ChemicalBook > CAS DataBase List > 3',4',5,7-TETRAMETHOXYFLAVONE

3',4',5,7-TETRAMETHOXYFLAVONE

Product Name
3',4',5,7-TETRAMETHOXYFLAVONE
CAS No.
855-97-0
Chemical Name
3',4',5,7-TETRAMETHOXYFLAVONE
Synonyms
Methoxyluteolin;Tetramethylluteolin;Tetramethoxyluteolin;Luteolinetetramethylether;LUTEOLIN TETRAMETHYL ETHER;LUTEOLIN TETRAMETHYLETHER(RG);5,7,3’,4’-tetramethylluteolin;3',4',5,7-Tetramethoxyflavone;5,7,3',4'-Tetramethoxyflavone;3',4',5,7-Tetramethoxyflavone
CBNumber
CB2197610
Molecular Formula
C19H18O6
Formula Weight
342.34
MOL File
855-97-0.mol
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3',4',5,7-TETRAMETHOXYFLAVONE Property

Melting point:
195-197°C
Boiling point:
528.8±50.0 °C(Predicted)
Density 
1.243±0.06 g/cm3(Predicted)
storage temp. 
4°C, protect from light
solubility 
DMSO:6.85(Max Conc. mg/mL);20.0(Max Conc. mM)
form 
Solid
color 
White to off-white
BRN 
336320
LogP
3.360 (est)
CAS DataBase Reference
855-97-0(CAS DataBase Reference)
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Safety

Safety Statements 
22-24/25
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

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

TRC
Product number
T298905
Product name
3,4,5,7-Tetramethoxyflavone
Packaging
50mg
Price
$65
Updated
2021/12/16
TRC
Product number
T298905
Product name
3,4,5,7-Tetramethoxyflavone
Packaging
10mg
Price
$45
Updated
2021/12/16
Biosynth Carbosynth
Product number
FT65917
Product name
3',4',5,7-Tetramethoxyflavone
Packaging
50mg
Price
$40
Updated
2021/12/16
ChemScene
Product number
CS-W011898
Product name
5,7,3',4'-Tetramethoxyflavone
Purity
99.08%
Packaging
10mg
Price
$100
Updated
2021/12/16
Biosynth Carbosynth
Product number
FT65917
Product name
3',4',5,7-Tetramethoxyflavone
Packaging
250mg
Price
$125
Updated
2021/12/16
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3',4',5,7-TETRAMETHOXYFLAVONE Chemical Properties,Usage,Production

Uses

5,7,3',4'-Tetramethoxyflavone, an orally active polymethoxyflavones (PMFs) that can be isolated from M. exotica, possesses various bioactivities, including anti-fungal, anti-malarial, anti-mycobacterial, and anti-inflammatory activities. 5,7,3',4'-Tetramethoxyflavone exhibits chondroprotective activity by targeting β-catenin signaling[1].

Synthesis

71847-57-9

855-97-0

Example 17: Synthesis of 2-(3,4-dimethoxyphenyl)-5,7-dimethoxy-4H-chromen-4-one (14) 1. 1-(3,4-dimethoxyphenyl)-3-(2-hydroxy-4,6-dimethoxyphenyl)propane-1,3-dione (7.40 g, 20.53 mmol, 1 eq.) was suspended in glacial acetic acid (30 mL) and heated to 100°C. 2. 20 mL of an acetic acid solution of 20% H2SO4 was added to the suspension and kept stirring at 100 °C for 10 min. 3. The reaction mixture was poured into 150 g of crushed ice and a light yellow gel-like solid precipitated. 4. The solid was collected, partially dried by filtration and dispensed between 300 mL of CHCl3 and 300 mL of distilled water. 5. The organic layer was separated and washed sequentially with 150 mL of 5% NaHCO3 solution and 150 mL of saturated brine. 6. The organic layer was dried over MgSO4, filtered and the solvent evaporated to give a light yellow solid. 7. 6.05 g (86% yield) of white needle-like crystals were obtained by recrystallization from 50 mL of acetone. Product Characterization: - Molecular weight: 342.34 (C19H18O6) - 1H-NMR (CDCl3, 300 MHz) δ (ppm, J/Hz): 3.86 (s, 3H, MeO), 3.90 (s, 6H, MeOx2), 3.92 (s, 3H, MeO), 6.30 (d, 1H, J = 2.1, H-6), 6.48 (d, 1H, J = 2.1, H-8), 6.53 (s 1H, H-3), 6.88 (d, 1H, J = 8.6, H-5'), 7.24 (d, 1H, J = 2.1, H-2'), 7.42 (dd, 1H, J = 2.1, 8.6, H-6') - 13C-NMR (CDCl3, 75 MHz) δ (ppm): 55.8 (MeO), 56.1 (MeOx2), 56.4 (MeO), 92.9 (C-6), 96.1 (C-8), 107.8 (C-3), 108.5 (C-2'), 109.1 (C-4a), 111.0 (C-5'), 119.5 (C-6') 119.5 (c-6'), 123.9 (c-1'), 149.2 (c-4'), 151.7 (c-3'), 159.8 (c-8a), 160.6 (c-5), 160.8 (c-2), 163.9 (c-7), 177.6 (c-4)

in vivo

5,7,3',4'-Tetramethoxyflavone (25-100 mg/kg, i.g.) exhibits chondroprotective activity in rats[1].
5,7,3',4'-Tetramethoxyflavone (5-20 mg/kg; i.v., p.o.) has the absolute bioavailability of 14.3 % in rats[3].

