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Dehydroglyasperin C

Alias: Dehydroglyasperin C
Cat No.:V62149 Purity: ≥98%
Dehydroglyasperin C is an isoflavone and a potent inducer of NAD(P)H:oxyquinone reductase (NQO1) and phase 2 enzymes.
Dehydroglyasperin C
Dehydroglyasperin C Chemical Structure CAS No.: 199331-35-6
Product category: Phenols
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
1mg
Other Sizes
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Product Description
Dehydroglyasperin C is an isoflavone and a potent inducer of NAD(P)H:oxyquinone reductase (NQO1) and phase 2 enzymes. Dehydroglyasperin C has antioxidant, neuroprotective, cancer chemopreventive, and anti-inflammatory activities.
Biological Activity I Assay Protocols (From Reference)
ln Vitro
Dehydroglyasperin C (0.1–1 μM; 24 h) suppresses the expression of CDK–2, cyclin E, CDK4, and cyclin D1 and prevents the cell cycle from progressing from the G0/G1 to S phase as induced by PDGF. The phosphorylation of PDGF receptor-β, phospholipase C-γ1, AKT, and extracellular-regulated kinase 1/2 is significantly attenuated by dehydroglyasperin C, and DGC also inhibits cell migration and the dissociation of actin filaments by PDGF[1]. In human aortic smooth muscle cells (HASMC), dehydroglyasperin C (0.1–1 μM; 24 h) treatment significantly reduces PDGF-induced cell number and DNA synthesis in a dose-dependent manner without causing any cytotoxicity[1].
ln Vivo
Histological analysis of liver tissue from ICR mice treated with a combination of CCl4 and Dehydroglyasperin C (5 mg/kg; once) demonstrates decreased lipid droplet formation. Additionally, DGC showed a minor protective effect against CCl4 injection-induced centrilobular injury, possibly via CYP2E1 expression suppression[4].
Cell Assay
Cell Cycle Analysis[1]
Cell Types: Human aortic smooth muscle cells (HASMC)
Tested Concentrations: 0.1 μM, 0.5 μM, 1 μM
Incubation Duration: 24 hrs (hours)
Experimental Results: Blocked the PDGF-induced progression through the G0/G1 to S phase of the cell cycle.

Western Blot Analysis[1]
Cell Types: Human aortic smooth muscle cells (HASMC)
Tested Concentrations: 0.1 μM, 0.5 μM, 1 μM
Incubation Duration: 24 hrs (hours)
Experimental Results: Down-regulated the expression of CDK; 2, cyclin E, CDK4 and cyclin D1.
References

[1]. Dehydroglyasperin C, a component of liquorice, attenuates proliferation and migration induced by platelet-derived growth factor in human arterial smooth muscle cells. Br J Nutr. 2013 Aug 28;110(3):391-400.

[2]. Dehydroglyasperin C suppresses TPA-induced cell transformation through direct inhibition of MKK4 and PI3K. Mol Carcinog. 2016 May;55(5):552-62.

[3]. Dehydroglyasperin C isolated from licorice caused Nrf2-mediated induction of detoxifying enzymes. J Agric Food Chem. 2010 Feb 10;58(3):1603-8.

[4]. Protective effects of dehydroglyasperin c against carbon tetrachloride-induced liver damage in mice. Food Sci Biotechnol 23, 547–553 (2014).

These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C21H22O5
Molecular Weight
354.40
Exact Mass
354.14672380
CAS #
199331-35-6
Appearance
White to off-white solid
SMILES
CC(=CCC1=C(C2=C(C=C1O)OCC(=C2)C3=C(C=C(C=C3)O)O)OC)C
InChi Key
UACNRZUVCUEUPY-UHFFFAOYSA-N
InChi Code
InChI=1S/C21H22O5/c1-12(2)4-6-16-19(24)10-20-17(21(16)25-3)8-13(11-26-20)15-7-5-14(22)9-18(15)23/h4-5,7-10,22-24H,6,11H2,1-3H3
Chemical Name
4-[7-hydroxy-5-methoxy-6-(3-methylbut-2-enyl)-2H-chromen-3-yl]benzene-1,3-diol
Synonyms
Dehydroglyasperin C
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

Note: This product requires protection from light (avoid light exposure) during transportation and storage.
Shipping Condition
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
Solubility Data
Solubility (In Vitro)
DMSO: 100 mg/mL (282.17 mM)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 2.5 mg/mL (7.05 mM) (saturation unknown) in 10% DMSO + 40% PEG300 + 5% Tween80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 400 μL PEG300 and mix evenly; then add 50 μL Tween-80 to the above solution and mix evenly; then add 450 μL normal saline to adjust the volume to 1 mL.
Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution.

Solubility in Formulation 2: ≥ 2.5 mg/mL (7.05 mM) (saturation unknown) in 10% DMSO + 90% (20% SBE-β-CD in Saline) (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 900 μL of 20% SBE-β-CD physiological saline solution and mix evenly.
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.

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Solubility in Formulation 3: ≥ 2.5 mg/mL (7.05 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 900 μL of corn oil and mix evenly.


 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 2.8217 mL 14.1084 mL 28.2167 mL
5 mM 0.5643 mL 2.8217 mL 5.6433 mL
10 mM 0.2822 mL 1.4108 mL 2.8217 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.

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What is the mass of compound required to make a 10 mM stock solution in 5 ml of DMSO given that the molecular weight of the compound is 350.26 g/mol?
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What volume of a given 10 mM stock solution is required to make 25 ml of a 25 μM solution?
Using the equation C1V1 = C2V2, where C1=10 mM, C2=25 μM, V2=25 ml and V1 is the unknown:
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Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
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In vivo Formulation Calculator (Clear solution)
Step 1: Enter information below (Recommended: An additional animal to make allowance for loss during the experiment)
Step 2: Enter in vivo formulation (This is only a calculator, not the exact formulation for a specific product. Please contact us first if there is no in vivo formulation in the solubility section.)
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Calculation results

Working concentration mg/mL;

Method for preparing DMSO stock solution mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.

Method for preparing in vivo formulation:Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O,mix and clarify.

(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
             (2) Be sure to add the solvent(s) in order.

Biological Data
  • Effects of dehydroglyasperin C (DGC) on cell cycle progression in human aortic smooth muscle cells (HASMC) stimulated by platelet-derived growth factor (PDGF). Br J Nutr . 2013 Aug 28;110(3):391-400.
  • Effects of dehydroglyasperin C (DGC) on the platelet-derived growth factor (PDGF) signalling pathway. Br J Nutr . 2013 Aug 28;110(3):391-400.
  • Effects of dehydroglyasperin C (DGC) on platelet-derived growth factor (PDGF)-induced migration of human aortic smooth muscle cells (HASMC). Br J Nutr . 2013 Aug 28;110(3):391-400.
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