Basic Description

Synonyms	Piperlongumine \| Piplartine \| 20069-09-4 \| UNII-SGD66V4SVJ \| (E)-1-(3-(3,4,5-trimethoxyphenyl)acryloyl)-5,6-dihydropyridin-2(1H)-one \| SGD66V4SVJ \| PPLGM \| CHEBI:8241 \| 1-[(2E)-3-(3,4,5-trimethoxyphenyl)prop-2-enoyl]-1,2,5,6-tetrahydropyridin-2-one \| 2(1H)-Pyridinone, 5,6-
Specifications & Purity	10mM in DMSO
Biochemical and Physiological Mechanisms	Piperlongumine, isolated from Piper longum, is a cell-permeable inducer of cell-death in cancer cells. It has been shown to inhibit expression of Bcl-2 and enhance wild type p53 expression.Constituent of Piper longum . Increases levels of ROS° and apoptos
Storage Temp	Store at -80°C
Shipped In	Ice chest + Ice pads
Product Description	A selective anticancer GSTP1 inhibitor.

Associated Targets(Human)

CYP3A4 Tclin Cytochrome P450 3A4 (0 Activities)

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Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

CTNNB1 Tchem Catenin beta-1 (0 Activities)

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Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

GMNN Tbio Geminin (0 Activities)

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PTH1R Tclin Parathyroid hormone/parathyroid hormone-related peptide receptor (0 Activities)

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Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

PSMB11 Tbio Proteasome subunit beta type-11 (0 Activities)

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Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

RORC Tchem Nuclear receptor ROR-gamma (0 Activities)

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Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

STAT3 Tchem Signal transducer and activator of transcription 3 (0 Activities)

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Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

TRPM7 Tchem Transient receptor potential cation channel subfamily M member 7 (0 Activities)

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Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

VDR Tclin Vitamin D3 receptor (0 Activities)

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HSD17B10 Tchem 3-hydroxyacyl-CoA dehydrogenase type-2 (0 Activities)

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Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

HDAC6 Tclin Histone deacetylase 6 (0 Activities)

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Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

TXNRD1 Tclin Thioredoxin reductase 1, cytoplasmic (0 Activities)

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Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

SMN1 Tchem Survival motor neuron protein (0 Activities)

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SMAD3 Tchem Mothers against decapentaplegic homolog 3 (0 Activities)

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Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

POLI Tchem DNA polymerase iota (0 Activities)

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RAB9A Tbio Ras-related protein Rab-9A (0 Activities)

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Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

MITF Tchem Microphthalmia-associated transcription factor (0 Activities)

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MAPK12 Tchem Mitogen-activated protein kinase 12 (0 Activities)

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ATXN2 Tbio Ataxin-2 (0 Activities)

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Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

TDP1 Tchem Tyrosyl-DNA phosphodiesterase 1 (0 Activities)

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Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

APOBEC3G Tchem DNA dC->dU-editing enzyme APOBEC-3G (0 Activities)

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Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

AKT3 Tchem RAC-gamma serine/threonine-protein kinase (0 Activities)

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AKT1 Tchem RAC-alpha serine/threonine-protein kinase (0 Activities)

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Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

AKR1B1 Tclin Aldose reductase (0 Activities)

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ALDH1A1 Tchem Retinal dehydrogenase 1 (0 Activities)

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Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

TARDBP Tchem TAR DNA-binding protein 43 (0 Activities)

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Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

MAPT Tclin Microtubule-associated protein tau (0 Activities)

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Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

ATAD5 Tbio ATPase family AAA domain-containing protein 5 (0 Activities)

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Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

GSK3B Tclin Glycogen synthase kinase-3 beta (0 Activities)

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Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

GLP1R Tclin Glucagon-like peptide 1 receptor (0 Activities)

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Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

IDH1 Tclin Isocitrate dehydrogenase [NADP] cytoplasmic (0 Activities)

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Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

PAX8 Tchem Paired box protein Pax-8 (0 Activities)

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Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

TP53 Tchem Cellular tumor antigen p53 (0 Activities)

