FILIPIN III
- CAS No.
- 480-49-9
- Chemical Name:
- FILIPIN III
- Synonyms
- u-5956;nsc3364;Nsc38092;27-lactone;FILIPIN III;filimarisin;15-Deoxylagosin;1'-epi-Filipin IV;1'-Hydroxyfilipin II;FILIPIN III USP/EP/BP
- CBNumber:
- CB0276061
- Molecular Formula:
- C35H58O11
- Molecular Weight:
- 654.83
- MDL Number:
- MFCD30742956
- MOL File:
- 480-49-9.mol
- MSDS File:
- SDS
Melting point | 163-180° (Bergy, Eble) |
---|---|
alpha | D25 -245° (c = 0.8 in DMF) |
Boiling point | 913.9±65.0 °C(Predicted) |
Density | 1.161±0.06 g/cm3(Predicted) |
storage temp. | −20°C |
solubility | Soluble in Methanol (up to 10 mg/ml) |
form | solid |
pka | 12.77±0.70(Predicted) |
color | White or light yellow |
Stability | Stable for 1 year from date of purchase as supplied. Solutions in methanol may be stored under inert gas at -20°C for up to 2 months. |
FDA UNII | 87Z59R7D14 |
SAFETY
Risk and Safety Statements
Symbol(GHS) | GHS07 |
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Signal word | Warning | |||||||||
Hazard statements | H315-H319-H335 | |||||||||
Precautionary statements | P261-P264-P271-P280-P302+P352-P305+P351+P338 | |||||||||
Hazard Codes | Xi | |||||||||
Risk Statements | 36/37/38 | |||||||||
Safety Statements | 26-36 | |||||||||
WGK Germany | 3 | |||||||||
RTECS | RN9800000 | |||||||||
HS Code | 2932990090 | |||||||||
NFPA 704 |
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FILIPIN III price More Price(14)
Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
---|---|---|---|---|---|---|---|
Sigma-Aldrich | F4767 | Filipin III from Streptomyces filipinensis ≥85% (HPLC) | 480-49-9 | 1mg | $198 | 2024-03-01 | Buy |
Sigma-Aldrich | F4767 | Filipin III from Streptomyces filipinensis ≥85% (HPLC) | 480-49-9 | 5mg | $785 | 2024-03-01 | Buy |
Cayman Chemical | 70440 | Filipin III ≥90% | 480-49-9 | 500μg | $110 | 2024-03-01 | Buy |
Cayman Chemical | 70440 | Filipin III ≥90% | 480-49-9 | 1mg | $152 | 2024-03-01 | Buy |
Cayman Chemical | 70440 | Filipin III ≥90% | 480-49-9 | 5mg | $602 | 2024-03-01 | Buy |
FILIPIN III Chemical Properties,Uses,Production
Description
Cholesterol is both an important structural component of cell membranes and an early intermediate in hormone and bile acid biosynthesis. The localization and measurement of cholesterol in cells is therefore of great interest. Filipin is the collective name given to four isomeric polyene macrolides isolated from cultures of S. filipinensis; Filipin III is the predominant isomer and the one used in most studies. Filipin binds to cholesterol in membranes, forming ultrastructural aggregates and complexes which can be visualized by freeze-
Uses
Produces arthritis rapidly in rabbits: Pras, Weissman, Drug Trade News, July 4, 1966, p 40; as a sterol probe in freeze-fracture cytochemistry.
Uses
Cholesterol is both an important structural component of cell membranes and an early intermediate in hormone and bile acid biosynthesis. The localization and measurement of cholesterol in cells is therefore of great interest. Filipin is the collective name given to four isomeric polyene macrolides isolated from cultures of S. filipinensis; Filipin III is the predominant isomer and the one used in most studies. Filipin binds to cholesterol in membranes, forming ultrastructural aggregates and complexes which can be visualized by freeze-fracture electron microscopy. The binding of cholesterol also decreases the intrinsic fluorescence of Filipin, and this property has also been used to detect cholesterol in membrane fractions.[Cayman Chemical]
Uses
Filipin III is the major component of the filipin complex, a family of pentaene antifungal metabolites first isolated from Streptomyces filipinensis and reported by researchers at Upjohn in 1955. Filipin III is a potent broad spectrum antifungal agent that also exhibits antitumor and antiviral activities. Filipin III acts by binding cell membrane sterols, disrupting membrane integrity. This sterol selectivity has led to the use of filipin III as a routine diagnostic probe for quantifying cholesterol in mammalian cells.
Definition
ChEBI: A macrolide that is the major component of a mixture of four isomeric polyene macrolides isolated from Streptomyces filipinensis.
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. Filipin inhibits prion protein (PrP) endocytosis and causes the release of PrP from the plasma membrane.
storage
Store at -20°C
References
1) Smejkal and Hof (1994),?Cholesterol-specific probe for lipoproteins immobilized on nitrocellulose membranes; Biotechniques,?16?68 2) Bornig and Geyer ?(1974),?Staining of cholesterol with the fluorescent antibiotic “filipin”; Acta Histochemica,?50?110 3) Huo?et al. (2003),?Lipid rafts/caveolae are essential for insulin-like growth factor-1 receptor signaling during 3T3-L1 preadipocyte differentiation induction; J. Biol. Chem.,?278?11561 4) Marella?et al. (2002),?Filipin prevents pathological prion protein accumulation by reducing endocytosis and inducing cellular PrP release; J. Biol. Chem.,?277?25457
FILIPIN III Preparation Products And Raw materials
Raw materials
Preparation Products
Supplier | Tel | Country | ProdList | Advantage | |
---|---|---|---|---|---|
career henan chemical co | +86-0371-86658258 15093356674; | factory@coreychem.com | China | 29826 | 58 |
TargetMol Chemicals Inc. | +1-781-999-5354 +1-00000000000 | marketing@targetmol.com | United States | 19892 | 58 |
Shaanxi Dideu Medichem Co. Ltd | +86-029-89586680 +86-18192503167 | 1026@dideu.com | China | 9320 | 58 |
BOC Sciences | +16314854226 | inquiry@bocsci.com | United States | 19743 | 58 |
Shanghai Acmec Biochemical Technology Co., Ltd. | +undefined18621343501 | product@acmec-e.com | China | 33349 | 58 |
Aladdin Scientific | +1-833-552-7181 | sales@aladdinsci.com | United States | 57511 | 58 |
Sinopharm Chemical Reagent Co,Ltd. | 86-21-63210123 | sj_scrc@sinopharm.com | China | 9823 | 79 |
Guangzhou Isun Pharmaceutical Co., Ltd | 020-39119399 18927568969 | isunpharm@qq.com | China | 4428 | 55 |
ShangHai Caerulum Pharma Discovery Co., Ltd. | 18149758185 | sales-cpd@caerulumpharma.com | China | 3420 | 58 |
Sigma-Aldrich | 021-61415566 800-8193336 | orderCN@merckgroup.com | China | 51471 | 80 |
View Lastest Price from FILIPIN III manufacturers
Image | Update time | Product | Price | Min. Order | Purity | Supply Ability | Manufacturer | |
---|---|---|---|---|---|---|---|---|
2019-12-26 | FILIPIN III
480-49-9
|
US $1.00 / g | 1g | ≥98% | g/kg/Ton | Career Henan Chemical Co |
- FILIPIN III
480-49-9
- US $1.00 / g
- ≥98%
- Career Henan Chemical Co