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CHELERYTHRINE CHLORIDE

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CHELERYTHRINE CHLORIDE Basic information

Product Name:
CHELERYTHRINE CHLORIDE
Synonyms:
  • TODDALIN
  • TODDALIN CHLORIDE
  • 3)benzodioxolo(5,6-c)phenanthridinium,1,2-dimethoxy-12-methyl-(chloride
  • chelerythrinehydrochloride
  • 1,2-DIMETHOXY-12,[1,3]-BENZODIOXOLO[5,6-C]PHENANTHRIDINIUM CHLORIDE
  • 1,2-DIMETHOXY-12-METHYL[1,3]BENZODIOXOLO[5,6-C]PHENANTHRIDINIUM CHLORIDE
  • CHELERYTHRIN CHLORIDE
  • CHELERYTHRIN CL
CAS:
3895-92-9
MF:
C21H18ClNO4
MW:
383.82
EINECS:
223-444-9
Product Categories:
  • antibiotic
  • Herb extract
  • Alkaloids
  • Protein Kinase
Mol File:
3895-92-9.mol
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CHELERYTHRINE CHLORIDE Chemical Properties

Melting point:
195-205 °C
storage temp. 
Inert atmosphere,Store in freezer, under -20°C
solubility 
DMSO: ≥10 mg/mL
form 
powder
color 
yellow to orange
Stability:
Hygroscopic
InChIKey
WEEFNMFMNMASJY-UHFFFAOYSA-M
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Safety Information

Hazard Codes 
Xn,Xi
Risk Statements 
20/21/22-36/37/38-36/37
Safety Statements 
26-36-36/37
RIDADR 
UN 1544PSN1 6.1 / PGII
WGK Germany 
3
RTECS 
FL9200000
HS Code 
29349990
Toxicity
mouse,LD50,intravenous,18500ug/kg (18.5mg/kg),Planta Medica. Vol. 43, Pg. 161, 1981.

MSDS

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CHELERYTHRINE CHLORIDE Usage And Synthesis

Description

Chelerythrine is a potent, cell permeable inhibitor of protein kinase C (IC50 = 660 nM) that does not inhibit tyrosine protein kinases, cAMP-dependent protein kinase, or calcium/calmodulin-dependent protein kinase. Chelerythrine also inhibits Bcl-xL function (IC50 = 1.5 μM) by displacing Bax binding, inducing apoptosis in several cancer cell lines. Chelerythrine can also have PKC-independent effects, activate p38 MAP kinase and JUNK signaling pathways, and induce apoptosis in cancer cells both in vitro and in vivo.

Chemical Properties

yellow to orange solid

Uses

Chelerythrine Chloride is a cell permeable protein kinase C (PKC) inhibitor.

General Description

Naturally occurring alkaloid. Cell-permeable, selective inhibitor of protein kinase C (IC50 = 660 nM). Acts on the catalytic domain irrespective of the attachment of the regulatory domain. Material is a competitive inhibitor with respect to the phosphate acceptor and a non-competitive inhibitor with respect to ATP. Over ten-fold more potent than H-7, HCl (Cat. No. 371955). Inhibits thromboxane formation and phosphoinositide metabolism in platelets. Also induces apoptotic DNA fragmentation and cell death in HL-60 human promyelocytic leukemia cells.

Biochem/physiol Actions

Cell permeable: yes

storage

-20°C (desiccate)

References

1. j. m. herbert, j. m. augereau, j. gleye and j. p. maffrand, biochem biophys res commun 1990, 172, 993-999. 2. w. d. jarvis, a. j. turner, l. f. povirk, r. s. traylor and s. grant, cancer res 1994, 54, 1707-1714. 3. j. vrba, p. dolezel, j. vicar, m. modriansky and j. ulrichova, toxicol in vitro 2008, 22, 1008-1017. 4. m. vogler, k. weber, d. dinsdale, i. schmitz, k. schulze-osthoff, m. j. dyer and g. m. cohen, cell death differ 2009, 16, 1030-1039. 5. r. yu, s. mandlekar, t. h. tan and a. n. kong, j biol chem 2000, 275, 9612-9619. 6. s. yamamoto, k. seta, c. morisco, s. f. vatner and j. sadoshima, j mol cell cardiol 2001, 33, 1829-1848.

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