Cat. No.: HY-N6051

(-)-Maackiain

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(-)-Maackiain is a pterocarpan phytoalexin produced from Sophora flavescens. (-)-Maackiain is toxic to several genera of fungal pathogens of legume and non legume hosts. (-)-Maackiain enhances the activation of NLRP3 inflammasome, inhibits the activation of NF-κB pathway, exhibiting thereby immunostimulatory and anti-inflammatory activities. (-)-Maackiain is orally active.

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

Purity: 99.50%
CAS No.: 2035-15-6
Formula: C₁₆H₁₂O₅
Molecular Weight:284.27

Storage:

4°C, protect from light

* In solvent : -80°C, 6 months; -20°C, 1 month (protect from light)

(-)-Maackiain Chemical Structure

CAS No.: 2035-15-6

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Price

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Sample (0.1mg)

In-stock

(In Japan)

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Top Publications Citing

Use of MCE Products

Fluorescent Dye

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

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

Biological Activity

Description

All NOD-like Receptor (NLR) Isoforms :

All NF-κB Isoforms :

Cellular Effect

Cell Line	Type	Value	Description	References
HCT-15	IC₅₀	>25 μg/mL Compound: 6	Cytotoxicity against human HCT15 cells by MTT assay Cytotoxicity against human HCT15 cells by MTT assay	[PMID: 17764956]
HL-60	IC₅₀	17.9 μg/mL Compound: 6	Cytotoxicity against human HL60 cells by MTT assay Cytotoxicity against human HL60 cells by MTT assay	[PMID: 17764956]
HMC1	IC₅₀	>20 μM Compound: 9	Cytotoxicity against human HMC1 cells assessed as cell viability Cytotoxicity against human HMC1 cells assessed as cell viability	[PMID: 25467151]
HMC1	IC₅₀	3.01 μM Compound: 9	Inhibition of A23187-induced IL-6 production in human HMC1 cells incubated for 30 mins prior to A23187 challenge measured after 24 hrs by ELISA Inhibition of A23187-induced IL-6 production in human HMC1 cells incubated for 30 mins prior to A23187 challenge measured after 24 hrs by ELISA	[PMID: 25467151]
MDA-MB-435	IC₅₀	11.5 μg/mL Compound: 6	Cytotoxicity against human MDA-MB-435 cells by MTT assay Cytotoxicity against human MDA-MB-435 cells by MTT assay	[PMID: 17764956]
RAW264.7	IC₅₀	27 μM Compound: 2	Antiinflammatory activity in mouse RAW264.7 cells assessed as inhibition of LPS-induced NO production after 24 hrs by Griess assay Antiinflammatory activity in mouse RAW264.7 cells assessed as inhibition of LPS-induced NO production after 24 hrs by Griess assay	[PMID: 25592708]
U-937	IC₅₀	>100 μM Compound: 19, l-maackiain	Antiproliferative activity against human U937 cells after 24 hrs by WST-8 assay Antiproliferative activity against human U937 cells after 24 hrs by WST-8 assay	[PMID: 17158054]
U-937	IC₅₀	>100 μM Compound: 19, l-maackiain	Antiproliferative activity against human U937 cells after 48 hrs by WST-8 assay Antiproliferative activity against human U937 cells after 48 hrs by WST-8 assay	[PMID: 17158054]
U-937	IC₅₀	>100 μM Compound: 19, l-maackiain	Antiproliferative activity against human U937 cells after 72 hrs by WST-8 assay Antiproliferative activity against human U937 cells after 72 hrs by WST-8 assay	[PMID: 17158054]

In Vitro

(-)-Maackiain (0-30 µM, 24 h) inhibits PMA (HY-18739)-induced histamine H1 receptor (H1R) expression in HeLa cells, inhibits DNP-HSA (antigen)-stimulated IL-4 gene expression in RBL-2H3 cells^[3].
(-)-Maackiain (0-30 µM, 24 h) inhibits PMA -induced PKCδ phosphorylation at tyrosine 311 and prevents PKCδ from transferring to the Golgi apparatus^[3].

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

Real Time qPCR^[3]

Cell Line:

HeLa, RBL-2H3
Concentration:

0-30 µM
Incubation Time:

24 h
Result:

Inhibited the mRNA expression of H1R and IL-4.

In Vivo

(-)-Maackiain (5-20 mg/kg, po, once daily for 3 weeks) exhibits antiallergic activity in TDI-induced nasal hypersensitivity mouse model^[3].

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

Animal Model:

TDI-induced nasal hypersensitivity mouse model^[3]
Dosage:

5-20 mg/kg
Administration:

po, once daily for 3 weeks
Result:

Reduced sneezing, nasal mucosal swelling, redness and watery rhinorrhea.

