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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 |  |
| | 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 |
| 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. |
| | 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. |
| | CHELERYTHRINE CHLORIDE Preparation Products And Raw materials |
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