Skip to Content
Merck

Key Documents

View All Documentation

C2932

Chelerythrine chloride

plant, ≥95% (TLC), protein kinase C inhibitor, powder

Synonym(s):

1,2-Dimethoxy-N-methyl(1,3)benzodioxolo(5,6-c)phenanthridinium chloride, Toddaline chloride

Sign In to View Organizational & Contract Pricing.

Select a Size

Change View

About This Item

Empirical Formula (Hill Notation):
C21H18ClNO4
CAS Number:
3895-92-9
Molecular Weight:
383.82
UNSPSC Code:
12352200
PubChem Substance ID:
24278305
NACRES:
NA.77
MDL number:
MFCD00060717
Assay:
≥95% (TLC)
Form:
powder
Quality level:
100
Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist

Product Name

Chelerythrine chloride, ≥95% (TLC), powder

biological source

plant

Quality Level

100

assay

≥95% (TLC)

form

powder

color

yellow to orange

mp

213.0-214.0  °C

solubility

DMSO: 2 mg/mL

storage temp.

−20°C

SMILES string

Cl.COc1ccc2-c3ccc4cc5OCOc5cc4c3[N](C)=Cc2c1OC

InChI

1S/C21H18NO4.ClH/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;1H

InChI key

SUPBMPBJXZDANZ-UHFFFAOYSA-N

General description

Chelerythrine chloride (CHE), a benzophenanthridine alkaloid is an inhibitor of protein kinase C (PKC). It is the active component of Macleaya cordata.

Application

Chelerythrine chloride has been used:
  • as a supplement in heat-inactivated late-embryo extract or late-embryo extract to inhibit protein kinase C (PKC) activity
  • for in vitro Xenopus experiments
  • as a PKC inhibitor in HL-1 cells, to block the PKC pathway to study its effects on doxazosin-induced galectin-3 and collagen expression

Biochem/physiol Actions

Chelerythrine chloride (CHE) is capable of preventing the growth and apoptosis in human gastric cancer BGC-823 cells. It possesses several biological effects and also can induce the phosphorylation of a ~20 kDa protein present in the mitochondrial fraction of the rat retina.

Features and Benefits

This compound is featured on the P2 Receptors: P2X Ion Channel Family and PKC pages of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Still not finding the right product?

Explore all of our products under Chelerythrine chloride

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
MKCW5906
MKCH7955
MKBZ4616V
MKBV0310V
MKBQ9270V

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Stimulation by chelerythrine of the phosphorylation of the amino acid serine in an~20 kDa protein present in the mitochondrial fraction of the rat retina
Lombardini JB
Biochemical Pharmacology, 52(2), 253-257 (1996)
A E Eckly-Michel et al.
European journal of pharmacology, 324(1), 85-88 (1997-04-11)
Chelerythrine, a potent inhibitor of protein kinase C, was evaluated for its effect on cyclic nucleotide phosphodiesterases (PDE) isolated from bovine aorta. Chelerythrine activated basal PDE2 and inhibited activated PDE2, PDE4 and PDE5. The effect of chelerythrine (10 microM) was
PKC-mediated phosphorylation of nuclear lamins at a single serine residue regulates interphase nuclear size in Xenopus and mammalian cells
Edens LJ, et al.
Molecular Biology of the Cell, 28(10), 1389-1399 (2017)
View All Related Papers