ChemicalBook > CAS DataBase List > Diosmetin

Diosmetin

Product Name
Diosmetin
CAS No.
520-34-3
Chemical Name
Diosmetin
Synonyms
Diosmetine;Diosmetin (1.0 mg/mL in Methanol);5,7-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-4-benzopyrone;Pillon;iosmetin;DIOSMETIN;Diosmetol;DIOSMETIN(P);Xiangye Lignin;Diosmetin, 97%+
CBNumber
CB2380858
Molecular Formula
C16H12O6
Formula Weight
300.26
MOL File
520-34-3.mol
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Diosmetin Property

Melting point:
256-258°C
Boiling point:
576.7±50.0 °C(Predicted)
Density 
1.512±0.06 g/cm3(Predicted)
vapor pressure 
0Pa at 20℃
storage temp. 
Sealed in dry,2-8°C
solubility 
Soluble in acetonitrile, DMSO (60 mg/ml), and ethanol (17 mg/ml), clear, light yellow to yellow.
pka
6.50±0.40(Predicted)
color 
light yellow to yellow
Water Solubility 
19μg/L at 20℃
BRN 
294492
Stability:
Hygroscopic
InChIKey
MBNGWHIJMBWFHU-UHFFFAOYSA-N
LogP
3.1 at 20℃
CAS DataBase Reference
520-34-3(CAS DataBase Reference)
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Safety

Hazard Codes 
Xi,Xn
Risk Statements 
22
Safety Statements 
24/25
WGK Germany 
3
HS Code 
29329990
Hazardous Substances Data
520-34-3(Hazardous Substances Data)
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

Precautionary statements

P280Wear protective gloves/protective clothing/eye protection/face protection.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
D7321
Product name
Diosmetin
Purity
≥98% (HPLC)
Packaging
10mg
Price
$98.4
Updated
2024/03/01
Sigma-Aldrich
Product number
PHL82526
Product name
Diosmetin
Purity
phyproof? Reference Substance
Packaging
25MG
Price
$298
Updated
2023/06/20
Sigma-Aldrich
Product number
90985
Product name
Diosmetin
Purity
analytical standard
Packaging
10mg
Price
$273
Updated
2022/05/15
Cayman Chemical
Product number
18649
Product name
Diosmetin
Purity
≥98%
Packaging
1g
Price
$180
Updated
2024/03/01
Cayman Chemical
Product number
18649
Product name
Diosmetin
Purity
≥98%
Packaging
5g
Price
$655
Updated
2024/03/01
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Diosmetin Chemical Properties,Usage,Production

Chemical Properties

Diosmetin is a flavonoid compound that appears as a yellow powder. It is extracted from lemon and also found in various other natural plants, including spearmint and spider incense. Diosmetin is slightly soluble in methanol but readily dissolves in DMSO.

Uses

Diosmetin (Diosmin EP Impurity F) is a metabolite of Apigenin. It exhibits anticancer, antimicrobial, antioxidant, oestrogenic, and anti-inflamatory activities. Diosmetin can be used in the production of functional foods, cosmetics, and future drugs with antioxidant, anti-infective and anti-shock effects.

Definition

ChEBI: Diosmetin is a monomethoxyflavone that is the 4'-methyl ether derivative of luteolin. It is a natural product isolated from citrus fruits which exhibits a range of pharmacological activities. It has a role as an antioxidant, an antineoplastic agent, a plant metabolite, a tropomyosin-related kinase B receptor agonist, an apoptosis inducer, an angiogenesis inhibitor, a cardioprotective agent, a bone density conservation agent, an anti-inflammatory agent and a vasodilator agent. It is a monomethoxyflavone, a trihydroxyflavone and a 3'-hydroxyflavonoid. It is functionally related to a luteolin. It is a conjugate acid of a diosmetin-7-olate.

Flammability and Explosibility

Not classified

Biological Activity

diosmetin (dio) is an agonist of the aryl hydrocarbon receptor (ahr). it potently inhibited the enzyme activity of cytochrome p450 1a1 (cyp1a1) in a dose-dependent manner with an ic50 value of approximately 30 nm, in microsomes from mcf-7 cells [1].ahr belongs to the per, arnt, sim/basic-helix-loop-helix superfamily of ligand-activated transcription factors. ahr mediates the toxic effects of polycyclic aromatic hydrocarbons, 2,3,7,8-tetrachlorodibenzo-p-dioxin (tcdd) and polychlorinated biphenyls. these chemicals all bind to ahr, and result in the activation of a battery of genes, including the cytochromes p450 cyp1a1, cyp1a2, and cyp1b1 [2].in mcf-7 cells, at 24 h after the incubation of diosmetin, cyp1a1 mrna was increased in a dose-dependent manner. in mcf-7 cells, diosmetin at 2.5 μm modestly increased cyp1a1 enzyme activity, with an activity increase in cells, while diosmetin at 5 μm did not increase the enzyme activity compared to controls in cells. compared with controls, diosmetin dose-dependently increased the capacity of nuclear extracts to bind an oligonucleotide containing the ahr-binding sequence of cyp1a1 [1].in the presence of cyp1a inhibitor, the concentration of diosmetin ranged from 25 μm at 0 h to 22 μm. in the absence of cyp1a inhibitor, the concentration of diosmetin ranged from 25 μm at 0 h to 15 μm [3].no in vivo result from the administration of diosmetin had been found.

