Isoliquiritigenin

Isoliquiritigenin
IUPAC name (E)-1-(2,4-dihydroxyphenyl)-3-(4-hydroxyphenyl)prop-2-en-1-one
Other names 6'-deoxychalcone 2',4,4'-Trihydroxychalcone 4,2',4'-Trihydroxychalcone 4'2'4'-trihydroxychalcone 2',4',4-Trihydroxychalcone
Identifiers
CAS number	961-29-5 Y
PubChem	638278
	ChEBI	CHEBI:310312 N
ChEMBL	CHEMBL129795 N
Jmol-3D images	Image 1
SMILES C1=CC(=CC=C1C=CC(=O)C2=C(C=C(C=C2)O)O)O
Properties
Molecular formula	C15H12O4
Molar mass	256.25 g/mol
N (verify) (what is: Y/N?) Except where noted otherwise, data are given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
Infobox references

Isoliquiritigenin is a licorice chalconoid, a type of natural phenols. It is under experimentation phase testing for use as a cancer treatment and as an aide for cocaine addiction. It is a sirtuin-activating compound.

Metabolism

The enzyme 6'-deoxychalcone synthase uses malonyl-CoA, 4-coumaroyl-CoA, NADPH, and H⁺ to produce CoA, isoliquiritigenin, CO₂, NADP⁺, and H₂O.

The enzyme isoliquiritigenin 2'-O-methyltransferase further transforms isoliquiritigenin into 2'-O-methylisoliquiritigenin.

Mechanism of action

Isoliquiritigenin has been found to potent (65 times higher affinity than diazepine) GABA-A benzodiapine receptor positive allosteric modulator.^[1]

References