Filipin III

• CAT Number: I011394
• CAS Number: 480-49-9
• Molecular Formula: C35H58O11
• Molecular Weight: 654.8
• Purity: ≥95%
• Solubility: Soluble to 5 mM in DMSO
• Storage: Store at -20℃
• IUPAC 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
• InChI: 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
• InChIKey: IMQSIXYSKPIGPD-YQRUMEKGSA-N
• 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

Filipin III (Cat.No:I011394) is a polyene antibiotic derived from the fermentation of Streptomyces filipinensis. It exhibits strong affinity for cholesterol, making it a valuable tool for studying lipid rafts and cholesterol-rich membrane domains. Filipin III is commonly used in fluorescence microscopy and biochemical assays to visualize and analyze cholesterol distribution in cells and tissues.

Reference

Filipin, an antifungal antibiotic: Isolation and properties. Whitfield G.B. et al. J. Am. Chem. Soc. 1955, 77, 4799.Separation of polyene antifungal antibiotics by high speed liquid chromatography. Mechlinski W. & Schaffner C.P. J. Chromatogr. 1974, 99, 619.Inhibition of fungi by filipin and its antagonism by sterols. Gottlieb D. et al. Phytopathology 1960, 50, 594.