Naringenin chalcone

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Naringenin chalcone

Names
Preferred IUPAC name 2′,4,4′,6′-Tetrahydroxychalcone
Other names Chalconaringenin; Chalcononaringenin; 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
CompTox Dashboard (EPA)	DTXSID101043553
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^[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.

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