C2932
氯化白屈菜赤碱
plant, ≥95% (TLC), protein kinase C inhibitor, powder
别名:
1,2-Dimethoxy-N-methyl(1,3)benzodioxolo(5,6-c)phenanthridinium chloride, Toddaline chloride
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关于此项目
经验公式（希尔记法）:
C21H18ClNO4
化学文摘社编号:
分子量:
383.82
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77
MDL number:
产品名称
氯化白屈菜赤碱, ≥95% (TLC), powder
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
biological source
plant
assay
≥95% (TLC)
form
powder
color
yellow to orange
mp
213.0-214.0 °C
solubility
DMSO: 2 mg/mL
storage temp.
−20°C
Quality Level
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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.
General description
Chelerythrine chloride (CHE), a benzophenanthridine alkaloid is an inhibitor of protein kinase C (PKC). It is the active component of Macleaya cordata.
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
存储类别
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
法规信息
涉药品监管产品
此项目有
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)
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
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)
Yudong Yao et al.
Neuropharmacology, 64, 37-44 (2012-08-01)
PKMζ is an autonomously active, atypical protein kinase C (aPKC) isoform that is both necessary and sufficient for maintaining long-term potentiation (LTP) and long-term memory. The myristoylated ζ-pseudosubstrate peptide, ZIP, potently inhibits PKMζ biochemically in vitro, within cultured cells, and
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