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Merck

F9765

Filipin complex

powder, ≥70% (UV)

Synonym(s):

Filimarisin

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About This Item

CAS Number:
11078-21-0
UNSPSC Code:
12352202
NACRES:
NA.77
MDL number:
MFCD00131073

Key Documents

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Product Name

Filipin complex from Streptomyces filipinensis, ≥70% (UV)

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

InChI key

IMQSIXYSKPIGPD-YQRUMEKGSA-N

biological source

Streptomyces sp. (Streptomyces filipinensis)

assay

≥70% (UV)

form

powder

solubility

methanol: 9.80-10.20 mg/mL, clear to hazy, yellow to very deep greenish-yellow

antibiotic activity spectrum

fungi

mode of action

cell membrane | interferes

storage temp.

−20°C

Quality Level

200

Related Categories

General description

Chemical structure: macrolide

Application

Filipin complex from Streptomyces filipinensis has been used as a profluorescence probe to detect the free cholesterol in cell.

Biochem/physiol Actions

Filipin is a polyene macrolide antibiotic and antifungal. The antifungal mechanism of action is unclear but may be due to altering membrane permeability and associated functions via binding to membrane sterols. Filipin binds to membrane sterols such as cholesterol, and it both inhibits prion protein (PrP) endocytosis and causes the release of PrP from the plasma membrane.
Filipin is a polyene macrolide antibiotic and antifungal. The antifungal mechanism of action is unclear but may be due to altering membrane permeability. Filipin binds to model crystalline phase lipid bilayers containing cholesterol, and to liquid phase bilayers with or without cholesterol, in an orientation that forms membrane pores.It both inhibits prion protein (PrP) endocytosis and causes the release of PrP from the plasma membrane.

Other Notes

Filipin contains 8 isomeric components, with filipin III as the major component.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

F9765-50MG-PW: + F9765-25MG-PW: + F9765-25MG: + F9765-50MG: + F9765-BULK: + F9765-VAR:

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Certificates of Analysis (COA)

Lot/Batch Number
0000488184
0000488184
0000419108
0000419108
0000369074

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Glenda M Halliday et al.
Brain : a journal of neurology, 128(Pt 11), 2654-2664 (2005-07-08)
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Inflammation plays an important role in the development of cardiovascular disease (CVD). Patients with chronic inflammation diseases have high levels of inflammation and early fatal myocardial infarction due to early, unstable coronary plaques. Cholesterol crystals (CC) play a key role
Nada Kraševec et al.
Microorganisms, 8(12) (2020-12-17)
Aegerolysins are small lipid-binding proteins particularly abundant in fungi. Aegerolysins from oyster mushrooms interact with an insect-specific membrane lipid and, together with MACPF proteins produced by the same organism, form pesticidal pore-forming complexes. The specific interaction with the same membrane
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