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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 PMC5773487
293T cells 2 μM 1 hour Enhanced insulin signaling, observed enhanced phosphorylation of the insulin receptor β-subunit (IR-β) and activation of AKT PMC5773487
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 PMC4270066
Rat aortic vascular smooth muscle cells (VSMCs) 100 µM 1 hour Chelerythrine attenuated the dexmedetomidine-induced PKC phosphorylation PMC5085696
Rat aortic vascular smooth muscle cells (VSMCs) 100 µM 1 hour Chelerythrine attenuated the dexmedetomidine-induced phosphorylation of MLC20 at Ser19 PMC5085696
Rat aortic vascular smooth muscle cells (VSMCs) 100 µM 1 hour Chelerythrine attenuated the dexmedetomidine-induced phosphorylation of CPI-17 at Thr38 PMC5085696
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. PMC6169195
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% PMC1575114
A375 cells 1 µg/mL 2 and 3 hours After CHE treatment, A375 cells showed an increase in cPARP (apoptosis marker), indicating apoptosis induction. PMC10607862
Human erythrocytes 1-10 µM 2 hours Chelerythrine was able to partially inhibit costunolide-induced phosphatidylserine exposure and cell shrinkage PMC7527323
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. PMC6933352
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. PMC6933352
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 PMC9495744
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 PMC5349618
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 PMC5349618
LO2 cells 10 μM 24 hours CHE had minimal cytotoxic effects on normal LO2 cells. PMC6933352
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. PMC10574601
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. PMC1573677
MKN45 cells 5 µM 4 hours Chelerythrine significantly inhibited TXNRD1 activity in MKN45 cells. PMC10574601
Jurkat CASP3/7/6-/- cells 1 µg/mL 48 hours After CHE treatment, 13% of Jurkat CASP3/7/6-/- cells died. PMC10607862
Jurkat FADD-/- cells 1 µg/mL 48 hours After CHE treatment, 81% of Jurkat FADD-/- cells died. PMC10607862
Jurkat WT cells 1 µg/mL 48 hours After CHE treatment, 45% of Jurkat WT cells died. PMC10607862
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 PMC1575114
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% PMC1575114

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. PMC7214810
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 PMC4270066
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 PMC5773487
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. PMC6936071
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. PMC6169195

Protocol

Bio Calculators
Preparing Stock Solutions 1mg 5mg 10mg

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2.87mL

0.57mL

0.29mL

14.35mL

2.87mL

1.44mL

28.71mL

5.74mL

2.87mL

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