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5950-12-9,MFCD15146947
Catalog No.:AA00EBJ7

5950-12-9 | 5-benzo[1,3]dioxol-5-yl-N-(2-methylpropyl)penta-2,4-dienamide

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5mg
≥98%
in stock  
$69.00   $48.00
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10mg
≥98%
in stock  
$89.00   $62.00
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25mg
≥98%
in stock  
$168.00   $117.00
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50mg
≥98%
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$300.00   $210.00
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  • Technical Information
  • Properties
  • Literature
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  • Technical Information
  • Properties
  • Literature
Technical Information
Catalog Number:
AA00EBJ7
Chemical Name:
5-benzo[1,3]dioxol-5-yl-N-(2-methylpropyl)penta-2,4-dienamide
CAS Number:
5950-12-9
Molecular Formula:
C16H19NO3
Molecular Weight:
273.3270
MDL Number:
MFCD15146947
SMILES:
CC(CNC(=O)/C=C/C=C/c1ccc2c(c1)OCO2)C
NSC Number:
125178
Properties
Computed Properties
 
Complexity:
376  
Covalently-Bonded Unit Count:
1  
Defined Bond Stereocenter Count:
2  
Heavy Atom Count:
20  
Hydrogen Bond Acceptor Count:
3  
Hydrogen Bond Donor Count:
1  
Rotatable Bond Count:
5  
XLogP3:
3.8  

Literature

Title: Piperlongumine decreases cell proliferation and the expression of cell cycle-associated proteins by inhibiting Akt pathway in human lung cancer cells.

Journal: Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association 20180101

Title: Piperlongumine is a novel nuclear export inhibitor with potent anticancer activity.

Journal: Chemico-biological interactions 20150725

Title: Anti-HBV active constituents from Piper longum.

Journal: Bioorganic & medicinal chemistry letters 20130401

Title: Piperlongumine inhibits atherosclerotic plaque formation and vascular smooth muscle cell proliferation by suppressing PDGF receptor signaling.

Journal: Biochemical and biophysical research communications 20121019

Title: A novel flow cytometric HTS assay reveals functional modulators of ATP binding cassette transporter ABCB6.

Journal: PloS one 20120101

Title: Simultaneous UFLC-ESI-MS/MS determination of piperine and piperlonguminine in rat plasma after oral administration of alkaloids from Piper longum L.: application to pharmacokinetic studies in rats.

Journal: Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20111001

Title: Selective killing of cancer cells by a small molecule targeting the stress response to ROS.

Journal: Nature 20110714

Title: In vitro TRPV1 activity of piperine derived amides.

Journal: Bioorganic & medicinal chemistry 20100501

Title: HPLC-based activity profiling: discovery of piperine as a positive GABA(A) receptor modulator targeting a benzodiazepine-independent binding site.

Journal: Journal of natural products 20100226

Title: Hepatoprotective amide constituents from the fruit of Piper chaba: Structural requirements, mode of action, and new amides.

Journal: Bioorganic & medicinal chemistry 20091015

Title: Antihyperlipidemic compounds from the fruit of Piper longum L.

Journal: Phytotherapy research : PTR 20090801

Title: Inhibitory effect of piperlonguminine/ dihydropiperlonguminine on the production of amyloid beta and APP in SK-N-SH cells.

Journal: The Chinese journal of physiology 20090630

Title: Piperine analogs as potent Staphylococcus aureus NorA efflux pump inhibitors.

Journal: Bioorganic & medicinal chemistry 20081115

Title: Antiplatelet activities of newly synthesized derivatives of piperlongumine.

Journal: Phytotherapy research : PTR 20080901

Title: In vivo growth inhibition of sarcoma 180 by piperlonguminine, an alkaloid amide from the Piper species.

Journal: Journal of applied toxicology : JAT 20080701

Title: Effects of amide constituents from pepper on adipogenesis in 3T3-L1 cells.

Journal: Bioorganic & medicinal chemistry letters 20080601

Title: Methylpiperate derivatives from Piper longum and their inhibition of monoamine oxidase.

Journal: Archives of pharmacal research 20080601

Title: Protective effects of amide constituents from the fruit of Piper chaba on D-galactosamine/TNF-alpha-induced cell death in mouse hepatocytes.

Journal: Bioorganic & medicinal chemistry letters 20080315

Title: [Antiatherogenic effect of piperlonguminine on experimental atherosclerosis in rabbits].

Journal: Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20080201

Title: Antifungal amides from Piper scutifolium and Piper hoffmanseggianum.

Journal: Journal of natural products 20071201

Title: Piperlongumine, a constituent of Piper longum L., inhibits rabbit platelet aggregation as a thromboxane A(2) receptor antagonist.

Journal: European journal of pharmacology 20070910

Title: Inhibition of beta-amyloid precursor protein gene in SK-N-SH cells by piperlonguminine/dihydropiperlonguminine components separated from Chinese herbal medicine Futokadsura stem.

Journal: The Chinese journal of physiology 20070831

Title: Inhibitory effect of ethanol extract of Piper longum L. on rabbit platelet aggregation through antagonizing thromboxane A2 receptor.

Journal: Biological & pharmaceutical bulletin 20070701

Title: Suppression of ochratoxin biosynthesis by naturally occurring alkaloids.

Journal: Food additives and contaminants 20070401

Title: Microsphere-based protease assays and screening application for lethal factor and factor Xa.

Journal: Cytometry. Part A : the journal of the International Society for Analytical Cytology 20060501

Title: Inhibitory effect of piperlonguminine on melanin production in melanoma B16 cell line by downregulation of tyrosinase expression.

Journal: Pigment cell research 20060201

Title: Piperlonguminine from Piper longum with inhibitory effects on alpha-melanocyte-stimulating hormone-induced melanogenesis in melanoma B16 cells.

Journal: Planta medica 20041201

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Tags:5950-12-9 Molecular Formula|5950-12-9 MDL|5950-12-9 SMILES|5950-12-9 5-benzo[1,3]dioxol-5-yl-N-(2-methylpropyl)penta-2,4-dienamide