Naringenin chalcone

Naringenin chalcone

Names
IUPAC name (E)-3-(4-Hydroxyphenyl)-1-(2,4,6-trihydroxyphenyl)prop-2-en-1-one
Other names Chalconaringenin; Isosalipurpol; 2',4,4',6'-Tetrahydroxychalcone
Identifiers
CAS Number	73692-50-9
3D model (JSmol)	Interactive image
ChEBI	CHEBI:15413
ChemSpider	4444447
KEGG	C06561
PubChem CID	5280960
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	272.26 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.