Piperlongumine | 1919

A constituent of the pepper Piper longum L. that selectively kills cancer cells but not normal cells. Piperlongumine increases the level of reactive oxygen species (ROS) and apoptotic cell death in both cancer cells and normal cells engineered to have a cancer genotype, irrespective of p53 status, but it has little effect on either rapidly or slowly dividing primary normal cells. Also potently inhibits the growth of spontaneously formed malignant breast tumors and their associated metastases in mice.

Piperlongumine is a constituent of the pepper Piper longum L. that selectively kills cancer cells but not normal cells. Piperlongumine increases the level of reactive oxygen species (ROS) and apoptotic cell death in both cancer cells and normal cells engineered to have a cancer genotype, irrespective of p53 status, but it has little effect on either rapidly or slowly dividing primary normal cells. Also potently inhibits the growth of spontaneously formed malignant breast tumors and their associated metastases in mice.

1919 | Piperlongumine DataSheet

Alternate Name/Synonyms: (E)-1-(3-(3,4,5-Trimethoxyphenyl)acryloyl)-5,6-dihydropyridin-2(1H)-one; 1-[(2E)-3-(3,4,5-trimethoxyphenyl)prop-2-enoyl]-5,6-dihydropyridin-2(1H)-one; Piplartine

Appearance: White to off-white solid

Formulation: N/A

CAS Number: 20069-09-4

Structure Available?: Yes

Peptide sequence: N/A

Salt Form: No

Molecular Formula: C₁₇H₁₉NO₅

Molecular Weight: 317.34

Cell-Permeable?: Yes

Purity: ≥97%

Solubilities: DMSO (~ 25 mg/ml)

Handling: Protect from light and air

Country of Origin: USA

Tag Line: An anticancer agent

MDL Number: MFCD00075706

PubChem CID: 637858

SMILES: COC1=CC(=CC(=C1OC)OC)C=CC(=O)N2CCC=CC2=O

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