phloridzin

4,6-dihydroxy-2-(b-D-glucosido)-b-(p-hydroxyphenyl)propiophenone

CAS: 60-81-1 C21 H24 O10 MW: 436.41428000

Identification

Namephloridzin
CAS Number60-81-1
EINECS200-487-1
FDA UNIICU9S17279X
Molecular FormulaC21 H24 O10
Molecular Weight436.41428000
MDL NumberMFCD00149438
Nikkaji NumberJ4.807K
Beilstein066621
XlogP31.20 (est)

Regulatory

Physical Properties

Assay 95.00 to 100.00
Food Chemicals Codex Listed No
Melting Point 110.00 °C. @ 760.00 mm Hg
Boiling Point 769.95 °C. @ 760.00 mm Hg (est)
Flash Point 519.00 °F. TCC ( 270.70 °C. ) (est)
logP (o/w) 0.452 (est)
Soluble in water, 1678 mg/L @ 25 °C (est)

Cosmetic Information

CosIngcosmetic data
Cosmetic Usesskin conditioning

No sensory data available

Safety Information

Preferred SDSView
Oral/Parenteral Toxicityintraperitoneal-mouse LD > 500 mg/kg
Dermal ToxicityNot determined
Inhalation ToxicityNot determined

GHS Classification

['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']

Safety in Use

Categorycosmetic agents
Recommendation for phloridzin usage levels up tonot for fragrance use.
Recommendation for phloridzin flavor usage levels up tonot for flavor use.

