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  3. Delphinidin 3-glucoside chloride

Delphinidin 3-glucoside chloride  (Synonyms: Delphinidin 3-O-glucoside chloride; Delphinidin 3-O-β-glucoside chloride)

Cat. No.: HY-108052 Purity: 99.67%
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Delphinidin 3-glucoside chloride (Delphinidin 3-O-glucoside chloride) is an active anthocyanin found in Hibiscus sabdariffa extract. Delphinidin 3-glucoside chloride induces a pro-apoptotic effect in B cell chronic lymphocytic leukaemia (B CLL). Delphinidin 3-glucoside chloride 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. Delphinidin 3-glucoside chloride exhibits antitumor effects through pAKT/IRF1/HOTAIR pathway. Delphinidin 3-glucoside chloride exhibits efficacy against oxidative stress, inhibits platelet activation and endothelial dysfunction.

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

Delphinidin 3-glucoside chloride Chemical Structure

Delphinidin 3-glucoside chloride Chemical Structure

CAS No. : 6906-38-3

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1 mg USD 190 In-stock
5 mg USD 310 In-stock
10 mg USD 510 In-stock
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Based on 1 publication(s) in Google Scholar

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Description

Delphinidin 3-glucoside chloride (Delphinidin 3-O-glucoside chloride) is an active anthocyanin found in Hibiscus sabdariffa extract. Delphinidin 3-glucoside chloride induces a pro-apoptotic effect in B cell chronic lymphocytic leukaemia (B CLL)[1]. Delphinidin 3-glucoside chloride exerts phytoestrogen activity by binding to ERβ, with an IC50 of 9.7 μM[2]. Delphinidin-3-O-glucoside chloride inhibits EGFR with an IC50 of 2.37 µM[3]. Delphinidin 3-glucoside chloride exhibits antitumor effects through pAKT/IRF1/HOTAIR pathway. Delphinidin 3-glucoside chloride exhibits efficacy against oxidative stress, inhibits platelet activation and endothelial dysfunction[4][5][6].

IC50 & Target

IC50: 2.37 µM (EGFR)[3]

In Vitro

Delphinidin 3-glucoside chloride (30-100 μM) induces cell apoptosis in B CLL cells through redox-sensitive caspase 3 activation[1].
Delphinidin 3-glucoside chloride (0-40 μM) exhibits inhibitory activity towards breast cancer cells and carcinogen-induced breast carcinogenesis, through downregulation of the HOTAIR expression via pAKT/IRF1 signaling pathway[4].
Delphinidin 3-glucoside chloride (1-100 μM) inihibits the oxLDL-induced endothelial dysfunction in HUVECs with dependence of Sodium-Dependent Glucose Transporter (SGLT1)[5].
Delphinidin 3-glucoside chloride (0-50 μM) inhibits ADP, collagen or TRAP stimulated platelet aggregation through inhibition of AMPK phosphorylation[6].

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

Apoptosis Analysis[1]

Cell Line: B CLLs
Concentration: 30-100 μM
Incubation Time: 24 h
Result: Induced cell apoptosis.

Western Blot Analysis[4]

Cell Line: MDA-MB-231 and MCF-7, HUVECs, B CLLs
Concentration: 40 μM for MDA-MB-231 and MCF-7, 0-100 μM for HUVECS
Incubation Time: 24 h
Result: Inhibited AKT phosphorylation.
Increased levels of pro-apoptotic factors: Cyt c, caspase 3 and Bax, decreased levels of Bcl-2.

Immunofluorescence[4]

Cell Line: MDA-MB-231
Concentration: 0-40 μM
Incubation Time: 24 h
Result: Promoted IRF1 expression.
In Vivo

Delphinidin 3-glucoside chloride (40 mg/kg/day, i.g. for 25 days) inhibits tumor growth in MDA-MB-231-Luc-GFP xenografted athymic BALB/c mice [4]. Delphinidin 3-glucoside chloride (50 μM, i.v.) inhibits thrombus growth in FeCl3 induced mesenteric arteriole injury in C57BL/6 mice[6].

