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Myrtillin (Synonyms: Delphinidin-3-β-D-glucoside chloride, Delphinidin-3-O-glucoside, Delphinin)

Catalog No.GC44263

Myrtillin (Delphinidin 3-O-glucoside chloride) is an active anthocyanin found in bilberry extract. Myrtillin induces a pro-apoptotic effect in B cell chronic lymphocytic leukaemia (B CLL). Myrtillin exerts phytoestrogen activity by binding to ERβ, with an IC50 of 9.7 μM. Delphinidin-3-O-glucoside chloride inhibits EGFR with an IC50 of 2.37 μM.

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Myrtillin Chemical Structure

Cas No.: 6906-38-3

Size Price Stock Qty
500μg
$95.00
In stock
1mg
$171.00
In stock
5mg
$428.00
In stock
10mg
$665.00
In stock

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Sample solution is provided at 25 µL, 10mM.

Product Documents

Quality Control & SDS

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Protocol

Cell experiment [1]:

Cell lines

MSCs

Preparation Method

The cells cultured for 24 hours with 50 uM of Myrtillin and stimulated or not with 1.25 g/mL of LPS.

Reaction Conditions

50 µM Myrtillin for 24 hours

Applications

50 µM Myrtillin increased the percentage of cells in the S/G2/M cycle phase. Mesenchymal stem cells produce soluble factors.

Animal experiment [2]:

Animal models

Rabbit

Preparation Method

A rabbit model of atherosclerosis (AS) was established by 12 weeks of a high-fat diet (HFD). The rabbits were divided into five groups: control, AS, simvastatin (4 mg/kg), and two Myrtillin groups (10 and 20 mg/kg). After treatment with Myrtillin or simvastatin by oral gavage for 12 weeks, the lipid profiles were measured.

Dosage form

10 and 20 mg/kg Myrtillin for 12 weeks

Applications

DP (20 mg/kg) decreased serum TG, TC, LDL-C, and HDL-C. Myrtillin (20 mg/kg) also reduced lipid levels in the liver and aorta. Myrtillin (20 mg/kg) down-regulated the mRNA levels of IL-6, VCAM-1, and NF-κB and up-regulated the mRNA levels of GSH-PX and SOD1.

References:

[1]: Bruna Roberta Oliveira Neves, Sumara de Freitas, et,al. Delphinidin-3-O-glucoside in vitro suppresses NFκB and changes the secretome of mesenchymal stem cells affecting macrophage activation,Nutrition,2022,111853,ISSN 0899-9007,
[2]: Sun B, Li F, et,al. Delphinidin-3-O-glucoside, an active compound of Hibiscus sabdariffa calyces, inhibits oxidative stress and inflammation in rabbits with atherosclerosis. Pharm Biol. 2022 Dec;60(1):247-254. doi: 10.1080/13880209.2021.2017469. PMID: 35130117; PMCID: PMC8823684.

Background

Myrtillin (Delphinidin 3-o-glucoside) is a kind of anthocyanin monomer, which is mainly distributed in various plants and can be analyzed qualitatively and quantitatively by high performance liquid chromatography (HPLC) Mass spectrometry (Mass) and nuclear magnetic resonance (NMR)

Myrtillin at 50 uM does not affect cell viability, also showing that delphinidin in association with lipopolysaccharide was able to induce MSC proliferation. Additionally, delphinidin modulated the MSC immune response, showing increased levels of anti-inflammatory cytokines such as IL-10 and TGF-β as well as lower expression of NFκB[2]. Myrtillin showed potential for binding with and inhibiting immune checkpoints, PD-1 and PD-L1, which can activate immune response in the tumor microenvironment and induce cancer cell death[3].

Myrtillin (20 mg/kg) decreased serum TG, TC, LDL-C, and HDL-C. Myrtillin (20 mg/kg) also reduced lipid levels in the liver and aorta. Myrtillin (20 mg/kg) down-regulated the mRNA levels of IL-6, VCAM-1, and NF-κB and up-regulated the mRNA levels of GSH-PX and SOD1.DP alleviated the HFD-induced oxidative stress and inflammation in atherosclerosis rabbits[1].

References:
[1]: Sun B, Li F, et,al.Delphinidin-3-O-glucoside, an active compound of Hibiscus sabdariffa calyces, inhibits oxidative stress and inflammation in rabbits with atherosclerosis. Pharm Biol. 2022 Dec;60(1):247-254. doi: 10.1080/13880209.2021.2017469. PMID: 35130117; PMCID: PMC8823684.
[2]: Bruna Roberta Oliveira Neves, Sumara de Freitas, et,al. Delphinidin-3-O-glucoside in vitro suppresses NFκB and changes the secretome of mesenchymal stem cells affecting macrophage activation,Nutrition,2022,111853,ISSN 0899-9007,
[3]: Mazewski C, Kim MS,et,al. Anthocyanins, delphinidin-3-O-glucoside and cyanidin-3-O-glucoside, inhibit immune checkpoints in human colorectal cancer cells in vitro and in silico. Sci Rep. 2019 Aug 9;9(1):11560. doi: 10.1038/s41598-019-47903-0. PMID: 31399602; PMCID: PMC6689002.

Chemical Properties

Cas No. 6906-38-3 SDF
Synonyms Delphinidin-3-β-D-glucoside chloride, Delphinidin-3-O-glucoside, Delphinin
Canonical SMILES OC(C=C1O)=CC2=C1C=C(O[C@H]3[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O3)C(C4=CC(O)=C(O)C(O)=C4)=[O+]2.[Cl-]
Formula C21H21O12•Cl M.Wt 500.8
Solubility DMF: 1.5 mg/ml,DMSO: 10 mg/ml,PBS (pH 7.2): 0.2 mg/ml Storage Store at -20°C, sealed storage, away from moisture and light
General tips Please select the appropriate solvent to prepare the stock solution according to the solubility of the product in different solvents; once the solution is prepared, please store it in separate packages to avoid product failure caused by repeated freezing and thawing.Storage method and period of the stock solution: When stored at -80°C, please use it within 6 months; when stored at -20°C, please use it within 1 month.
To increase solubility, heat the tube to 37°C and then oscillate in an ultrasonic bath for some time.
Shipping Condition Evaluation sample solution: shipped with blue ice. All other sizes available: with RT, or with Blue Ice upon request.

Complete Stock Solution Preparation Table

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1 mg 5 mg 10 mg
1 mM 1.9968 mL 9.984 mL 19.9681 mL
5 mM 0.3994 mL 1.9968 mL 3.9936 mL
10 mM 0.1997 mL 0.9984 mL 1.9968 mL
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Average Rating: 5 ★★★★★ (Based on Reviews and 17 reference(s) in Google Scholar.)

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