Bufalin

Bezeichnung:Bufalin

CAS-Nr465-21-4

Englisch Name:Bufalin

CBNumberCB8219888

SummenformelC24H34O4

Molgewicht386.53

MOL-Datei465-21-4.mol

Bufalin physikalisch-chemischer Eigenschaften

Schmelzpunkt	242-243°
alpha	D -20°
Siedepunkt	556.6±50.0 °C(Predicted)
Dichte	1.226±0.06 g/cm3(Predicted)
storage temp.	2-8°C
Löslichkeit	DMSO:36.0(Max Conc. mg/mL);93.14(Max Conc. mM) DMF:25.0(Max Conc. mg/mL);64.68(Max Conc. mM) Ethanol:27.5(Max Conc. mg/mL);71.15(Max Conc. mM) Ethanol:PBS (pH 7.2) (1:2):0.3(Max Conc. mg/mL);0.78(Max Conc. mM)
pka	15.01±0.70(Predicted)
Aggregatzustand	White to off-white solid
Farbe	White to off-white
InChIKey	QEEBRPGZBVVINN-ONGIWDLKSA-N

Sicherheit

Kennzeichnung gefährlicher	T+
R-Sätze:	28
S-Sätze:	28-36/37-45
RIDADR	UN 3462 6.1/PG 2
WGK Germany	3
RTECS-Nr.	EI2962500
HazardClass	6.1(a)
PackingGroup	II
HS Code	29322090

Gefahreninformationscode (GHS)

Bufalin Chemische Eigenschaften,Einsatz,Produktion Methoden

R-Sätze Betriebsanweisung:
R28:Sehr giftig beim Verschlucken.
S-Sätze Betriebsanweisung:
S28:Bei Berührung mit der Haut sofort abwaschen mit viel . . . (vom Hersteller anzugeben).
S36/37:Bei der Arbeit geeignete Schutzhandschuhe und Schutzkleidung tragen.
S45:Bei Unfall oder Unwohlsein sofort Arzt zuziehen (wenn möglich, dieses Etikett vorzeigen).
Verwenden
A bufadienolide derivative, cardiac steroid, a component of bufadienolides present in the traditional Chinese medicine Chan'su, used therapeutically for the treatment of heart disease, also has been reported as a protective factor in many tumors.
Verwenden
Bufalin has been used:
- to test its effect on invasion and activation of nuclear factor kappa- B (NF-κB) cells and tumor necrosis factor-α (TNF-α) stimulated rheumatoid arthritis fibroblast-like synoviocytes (RAFLSs)
- as a nuclear receptor coactivator 3 (NCOA3) inhibitor in chondrocytes
- to test its anti-metastasis effect in lung cancer cells (NCI-H460) resistant to gefitinib
Definition
ChEBI: A 14beta-hydroxy steroid that is bufan-20,22-dienolide having hydroxy substituents at the 5beta- and 14beta-positions. It has been isolated from the skin of the toad Bufo bufo.
Allgemeine Beschreibung
Bufalin is a C-24 steroid with an α-pyrone ring positioned at C-17. It is present in the venom glands and skin of toad, Venenum Bufonis. Bufalin is a cardiotonic steroid and is digoxin-like component of Chan Su.
Hazard
Toxic.
Biochem/physiol Actions
Bufalin is an anti-metastasis drug, which elicits anti-tumor functionality by favoring cell cycle arrest and apoptosis in various cancer types including hepatocellular, bladder and osteosarcoma. It also promotes autophagic cell death and possesses anti-inflammatory properties. Bufalin is a steroid receptor coactivator (SRC) inhibitor.
Enzyminhibitor
This cardioactive C-24 steroid (FW = 386.52 g/mol; CAS 465-21-4; Solubility: 5 mg/mL chloroform, 25 mg/mL DMSO), also named 3,14- dihydroxybufa-20,22-dienolide;5β,20(22)-bufadienolide-3β,14-diol and 3β,14-dihydroxy-5β,20(22)-bufadienolide, is the major digoxin-like immunoreactive component of Chansu, a traditional Chinese medicine prepared from the skin and venom-containing parotid gland of a poisonous toad. Bufalin increases the doubling time of three prostate cancer cell lines, inducing apoptosis and the caspase-3 activity. Expression of other proapoptoptic factors, such as mitochondrial Bax and cytosolic cytochrome c, were also increased. Bufalin also reduces serum-induced invasiveness of human hepatocellular cancer SK-Hep1 cells, markedly inhibiting MMP-2 and MMP-9 activities. It also attenuates phosphoinisitide-3-kinase (PI3K) and AKT phosphorylation was associated with reduced levels of NF- κB. Bufalin also suppresses protein levels of FAK, Rho A, VEGF, MEKK3, MKK7, and uPA. Such observations indicate that bufalin is as an antiinvasive agent that inhibits MMP-2 and -9 and alters PI3K/AKT and NF- κB signaling pathways.

Bufalin Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

465-21-4, Bufalin Verwandte Suche:

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