Naringenin chalcone
Names
Preferred IUPAC name
2′,4,4′,6′-Tetrahydroxychalcone
Other names
Chalconaringenin; Isosalipurpol
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
KEGG
UNII
  • 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
  • C1=CC(=CC=C1/C=C/C(=O)C2=C(C=C(C=C2O)O)O)O
Properties
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[1] 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.

References

  1. ↑ PubChem. "Naringenin chalcone". pubchem.ncbi.nlm.nih.gov. Retrieved 2022-08-27.


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