Cat. No.: HY-N0918

Desmethoxyyangonin

(Synonyms: Demethoxyyangonin; 5,6-Dehydrokavain)

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Desmethoxyyangonin is one of the six major kavalactones found in the Piper methysticum (kava) plant. Desmethoxyyangonin is a selective inhibitor of monoamine oxidase-B (MAO-B) (IC₅₀: 0.123 µM). Desmethoxyyangonin exerts anti-inflammatory effects by inhibiting Jak2/STAT3 and IKK signaling pathways. Desmethoxyyangonin induces CYP3A23 expression and leads to skeletal muscle relaxation.

For research use only. We do not sell to patients.

Purity: 99.00%
CAS No.: 15345-89-8
Formula: C₁₄H₁₂O₃
Molecular Weight:228.24

Storage:

Powder -20°C, 3 years , 4°C, 2 years ; In solvent -80°C, 6 months , -20°C, 1 month

Desmethoxyyangonin Chemical Structure

CAS No.: 15345-89-8

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Use of MCE Products

Fluorescent Dye

Strong Fluorescence Signal / Multi-Disciplinary Applications / High Fluorescence Specificity

Biological Activity
- Description
- IC₅₀ & Target
- Cellular Effect
- In Vitro
- In Vivo
Chemical Information
Solvent & Solubility
- In Vitro
- In Vivo
Purity & Documentation
References
Help & FAQs
Classifications
Bioz

Biological Activity

Description

IC₅₀ & Target^[1]^[2]^[3]^[4]

MAO-B

0.123 μM (IC₅₀)

MAO-A

1.850 μM (IC₅₀)

JAK2

STAT3

iNOS

All Monoamine Oxidase Isoforms :

MAO-A
MAO-B

All JAK Isoforms :

All IKK Isoforms :

All STAT Isoforms :

All NO Synthase Isoforms :

All Cytochrome P450 Isoforms :

Cellular Effect

Cell Line	Type	Value	Description	References
A549	IC₅₀	33 μg/mL Compound: Desmethoxyyangonin	Inhibition of TNF-alpha-induced NF-kappaB expressed in human A549 cells treated 1 hr after TNFalpha challenge measured after 6 hrs by luciferase reporter gene assay Inhibition of TNF-alpha-induced NF-kappaB expressed in human A549 cells treated 1 hr after TNFalpha challenge measured after 6 hrs by luciferase reporter gene assay	[PMID: 19716299]
HT-1080	ED₅₀	>100 μM Compound: 13	Antiproliferative activity against human HT1080 cells by MTT assay Antiproliferative activity against human HT1080 cells by MTT assay	[PMID: 11277741]
L6	IC₅₀	160 μM Compound: 4	Cytotoxicity against rat L6 myoblasts after 72 hrs by alamar blue assay Cytotoxicity against rat L6 myoblasts after 72 hrs by alamar blue assay	[PMID: 22285027]

In Vitro

Desmethoxyyangonin (10-200 µM, 7-19 h) inhibits the activity of pro-inflammatory mediators in LPS-induced macrophages RAW 264.7^[2].
Desmethoxyyangonin (50 µM, 3-9 h) inhibits Jak2/STAT3 and IKK signaling pathways in LPS-induced macrophages RAW 264.7^[2].
Desmethoxyyangonin (25-100 µM, 48 h) inhibits CD4 cell activation and proliferation in a dose-dependent manner^[2].
Desmethoxyyangonin (2-100 µM, 24-72 h) induces the expression of CYP3A23^[4].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

Western Blot Analysis^[2]

Cell Line:

RAW 264.7 cells incubated with 100 ng/mL LPS
Concentration:

10, 25, 50 ,75, 100, 150, 200 µM
Incubation Time:

19; 3, 5, 9 h
Result:

Down-regulated iNOS protein levels.
Down-regulated p- Jak2, STAT3, p- STAT3, IKK, IKBα protein levels.

ELISA Assay^[2]

Cell Line:

RAW 264.7 cells incubated with 100 ng/mL LPS
Concentration:

10, 25, 50 ,75, 100 µM
Incubation Time:

18 h
Result:

Down-regulated TNF-α and IL-6 concentrations.

