ChemicalBook--->CAS DataBase List--->3895-92-9

3895-92-9

3895-92-9 Structure

3895-92-9 Structure
IdentificationBack 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 PropertiesBack 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 InformationBack 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. 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.
[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.
Safety DataBack Directory
[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.
Spectrum DetailBack Directory
[Spectrum Detail]

CHELERYTHRINE CHLORIDE(3895-92-9)MS
CHELERYTHRINE CHLORIDE(3895-92-9)1HNMR
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