CAS 60-82-2|Phloretin

Introduction：Basic information about CAS 60-82-2|Phloretin, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.

Table of Contents

1. Names
2. Phloretin BiologicalActivity
3. Chemical & Physical Properties
4. Safety Information
5. Customs
6. Articles94
7. Synonyms

Common Name	Phloretin
CAS Number	60-82-2	Molecular Weight	274.269
Density	1.4±0.1 g/cm3	Boiling Point	534.4±29.0 °C at 760 mmHg
Molecular Formula	C₁₅H₁₄O₅	Melting Point	~260 °C
MSDS	ChineseUSA	Flash Point	291.1±20.8 °C
Symbol	GHS07	Signal Word	Warning

Names

Name	phloretin
Synonym	More Synonyms

Phloretin BiologicalActivity

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 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 >>SGLTResearch Areas >>Metabolic DiseaseNatural 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.

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 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 >>SGLTResearch Areas >>Metabolic DiseaseNatural 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

Safety Information

Symbol	GHS07
Signal Word	Warning
Hazard Statements	H315-H319-H335
Precautionary Statements	P261-P305 + P351 + P338
Personal Protective Equipment	Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter
Hazard Codes	Xi:Irritant;
Risk Phrases	R36/37/38
Safety Phrases	S37/39-S26
RIDADR	NONH for all modes of transport
WGK Germany	3
HS Code	2942000000

Customs

HS Code	2914501900
Summary	2914501900 other ketone-phenols。Supervision conditions:None。VAT:17.0%。Tax rebate rate:9.0%。MFN tariff:5.5%。General tariff:30.0%

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Synonyms

QR CQ EQ BV2R DQ

1-Propanone, 3-(4-hydroxyphenyl)-1-(2,4,6-trihydroxyphenyl)-

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

UNII-S5J5OE47MK

3-(4-Hydroxyphenyl)-1-(2,4,6-trihydroxyphenyl)propan-1-one

EINECS 200-488-7

Phloretin

MFCD00002288

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