In Vivo

Desmethoxyyangonin (1 and 10 mg/kg, i.p., 3 days) reduces liver damage in the mouse LPS/D-GalN-induced fulminant hepatitis model^[2].
Desmethoxyyangonin (20 mg/kg, i.p.) induces skeletal muscle relaxation in male Wistar rats^[3].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

Animal Model:

Mice LPS/D-GalN-induced fulminant hepatitis model (ICR mice, 4 weeks old; 1 h before injection with 500 ng LPS and 25 mg D-GalN in 250 μL saline)^[2]
Dosage:

1 and 10 mg/kg
Administration:

Intraperitoneal injection (i.p.), 3 days
Result:

Inhibited AST and ALT activity (1.7-2.4 times).
Reduced apoptotic cells in liver tissue.
Increased the survival rate (90%).

Chemical Information

CAS No. 15345-89-8
Appearance Solid
Molecular Weight 228.24
Formula C₁₄H₁₂O₃
Color Off-white to light yellow
SMILES

O=C1C=C(OC)C=C(/C=C/C2=CC=CC=C2)O1
Synonyms

Demethoxyyangonin; 5,6-Dehydrokavain
Structure Classification
- Phenylpropanoids
- Other Phenylpropanoids
Initial Source
- Plants
- other families
Shipping

Room temperature in continental US; may vary elsewhere.

Storage

Powder	-20°C	3 years
	4°C	2 years
In solvent	-80°C	6 months
	-20°C	1 month

Solvent & Solubility

In Vitro:

DMSO : 25 mg/mL (109.53 mM; ultrasonic and warming and heat to 60°C; Hygroscopic DMSO has a significant impact on the solubility of product, please use newly opened DMSO)

View the Complete Stock Solution Preparation Table

Preparing Stock Solutions

View the Complete Stock Solution Preparation Table

Concentration Solvent Mass

1 mg

5 mg

10 mg

Concentration

Solvent

Mass

1 mM

4.3814 mL

21.9068 mL

43.8135 mL

5 mM

0.8763 mL

4.3814 mL

8.7627 mL

10 mM

0.4381 mL

2.1907 mL

4.3814 mL

Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.

Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month. When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.

Molarity Calculator

Mass (g) = Concentration (mol/L) × Volume (L) × Molecular Weight (g/mol)

Mass Mass

Concentration Concentration

Volume Volume

Molecular Weight Molecular Weight

Dilution Calculator

Concentration _(start) × Volume _(start) = Concentration _(final) × Volume _(final)

Concentration _(start) Concentration _(start)

Volume _(start) Volume _(start)

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In Vivo:

Select the appropriate dissolution method based on your experimental animal and administration route.

Stock Solution Working Solution

For the following dissolution methods, please ensure to first prepare a clear stock solution using an In Vitro approach and then sequentially add co-solvents:
To ensure reliable experimental results, the clarified stock solution can be appropriately stored based on storage conditions. As for the working solution for In Vivo experiments, it is recommended to prepare freshly and use it on the same day.
The percentages shown for the solvents indicate their volumetric ratio in the final prepared solution. If precipitation or phase separation occurs during preparation, heat and/or sonication can be used to aid dissolution.

Protocol 1

Add each solvent one by one: 10% DMSO 90% Corn Oil

Solubility: ≥ 2.5 mg/mL (10.95 mM); Clear solution

This protocol yields a clear solution of ≥ 2.5 mg/mL (saturation unknown). If the continuous dosing period exceeds half a month, please choose this protocol carefully.

Taking 1 mL working solution as an example, add 100 μL DMSO stock solution (25.0 mg/mL) to 900 μL Corn oil, and mix evenly.

In Vivo Dissolution Calculator

Please enter the basic information of animal experiments:

Dosage Dosage
mg/kg
Animal Weight (Per Animal) Animal Weight (Per Animal)
g
Dosing Volume (Per Animal) Dosing Volume (Per Animal)
μL
Number of Animals Number of Animals

Recommended: Prepare an additional quantity of animals to account for potential losses during experiments.

Recommended: Prepare an additional quantity of animals to account for potential losses during experiments.

Please enter your animal formula composition:

%
DMSO +

Recommended: Keep the proportion of DMSO in working solution below 2% if your animal is weak.
%
+
+
%
Tween-80 + +
%
Saline +

The co-solvents required include: DMSO, . All of co-solvents are available by MedChemExpress (MCE). , Tween 80. All of co-solvents are available by MedChemExpress (MCE).

