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M6760

Myricetin

Name: Myricetin
Brand: SIGMA

≥96.0%, crystalline

Synonym(s):

3,3′,4′,5,5′,7-Hexahydroxyflavone, Cannabiscetin, Myricetol

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About This Item

Empirical Formula (Hill Notation):

C₁₅H₁₀O₈

CAS Number:

529-44-2

Molecular Weight:

318.24

Beilstein:

332331

EC Number:

208-463-2

MDL number:

MFCD00006827

UNSPSC Code:

12352202

PubChem Substance ID:

24278566

NACRES:

NA.77

Quality Level

100

Assay

≥96.0%

form

crystalline

mp

>300 °C (lit.)

solubility

absolute ethanol: 10 mg/mL, clear to slightly hazy, yellow to very deep greenish-yellow

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)

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Application

Myricetin has been used:

to investigate its effect on end product (AGE)- bovine serum albumin mediated phosphorylation of mitogen-activated protein kinase(ERK1)
as a standard for the quantification of phenolics from noni plant extracts using high performance liquid chromatography(HPLC)
as a standard for characterization of phenolic compounds from Hibiscus sabdariffa using ultra-high performance liquid chromatography(UHPLC)

Biochem/physiol Actions

Myricetin is a naturally occurring flavonol with antioxidant property. It displays moderate membrane permeability and it degrades rapidly at elevated pH. Myricetin is one of the major flavonoid present in edible plants and has anticarcinogenic and antimutagenic functionality. It comprises of two benzene rings A and B. Ring B intercalates with nucleotide staking and inhibits bacterial DNA synthesis. Myricetin elicits protective function against oxidative stress generated by tert-butylhydroperoxide (t-BHP) in diabetic rat and improves glutathione peroxidase (GPx) and xanthine oxidase (XO) enzyme activity. It also lowers the glycation of low-density lipoprotein.

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Objective Quantitation of Focal Sweating Areas Using a Mouse Sweat-assay Model.

Choongjin Ban et al.

Bio-protocol, 11(11), e4047-e4047 (2021-07-13)

In vivo sweat quantitation assays are required for the development of drugs for the management of focal hyperhidrosis before clinical trials; however, in vivo assays, particularly mouse models, are rare. Even in sweat assays using mice, sweating is quantitated by

Chemistry and biological activities of flavonoids: an overview

Kumar S and Pandey AK

TheScientificWorldJournal, 2013, 119-138 (2013)

Preformulation studies of myricetin: a natural antioxidant flavonoid

Yao Y, et al.

Pharmazie, 69(1), 19-26 (2014)

Antioxidant and anti-aging assays of Hibiscus sabdariffa extract and its compounds

Widowati W, et al.

Natural Product Sciences, 23(3), 192-200 (2017)

Medicinal uses and chemistry of flavonoid contents of some common edible tropical plants

Asif M and Khodadadi E

Journal of Paramedical Sciences, 4(3), 119-138 (2013)

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