Chemical Information

CAS No. 2035-15-6
Appearance Solid
Molecular Weight 284.27
Formula C₁₆H₁₂O₅
Color White to light yellow
SMILES

OC1=CC=C([C@@]2([H])[C@@](C3=C(C=C4C(OCO4)=C3)O2)([H])CO5)C5=C1
Structure Classification
- Terpenoids
- Diterpenoids
- Phenols
- Monophenols
Initial Source
Shipping

Room temperature in continental US; may vary elsewhere.
Storage

4°C, protect from light

* In solvent : -80°C, 6 months; -20°C, 1 month (protect from light)

Solvent & Solubility

In Vitro:

DMSO : 100 mg/mL (351.78 mM; Need ultrasonic; 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

3.5178 mL

17.5889 mL

35.1778 mL

5 mM

0.7036 mL

3.5178 mL

7.0356 mL

10 mM

0.3518 mL

1.7589 mL

3.5178 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 (protect from light). 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)

Concentration _(final) Concentration _(final)

Volume _(final) Volume _(final)

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 40% PEG300 5% Tween-80 45% Saline

Solubility: ≥ 2.5 mg/mL (8.79 mM); Clear solution

This protocol yields a clear solution of ≥ 2.5 mg/mL (saturation unknown).

Taking 1 mL working solution as an example, add 100 μL DMSO stock solution (25.0 mg/mL) to 400 μL PEG300, and mix evenly; then add 50 μL Tween-80 and mix evenly; then add 450 μL Saline to adjust the volume to 1 mL.

Protocol 2

Add each solvent one by one: 10% DMSO 90% (20% SBE-β-CD in Saline)

Solubility: ≥ 2.5 mg/mL (8.79 mM); Clear solution

This protocol yields a clear solution of ≥ 2.5 mg/mL (saturation unknown).

Taking 1 mL working solution as an example, add 100 μL DMSO stock solution (25.0 mg/mL) to 900 μL 20% SBE-β-CD in Saline, and mix evenly.

Protocol 3

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

Solubility: ≥ 2.5 mg/mL (8.79 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 (274 KB)
SDS (394 KB)
- English - EN (394 KB)
- Français - FR (394 KB)
- Deutsch - DE (394 KB)
- Norwegian - NO (394 KB)
- Español - ES (394 KB)
- Swedish - SV (394 KB)
- Italian - IT (394 KB)
- Portuguese - PT (394 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]. ScottSoby, et al. Detoxification of the phytoalexins maackiain and medicarpin by fungal pathogens of alfalfa. Phytochemistry. 1996 Feb;14(3):759-765.

[2]. Huh JW, et al., Maackiain, a compound derived from Sophora flavescens, increases IL-1β production by amplifying nigericin-mediated inflammasome activation. FEBS Open Bio. 2020 Aug;10(8):1482-1491. [Content Brief]

[3]. Mizuguchi H, et al., Maackiain is a novel antiallergic compound that suppresses transcriptional upregulation of the histamine H1 receptor and interleukin-4 genes. Pharmacol Res Perspect. 2015 Oct;3(5):e00166. [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

Optional Solvent	Concentration Solvent Mass	1 mg	5 mg	10 mg	25 mg
DMSO	1 mM	3.5178 mL	17.5889 mL	35.1778 mL	87.9446 mL
	5 mM	0.7036 mL	3.5178 mL	7.0356 mL	17.5889 mL
	10 mM	0.3518 mL	1.7589 mL	3.5178 mL	8.7945 mL
	15 mM	0.2345 mL	1.1726 mL	2.3452 mL	5.8630 mL
	20 mM	0.1759 mL	0.8794 mL	1.7589 mL	4.3972 mL
	25 mM	0.1407 mL	0.7036 mL	1.4071 mL	3.5178 mL
	30 mM	0.1173 mL	0.5863 mL	1.1726 mL	2.9315 mL
	40 mM	0.0879 mL	0.4397 mL	0.8794 mL	2.1986 mL
	50 mM	0.0704 mL	0.3518 mL	0.7036 mL	1.7589 mL
	60 mM	0.0586 mL	0.2931 mL	0.5863 mL	1.4657 mL
	80 mM	0.0440 mL	0.2199 mL	0.4397 mL	1.0993 mL
	100 mM	0.0352 mL	0.1759 mL	0.3518 mL	0.8794 mL

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(-​)​-Maackiain

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All NOD-like Receptor (NLR) Isoforms

All NF-κB Isoforms

Biological Activity

Chemical Information

Solvent & Solubility

Purity & Documentation

References

Help & FAQs

Complete Stock Solution Preparation Table

(-​)​-Maackiain Related Classifications

Cat. No.: HY-N6051

(-)-Maackiain

(-)-Maackiain Related Classifications