Filipin III

DESCRIPTION

Filipin III is the most prevalent isomer of the Filipin complex, a potent polyene macrolide antibiotic and antifungal mixture. It is reported that it functions by disrupting the cell membrane. Filipin is also used as a histochemical stain for cholesterol as it is highly fluorescent and to inhibit the raft/caveolae endocytosis pathway in mammalian cells.

DETAILS

Purity: ≥85%
Synonyms: Filimirasin, Filmirisin
Cas Number: 480-49-9
References: Bittman, R., & Fischkoff, S. A. (1972). Fluorescence studies of the binding of the polyene antibiotics filipin III, amphotericin B, nystatin, and lagosin to cholesterol. Proceedings of the National Academy of Sciences, 69(12), 3795-3799. Pandey, R. G., & RINEHART, K. L. (1970). POLYENE ANTIBIOTICS. V. CHARACTERIZATION OF COMPONENTS OF THE FILIPIN COMPLEX BY MASS SPECTROMETRY 1). The Journal of antibiotics, 23(8), 414-417. Orlandi, P. A., & Fishman, P. H. (1998). Filipin-dependent inhibition of cholera toxin: evidence for toxin internalization and activation through caveolae-like domains. The Journal of cell biology, 141(4), 905-915.
Application: FA
Formulation: Crystalline solid
Chemical Name: (17E,19E,21E,23E,25E)-4,6,8,10,12,14,16,27-octahydroxy-3-(1-hydroxyhexyl)-17,28-dimethyl-1-oxacyclooctacosa-17,19,21,23,25-pentaen-2-one
Molecular Weight: 654.8
Molecular Formula: C35H58O11
Storage Conditions: Product should be kept at -20°C.
Pubchem Openeye Can Smiles: CCCCCC(C1C(CC(CC(CC(CC(CC(CC(C(=CC=CC=CC=CC=CC(C(OC1=O)C)O)C)O)O)O)O)O)O)O)O