Physicochemical Properties
| Molecular Formula | C23H25CLO12 |
| Molecular Weight | 528.89 |
| Exact Mass | 528.103 |
| CAS # | 30113-37-2 |
| PubChem CID | 94409 |
| Appearance | Typically exists as solid at room temperature |
| Hydrogen Bond Donor Count | 7 |
| Hydrogen Bond Acceptor Count | 12 |
| Rotatable Bond Count | 6 |
| Heavy Atom Count | 36 |
| Complexity | 669 |
| Defined Atom Stereocenter Count | 5 |
| SMILES | COC1=C(C(=CC(=C1)C2=[O+]C3=CC(=CC(=C3C=C2O[C@H]4[C@@H]([C@H]([C@H]([C@@H](CO)O4)O)O)O)O)O)OC)[O-].Cl |
| InChi Key | YDIKCZBMBPOGFT-PWUSVEHZSA-N |
| InChi Code | InChI=1S/C23H24O12.ClH/c1-31-14-3-9(4-15(32-2)18(14)27)22-16(7-11-12(26)5-10(25)6-13(11)33-22)34-23-21(30)20(29)19(28)17(8-24)35-23;/h3-7,17,19-21,23-24,28-30H,8H2,1-2H3,(H2-,25,26,27);1H/t17-,19+,20+,21-,23-;/m1./s1 |
| Chemical Name | (2S,3R,4S,5R,6R)-2-[5,7-dihydroxy-2-(4-hydroxy-3,5-dimethoxyphenyl)chromenylium-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol;chloride |
| HS Tariff Code | 2934.99.9001 |
| Storage |
Powder-20°C 3 years 4°C 2 years In solvent -80°C 6 months -20°C 1 month |
| Shipping Condition | Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs) |
Biological Activity
| Targets | Human Endogenous Metabolite |
| ln Vitro | On Huh-7 cells, malvidin-3-galactoside chloride (50, 100, and 200 μg/mL; for 24, 48, and 72 hours) exhibits clear cytotoxicity, while 50 and 100 μg/mL has no discernible effect after 48 hours. At 72 hours, malvidin-3-galactoside chloride exhibits a significant cytotoxic effect on Huh-7 cells [1]. 50–200 μg/mL of malvidin-3-galactoside chloride stops cells in the S phase, which is followed by a decrease in G1 phase cells and an increase in S phase cells[1]. Huh-7 cells are exposed to malvidin-3-galactoside chloride (50-200 μg/mL) for 72 hours, which causes cell apoptosis[1]. In a dose-dependent manner, the levels of caspase-3, cleaved-caspase-3, and cleaved-PARP were significantly raised by chloride (50-200 μg/mL) for 72 hours[1]. For 12 hours, malvidin-3-galactoside chloride (50–200 μg/mL) suppresses the generation and build-up of ROS[1]. In a dose-dependent way, malvidin-3-galactoside chloride (50-200 μg/mL) significantly lowers the amount of phosphorylation ERK (p-ERK) after 12 hours. At 200 μg/mL, malvidin-3-galactoside chloride significantly raises the phosphorylation levels of JNK and p38 (p-JNK and p-p38)[1]. Huh-7 cell migration and invasion are inhibited by malvidin-3-galactoside chloride (50-200 μg/mL) for a duration of 12 hours[1]. |
| References |
[1]. Malvidin-3-galactoside from blueberry suppresses the growth and metastasis potential of hepatocellular carcinoma cell Huh-7 by regulating apoptosis and metastases pathways. Food Science and Human Wellness, Volume 9, Issue 2, June 2020, Pages 136-145. |
| Additional Infomation | Malvidin 3-galactoside is an anthocyanidin glycoside. |
Solubility Data
| Solubility (In Vivo) |
