Licochalcone C is a naturally occuring chalcone compound and a potent inhibitor of lipopolysaccharide-interferon-γ inflammation. It inhibits α-glucosidase, with IC50s of<100 nM and 92.43 μM for α-glucosidase and protein tyrosine phosphatase 1B (PTP1B), respectively. It acts by improving antioxidant conditions and regulating inducible nitric oxide synthase expression. It acts as an inhibitor of recombinant human PTP1B assessed as hydrolysis of p-nitrophenyl phosphate

Physicochemical Properties

Molecular Formula	C21H22O4
Molecular Weight	338.3970
Exact Mass	338.151
CAS #	144506-14-9
Related CAS #	144506-14-9
PubChem CID	9840805
Appearance	Light yellow to yellow solid powder
Density	1.2±0.1 g/cm3
Boiling Point	536.1±50.0 °C at 760 mmHg
Flash Point	188.4±23.6 °C
Vapour Pressure	0.0±1.5 mmHg at 25°C
Index of Refraction	1.622
LogP	4.9
Hydrogen Bond Donor Count	2
Hydrogen Bond Acceptor Count	4
Rotatable Bond Count	6
Heavy Atom Count	25
Complexity	484
Defined Atom Stereocenter Count	0
SMILES	O(C([H])([H])[H])C1=C(/C(/[H])=C(\[H])/C(C2C([H])=C([H])C(=C([H])C=2[H])O[H])=O)C([H])=C([H])C(=C1C([H])([H])/C(/[H])=C(\C([H])([H])[H])/C([H])([H])[H])O[H]
InChi Key	WBDNTJSRHDSPSR-KPKJPENVSA-N
InChi Code	InChI=1S/C21H22O4/c1-14(2)4-11-18-20(24)13-8-16(21(18)25-3)7-12-19(23)15-5-9-17(22)10-6-15/h4-10,12-13,22,24H,11H2,1-3H3/b12-7+
Chemical Name	(E)-3-[4-Hydroxy-2-methoxy-3-(3-methylbut-2-enyl)phenyl]-1-(4-hydroxyphenyl)prop-2-en-1-one InChi Key
Synonyms	LicoC Lico-C Lico CLicochalcone-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)

Biological Activity

ln Vitro	Licochalcone C has the ability to inhibit α-glucosidase, with IC50 values for PTP1B and α-glucosidase of 92.43 μM and less than 100 nM, respectively [1]. It was also demonstrated that licochalcone C induced apoptosis in T24 cells in a concentration-dependent manner. After being treated with licorice cone C, pro-apoptotic mRNAs (Bax and Bim) were more highly expressed whereas anti-apoptotic mRNAs (Bcl-2, Bcl-w, and Bcl-XL) were less abundant. ABT-737, a Bcl-2 family inhibitor, can lessen the amount of apoptosis that licoricechalcone C induces in T24 cells [2].
References	[1]. Chemical profile and inhibition of α-glycosidase and protein tyrosine phosphatase 1B (PTP1B) activities by flavonoids from licorice (Glycyrrhiza uralensis Fisch). journal of functional foods 14 ( 2015 ) 324-336. [2]. Licochalcone C induces apoptosis via B-cell lymphoma 2 family proteins in T24 cells. Mol Med Rep. 2015 Nov;12(5):7623-8.
Additional Infomation	Licochalcone C has been reported in Glycyrrhiza glabra and Glycyrrhiza inflata with data available.

Solubility Data

Solubility (In Vitro)

DMSO : ~33.33 mg/mL (~98.49 mM)

Solubility (In Vivo)

Solubility in Formulation 1: ≥ 2.5 mg/mL (7.39 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 (7.39 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.  (Please use freshly prepared in vivo formulations for optimal results.)

Preparing Stock Solutions		1 mg	5 mg	10 mg
	1 mM	2.9551 mL	14.7754 mL	29.5508 mL
	5 mM	0.5910 mL	2.9551 mL	5.9102 mL
	10 mM	0.2955 mL	1.4775 mL	2.9551 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.