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Key Documents

70050

Sigma-Aldrich

Myricetin

≥96.0% (HPLC)

Synonym(s):

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

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25 MG
¥1,818.54
100 MG
¥5,081.36

About This Item

Empirical Formula (Hill Notation):
C15H10O8
CAS Number:
Molecular Weight:
318.24
Beilstein:
332331
EC Number:
MDL number:
UNSPSC Code:
12352202
PubChem Substance ID:
NACRES:
NA.77

¥1,818.54


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Quality Level

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

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Show Differences

1 of 4

This Item
M6760PHL8925272576
assay

≥96.0% (HPLC)

assay

≥96.0%

assay

≥95.0% (HPLC)

assay

≥98% (HPLC)

form

powder

form

crystalline

form

solid

form

-

Quality Level

200

Quality Level

100

Quality Level

-

Quality Level

100

application(s)

metabolomics
vitamins, nutraceuticals, and natural products

application(s)

-

application(s)

-

application(s)

food and beverages

solubility

ethanol: 10 mg/mL, clear to very faintly turbid, yellow to very deep greenish-yellow

solubility

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

solubility

-

solubility

-

mp

≥300 °C

mp

>300 °C (lit.)

mp

>300 °C (lit.)

mp

>300 °C (lit.)

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]

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

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    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
    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
    Miguel López-Lázaro et al.
    Mutation research, 696(1), 41-47 (2009-12-23)
    DNA topoisomerases (topos) are the target of several drugs commonly used in cancer chemotherapy; these drugs induce topo-DNA complexes with either topo I or topo II that eventually trigger cell death. The inhibition of these enzymes induces DNA alterations that
    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

    Articles

    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

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

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