CAS Number481-53-8
SynonymsPonkanetin; 4',5,6,7,8-pentamethoxyflavone; Flavone, 5,6,7,8,4'-pentamethoxy; TANGERETIN,NATURAL; MFCD00017438; 5,6,7,8,4'-Pentamethoxyflavone; 5,6,7,8-Tetramethoxy-2-(4-methoxyphenyl)-4H-chromen-4-one; TANGARETIN; Tangeritin; Tangeritine; EINECS 207-570-1; Tangeretin; 5-18-05-00491 (Beilstein Handbook Reference)
Molecular FormulaC20H20O7
Molecular Weight372.37
Purity≥95 (HPLC)%
Density1.2±0.1 g/cm3
Boiling Point565.3±50.0 °C at 760 mmHg
Melting Point155 °C
AppearanceSolid;White to Almost white powder to crystal
EINECS207-570-1
Symbol
Signal WordWarning
| Chemical & Physical Properties | |
|---|---|
| CAS Number | 481-53-8 |
| Catalog No. | 2A-9008771 |
| Chinese Name | 桔皮素 |
| Synonyms | Ponkanetin; 4',5,6,7,8-pentamethoxyflavone; Flavone, 5,6,7,8,4'-pentamethoxy; TANGERETIN,NATURAL; MFCD00017438; 5,6,7,8,4'-Pentamethoxyflavone; 5,6,7,8-Tetramethoxy-2-(4-methoxyphenyl)-4H-chromen-4-one; TANGARETIN; Tangeritin; Tangeritine; EINECS 207-570-1; Tangeretin; 5-18-05-00491 (Beilstein Handbook Reference) |
| Molecular Formula | C20H20O7 |
| Molecular Weight | 372.37 |
| Purity | ≥95 (HPLC) |
| Density | 1.2±0.1 g/cm3 |
| Boiling Point | 565.3±50.0 °C at 760 mmHg |
| Melting Point | 155 °C |
| Appearance | Solid;White to Almost white powder to crystal |
| Water Solubility | insoluble |
| Storage Condition | Store in a sealed container in a ventilated and dr |
| Application | Tangeretin, a flavonoid compound, is an effective inhibitor of Notch-1 and has anti-inflammatory and neuroprotective effects. |
| EINECS | 207-570-1 |
| HTC | 2932.99.6100 |
| UN(IATA) | UN 2811 |
| PubChem ID | 329826890 |
| MDL Number | MFCD00017438 |
| SMILES | COc1ccc(cc1)C2=CC(=O)c3c(OC)c(OC)c(OC)c(OC)c3O2 |
| InChI | 1S/C20H20O7/c1-22-12-8-6-11(7-9-12)14-10-13(21)15-16(23-2)18(24-3)20(26-5)19(25-4)17(15)27-14/h6-10H,1-5H3 |
| InChI Key | ULSUXBXHSYSGDT-UHFFFAOYSA-N |
| Beilstein/REAXYS | 351695 |
| NACRES Code | NA.25 |
| UNSPSC | 12352205 |
| Hazard Symbols | 6.1 |
| Risk Codes | R25 |
| Safety Description | S45 |
| Bioactivity | Tangeretin, a flavonoid from citrus fruit peels, has been proven to play an important role in anti-inflammatory responses and neuroprotective effects in several disease models, and was also selected as a Notch-1 inhibitor.IC50 value:Target: Notch-1In vitro: Tangeretin enhanced the radiosensitivity of GC cells as demonstrated by MTT and colony formation assays. Tangeretin also attenuated radiation-induced EMT, invasion and migration in GC cells, accompanied by a decrease in Notch-1, Jagged1/2, Hey-1 and Hes-1 expressions. Tangeretin triggered the upregulation of miR-410, a tumor-suppressive microRNA. Furthermore, re-expression of miR-410 prevented radiation-induced EMT and cell invasion [1]. In vivo: In this study, we investigated the in vivo anti-RSV activity of tangeretin in 3-week-old male BALB/c mice. A plaque reduction assay and fluorescence quantitative polymerase chain reaction (FQ-PCR) showed that tangeretin inhibited RSV replication in the lung of mice [2]. Related Catalog Signaling Pathways >> Stem Cell/Wnt >> Notch Research Areas >> Inflammation/Immunology Natural Products >> Flavonoids