Cat. No.: HY-W011641

(±)-Naringenin

4 Cited Publications

Customer Review

Based on 4 publication(s) in Google Scholar

(±)-Naringenin is an orally available anti-inflammatory agent that can regulate both acute and chronic inflammation responses, while also showing antioxidant, neuroprotective, liver-protective, and anti-cancer effects. (±)-Naringenin promotes vasodilation in endothelial cells by activating BK_Ca channels in muscle cells. It also exerts protective effects against experimental colitis by inhibiting Toll-like receptor 4/NF-κB signaling, making it useful in studies related to sepsis, fulminant hepatitis, fibrosis, and cancer research.

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

Purity: 99.83%
CAS No.: 67604-48-2
Formula: C₁₅H₁₂O₅
Molecular Weight:272.26

Storage:

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

(±)-Naringenin Chemical Structure

CAS No.: 67604-48-2

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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
- IC₅₀ & Target
- Cellular Effect
- In Vitro
- In Vivo
Chemical Information
Publications (4)
Solvent & Solubility
- In Vitro
- In Vivo
Purity & Documentation
References
Help & FAQs
Classifications
Bioz

Biological Activity

Description

IC₅₀ & Target

NF-κB

Caspase 9

All Toll-like Receptor (TLR) Isoforms :

All NF-κB Isoforms :

All Caspase Isoforms :

Cellular Effect

Cell Line	Type	Value	Description	References
HCT-116	IC₅₀	36.75 μM Compound: (+/-)-Naringenin	Cytotoxicity against human HCT116 cells after 7 days by crystal violet staining based clonogenic assay Cytotoxicity against human HCT116 cells after 7 days by crystal violet staining based clonogenic assay	[PMID: 23177257]
Neutrophil	IC₅₀	31 μM Compound: 5a	Inhibition of oxidative burst in PMA-stimulated human neutrophils assessed as inhibition of superoxide anion radical-induced lucigenin oxidation incubated for 5 mins prior to PMA challenge by chemiluminescence assay Inhibition of oxidative burst in PMA-stimulated human neutrophils assessed as inhibition of superoxide anion radical-induced lucigenin oxidation incubated for 5 mins prior to PMA challenge by chemiluminescence assay	[PMID: 23871908]
Neutrophil	IC₅₀	51.4 μM Compound: 5a	Inhibition of oxidative burst in PMA-stimulated human neutrophils assessed as inhibition of ROS-induced luminol oxidation incubated for 5 mins prior to PMA challenge by chemiluminescence assay Inhibition of oxidative burst in PMA-stimulated human neutrophils assessed as inhibition of ROS-induced luminol oxidation incubated for 5 mins prior to PMA challenge by chemiluminescence assay	[PMID: 23871908]

In Vitro

(±)-Naringenin induces concentration-dependent relaxation in endothelium-denuded aortic rings from rats pre-contracted with 20 mM KCl or norepinephrine, with pIC₅₀ values of 4.74 and 4.68 respectively^[1].
(±)-Naringenin increases large conductance calcium-activated potassium (BKCa) current in rat tail artery smooth muscle cells in a concentration-dependent manner^[1].
(±)-Naringenin (1-25 μmol/L, 2 h) significantly inhibits TNF-α induced NF-κB luciferase expression in HT29 cells^[2].
(±)-Naringenin (25 μmol/L, 2 h) blocks LPS-induced NF-κB p65 nuclear translocation in mouse macrophage RAW264.7 cells^[2].
(±)-Naringenin induces apoptosis through both intrinsic (mitochondrial) and extrinsic pathways, upregulating pro-apoptotic genes such as P18, P21, p38, and Bcl-2-associated X protein (Bax), which stimulates mitochondrial cytochrome c release and forms apoptosomes including pro-caspase-9 and apoptosis protease-activating factor 1 (Apaf-1), thereby enhancing caspase-9 expression^[3].

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

Western Blot Analysis^[2]

Cell Line:

RAW264.7
Concentration:

25 μmol/L
Incubation Time:

2 h
Result:

Inhibited NF-κB p65 nuclear translocation.

In Vivo

(±)-Naringenin (50 mg/kg, orally, once a day for ten days) significantly reduces the severity of DSS-induced colitis in mice and downregulats pro-inflammatory mediators (iNOS, ICAM-1, MCP-1, Cox2, TNF-α, and IL-6 mRNA) in the colonic mucosa^[2].

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

Animal Model:

C57BL/6^[2]
Dosage:

50 mg/kg
Administration:

Oral; daily; 10 days
Result:

Reduced the severity of DSS-induced colitis in mice, downregulated pro-inflammatory mediators (iNOS, ICAM-1, MCP-1, Cox2, TNF-α, and IL-6 mRNA) in the colonic mucosa, inhibited the increase in TLR4 mRNA and protein levels, and reduced the phosphorylated NF-κB p65 protein level.

