F9765

Filipin complex

powder, ≥70% (UV)

• Synonym(s): Filimarisin
• CAS Number: 11078-21-0
• MDL number: MFCD00131073
• UNSPSC Code: 12352202
• NACRES: NA.77

Properties

• product name: Filipin complex from Streptomyces filipinensis, ≥70% (UV)
• biological source: Streptomyces sp. (Streptomyces filipinensis)
• Quality Level: 200
• assay: ≥70% (UV)
• form: powder
• solubility: methanol: 9.80-10.20 mg/mL, clear to hazy, yellow to very deep greenish-yellow
• antibiotic activity spectrum: fungi
• mode of action: cell membrane | interferes
• storage temp.: −20°C
• 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
• InChI key: IMQSIXYSKPIGPD-YQRUMEKGSA-N

Description

General description

Chemical structure: macrolide

Application

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

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.

Other Notes

Filipin contains 8 isomeric components, with filipin III as the major component.

Safety Information

• pictograms: GHS07
• signalword: Warning
• hcodes: H315,H319,H335
• pcodes: P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338
• Hazard Classifications: Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• target_organs: Respiratory system
• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable