Filipin III

Filipin III is a polyene and an active component of the polyene antibiotic filipin complex (Cay-25073). It is active against various fungi, including B. dermatitidis, C. neoformans, H. capsulatum, C. albicans, and T. mentagrophytes (MICs = 1-10 µg/ml). Filipin III induces hemolysis of isolated rabbit erythrocytes (EC50 = 0.8 µg/ml). It induces apoptosis in HaCaT keratinocytes in a concentration-dependent manner. Filipin III binds to cholesterol and has been used to fluorescently label sterols in biological structures. The filipin complex has excitation maxima of 338 and 357 nm and an emission maxima of 480 nm.Formal Name: 4S,6S,8S,10R,12R,14R,16S,27S-octahydroxy-3R-(1R-hydroxy-hexyl)17,28R-dimethyl-oxacyclooctacosa-17E,19E,21E,21E,23E,25E-pentaen-2-one. CAS Number: 480-49-9. Molecular Formula: C35H58O11. Formula Weight: 654.8. Purity: >90%. Formulation: (Request formulation change), A crystalline solid. Solubility: DMF: 5 mg/ml, DMSO: 10 mg/ml, DMSO:PBS (pH 72) (1:4): 0.2 mg/ml, Ethanol: 1 mg/ml. lambdamax: 323, 339, 357 nm. SMILES: O[C@@H]1/C(C)=C/C=C/C=C/C=C/C=C/[C@H](O)[C@@H](C)OC([C@@]([C@H](O)CCCCC)([H])[C@@H](O)C[C@@H](O)C[C@@H](O)C[C@@H](O)C[C@@H](O)C[C@@H](O)C1)=O. InChi Code: 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-. InChi Key: IMQSIXYSKPIGPD-YQRUMEKGSA-N.