Home >> Research Area >>Natural Products>>Phenols>> Desmethoxy yangonin

Desmethoxy yangonin

CAS# 15345-89-8

Desmethoxy yangonin

Catalog No. BCN2295----Order now to get a substantial discount!

Product Name & Size Price Stock
Desmethoxy yangonin: 5mg $86 In Stock
Desmethoxy yangonin: 10mg Please Inquire In Stock
Desmethoxy yangonin: 20mg Please Inquire Please Inquire
Desmethoxy yangonin: 50mg Please Inquire Please Inquire
Desmethoxy yangonin: 100mg Please Inquire Please Inquire
Desmethoxy yangonin: 200mg Please Inquire Please Inquire
Desmethoxy yangonin: 500mg Please Inquire Please Inquire
Desmethoxy yangonin: 1000mg Please Inquire Please Inquire

Quality Control of Desmethoxy yangonin

Number of papers citing our products

Chemical structure

Desmethoxy yangonin

3D structure

Chemical Properties of Desmethoxy yangonin

Cas No. 15345-89-8 SDF Download SDF
PubChem ID 5273621 Appearance Light yellow powder
Formula C14H12O3 M.Wt 228.24
Type of Compound Phenols Storage Desiccate at -20°C
Synonyms 5,6-Dehydrokavain
Solubility Freely soluble in dioxane and methanol; slightly soluble in water
Chemical Name 4-methoxy-6-[(E)-2-phenylethenyl]pyran-2-one
SMILES COC1=CC(=O)OC(=C1)C=CC2=CC=CC=C2
Standard InChIKey DKKJNZYHGRUXBS-BQYQJAHWSA-N
Standard InChI InChI=1S/C14H12O3/c1-16-13-9-12(17-14(15)10-13)8-7-11-5-3-2-4-6-11/h2-10H,1H3/b8-7+
General tips For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months.
We recommend that you prepare and use the solution on the same day. However, if the test schedule requires, the stock solutions can be prepared in advance, and the stock solution must be sealed and stored below -20℃. In general, the stock solution can be kept for several months.
Before use, we recommend that you leave the vial at room temperature for at least an hour before opening it.
About Packaging 1. The packaging of the product may be reversed during transportation, cause the high purity compounds to adhere to the neck or cap of the vial.Take the vail out of its packaging and shake gently until the compounds fall to the bottom of the vial.
2. For liquid products, please centrifuge at 500xg to gather the liquid to the bottom of the vial.
3. Try to avoid loss or contamination during the experiment.
Shipping Condition Packaging according to customer requirements(5mg, 10mg, 20mg and more). Ship via FedEx, DHL, UPS, EMS or other couriers with RT, or blue ice upon request.

Source of Desmethoxy yangonin

The roots of Piper methysticum Forst

Biological Activity of Desmethoxy yangonin

DescriptionDesmethoxyyangonin is a reversible inhibitor of MAO-B, it may have important therapeutic value for treatment of neurodegenerative disorders and Parkinson's Disease. Desmethoxy yangonin protects LPS or LPS/D-GalN-induced damages in cell or liver tissues mainly through de-regulating IKK/NFκB and Jak2/STAT3 signaling pathways.
TargetsJAK | STAT | NF-kB | IkB | P450 (e.g. CYP17) | MAO | IKK
In vitro

A plant kavalactone desmethoxy yangonin prevents inflammation and fulminant hepatitis in mice.[Pubmed: 24143247]

PLoS One. 2013 Oct 15;8(10):e77626.

An active compound of the plant rhizomes, Desmethoxy yangonin (DMY), was identified in this study for its novel effect against endotoxin lipopolysaccharide (LPS)-stimulated inflammation in murine macrophages and LPS/D-galactosamine (LPS/D-GalN)-induced fulminant hepatitis in mice.
METHODS AND RESULTS:
Desmethoxy yangonin was observed to significantly inhibit proliferation and activation of T cells ex vivo and the activity of several pro-inflammatory mediators in vitro. Desmethoxy yangonin also protected LPS/D-GalN-induced acute hepatic damages in mice through inhibiting aminotransferases activities and infiltrations of inflammatory macrophages, neutrophils and pathogenic T cells into the liver tissues. In addition, pretreatment with Desmethoxy yangonin significantly improved the survival rate of LPS/D-GalN-treated mice to 90% (9/10), compared to LPS/D-GalN-treated group (40%, 4/10). UPLC/MS platform-based comparative metabolomics approach was used to explore the serum metabolic profile in fulminant hepatic failure (FHF) mice with or without the Desmethoxy yangonin pretreatment. The results showed that LPS/D-GalN-induced hepatic damage is likely through perturbing amino acid metabolism, which leads to decreased pyruvate formation via catalysis of aminotransferases, and Desmethoxy yangonin treatment can prevent to a certain degree of these alterations in metabolic network in mouse caused by LPS/D-GalN.
CONCLUSIONS:
Mechanistic investigation demonstrated that Desmethoxy yangonin protects LPS or LPS/D-GalN-induced damages in cell or liver tissues mainly through de-regulating IKK/NFκB and Jak2/STAT3 signaling pathways.

