Tangeretin
Tangeretin structure
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Common Name | Tangeretin | ||
|---|---|---|---|---|
| CAS Number | 481-53-8 | Molecular Weight | 372.369 | |
| Density | 1.2±0.1 g/cm3 | Boiling Point | 565.3±50.0 °C at 760 mmHg | |
| Molecular Formula | C20H20O7 | Melting Point | 155 °C | |
| MSDS | Chinese USA | Flash Point | 248.4±30.2 °C | |
| Symbol |
GHS06 |
Signal Word | Danger | |
Use of TangeretinTangeretin, 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]. |
This table lists Chinese names, IUPAC names and various aliases of this chemical substance.
| Name | tangeretin |
|---|---|
| Synonym | More Synonyms |
This table contains bioactivity, target information and biological‑assay experimental data of this compound.
| Description | 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]. |
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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 | 1.2±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 |
This table provides MSDS information including hazard classification, first‑aid, fire‑fighting, spill handling, operation and storage instructions.
This table summarizes toxicological test data, acute & chronic toxicity and ecological hazard parameters for this chemical.
CHEMICAL IDENTIFICATION
HEALTH HAZARD DATAACUTE TOXICITY DATA
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This table covers safety warnings, protective measures, incompatible substances and disposal guidelines for this compound.
| Symbol |
GHS06 |
|---|---|
| Signal Word | Danger |
| Hazard Statements | H300 |
| Precautionary Statements | P264-P301 + P310 |
| Personal Protective Equipment | Eyeshields;Faceshields;Gloves;type P2 (EN 143) respirator cartridges |
| Hazard Codes | T:Toxic; |
| Risk Phrases | R25 |
| Safety Phrases | S45 |
| RIDADR | UN 2811 |
| RTECS | DJ3102725 |
| Hazard Class | 6.1 |
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 8 | |
|---|---|
| DownStream 8 | |
CAS#:74-88-4
CAS#:2798-22-3
CAS#:77-78-1
CAS#:3162-28-5
CAS#:4397-53-9
CAS#:40110-95-0
CAS#:73898-14-3
CAS#:19103-54-9
CAS#:2798-20-1
CAS#:21763-80-4
CAS#:479-90-3
CAS#:2174-59-6
CAS#:1176-88-1![4H-1-Benzopyran-4-one,2-[4-(acetyloxy)phenyl]-5,6,7,8-tetramethoxy structure](https://image.chemsrc.com/caspic/488/6959-55-3.png)
CAS#:6959-55-3
CAS#:577-26-4This table lists relevant public references with title, journal and publication metadata for this compound.
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Phytochemical profile and antioxidant activity of physiological drop of citrus fruits.
J. Food Sci. 78(1) , C37-42, (2013) The phytochemical content and the antioxidant activity (AA) of physiological drop of the main citrus species grown in China were investigated. Among the flavonoids, hesperidin was found mostly in mand... |
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Polymethoxylated flavones potentiate the cytolytic activity of NK leukemia cell line KHYG-1 via enhanced expression of granzyme B.
Biochem. Biophys. Res. Commun. 456(3) , 799-803, (2015) Polymethoxylated flavones (PMFs) are found in the peel tissues of some citrus species. Here, we report that PMFs, such as nobiletin, potentiate the cytolytic activity of KHYG-1 natural killer (NK) leu... |
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Tangeretin stimulates glucose uptake via regulation of AMPK signaling pathways in C2C12 myotubes and improves glucose tolerance in high-fat diet-induced obese mice.
Mol. Cell. Endocrinol. 358(1) , 127-34, (2012) Although the flavonoid tangeretin (5, 6, 7, 8, 4'-pentamethoxyflavone) is known to possess beneficial health effects, the anti-diabetic effects and the mechanism of action have not been elucidated. Tr... |
This table contains target information, in‑vitro & in‑vivo assay data for this compound.
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Name: Luminescence-based cell-based primary high throughput screening assay to identify ago...
