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Merck

D7321

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
UNSPSC Code:
12352205
NACRES:
NA.25
PubChem Substance ID:
329798848
EC Number:
208-291-8
Beilstein/REAXYS Number:
294492
MDL number:
MFCD00017425

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InChI key

MBNGWHIJMBWFHU-UHFFFAOYSA-N

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

SMILES string

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

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

Quality Level

200

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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.

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.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
WXBF2100V
WXBD9478V
SLCH8896
SLCF3620
SLCF0149

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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
A review on pharmacological and analytical aspects of diosmetin: a concise report.
Patel, et al.
Chinese Journal of Integrative Medicine, 19, 792-800 (2018)
Miguel Angel Campanero et al.
Journal of pharmaceutical and biomedical analysis, 51(4), 875-881 (2009-10-06)
Diosmetin (3',5,7-trihydroxy-4'-methoxyflavone) is the aglycone of the flavonoid glycoside diosmin (3',5,7-trihydroxy-4'-methoxyflavone-7-ramnoglucoside). Diosmin is hydrolyzed by enzymes of intestinal micro flora before absorption of its aglycone diosmetin. A specific, sensitive, precise, accurate and robust HPLC assay for the simultaneous determination of
Beatriz Abad-García et al.
Rapid communications in mass spectrometry : RCM, 22(12), 1834-1842 (2008-05-13)
Six flavone mono-C-glucosides, four standards (beta-D-glucopyranosyl-(1 --> C-6)- and -(1 --> C-8)- apigenin and luteolin) and two others from lemon juice (beta-D-glucopyranosyl-(1 --> C-6)- and -(1 --> C-8)-diosmetin) have been studied in order to analyze their fragmentation patterns. Initial separation
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