Isolation and characterization of desmethoxyyangonin from Renealmia alpinia as a selective reversible inhibitor of human Monoamine Oxidase B.[Reference: WebLink]

Planta Med., 2015, 81 - PB19

Renealmia alpinia (Zingiberaceae), a medicinal plant of tropical rainforests, is used to treat snakebites, as a febrifuge, analgesic, antiemetic, antiulcer, and anticonvulsant. The dichloromethane extract of R. alpinia leaves showed potent inhibition of recombinant human MAO-A and -B.
METHODS AND RESULTS:
Phytochemical studies yielded six known compounds including, pinostrobin, pinostrobin chalcone, sakuretin, sakuretin-4'-methyl, yashabushidiol, and Desmethoxy yangonin. Desmethoxy yangonin displayed strong inhibition of MAO-A and -B (Ki values 0.922 and 0.031μM, respectively), with about 30 fold more selectivity against MAO-B. The kinetic analysis of the inhibition and equilibrium dialysis dissociation assay of the enzyme-inhibitor complex showed reversible binding of
CONCLUSIONS:
Desmethoxy yangonin with MAO-A and -B. Selective reversible inhibitors of MAO-B have important therapeutic value for treatment of neurodegenerative disorders and Parkinson's Disease.

Protocol of Desmethoxy yangonin

Kinase Assay

Desmethoxyyangonin and dihydromethysticin are two major pharmacological kavalactones with marked activity on the induction of CYP3A23.[Pubmed: 15282211]

Drug Metab Dispos. 2004 Nov;32(11):1317-24.

This study was undertaken to test the ability of purified kavalactones to induce CYP3A23 and activate PXR.
METHODS AND RESULTS:
Rat hepatocytes were treated with Desmethoxy yangonin, dihydrokawain, dihydromethysticin, kawain, methysticin, or yangonin, and the expression of CYP3A23 was monitored. Among the kavalactones, only Desmethoxy yangonin and dihydromethysticin markedly induced the expression of CYP3A23 (approximately 7-fold). A similar magnitude of induction was detected with combined six kavalactones at a noninductive concentration when individually used. The induced expression, however, was markedly reduced or completely abolished if dihydromethysticin, Desmethoxy yangonin, or both were excluded from the mixtures. Interestingly, regardless of whether dihydromethysticin or Desmethoxy yangonin was used alone or together with other kavalactones, similar amounts of total kavalactones were needed to produce comparable induction, suggesting that the inductive activity of dihydromethysticin and Desmethoxy yangonin is additively/synergistically enhanced by other kavalactones. In addition, treatment with dihydromethysticin, Desmethoxy yangonin, or pregnenolone 16alpha-carbonitrile (PCN) markedly increased the levels of CYP3A23 mRNA, and inhibition of mRNA synthesis abolished the induction. In contrast to PCN, dihydromethysticin and Desmethoxy yangonin only slightly activated rat or human PXR.
CONCLUSIONS:
These findings suggest that the induction of CYP3A23 by dihydromethysticin and Desmethoxy yangonin involves transcription activation, probably through a PXR-independent or PXR-involved indirect mechanism.

Desmethoxy yangonin Dilution Calculator

Concentration (start)
x
Volume (start)
=
Concentration (final)
x
Volume (final)
 
 
 
C1
V1
C2
V2

calculate

Desmethoxy yangonin Molarity Calculator

Mass
=
Concentration
x
Volume
x
MW*
 
 
 
g/mol

calculate

Preparing Stock Solutions of Desmethoxy yangonin

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 4.3814 mL 21.9068 mL 43.8135 mL 87.6271 mL 109.5338 mL
5 mM 0.8763 mL 4.3814 mL 8.7627 mL 17.5254 mL 21.9068 mL
10 mM 0.4381 mL 2.1907 mL 4.3814 mL 8.7627 mL 10.9534 mL
50 mM 0.0876 mL 0.4381 mL 0.8763 mL 1.7525 mL 2.1907 mL
100 mM 0.0438 mL 0.2191 mL 0.4381 mL 0.8763 mL 1.0953 mL
* Note: If you are in the process of experiment, it's necessary to make the dilution ratios of the samples. The dilution data above is only for reference. Normally, it's can get a better solubility within lower of Concentrations.

