Home Other Building Blocks Piperlongumine

Piperlongumine

CAS No.:
20069-09-4
Catalog Number:
AG002CWY
Molecular Formula:
C17H19NO5
Molecular Weight:
317.3365
Pack Size
Purity
Availability
Location
Price(USD)
Quantity
  
25mg
98%(HPLC)
In Stock USA
United States
$68
- +
100mg
98%(HPLC)
In Stock USA
United States
$194
- +
500mg
98%(HPLC)
In Stock USA
United States
$603
- +
1g
98%(HPLC)
In Stock USA
United States
$1089
- +
Product Description
Catalog Number:
AG002CWY
Chemical Name:
Piperlongumine
CAS Number:
20069-09-4
Molecular Formula:
C17H19NO5
Molecular Weight:
317.3365
MDL Number:
MFCD00075706
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
SMILES:
COc1cc(/C=C/C(=O)N2CCC=CC2=O)cc(c1OC)OC
UNII:
SGD66V4SVJ
Properties
Complexity:
473  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
1  
Exact Mass:
317.126g/mol
Formal Charge:
0
Heavy Atom Count:
23  
Hydrogen Bond Acceptor Count:
5  
Hydrogen Bond Donor Count:
0
Isotope Atom Count:
0
Molecular Weight:
317.341g/mol
Monoisotopic Mass:
317.126g/mol
Rotatable Bond Count:
5  
Topological Polar Surface Area:
65.1A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
2.1  
Literature
Title Journal
Piperlongumine decreases cell proliferation and the expression of cell cycle-associated proteins by inhibiting Akt pathway in human lung cancer cells. Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association 20180101
Piperlongumine is a novel nuclear export inhibitor with potent anticancer activity. Chemico-biological interactions 20150725
Piperlongumine inhibits atherosclerotic plaque formation and vascular smooth muscle cell proliferation by suppressing PDGF receptor signaling. Biochemical and biophysical research communications 20121019
A novel flow cytometric HTS assay reveals functional modulators of ATP binding cassette transporter ABCB6. PloS one 20120101
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 of chromatography. B, Analytical technologies in the biomedical and life sciences 20111001
Selective killing of cancer cells by a small molecule targeting the stress response to ROS. Nature 20110714
Synthesis and SAR studies of 1,4-benzoxazine MenB inhibitors: novel antibacterial agents against Mycobacterium tuberculosis. Bioorganic & medicinal chemistry letters 20101101
Diferuloylmethane augments the cytotoxic effects of piplartine isolated from Piper chaba. Toxicology in vitro : an international journal published in association with BIBRA 20090901
Antihyperlipidemic compounds from the fruit of Piper longum L. Phytotherapy research : PTR 20090801
Inhibitory effect of piperlonguminine/ dihydropiperlonguminine on the production of amyloid beta and APP in SK-N-SH cells. The Chinese journal of physiology 20090630
Antiplatelet activities of newly synthesized derivatives of piperlongumine. Phytotherapy research : PTR 20080901
In vivo growth inhibition of sarcoma 180 by piperlonguminine, an alkaloid amide from the Piper species. Journal of applied toxicology : JAT 20080701
Effects of amide constituents from pepper on adipogenesis in 3T3-L1 cells. Bioorganic & medicinal chemistry letters 20080601
Methylpiperate derivatives from Piper longum and their inhibition of monoamine oxidase. Archives of pharmacal research 20080601
[Antiatherogenic effect of piperlonguminine on experimental atherosclerosis in rabbits]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20080201
Piperlongumine, a constituent of Piper longum L., inhibits rabbit platelet aggregation as a thromboxane A(2) receptor antagonist. European journal of pharmacology 20070910
Inhibition of beta-amyloid precursor protein gene in SK-N-SH cells by piperlonguminine/dihydropiperlonguminine components separated from Chinese herbal medicine Futokadsura stem. The Chinese journal of physiology 20070831
Inhibitory effect of ethanol extract of Piper longum L. on rabbit platelet aggregation through antagonizing thromboxane A2 receptor. Biological & pharmaceutical bulletin 20070701
Suppression of ochratoxin biosynthesis by naturally occurring alkaloids. Food additives and contaminants 20070401
Microsphere-based protease assays and screening application for lethal factor and factor Xa. Cytometry. Part A : the journal of the International Society for Analytical Cytology 20060501
Inhibitory effect of piperlonguminine on melanin production in melanoma B16 cell line by downregulation of tyrosinase expression. Pigment cell research 20060201
Piperlonguminine from Piper longum with inhibitory effects on alpha-melanocyte-stimulating hormone-induced melanogenesis in melanoma B16 cells. Planta medica 20041201
Properties