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M6760

Sigma-Aldrich

Myricetin

≥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:
Molecular Weight:
318.24
Beilstein:
332331
EC Number:
MDL number:
UNSPSC Code:
12352202
PubChem Substance ID:
NACRES:
NA.77
Pricing and availability is not currently available.

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

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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) [1]
  • as a standard for the quantification of phenolics from noni plant extracts using high performance liquid chromatography(HPLC)[2]
  • as a standard for characterization of phenolic compounds from Hibiscus sabdariffa using ultra-high performance liquid chromatography(UHPLC)[3]

Biochem/physiol Actions

Myricetin is a naturally occurring flavonol with antioxidant property. It displays moderate membrane permeability and it degrades rapidly at elevated pH.[4] Myricetin is one of the major flavonoid present in edible plants and has anticarcinogenic and antimutagenic functionality.[5] It comprises of two benzene rings A and B. Ring B intercalates with nucleotide staking and inhibits bacterial DNA synthesis.[6] 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.[1]

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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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)
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

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

Questions

1–2 of 2 Questions  
  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer
    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer
    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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