References

[1]. ciolino hp, wang tt and yeh gc. diosmin and diosmetin are agonists of the aryl hydrocarbon receptor that differentially affect cytochrome p450 1a1 activity. cancer res, 1998, 58(13):2754-60. PMID: 9661887
[2]. gonzalez fj and fernandez-salguero p. the aryl hydrocarbon rreceptor studies using the ahr-null mice. drug metabolism and disposition, 1998, 26(12): 1194-1198. PMID: 9860927
[3]. and routsopoulos vp and spandidos da. The flavonoids diosmetin and luteolin exert synergistic cytostatic effects in human hepatoma HepG2 cells via CYP1A-catalyzed metabolism, activation of JNK and ERK and P53/P21 up-regulation. j nutr biochem, 2013, 24(2):496-504. DOI:10.1016/j.jnutbio.2012.01.012

Diosmetin Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from Diosmetin manufacturers

Hebei Kingfiner Technology Development Co.Ltd
Product
DIOSMETIN 520-34-3
Price
US $0.00-0.00/kg
Min. Order
1kg
Purity
0.99
Supply Ability
50000kg
Release date
2024-05-15
Ouhuang Engineering Materials (Hubei) Co., Ltd
Product
Diosmetin 520-34-3
Price
US $10.00/kg
Min. Order
1kg
Purity
99.8%
Supply Ability
10000ton
Release date
2024-04-28
BINBO BIOLOGICAL CO.,LTD
Product
Diosmetin 520-34-3
Price
US $0.00/kg
Min. Order
1kg
Purity
98%
Supply Ability
1000 kg
Release date
2024-04-24

520-34-3, DiosmetinRelated Search:

Luteolin Eurycoma longifolia powder extract Coumarin 6 Coumarin-3-carboxylic acid BETA-RHODINOL Coumarin 153 Diosmetin 7-O-β-D-glucopyranoside,Diosmetin 7-O-glucoside DIOSMETIN-7-O-RUTINOSIDE,DIOSMETIN-7-RUTINOSIDE LUTEOLIN-4'-O-GLUCOSIDE 3,7,3',4'-TETRAMETHYLGOSSYPETIN 3',5-DIHYDROXY-4',6,7-TRIMETHOXYFLAVONE 3',4',5,7-TETRAMETHOXYFLAVONE Diosmetin TAMARIXETIN QUERCETIN-3,7,3',4'-TETRAMETHYL ETHER 5,7-DIHYDROXY-3',4',5'-TRIMETHOXYFLAVONE EUPATORIN-5-METHYL ETHER DIOSMETIN-7-NEOHESPERIDOSIDE

  • 3',5,7-TRIHYDROXY-4'METHOXYFLAVONE
  • 4'-METHOXY-5,7,3'-TRIHYDROXYFLAVONE
  • 4-METHOXY-5,7,3'-TRIHYDROXYFLAVONE
  • 5,7,3'-TRIHYDROXY-4'-METHOXYFLAVONE
  • DIOSMETIN
  • 5,7-Dihydroxy-2-[3-hydroxy-4-methoxyphenyl]-[4H]-1-benzopyran-4-one
  • 4'-Methylluteolin
  • Diosmetine
  • Diosmetol
  • Luteolin 4'-Methyl Ether
  • Pillon
  • DIOSMETIN(P)
  • DIOSMETIN WITH HPLC
  • 5,7-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-4-benzopyrone
  • 2-(3-Hydroxy-4-methoxyphenyl)-5,7-dihydroxy-4H-1-benzopyran-4-one
  • DiosMetin(Luteolin 4-Methyl ether)
  • Salinigricoflavonol
  • 5,7-dihydroxy-2-(3-hydroxy-4-Methoxyphenyl)-4H-chroMen-4-one
  • DiosMetin, froM DendrantheMaMorifoliuM
  • 4H-1-Benzopyran-4-one, 5,7-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-
  • ,5,7-Trihydroxy-4′-methoxyflavone
  • 5,7-Dihydroxy-2-(3-hydroxy-4-methoxyphenyl)chromen-4-one
  • Diosmetin, 98%, from Dendranthemamorifolium
  • Diosmin Impurity 6 (Diosmin EP Impurity F)(Diosmetin)
  • Diosmetin 520-34-3
  • Diosmin EP Impurity F(Diosmetin)
  • Diosmin EP Impurity F
  • Diosmetin (Diosmin EP Impurity F)
  • iosmetin
  • Diosmetin (1.0 mg/mL in Methanol)
  • Diosmetin/ Diosmetin
  • Diosmetin, 97%+
  • Diosmin Aglycone
  • Diosmin Impurity F
  • 5,7-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-4H-1-benzopyran-4-one (diosmetin),
  • Diosmetin (Diosmin Impurity F)
  • Xiangye Lignin
  • 520-34-3
  • C16H12O6
  • Inhibitors
  • CITRIMORE
  • Metabolites & Impurities, Pharmaceuticals, Intermediates & Fine Chemicals
  • reagent
  • Tetra-substituted Flavones
  • Intermediates & Fine Chemicals
  • Metabolites & Impurities
  • Pharmaceuticals