91897

Supelco

Phloretin

analytical standard

Synonym(s):
2′,4′,6′-Trihydroxy-3-(4-hydroxyphenyl)propiophenone, β-(4-Hydroxyphenyl)-2,4,6-trihydroxypropiophenone, 3-(4-Hydroxyphenyl)-1-(2,4,6-trihydroxyphenyl)-1-propanone
Empirical Formula (Hill Notation):
C15H14O5
CAS Number:
Molecular Weight:
274.27
Beilstein/REAXYS Number:
1887240
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.24

Quality Level

grade

analytical standard

assay

≥98.5% (HPLC)

form

neat

shelf life

limited shelf life, expiry date on the label

application(s)

HPLC: suitable
gas chromatography (GC): suitable

impurities

≤8.0% water

mp

~260 °C

Featured Industry

Cleaning Products
Cosmetics
Flavors and Fragrances
Food and Beverages
Personal Care

format

neat

storage temp.

2-8°C

SMILES string

Oc1ccc(CCC(=O)c2c(O)cc(O)cc2O)cc1

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

InChI key

VGEREEWJJVICBM-UHFFFAOYSA-N

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General description

Phloretin is a dihydrochalcone flavonoid with antioxidant activity usually found in apples and apple-derived products. It is extensively used for peroxynitrite scavenging and the inhibition of lipid peroxidation.
Major polyphenol found in apple; aglycone of phloridzin.

Application

Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.
Phloretin may be used as an internal standard for the determination of sterols and diterpenoids in brown algae using high-performance liquid chromatography (HPLC).

Biochem/physiol Actions

Reacts with vic-dicarbonyl compounds such as glyoxal and methylglyoxal, preventing cytotoxic conjugation with biological macromolecules.

RIDADR

NONH for all modes of transport

WGK Germany

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificate of Analysis
Certificate of Origin
Determination of sterols and diterpenoids from brown algae (Cystoseiraceae).
Piovetti L, et al.
Journal of Chromatography A, 588(1-2), 99-105 (1991)
Bioavailability of phloretin and phloridzin in rats.
Crespy V, et al.
The Journal of Nutrition, 131(12), 3227-3230 (2001)
Yong Shao et al.
American journal of physiology. Regulatory, integrative and comparative physiology, 307(3), R237-R247 (2014-06-13)
Glucose is a major substrate for milk synthesis and is taken up from the blood by mammary epithelial cells (MECs) through facilitative glucose transporters (GLUTs). The expression levels of GLUT1 and GLUT8 are upregulated dramatically in the mammary gland from...
Eduardo H Moriyama et al.
Molecular imaging and biology : MIB : the official publication of the Academy of Molecular Imaging, 16(4), 495-503 (2013-12-11)
We have developed and tested a novel conjugation of the clinically used prodrug aminolevulinic acid with 2-deoxyglucosamine as a novel probe (ALA-2DG) for fluorescence imaging and photodynamic therapy. ALA-2DG was successfully synthesized, and the mechanisms of probe uptake, PpIX synthesis...
Bashir M Rezk et al.
Biochemical and biophysical research communications, 295(1), 9-13 (2002-06-27)
Phloretin is a dihydrochalcone flavonoid that displays a potent antioxidant activity in peroxynitrite scavenging and the inhibition of lipid peroxidation. Comparison with structurally related compounds revealed that the antioxidant pharmacophore of phloretin is 2,6-dihydroxyacetophenone. The potent activity of 2,6-dihydroxyacetophenone is...

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