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Merck
CN

90985

Diosmetin

analytical standard

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:
85151701
NACRES:
NA.24
PubChem Substance ID:
329769984
EC Number:
208-291-8
Beilstein/REAXYS Number:
294492
MDL number:
MFCD00017425

Key Documents

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Product Name

Diosmetin, analytical standard

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

grade

analytical standard

assay

≥95.0% (HPLC)

shelf life

limited shelf life, expiry date on the label

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

impurities

≤5.0% water

application(s)

food and beverages

format

neat

storage temp.

2-8°C

Quality Level

100

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Application

Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

Biochem/physiol Actions

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

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

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
BCCH9037
BCCH2884
BCCH0767
BCCG2633
BCCF3399

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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
Marios Spanakis et al.
Biomedical chromatography : BMC, 23(2), 124-131 (2008-10-14)
Diosmetin and hesperetin are the aglycones of the flavonoid glycosides diosmin and hesperidin which occur naturally in citrus fruit. A GC/MS method for the simultaneous determination of diosmetin and hesperetin in human plasma and urine has been developed and validated.
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)
Helana Naguib Michael et al.
Phytotherapy research : PTR, 27(5), 699-704 (2012-07-05)
The new natural flavonoid compounds - diosmetin 7-O-β-L-arabinofuranosyl (1 → 2) β-D-apiofuranoside (1) and diosmetin 7-O-β-D-apiofuranoside (2) - were isolated from the acetone extract of date fruits epicarp belonging to family Arecaceae (Palmae). Elucidation of their chemical structures was determined by different
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
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