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Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

OXR1 Tbio Oxidation resistance protein 1 (0 Activities)

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Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

NFE2L2 Tchem Nuclear factor erythroid 2-related factor 2 (0 Activities)

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Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

MAPK1 Tchem Mitogen-activated protein kinase 1 (0 Activities)

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Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

NPC1 Tchem NPC intracellular cholesterol transporter 1 (0 Activities)

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MTOR Tclin Serine/threonine-protein kinase mTOR (0 Activities)

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Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

VDR Tclin Vitamin D receptor (26531 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

PTH1R Tclin Parathyroid hormone receptor (47172 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

TXNRD1 Tclin Thioredoxin reductase 1 (99 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

AKR1B1 Tclin Aldose reductase (1404 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

GSK3B Tclin Glycogen synthase kinase-3 beta (11785 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

ALDH1A1 Tchem Aldehyde dehydrogenase 1A1 (77053 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

MTOR Tclin Serine/threonine-protein kinase mTOR (13850 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

STAT3 Tchem Signal transducer and activator of transcription 3 (3313 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

GLP1R Tclin Glucagon-like peptide 1 receptor (111429 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

AKT1 Tchem Serine/threonine-protein kinase AKT (9192 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

CYP3A4 Tclin Cytochrome P450 3A4 (53859 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

TP53 Tchem Cellular tumor antigen p53 (48468 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

A-375 (9258 Activities)

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AGS (1999 Activities)

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CCRF-CEM (65223 Activities)

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DU-145 (51482 Activities)

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HCT-8 (3484 Activities)

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HL-60 (67320 Activities)

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HT-29 (80576 Activities)

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K562 (73714 Activities)

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MCF-10A (2462 Activities)

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MCF7 (126967 Activities)

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MKN-45 (2102 Activities)

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MOLT-4 (49676 Activities)

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MRC5 (9203 Activities)

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NSCLC (640 Activities)

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PC-3 (62116 Activities)

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SAOS-2 (672 Activities)

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SH-SY5Y (11521 Activities)

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SK-HEP1 (1155 Activities)

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SK-MEL-2 (46422 Activities)

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T98G (1524 Activities)

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U2OS (164939 Activities)

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U-87 MG (3946 Activities)

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U-937 (7138 Activities)

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WI-38 (2654 Activities)

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A549 (127892 Activities)

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Bel-7402 (4577 Activities)

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HaCaT (4069 Activities)

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HCT-116 (91556 Activities)

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HepG2 (196354 Activities)

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Jurkat (10389 Activities)

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KB (17409 Activities)

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LNCaP (8286 Activities)

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HeLa (62764 Activities)

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MDA-MB-231 (73002 Activities)

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SW-620 (52400 Activities)

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PBMC (10003 Activities)

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MV4-11 (7307 Activities)

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HSD17B10 Tchem Endoplasmic reticulum-associated amyloid beta-peptide-binding protein (20669 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Associated Targets(non-human)

ampC Beta-lactamase AmpC (62480 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mapk1 MAP kinase ERK2 (650 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Hdac6 Histone deacetylase 6 (222 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Pyricularia grisea (1253 Activities)

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Staphylococcus aureus (210822 Activities)

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Phytophthora infestans (820 Activities)

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Pichia kudriavzevii (7448 Activities)

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Plasmodium falciparum (966862 Activities)

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Candida albicans (78123 Activities)

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Nakaseomyces glabratus (9108 Activities)

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Candida parapsilosis (8521 Activities)

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Trypanosoma cruzi (99888 Activities)

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Oryctolagus cuniculus (11301 Activities)

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Mus musculus (284745 Activities)

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Rattus norvegicus (775804 Activities)

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Puccinia recondita (281 Activities)

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Blumeria graminis (462 Activities)

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Botrytis cinerea (4183 Activities)

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BHK-21 (725 Activities)

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P388 (20296 Activities)

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PC-12 (7051 Activities)

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RAW264.7 (28094 Activities)