Organizitions Citing Our Products recently

 
 
 

Calcutta University

University of Minnesota

University of Maryland School of Medicine

University of Illinois at Chicago

The Ohio State University

University of Zurich

Harvard University

Colorado State University

Auburn University

Yale University

Worcester Polytechnic Institute

Washington State University

Stanford University

University of Leipzig

Universidade da Beira Interior

The Institute of Cancer Research

Heidelberg University

University of Amsterdam

University of Auckland
TsingHua University
TsingHua University
The University of Michigan
The University of Michigan
Miami University
Miami University
DRURY University
DRURY University
Jilin University
Jilin University
Fudan University
Fudan University
Wuhan University
Wuhan University
Sun Yat-sen University
Sun Yat-sen University
Universite de Paris
Universite de Paris
Deemed University
Deemed University
Auckland University
Auckland University
The University of Tokyo
The University of Tokyo
Korea University
Korea University
Featured Products
New Products
 

References on Desmethoxy yangonin

Desmethoxyyangonin and dihydromethysticin are two major pharmacological kavalactones with marked activity on the induction of CYP3A23.[Pubmed:15282211]

Drug Metab Dispos. 2004 Nov;32(11):1317-24.

Kava kava (Piper methysticum), an herbal remedy, is widely used for the treatment of mild to moderate cases of anxiety. The therapeutic activity is presumably achieved through multiple constituents called kavalactones. Recently, kava extracts were shown to induce CYP3A4 and activate human pregnane X receptor (PXR). This study was undertaken to test the ability of purified kavalactones to induce CYP3A23 and activate PXR. Rat hepatocytes were treated with desmethoxyyangonin, dihydrokawain, dihydromethysticin, kawain, methysticin, or yangonin, and the expression of CYP3A23 was monitored. Among the kavalactones, only desmethoxyyangonin and dihydromethysticin markedly induced the expression of CYP3A23 (approximately 7-fold). A similar magnitude of induction was detected with combined six kavalactones at a noninductive concentration when individually used. The induced expression, however, was markedly reduced or completely abolished if dihydromethysticin, desmethoxyyangonin, or both were excluded from the mixtures. Interestingly, regardless of whether dihydromethysticin or desmethoxyyangonin was used alone or together with other kavalactones, similar amounts of total kavalactones were needed to produce comparable induction, suggesting that the inductive activity of dihydromethysticin and desmethoxyyangonin is additively/synergistically enhanced by other kavalactones. In addition, treatment with dihydromethysticin, desmethoxyyangonin, or pregnenolone 16alpha-carbonitrile (PCN) markedly increased the levels of CYP3A23 mRNA, and inhibition of mRNA synthesis abolished the induction. In contrast to PCN, dihydromethysticin and desmethoxyyangonin only slightly activated rat or human PXR. These findings suggest that the induction of CYP3A23 by dihydromethysticin and desmethoxyyangonin involves transcription activation, probably through a PXR-independent or PXR-involved indirect mechanism.

A plant kavalactone desmethoxyyangonin prevents inflammation and fulminant hepatitis in mice.[Pubmed:24143247]

PLoS One. 2013 Oct 15;8(10):e77626.

Alpinia pricei Hayata is a Formosan plant which has been popularly used as nutraceutical or folk medicine for inflammation and various disorders. An active compound of the plant rhizomes, desmethoxyyangonin (DMY), was identified in this study for its novel effect against endotoxin lipopolysaccharide (LPS)-stimulated inflammation in murine macrophages and LPS/D-galactosamine (LPS/D-GalN)-induced fulminant hepatitis in mice. DMY was observed to significantly inhibit proliferation and activation of T cells ex vivo and the activity of several pro-inflammatory mediators in vitro. DMY also protected LPS/D-GalN-induced acute hepatic damages in mice through inhibiting aminotransferases activities and infiltrations of inflammatory macrophages, neutrophils and pathogenic T cells into the liver tissues. In addition, pretreatment with DMY significantly improved the survival rate of LPS/D-GalN-treated mice to 90% (9/10), compared to LPS/D-GalN-treated group (40%, 4/10). UPLC/MS platform-based comparative metabolomics approach was used to explore the serum metabolic profile in fulminant hepatic failure (FHF) mice with or without the DMY pretreatment. The results showed that LPS/D-GalN-induced hepatic damage is likely through perturbing amino acid metabolism, which leads to decreased pyruvate formation via catalysis of aminotransferases, and DMY treatment can prevent to a certain degree of these alterations in metabolic network in mouse caused by LPS/D-GalN. Mechanistic investigation demonstrated that DMY protects LPS or LPS/D-GalN-induced damages in cell or liver tissues mainly through de-regulating IKK/NFkappaB and Jak2/STAT3 signaling pathways. This report provides evidence-based knowledge to support the rationale for the use of A. pricei root extract in anti-inflammation and also its new function as hepatoprotetive agent against fulminant hepatitis.

Description

Desmethoxyyangonin is one of the six major kavalactones found in the Piper methysticum (kava) plant; reversible inhibitor of MAO-B.

Keywords:

Desmethoxy yangonin,15345-89-8,5,6-Dehydrokavain,Natural Products, buy Desmethoxy yangonin , Desmethoxy yangonin supplier , purchase Desmethoxy yangonin , Desmethoxy yangonin cost , Desmethoxy yangonin manufacturer , order Desmethoxy yangonin , high purity Desmethoxy yangonin

Online Inquiry for:

      Fill out the information below

      • Size:Qty: - +

      * Required Fields

                                      Result: