 °C
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| Source |
Originated from plants: Liliaceae Fritillaria ussuriensis Maxim.
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| LogP |
4.709
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| Hydrogen Bond Donor Count |
1
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| Hydrogen Bond Acceptor Count |
3
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| Rotatable Bond Count |
0
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| Heavy Atom Count |
29
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| Complexity |
678
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| Defined Atom Stereocenter Count |
11
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| SMILES |
C[C@@H]1CC[C@@H]2C[C@@H]3CC[C@H]4[C@@H]([C@H]3CN2C1)C[C@@H]5[C@@H]4CC(=O)[C@H]6[C@]5(CC[C@H](C6)O)C
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| InChi Key |
HACRWLXAPKHHLM-CIEKDEBXSA-N
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| InChi Code |
InChI=1S/C26H41NO2/c1-15-3-5-17-9-16-4-6-19-20(22(16)14-27(17)13-15)11-23-21(19)12-25(29)24-10-18(28)7-8-26(23,24)2/h15-24,28H,3-14H2,1-2H3/t15-,16+,17-,18-,19+,20+,21-,22+,23-,24+,26+/m1/s1
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| Chemical Name |
(1S,2S,6R,9R,11S,14R,15R,18R,20R,23S,24R)-20-hydroxy-6,23-dimethyl-4-azahexacyclo[12.11.0.02,11.04,9.015,24.018,23]pentacosan-17-one
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| HS Tariff Code |
2934.99.9001
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| Storage |
Powder -20°C 3 years 4°C 2 years In solvent -80°C 6 months -20°C 1 month Note: This product requires protection from light (avoid light exposure) during transportation and storage. |
| Shipping Condition |
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
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| Solubility (In Vitro) |
DMSO: ~100 mg/mL (~241.8 mM; with ultrasonication)
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| Solubility (In Vivo) |
Solubility in Formulation 1: ≥ 2.5 mg/mL (6.04 mM) (saturation unknown) in 10% DMSO + 40% PEG300 + 5% Tween-80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one), Suspended solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of DMSO stock solution (25.0 mg/mL) to 400 μL of PEG300 and mix well; then add 50 μL of Tween-80 and mix well; finally add 450 μL of physiological saline and adjust the volume to 1 mL. Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution. Solubility in Formulation 2: ≥ 2.5 mg/mL (6.04 mM) (saturation unknown) in 10% DMSO + 90% (20% SBE-β-CD in Saline) (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 DMSO stock solution (25.0 mg/mL) to 900 μL of 20% SBE-β-CD saline and mix well. 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 3: ≥ 2.5 mg/mL (6.04 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 DMSO stock solution (25.0 mg/mL) to 900 μL of corn oil and mix well. (Please use freshly prepared in vivo formulations for optimal results.) |
| Preparing Stock Solutions | 1 mg | 5 mg | 10 mg | |
| 1 mM | 2.4176 mL | 12.0878 mL | 24.1756 mL | |
| 5 mM | 0.4835 mL | 2.4176 mL | 4.8351 mL | |
| 10 mM | 0.2418 mL | 1.2088 mL | 2.4176 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.
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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