Source: The Scripps Research Institute Molecular Screening Center
Target: mu-type opioid receptor isoform MOR-1 [Homo sapiens]
External Id: OPRM1-OPRD1_AG_LUMI_1536_1X%ACT PRUN
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Name: Induction of resistance against Phytophthora citrophthora in Citrus (tangelo Nova) fr...
Source: ChEMBL
Target: Citrus
External Id: CHEMBL3083472
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Name: Induction of resistance against Phytophthora citrophthora in Citrus (tangelo Nova) fr...
Source: ChEMBL
Target: Citrus
External Id: CHEMBL3083473
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Name: Antifungal activity against Phytophthora citrophthora assessed as inhibition of radic...
Source: ChEMBL
Target: Phytophthora citrophthora
External Id: CHEMBL3083475
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Name: Fluorescence-based cell-based primary high throughput screening assay to identify ago...
Source: The Scripps Research Institute Molecular Screening Center
Target: muscarinic acetylcholine receptor M1 [Homo sapiens]
External Id: CHRM1_AG_FLUO8_1536_1X%ACT PRUN
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Name: Fluorescence-based cell-based primary high throughput screening assay to identify pos...
Source: The Scripps Research Institute Molecular Screening Center
Target: muscarinic acetylcholine receptor M1 [Homo sapiens]
External Id: CHRM1_PAM_FLUO8_1536_1X%ACT PRUN
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Name: Fluorescence polarization-based biochemical high throughput primary assay to identify...
Source: The Scripps Research Institute Molecular Screening Center
Target: RecName: Full=Sialate O-acetylesterase; AltName: Full=H-Lse; AltName: Full=Sialic acid-specific 9-O-acetylesterase; Flags: Precursor [Homo sapiens]
External Id: SIAE_INH_FP_1536_1X%INH PRUN
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Name: Inhibition of TNFalpha-stimulated pro MMP9 production in human SRA 01/04 cells after ...
Source: ChEMBL
Target: N/A
External Id: CHEMBL1931997
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Name: Inhibition of PMA-stimulated pro MMP9 production in human SRA 01/04 cells after 24 hr...
Source: ChEMBL
Target: N/A
External Id: CHEMBL1931999
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Name: Cytotoxicity against human SRA 01/04 cells at 64 uM after 24 hrs by LDH release assay
Source: ChEMBL
Target: N/A
External Id: CHEMBL1931998
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This table collects all English aliases, systematic names and CAS‑related synonyms of the compound.
| 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) |
This section contains frequently‑asked‑questions about this compound, including basic parameters, properties, storage conditions and corresponding answers.
| Q: What is the polar surface area (PSA) of tangeretin? |
| A: Polar surface area (PSA) of tangeretin is 76.36000. |
| Q: How is the water solubility of tangeretin? |
| A: Water solubility of tangeretin: insoluble. |
| Q: What is the InChIKey of tangeretin? |
| A: InChIKey of tangeretin is ULSUXBXHSYSGDT-UHFFFAOYSA-N. |
| Q: What English synonyms does tangeretin have? |
| A: English synonyms of tangeretin: 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). |
| Q: What are the downstream products of tangeretin? |
| A: Related downstream products(CAS) of tangeretin: 2798-20-1;19103-54-9;21763-80-4;479-90-3;2174-59-6;1176-88-1;6959-55-3;577-26-4. |
| Q: What is the safety information for tangeretin? |
| A: Safety information for tangeretin: S45. |
| Q: What are the upstream materials of tangeretin? |
| A: Related upstream materials(CAS) of tangeretin: 74-88-4;2798-22-3;77-78-1;3162-28-5;4397-53-9;40110-95-0;73898-14-3;19103-54-9. |
| Q: What is the molecular formula of tangeretin? |
| A: Molecular formula of tangeretin is C20H20O7. |
| Q: What is the CAS number of tangeretin? |
| A: CAS number of tangeretin is 481-53-8. |
| Q: What is the boiling point of tangeretin? |
| A: Boiling point of tangeretin is 565.3±50.0 °C at 760 mmHg. |
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 |