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Txnrd1 Thioredoxin reductase 1, cytoplasmic (45279 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Rhizoctonia solani (2251 Activities)

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Mapt Microtubule-associated protein tau (6 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Nfe2l2 Nuclear factor erythroid 2-related factor 2 (214 Activities)

Discover Target: Nfe2l2

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mitf Microphthalmia-associated transcription factor (11 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Rorc Nuclear receptor ROR-gamma (89407 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

SARS-CoV-2 (38078 Activities)

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Vero C1008 (1716 Activities)

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Names and Identifiers

IUPAC Name	1-[(E)-3-(3,4,5-trimethoxyphenyl)prop-2-enoyl]-2,3-dihydropyridin-6-one
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+
InChi Key	VABYUUZNAVQNPG-BQYQJAHWSA-N
Canonical SMILES	COC1=CC(=CC(=C1OC)OC)C=CC(=O)N2CCC=CC2=O
Isomeric SMILES	COC1=CC(=CC(=C1OC)OC)/C=C/C(=O)N2CCC=CC2=O
WGK Germany	3
PubChem CID	637858
Molecular Weight	317.34

Certificates

Certificate of Analysis(COA)

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Chemical and Physical Properties

Sensitivity	Heat Sensitive
Melt Point(°C)	125 °C

Safety and Hazards(GHS)

Pictogram(s)	GHS07
Signal	Warning
Hazard Statements	H315:Causes skin irritation H319:Causes serious eye irritation H335:May cause respiratory irritation
Precautionary Statements	P261:Avoid breathing dust/fume/gas/mist/vapors/spray. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses if present and easy to do - continue rinsing. P280:Wear protective gloves/protective clothing/eye protection/face protection. P302+P352:IF ON SKIN: wash with plenty of water. P321:Specific treatment (see ... on this label). P405:Store locked up. P501:Dispose of contents/container to ... P264:Wash hands [and …] thoroughly after handling. P271:Use only outdoors or in a well-ventilated area. P304+P340:IF INHALED: Remove person to fresh air and keep comfortable for breathing. P403+P233:Store in a well-ventilated place. Keep container tightly closed. P362+P364:Take off contaminated clothing and wash it before reuse. P264+P265:Wash hands [and …] thoroughly after handling. Do not touch eyes. P337+P317:If eye irritation persists: Get medical help. P332+P317:If skin irritation occurs: Get medical help. P319:Get medical help if you feel unwell.
WGK Germany	3

Citations of This Product

1. Liyun Zheng, Shiji Fang, Aifang Chen, Weiqian Chen, Enqi Qiao, Minjiang Chen, Gaofeng Shu, Dengke Zhang, Chunli Kong, Qiaoyou Weng, Suqin Xu, Zhongwei Zhao, Jiansong Ji. (2022) Piperlongumine synergistically enhances the antitumour activity of sorafenib by mediating ROS-AMPK activation and targeting CPSF7 in liver cancer. PHARMACOLOGICAL RESEARCH, 177 (106140). [PMID:35202819]

References

1. Liyun Zheng, Shiji Fang, Aifang Chen, Weiqian Chen, Enqi Qiao, Minjiang Chen, Gaofeng Shu, Dengke Zhang, Chunli Kong, Qiaoyou Weng, Suqin Xu, Zhongwei Zhao, Jiansong Ji. (2022) Piperlongumine synergistically enhances the antitumour activity of sorafenib by mediating ROS-AMPK activation and targeting CPSF7 in liver cancer. PHARMACOLOGICAL RESEARCH, 177 (106140). [PMID:35202819]

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Piperlongumine - 10mM in DMSO, high purity , CAS No.20069-09-4

Basic Description

Associated Targets(Human)

Associated Targets(non-human)

Names and Identifiers

Certificates

Certificate of Analysis(COA)

Chemical and Physical Properties

Safety and Hazards(GHS)

Related Documents

Citations of This Product

References

Solution Calculators

Molarity Calculator

Dilution Calculator

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