Chelerythrine chloride

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Cat.No. 1330 - Chelerythrine chloride | C21H18ClNO4 | CAS No. 3895-92-9
Description: Cell-permeable protein kinase C inhibitor
Chemical Name: 1,2-Dimethoxy-12-methyl[1,3]benzodioxolo[5,6-c]phenanthridinium chloride
Purity: ≥98% (HPLC)
Datasheet
Citations (15)
Reviews
Literature

Biological Activity

Cell-permeable inhibitor of protein kinase C (IC50 = 660 nM); competitive with respect to the phosphate acceptor and non-competitive with respect to ATP. Has a wide range of biological activities, including antiplatelet, anti-inflammatory, antibacterial and antitumor effects. Activates MAPK pathways, independent of PKC inhibition. Inhibits binding of BclXL to Bak (IC50 = 1.5 μM) or Bad proteins and stimulates apoptosis.

Technical Data

M. Wt 383.83
Formula C21H18ClNO4
Storage Desiccate at -20°C
Purity ≥98% (HPLC)
CAS Number 3895-92-9
PubChem ID 72311
InChI Key WEEFNMFMNMASJY-UHFFFAOYSA-M
Smiles C[N+](C3=C2C=CC4=C3C=C(OCO5)C5=C4)=CC1=C2C=CC(OC)=C1OC.[Cl-]

The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.

Tocris products are intended for laboratory research use only, unless stated otherwise.

Solubility Data

Solvent Max Conc. mg/mL Max Conc. mM
Solubility
water 3.84 10
DMSO 3.84 10

Preparing Stock Solutions

The following data is based on the product molecular weight 383.83. Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
0.1 mM 26.05 mL 130.27 mL 260.53 mL
0.5 mM 5.21 mL 26.05 mL 52.11 mL
1 mM 2.61 mL 13.03 mL 26.05 mL
5 mM 0.52 mL 2.61 mL 5.21 mL

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Product Datasheets

Certificate of Analysis / Product Datasheet
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References

References are publications that support the biological activity of the product.

Chan et al (2003) Identification of chelerythrine as an inhibitor of BclXL function. J.Biol.Chem. 278 20453 PMID: 12702731

Herbert et al (1990) Chelerythrine is a potent and specfic inhibitor of protein kinase C. Biochem.Biophys.Res.Commun. 172 993 PMID: 2244923

Lee et al (1998) Angoline and chelerythrine, benzophenanthridine alkaloids that do not inhibit protein kinase C. J.Biol.Chem. 273 19829 PMID: 9677417

Yu et al (2000) Activation of p38 and c-Jun N-terminal kinase pathways and induction of apoptosis by chelerythrine do not require inhibition of protein kinase C. J.Biol.Chem. 275 9612 PMID: 10734112


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Keywords: Chelerythrine chloride, Chelerythrine chloride supplier, Potent, protein, kinase, C, inhibitors, inhibits, PKC, Kinases, Protein, Kinase, 1330, Tocris Bioscience

15 Citations for Chelerythrine chloride

Citations are publications that use Tocris products. Selected citations for Chelerythrine chloride include:

Morelli et al (2014) Cross-talk between alpha1D-adrenoceptors and transient receptor potential vanilloid type 1 triggers prostate cancer cell proliferation. BMC Cancer 14 921 PMID: 25481381

Xu et al (2009) Increases in transient receptor potential vanilloid-1 mRNA and protein in primary afferent neurons stimulated by protein kinase C and their possible role in neurogenic inflammation. Cardiovasc Res 87 482 PMID: 18752301

Li (2017) Involvement of galanin and galanin receptor 1 in nociceptive modulation in the central nucleus of amygdala in normal and neuropathic rats. Sci Rep 7 15317 PMID: 29127424

Ortinski et al (2015) Cocaine-seeking is associated with PKC-dependent reduction of excitatory signaling in accumbens shell D2 DA receptor-expressing neurons. Neuropharmacology 92 80 PMID: 25596492

Song et al (2010) Involvement of protein kinase C-CPI-17 in androgen modulation of angiotensin II-renal vasoconstriction. ACS Chem Neurosci 85 614 PMID: 19797427

Liu and Zhuo (2014) Loss of long-term depression in the insular cortex after tail amputation in adult mice. Mol Pain 10 1 PMID: 24398034

Cho et al (2012) Pituitary adenylate cyclase-activating polypeptide induces postsynaptically expressed potentiation in the intra-amygdala circuit. J Neurosci 32 14165 PMID: 23055486

Fuortes et al (2010) Distinctions between persistent and reversible group I mGluR-induced epileptiform burst prolongation. Epilepsia 51 1633 PMID: 20659148

Jin and Yu (2010) Involvement of protein kinase C in mor. tolerance at spinal levels of rats. Autophagy 1 122 PMID: 22778820

Most et al (2013) S100A1 deficiency impairs postischemic angiogenesis via compromised proangiogenic endothelial cell function and nitric oxide synthase regulation. Circ Res 112 66 PMID: 23048072

Gosselin et al (2013) Extracellular microvesicles from astrocytes contain functional glutamate transporters: regulation by protein kinase C and cell activation. Front Cell Neurosci 7 251 PMID: 24368897

Chen et al (2011) mGluR5 positive modulators both potentiate activation and restore inhibition in NMDA receptors by PKC dependent pathway. J Biomed Sci 18 19 PMID: 21342491

Xu et al (2010) The effects of sympathetic outflow on upregulation of vanilloid receptors TRPV(1) in primary afferent neurons evoked by intradermal capsaicin. Exp Neurol 222 93 PMID: 20036240

Xie and Wang (2009) Ablation of transient receptor potential vanilloid 1 abolishes endothelin-induced increases in afferent renal nerve activity: mechanisms and functional significance. Hypertension 54 1298 PMID: 19858408

Mockett et al (2011) Calcium/calmodulin-dependent protein kinase II mediates group I metabotropic glutamate receptor-dependent protein synthesis and long-term depression in rat hippocampus. J Neurosci 31 7380 PMID: 21593322


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