FILIPIN III
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- CAS-Nr.
- 480-49-9
- Englisch Name:
- FILIPIN III
- Synonyma:
- u-5956;nsc3364;Nsc38092;27-lactone;FILIPIN III;filimarisin;Filipin lll;lFilipin III;15-Deoxylagosin;1'-epi-Filipin IV
- CBNumber:
- CB0276061
- Summenformel:
- C35H58O11
- Molgewicht:
- 654.83
- MOL-Datei:
- 480-49-9.mol
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FILIPIN III Eigenschaften
- Schmelzpunkt:
- 163-180° (Bergy, Eble)
- alpha
- D25 -245° (c = 0.8 in DMF)
- Siedepunkt:
- 913.9±65.0 °C(Predicted)
- Dichte
- 1.161±0.06 g/cm3(Predicted)
- storage temp.
- −20°C
- L?slichkeit
- Soluble in Methanol (up to 10 mg/ml)
- Aggregatzustand
- solid
- pka
- 12.77±0.70(Predicted)
- Farbe
- White or light yellow
- Stabilit?t:
- 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.
- InChIKey
- IMQSIXYSKPIGPD-BWJOQPJXSA-N
- SMILES
- CCCCCC(O)C1C(O)CC(O)CC(O)CC(O)CC(O)CC(O)CC(O)C(C)=C\C=C\C=C\C=C\C=C\C(O)C(C)OC1=O
Sicherheit
- Risiko- und Sicherheitserkl?rung
- Gefahreninformationscode (GHS)
| Kennzeichnung gef?hrlicher |
Xi |
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| R-S?tze: |
36/37/38 |
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| S-S?tze: |
26-36 |
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| WGK Germany |
3 |
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| RTECS-Nr. |
RN9800000 |
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| HS Code |
2932990090 |
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| Speicherklasse |
11 - Combustible Solids |
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| Hazard Classifications |
Eye Irrit. 2
Skin Irrit. 2
STOT SE 3 |
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| Bildanzeige (GHS) |
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| Alarmwort |
Warnung
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| Gefahrenhinweise |
| Code |
Gefahrenhinweise |
Gefahrenklasse |
Abteilung |
Alarmwort |
Symbol |
P-Code |
| H315 |
Verursacht Hautreizungen. |
Hautreizung |
Kategorie 2 |
Warnung |
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P264, P280, P302+P352, P321,P332+P313, P362 |
| H319 |
Verursacht schwere Augenreizung. |
Schwere Augenreizung |
Kategorie 2 |
Warnung |
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P264, P280, P305+P351+P338,P337+P313P |
| H335 |
Kann die Atemwege reizen. |
Spezifische Zielorgan-Toxizit?t (einmalige Exposition) |
Kategorie 3 (Atemwegsreizung) |
Warnung |
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| Sicherheit |
| P261 |
Einatmen von Staub vermeiden. |
| P264 |
Nach Gebrauch gründlich waschen. |
| P264 |
Nach Gebrauch gründlich waschen. |
| P271 |
Nur im Freien oder in gut belüfteten R?umen verwenden. |
| P280 |
Schutzhandschuhe/Schutzkleidung/Augenschutz tragen. |
| P302+P352 |
BEI BERüHRUNG MIT DER HAUT: Mit viel Wasser/... (Hersteller kann, falls zweckm??ig, ein Reinigungsmittel angeben oder, wenn Wasser eindeutig ungeeignet ist, ein alternatives Mittel empfehlen) waschen. |
| P305+P351+P338 |
BEI KONTAKT MIT DEN AUGEN: Einige Minuten lang behutsam mit Wasser spülen. Eventuell vorhandene Kontaktlinsen nach M?glichkeit entfernen. Weiter spülen. |
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FILIPIN III Chemische Eigenschaften,Einsatz,Produktion Methoden
R-S?tze Betriebsanweisung:
R36/37/38:Reizt die Augen, die Atmungsorgane und die Haut.
