M6760
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
UNSPSC Code:
12352202
NACRES:
NA.77
PubChem Substance ID:
EC Number:
208-463-2
Beilstein/REAXYS Number:
332331
MDL number:
Quality Level
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)
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.
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Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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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)
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)
Chemistry and biological activities of flavonoids: an overview
Kumar S and Pandey AK
TheScientificWorldJournal, 2013, 119-138 (2013)