Cat. No.: HY-125740

Malvidin-3-glucoside chloride

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

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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.

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

Purity: 99.87%
CAS No.: 7228-78-6
Formula: C₂₃H₂₅ClO₁₂
Molecular Weight:528.89

Storage:

4°C, sealed storage, away from moisture and light

* In solvent : -80°C, 6 months; -20°C, 1 month (sealed storage, away from moisture and light)

Malvidin-3-glucoside chloride Chemical Structure

CAS No.: 7228-78-6

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Fluorescent Dye

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

Biological Activity
- Description
- IC₅₀ & Target
- In Vitro
- In Vivo
Chemical Information
Purity & Documentation
References
Calculators
Help & FAQs
Classifications
Bioz

Biological Activity

Description

IC₅₀ & Target

IL-6

eNOS

All NF-κB Isoforms :

All Interleukin Related Isoforms :

All NO Synthase Isoforms :

All TNF Receptor Isoforms :

In Vitro

Malvidin-3-glucoside (1, 10, 50, 100 μM; pretreatment for 18 h + TNF-α stimulation for 6 h) inhibits TNF-α-induced MCP-1, ICAM-1, VCAM-1 protein and mRNA expressions in human umbilical vein endothelial cells (HUVECs) in a concentration-dependent manner, reduces IκB-α degradation and inhibits NF-κB p65 subunit nuclear translocation^[1].
Malvidin-3-glucoside (25 μM; pretreatment 14 h+ ONOO^- aggression) upregulates eNOS mRNA and activity in bovine aortic endothelial cells (BAECs), increases NO production, while inhibiting peroxynitrite-induced iNOS, COX-2 expression and IL-6 production, and blocking NF-κB activation^[2].

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

Cell Viability Assay^[1]

Cell Line:

Human umbilical vein endothelial cells (HUVECs)
Concentration:

1 μM, 10 μM, 50 μM, 100 μM
Incubation Time:

18 h pretreatment with malvidin-3-glucoside, followed by 6 h stimulation with TNF-α
Result:

Significantly reduced the protein levels of MCP-1, ICAM-1, and VCAM-1 in cell supernatants in a concentration-dependent manner.
Resulted 35.9% MCP-1, 54.4% ICAM-1, and 44.7% VCAM-1 protein increases inhibition at 1 μM; and suppressed over 90% mRNA expressions of MCP-1 and ICAM-1 as well, with 100 μM.

Western Blot Analysis^[1]

Cell Line:

Human umbilical vein endothelial cells (HUVECs)
Concentration:

1 μM, 10 μM, 50 μM, 100 μM
Incubation Time:

18 h pretreatment with malvidin-3-glucoside, followed by 6 h stimulation with TNF-α
Result:

Decreased IκB-α degradation (inhibition rates: 84.8% at 50 μM).

Immunofluorescence^[1]

Cell Line:

Human umbilical vein endothelial cells (HUVECs)
Concentration:

1 μM, 10 μM, 50 μM, 100 μM
Incubation Time:

18 h pretreatment with malvidin-3-glucoside, followed by 6 h stimulation with TNF-α
Result:

Reduced nuclear translocation of p65 in immunofluorescence (IF) assay.

In Vivo

Malvidin-3-glucoside (24 mg/kg diet; dietary supplementation; daily ad libitum; 50 days) improves colon tissue pathological damage in the DSS (HY-116282)-induced colitis model in mice, upregulates the expression of the anti-inflammatory cytokine IL-10, regulates the intestinal microbial composition (restoring the Firmicutes/Bacteroidetes ratio and reducing the abundance of pathogenic Ruminococci), and reshapes the intestinal metabolome (reducing the levels of pro-inflammatory metabolites such as ceramide)^[3].

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

Animal Model:

Male C57BL/6J mice (4-5 weeks old), Dextran sulfate sodium (HY-116282C)-induced colitis model^[3]

Dosage:

24 mg/kg Malvidin-3-glucoside in diet

Administration:

Dietary supplementation ad libitum, daily for 50 days (including 8 days pre-Dextran sulfate sodium (DSS) induction and two DSS cycles)

Result:

Significantly reduced histopathological scores by improving crypt dilation, ulceration, and smooth muscle thickness in colonic tissues.
Increased IL-10 mRNA expression in colon mucosa.
Decreased microbial evenness but enhanced microbial interactions, with Firmicutes/Bacteroidetes ratio restored from 0.38 (DSS group) to 0.56.

Chemical Information

CAS No. 7228-78-6
Appearance Solid
Molecular Weight 528.89
Formula C₂₃H₂₅ClO₁₂
Color Brown to black
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-]
Synonyms

Malvidin-3-O-glucoside chloride; Oenin chloride
Structure Classification
- Flavonoids
- Anthocyans
- Phenols
- Polyphenols
Initial Source
Shipping

Room temperature in continental US; may vary elsewhere.
Storage

4°C, sealed storage, away from moisture and light

* In solvent : -80°C, 6 months; -20°C, 1 month (sealed storage, away from moisture and light)

Purity & Documentation

Select Batch:

Purity: 99.98%

Assay: 99.98%

ee.: 99.98%

Data Sheet (287 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]. 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. [Content Brief]

[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. [Content Brief]

[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. [Content Brief]

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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.

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Malvidin-3-glucoside chloride

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All NF-κB Isoforms

All Interleukin Related Isoforms

All NO Synthase Isoforms

All TNF Receptor Isoforms

Biological Activity

Chemical Information

Purity & Documentation

References

Calculators

Help & FAQs

Malvidin-3-glucoside chloride Related Classifications

HY-125740 Related Classifications