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6 beta-Acetoxy-3 beta(beta-D-glucopyranosyloxy)-8,14-dihydroxy-bufa-4,20,22-trienolid

6-beta-acetoxy-3-beta(beta-D-glucopyranosyloxy)-8,14-dihydroxybufa-4,20,22-trienolide Struktur
507-60-8
CAS-Nr.
507-60-8
Bezeichnung:
6 beta-Acetoxy-3 beta(beta-D-glucopyranosyloxy)-8,14-dihydroxy-bufa-4,20,22-trienolid
Englisch Name:
6-beta-acetoxy-3-beta(beta-D-glucopyranosyloxy)-8,14-dihydroxybufa-4,20,22-trienolide
Synonyma:
scilliroside;Silmurin;6β-(Acetoxy)-3β-(β-D-glucopyranosyloxy)-8,14-dihydroxybufa-4,20,22-trienolide;3β-(β-D-Glucopyranosyloxy)-6β-acetoxy-8,14-dihydroxy-14β-bufa-4,20,22-trienolide;6-beta-acetoxy-3-beta(beta-D-glucopyranosyloxy)-8,14-dihydroxybufa-4,20,22-trienolide;Bufa-4,20,22-trienolide, 6-(acetyloxy)-3-(β-D-glucopyranosyloxy)-8,14-dihydroxy-, (3β,6β)-;Bufa-4,20,22-trienolide, 6-(acetyloxy)-3-(.beta.-D-glucopyranosyloxy)-8,14-dihydroxy-, (3.beta.,6.beta.)-;bufa-4,20,22-trienolide, 6-(acetyloxy)-3-(β-D-glucopyranosyloxy)-8,14-dihydroxy-, (3β, 6β)- red squill scilliroside
CBNumber:
CB7875355
Summenformel:
C32H44O12
Molgewicht:
620.68
MOL-Datei:
507-60-8.mol

6 beta-Acetoxy-3 beta(beta-D-glucopyranosyloxy)-8,14-dihydroxy-bufa-4,20,22-trienolid Eigenschaften

Schmelzpunkt:
168-170°
alpha 
D20 -59 to -60° (methanol)
Siedepunkt:
581.69°C (rough estimate)
Dichte
1.1882 (rough estimate)
Brechungsindex
1.6390 (estimate)
pka
12.88±0.70(Predicted)
EPA chemische Informationen
Scilliroside (507-60-8)
Sicherheit
  • Risiko- und Sicherheitserkl?rung
  • Gefahreninformationscode (GHS)
Kennzeichnung gef?hrlicher T+
R-S?tze: 28
S-S?tze: 36/37-45
RIDADR  2810
HazardClass  6.1(a)
PackingGroup  I
Giftige Stoffe Daten 507-60-8(Hazardous Substances Data)
Toxizit?t LD50 in mice (mg/kg): 0.471 s.c.; 0.440 orally (Dybing)
Bildanzeige (GHS) Skull and Crossbones (GHS06)
Alarmwort Achtung
Gefahrenhinweise
Code Gefahrenhinweise Gefahrenklasse Abteilung Alarmwort Symbol P-Code
H300 Lebensgefahr bei Verschlucken. Akute Toxizit?t oral Kategorie 2 Achtung P264, P270, P301+P310, P321, P330,P405, P501
Sicherheit
P264 Nach Gebrauch gründlich waschen.
P264 Nach Gebrauch gründlich waschen.
P270 Bei Gebrauch nicht essen, trinken oder rauchen.
P301+P310 BEI VERSCHLUCKEN: Sofort GIFTINFORMATIONSZENTRUM/Arzt/... (geeignete Stelle für medizinische Notfallversorgung vom Hersteller/Lieferanten anzugeben) anrufen.
P330 Mund ausspülen.
P405 Unter Verschluss aufbewahren.
P501 Inhalt/Beh?lter ... (Entsorgungsvorschriften vom Hersteller anzugeben) zuführen.

