Phloretin
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Phloretin
structure -
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CAS No:
60-82-2
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Formula:
C15H14O5
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Chemical Name:
Phloretin
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Synonyms:
1-Propanone,3-(4-hydroxyphenyl)-1-(2,4,6-trihydroxyphenyl)-;Phloretin;Propiophenone,2′,4′,6′-trihydroxy-3-(p-hydroxyphenyl)-;3-(4-Hydroxyphenyl)-1-(2,4,6-trihydroxyphenyl)-1-propanone;Dihydronaringenin;β-(p-Hydroxyphenyl)phloropropiophenone;β-(p-Hydroxyphenyl)-2,4,6-trihydroxypropiophenone;Phloretol;2′,4′,6′-Trihydroxy-3-(p-hydroxyphenyl)propiophenone;NSC 407292;Naringenin dihydrochalcone;2′,4′,6′-Trihydroxy-3-(4-Hydroxyphenyl)propiophenone;RJC 02792;α,β-Dihydrochalconaringenin;1623753-77-4
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CAS No:
Description
Phloretin(NSC 407292; RJC 02792) is a dihydrochalcone, a type of natural phenols. Phloretin inhibits the active transport of glucose into cells by SGLT1 and SGLT2.IC50 Value: 49 +/- 12 microM [4]Target: SGLT1/2in vitro: Phlorizin blocks glucose transport across the renal tubule at concentrations in renal blood and tissue in the range of 10-5 to 10-7 M [1]. PT significantly enhanced glycerol release and inhibited the adipogenesis-related transcription factors. PT also promoted phosphoryla
Solid|Pearl white powder; Sweet aroma
Phloretin is a member of the class of dihydrochalcones that is dihydrochalcone substituted by hydroxy groups at positions 4, 2', 4' and 6'. It has a role as a plant metabolite and an antineoplastic agent. It derives from a dihydrochalcone.|Phloretin is a natural dihydrochalcone found in apples and many other fruits.|A natural dihydrochalcone found in apples and many other fruits.
Characteristics
98
2.6
Crystalline Solid
1.4±0.1 g/cm3
263.5 °C (decomp)
534.4°C at 760 mmHg
291.1±20.8 °C
1.685
H2O: soluble
2-8ºC
160.7 Ų [M+H]+ [CCS Type: TW, Method: calibrated with polyalanine and drug standards]
Safety Information
NONH for all modes of transport
3
R36/37/38
S37/39-S26
Xi:Irritant;
P261-P305 + P351 + P338
H315-H319-H335
|Warning|H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]|P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, and P501|Aggregated GHS information provided by 162 companies from 6 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Drug Information
Phloretin has known human metabolites that include Phloretin, 2p-hydroxy-glucuronide and Phloretin, 4p-hydroxy-glucuronide.
Phloretin
Phloretin Use and Manufacturing
A calcium channel protein inhibitor. The aglucon of Phlorizin. A glucose transport inhibitor. Also inhibits protein kinase C and has been shown to inhibit the entry of five enveloped viruses into human fibroblasts. antidiabetic, inhibits glucose transport antioxidant cosmetic use
Food additives -> Flavoring Agents|Flavouring Agent -> FLAVOURING_AGENT; -> JECFA Functional Classes|Flavoring Agents -> JECFA Flavorings Index|Polyketides [PK] -> Flavonoids [PK12] -> Chalcones and dihydrochalcones [PK1212]
Flavoring Agents|Flavouring Agent -> FLAVOURING_AGENT;
Computed Properties
Molecular Weight:274.27
XLogP3:2.6
Hydrogen Bond Donor Count:4
Hydrogen Bond Acceptor Count:5
Rotatable Bond Count:4
Exact Mass:274.08412354
Monoisotopic Mass:274.08412354
Topological Polar Surface Area:98
Heavy Atom Count:20
Complexity:312
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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