Skip to Content
MilliporeSigma
All Photos(1)

Documents

M6760

Sigma-Aldrich

Myricetin

≥96.0%, crystalline

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/REAXYS Number:
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)

Looking for similar products? Visit Product Comparison Guide

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.

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)

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

Customers Also Viewed

Slide 1 of 5

1 of 5

Morin hydrate powder

Sigma-Aldrich

M4008

Morin hydrate

Scutellarein ≥98% (HPLC)

Sigma-Aldrich

S0327

Scutellarein

Kaempferol ≥97.0% (HPLC)

Sigma-Aldrich

60010

Kaempferol

Quercetin ≥95% (HPLC), solid

Sigma-Aldrich

Q4951

Quercetin

TCN-201 ≥98% (HPLC)

Sigma-Aldrich

SML0416

TCN-201

Noni (Morinda citrifolia L.) fruit extracts improve colon microflora and exert anti-inflammatory activities in Caco-2 cells
Huang HL, et al.
Journal of Medicinal Food, 18(6), 663-676 (2015)
Chemistry and biological activities of flavonoids: an overview
Kumar S and Pandey AK
TheScientificWorldJournal, 2013, 119-138 (2013)
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)
Antioxidant and anti-aging assays of Hibiscus sabdariffa extract and its compounds
Widowati W, et al.
Natural Product Sciences, 23(3), 192-200 (2017)
Preformulation studies of myricetin: a natural antioxidant flavonoid
Yao Y, et al.
Pharmazie, 69(1), 19-26 (2014)
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