Note: Listed below are some common formulations that may be used to formulate products with low water solubility (e.g. < 1 mg/mL), you may test these formulations using a minute amount of products to avoid loss of samples. Injection Formulations (e.g. IP/IV/IM/SC) Injection Formulation 1: DMSO : Tween 80： Saline = 10 : 5 : 85 (i.e. 100 μL DMSO stock solution → 50 μL Tween 80 → 850 μL Saline) *Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH ₂ O to obtain a clear solution. Injection Formulation 2: DMSO : PEG300 ：Tween 80 : Saline = 10 : 40 : 5 : 45 (i.e. 100 μL DMSO → 400 μLPEG300 → 50 μL Tween 80 → 450 μL Saline) Injection Formulation 3: DMSO : Corn oil = 10 : 90 (i.e. 100 μL DMSO → 900 μL Corn oil) Example: Take the Injection Formulation 3 (DMSO : Corn oil = 10 : 90) as an example, if 1 mL of 2.5 mg/mL working solution is to be prepared, you can take 100 μL 25 mg/mL DMSO stock solution and add to 900 μL corn oil, mix well to obtain a clear or suspension solution (2.5 mg/mL, ready for use in animals). Injection Formulation 4: DMSO : 20% SBE-β-CD in saline = 10 : 90 [i.e. 100 μL DMSO → 900 μL (20% SBE-β-CD in saline)] *Preparation of 20% SBE-β-CD in Saline (4°C，1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution. Injection Formulation 5: 2-Hydroxypropyl-β-cyclodextrin : Saline = 50 : 50 (i.e. 500 μL 2-Hydroxypropyl-β-cyclodextrin → 500 μL Saline) Injection Formulation 6: DMSO : PEG300 : castor oil : Saline = 5 : 10 : 20 : 65 (i.e. 50 μL DMSO → 100 μLPEG300 → 200 μL castor oil → 650 μL Saline) Injection Formulation 7: Ethanol : Cremophor : Saline = 10： 10 : 80 (i.e. 100 μL Ethanol → 100 μL Cremophor → 800 μL Saline) Injection Formulation 8: Dissolve in Cremophor/Ethanol (50 : 50), then diluted by Saline Injection Formulation 9: EtOH : Corn oil = 10 : 90 (i.e. 100 μL EtOH → 900 μL Corn oil) Injection Formulation 10: EtOH : PEG300：Tween 80 : Saline = 10 : 40 : 5 : 45 (i.e. 100 μL EtOH → 400 μLPEG300 → 50 μL Tween 80 → 450 μL Saline) Oral Formulations Oral Formulation 1: Suspend in 0.5% CMC Na (carboxymethylcellulose sodium) Oral Formulation 2: Suspend in 0.5% Carboxymethyl cellulose Example: Take the Oral Formulation 1 (Suspend in 0.5% CMC Na) as an example, if 100 mL of 2.5 mg/mL working solution is to be prepared, you can first prepare 0.5% CMC Na solution by measuring 0.5 g CMC Na and dissolve it in 100 mL ddH2O to obtain a clear solution; then add 250 mg of the product to 100 mL 0.5% CMC Na solution, to make the suspension solution (2.5 mg/mL, ready for use in animals). Oral Formulation 3: Dissolved in PEG400 Oral Formulation 4: Suspend in 0.2% Carboxymethyl cellulose Oral Formulation 5: Dissolve in 0.25% Tween 80 and 0.5% Carboxymethyl cellulose Oral Formulation 6: Mixing with food powders Note: Please be aware that the above formulations are for reference only. InvivoChem strongly recommends customers to read literature methods/protocols carefully before determining which formulation you should use for in vivo studies, as different compounds have different solubility properties and have to be formulated differently. (Please use freshly prepared in vivo formulations for optimal results.) |
| Preparing Stock Solutions | 1 mg | 5 mg | 10 mg | |
| 1 mM | 1.8908 mL | 9.4538 mL | 18.9075 mL | |
| 5 mM | 0.3782 mL | 1.8908 mL | 3.7815 mL | |
| 10 mM | 0.1891 mL | 0.9454 mL | 1.8908 mL |