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Chemical Structure| 34316-15-9 Chemical Structure| 34316-15-9

Structure of Chelerythrine
CAS No.: 34316-15-9

Chemical Structure| 34316-15-9

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Chelerythrine, a natural alkaloid, acts as a potent and selective Ca2+/phospholipid-dependent PKC antagonist with an IC50 of 0.7 μM. It has antitumor, antidiabetic, and anti-inflammatory activities, inhibits BclXL-Bak BH3 peptide binding with an IC50 of 1.5 μM, displaces Bax from BclXL, and triggers apoptosis and autophagy.

Synonyms: Toddaline; Broussonpapyrine

4.5 *For Research Use Only !

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Product Details of Chelerythrine

CAS No. :34316-15-9
Formula : C21H18NO4
M.W : 348.37
SMILES Code : C[N+]1=CC2=C(OC)C(OC)=CC=C2C(C=CC3=C4)=C1C3=CC5=C4OCO5
Synonyms :
Toddaline; Broussonpapyrine
MDL No. :MFCD00270393
InChI Key :LLEJIEBFSOEYIV-UHFFFAOYSA-N
Pubchem ID :2703

Safety of Chelerythrine

GHS Pictogram:
Signal Word:Danger
Hazard Statements:H300-H315-H319-H335
Precautionary Statements:P261-P264-P301+P310+P330-P305+P351+P338
Class:6.1
UN#:2811
Packing Group:

Related Pathways of Chelerythrine

epigenetics

Isoform Comparison

Biological Activity

In Vitro:

Cell Line
Concentration Treated Time Description References
Hepatic stellate cells 0-5 µM 1 hour Enhanced leptin signaling, observed elevated tyrosine phosphorylation of JAK2 Nat Commun. 2018 Jan 18;9(1):283.
293T cells 2 µM 1 hour Enhanced insulin signaling, observed enhanced phosphorylation of the insulin receptor β-subunit (IR-β) and activation of AKT Nat Commun. 2018 Jan 18;9(1):283.
Aplysia sensory and motor neuron cocultures 10 µM 1 hour Inhibition of PKM Apl III reversed 5HT-induced synaptic growth, returning varicosity numbers to pretraining levels Elife. 2014 Nov 17;3:e03896.
Rat aortic vascular smooth muscle cells (VSMCs) 100 µM 1 hour Chelerythrine attenuated the dexmedetomidine-induced PKC phosphorylation Int J Mol Sci. 2016 Sep 30;17(10):1663.
Rat aortic vascular smooth muscle cells (VSMCs) 100 µM 1 hour Chelerythrine attenuated the dexmedetomidine-induced phosphorylation of MLC20 at Ser19 Int J Mol Sci. 2016 Sep 30;17(10):1663.
Rat aortic vascular smooth muscle cells (VSMCs) 100 µM 1 hour Chelerythrine attenuated the dexmedetomidine-induced phosphorylation of CPI-17 at Thr38 Int J Mol Sci. 2016 Sep 30;17(10):1663.
LO2 cells 10 µM 24 hours CHE had minimal cytotoxic effects on normal LO2 cells. J Cell Mol Med. 2020 Jan;24(1):50-60.
Jurkat WT cells 1 µg/mL 48 hours After CHE treatment, 45% of Jurkat WT cells died. Int J Mol Sci. 2023 Oct 20;24(20):15405.
RAW264.7 cells 0.5, 1, or 2 µM 1 hour To evaluate the inhibitory effect of CH on LPS-induced inflammatory responses. Results showed that CH pretreatment significantly inhibited LPS-induced production of TNF-α, IL-6, and IL-1β. Front Pharmacol. 2018 Sep 26;9:1047.
Human B-lymphocytes 10 µM 15 minutes To study the effect of chelerythrine on ATP- and PMA-induced PLD activity, results showed chelerythrine inhibited ATP-induced PLD activity by 94.2±21.9% and PMA-induced PLD activity by 68.2±7.4% Br J Pharmacol. 2004 Jul;142(6):1015-9.
A375 cells 1 µg/mL 2 and 3 hours After CHE treatment, A375 cells showed an increase in cPARP (apoptosis marker), indicating apoptosis induction. Int J Mol Sci. 2023 Oct 20;24(20):15405.
Human erythrocytes 1-10 µM 2 hours Chelerythrine was able to partially inhibit costunolide-induced phosphatidylserine exposure and cell shrinkage Apoptosis. 2020 Oct;25(9-10):674-685.
786-O cells 6, 9, 12 µM 20 hours CHE induced G2/M cell cycle arrest and apoptosis in 786-O cells by increasing Cle-PARP expression and decreasing the Bcl-2/Bax ratio. J Cell Mol Med. 2020 Jan;24(1):50-60.
Caki cells 6, 9, 12 µM 20 hours CHE induced G2/M cell cycle arrest and apoptosis in Caki cells by increasing Cle-PARP expression and decreasing the Bcl-2/Bax ratio. J Cell Mol Med. 2020 Jan;24(1):50-60.
HepG2 cells 1.25-10 µM 24 hours CHE induces apoptotic cell death in HepG2 cells involving the inhibition of Akt pathway and the activation of oxidative stress and mitochondrial apoptotic pathway Antioxidants (Basel). 2022 Sep 18;11(9):1837.
Non-small cell lung cancer NCI-H1299 cells 10, 15, 20 µM 24 hours To study the effect of CHE on cell viability, results showed CHE significantly reduced the viability of NCI-H1299 cells in a concentration-dependent manner Redox Biol. 2017 Aug;12:367-376.
Non-small cell lung cancer A549 cells 10, 15, 20 µM 24 hours To study the effect of CHE on cell viability, results showed CHE significantly reduced the viability of A549 cells in a concentration-dependent manner Redox Biol. 2017 Aug;12:367-376.
NCI-N87 cells 3.81 µM (IC50) 24 hours To evaluate the cytotoxicity of Chelerythrine on NCI-N87 cells, results showed Chelerythrine significantly reduced cell viability. Molecules. 2023 Sep 28;28(19):6842.
Mechanically skinned skeletal muscle fibres of the rat 12 µM 30 s Chelerythrine (12 μM) was shown to restore ECC in these fibres. Restored force responses were similar in peak but significantly broadened compared to initial control responses. Early exposure to chelerythrine prevented run-down of DIFRs. Chelerythrine also induced spontaneous force responses in some fibres. Br J Pharmacol. 2003 Feb;138(3):417-26.
MKN45 cells 5 µM 4 hours Chelerythrine significantly inhibited TXNRD1 activity in MKN45 cells. Molecules. 2023 Sep 28;28(19):6842.
Jurkat CASP3/7/6-/- cells 1 µg/mL 48 hours After CHE treatment, 13% of Jurkat CASP3/7/6-/- cells died. Int J Mol Sci. 2023 Oct 20;24(20):15405.
Jurkat FADD-/- cells 1 µg/mL 48 hours After CHE treatment, 81% of Jurkat FADD-/- cells died. Int J Mol Sci. 2023 Oct 20;24(20):15405.
Human B-lymphocytes 5 µM and 10 µM 5 minutes To study the effect of chelerythrine on ATP concentration-effect curves, results showed chelerythrine inhibited P2X7 receptor in a noncompetitive manner Br J Pharmacol. 2004 Jul;142(6):1015-9.
Human B-lymphocytes 10 µM 5 minutes To examine the effect of chelerythrine on P2X7 receptor function, results showed chelerythrine inhibited ATP-induced 86Rb+ efflux by 73.4±3.5% Br J Pharmacol. 2004 Jul;142(6):1015-9.

