60-82-2 (Phloretin)

Identification

Name	Phloretin
Formula	C15H14O5
MW	274.27
CAS No.	60-82-2
EINECS	200-488-7

Smiles	O=C(CCC1=CC=C(O)C=C1)C2=C(O)C=C(O)C=C2O
Synonyms	2',4',6'-Trihydroxy-3-(4-hydroxyphenyl)propiophenone; 3-(4-Hydroxyphenyl)-1-(2,4,6-trihydroxyphenyl)-1-propanone; 3-(4-hydroxyphenyl)-1-(2,4,6-trihydroxyphenyl)propan-1-one
InChI	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

Introduction

Phloretin(NSC 407292; RJC 02792) is a dihydrochalcone, a type of natural phenols.

Background Information

hloretin is a dihydrochalcone, a type of natural phenols, which shows beneficial effects on diabetes. ......by BOC Sciences

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: SGLT1/2 in 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]. ......by MedChemexpress Co., Ltd.

Phloretin is a dihydrochalcone found in apple tree leaves, which shows beneficial effects on diabetes. ......by Selleck Chemicals LLC

Phloretin is a dihydrochalcone, a type of natural phenols. It can be found in apple tree leaves and the Manchurian apricot. ......by Target Molecule Corp.

Protocol(Only for Reference)

Cell Experiment

Animal Experiment

Physical and Chemical Properties

Appearance:Off-white to pink Solid

EBNumber:EB000015345

Storage condition

Solubility

DMSO 55 mg/mL; Water <1 mg/mL; Ethanol 55 mg/mL	by MedChemexpress Co., Ltd.
(25°C) * In vitro DMSO 54 mg/mL (196.88 mM); Ethanol54 mg/mL (196.88 mM); Water<1 mg/mL (<1 mM)	by Selleck Chemicals LLC

Mechanism and Indication

Signaling Pathways	Membrane Transporter/Ion Channel

Target	SGLT

Research Area	Metabolic Disease

Indications

Clinical Information

Product Name	Sponsor & Collaborators	Indications	Start Date	End Date	Phase
Phloretin	-				Not Found
Phloretin	-				No Development Reported

Safety Data of Phloretin

Hazard Symbols : Xi

Risk Statements : R36/37/38

Safety Statements : S26;S37/39

WGKGermany : 3

MSDS Available

Spectral Information

HNMR Available HPLC Available

Suppliers List

Company	Price and Availability	Country/Region
Ankang Zhongke Maidisen Natural Pharmaceutical Co., Ltd.		China
BOC Sciences
BioBioPha Co., Ltd.		China
CHEMSCENE, LLC		USA
Chengdu Biopurify Phytochemicals Ltd.		China
Chengdu Herbpurify Co., Ltd.		China
Extrasynthese Chemical S.A.S.		France
Hangzhou Skyherb Technologies Co., Ltd.		China
Indofine Chemical Company, Inc.		USA
MedChemexpress Co., Ltd.	250mg/USD50(In stock);500mg/USD65(In stock)	USA
N&R Industries, Inc.		China
Selleck Chemicals LLC	250mg/USD50(In stock);10mM/1mLIn DMSO/USD70(In stock)	USA
Shaanxi Green Bio-Engineering Co., Ltd.		China
Shanghai Haoyuan Chemexpress Co., Ltd.	200mg/USD40(Get quote);500mg/USD65(Get quote)	China
Shanghai Tauto Biotech Co., Ltd.		China
Sino-Future Bio-Tech Co., Ltd.		China
Target Molecule Corp.	10mg/USD20();50mg/USD76();100mg/USD149();250mg/USD259()	USA
Trans World Chemicals, Inc.		USA
Wilshire Technologies		USA
Wuxi Zhufeng Fine Chemical Co., Ltd.		China
Zhuhai Hairuide Bioscience And Technology Co., Ltd.		China

Related Products

Other Forms of 60-82-2

Name	CAS No	Formula	MW

Recommended Compounds in SGLT

Name	CAS No	Formula	MW
Dapagliflozin ((2S)-1,2-propanediol, hydrate)	960404-48-2	C24H35ClO9	502.98
Canagliflozin (hemihydrate)	928672-86-0	C24H25FO5S	444.52
Phlorizin	60-81-1	C21H24O10	436.41
LX-4211	1018899-04-1	C21H25ClO5S	424.94
TOFOGLIFLOZIN	1201913-82-7	C22H28O7	404.45
PF-04971729	1210344-57-2	C22H25ClO7	436.88
Empagliflozin	864070-44-0	C23H27ClO7	450.91
CSG 452	903565-83-3	C22H26O6	386.44
Ipragliflozin	761423-87-4	C21H21FO5S	404.45
Dapagliflozin	461432-26-8	C21H25ClO6	408.87
Canagliflozin	842133-18-0	C24H25FO5S	444.52
Bexagliflozin	1118567-05-7	C24H29ClO7	464.94

Recommended Compounds in Same Indication

Name	CAS No	Formula	MW

Route of Synthesis

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.

Protocol Reference

More Information

Phloretin