D7321

Sigma-Aldrich

Diosmetin

Synonym(s):
4′-Methylluteolin, 5,7-Dihydroxy-2-(3-hydroxy-4-methoxyphenyl)chromen-4-one, Luteolin 4′-methyl ether, 3′,5,7-Trihydroxy-4′-methoxyflavone
Empirical Formula (Hill Notation):
C16H12O6
CAS Number:
Molecular Weight:
300.26
Beilstein/REAXYS Number:
294492
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.25

Quality Level

assay

≥98% (HPLC)

color

light yellow to yellow

solubility

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

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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Packaging

100, 500 mg in poly bottle
10 mg in glass insert

Biochem/physiol Actions

Flavonoid from Citrus limon. Antioxidant. Inhibits carcinogen activation by inhibiting the CYP1A1 enzyme.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

RIDADR

NONH for all modes of transport

WGK Germany

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificate of Analysis

Certificate of Origin

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...
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...
H Serra et al.
Bioorganic & medicinal chemistry, 16(7), 4009-4018 (2008-02-06)
Three glycosilated flavonoids (diosmin, hesperidin and naringin) and respective aglycones were characterized in terms of their apparent ionisation constants and bidirectional permeability using the cellular model Caco-2 as well as the artificial membrane model PAMPA. Ionisation curves were established by...
Ya-Ling Hsu et al.
Journal of bone and mineral research : the official journal of the American Society for Bone and Mineral Research, 23(6), 949-960 (2008-02-14)
The survival of osteoblasts is one of the determinants of the development of osteoporosis. This study is the first to investigate the osteoblastic differentiation induced by diosmetin, a flavonoid derivative, in osteoblastic cell lines MG-63, hFOB, and MC3T3-E1 and bone...

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