| Identification | Back Directory | [Name]
CHELERYTHRINE CHLORIDE | [CAS]
3895-92-9 | [Synonyms]
TODDALIN
CHELERYTHRINE
CHELERYTHRIN CL
Chelerythrine Cl
TODDALIN CHLORIDE
CHELERYTHRIN CHLORIDE
Chelerythrine cloride
Chelerythrine chloride
CHELERYTHRINE CHLORIDE(P)
CHELERYTHRINE CHLORIDE(RG)
Chelerythrine chloride,98%
chelerythrinehydrochloride
1,2-DIMETHOXY-12,[1,3]-BENZODIOXOLO[5,6-C]PHENANTHRIDINIUM CHLORIDE
3)benzodioxolo(5,6-c)phenanthridinium,1,2-dimethoxy-12-methyl-(chloride
1,2-DIMETHOXY-12-METHYL[1,3]BENZODIOXOLO[5,6-C]PHENANTHRIDINIUM CHLORIDE
1,2-Dimethoxy-N-methyl-[1,3]benzodioxolo[5,6-c]phenanthridinium chloride
[1,3]Benzodioxolo[5,6-c]phenanthridiniuM, 1,2-diMethoxy-12-Methyl-, chloride
[1,3]Benzodioxolo[5,6-c]phenanthridinium, 1,2-dimethoxy-12-methyl-, chloride (1:1)
1,2-diMethoxy-12-Methyl-[1,3]dioxolo[4',5':4,5]benzo[1,2-c]phenanthridin-12-iuM chloride
Chelerythrine chloride1,2-Dimethoxy-N-methyl-[1,3]benzodioxolo[5,6-c]phenanthridinium chloride | [EINECS(EC#)]
223-444-9 | [Molecular Formula]
C21H18ClNO4 | [MDL Number]
MFCD00060717 | [MOL File]
3895-92-9.mol | [Molecular Weight]
383.82 |
| Chemical Properties | Back Directory | [Appearance]
yellow to orange solid | [Melting point ]
195-205 °C
| [storage temp. ]
−20°C
| [solubility ]
DMSO: ≥10 mg/mL
| [form ]
powder
| [color ]
yellow to orange
| [Water Solubility ]
water: 1mg/mL
DMSO: 10mg/mL | [Stability:]
Hygroscopic | [InChIKey]
WEEFNMFMNMASJY-UHFFFAOYSA-M |
| Hazard Information | Back Directory | [Chemical Properties]
yellow to orange solid | [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.1 Chelerythrine also inhibits Bcl-xL function (IC50 = 1.5 μM) by displacing Bax binding, inducing apoptosis in several cancer cell lines.2 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.3,4,5,6 | [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]
Store at -20°C | [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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