Working solution concentration: 0.22 mg/mL

Purity & Documentation

Select Batch:

Purity: 99.98%

Assay: 99.98%

ee.: 99.98%

Data Sheet (277 KB)
SDS (396 KB)
- English - EN (396 KB)
- Français - FR (396 KB)
- Deutsch - DE (396 KB)
- Norwegian - NO (396 KB)
- Español - ES (396 KB)
- Swedish - SV (396 KB)
- Italian - IT (396 KB)
- Korean - KR (396 KB)
- Portuguese - PT (396 KB)
COA (2659 KB)
Elemental Analysis Report (2659 KB)
HNMR (2659 KB)
CNMR (2659 KB)
RP-HPLC (2659 KB)
NP-HPLC (2659 KB)
MS (2659 KB)
LCMS (2659 KB)
IR (2659 KB)
GC (2659 KB)
OR (2659 KB)
SDS-PAGE (2659 KB)
SEC-HPLC (2659 KB)
Other Report (2659 KB)
Handling Instructions (2659 KB)

References

[1]. Chaurasiya ND, et al. Interactions of Desmethoxyyangonin, a Secondary Metabolite from Renealmia alpinia, with Human Monoamine Oxidase-A and Oxidase-B. Evid Based Complement Alternat Med. 2017;2017:4018724. [Content Brief]

[2]. Chou TW, et al. A plant kavalactone desmethoxyyangonin prevents inflammation and fulminant hepatitis in mice. PLoS One. 2013 Oct 15;8(10):e77626. [Content Brief]

[3]. Baum SS, et al. Effect of kava extract and individual kavapyrones on neurotransmitter levels in the nucleus accumbens of rats. Prog Neuropsychopharmacol Biol Psychiatry. 1998 Oct;22(7):1105-20. [Content Brief]

[4]. Ma Y,et al. Desmethoxyyangonin and dihydromethysticin are two major pharmacological kavalactones with marked activity on the induction of CYP3A23. Drug Metab Dispos. 2004 Nov;32(11):1317-24. [Content Brief]

Help & FAQs

How should lyophilized recombinant proteins be reconstituted and stored?

1. Before opening the cap, centrifuge the vial at 13000 rpm for 20-30 seconds. This step will ensure that any lyophilized powder that may have adhered to the cap or walls is collected at the bottom of the vial, minimizing the risk of product loss.

Complete Stock Solution Preparation Table

Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month. When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.

Optional Solvent	Concentration Solvent Mass	1 mg	5 mg	10 mg	25 mg
DMSO	1 mM	4.3814 mL	21.9068 mL	43.8135 mL	109.5338 mL
	5 mM	0.8763 mL	4.3814 mL	8.7627 mL	21.9068 mL
	10 mM	0.4381 mL	2.1907 mL	4.3814 mL	10.9534 mL
	15 mM	0.2921 mL	1.4605 mL	2.9209 mL	7.3023 mL
	20 mM	0.2191 mL	1.0953 mL	2.1907 mL	5.4767 mL
	25 mM	0.1753 mL	0.8763 mL	1.7525 mL	4.3814 mL
	30 mM	0.1460 mL	0.7302 mL	1.4605 mL	3.6511 mL
	40 mM	0.1095 mL	0.5477 mL	1.0953 mL	2.7383 mL
	50 mM	0.0876 mL	0.4381 mL	0.8763 mL	2.1907 mL
	60 mM	0.0730 mL	0.3651 mL	0.7302 mL	1.8256 mL
	80 mM	0.0548 mL	0.2738 mL	0.5477 mL	1.3692 mL
	100 mM	0.0438 mL	0.2191 mL	0.4381 mL	1.0953 mL

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Desmethoxyyangonin

Epigenetics Compound Library

Immunology/Inflammation Compound Library

JAK/STAT Compound Library

Kinase Inhibitor Library

Metabolism/Protease Compound Library

Neuronal Signaling Compound Library

NF-κB Signaling Compound Library

Protein Tyrosine Kinase Compound Library

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Natural Product Library

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Pain-Related Compound Library

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Mass Spectrometry Human Metabolite Library

Diarrhea-Related Traditional Chinese Medicine Active Compound Library

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All Monoamine Oxidase Isoforms

All JAK Isoforms

All IKK Isoforms

All STAT Isoforms

All NO Synthase Isoforms

All Cytochrome P450 Isoforms

Biological Activity

Chemical Information

Solvent & Solubility

Purity & Documentation

References

Help & FAQs

Complete Stock Solution Preparation Table

Desmethoxyyangonin Related Classifications

HY-N0918 Related Classifications