Description
Phloretin, a type of natural phenol found in the peels of apples, is a dihydrochalcone that shows beneficial effects on diabetes. Phloretin has whitening, freckle removal, anti-aging, strong antioxidant, and photoprotective effects. It can also inhibit the activity of matrix metalloproteinase (MMP-1) and elastase, which can degrade skin connective tissue and play an important role in the process of skin photoaging. Phloretin has excellent immunosuppressive and anti-inflammatory effects. Phloretin can significantly inhibit the levels of nitrogen oxide, prostaglandin E2, IL-6, TNF-α, iNOS and COX-2, inhibit the nuclear translocation of NF-JB subunit p65 protein, and reduce phosphorylation in the MAPK pathway. It can be used in facial masks, skin creams, lotions and essences.
Synonyms
Dihydronaringenin; NSC 407292; NSC-407292; NSC407292; RJC 02792; RJC02792; RJC-02792; 3-(4-Hydroxyphenyl)-1-(2,4,6-trihydroxyphenyl)-1-propanone; Propiophenone, 2',4',6'-trihydroxy-3-(p-hydroxyphenyl)-; 2',4',6'-Trihydroxy-3-(4-Hydroxyphenyl)propiophenone; 2',4',6'-Trihydroxy-3-(p-hydroxyphenyl)propiophenone; Dihydronaringenin; Naringenin dihydrochalcone; NSC 407292; Phloretol; RJC 02792; α,β-Dihydrochalconaringenin; β-(p-Hydroxyphenyl)-2,4,6-trihydroxypropiophenone; β-(p-Hydroxyphenyl)phloropropiophenone
IUPAC Name
3-(4-hydroxyphenyl)-1-(2,4,6-trihydroxyphenyl)propan-1-one
Molecular Formula
C15H14O5
Canonical SMILES
C1=CC(=CC=C1CCC(=O)C2=C(C=C(C=C2O)O)O)O
InChI
InChI=1S/C15H14O5/c16-10-4-1-9(2-5-10)3-6-12(18)15-13(19)7-11(17)8-14(15)20/h1-2,4-5,7-8,16-17,19-20H,3,6H2
InChIKey
VGEREEWJJVICBM-UHFFFAOYSA-N
Boiling Point
534.4±29.0°C at 760 Torr
Melting Point
263.5°C (dec.)
Solubility
Soluble in Acetonitrile (Slightly), Methanol (Slightly)
Appearance
White to off-white powder
Application
antimicrobial activity