S-S?tze Betriebsanweisung:
S26:Bei Berührung mit den Augen sofort gründlich mit Wasser abspülen und Arzt konsultieren.
S36:DE: Bei der Arbeit geeignete Schutzkleidung tragen.
Beschreibung
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.
Verwenden
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.
FILIPIN III Upstream-Materialien And Downstream Produkte
Upstream-Materialien
Downstream Produkte
FILIPIN III Anbieter Lieferant Produzent Hersteller Vertrieb H?ndler.
Global( 109)Lieferanten
480-49-9()Verwandte Suche:
- filimarisin
- 28-dimethyl--3-(1-hydroxyhexyl)-1
- 1',26-Dihydroxyfilipin I
- 15-Deoxylagosin
- 1'-epi-Filipin IV
- 1'-Hydroxyfilipin II
- FILIPIN III
- filipin iii from streptomyces*filipinensis
- 4,6,8,10,12,14,16,27-Octahydroxy-3-(1-hydroxyhexyl)-17,28-dimethyloxacyclooctacosa-17,19,21,23,25-pentaen-2-one
- 16,18,20,22,24-Octacosapentenoic acid, 3,5,7,9,11,13,15,26,27-nonahydroxy-2-(1-hydroxyhexyl)-16-methyl-, 27-lactone
- Nsc38092
- Oxacyclooctacosa-17,19,21,23,25-pentaen-2-one, 4,6,8,10,12,14,16,27-octahydroxy-3-(1-hydroxyhexyl)-17,28-dimethyl-
- 4S,6S,8S,10R,12R,14R,16S,27S-OCTAHYDROXY-3R-(1R-HYDROXY-HEXYL)17,28R-DIMETHYL-OXACYCLOOCTACOSA-17E,19E,21E,23E,25E-PENTAEN-2-ONE
- nsc3364
- oxacyclooctacosa-17,19,21,23,25-pentaen-2-one,4,6,8,10,12,14,16,27-octahydroxy
- u-5956
- FILIPIN III USP/EP/BP
- Oxacyclooctacosa-17,19,21,23,25-pentaen-2-one, 4,6,8,10,12,14,16,27-octahydroxy-3-[(1R)-1-hydroxyhexyl]-17,28-dimethyl-, (3R,4S,6S,8S,10R,12R,14R,16S,17E,19E,21E,23E,25E,27S,28R)-
- (3R,4S,6S,8S,10R,12R,14R,16S,17E,19E,21E,23E,25E,27S,28R)-4,6,8,10,12,14,16,27-Octahydroxy-3-[(1R)-1-hydroxyhexyl]-17,28-dimethyloxacyclooctacosa-17,19,21,23,25-pentaen-2-one
- 27-nonahydroxy-2-(1-hydroxyhexyl)-16-methyl-
- 27-lactone
- 24-Octacosapentenoic acid
- (3R,4S,6S,8S,10R,12R,14R,16S,17E,19E,21E,23E,25E,27S,28R)-4,6,8,10,12,14,16,27-octahydroxy-3-[(1R)-1-hydroxyhexyl]-17,28-dimethyl-1-oxacyclooctacosa-17,19,21,23,25-pentaen-2-one
- 16;20;22;24-OCTACOSAPENTENOIC ACID; 3;5;7;9;11;13;15;26;27-NONAHYDROXY-2-(1-HYDROXYHEXYL)-16-METHYL-; 27-LACTONE
- Filipin III from Streptomyces filipinensis
- lFilipin III
- Filipin lll
- 480-49-9
- C35H58O11
- Enzymes, Inhibitors, and Substrates
- Enzyme Inhibitors by Type
- Enzyme Inhibitors
- BioChemical
- Biochemicals and Reagents
- Substrate Analogs
- Enzyme Inhibitors
- Enzyme Inhibitors by Type
- Substrate Analogs
