Plumbagin

Pricing Availability Delivery Time Qty
Cat.No. 4761 - Plumbagin | C11H8O3 | CAS No. 481-42-5
Description: Induces G2/M cell cycle arrest; anticancer
Chemical Name: 5-Hydroxy-2-methyl-1,4-naphthalenedione
Purity: ≥98% (HPLC)
Datasheet
Citations
Literature

Biological Activity

Anticancer agent. Induces G2/M cell cycle arrest and apoptosis in A549 cells through JNK-dependent p53 Ser15 phosphorylation; inhibits A549 and MDA-MD-231 tumour xenograft growth in nude mice. Promotes autophagic cell death in MDA-MB-231 and MCF-7 cells and inhibits Akt/mTOR signaling. Induces intracellular ROS generation in a PI 5-kinase-dependent manner. Also inhibits p300-mediated acetylation of p53.

Technical Data

M. Wt 188.18
Formula C11H8O3
Storage Store at -20°C
Purity ≥98% (HPLC)
CAS Number 481-42-5
PubChem ID 10205
InChI Key VCMMXZQDRFWYSE-UHFFFAOYSA-N
Smiles CC2=CC(C1=C(C2=O)C=CC=C1O)=O

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

All Tocris products are intended for laboratory research use only.

Solubility Data

Solvent Max Conc. mg/mL Max Conc. mM
Solubility
DMSO 18.82 100
ethanol 9.41 50

Preparing Stock Solutions

The following data is based on the product molecular weight 188.18. Batch specific molecular weights may vary from batch to batch due to solvent of hydration, which will affect the solvent volumes required to prepare stock solutions.

Select a batch to recalculate based on the batch molecular weight:
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 5.31 mL 26.57 mL 53.14 mL
5 mM 1.06 mL 5.31 mL 10.63 mL
10 mM 0.53 mL 2.66 mL 5.31 mL
50 mM 0.11 mL 0.53 mL 1.06 mL

Molarity Calculator

Calculate the mass, volume, or concentration required for a solution.
=
x
x
g/mol

*When preparing stock solutions always use the batch-specific molecular weight of the product found on the vial label and SDS / CoA (available online).

Reconstitution Calculator

The reconstitution calculator allows you to quickly calculate the volume of a reagent to reconstitute your vial. Simply enter the mass of reagent and the target concentration and the calculator will determine the rest.

=
÷

Dilution Calculator

Calculate the dilution required to prepare a stock solution.
x
=
x

Product Datasheets

Safety Datasheet

References

References are publications that support the products' biological activity.

Hsu et al (2006) Plumbagin (5-hydroxy-2-methyl-1,4-napthoquinone) induces apoptosis and cell cycle arrest in A549 cells through p53 accumulation via c-Jun NH2-terminal kinase mediated phosphorylation at serine 15 in vitro and in vivo. J.Pharmacol.Exp.Ther. 318 484 PMID: 16632641

Kuo et al (2006) Plumbagin induces G2-M arrest and autophagy by inhibiting the AKT/mammalian target of rapamycin pathway in breast cancer cells. Mol.Cancer Ther. 5 3209 PMID: 17172425

Lee et al (2012) The natural anticancer agent plumbagin induces potent cytotoxicity in MCF-7 human breast cancer cells by inhibiting a PI-5 kinase for ROS generation. PLoS One. 7 e45023 PMID: 23028742

Ravindra et al (2009) Inhibition of lysine acetyltransferase KAT3B/p300 activity by a naturally occurring hydroxynaphthoquinone, plumbagin. J.Biol.Chem. 284 24453 PMID: 19570987


If you know of a relevant reference for Plumbagin, please let us know.

Keywords: anticancer induces cell cycle arrest apoptosis autophagy cell death antiproliferative p53 phosphorylation ROS generation antitumor p300 RTK1 Cell Cycle Inhibitors

Citations for Plumbagin

Citations are publications that use Tocris products.

Currently there are no citations for Plumbagin. Do you know of a great paper that uses Plumbagin from Tocris? If so please let us know.

Commented out for usability testing

Reviews

TODO: Add Reviews

Literature in this Area

Cancer

Cancer Research Product Guide

A collection of over 750 products for cancer research, the guide includes research tools for the study of:

  • Cancer Metabolism
  • Epigenetics in Cancer
  • Receptor Signaling
  • Cell Cycle and DNA Damage Repair
  • Angiogenesis
  • Invasion and Metastasis
Cell Cycle & DNA Damage Repair

Cell Cycle & DNA Damage Repair Poster

In normal cells, each stage of the cell cycle is tightly regulated, however in cancer cells many genes and proteins that are involved in the regulation of the cell cycle are mutated or over expressed. Adapted from the 2015 Cancer Product Guide, Edition 3, this poster summarizes the stages of the cell cycle and DNA repair. It also highlights strategies for enhancing replicative stress in cancer cells to force mitotic catastrophe and cell death.

Pathways for Plumbagin

Protocols

TODO: Add Protocols