T8951

Tangeretin

≥95% (HPLC)

• Synonym(s): 4′,5,6,7,8-Pentamethoxyflavone, 5,6,7,8-Tetramethoxy-2-(4-methoxyphenyl)-4H-1-benzopyran-4-one, NSC 53909, NSC 618905, Ponkanetin
• Empirical Formula (Hill Notation): C₂₀H₂₀O₇
• CAS Number: 481-53-8
• Molecular Weight: 372.37
• UNSPSC Code: 12352205
• NACRES: NA.25
• PubChem Substance ID: 329826890
• EC Number: 207-570-1
• Beilstein/REAXYS Number: 351695
• MDL number: MFCD00017438

Properties

• Quality Segment: 100
• assay: ≥95% (HPLC)
• application(s): metabolomics; vitamins, nutraceuticals, and natural products
• SMILES string: 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

Description

General description

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

Application

Tangeretin 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.

Biochem/physiol Actions

Tangeretin displays its anti-cancer effects by modulating different pathways in several cancer types in both in-vitro and in-vivo studies. It also exerts antioxidant, anti-inflammatory, and estrogenic properties.

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.

Safety Information

• Pictograms: GHS07
• Signal Word: Warning
• Hazard Codes: H302
• Precautionary Statements: P264 - P270 - P301 + P312 - P501
• Hazard Classifications: Acute Tox. 4 Oral
• Storage Class: 11 - Combustible Solids
• WGK: WGK 3
• PPE (personal protective equipment): Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges