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Details

Stereochemistry ACHIRAL
Molecular Formula C15H14O5
Molecular Weight 274.2687
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of PHLORETIN

SMILES

OC1=CC=C(CCC(=O)C2=C(O)C=C(O)C=C2O)C=C1

InChI

InChIKey=VGEREEWJJVICBM-UHFFFAOYSA-N
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

HIDE SMILES / InChI

Description

Phloretin is the aglucone of phlorizin, a plant-derived dihydrochalcone phytochemical reported to promote potent antioxidative activities in peroxynitrite scavenging and the inhibition of lipid peroxidation. Phloretin, which is present in apples, pears, and tomatoes, has been found to inhibit the growth of several cancer cells and induce apoptosis of B16 melanoma and HL60 human leukemia cells. Phloretin also inhibits HT-29 cell growth by inducing apoptosis, which may be mediated through changes in mitochondrial membrane permeability and activation of the caspase pathways. Phloretin is a biomarker for the consumption of apples. As for topical application to the skin, phloretin neutralizes damaging free radicals, helps improve cell turnover, and improves the appearance of discoloration.

Approval Year

Targets

Primary TargetPharmacologyConditionPotency
142.0 µM [Ki]
25.0 µM [Ki]

Conditions

ConditionModalityTargetsHighest PhaseProduct
Palliative
PHLORETIN CF

PubMed

Sample Use Guides

In Vivo Use Guide
In the morning after cleansing and toning, apply 4-5 drops of PHLORETIN CF to a dry face, neck, and chest before other skincare products.
Route of Administration: Topical
In Vitro Use Guide
Human esophageal cancer EC-109 cells were incubated with 60, 70, 80, 90 and 100 ug/ml phloretin for 6, 12, 24 and 48 h. It was found that phloretin significantly decreased viable cell numbers in a dose- and time-dependent manner and induced apoptosis in EC-109 cells. Additionally, phloretin exhibited potent anticancer activity in vitro, as evidenced by the downregulation of the anti-apoptosis-associated molecule B-cell lymphoma 2 and an increase in the levels of the apoptosis-associated molecules bcl-2-like protein 4 and tumor protein p53. Phloretin treatment also affected the expression of apoptotic protease activating factor-1, the protein product of the direct binding of the inhibitor of apoptosis protein with low PI to the X-linked inhibitor of apoptosis protein.