6 beta-Acetoxy-3 beta(beta-D-glucopyranosyloxy)-8,14-dihydroxy-bufa-4,20,22-trienolid Chemische Eigenschaften,Einsatz,Produktion Methoden

R-S?tze Betriebsanweisung:

R28:Sehr giftig beim Verschlucken.

S-S?tze Betriebsanweisung:

S36/37:Bei der Arbeit geeignete Schutzhandschuhe und Schutzkleidung tragen.
S45:Bei Unfall oder Unwohlsein sofort Arzt zuziehen (wenn m?glich, dieses Etikett vorzeigen).

Beschreibung

Red squill (Urginea maritima) is a large onionlike plant that grows in coastal regions along the Mediterranean Sea and in the United States; it contains a variety of cardiac glycosides, including scilliroside. All parts of the plant contain scilliroside but it is most concentrated in the bulb. There is also a white squill whose bulbs are white. Red squill has long been known and used medicinally. The earliest reference to red squill is in the Ebers Papyrus as treatment for dropsy (heart failure). Use as treatment for cough, arthritis, general diuretic, and emetic has also been described. Medicinal use declined during the nineteenth century because foxglove (digitalis) was revealed to be safer and more efficacious in the treatment of heart failure. However, use of red squill as a folk medicinal remedy continues, and deaths and serious illness may occur. Red squill is one of the oldest rodenticides and has been in use since the thirteenth century. However, scilliroside has extremely poor palatability, and many rats learn to avoid the bait. Since 1989, rodenticides containing red squill are not approved for use in the United States.

Verwenden

Rat poisonings containing scilliroside continue to be available and used worldwide. Technical-grade red squill powders can contain up to 28% scilliroside, and baits typically contain 0.01–0.07% of the toxicant.

Toxicity evaluation

Red squill has a multitude of toxic effects. It is directly irritating to the gastric mucosa, contributing to nausea, vomiting, abdominal pain, diarrhea, and anorexia. Rats are not able to vomit, contributing to the perceived selectivity of toxicity in rats. Scilliroside and scillaren A are both cardiac glycosides, and, like digoxin, inhibit Na+/K+ ATPase, block AV conduction, and may cause a slowed or rapid heart rate and abnormal heart rhythms.

6 beta-Acetoxy-3 beta(beta-D-glucopyranosyloxy)-8,14-dihydroxy-bufa-4,20,22-trienolid Upstream-Materialien And Downstream Produkte

Upstream-Materialien

Downstream Produkte


6 beta-Acetoxy-3 beta(beta-D-glucopyranosyloxy)-8,14-dihydroxy-bufa-4,20,22-trienolid Anbieter Lieferant Produzent Hersteller Vertrieb H?ndler.

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  • 6-beta-acetoxy-3-beta(beta-D-glucopyranosyloxy)-8,14-dihydroxybufa-4,20,22-trienolide
  • Bufa-4,20,22-trienolide, 6-(acetyloxy)-3-(.beta.-D-glucopyranosyloxy)-8,14-dihydroxy-, (3.beta.,6.beta.)-
  • bufa-4,20,22-trienolide, 6-(acetyloxy)-3-(β-D-glucopyranosyloxy)-8,14-dihydroxy-, (3β, 6β)- red squill scilliroside
  • 3β-(β-D-Glucopyranosyloxy)-6β-acetoxy-8,14-dihydroxy-14β-bufa-4,20,22-trienolide
  • 6β-(Acetoxy)-3β-(β-D-glucopyranosyloxy)-8,14-dihydroxybufa-4,20,22-trienolide
  • Silmurin
  • Bufa-4,20,22-trienolide, 6-(acetyloxy)-3-(β-D-glucopyranosyloxy)-8,14-dihydroxy-, (3β,6β)-
  • scilliroside
  • 507-60-8
  • C32H44O12
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