References [1]. Zhang X, et al. Tangeretin enhances radiosensitivity and inhibits the radiation-induced epithelial-mesenchymal transition of gastric cancer cells. Oncol Rep. 2015 Jul;34(1):302-10. [2]. Xu JJ, et al. Tangeretin from Citrus reticulate Inhibits Respiratory Syncytial Virus Replication and Associated Inflammation in Vivo. J Agric Food Chem. 2015 Nov 4;63(43):9520-7. [3]. Hagenlocher Y, et al. Citrus peel polymethoxyflavones nobiletin and tangeretin suppress LPS- and IgE-mediated activation of human intestinal mast cells. Eur J Nutr. 2016 Mar 28. Chemical & Physical Properties Density 1.2±0.1 g/cm3 Boiling Point 565.3±50.0 °C at 760 mmHg Melting Point 155 °C Molecular Formula C20H20O7 Molecular Weight 372.369 Flash Point 248.4±30.2 °C Exact Mass 372.120911 PSA 76.36000 LogP 2.66 Vapour Pressure 0.0±1.5 mmHg at 25°C Index of Refraction 1.566 InChIKey ULSUXBXHSYSGDT-UHFFFAOYSA-N SMILES COc1ccc(-c2cc(=O)c3c(OC)c(OC)c(OC)c(OC)c3o2)cc1 Water Solubility insoluble |
| Use of | Properties Articles27 Name tangeretin Synonym More Synonyms Tangeretin Biological Activity Related Catalog Signaling Pathways >> Stem Cell/Wnt >> Notch Research Areas >> Inflammation/Immunology Natural Products >> Flavonoids References [1]. Zhang X, et al. Tangeretin enhances radiosensitivity and inhibits the radiation-induced epithelial-mesenchymal transition of gastric cancer cells. Oncol Rep. 2015 Jul;34(1):302-10. [2]. Xu JJ, et al. Tangeretin from Citrus reticulate Inhibits Respiratory Syncytial Virus Replication and Associated Inflammation in Vivo. J Agric Food Chem. 2015 Nov 4;63(43):9520-7. [3]. Hagenlocher Y, et al. Citrus peel polymethoxyflavones nobiletin and tangeretin suppress LPS- and IgE-mediated activation of human intestinal mast cells. Eur J Nutr. 2016 Mar 28. Chemical & Physical Properties Molecular Formula C20H20O7 Exact Mass 372.120911 PSA 76.36000 Index of Refraction 1.566 InChIKey ULSUXBXHSYSGDT-UHFFFAOYSA-N Water Solubility insoluble |
| Transport Info | Shipping Name: UN |
| MSDS Transport Info | Module 14. Shipping information 14.1 United Nations number European Dangerous Regulations for land transport: 2811 International Dangerous Regulations for sea transport: 2811 International Dangerous Regulations for air transport: 2811 14.2 United Nations shipping name European Land Transport Dangerous Regulations: TOXIC SOLID, ORGANIC, N.O.S. (5,6,7,8-Tetramethoxy-2-(4-methoxyphenyl)-4- benzopyrone) IMDG: TOXIC SOLID, ORGANIC, N.O.S. (5,6,7,8-Tetramethoxy-2-(4-methoxyphenyl)-4- benzopyrone) International air transport hazard regulations: Toxic solid, organic, n.o.s. (5,6,7,8-Tetramethoxy-2-(4-methoxyphenyl)-4-benzopyrone) 14.3 Transport hazard categories European Land Transport Danger Regulations: 6.1 International Maritime Transport Danger Regulations: 6.1 International Air Transport Danger Regulations: 6.1 14.4 Package group European Land Transport Danger Regulations: III International Maritime Transport Danger Regulations: III International Air Transport Danger Regulations: III 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 precautions No data available |
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