FILIPIN III
- Product Name
- FILIPIN III
- CAS No.
- 480-49-9
- Chemical Name
- FILIPIN III
- Synonyms
- u-5956;nsc3364;Nsc38092;27-lactone;filimarisin;FILIPIN III;lFilipin III;15-Deoxylagosin;1'-epi-Filipin IV;1'-Hydroxyfilipin II
- CBNumber
- CB0276061
- Molecular Formula
- C35H58O11
- Formula Weight
- 654.83
- MOL File
- 480-49-9.mol
FILIPIN III Property
- Melting point:
- 163-180° (Bergy, Eble)
- alpha
- D25 -245° (c = 0.8 in DMF)
- Boiling point:
- 913.9±65.0 °C(Predicted)
- Density
- 1.161±0.06 g/cm3(Predicted)
- storage temp.
- −20°C
- solubility
- Soluble in Methanol (up to 10 mg/ml)
- form
- solid
- pka
- 12.77±0.70(Predicted)
- color
- White or light yellow
- Stability:
- Stable for 1 year from date of purchase as supplied. Solutions in methanol may be stored under inert gas at -20°C for up to 2 months.
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P271Use only outdoors or in a well-ventilated area.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P302+P352IF ON SKIN: wash with plenty of soap and water.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
N-Bromosuccinimide Price
- Product number
- F4767
- Product name
- Filipin III from Streptomyces filipinensis
- Purity
- ≥85% (HPLC)
- Packaging
- 1mg
- Price
- $204
- Updated
- 2025/07/31
- Product number
- F4767
- Product name
- Filipin III from Streptomyces filipinensis
- Purity
- ≥85% (HPLC)
- Packaging
- 5mg
- Price
- $769.5
- Updated
- 2025/07/31
- Product number
- 70440
- Product name
- Filipin III
- Purity
- ≥90%
- Packaging
- 500μg
- Price
- $110
- Updated
- 2024/03/01
- Product number
- 70440
- Product name
- Filipin III
- Purity
- ≥90%
- Packaging
- 1mg
- Price
- $152
- Updated
- 2024/03/01
- Product number
- 70440
- Product name
- Filipin III
- Purity
- ≥90%
- Packaging
- 5mg
- Price
- $602
- Updated
- 2024/03/01
FILIPIN III Chemical Properties,Usage,Production
Description
Cholesterol is both an important structural component of cell membranes and an early intermediate in hormone and bile acid biosynthesis. The localization and measurement of cholesterol in cells is therefore of great interest. Filipin is the collective name given to four isomeric polyene macrolides isolated from cultures of S. filipinensis; Filipin III is the predominant isomer and the one used in most studies. Filipin binds to cholesterol in membranes, forming ultrastructural aggregates and complexes which can be visualized by freeze-
Uses
Filipin III is the major component of the filipin complex, a family of pentaene antifungal metabolites first isolated from Streptomyces filipinensis and reported by researchers at Upjohn in 1955. Filipin III is a potent broad spectrum antifungal agent that also exhibits antitumor and antiviral activities. Filipin III acts by binding cell membrane sterols, disrupting membrane integrity. This sterol selectivity has led to the use of filipin III as a routine diagnostic probe for quantifying cholesterol in mammalian cells.
Uses
Cholesterol is both an important structural component of cell membranes and an early intermediate in hormone and bile acid biosynthesis. The localization and measurement of cholesterol in cells is therefore of great interest. Filipin is the collective name given to four isomeric polyene macrolides isolated from cultures of S. filipinensis; Filipin III is the predominant isomer and the one used in most studies. Filipin binds to cholesterol in membranes, forming ultrastructural aggregates and complexes which can be visualized by freeze-fracture electron microscopy. The binding of cholesterol also decreases the intrinsic fluorescence of Filipin, and this property has also been used to detect cholesterol in membrane fractions.[Cayman Chemical]
Uses
Produces arthritis rapidly in rabbits: Pras, Weissman, Drug Trade News, July 4, 1966, p 40; as a sterol probe in freeze-fracture cytochemistry.
Definition
ChEBI: A macrolide that is the major component of a mixture of four isomeric polyene macrolides isolated from Streptomyces filipinensis.
Biochem/physiol Actions
Filipin is a polyene macrolide antibiotic and antifungal. The antifungal mechanism of action may be due to altering membrane permeability and associated functions by binding to membrane sterols. Filipin inhibits prion protein (PrP) endocytosis and causes the release of PrP from the plasma membrane.
storage
Store at -20°C
References
[1] G B SMEJKAL H F H. Cholesterol-specific probe for lipoproteins immobilized on nitrocellulose membranes.[J]. BioTechniques, 1994, 16 1: 68-70.
[2] H BÖRNIG G G. Staining of cholesterol with the fluorescent antibiotic “filipin”.[J]. Acta histochemica, 1974, 50 1: 110-115.
[3] HAIRONG HUO. Lipid rafts/caveolae are essential for insulin-like growth factor-1 receptor signaling during 3T3-L1 preadipocyte differentiation induction.[J]. The Journal of Biological Chemistry, 2003, 278 13: 11561-11569. DOI:10.1074/jbc.m211785200
[4] M. MARELLA. Filipin Prevents Pathological Prion Protein Accumulation by Reducing Endocytosis and Inducing Cellular PrP Release*[J]. The Journal of Biological Chemistry, 2002, 62 1: 25457-25464. DOI:10.1074/jbc.m203248200
FILIPIN III Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from FILIPIN III manufacturers
- Product
- FILIPIN III 480-49-9
- Price
- US $1.00/g
- Min. Order
- 1g
- Purity
- ≥98%
- Supply Ability
- g/kg/Ton
- Release date
- 2019-12-25