yingweiwo

4'-Hydroxychalcone

Cat No.:V31138 Purity: ≥98%
4'-Hydroxychalcone is a chalcone extracted from licorice root and has hepatoprotective effects.
4'-Hydroxychalcone
4'-Hydroxychalcone Chemical Structure CAS No.: 2657-25-2
Product category: New2
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
5g
Other Sizes
Official Supplier of:
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Product Description
4'-Hydroxychalcone is a chalcone extracted from licorice root and has hepatoprotective effects. 4'-Hydroxychalcone can inhibit TNFα-induced NF-κB activity by inhibiting the proteasome. 4'-Hydroxychalcone can induce rapid potassium release from rat liver mitochondrial vesicles and cause a decline in mitochondrial respiratory control and oxidative phosphorylation.
Biological Activity I Assay Protocols (From Reference)
ln Vitro
4'-Hydroxychalcone (20-40 μM; 2 hours) suppresses TNFα-induced (20 ng/mL; 6 hours) NF-kB pathway activation in a dose-dependent manner [3]. 4'-Hydroxychalcone (0.1-25 μM; 8 h) decreases proteasome activity in a dose-dependent manner but has no effect on IKK activity [3]. 4'-hydroxychalcone inhibits the TNFα-dependent degradation of IkBα and subsequently blocks p50/p65 nuclear translocation, resulting in 4'-hydroxychalcone decreasing the expression of NF-kB target genes [3]. 4'-Hydroxychalcone impacts the viability of cancer cells but has no substantial influence on the viability of non-transformed cells [3].
ln Vivo
4'-Hydroxychalcone has hepatoprotective action against the hepatotoxicity that acetaminophen induces in mice [2].
Cell Assay
Cell Viability Assay[3]
Cell Types: K562 cells, Jurkat cells, U937 cells, PBMC
Tested Concentrations: 5 μM, 10 μM, 20 μM, 24 μM, 28 μM, 32 μM, 40 μM, 60 μM
Incubation Duration: 24 hrs (hours)
Experimental Results: Affects the viability of cancer cells, but has no significant effect on the viability of non-transformed cells.

Western Blot Analysis [3]
Cell Types: Jurkat cells
Tested Concentrations: 60 μM (TNFα 20 ng/mL was subsequently added)
Incubation Duration: 2 hrs (hours)
Experimental Results: Inhibits TNFα-dependent degradation of IkBα and prevents p50/p65 nuclear translocation.
Animal Protocol
Animal/Disease Models: Male albino mouse (5-30 g) [2]
Doses: 25 mg/kg, 50 mg/kg, 100 mg/kg
Route of Administration: Orally, 12 hrs (hrs (hours)) apart, 4 times in total.
Experimental Results: Dramatically diminished Mortality due to albinism Acetaminophen (1 g/kg).
ADME/Pharmacokinetics
Metabolism / Metabolites
4p-Hydroxychalcone has known human metabolites that include 4p-Hydroxychalcone, 4p-hydroxy-glucuronide.
References

[1]. The effects of echinatin and its related compounds on the mitochondrial energy transfer reaction. J Toxicol Sci. 1982 Nov;7(4):245-54.

[2]. Hepatoprotective activity of phloretin and hydroxychalcones against Acetaminophen Induced hepatotoxicity in mice. Iranian Journal of Pharmaceutical Sciences. 2011 Jan; 7(2).

[3]. The aromatic ketone 4'-hydroxychalcone inhibits TNFα-induced NF-κB activation via proteasome inhibition. Biochem Pharmacol. 2011 Sep 15;82(6):620-31.

Additional Infomation
4'-hydroxychalcone is a member of the class of chalcones that is trans-chalcone substituted by a hydroxy group at position 4'. It has a role as an anti-inflammatory agent and an antineoplastic agent. It is a member of chalcones and a member of phenols.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C15H12O2
Molecular Weight
224.2546
Exact Mass
224.084
CAS #
2657-25-2
PubChem CID
5282362
Appearance
Light yellow to yellow solid powder
Density
1.191 g/cm3
Boiling Point
419.6ºC at 760 mmHg
Melting Point
174-178 °C
Flash Point
179.1ºC
Vapour Pressure
1.23E-07mmHg at 25°C
Index of Refraction
1.653
LogP
3.288
Hydrogen Bond Donor Count
1
Hydrogen Bond Acceptor Count
2
Rotatable Bond Count
3
Heavy Atom Count
17
Complexity
269
Defined Atom Stereocenter Count
0
SMILES
C1=CC=C(C=C1)/C=C/C(=O)C2=CC=C(C=C2)O
InChi Key
UAHGNXFYLAJDIN-IZZDOVSWSA-N
InChi Code
InChI=1S/C15H12O2/c16-14-9-7-13(8-10-14)15(17)11-6-12-4-2-1-3-5-12/h1-11,16H/b11-6+
Chemical Name
(E)-1-(4-hydroxyphenyl)-3-phenylprop-2-en-1-one
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)
Solubility Data
Solubility (In Vitro)
DMSO : ~250 mg/mL (~1114.83 mM)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 2.08 mg/mL (9.28 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 20.8 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: ≥ 2.08 mg/mL (9.28 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 20.8 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: ≥ 2.08 mg/mL (9.28 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 20.8 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 4.4593 mL 22.2965 mL 44.5931 mL
5 mM 0.8919 mL 4.4593 mL 8.9186 mL
10 mM 0.4459 mL 2.2297 mL 4.4593 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.

Calculator

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An example of molarity calculation using the molarity calculator is shown below:
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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  • The answer of 17.513 mg appears in the Mass box. In a similar way, you may calculate the volume and concentration.

Dilution Calculator allows you to calculate how to dilute a stock solution of known concentrations. For example, you may Enter C1, C2 & V2 to calculate V1, as detailed below:

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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  • The answer of 62.5 μL (0.1 ml) appears in the Volume (Start) box
g/mol

Molecular Weight Calculator allows you to calculate the molar mass and elemental composition of a compound, as detailed below:

Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
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Definitions of molecular mass, molecular weight, molar mass and molar weight:
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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.

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