This product is tested for solubility in methanol at 50 mg/mL and is also soluble in ethanol and DMSO. The stability in solution has not been determined. However, an identical product, 524488, notes that solutions are stable when stored in aliquots at -20°C for up to 1 month.
P7912
Phloretin
≥99% (HPLC), powder, GLUT inhibitor
Synonym(s):
β-(4-Hydroxyphenyl)-2,4,6-trihydroxypropiophenone, 2′,4′,6′-Trihydroxy-3-(4-hydroxyphenyl)propiophenone, 3-(4-Hydroxyphenyl)-1-(2,4,6-trihydroxyphenyl)-1-propanone
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All Photos(3)
About This Item
Empirical Formula (Hill Notation):
C15H14O5
CAS Number:
Molecular Weight:
274.27
Beilstein:
1887240
EC Number:
MDL number:
UNSPSC Code:
12352202
PubChem Substance ID:
NACRES:
NA.77
Pricing and availability is not currently available.
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Product Name
Phloretin, ≥99%
Quality Level
Assay
≥99%
form
powder
mp
~260 °C
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
Major polyphenol found in apple; aglycone of phloridzin.
Phloretin a polar dye belongs to the class of dihydrochalcones.[1]
Application
Phloretin has been used:
- to study its effect on the 2-[N-(7-Nitrobenz-2-oxa-1,3-diazol-4-yl)amino]-2-deoxy-d-glucose (2-NBDG) and 2-[N-(7-Nitrobenz-2-oxa-1,3-diazol-4-yl)amino]-2-deoxy-l-glucose (2-NBDLG) uptake[2]
- to incubate microvesicles in order to inhibit GLUT1 (glucose transporter 1)-mediated transport in radioactive ligand up-take assay[3]
- as a component of KRH buffer to stop glucose uptake by trophoblast cells in vitro[4]
Biochem/physiol Actions
Blocks L-type Ca2+ channels; activates Ca2+-activated K+ channels in amphibian myelinated nerve fibers. Monocarboxylate transporter inhibitor.
Phloretin is known to decrease interfacial dipole potential of lipid bilayer.[5] Phloretin possess antitumor action by preventing protein kinase C (PKC) activity and stimulating programmed cell death.[6] It is found to inhibit the transport functions of GLUTs (glucose transporter) and aquaporins.[2]
Reacts with vic-dicarbonyl compounds such as glyoxal and methylglyoxal, preventing cytotoxic conjugation with biological macromolecules.
Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
Target Organs
Respiratory system
Storage Class Code
11 - Combustible Solids
WGK
WGK 2
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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Customers Also Viewed
Placental glucose transporter (GLUT)-1 is down-regulated in preeclampsia
Luscher BP, et al.
Placenta, 55(,
pages=), 94-99 (2017)
Modulation of lipid bilayer interfacial dipole potential by phloretin, RH421, and 6-ketocholestanol as probed by gramicidin channel conductance
Duffin RL, et al.
Langmuir, 19(4), 1439-1442 (2003)
Insulin-dependent, glucose transporter 1 mediated glucose uptake and tube formation in the human placental first trimester trophoblast cells
Basak S, et al.
Molecular and Cellular Biochemistry, 55(,
pages=), 94-99 (2018)
Uptake of a fluorescent L-glucose derivative 2-NBDLG into three-dimensionally accumulating insulinoma cells in a phloretin-sensitive manner
Sasaki A, et al.
Human Cell : Official Journal of Human Cell Research Society, 29(1), 37-45 (2016)
Samer Al-Samir et al.
Journal of enzyme inhibition and medicinal chemistry, 36(1), 1602-1606 (2021-07-16)
We have studied the CO2 permeability of the erythrocyte membrane of the rat using a mass spectrometric method that employs 18 O-labelled CO2. The method yields, in addition, the intraerythrocytic carbonic anhydrase activity and the membrane HCO3- permeability. For normal rat
Articles
Warburg effect enhances glucose to lactate conversion in tumor cells, regardless of oxygen levels; impacting cancer metabolism since 1924.
Warburg effect enhances glucose to lactate conversion in tumor cells, regardless of oxygen levels; impacting cancer metabolism since 1924.
Warburg effect enhances glucose to lactate conversion in tumor cells, regardless of oxygen levels; impacting cancer metabolism since 1924.
Warburg effect enhances glucose to lactate conversion in tumor cells, regardless of oxygen levels; impacting cancer metabolism since 1924.
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この製品の溶解方法と溶解した後の保存方法と、保存可能期間をどうか教えてください。 Please let me know how to dissolve this product, how to store it, and how long it can be stored after dissolving.
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What is the solubility of Phloretin in DMSO?
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Stock solutions of phloretin can be prepared in DMSO at 100 mM
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