Skip to Content
Merck
All Photos(1)

Documents

70050

Sigma-Aldrich

Myricetin

≥96.0% (HPLC)

Synonym(s):

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

Sign Into View Organizational & Contract Pricing
All Photos(1)

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:
57652239
NACRES:
NA.77

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)

Looking for similar products? Visit Product Comparison Guide

Related Categories

General description

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

Application

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

Biochem/physiol Actions

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

Storage Class Code

11 - Combustible Solids

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’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Xiaominting Song et al.
Biomedicine & pharmacotherapy = Biomedecine & pharmacotherapie, 134, 111017-111017 (2020-12-19)
Myricetin(MYR) is a flavonoid compound widely found in many natural plants including bayberry. So far, MYR has been proven to have multiple biological functions and it is a natural compound with promising research and development prospects. This review comprehensively retrieved
M. Iio, et al.
Agricultural and Biological Chemistry, 48, 1559-1559 (1984)
Deepak Kumar Semwal et al.
Nutrients, 8(2), 90-90 (2016-02-20)
Myricetin is a common plant-derived flavonoid and is well recognised for its nutraceuticals value. It is one of the key ingredients of various foods and beverages. The compound exhibits a wide range of activities that include strong anti-oxidant, anticancer, antidiabetic
Guilherme Roncari Rocha et al.
BMC complementary and alternative medicine, 18(1), 61-61 (2018-02-16)
Dental caries is considered a multifactorial disease, in which microorganisms play an important role. The diet is decisive in the biofilm formation because it provides the necessary resources for cellular growth and exopolysaccharides synthesis. Exopolysaccharides are the main components of
R.B. Brandt et al.
International Journal of Quantum Chemistry, 11, 195-195 (1984)
View All Related Papers

Articles

Dietary Antioxidants

Antioxidants protect biological systems from oxidative damage produced by oxygen-containing free radicals and from redoxactive transition metal ions such as iron, copper, and cadmium.

Protocols

HPLC Analysis of Flavonoids on Ascentis® RP-Amide

Protocol for HPLC Analysis of Flavonoids on Ascentis® RP-Amide

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service