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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:
520-34-3
Molecular Weight:
300.26
Beilstein:
294492
EC Number:
208-291-8
MDL number:
MFCD00017425
UNSPSC Code:
12352205
PubChem Substance ID:
329798848
NACRES:
NA.25

Assay

≥98% (HPLC)

Quality Level

200

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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A review on pharmacological and analytical aspects of diosmetin: a concise report.
Patel, et al.
Chinese Journal of Integrative Medicine, 19, 792-800 (2018)
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
Dave Chandler et al.
Molecular nutrition & food research, 54 Suppl 2, S141-S150 (2010-06-12)
Advanced glycation endproducts (AGEs) accumulate on protein deposits including the beta-amyloid plaques in Alzheimer's disease. AGEs interact with the "receptor for advanced glycation endproducts", and transmit their signals using intracellular reactive oxygen species as second messengers. Ultimately, AGEs induce the
Luigi Quintieri et al.
Biochemical pharmacology, 75(6), 1426-1437 (2008-01-15)
We evaluated the effects of increasing concentrations of the flavonoids salvigenin, diosmetin and luteolin on the in vitro metabolism of midazolam (MDZ), a probe substrate for cytochrome P450 (CYP) 3A enzymes, which is converted into 1'-hydroxy-midazolam (1'-OH-MDZ) and 4-hydroxy-midazolam (4-OH-MDZ)
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