Introduction：Basic information about PIPERLONGUMINE CAS 20069-09-4, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
PIPERLONGUMINE Basic information
| Product Name: | PIPERLONGUMINE |
| Synonyms: | 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 |
| CAS: | 20069-09-4 |
| MF: | C17H19NO5 |
| MW: | 317.34 |
| EINECS: | 246-914-5 |
| Product Categories: | Aromatics;Heterocycles;Intermediates & Fine Chemicals;Pharmaceuticals |
| Mol File: | 20069-09-4.mol |
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PIPERLONGUMINE Chemical Properties
| 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. |
| Cosmetics Ingredients Functions | SKIN CONDITIONING - MISCELLANEOUS
ANTIOXIDANT
BLEACHING |
| 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) |
Safety Information
| WGK Germany | 3 |
| RTECS | UU7785850 |
| HS Code | 2932209090 |
| Storage Class | 11 - Combustible Solids |
| Hazard Classifications | Acute Tox. 4 Oral |
PIPERLONGUMINE Usage And Synthesis
| 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
