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PIPERLONGUMINE

Product Name
PIPERLONGUMINE
CAS No.
20069-09-4
Chemical Name
PIPERLONGUMINE
Synonyms
ong;PPLGM;umine;PiperL;ongumine;acryloyl);Piplartin;PIPLARTINE;PIPERLONGUMIN;Piperlorgumia
CBNumber
CB7246450
Molecular Formula
C17H19NO5
Formula Weight
317.34
MOL File
20069-09-4.mol
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PIPERLONGUMINE Property

Melting point:
124°C
Boiling point:
475.6±45.0 °C(Predicted)
Density 
1.223±0.06 g/cm3(Predicted)
storage temp. 
2-8°C
solubility 
DMSO: ≥5mg/mL at warmed to 60°C
pka
-1.88±0.20(Predicted)
form 
powder
color 
white to beige
Stability:
Stable for 2 years from date of purchase as supplied. Solutions in DMSO may be stored at -20° for up to 3 months.
InChI
InChI=1S/C17H19NO5/c1-21-13-10-12(11-14(22-2)17(13)23-3)7-8-16(20)18-9-5-4-6-15(18)19/h4,6-8,10-11H,5,9H2,1-3H3/b8-7+
InChIKey
VABYUUZNAVQNPG-BQYQJAHWSA-N
SMILES
C1(=O)N(C(=O)/C=C/C2=CC(OC)=C(OC)C(OC)=C2)CCC=C1
LogP
2.340 (est)
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Safety

WGK Germany 
3
RTECS 
UU7785850
HS Code 
2932209090
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H320Causes eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
SML0221
Product name
Piperlongumine
Purity
≥97% (HPLC)
Packaging
5mg
Price
$133
Updated
2025/07/31
Sigma-Aldrich
Product number
528124
Product name
Piperlongumine
Packaging
25mg
Price
$87.6
Updated
2025/07/31
TCI Chemical
Product number
P2361
Product name
Piperlongumine
Purity
>97.0%(HPLC)
Packaging
25mg
Price
$88
Updated
2025/07/31
TCI Chemical
Product number
P2361
Product name
Piperlongumine
Purity
>97.0%(HPLC)
Packaging
100mg
Price
$313
Updated
2021/12/16
Cayman Chemical
Product number
11006
Product name
Piperlongumine
Purity
≥98%
Packaging
25mg
Price
$44
Updated
2024/03/01
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PIPERLONGUMINE Chemical Properties,Usage,Production

Description

A piperidinone alkaloid present in Piper longum, the structure has been shown to be N-(3:4:5-trimethoxycinnamoyl)-Lls-piperidin-2-one. In the plant, the base occurs mainly in the roots.

Uses

Piperlongumine has been used to study the regulation of protein regulator of cytokinesis 1 (PRC1) expression. It has also been used to investigate its anti-tumor effects on human melanoma cells in vitro.

Uses

anti-asthma, antibronchitis

Uses

Piperlongumine (PL), a new alkaloid abundantly present in Piper longum fruits strongly inhibited platelet cell aggregation. It may have anti-cancer properties. It selectively targets and kills cancer cells but leaving normal cells unharmed.

Definition

ChEBI: Piplartine is a member of cinnamamides and a dicarboximide.

General Description

Piperlongumine is an alkaloid, which is extracted from Piper longum Linn. It exhibits anti-atherosclerotic, anxiolytic, antidiabetic, antidepressant, antibacterial, anti-platelet, aggregation, anxiolytic and anti-inflammatory properties. Piperlongumine prevents the production of tumor necrosis factor-α and interleukin-6. It blocks the activation of nuclear factor-κB (NF-κB) against proinflammatory responses. Piperlongumine inhibits plaque formation and inhibits vascular smooth muscle cell migration. It is used to treat cough, respiratory infections and stomach-ache.

