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D7321

Sigma-Aldrich

Diosmetin

Synonym(s):

3′,5,7-Trihydroxy-4′-methoxyflavone, 4′-Methylluteolin, 5,7-Dihydroxy-2-(3-hydroxy-4-methoxyphenyl)chromen-4-one, Luteolin 4′-methyl ether

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About This Item

Empirical Formula (Hill Notation):
C16H12O6
CAS Number:
Molecular Weight:
300.26
Beilstein:
294492
EC Number:
MDL number:
UNSPSC Code:
12352205
PubChem Substance ID:
NACRES:
NA.25

Assay

≥98% (HPLC)

form

powder

color

light yellow to yellow

solubility

DMSO: 1 mg/mL, clear, faintly yellow to greenish-yellow

application(s)

metabolomics
vitamins, nutraceuticals, and natural products

storage temp.

2-8°C

SMILES string

COc1ccc(cc1O)C2=CC(=O)c3c(O)cc(O)cc3O2

InChI

1S/C16H12O6/c1-21-13-3-2-8(4-10(13)18)14-7-12(20)16-11(19)5-9(17)6-15(16)22-14/h2-7,17-19H,1H3

InChI key

MBNGWHIJMBWFHU-UHFFFAOYSA-N

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General description

Diosmetin is a methylated aglycone flavone of diosmin. It is present abundantly in citrus fruits, Olea europaea L. (olive tree) leaves, and in the legume of Acacia farnesiana tree.

Application

Diosmetin has been used to test its protective effects on chronic stress memory and cognitive impairment in mice model.

Biochem/physiol Actions

Diosmetin exhibits anti-inflammatory, anti-cancer, antimicrobial, phytoestrogenic, and neuroprotective properties. It displays cytoprotective effects against lipopolysaccharide (LPS)-induced acute lung injury (ALI) by inhibiting nucleotide-binding domain (NOD)-like receptor protein 3 (NLRP3) inflammasome and activating nuclear factor erythroid 2–related factor 2 (Nrf2).
Flavonoid from Citrus limon. Antioxidant. Inhibits carcinogen activation by inhibiting the CYP1A1 enzyme.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


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’.

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Customers Also Viewed

Qinmei Liu et al.
Biomolecules & therapeutics, 26(2), 157-166 (2017-04-04)
Acute lung injury (ALI)/acute respiratory distress syndrome (ARDS) is a common clinical syndrome of diffuse lung inflammation with high mortality rates and limited therapeutic methods. Diosmetin, an active component from Chinese herbs, has long been noticed because of its antioxidant
Elham Saghaei et al.
Evidence-based complementary and alternative medicine : eCAM, 2020, 5725361-5725361 (2021-01-09)
In the present experimental study, male NMRI mice were exposed to chronic unpredictable mild stress (CUMS) paradigm for 35 days. Diosmetin (at doses of 10, 20, and 40 mg/kg. i.p.) or diosmetin solvent (normal saline + DMSO, 1 ml/kg; i.p.) was administered 30 min before
Vasilis P Androutsopoulos et al.
The Journal of nutritional biochemistry, 24(2), 496-504 (2012-07-04)
Various types of tumors are known to overexpress enzymes belonging to the CYP1 family of cytochromes P450. The present study aimed to characterize the metabolism and further antiproliferative activity of the natural flavonoid diosmetin in the CYP1-expressing human hepatoma cell
Giuseppe Gattuso et al.
Journal of agricultural and food chemistry, 54(11), 3929-3935 (2006-05-25)
A comprehensive profile of flavonoids in bergamot juice was obtained by a single DAD-ESI-LC-MS-MS course. Eight flavonoids were found for the first time, five of these are C-glucosides (lucenin-2, stellarin-2, isovitexin, scoparin, and orientin 4'-methyl ether), and three are O-glycosides
Carmen D Mellisho et al.
Journal of the science of food and agriculture, 91(12), 2132-2139 (2011-05-12)
This study was designed to describe the phenolic status of lemon juice obtained from fruits of lemon trees differing in iron (Fe) nutritional status. Three types of Fe(III) compound were used in the experiment, namely a synthetic chelate and two

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