2-Propen-1-one,1-(2,4-dihydroxyphenyl)-3-(4-hydroxyphenyl)-, (2E)-

The IUPAC name of Isoliquiritigenin is (E)-1-(2,4-dihydroxyphenyl)-3-(4-hydroxyphenyl)prop-2-en-1-one. With the CAS registry number 961-29-5, it is also named as 4,2',4'-Trihydroxychalcone. The product's categories are Chalcones; The group of Liquorice. Besides, it is yellow to orange powder, which should be stored in sealed, dark place at 2-8 °C. This chemical is used as cosmetic additives and food additives. In addition, its molecular formula is C₁₅H₁₂O₄ and molecular weight is 256.25.

The other characteristics of Isoliquiritigenin can be summarized as: (1)ACD/LogP: 2.75; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 2.741; (4)ACD/LogD (pH 7.4): 2.381; (5)ACD/BCF (pH 5.5): 71.092; (6)ACD/BCF (pH 7.4): 31.004; (7)ACD/KOC (pH 5.5): 733.124; (8)ACD/KOC (pH 7.4): 319.718; (9)#H bond acceptors: 4; (10)#H bond donors: 3; (11)#Freely Rotating Bonds: 6; (12)Index of Refraction: 1.715; (13)Molar Refractivity: 72.753 cm³; (14)Molar Volume: 185.113 cm³ ; (15)Surface Tension: 70.294 dyne/cm; (16)Density: 1.384 g/cm³; (17)Flash Point: 272.711 °C; (18)Melting Point: 206-210 °C; (19)Solubility: H₂O: <0.1 mg/mL; (20)Enthalpy of Vaporization: 80.267 kJ/mol; (21)Boiling Point: 504.015 °C at 760 mmHg; (22)Vapour Pressure: 0 mmHg at 25 °C.

Preparation of Isoliquiritigenin: this chemical can be prepared by the hydrolysis of 1-[2-Hydroxy-4-(tetrahydro-pyran-2-yloxy)-phenyl]-3-[4-(tetrahydro-pyran-2-yloxy)-phenyl]-propenone. The reaction needs p-Toluenesulfonic acid and Methanol at temperature of 20 °C for 3 hours. The yield is 90 %.

Uses of Isoliquiritigenin: it can be used to produce 7-Hydroxy-2-(4-hydroxy-phenyl)-chromen-4-one.



This reaction needs Potassium acetate, iodine and Acetic acid by heating for 19 hours. The yield is 60 %.

People can use the following data to convert to the molecule structure.
(1)SMILES: c1cc(ccc1/C=C/C(=O)c2ccc(cc2O)O)O
(2)InChI: InChI=1/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+
(3)InChIKey: DXDRHHKMWQZJHT-FPYGCLRLBB
(4)Std. InChI: 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+
(5)Std. InChIKey: DXDRHHKMWQZJHT-FPYGCLRLSA-N

The toxicity data is as follows: