CAS Number60-82-2
SynonymsQR CQ EQ BV2R DQ; Dihydronaringenin; 2',4',6',4-tetrahydroxydihydrochalcone; 3-(4-Hydroxyphenyl)-1-(2,4,6-trihydroxyphenyl)-1-propanone; β-(p-Hydroxyphenyl)phloropropiophenone; phloretol; 4,2',4',6'-tetrahydroxydihydrochalcone; b-(p-Hydroxyphenyl)phloropropiophenone; 3-(4-Hydroxyphenyl)-1-(2,4,6-trihydroxyphenyl)propan-1-one; EINECS 200-488-7; Phloretin; MFCD00002288
Molecular FormulaC15H14O5
Molecular Weight274.27
Purity≥99%
Density1.4±0.1 g/cm3
Boiling Point534.4±29.0 °C at 760 mmHg
Melting Point~260 °C
Appearancepowder
EINECS200-488-7
Symbol
Signal WordWarning
| Chemical & Physical Properties | |
|---|---|
| CAS Number | 60-82-2 |
| Catalog No. | 2A-9011989 |
| Chinese Name | 根皮素 |
| Synonyms | QR CQ EQ BV2R DQ; Dihydronaringenin; 2',4',6',4-tetrahydroxydihydrochalcone; 3-(4-Hydroxyphenyl)-1-(2,4,6-trihydroxyphenyl)-1-propanone; β-(p-Hydroxyphenyl)phloropropiophenone; phloretol; 4,2',4',6'-tetrahydroxydihydrochalcone; b-(p-Hydroxyphenyl)phloropropiophenone; 3-(4-Hydroxyphenyl)-1-(2,4,6-trihydroxyphenyl)propan-1-one; EINECS 200-488-7; Phloretin; MFCD00002288 |
| Molecular Formula | C15H14O5 |
| Molecular Weight | 274.27 |
| Purity | ≥99 |
| Density | 1.4±0.1 g/cm3 |
| Boiling Point | 534.4±29.0 °C at 760 mmHg |
| Melting Point | ~260 °C |
| Appearance | powder |
| Water Solubility | soluble |
| Storage Condition | This product should be sealed with argon and store |
| Application | Phloretin (NSC 407292; RJC 02792) is a natural polyphenol that inhibits glucose transport through SGLT1, SGLT2, and GLUT1. |
| EINECS | 200-488-7 |
| HTC | 2942000000 |
| PubChem ID | 24278652 |
| MDL Number | MFCD00002288 |
| SMILES | 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 |
| Beilstein/REAXYS | 1887240 |
| NACRES Code | NA.77 |
| UNSPSC | 12352202 |
| Hazard Symbols | Transport |
| MSDS | msds/11989_1_60_82_2.pdf |
| Bioactivity | 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 phosphorylation of AMP-activated protein kinase and increased activity of adipose triglyceride lipase and hormone-sensitive lipase in 3T3-L1 cells [2]. Phloretin induced obvious cytotoxicity against BEL-7402 cells with IC50 of 89.23 microg/mL. The growth curve demonstrated decreased growth of the cells as phloretin concentration increased [3]. D-glucose-transport activity was observed with a Km for D-glucose of 3.4 ± 0.2 mM (mean ± S.E.M.) and was inhibited by cytochalasin B (IC50= 0.44 ± 0.03 microM), HgCl2 (IC50)= 3.5 ± 0.5 microM), phloretin (IC50= 49 ± 12 microM) and phloridzin (IC50= 355 ± 67 microM) [4].in vivo: The effect of phloridzin orally doses 5, 10, 20 and 40 mg/kg body weight on diabetes was tested in a streptozotocin-induced rat model of diabetes type 1. From beneficial effect of this compound is significant reduction of blood glucose levels and improve dyslipidemia in diabetic rats [5]. Related Catalog Signaling Pathways >> Membrane Transporter/Ion Channel >> SGLT Research Areas >> Metabolic Disease Natural Products >> Quinones References [1]. CHAN SS, LOTSPEICH WD. Comparative effects of phlorizin and phloretin on glucose transport in the cat kidney. Am J Physiol. 1962 Dec;203:975-9. [2]. Huang WC, Chang WT, Wu SJ, Phloretin and phlorizin promote lipolysis and inhibit inflammation in mouse 3T3-L1 cells and in macrophage-adipocyte co-cultures. Mol Nutr Food Res. 2013 Jun 17. [3]. Luo H, Wang YJ, Chen J, Phloretin induces apoptosis of BEL-7402 cells in vitro. Nan Fang Yi Ke Da Xue Xue Bao. 2008 Jul;28(7):1249-51. [4]. Kasahara T, Kasahara M. Expression of the rat GLUT1 glucose transporter in the yeast Saccharomyces cerevisiae. Biochem J. 1996 Apr 1;315 ( Pt 1):177-82. [5]. Najafian M, Jahromi MZ, Nowroznejhad MJ, Phloridzin reduces blood glucose levels and improves lipids metabolism in streptozotocin-induced diabetic rats. Mol Biol Rep. 2012 May;39(5):5299-306. Chemical & Physical Properties Density 1.4±0.1 g/cm3 Boiling Point 534.4±29.0 °C at 760 mmHg Melting Point ~260 °C Molecular Formula C15H14O5 Molecular Weight 274.269 Flash Point 291.1±20.8 °C Exact Mass 274.084137 PSA 97.99000 LogP 3.50 Vapour Pressure 0.0±1.5 mmHg at 25°C Index of Refraction 1.685 InChIKey VGEREEWJJVICBM-UHFFFAOYSA-N SMILES O=C(CCc1ccc(O)cc1)c1c(O)cc(O)cc1O Storage condition 2-8°C Water Solubility soluble |
| Use of | Properties Articles94 Name phloretin Synonym More Synonyms Phloretin Biological Activity Related Catalog Signaling Pathways >> Membrane Transporter/Ion Channel >> SGLT Research Areas >> Metabolic Disease Natural Products >> Quinones References [1]. CHAN SS, LOTSPEICH WD. Comparative effects of phlorizin and phloretin on glucose transport in the cat kidney. Am J Physiol. 1962 Dec;203:975-9. [5]. Najafian M, Jahromi MZ, Nowroznejhad MJ, Phloridzin reduces blood glucose levels and improves lipids metabolism in streptozotocin-induced diabetic rats. Mol Biol Rep. 2012 May;39(5):5299-306. Chemical & Physical Properties Molecular Formula C15H14O5 Exact Mass 274.084137 PSA 97.99000 Index of Refraction 1.685 InChIKey VGEREEWJJVICBM-UHFFFAOYSA-N Water Solubility soluble |
| Tax Rebate | 9.0% |
| Supervision | none |
| Transport Info | Shipping Name: UN |
| MSDS Transport Info | Module 14. Shipping information 14.1 UN dangerous goods number European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.2 United Nations shipping name European Land Transport Dangerous Regulations: Non-dangerous goods IMDG Code: Non-dangerous goods International air transport dangerous goods regulations: non-dangerous goods 14.3 Transport hazard categories European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.4 Package group European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.5 Environmental hazards European Land Transport Danger Regulations: No International Maritime Danger Regulations International Air Transport Danger Regulations: No Marine pollutants (yes/no): No 14.6 Special reminder to users No data available |
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