Chemical Information

CAS No. 67604-48-2
Appearance Solid
Molecular Weight 272.26
Formula C₁₅H₁₂O₅
Color Off-white to light yellow
SMILES

O=C1CC(C2=CC=C(O)C=C2)OC3=CC(O)=CC(O)=C13
Structure Classification
- Flavonoids
- Flavonones
- Phenols
- Polyphenols
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

Publications (4)

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Journal Impact Factor

J Ethnopharmacol

The neuroprotective mechanisms of naringenin: Inhibition of apoptosis through the PI3K/AKT pathway after hypoxic-ischemic brain damage. [Abstract]

2024 Jan 10;318(Pt A):116941. PMID: 37480970
Foods

Naringenin Promotes Myotube Formation and Maturation for Cultured Meat Production. [Abstract]

2022 Nov 22;11(23):3755. PMID: 36496566
Mol Med Rep

Tea seed saponin‑reduced extract ameliorates palmitic acid‑induced insulin resistance in HepG2 cells. [Abstract]

2024 Feb;29(2):26. PMID: 38099345
Cytotechnology

Naringin regulates the cGAS-STING pathway to improve mitochondrial dysfunction and ferroptosis after myocardial ischemia-reperfusion injury. [Abstract]

2025 Jun;77(3):103. PMID: 40384845

Solvent & Solubility

In Vitro:

DMSO : 120 mg/mL (440.76 mM; Need ultrasonic; Hygroscopic DMSO has a significant impact on the solubility of product, please use newly opened DMSO)

H₂O : < 0.1 mg/mL (insoluble)

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

3.6730 mL

18.3648 mL

36.7296 mL

5 mM

0.7346 mL

3.6730 mL

7.3459 mL

10 mM

0.3673 mL

1.8365 mL

3.6730 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 40% PEG300 5% Tween-80 45% Saline

Solubility: ≥ 3 mg/mL (11.02 mM); Clear solution

This protocol yields a clear solution of ≥ 3 mg/mL (saturation unknown).

Taking 1 mL working solution as an example, add 100 μL DMSO stock solution (30.0 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: ≥ 3 mg/mL (11.02 mM); Clear solution

This protocol yields a clear solution of ≥ 3 mg/mL (saturation unknown).

Taking 1 mL working solution as an example, add 100 μL DMSO stock solution (30.0 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: ≥ 3 mg/mL (11.02 mM); Clear solution

This protocol yields a clear solution of ≥ 3 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 (30.0 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 (279 KB)
SDS (393 KB)
- English - EN (393 KB)
- Français - FR (393 KB)
- Deutsch - DE (393 KB)
- Norwegian - NO (393 KB)
- Español - ES (393 KB)
- Swedish - SV (393 KB)
- Italian - IT (393 KB)
- Korean - KR (393 KB)
- Portuguese - PT (393 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]. Saponara S, et al. (+/-)-Naringenin as large conductance Ca(2+)-activated K+ (BKCa) channel opener in vascular smooth muscle cells. Br J Pharmacol. 2006 Dec;149(8):1013-21. [Content Brief]

[2]. Wei Dou, et al. Protective effect of naringenin against experimental colitis via suppression of Toll-like receptor 4/NF-κB signalling. Br J Nutr. 2013 Aug;110(4):599-608. [Content Brief]

[3]. Mahzad Motallebi, et al. Naringenin: A potential flavonoid phytochemical for cancer therapy. Life Sci. 2022 Sep 15:305:120752. [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	3.6730 mL	18.3648 mL	36.7296 mL	91.8240 mL
	5 mM	0.7346 mL	3.6730 mL	7.3459 mL	18.3648 mL
	10 mM	0.3673 mL	1.8365 mL	3.6730 mL	9.1824 mL
	15 mM	0.2449 mL	1.2243 mL	2.4486 mL	6.1216 mL
	20 mM	0.1836 mL	0.9182 mL	1.8365 mL	4.5912 mL
	25 mM	0.1469 mL	0.7346 mL	1.4692 mL	3.6730 mL
	30 mM	0.1224 mL	0.6122 mL	1.2243 mL	3.0608 mL
	40 mM	0.0918 mL	0.4591 mL	0.9182 mL	2.2956 mL
	50 mM	0.0735 mL	0.3673 mL	0.7346 mL	1.8365 mL
	60 mM	0.0612 mL	0.3061 mL	0.6122 mL	1.5304 mL
	80 mM	0.0459 mL	0.2296 mL	0.4591 mL	1.1478 mL
	100 mM	0.0367 mL	0.1836 mL	0.3673 mL	0.9182 mL

Keywords

(±)-Naringenin

4 Cited Publications

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(±)-Naringenin

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Publications Citing Use of MedChemExpress (MCE) (±)-Naringenin

All Toll-like Receptor (TLR) Isoforms

All NF-κB Isoforms

All Caspase Isoforms

Biological Activity

Chemical Information

Publications (4)

Solvent & Solubility

Purity & Documentation

References

Help & FAQs

Complete Stock Solution Preparation Table