Piperlongumine CAS 20069-09-4 Powder Natural Piper Longum Extract Anti-Tumor Anti-Angiogenic Research Compound

Premium 99% Piperlongumine crystalline powder CAS 20069-09-4, natural Piper longum extract with potent anti-tumor, anti-inflammatory and antioxidant properties for oncology and pharmacological research.
Piperlongumine (Piplartine) CAS 20069-09-4 | Natural ROS-Inducing Alkaloid | Nutrabiotech Chem

Piperlongumine (Piplartine) CAS 20069-09-4
Natural ROS-Inducing Alkaloid for Cancer & Oxidative-Stress Research

Piperlongumine (CAS 20069-09-4), also known as piplartine, is a naturally derived alkaloid amide isolated from the long pepper (Piper longum L.). It selectively inhibits glutathione S-transferase Pi 1 (GSTP1), raising intracellular reactive oxygen species (ROS) to trigger cancer-selective apoptosis while sparing normal cells. Formula C17H19NO5, MW 317.34. Research grade with COA.

PiperlonguminePiplartineCAS 20069-09-4GSTP1 inhibitorROS inducerCancer-selectiveOxidative stressApoptosisNatural productPiper longum
317.34
MW (C17H19NO5)
GSTP1
Primary target
>=98%
Purity (HPLC)

Molecular Information

Name: Piperlongumine (Piplartine)
CAS: 20069-09-4
Formula: C17H19NO5
MW: 317.34 g/mol
IUPAC: 1-[(E)-3-(3,4,5-trimethoxyphenyl)prop-2-enoyl]-2,3-dihydropyridin-6-one
SMILES: COC1=CC(=CC(=C1OC)OC)C=CC(=O)N2CCC=CC2=O
Class: Piperidine amide alkaloid (natural product)
Core: Conjugated enamide / dihydropyridinone
Target: GSTP1 / ROS
Activity: Cancer-selective ROS elevation & apoptosis
Source: Piper longum L. (long pepper)
Appearance: Off-white to pale-yellow powder
Synonyms: Piplartine
Storage: -20°C, dry, protect from light
20069-09-4
🧪
CAS Number
317.34
⚖️
Molecular Weight
GSTP1 inhibitor
🎯
Primary Activity
≥98%
Purity

Product Technical Specifications

Complete physicochemical properties and QC parameters for Piperlongumine (Piplartine) (CAS 20069-09-4)

📋 Physicochemical Properties

  • Product NamePiperlongumine (Piplartine)
  • IUPAC Name1-[(E)-3-(3,4,5-trimethoxyphenyl)prop-2-enoyl]-2,3-dihydropyridin-6-one
  • CAS Number20069-09-4
  • SynonymsPiplartine
  • Molecular FormulaC17H19NO5
  • Molecular Weight317.34 g/mol
  • SourceNatural extract / semi-synthetic (Piper longum L.)
  • AppearanceOff-white to pale-yellow powder
  • Water SolubilityPoor (hydrophobic; DMSO recommended)
  • Organic SolubilityDMSO, methanol, ethanol, DCM
  • Compound ClassPiperidine amide alkaloid
  • HS Code2933.79

🔬 Quality Control & Handling

  • Purity (HPLC)>=98%
  • FormPowder (research grade)
  • Primary TargetGSTP1 / ROS pathway
  • Assay ReadoutIntracellular ROS; cleaved caspase-3/PARP; apoptosis
  • SelectivityCancer-selective vs normal cells
  • Storage Condition-20°C, sealed, dry, protect from light
  • Solution StabilityDMSO stock stable at -20°C; avoid freeze-thaw
  • ShippingAmbient or cold chain
  • QC DocumentationCOA / HPLC / NMR / MS / MSDS
  • Pack Sizes1 g / 10 g / 100 g / 1 kg / 25 kg
  • Stock StatusIn Stock
  • Use StatementResearch use only; not for human therapeutic uses

Key Molecular Targets & Biology Nodes

Piperlongumine engages the redox-homeostasis network — most notably glutathione S-transferase Pi 1 (GSTP1) — to push cancer cells into oxidative catastrophe while leaving normal cells comparatively unharmed.

🧬 GSTP1 (GST Pi 1)⚡ Reactive oxygen species (ROS)🔥 NF-κB🧬 STAT3🧭 MAPK (p38 / JNK)🧬 TrxR1 (thioredoxin reductase 1)🛡️ Nrf2 / HO-1 axis🔬 Apoptosis & autophagy🧫 Cancer cell lines🌿 Natural-product pharmacology

How Piperlongumine Works: GSTP1 Inhibition Drives Cancer-Selective ROS

Piperlongumine targets GSTP1, a key node in cellular redox buffering, tipping the oxidative balance of cancer cells toward lethal ROS accumulation.

1

GSTP1 Inhibition

Piperlongumine binds and inhibits glutathione S-transferase Pi 1 (GSTP1), a detoxifying enzyme overexpressed in many tumors that normally buffers oxidative and electrophilic stress.

2

ROS Accumulation

With GSTP1 suppressed, intracellular reactive oxygen species (ROS) rise sharply; the antioxidant NAC (N-acetylcysteine) fully reverses this, confirming ROS as the core driver.