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Potential Uses

None Found

Natural Occurrence

malus spp. pear bark

Synonyms

asebotin 4,6- dihydroxy-2-(b-D-glucosido)-b-(p-hydroxyphenyl)propiophenone 1-[2,4- dihydroxy-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-3-(4-hydroxyphenyl)propan-1-one 1-(2,4- dihydroxy-6-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl]oxy}phenyl)-3-(4-hydroxyphenyl)-1-propanone 1-(2,4- dihydroxy-6-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxyméthyl)tétrahydro-2H-pyran-2-yl]oxy}phényl)-3-(4-hydroxyphényl)-1-propanone floridzin 1-[2-(b-D- glucopyranosyloxy)-4,6-dihydroxyphenyl]-3-(4-hydroxyphenyl)-1-propanone phloretin-2'-b-glucoside phlorhizin phlorizin phlorizoside phlorrhizen 1-{6-[(2S,4S,5S,3R,6R)-3,4,5- trihydroxy-6-(hydroxymethyl)(2H-3,4,5,6-tetrahydropyran-2-yloxy)]-2,4-dihydroxyphenyl}-3-(4-hydroxyphenyl)propan-1-one PubMed: Phloridzin improves lipoprotein lipase activity in stress-loaded mice via AMPK phosphorylation. PubMed: Evolution of polyphenols and organic acids during the fermentation of apple cider. PubMed: Stimulation of feeding by three different glucose-sensing mechanisms requires hindbrain catecholamine neurons. PubMed: Optimisation of the extraction of phenolic compounds from apples using response surface methodology. PubMed: Nonanthocyanin secondary metabolites of black raspberry (Rubus occidentalis L.) fruits: identification by HPLC-DAD, NMR, HPLC-ESI-MS, and ESI-MS/MS analyses. PubMed: Glucose transport by epithelia prepared from harvested enterocytes. PubMed: Post-oral appetite stimulation by sugars and nonmetabolizable sugar analogs. PubMed: Sonication enhances polyphenolic compounds, sugars, carotenoids and mineral elements of apple juice. PubMed: Major active components in grapefruit, orange, and apple juices responsible for OATP2B1-mediated drug interactions. PubMed: Metabolomic profiling and sensorial quality of 'Golden Delicious', 'Liberty', 'Santana', and 'Topaz' apples grown using organic and integrated production systems. PubMed: RNA interference silencing of CHS greatly alters the growth pattern of apple (Malus x domestica). PubMed: Correlation between changes in polyphenol composition of peels and incidence of CO₂ skin burning of 'Cameo' apples as influenced by controlled atmosphere storage. PubMed: The role of enoyl reductase genes in phloridzin biosynthesis in apple. PubMed: Phenolic profile and antioxidant capacity of the principal apples produced in Brazil. PubMed: Apple peel bioactive rich extracts effectively inhibit in vitro human LDL cholesterol oxidation. PubMed: Recovery and characterisation of coloured phenolic preparations from apple seeds. PubMed: Major active components in grapefruit, orange, and apple juices responsible for OATP2B1-mediated drug interactions. PubMed: Time of methyl jasmonate application influences the development of 'Cripps Pink' apple fruit colour. PubMed: Uptake and phloem transport of glucose-fipronil conjugate in Ricinus communis involve a carrier-mediated mechanism. PubMed: Phloridzin reduces blood glucose levels and alters hepatic gene expression in normal BALB/c mice. PubMed: Characterization and quantitation of low and high molecular weight phenolic compounds in apple seeds. PubMed: Phloridzin reduces blood glucose levels and improves lipids metabolism in streptozotocin-induced diabetic rats. PubMed: Impact of phloretin and phloridzin on the formation of Maillard reaction products in aqueous models composed of glucose and L-lysine or its derivatives. PubMed: Polyphenol fatty acid esters as serine protease inhibitors: a quantum-chemical QSAR analysis. PubMed: Characterization of phenolic components in polar extracts of Eucalyptus globulus Labill. bark by high-performance liquid chromatography-mass spectrometry. PubMed: Anti-aging effects of phloridzin, an apple polyphenol, on yeast via the SOD and Sir2 genes. PubMed: On the formulation design and rheological evaluations of pectin-based functional gels. PubMed: Flavonoids and the CNS. PubMed: High-salt diet advances molecular circadian rhythms in mouse peripheral tissues. PubMed: Polyphenols and phenolic acids from strawberry and apple decrease glucose uptake and transport by human intestinal Caco-2 cells. PubMed: Effect of storage on the content of polyphenols of minimally processed skin-on apple wedges from ten cultivars and two growing seasons. PubMed: Combined effect of storage temperature and water activity on the antiglycoxidative properties and color of dehydrated apples. PubMed: Phloridzin-induced melanogenesis is mediated by the cAMP signaling pathway. PubMed: Dietary phloridzin reduces blood glucose levels and reverses Sglt1 expression in the small intestine in streptozotocin-induced diabetic mice. PubMed: Chemical composition and in vitro anti-inflammatory activity of apple phenolic extracts and of their sub-fractions. PubMed: The potential influence of fruit polyphenols on colonic microflora and human gut health. PubMed: Polyphenols are intensively metabolized in the human gastrointestinal tract after apple juice consumption. PubMed: Inhibitory effect of fruit extracts on the formation of heterocyclic amines. PubMed: Identification and quantification of flavonoids of Mexican oregano (Lippia graveolens) by LC-DAD-ESI/MS analysis. PubMed: Flavonoids modulate monocarboxylate transporter-1-mediated transport of gamma-hydroxybutyrate in vitro and in vivo. PubMed: Electromigration profiles of Cynomorium songaricum based on capillary electrophoresis with amperometric detection. PubMed: Modulation of key elements of the Wnt pathway by apple polyphenols. PubMed: Repetitive fluctuations in blood glucose enhance monocyte adhesion to the endothelium of rat thoracic aorta. PubMed: The flavonol quercetin-3-glucoside inhibits cyanidin-3-glucoside absorption in vitro. PubMed: Use of the 1H nuclear magnetic resonance spectra signals from polyphenols and acids for chemometric characterization of cider apple juices. PubMed: Modulation of oxidative cell damage by reconstituted mixtures of phenolic apple juice extracts in human colon cell lines. PubMed: Phenolic profile of Asturian (Spain) natural cider. PubMed: Existence of two parallel mechanisms for glucose uptake in heterotrophic plant cells. PubMed: Serotonin-type 3 receptors mediate intestinal Polycose- and glucose-induced suppression of intake. PubMed: Intestinal SGLT1-mediated absorption and metabolism of benzyl beta-glucoside contained in Prunus mume: carrier-mediated transport increases intestinal availability. PubMed: Activity and concentration of polyphenolic antioxidants in apple juice. 3. Stability during storage. PubMed: Phloridzin improves hyperglycemia but not hepatic insulin resistance in a transgenic mouse model of type 2 diabetes. PubMed: Influence of variety and storage on the polyphenol composition of apple flesh. PubMed: Phloridzin improves absorption of genistin in isolated rat small intestine. PubMed: Radical scavenging activities of peels and pulps from cv. Golden Delicious apples as related to their phenolic composition. PubMed: Apple phytochemicals and their health benefits. PubMed: Improved HPLC determination of phenolic compounds in cv. golden delicious apples using a monolithic column. PubMed: Response of scab-susceptible (McIntosh) and scab-resistant (Liberty) apple tissues to treatment with yeast extract and Venturia inaequalis. PubMed: Purification and characterization of vanilla bean (Vanilla planifolia Andrews) beta-D-glucosidase. PubMed: Detection of phloridzin in strawberries (Fragaria x ananassa Duch.) by HPLC-PDA-MS/MS and NMR spectroscopy. PubMed: On-line HPLC-DPPH screening method for evaluation of radical scavenging phenols extracted from apples (Malus domestica L.). PubMed: Low temperature metabolism of apple phenolics and quiescence of Phlyctaena vagabunda. PubMed: Bioavailability of phloretin and phloridzin in rats. PubMed: Activity and concentration of polyphenolic antioxidants in apple: effect of cultivar, harvest year, and storage conditions. PubMed: Diurnal rhythmicity in intestinal SGLT-1 function, V(max), and mRNA expression topography. PubMed: Leptin restores euglycemia and normalizes glucose turnover in insulin-deficient diabetes in the rat. PubMed: Apple juice inhibits human low density lipoprotein oxidation. PubMed: Phloridzin derivatives; food additives/chemopreventative drugs of the future. PubMed: Vagally mediated feeding responses to phloridzin infusion in the rabbit. PubMed: Kinetic heterogeneity of Na-D-glucose cotransport in teleost gastrointestinal tract. PubMed: The effects of chronic exposure to elevated environmental temperature on intestinal morphology and nutrient absorption in the domestic fowl (Gallus domesticus). PubMed: Hexose transport and mucosal morphology in the small intestine of the zinc-deficient rat. PubMed: Effects of cerebral lateral, ventricular infusions of phloridzin on feeding and body weight in Gallus domesticus (L.). PubMed: STUDIES ON MILK SECRETION : THE INFLUENCE OF INANITION.