Size | Price | Stock | Qty |
---|---|---|---|
100mg |
|
||
250mg |
|
||
500mg |
|
||
1g |
|
||
2g |
|
||
Other Sizes |
|
Purity: ≥98%
Isoliquiritigenin (also known as ISL; GU17; Isoliquiritigen) is a naturally occuring chalcone compound and NLRP3 antagonist found in licorice root and several other plants that displays antioxidant, anti-inflammatory, and antitumor activities as well as hepatoprotection against steatosis-induced oxidative stress. Isoliquiritigenin is a soluble guanylyl cyclase activator with antitumor activity.
ln Vitro |
By blocking sorbitol buildup in human erythrocytes (IC50=2.0 μM) and rat lens aldose reductase (IC50=320 nM), isoliquiritigenin can avoid diabetic consequences [1]. In cardiomyocytes, hypoxia-induced TPS and TR90 prolongation is markedly inhibited by isoliquiritigenin (100 μM). In comparison to the vehicle group, isoliquiritigenin dramatically increased AMPK Thr172 phosphorylation. Cardiomyocytes treated with isoliquiritigenin also triggered the extracellular signal-regulated kinase (ERK) signaling pathway. During hypoxia/reoxygenation, isoliquiritigenin administration can dramatically lower intracellular ROS levels in isolated cardiomyocytes [3]. Isoliquiritigenin not only downregulates IL-6 expression, but also drastically lowers the levels of phosphorylated ERK and STAT3, and suppresses the phosphorylation levels of ERK and STAT3 caused by recombinant human IL-6, which are critical signals in the IL-6 signal regulatory network. protein[4].
|
---|---|
ln Vivo |
When different stimulants such CCh (1 mM), KCl (60 mM), and BaCl2 (0.3 mM) are used to generate tetanic contractions in the mouse jejunum, isoliquiritigenin exhibits concentration-dependent suppression of those contractions. 4.96±1.97 mM, 4.03±1.34 mM, and 3.70±0.58 mM are the respective IC50 values[2]. In MM xenograft models, isoliquiritigenin demonstrates strong anti-tumor activity and synergistically increases doxorubicin's anti-myeloma efficacy [4].
|
References |
|
Additional Infomation |
Isoliquiritigenin is a member of the class of chalcones that is trans-chalcone hydroxylated at C-2', -4 and -4'. It has a role as an EC 1.14.18.1 (tyrosinase) inhibitor, a biological pigment, a NMDA receptor antagonist, a GABA modulator, a metabolite, an antineoplastic agent and a geroprotector. It is a member of (E)-2'-hydroxy-chalcones and a member of chalcones. It is functionally related to a trans-chalcone. It is a conjugate acid of an isoliquiritigenin(1-).
Isoliquiritigenin is a precursor to several flavonones in many plants. Isoliquiritigenin has been reported in Glycyrrhiza pallidiflora, Morus cathayana, and other organisms with data available. See also: Glycyrrhiza Glabra (part of); Glycyrrhiza uralensis Root (part of); Pterocarpus marsupium wood (part of). |
Molecular Formula |
C15H12O4
|
|
---|---|---|
Molecular Weight |
256.25
|
|
Exact Mass |
256.073
|
|
CAS # |
961-29-5
|
|
Related CAS # |
|
|
PubChem CID |
638278
|
|
Appearance |
Light yellow to yellow solid powder
|
|
Density |
1.4±0.1 g/cm3
|
|
Boiling Point |
504.0±42.0 °C at 760 mmHg
|
|
Melting Point |
206-210°C
|
|
Flash Point |
272.7±24.4 °C
|
|
Vapour Pressure |
0.0±1.3 mmHg at 25°C
|
|
Index of Refraction |
1.715
|
|
LogP |
3.11
|
|
Hydrogen Bond Donor Count |
3
|
|
Hydrogen Bond Acceptor Count |
4
|
|
Rotatable Bond Count |
3
|
|
Heavy Atom Count |
19
|
|
Complexity |
331
|
|
Defined Atom Stereocenter Count |
0
|
|
SMILES |
C1=CC(=CC=C1/C=C/C(=O)C2=C(C=C(C=C2)O)O)O
|
|
InChi Key |
DXDRHHKMWQZJHT-FPYGCLRLSA-N
|
|
InChi Code |
InChI=1S/C15H12O4/c16-11-4-1-10(2-5-11)3-8-14(18)13-7-6-12(17)9-15(13)19/h1-9,16-17,19H/b8-3+
|
|
Chemical Name |
(E)-1-(2,4-dihydroxyphenyl)-3-(4-hydroxyphenyl)prop-2-en-1-one
|
|
Synonyms |
|
|
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 (In Vitro) |
|
|||
---|---|---|---|---|
Solubility (In Vivo) |
Solubility in Formulation 1: ≥ 2.5 mg/mL (9.76 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 (9.76 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. View More
Solubility in Formulation 3: ≥ 2.5 mg/mL (9.76 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), clear solution. Solubility in Formulation 4: ≥ 2.5 mg/mL (9.76 mM) (saturation unknown) in 10% EtOH + 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 EtOH stock solution to 400 μL of PEG300 and mix evenly; then add 50 μL of Tween-80 to the above solution and mix evenly; then add 450 μL of 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 5: ≥ 2.5 mg/mL (9.76 mM) (saturation unknown) in 10% EtOH + 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 EtOH 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. Solubility in Formulation 6: ≥ 2.5 mg/mL (9.76 mM) (saturation unknown) in 10% EtOH + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), suspension solution. For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear EtOH stock solution to 900 μL of corn oil and mix evenly. |
Preparing Stock Solutions | 1 mg | 5 mg | 10 mg | |
1 mM | 3.9024 mL | 19.5122 mL | 39.0244 mL | |
5 mM | 0.7805 mL | 3.9024 mL | 7.8049 mL | |
10 mM | 0.3902 mL | 1.9512 mL | 3.9024 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.
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.