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Malvidin-3-glucoside (chloride)

Malvidin-3-glucoside (Malvidin-3-O-glucoside; Oenin) chloride is an orally active inhibitor of the NF-κB pathway, which blocks inflammatory responses induced by TNF-α, reduces IκB-α degradation and p65 nuclear translocation, and upregulates endothelial nitric oxide synthase eNOS to increase NO production. Malvidin-3-glucoside chloride exerts anti-inflammatory and antioxidant effects by inhibiting pro-inflammatory molecules such as MCP-1, ICAM-1, and IL-6, and regulating intestinal microorganisms and metabolites, while protecting endothelial cells and improving intestinal microecological dysbiosis under inflammatory conditions. Malvidin-3-glucoside chloride can be used to study chronic inflammatory-related diseases such as atherosclerosis and inflammatory bowel disease, and has the potential to prevent vascular inflammation and improve intestinal health[1][2][3].

Product Specifications

CAS Number

[7228-78-6]

Product Name Alternative

Malvidin-3-O-glucoside (chloride) ; Oenin (chloride)

UNSPSC

12352005

Hazard Statement

H302, H315, H319, H335

Target

Interleukin Related; NF-κB; NO Synthase; TNF Receptor

Type

Natural Products

Related Pathways

Apoptosis; Immunology/Inflammation; NF-κB

Applications

COVID-19-immunoregulation

Field of Research

Inflammation/Immunology

Assay Protocol

https://www.medchemexpress.com/malvidin-3-glucoside-chloride.html

Purity

99.87

Solubility

DMSO : 25 mg/mL (ultrasonic)

Smiles

OC1=CC2=C(C=C(C(C3=CC(OC)=C(C(OC)=C3)O)=[O+]2)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)C(O)=C1.[Cl-]

Molecular Formula

C23H25ClO12

Molecular Weight

528.89

Precautions

H302, H315, H319, H335

References & Citations

[1]Huang WY, et al. Anti-inflammatory effect of the blueberry anthocyanins malvidin-3-glucoside and malvidin-3-galactoside in endothelial cells. Molecules. 2014 Aug 21;19 (8) :12827-41.|[2]Paixão J, et al. Malvidin-3-glucoside protects endothelial cells up-regulating endothelial NO synthase and inhibiting peroxynitrite-induced NF-kB activation. Chem Biol Interact. 2012 Sep 30;199 (3) :192-200.|[3]Liu F, et al. Malvidin 3-Glucoside Modulated Gut Microbial Dysbiosis and Global Metabolome Disrupted in a Murine Colitis Model Induced by Dextran Sulfate Sodium. Mol Nutr Food Res. 2019 Nov;63 (21) :e1900455.

Shipping Conditions

Room Temperature

Storage Conditions

4°C (Powder, sealed storage, away from moisture and light)

Scientific Category

Natural Products

Clinical Information

No Development Reported

Isoform

ENOS; IL-6

Available Sizes

Curated Selection

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