An active component of the filipin complex
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Filipin II

Item No. 25521

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
4S,6S,8S,10R,12R,14R,16S,27S-octahydroxy-3R-hexyl-17,28R-dimethyl-oxacyclooctacosa-17E,19E,21E,23E,25E-pentaen-2-one
CAS Number
38620-77-8
Molecular Formula
C35H58O10
Formula Weight
638.8
Purity
≥95%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMF: solubleDMSO: solubleEthanol: solubleMethanol: soluble
SMILES
O[C@@H]1/C(C)=C/C=C/C=C/C=C/C=C/[C@H](O)[C@@H](C)OC([C@H](CCCCCC)[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/C35H58O10/c1-4-5-6-13-16-31-34(43)23-30(40)21-28(38)19-26(36)18-27(37)20-29(39)22-33(42)24(2)15-12-10-8-7-9-11-14-17-32(41)25(3)45-35(31)44/h7-12,14-15,17,25-34,36-43H,4-6,13,16,18-23H2,1-3H3/b8-7+,11-9+,12-10+,17-14+,24-15+/t25-,26+,27-,28+,29-,30+,31-,32+,33+,34+/m1/s1
InChi Key
YMIXNQVKVPYZHL-YWSRBNGNSA-N
Origin
Bacterium/Streptomyces sp.
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    500 µg

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    Product Description

    Filipin II is a polyene and an active component of the polyene antibiotic filipin complex (Item No. 25073).1 It has broad-spectrum antifungal activity, reducing growth of various fungi, including B. dermatitidis, C. neoformans, and H. capsulatum (MICs = 1-10 μg/ml). Filipin II inhibits ADP-stimulated respiration in rat liver mitochondria when used at a concentration of 3.5 mg/ml.2 It also induces hemolysis of liposomes in a cholesterol-independent manner (IC50 = 0.5 μg/ml).3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Bergy, M.E., and Eble, T.E. The filipin complex. Biochemistry 7(2), 653-659 (1968).

    2. Balcavage, W.X., Beale, M., Chasen, B., et al. Effect of filipin on rat-liver and yeast mitochondria. Biochim. Biophys. Acta 162(4), 525-532 (1968).

    3. Sessa, G., and Weissmann, G. Effects of four components of the polyene antibiotic, filipin, on phospholipid spherules (liposomes) and erythrocytes. The Journal of Biological Chemisty 243(16), 4364-4371 (1968).