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C2932

Sigma-Aldrich

Chelerythrine chloride

≥95% (TLC), powder

Sinonimo/i:

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

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1 MG
CHF 60.10
5 MG
CHF 149.00

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1 MG
CHF 60.10
5 MG
CHF 149.00

About This Item

Formula empirica (notazione di Hill):
C21H18ClNO4
Numero CAS:
Peso molecolare:
383.82
Numero MDL:
Codice UNSPSC:
12352200
ID PubChem:
NACRES:
NA.77

CHF 60.10


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Origine biologica

plant

Saggio

≥95% (TLC)

Stato

powder

Colore

yellow to orange

Punto di fusione

213.0-214.0  °C

Solubilità

DMSO: 2 mg/mL

Temperatura di conservazione

−20°C

Stringa SMILE

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
SUPBMPBJXZDANZ-UHFFFAOYSA-N

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Descrizione generale

Chelerythrine chloride (CHE), a benzophenanthridine alkaloid[1] is an inhibitor of protein kinase C (PKC).[2] It is the active component of Macleaya cordata.[3]

Applicazioni

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[4]
  • for in vitro Xenopus experiments[4]
  • as a PKC inhibitor in HL-1 cells[5], to block the PKC pathway to study its effects on doxazosin-induced galectin-3 and collagen expression[6]

Azioni biochim/fisiol

Chelerythrine chloride (CHE) is capable of preventing the growth and apoptosis in human gastric cancer BGC-823 cells.[3] 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.[1]

Caratteristiche e vantaggi

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.

Pittogrammi

Exclamation mark

Avvertenze

Warning

Indicazioni di pericolo

Classi di pericolo

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

Organi bersaglio

Respiratory system

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable


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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)
Win Sen Heng et al.
Molecules (Basel, Switzerland), 25(1) (2020-01-16)
Plant secondary metabolites have been seen as alternatives to seeking new medicines for treating various diseases. Phytochemical scientists remain hopeful that compounds isolated from natural sources could help alleviate the leading problem in oncology-the lung malignancy that kills an estimated
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)
Rottlerin, a specific inhibitor of protein kinase C-delta, impedes barrier repair response by increasing intracellular free calcium
Ahn BK, et al.
The Journal of Investigative Dermatology, 126(6), 1348-1355 (2006)

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