3

Cancer-Selective Apoptosis

Elevated ROS triggers mitochondrial-dependent apoptosis — cleaved caspase-3/PARP, G2/M arrest — preferentially in cancer cells while normal cells are spared.

⚖️ Adjacent Signaling Nodes

  • EnzymeGSTP1 inhibited
  • PathwayROS / oxidative stress up
  • TranscriptionNF-κB & STAT3 modulated
  • KinasesJNK / p38 MAPK activated
  • AntioxidantNrf2 / HO-1 compensatory
  • OutcomeApoptosis & autophagy

♻️ Research Biology

  • ModelCancer cell lines (breast, pancreas, ovary, prostate)
  • ReadoutROS, caspase-3/PARP, cell viability
  • SynergyCisplatin / paclitaxel sensitization
  • RescueNAC abolishes toxicity
  • SourcePiper longum L. (long pepper)
  • ProfileNatural product, selective

Research & Application Areas

Piperlongumine is a versatile natural-product tool spanning oncology, redox biology, inflammatory signaling and natural-product drug discovery.

🧬

Cancer Research

Core tool for studying GSTP1, ROS and cancer-selective cell death across tumor types.

Oncology

Oxidative-Stress Studies

Inducible ROS model to probe redox buffering and antioxidant response.

ROS
🔥

NF-κB / STAT3 Signaling

Modulation of inflammatory and proliferative transcription factors.

Signaling
🧪

Apoptosis & Autophagy

Caspase activation, PARP cleavage and autophagic death assays.

Cell Death
🌿

Natural-Product Pharmacology

Botanical-derived lead for drug-discovery and phytochemistry work.

Natural Product
💊

Chemo-Sensitization

Combination studies with cisplatin / paclitaxel and other agents.

Combinatorial

Key Literature & Landmark Publications

Representative and landmark work on piperlongumine mechanism, selectivity and anticancer activity.

Piperlongumine inhibits glutathione S-transferase Pi 1 (GSTP1), elevating ROS to drive cancer-selective apoptosis. Apoptosis. 2019.
doi:10.1007/s10495-019-01553-9
Piperlongumine induces apoptosis and synergizes with cisplatin or paclitaxel in human ovarian cancer cells. PLoS One / ovarian cancer model.
Representative study
Piperlongumine promotes death of retinoblastoma cancer cells via ROS-dependent, caspase-independent pathways. Retinoblastoma model.
Representative study
Piperlongumine: the amazing amide alkaloid from Piper in the treatment of breast cancer. Naunyn Schmiedebergs Arch Pharmacol. 2024.
Review
Original isolation & structural characterization of piperlongumine (piplartine) from Piper longum. Phytochemistry classic.
Landmark reference

Available Sizes & Ordering

Research-grade Piperlongumine (Piplartine) (CAS 20069-09-4) with full QC documentation; standard packs and bulk custom quantities supported.

TierPack SizeStock StatusSuitable ForLead Time
Standard1 gIn StockLab screening / assay calibrationSame/next-day ship
Medium10 gIn StockDose-response / cell assaysSame/next-day ship
Large100 gIn StockIn vivo / extended studiesSame/next-day ship
Bulk1 kgIn StockLead optimization / pilot productionQuote to confirm
Industrial25 kgMade to orderProcess developmentBatch delivery

💡 Reference sizes shown above; for exact pricing and availability please contact us for a quote. Bulk orders qualify for tiered discounts.

Frequently Asked Questions (FAQ)

What is Piperlongumine and where does it come from?
Piperlongumine (CAS 20069-09-4), also called piplartine, is a natural alkaloid amide isolated from the long pepper (Piper longum L.), a plant long used in Ayurvedic and traditional medicine. Formula C17H19NO5, MW 317.34. Supplied as research-grade material with COA.
What is the mechanism of action of Piperlongumine?
Piperlongumine selectively inhibits glutathione S-transferase Pi 1 (GSTP1), which raises intracellular reactive oxygen species (ROS) and triggers cancer-selective apoptosis. The ROS scavenger N-acetylcysteine (NAC) fully reverses its toxicity, confirming ROS as the central mechanism. It also modulates NF-kB, STAT3, JNK/p38 MAPK and TrxR1.
Is Piperlongumine selective for cancer cells?
Yes — a defining feature is its cancer-selective cytotoxicity: it kills a range of tumor cell lines (breast, pancreatic, ovarian, prostate, retinoblastoma and more) in the micromolar range while showing far less toxicity toward normal cells, an effect attributed to the higher basal ROS and GSTP1 dependence of cancer cells.
How soluble is Piperlongumine and how should it be prepared?
Piperlongumine is poorly water-soluble and lipophilic; dissolve in DMSO (or methanol/ethanol) to prepare a fresh stock, with sonication if needed. It is unsuitable for aqueous vehicles. Store DMSO stocks at -20°C and avoid repeated freeze-thaw. Research use only.
Is QC documentation provided?
Every batch ships with a Certificate of Analysis (COA) including HPLC purity, structural confirmation (NMR) and identity data; MSDS/SDS is included and additional spectra (MS) are available on request.

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