| Weight | 317.341 g/mol |
|---|---|
| Formula | C17H19NO5 |
| Hydrogen Acceptors | 5 |
| Hydrogen Donors | 0 |
| Aromatic Rings | 1 |
| Rotatable Bonds | 5 |
Piperlongumine (20069-09-4)
Score:
#1710 in Biochemistry
,
#3803 in Biology
,
#4785 in Chemistry
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- Sigma-Aldrich - Piperlongumine93.60 - 377.50 USD
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- Synthesis, cellular evaluation, and mechanism of action of piperlongumine analogs. (Proceedings of the National Academy of Sciences of the United States of America, 2012)
- Alkaloids of Piper longum LinnI : Structure and synthesis of piperlongumine and piperlonguminine (Tetrahedron, 1967)
- Overview of the therapeutic potential of piplartine (piperlongumine). (European Journal of Pharmaceutical Sciences, 2013)
- DRUG-REPOSITIONING SCREENING IDENTIFIED PIPERLONGUMINE AS A DIRECT STAT3 INHIBITOR WITH POTENT ACTIVITY AGAINST BREAST CANCER (Oncogene, 2015)
- Piperlongumine, an alkaloid causes inhibition of PI3 K/Akt/mTOR signaling axis to induce caspase-dependent apoptosis in human triple-negative breast cancer cells (Apoptosis, 2014)
- Piperlongumine induces autophagy by targeting p38 signaling (Cell Death and Disease, 2013)
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Predict GHS Hazards for Any Chemical in silico.
Including Acute Oral Tox, Skin Sensitization, Eye Irritation, Aquatic Tox, & more. -
SMILESCOC1=CC(=CC(=C1OC)OC)C=CC(=O)N2CCC=CC2=O
-
InChIKeyVABYUUZNAVQNPG-UHFFFAOYSA-N
- Pubchem - Piperlongumine
- Wikipedia - piperlongumine
Piperlongumine (PL) is a natural product constituent of the fruit of the Long pepper (Piper longum), a pepper plant found in southern India and southeast Asia. Piperlongumine may have anti-cancer properties. In in vitro experiments, it selectively kills some types cancer cells over normal cells.
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Synthesis
3',4',5'-Trimethoxycinnamoyl chloride
+
5,6-Dihydropyridin-2(1H)-one
(Schotten-Baumann amide from acid)
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Piperlongumine
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