| Size | Price | Stock | Qty |
|---|---|---|---|
| 5mg |
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| 500mg | |||
| Other Sizes |
| Targets |
Filipin complex targets cholesterol in cell membranes. It binds specifically to cholesterol, forming filipin-cholesterol complexes that disrupt membrane structure and function. This binding is the basis for its antifungal activity, as fungal membranes contain cholesterol or related sterols, and for its use as a cholesterol stain in cell biology research.
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|---|---|
| ln Vitro |
In MARC-145 cells, the Filipin complex (2 μg/mL; 1+48 hours) decreases PRRSV entrance and 61% of the virus's genome replication in infected cells is reduced [2].
In vitro, Filipin complex is used as a fluorescent probe for cholesterol detection and visualization in cell membranes. It binds to cholesterol and exhibits fluorescence, enabling the study of cholesterol distribution, lipid rafts, and membrane organization. It also exhibits antifungal activity by disrupting fungal membrane integrity. |
| ln Vivo |
In vivo activity data for Filipin complex are limited, as it is primarily used as a research reagent for in vitro and ex vivo applications. Its antifungal properties suggest potential in vivo activity, but systemic toxicity due to cholesterol binding limits its therapeutic use.
|
| Enzyme Assay |
In vitro binding assays for Filipin complex are performed using purified cholesterol-containing liposomes or cell membranes. The compound is incubated with cholesterol-containing samples, and binding is detected by fluorescence spectroscopy or microscopy. Competition assays with cholesterol or other sterols can be performed to assess specificity.
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| Cell Assay |
Cellular assays for Filipin complex are conducted using cultured cells to visualize cholesterol distribution. Cells are fixed and incubated with Filipin complex (typically 25-50 ug/mL) for 30-60 minutes at room temperature. After washing, cells are examined by fluorescence microscopy using UV excitation. Cholesterol-rich membrane domains appear as bright fluorescent puncta. Filipin staining is often combined with immunofluorescence for co-localization studies.
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| Animal Protocol |
In vivo animal protocols for Filipin complex are not commonly used, as it is primarily a research reagent for in vitro cholesterol staining. Systemic administration is limited by toxicity. Topical application in animal models of fungal infection may be used for antifungal efficacy studies, but such protocols are not standard.
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| ADME/Pharmacokinetics |
Pharmacokinetic properties of Filipin complex are not characterized, as it is a research reagent rather than a therapeutic drug. The compound is a mixture of polyene macrolides and is typically stored as a powder at -20degC, protected from light. It is soluble in DMSO and methanol.
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| Toxicity/Toxicokinetics |
Toxicological data for Filipin complex indicate that it has significant toxicity due to its ability to bind cholesterol in mammalian cell membranes. This property limits its therapeutic use. It is used exclusively as a research reagent for in vitro applications. Standard laboratory safety precautions should be followed when handling.
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| References | |
| Additional Infomation |
Filipin III is a macrolide compound and the main component of a mixture of four isomeric polyene macrolide compounds isolated from Streptomyces filipinensis. It is both a bacterial metabolite and a fluorescent probe. It is a macrolide compound, as well as a polyol and olefin compound. Filipin has been reported to exist in Streptomyces miharaensis, Streptomyces avermitilis, and other organisms with relevant data. Filipin III is a polyene antibiotic complex obtained from Streptomyces filipinensis. It alters membrane function by interfering with membrane sterols, inhibiting mitochondrial respiration, and is considered an antifungal agent. Filipin I, II, and IV have relatively weaker effects.
Filipin complex is a research-use compound not approved for clinical therapeutic applications. It is widely used as a histochemical stain for cholesterol detection and as a tool for studying lipid rafts, membrane organization, and cholesterol distribution in biological membranes. It is for research use only and not for human therapeutic application. |
| Molecular Formula |
C35H58O11
|
|---|---|
| Molecular Weight |
654.82842
|
| Exact Mass |
654.398
|
| CAS # |
11078-21-0
|
| PubChem CID |
6433194
|
| Appearance |
Light yellow to yellow solid powder
|
| Density |
1.161 g/cm3
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| Boiling Point |
913.9ºC at 760 mmHg
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| Flash Point |
279.3ºC
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| LogP |
1.888
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| Hydrogen Bond Donor Count |
9
|
| Hydrogen Bond Acceptor Count |
11
|
| Rotatable Bond Count |
5
|
| Heavy Atom Count |
46
|
| Complexity |
991
|
| Defined Atom Stereocenter Count |
11
|
| SMILES |
CCCCC[C@H]([C@@H]1[C@H](C[C@H](C[C@H](C[C@H](C[C@H](C[C@H](C[C@@H](/C(=C/C=C/C=C/C=C/C=C/[C@@H]([C@H](OC1=O)C)O)/C)O)O)O)O)O)O)O)O
|
| InChi Key |
IMQSIXYSKPIGPD-YQRUMEKGSA-N
|
| InChi Code |
InChI=1S/C35H58O11/c1-4-5-11-16-31(42)34-33(44)22-29(40)20-27(38)18-25(36)17-26(37)19-28(39)21-32(43)23(2)14-12-9-7-6-8-10-13-15-30(41)24(3)46-35(34)45/h6-10,12-15,24-34,36-44H,4-5,11,16-22H2,1-3H3/b7-6+,10-8+,12-9+,15-13+,23-14+/t24-,25+,26-,27+,28-,29+,30+,31-,32+,33+,34-/m1/s1
|
| Chemical Name |
(3R,4S,6S,8S,10R,12R,14R,16S,17E,19E,21E,23E,25E,27S,28R)-4,6,8,10,12,14,16,27-octahydroxy-3-[(1R)-1-hydroxyhexyl]-17,28-dimethyl-1-oxacyclooctacosa-17,19,21,23,25-pentaen-2-one
|
| 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 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)
|
| Solubility (In Vitro) |
DMSO : ≥ 100 mg/mL
Ethanol : ~10 mg/mL |
|---|---|
| Solubility (In Vivo) |
Solubility in Formulation 1: ≥ 2.5 mg/mL (Infinity mM) (saturation unknown) in 10% DMSO + 40% PEG300 + 5% Tween80 + 45% 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 25.0 mg/mL clear DMSO stock solution to 400 μL PEG300 and mix evenly; then add 50 μL Tween-80 to the above solution and mix evenly; then add 450 μL normal saline to 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 (Infinity 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. View More
Solubility in Formulation 3: ≥ 2.5 mg/mL (Infinity mM) (saturation unknown) in 10% EtOH + 40% PEG300 + 5% Tween80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one), clear solution. |
| Preparing Stock Solutions | 1 mg | 5 mg | 10 mg | |
| 1 mM | 1.5271 mL | 7.6356 mL | 15.2711 mL | |
| 5 mM | 0.3054 mL | 1.5271 mL | 3.0542 mL | |
| 10 mM | 0.1527 mL | 0.7636 mL | 1.5271 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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