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Filipin III from Streptomyces filipinensis_Molecular_structure_CAS_480-49-9)
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Filipin III from Streptomyces filipinensis

Catalog No. F4767 Name Sigma Aldrich
CAS Number 480-49-9 Website http://www.sigmaaldrich.com
M. F. C35H58O11 Telephone 1-800-521-8956
M. W. 654.82842 Fax
Purity ≥85% (HPLC) Email
Storage Chembase ID: 134359

SYNONYMS

IUPAC name
(17Z,19Z,21Z,23Z,25Z)-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
IUPAC Traditional name
(17Z,19Z,21Z,23Z,25Z)-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

DATABASE IDS

PubChem SID 24894871
CAS Number 480-49-9
MDL Number MFCD00466923

PROPERTIES

GHS Signal Word Warning
GHS Hazard statements H315-H319-H335
European Hazard Symbols Irritant Irritant (Xi)
Personal Protective Equipment dust mask type N95 (US), Eyeshields, Gloves
GHS Precautionary statements P261-P305 + P351 + P338
Risk Statements 36/37/38
RTECS RN9800000
Safety Statements 26-36
Storage Temperature -20°C
German water hazard class 3
GHS Pictograms GHS07
Purity ≥85% (HPLC)
Quality Level PREMIUM

DETAILS

Description (English)
Biochem/physiol Actions
Filipin is a polyene macrolide antibiotic and antifungal. The antifungal mechanism of action may be due to altering membrane permeability and associated functions by binding to membrane sterols.4 Filipin inhibits prion protein (PrP) endocytosis and causes the release of PrP from the plasma membrane.5
Other Notes
Filipin III is the major component of 8 isomeric components in filipin.
Application
Filipin has been used in a double staining procedure as a probe for the detection of lipoproteins in polyacrylamide gel1 and immobilized on nitrocellulose membranes.2 It is also widely used to localize and quantitate unesterified cholesterol by virtue of a specific fluorescent complex.3

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