In Vivo:

Species
Animal Model
Administration Dosage Frequency Description References
Rat Isolated perfused heart model Perfusion 10 mM Started 5 min before ischemia, infused for 20 min together with 5–10-sP Chelerythrine abrogated the improvement in mitochondrial function induced by 5–10-sP, including ADP-stimulated respiration, ATP production, and prevention of ROS formation. Front Pharmacol. 2020 May 5;11:545
Aplysia californica Long-term sensitization model of siphon-withdrawal reflex Intrahemocoel injection 200 µl/100 g Single injection PKM Apl III inhibition erased behavioral expression of long-term sensitization memory, but memory could be reinstated with additional training Elife. 2014 Nov 17;3:e03896.
C57Bl6/J mice High fat diet-induced obesity model Intraperitoneal injection 3 mg/kg Once daily for 30 days Improved metabolism, promoted insulin and leptin signaling, and reduced body weight Nat Commun. 2018 Jan 18;9(1):283.
Sprague-Dawley rats Subarachnoid hemorrhage (SAH) model Cisterna magna injection 5 µM Injected once 2 days before SAH induction and on day 3 and day 5 after SAH induction To investigate the effect of PKC inhibitors on SAH-induced increase in Cx43 expression. Results showed that Cx43 expression in basilar arteries significantly increased at day 7 post-SAH, and pretreatment with PKC inhibitors (Chelerythrine or GF 109203X) reversed this increase. J Transl Med. 2019 Dec 30;17(1):433
BALB/c mice LPS-induced acute lung injury model Gavage 5 or 10 mg/kg 7 consecutive days To evaluate the protective effect of CH on LPS-induced acute lung injury. Results showed that CH significantly ameliorated LPS-induced pathological changes in the lung, reduced inflammatory cell infiltration, and inhibited the production of TNF-α, IL-6, and IL-1β. Front Pharmacol. 2018 Sep 26;9:1047.

Protocol

Bio Calculators
Preparing Stock Solutions 1mg 5mg 10mg

1 mM

5 mM

10 mM

2.87mL

0.57mL

0.29mL

14.35mL

2.87mL

1.44mL

28.71mL

5.74mL

2.87mL

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