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Chemical Structure| 20069-09-4 Chemical Structure| 20069-09-4

Structure of Piperlongumine
CAS No.: 20069-09-4

Chemical Structure| 20069-09-4

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Piperlongumine, a natural alkaloid from Piper longum L., increases the level of reactive oxygen species (ROS) and selectively kills cancer cells. It is a direct TrxR1 inhibitor with suppressive activity against gastric cancer and an inhibitor of CRM1 and is also an inhibitor of PI3K/Akt/mTOR in human breast cancer cells.

Synonyms: Piplartine; PPLGM

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Product Details of Piperlongumine

CAS No. :20069-09-4
Formula : C17H19NO5
M.W : 317.34
SMILES Code : O=C1C=CCCN1C(/C=C/C2=CC(OC)=C(C(OC)=C2)OC)=O
Synonyms :
Piplartine; PPLGM
MDL No. :MFCD00075706
InChI Key :VABYUUZNAVQNPG-BQYQJAHWSA-N
Pubchem ID :637858

Safety of Piperlongumine

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H315-H320-H335
Precautionary Statements:P261-P280-P301+P312-P302+P352-P305+P351+P338

Isoform Comparison

Biological Activity

Target
  • CRM1

In Vitro:

Cell Line
Concentration Treated Time Description References
SK-N-SH cells 0.1 - 2.5 µM 24 hours PLG partially reversed the decrease in cell viability and increase in cytotoxicity induced by rotenone PMC6070010
primary neurons 0.1 µM 24 hours PLG reduced cell injury and cell death rate induced by rotenone PMC6070010
MOLT4 cells 0.1 μM 16 hours Induced CDK9 degradation PMC10074544
293T cells 0.1 μM 8 hours Induced CDK9 degradation PMC10074544
K562 cells 0.1 μM 8 hours Induced CDK9 degradation PMC10074544
SK-N-SH cells 0.1 - 2.5 μM 24 hours PLG partly abrogated the reduction in cell viability and enhancement in cytotoxicity induced by rotenone PMC6070010
primary neurons 0.1 μM 24 hours PLG reduced cell injury and cell death induced by rotenone PMC6070010
A549 cells 0 to 50 µM 24 hours To evaluate the cytotoxicity of Piperlongumine on A549 cells, the results showed that Piperlongumine has cytotoxicity on A549 cells in the range of 0 to 50 µM. PMC9030593
HCT116 cells 0 to 50 µM 24 hours To evaluate the cytotoxicity of Piperlongumine on HCT116 cells, the results showed that Piperlongumine has cytotoxicity on HCT116 cells in the range of 0 to 50 µM. PMC9030593
HepG2 cells 0 to 50 µM 24 hours To evaluate the cytotoxicity of Piperlongumine on HepG2 cells, the results showed that Piperlongumine has cytotoxicity on HepG2 cells in the range of 0 to 50 µM. PMC9030593
MCF-7 cells 0 to 50 µM 24 hours To evaluate the cytotoxicity of Piperlongumine on MCF-7 cells, the results showed that Piperlongumine has cytotoxicity on MCF-7 cells in the range of 0 to 50 µM. PMC9030593
high-grade glioma sphere cultures 0-10 mM 1-3 days Piperlongumine treatment increased ROS levels and preferentially killed HGG cells with little effect in normal brain cells. PMC4165421
neural stem cell (NSC) sphere cultures 0-10 mM 1-3 days Piperlongumine treatment had little effect on the growth of neural stem cells. PMC4165421
astrocytes 0-10 mM 1-3 days Piperlongumine treatment at the highest dose of 10 mM suppressed the growth of astrocyte cultures. PMC4165421

In Vivo:

Species
Animal Model
Administration Dosage Frequency Description References
C57BL mice rotenone-induced Parkinson's disease model Oral 2 and 4 mg/kg once daily for 4 weeks PLG attenuated motor deficits in mice and prevented the loss of dopaminergic neurons induced by rotenone PMC6070010
C57BL/6J mice Chemotherapy-induced cognitive impairment model Intraperitoneal injection 2 mg/kg Weekly for 12 weeks To investigate the neuroprotective role of Piperlongumine in chemotherapy-induced cognitive impairment. Results showed that TAC/PL co-treated mice did not exhibit measurable social memory deficits during social memory testing, indicating that Piperlongumine protects against TAC-induced social memory impairment. PMC8880369

Protocol

Bio Calculators
Preparing Stock Solutions 1mg 5mg 10mg

1 mM

5 mM

10 mM

3.15mL

0.63mL

0.32mL

15.76mL

3.15mL

1.58mL

31.51mL

6.30mL

3.15mL

 

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