Biochem/physiol Actions

Piperlongumine selectively kills cancer cells regardless of p53 status without harming normal cells. It binds to and inihbits proteins known to regulate oxidative stress, in particular, Glutathione S-transferase pi 1 (GSTP1). It increases the level of reactive oxygen species (ROS) and apoptotic cell death in cancer cells with little effect on either rapidly or slowly dividing primary normal cells. Piperlongumine showed significant antitumour effects in a variety of mouse tumour models and inhibited growth of spontaneously formed malignant breast tumours and their associated metastases.

target

P450 (e.g. CYP17) | Antifection

References

Chatterjee, Dutta., Tetrahedron, 23, 1769 (1967)

PIPERLONGUMINE Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from PIPERLONGUMINE manufacturers

Hebei Chuanghai Biotechnology Co., Ltd
Product
PIPERLONGUMINE 20069-09-4
Price
US $10.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
100 mt
Release date
2024-10-29
Hebei Zhuanglai Chemical Trading Co Ltd
Product
PIPERLONGUMINE 20069-09-4
Price
US $50.00/kg
Min. Order
1kg
Purity
99
Supply Ability
5000
Release date
2024-12-11
Wuhan Nutra Biotechnology Co.,Ltd
Product
Piplartine powder ;Piperlongumine 20069-09-4
Price
US $0.00-0.00/g
Min. Order
1g
Purity
98%
Supply Ability
100kgs
Release date
2021-05-23

20069-09-4, PIPERLONGUMINERelated Search:


  • PIPERLONGUMIN
  • PIPERLONGUMINE
  • PIPLARTINE
  • 5,6-DIHYDRO-1-[1-OXO-3-3,4,5-TRIMETHOXYPHENYL-TRANS-2-PROPENYL]-21H-PYRIDINONE
  • piperlongumine from long pepper
  • (E)-1-(3-(3,4,5-trimethoxyphenyl)acryloyl)-5,6-dihydropyridin-2(1H)-one
  • PPLGM
  • 1-[(E)-3-(3,4,5-trimethoxyphenyl)prop-2-enoyl]-2,3-dihydropyridin-6-one
  • -1-(3-(3,4,5-Trimethoxyphenyl)
  • -5,6-dihydropyridin-2(1H)
  • acryloyl)
  • 5,6-Dihydro-1-[1-oxo-3-(3,4,5-trimethoxyphenyl)-2-propenyl]pyridin-2(1H)-one
  • (E)-1-(3-(3,4,5-TRIMETHOXYPHENYL)ACRYLOYL)PIPERIDIN-2-ONE
  • 5,6-dihydro-1-[1-oxo-3-(3,4,5-triMethoxyphenyl)-allyl]-2(1H)-pyridinone
  • (E)-5,6-Dihydro-1-[1-oxo-3-(3,4,5-triMethoxyphenyl)-2-propenyl]-2(1H)-pyridinone
  • 5,6-Dihydro-1-(3,4,5-triMethoxycinnaMoyl)-2(1H)-pyridone
  • 5,6-Dihydro-1-[(2E)-1-oxo-3-(3,4,5-triMethoxyphenyl)-2-propen-1-yl]-2(1H)-pyridinone
  • Piplartin
  • PIPERLONGUMINE(P)
  • Piperlongumine - Piplartine
  • Piperlongumine - CAS 20069-09-4 - Calbiochem
  • ong
  • PiperL
  • umine
  • Piperlangamine
  • 2(1H)-Pyridinone, 5,6-dihydro-1-[(2E)-1-oxo-3-(3,4,5-trimethoxyphenyl)-2-propen-1-yl]-
  • ongumine
  • Piplartine powder
  • Piperlorgumine (natural )
  • Piperlorgumia
  • PIPERLONGUMINE98%
  • Piperlongumine, alkaloid from Piper longum L.
  • Piperlongumine, 10 mM in DMSO
  • Piperlongumine 10 mM * 1 mL in DMso
  • Piperlongumine (99%)
  • 20069-09-4
  • 20069-09-0
  • C17H19NO5
  • Building Blocks
  • C9 to C46
  • Heterocyclic Building Blocks
  • Pyridines
  • Aromatics
  • Heterocycles
  • Intermediates & Fine Chemicals
  • Pharmaceuticals