FILIPIN COMPLEX Property

Melting point:

195-205°

alpha 

D22 -148.3° (c = 0.89 in methanol)

storage temp. 

−20°C

solubility 

methanol: 10 mg/mL, clear, very dark yellow

form 

powder

color 

yellow

Merck 

13,4111

Safety

Hazard Codes 

Xn,Xi

Risk Statements 

36/37/38

Safety Statements 

26-36

WGK Germany 

3

RTECS 

LK4400000

F 

10

HS Code 

2941900000

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.

FILIPIN COMPLEX Chemical Properties,Usage,Production

Uses

Filipin complex comprises a family of pentaene macrocyclic lactones first isolated from Streptomyces filipinensis and reported by researchers at Upjohn in 1955. Filipin complex consists of four analogues, with filipin III comprising the bulk (>70%) of the complex. Filipin complex is a potent broad spectrum antifungal agent that also exhibits antitumor and antiviral activities. Filipin complex acts by binding cell membrane sterols, disrupting membrane integrity.

Uses

Filipin complex from Streptomyces filipinensis has been used as a profluorescence probe to detect the free cholesterol in cell.

Definition

ChEBI: Filipin III is a macrolide that is the major component of a mixture of four isomeric polyene macrolides isolated from Streptomyces filipinensis. It has a role as a bacterial metabolite and a fluorescent probe. It is a macrolide, a polyol and an olefinic compound.

General Description

Chemical structure: macrolide

Biochem/physiol Actions

Filipin is a polyene macrolide antibiotic and antifungal. The antifungal mechanism of action is unclear but may be due to altering membrane permeability. Filipin binds to model crystalline phase lipid bilayers containing cholesterol, and to liquid phase bilayers with or without cholesterol, in an orientation that forms membrane pores.It both inhibits prion protein (PrP) endocytosis and causes the release of PrP from the plasma membrane.