70050

Myricetin

≥96.0% (HPLC)

• Synonym(s): 3,3′,4′,5,5′,7-Hexahydroxyflavone, Cannabiscetin, Myricetol
• Empirical Formula (Hill Notation): C₁₅H₁₀O₈
• CAS Number: 529-44-2
• Molecular Weight: 318.24
• Beilstein/REAXYS Number: 332331
• EC Number: 208-463-2
• MDL number: MFCD00006827
• UNSPSC Code: 12352202
• PubChem Substance ID: 57652239
• NACRES: NA.77

Properties

• assay: ≥96.0% (HPLC)
• form: powder
• mp: ≥300 °C; >300 °C (lit.)
• solubility: ethanol: 10 mg/mL, clear to very faintly turbid, yellow to very deep greenish-yellow
• application(s): metabolomics; vitamins, nutraceuticals, and natural products
• SMILES string: Oc1cc(O)c2C(=O)C(O)=C(Oc2c1)c3cc(O)c(O)c(O)c3
• InChI: 1S/C15H10O8/c16-6-3-7(17)11-10(4-6)23-15(14(22)13(11)21)5-1-8(18)12(20)9(19)2-5/h1-4,16-20,22H
• InChI key: IKMDFBPHZNJCSN-UHFFFAOYSA-N
• Gene Information: human ... CYP1A2(1544) ; mouse ... Hexa(15211) ; rat ... Il4(287287), Tnf(24835)

Description

General description

Myricetin (MYR) is a natural polyhydroxyflavonol compound, first isolated from the bark of Morella rubra (Myrica rubra) tree.[1]

Application

Myricetin has been used:

• to study its preventive effect as an antioxidant on noise-induced hearing loss (NIHL) in rats[2]
• as a flavonoid compound to test antiviral activity of Bourbon virus (BRBV) and in inhibition of RNA-dependent RNA polymerase (RdRP)[3]
• to study its effect as a treatment on biofilms of Streptococcus mutans and Candida albicans[4]
• as a reference standard for the quantification of phenolic compounds from Juniperus species[5]

Biochem/physiol Actions

Myricetin exerts anti-oxidant effects[6], and anti-inflammatory effects by regulating multiple signal pathways.[1] It also displays anti-diabetic[1] and hepatoprotective effects.[6] Myricetin strongly inhibits yeast α-glucosidase,[7] glyoxalase I in vitro,[8] and bovine milk xanthine oxidase.[9] It also promotes complex formation between DNA and both topoisomerase I and II, an effect that may have implications in cancer chemotherapy.[10] Myricetin also has various nutraceuticals values and therapeutic effects.[1][6]

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: Eyeshields, Gloves, type N95 (US)