Streptomycesfilipinensis istheindustrialproduceroffilipin,apentaenemacrolide,archetypeofnon-glycosylatedpolyenes,andwidelyusedforthedetectionandthequantitationofcholesterolinBIOLOGicalmembranesandasatoolforthediagnosisofNiemann–PicktypeCdisease, acharacteristiccholesteroloverloadedlysosomaldisorderofgeneticorigin,andasaprobeforthedetectionandquantificationofcholesterolincellularmembranes.
FilipinIIIisthemajorcomponentofthefilipincomplex.Innature,filipinisproducedasamixtureofrelatedcompoundsknownasthefilipincomplex(filipinsI–IV),outofwhich filipinIIIisthemajorcomponent. FilipinIIIactsbybindingcellmembranesterols,disruptingmembraneintegrity.ThissterolselectivityhasledtotheuseoffilipinIIIasaroutinediagnosticprobeforquantifyingcholesterolinmammaliancells.
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AdditionalInformation
| Synonyms | 14-Deoxylagosin |
|---|---|
| Product# | F-2431 |
| CAS# | 480-49-9 |
| Formula | C35H58O11 |
| MW | 654.8 |
| Appearance | Paleyellowsolid |
| Purity | >95%byHPLC |
| BoilingPoint | 913.9±65.0°Cat760mmHg |
| StorageTemp | -20°C |
| TherapeuticArea | InfectiousDiseases |
| Use | FilipinIIIisapotentbroadspectrumantifungalagent |
| MDLNumber | MFCD00466923 |
|---|---|
| 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+ |
| SMILES | CCCCCC(C1C(CC(CC(CC(CC(CC(CC(/C(=C/C=C/C=C/C=C/C=C/C(C(OC1=O)C)O)/C)O)O)O)O)O)O)O)O |