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

Animal Model: MDA-MB-231-Luc-GFP xenografted athymic BALB/c mice[4]
Dosage: 40 mg/kg/day
Administration: i.g., for 25 days
Result: Inhibited tumor growth.
Molecular Weight

500.84

Formula

C21H21ClO12

CAS No.
Appearance

Solid

Color

Purple to black

SMILES

OC1=CC(O)=CC2=C1C=C(C(C3=CC(O)=C(C(O)=C3)O)=[O+]2)O[C@@H]4O[C@@H]([C@H]([C@@H]([C@H]4O)O)O)CO.[Cl-]

Structure Classification
Initial Source
Shipping

Room temperature in continental US; may vary elsewhere.

Storage

-20°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)

Solvent & Solubility
In Vitro: 

DMSO : 10 mg/mL (19.97 mM; ultrasonic and warming and heat to 60°C; Hygroscopic DMSO has a significant impact on the solubility of product, please use newly opened DMSO)

Preparing
Stock Solutions
Concentration Solvent Mass 1 mg 5 mg 10 mg
1 mM 1.9966 mL 9.9832 mL 19.9665 mL
5 mM 0.3993 mL 1.9966 mL 3.9933 mL
View the Complete Stock Solution Preparation Table

* 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 (sealed storage, away from moisture and light). When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.

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Mass (g) = Concentration (mol/L) × Volume (L) × Molecular Weight (g/mol)

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Concentration (start) × Volume (start) = Concentration (final) × Volume (final)

This equation is commonly abbreviated as: C1V1 = C2V2

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In Vivo:

Select the appropriate dissolution method based on your experimental animal and administration route.

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: ≥ 0.5 mg/mL (1.00 mM); Clear solution

    This protocol yields a clear solution of ≥ 0.5 mg/mL (saturation unknown).

    Taking 1 mL working solution as an example, add 100 μL DMSO stock solution (5.0 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.

    Preparation of Saline: Dissolve 0.9 g sodium chloride in ddH₂O and dilute to 100 mL to obtain a clear Saline solution.
  • Protocol 2

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

    Solubility: ≥ 0.5 mg/mL (1.00 mM); Clear solution

    This protocol yields a clear solution of ≥ 0.5 mg/mL (saturation unknown).

    Taking 1 mL working solution as an example, add 100 μL DMSO stock solution (5.0 mg/mL) to 900 μL 20% SBE-β-CD in Saline, and mix evenly.

    Preparation of 20% SBE-β-CD in Saline (4°C, storage for one week): 2 g SBE-β-CD powder is dissolved in 10 mL Saline, completely dissolve until clear.
In Vivo Dissolution Calculator
Please enter the basic information of animal experiments:

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Recommended: Prepare an additional quantity of animals to account for potential losses during experiments.
Please enter your animal formula composition:
%
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+
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Recommended: Keep the proportion of DMSO in working solution below 2% if your animal is weak.
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).
Calculation results:
Working solution concentration: mg/mL
Method for preparing stock solution: mg drug dissolved in μL  DMSO (Stock solution concentration: mg/mL).

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

The concentration of the stock solution you require exceeds the measured solubility. The following solution is for reference only. If necessary, please contact MedChemExpress (MCE).
Method for preparing in vivo working solution for animal experiments: Take μL DMSO stock solution, add μL . μL , mix evenly, next add μL Tween 80, mix evenly, then add μL Saline.
 If the continuous dosing period exceeds half a month, please choose this protocol carefully.
Please ensure that the stock solution in the first step is dissolved to a clear state, and add co-solvents in sequence. You can use ultrasonic heating (ultrasonic cleaner, recommended frequency 20-40 kHz), vortexing, etc. to assist dissolution.
Purity & Documentation

Purity: 99.83%

References

Complete Stock Solution Preparation Table

* 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 (sealed storage, away from moisture and light). 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 1.9966 mL 9.9832 mL 19.9665 mL 49.9161 mL
5 mM 0.3993 mL 1.9966 mL 3.9933 mL 9.9832 mL
10 mM 0.1997 mL 0.9983 mL 1.9966 mL 4.9916 mL
15 mM 0.1331 mL 0.6655 mL 1.3311 mL 3.3277 mL
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Delphinidin 3-glucoside chloride Related Classifications

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  • Do most proteins show cross-species activity?

    Species cross-reactivity must be investigated individually for each product. Many human cytokines will produce a nice response in mouse cell lines, and many mouse proteins will show activity on human cells. Other proteins may have a lower specific activity when used in the opposite species.

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Delphinidin 3-glucoside chloride
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