1,2-Dimethoxy-12-methyl[1,3]benzodioxolo[5,6-c]phenanthridinium

Bezeichnung:1,2-Dimethoxy-12-methyl[1,3]benzodioxolo[5,6-c]phenanthridinium

CAS-Nr34316-15-9

Englisch Name:Chelerythrine

CBNumberCB3506907

SummenformelC21H18NO4+

Molgewicht348.37192

MOL-Datei34316-15-9.mol

Synonyma

1,2-Dimethoxy-12-methyl[1,3]benzodioxolo[5,6-c]phenanthridinium

1,2-Dimethoxy-12-methyl[1,3]benzodioxolo[5,6-c]phenanthridinium physikalisch-chemischer Eigenschaften

Schmelzpunkt	195-205°C
Siedepunkt	496.37°C (rough estimate)
Dichte	1.2985 (rough estimate)
Brechungsindex	1.5614 (estimate)
storage temp.	Desiccate at -20°C
Löslichkeit	Chloroform (Slightly, Sonicated), DMSO (Slightly, Sonicated), Methanol (Slightly）
Aggregatzustand	Solid
Farbe	Light Yellow to Dark Orange
Stabilität	Hygroscopic
InChI	InChI=1S/C21H18NO4/c1-22-10-16-13(6-7-17(23-2)21(16)24-3)14-5-4-12-8-18-19(26-11-25-18)9-15(12)20(14)22/h4-10H,11H2,1-3H3/q+1
InChIKey	LLEJIEBFSOEYIV-UHFFFAOYSA-N
SMILES	C[N+]1=CC2=C(C(OC)=CC=C2C2C=CC3C=C4OCOC4=CC=3C1=2)OC
LogP	-0.401 (est)
CAS Datenbank	34316-15-9(CAS DataBase Reference)

Sicherheit

Kennzeichnung gefährlicher	Xn
R-Sätze:	20/21/22
S-Sätze:	36/37

Gefahreninformationscode (GHS)

Chelerythrine Chemische Eigenschaften,Einsatz,Produktion Methoden

R-Sätze Betriebsanweisung:
R20/21/22:Gesundheitsschädlich beim Einatmen,Verschlucken und Berührung mit der Haut.
S-Sätze Betriebsanweisung:
S36/37:Bei der Arbeit geeignete Schutzhandschuhe und Schutzkleidung tragen.
Chemische Eigenschaften
Soluble in methanol and ethanol, with some solubility in water, insoluble in petroleum ether, chloroform and other solvents. Derived from the roots and leaves of Flying Dragon's Palm Blood [Toddalia asiatica (L.) Lam.
Verwenden
Chelerythrine Chloride is a cell permeable protein kinase C (PKC) inhibitor.
Definition
ChEBI: A benzophenanthridine alkaloid isolated from the root of Zanthoxylum simulans, Chelidonium majus L., and other Papaveraceae.
Biologische Aktivität
Potent, cell-permeable inhibitor of protein kinase C (IC 50 = 660 nM); competitive with respect to the phosphate acceptor and non-competitive with respect to ATP. Has a wide range of biological activities, including antiplatelet, anti-inflammatory, antibacterial and antitumor effects. Activates MAPK pathways, independent of PKC inhibition. Inhibits binding of BclXL to Bak (IC 50 = 1.5 μ M) or Bad proteins and stimulates apoptosis.

in vivo

Chelerythrine (5 mg/kg, i.p., daily) attenuates partial unilateral ureteral obstruction (UUO) induced kidney injury, and restores renal function in neonatal rats^[2].
Chelerythrine (1-10 mg/kg, i.p., at 24 and 1 h before injection of 100 μg/kg LPS) shows anti-inflammatory effects (increased survival rate, decreased serum nitrite and TNF-α level) in LPS induced mice endotoxic shock model^[5].

Animal Model:	Unilateral ureteral obstruction (UUO) induced neonatal rats^[2]
Dosage:	5 mg/kg
Administration:	i.p., daily
Result:	Attenuated kidney injury (Increased kidney weight and restored renal function). Inhibited UUO-induced upregulated kidney injury molecule-1 expression, apoptosis, and renal fibrosis.

IC 50
PKC: 0.7 μM (IC₅₀)
läuterung methode
Chelerythrine crystallises from CHCl3 on addition of MeOH [Manske Can J Res 21B 140 1943, UV: Hruban et al. Coll Czech Chem Commun 35 3420 1970]. The pseudo base is colourless while the salts are yellow in aqueous solution and are fluorescent.

Chelerythrine Upstream-Materialien And Downstream Produkte

1,2-Dimethoxy-12-methyl[1,3]benzodioxolo[5,6-c]phenanthridinium Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

34316-15-9, Chelerythrine Verwandte Suche:

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