Naringenin chalcone

Naringenin chalcone

Names
Preferred IUPAC name 2′,4,4′,6′-Tetrahydroxychalcone
Other names Chalconaringenin; Isosalipurpol
Identifiers
CAS Number	25515-46-2 Y 73692-50-9 (non-specific) Y
3D model (JSmol)	Interactive image
ChEBI	CHEBI:15413
ChemSpider	4444447
KEGG	C06561
PubChem CID	5280960
UNII	YCF6Z24AS2 Y
InChI InChI=1S/C15H12O5/c16-10-4-1-9(2-5-10)3-6-12(18)15-13(19)7-11(17)8-14(15)20/h1-8,16-17,19-20H/b6-3+ Key: YQHMWTPYORBCMF-ZZXKWVIFSA-N
SMILES C1=CC(=CC=C1/C=C/C(=O)C2=C(C=C(C=C2O)O)O)O
Properties
Chemical formula	C15H12O5
Molar mass	272.256 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Naringenin chalcone is a common chalconoid (or chalcone, not to be confused with the compound chalcone). It is synthesized from 4-coumaroyl-CoA and malonyl-CoA by chalcone synthase (CHS), a key enzyme in the phenylpropanoid pathway. Naringenin chalcone can spontaneously cyclize to naringenin (a flavanone). In plant cells, this process is catalyzed by chalcone isomerase.

About Naringenin chalcone

Naringenin chalcone is an intermediate in flavonol biosynthesis, spontaneously metabolizing into naringenin (NAR) through the action of chalcone isomerase. Naringenin chalcone exhibits anti-inflammatory and antiallergic activities.