Phloretin structure
|
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 | Chinese USA | Flash Point | 291.1±20.8 °C | |
| Symbol |
GHS07 |
Signal Word | Warning | |
Use of PhloretinPhloretin(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]. |
This table lists Chinese names, IUPAC names and various aliases of this chemical substance.
| Name | phloretin |
|---|---|
| Synonym | More Synonyms |
This table contains bioactivity, target information and biological‑assay experimental data of this compound.
| 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]. |
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| Related Catalog | |
| References |
This table shows physicochemical parameters including melting point, boiling point, density, solubility and optical rotation. Missing data is marked as N/A.
| 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 |
This table provides MSDS information including hazard classification, first‑aid, fire‑fighting, spill handling, operation and storage instructions.
This table covers safety warnings, protective measures, incompatible substances and disposal guidelines for this compound.
| 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 |
This table presents publicly reported synthetic routes, reaction conditions, reactants and product information of the compound.
This table lists upstream starting materials and downstream derivative products related to this chemical.
| Precursor 10 | |
|---|---|
| DownStream 10 | |
This table shows customs‑related data including HS‑code, tariff and regulatory conditions for import and export.
| 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% |
This table lists relevant public references with title, journal and publication metadata for this compound.
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Targeting metabolic flexibility by simultaneously inhibiting respiratory complex I and lactate generation retards melanoma progression.
Oncotarget 6 , 37281-99, (2015) Melanoma is a largely incurable skin malignancy owing to the underlying molecular and metabolic heterogeneity confounded by the development of resistance. Cancer cells have metabolic flexibility in ch... |
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Antagonistic control of a dual-input mammalian gene switch by food additives.
Nucleic Acids Res. 42(14) , e116, (2014) Synthetic biology has significantly advanced the design of mammalian trigger-inducible transgene-control devices that are able to programme complex cellular behaviour. Fruit-based benzoate derivatives... |
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Chemical genetics reveals a complex functional ground state of neural stem cells.
Nat. Chem. Biol. 3(5) , 268-273, (2007) The identification of self-renewing and multipotent neural stem cells (NSCs) in the mammalian brain holds promise for the treatment of neurological diseases and has yielded new insight into brain canc... |
This table contains target information, in‑vitro & in‑vivo assay data for this compound.
This table collects all English aliases, systematic names and CAS‑related synonyms of the compound.
| 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 |
| UNII-S5J5OE47MK |
| 3-(4-Hydroxyphenyl)-1-(2,4,6-trihydroxyphenyl)propan-1-one |
| EINECS 200-488-7 |
| Phloretin |
| MFCD00002288 |
This section contains frequently‑asked‑questions about this compound, including basic parameters, properties, storage conditions and corresponding answers.
| Q: What English synonyms does phloretin have? |
| A: English synonyms of phloretin: 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, UNII-S5J5OE47MK, 3-(4-Hydroxyphenyl)-1-(2,4,6-trihydroxyphenyl)propan-1-one, EINECS 200-488-7, Phloretin, MFCD00002288. |
| Q: What is the safety information for phloretin? |
| A: Safety information for phloretin: S37/39-S26. |
| Q: What is the English name of phloretin? |
| A: The English name of phloretin is phloretin. |
| Q: What is the polar surface area (PSA) of phloretin? |
| A: Polar surface area (PSA) of phloretin is 97.99000. |
| Q: How is the water solubility of phloretin? |
| A: Water solubility of phloretin: soluble. |
| Q: What is the CAS number of phloretin? |
| A: CAS number of phloretin is 60-82-2. |
| Q: What are the storage conditions for phloretin? |
| A: Storage conditions for phloretin: 2-8°C. |
| Q: What is the boiling point of phloretin? |
| A: Boiling point of phloretin is 534.4±29.0 °C at 760 mmHg. |
| Q: What is the molecular weight of phloretin? |
| A: Molecular weight of phloretin is 274.269. |
| Q: What is the SMILES notation of phloretin? |
| A: SMILES notation of phloretin is O=C(CCc1ccc(O)cc1)c1c(O)cc(O)cc1O. |
This table lists manufacturers and suppliers of this compound, including vendor names and product supply reference information.
| Shanghai Nianxing Industrial Co., Ltd |
| BioBioPha |
| Dayang Chem (Hangzhou) Co., Ltd. |
| naturewill |
| Henan Tianfu Chemical Co., Ltd. |
| Zhongshan Xingrui Chemical Co. , Ltd. |