General
Preferred name
piperlongumine
Synonyms
PIPLARTINE ()
PPLGM ()
PPLGM, Piplartine ()
P&D ID
PD000606
CAS
20069-09-4
Tags
drug candidate
natural product
available
Drug indication
Solid tumour/cancer
Probe control
Probe control not defined
Orthogonal probes
0
No orthogonal probes found
Similar probes
0
No structurally similar probes found
Structure
P&D probe-likeness score
Structure formats
[[ format ]]
[[ compound[format === 'MOL' ? 'molblock' : format.toLowerCase()] ]]
Description
(extracted from source data)
DESCRIPTION
natural product; modulator of ROS levels
(Informer Set)
DESCRIPTION
Reported macrophage migration inhibitory factor (MIF) inhibitor
(Tocris Bioactive Compound Library)
DESCRIPTION
Piperlongumine, also known as Piplartine , is a biologically active alkaloid/amide from peppers, as from long pepper (Piper longum L. - Piperaceae). Long pepper is one of the most widely used in Ayurvedic medicine, which is used to treat many diseases, including tumors. The reported pharmacological activities of piplartine include cytotoxic, genotoxic, antitumor, antiangiogenic, antimetastatic, antiplatelet aggregation, antinociceptive, anxiolytic, antidepressant, anti-atherosclerotic, antidiabetic, antibacterial, antifungal, leishmanicidal, trypanocidal, and schistosomicidal activities. Among the multiple pharmacological effects of piplartine, its anticancer property is the most promising. Therefore, the preclinical anticancer potential of piplartine has been extensively investigated, which recently resulted in one patent. This compound is selectively cytotoxic against cancer cells by induction of oxidative stress, induces genotoxicity, as an alternative strategy to killing tumor cells, has excellent oral bioavailability in mice, inhibits tumor growth in mice, and presents only weak systemic toxicity.
(BOC Sciences Bioactive Compounds)
[[ p.pathway_name ]]
[[ compound.targets[tid].gene_name ]]
Cell lines
34
Organisms
3
Compound Sets
11
Axon Medchem Screening Library
BOC Sciences Bioactive Compounds
Cayman Chemical Bioactives
DrugMAP
Informer Set
MedChem Express Bioactive Compound Library
Selleckchem Bioactive Compound Library
TargetMol Bioactive Compound Library
The Spectrum Collection
Tocris Bioactive Compound Library
Welcome Trust Cancer Drugs
[[ a.name ]]
[[ ligand_id ]]
free of charge
External IDs
26
Molecular Weight
317.13
Hydrogen Bond Acceptors
5
Hydrogen Bond Donors
0
Rotatable Bonds
5
Ring Count
2
Aromatic Ring Count
1
cLogP
2.04
TPSA
65.07
Fraction CSP3
0.29
Chiral centers
0.0
Largest ring
6.0
QED
0.78
Structural alerts
0
No structural alerts detected
Related compounds
Custom attributes
(extracted from source data)
Compound status
probe
Pathway
NF-¦ÊB
Immunology/Inflammation
Anti-infection
Apoptosis
Autophagy
MAPK/ERK Pathway
Metabolic Enzyme/Protease
NF-κB
Stem Cell/Wnt
Target
Increases ROS levels
ROS
Natural alkaloid/GSTP1 inhibitor
Bacterial
ERK
Ferroptosis
Reactive Oxygen Species
CRM1,ROS
Primary Target
Apoptosis Inducers
Solubility
Soluble in Chloroform (Slightly), Methanol (Slightly)
Source data
