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Naringenin chalcone

From Wikipedia, the free encyclopedia
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).

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.

References

[edit]
  1. ^ PubChem. "Naringenin chalcone". pubchem.ncbi.nlm.nih.gov. Retrieved 2022-08-27.