481-53-8

481-53-8 structure

Name: Tangeretin
Chemical Name: tangeretin
CAS Number: 481-53-8
Molecular Formula: C₂₀H₂₀O₇
Molecular Weight: 372.369
Catalog: Biochemical Natural product
Create Date: 2018-08-21 17:57:34
Modify Date: 2024-01-02 18:07:58
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].

Name	tangeretin
Synonyms	4H-1-Benzopyran-4-one, 2-(4-methoxyphenyl)-5,6,7,8-tetramethoxy- Ponkanetin 4',5,6,7,8-pentamethoxyflavone 4H-1-Benzopyran-4-one, 5,6,7,8-tetra-methoxy-2-(4-methoxyphenyl)- Flavone, 5,6,7,8,4'-pentamethoxy Flavone, 4',5,6,7,8-pentamethoxy- TANGERETIN,NATURAL MFCD00017438 4H-1-Benzopyran-4-one, 5,6,7,8-tetramethoxy-2-(p-methoxyphenyl)- 5,6,7,8,4'-Pentamethoxyflavone 4H-1-Benzopyran-4-one, 5,6,7,8-tetramethoxy-2-(4-methoxyphenyl)- 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)

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].
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.

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
Water Solubility	insoluble

CHEMICAL IDENTIFICATION

RTECS NUMBER :: DJ3102725

CHEMICAL NAME :: 4H-1-Benzopyran-4-one, 2-(4-methoxyphenyl)-5,6,7,8-tetramethoxy-

CAS REGISTRY NUMBER :: 481-53-8

BEILSTEIN REFERENCE NO. :: 0351695

LAST UPDATED :: 199612

DATA ITEMS CITED :: 1

MOLECULAR FORMULA :: C20-H20-O7

MOLECULAR WEIGHT :: 372.40

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: >1 gm/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: ADTEAS Advances in Teratology. (New York, NY) V.1-5, 1966-72. Discontinued. Volume(issue)/page/year: 3,181,1968

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

Precursor 8
74-88-4 2798-22-3 77-78-1 3162-28-5
4397-53-9 40110-95-0 73898-14-3 19103-54-9
DownStream 8
2798-20-1 19103-54-9 21763-80-4 479-90-3
2174-59-6 1176-88-1 6959-55-3 577-26-4