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ChemicalBook--->CAS DataBase List--->481-53-8

481-53-8

481-53-8 Structure

481-53-8 Structure
IdentificationMore
[Name]

Tangeretin
[CAS]

481-53-8
[Synonyms]

4',5,6,7,8-PENTAMETHOXYFLAVONE
5,6,7,8,4'-PENTAMETHOXYFLAVONE
5,6,7,8-Tetramethoxy-2-(4-methoxyphenyl)-4-benzopyrone
TANGERETIN
TANGERITIN
2-(4-methoxyphenyl)-5,6,7,8-tetramethoxy-4h-1-benzopyran-4-on
2-(4-methoxyphenyl)-5,6,7,8-tetramethoxy-4h-1-benzopyran-4-one
4’,5,6,7,8-pentamethoxy-flavon
Flavone, 5,6,7,8,4'-pentamethoxy
ponkanetin
TANGERETIN(P)
TANGERETIN(RG)
TANGARETIN
TANGERETIN, NATURAL
2-(4-methoxyphenyl)-
4H-1-Benzopyran-4-one,5,6,7,8-tetramethoxy-
5,6,7,8-Tetramethoxy-2-(4-methoxyphenyl)-4H-1-benzopyran-4-one
Tangeritine
[EINECS(EC#)]

207-570-1
[Molecular Formula]

C20H20O7
[MDL Number]

MFCD00017438
[Molecular Weight]

372.37
[MOL File]

481-53-8.mol
Chemical PropertiesBack Directory
[Melting point ]

153.0 to 157.0 °C
[Boiling point ]

565.3±50.0 °C(Predicted)
[density ]

1.244±0.06 g/cm3(Predicted)
[storage temp. ]

Sealed in dry,Room Temperature
[solubility ]

DMSO : 25 mg/mL (67.14 mM; Need ultrasonic)
[form ]

neat
[color ]

White to Almost white
[BRN ]

351695
[LogP]

1.788 (est)
[CAS DataBase Reference]

481-53-8(CAS DataBase Reference)
[NIST Chemistry Reference]

Tangeretin(481-53-8)
Safety DataBack Directory
[Hazard Codes ]

T,Xi
[Risk Statements ]

R25:Toxic if swallowed.
R36/37/38:Irritating to eyes, respiratory system and skin .
[Safety Statements ]

S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) .
S36:Wear suitable protective clothing .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
[RIDADR ]

UN 2811
[WGK Germany ]

3
[RTECS ]

DJ3102725
[HS Code ]

29329990
[Toxicity]

rat,LD50,intraperitoneal,> 1gm/kg (1000mg/kg),Advances in Teratology. Vol. 3, Pg. 181, 1968.
Hazard InformationBack Directory
[Chemical Properties]

Yellow powder
[Uses]

Tangeretin[481-53-8] has been used as an antioxidant and antifungal agent to test its effects on ferroptosis inhibition, conidial development, and appressorium formation against Magnaporthe oryzae. It has also been used as a co-chemotherapeutics agent to study its cytotoxic effects in combination with 5-Fluorouracil (5-Fu) on WiDr colon cancer cells.
[Definition]

ChEBI: Tangeretin is a pentamethoxyflavone flavone with methoxy groups at positions 4', 5, 6 , 7 and 8. It has a role as an antineoplastic agent and a plant metabolite.
[General Description]

Tangeretin is a polymethoxyflavone extracted primarily from the peels of citrus fruits like Citrus sinensis and Citrus reticulata.
[Biological Activity]

Tangeretin is a flavonoid found in the peel of citrus fruits where it most likely provides natural resistance to fungi. Tangeretin has been shown to counteract tumor promoter-induced inhibition of intercellular communication and to inhibit cell proliferation in several cancer lines.
[References]

[1] K. AGRAWAL Y. M. Tangeretin: A Biologically Potential Citrus Flavone[J]. Current Traditional Medicine, 2022. DOI:10.2174/2215083808666220304100702.
[2] JUHEE SEO . Tangeretin, a citrus flavonoid, inhibits PGDF-BB-induced proliferation and migration of aortic smooth muscle cells by blocking AKT activation[J]. European journal of pharmacology, 2011, 673 1: Pages 56-64. DOI:10.1016/j.ejphar.2011.10.011.
[3] Z CHENG. Tangeretin and its metabolite 4′-hydroxytetramethoxyflavone attenuate EGF-stimulated cell cycle progression in hepatocytes; role of inhibition at the level of mTOR/p70S6K[J]. British Journal of Pharmacology, 2010, 162 8: 1781-1791. DOI:10.1111/j.1476-5381.2010.01185.x.
[4] GUY LEWIN*. Semisynthesis of Natural Flavones Inhibiting Tubulin Polymerization, from Hesperidin[J]. Journal of Natural Products , 2010, 73 4: 702-706. DOI:10.1021/np100065v.
[5] WASEEM RAZA Abha M Suaib Luqman. Prospects of tangeretin as a modulator of cancer targets/pathways[J]. Pharmacological research, 2020, 161: Article 105202. DOI:10.1016/j.phrs.2020.105202.
Spectrum DetailBack Directory
[Spectrum Detail]

Tangeretin(481-53-8)1HNMR
Well-known Reagent Company Product InformationBack Directory
[Sigma Aldrich]

481-53-8(sigmaaldrich)
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