1.19
Pharmacokinetic Analysis in Sprague-dawley Rats Model[3]
RouteDose (mg/kg)AUC (min μg/mL)AUC/Dose (min/mL)t1/2 (h)Tmax (h)Cmax (ng/mL)Bioavailability (%)
i.v.5161.49 ± 58.78 0.1154 ± 0.042062.85 ± 27.92// 14.3
p.o.50231.43 ± 71.87 0.0165 ± 0.0051 273.76 ± 90.23 190.34 ± 24.500.79 ± 0.30/
Animal Model:Rat knee OA model[1]
Dosage:25-100 mg/kg
Administration:i.g.
Result:Decreased the contents of IL-1b, TNF-a, and PGE2 in a dose-dependent manner.
Decreases the expression of the inflammatory cytokines in rat knee osteoarthritis (OA) synovial fluid (SF) lavages.
Inhibited chondrocytes hypertrophy and decreased the cartilage thickness.
Exhibited down regulation of b-catenin in a dose-dependent manner.

IC 50

Plasmodium

storage

Store at -20°C

References

[1] Wu L, et al. 5,7,3',4'-Tetramethoxyflavone exhibits chondroprotective activity by targeting β-catenin signaling in vivo and in vitro. Biochem Biophys Res Commun. 2014 Sep 26;452(3):682-8. DOI:10.1016/j.bbrc.2014.08.129
[2] Wu L, et al. 5,7,3',4'-Tetramethoxyflavone protects chondrocytes from ER stress-induced apoptosis through regulation of the IRE1α pathway. Connect Tissue Res. 2018 Mar;59(2):157-166. DOI:10.1080/03008207.2017.1321639
[3] Wei G, et al. Absolute bioavailability, pharmacokinetics and excretion of 5,7,30 ,40 -tetramethoxyflavone

3',4',5,7-TETRAMETHOXYFLAVONE Preparation Products And Raw materials

Raw materials

Preparation Products

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3',4',5,7-TETRAMETHOXYFLAVONE Suppliers

China 111 Germany 2 India 4 Japan 1 United Kingdom 8 United States 8 USA 1 Global 135
Meryer (Shanghai) Chemical Technology Co., Ltd.
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View Lastest Price from 3',4',5,7-TETRAMETHOXYFLAVONE manufacturers

Career Henan Chemical Co
Product
3',4',5,7-TETRAMETHOXYFLAVONE 855-97-0
Price
US $1.00/KG
Min. Order
1KG
Purity
98% HPLC
Supply Ability
10t
Release date
2019-12-20

855-97-0, 3',4',5,7-TETRAMETHOXYFLAVONERelated Search:

Nobiletin QUERCETIN-3,5,7,3',4'-PENTAMETHYL ETHER 3',4',5',5,7-PENTAMETHOXYFLAVONE 3',4',5',5,6,7-HEXAMETHOXYFLAVONE 3'-BENZYLOXY-4',5,6,7-TETRAMETHOXYFLAVONE,3'-BENZYLOXY-5,6,7,4'-TETRAMETHOXYFLAVONE 3',4',5,7-TETRAMETHOXYFLAVONE 5,3'-DIHYDROXY-3,6,7,4'-TETRAMETHOXYFLAVONE 5-Hydroxy-4',6,7,8-tetramethoxyflavone 7,8,3',4'-TETRAMETHOXYFLAVONE,TETRAMETHOXYFLAVONE, 3',4',7,8-,TETRAMETHOXYFLAVONE, 3',4',7,8-(RG),3',4',7,8-TETRAMETHOXYFLAVONE DIHYDROXY-3,3',4',7-TETRAMETHOXYFLAVONE, 5,8-,5,8-DIHYDROXY-3,3',4',7-TETRAMETHOXYFLAVONE,5,8-DIHYDROXY-3,7,3',4'-TETRAMETHOXYFLAVONE 5,3'-DIHYDROXY-3,6,7,4'-TETRAMETHOXYFLAVONE 3'-HYDROXY-4',5,6,7-TETRAMETHOXYFLAVONE,3-HYDROXY-5,6,7,4-TETRAMETHOXYFLAVONE,3'-HYDROXY-5,6,7,4'-TETRAMETHOXYFLAVONE,3-HYDROXY-5,6,7,4'-TETRAMETHOXYFLAVONE 5,6,7,4'-TETRAMETHOXYFLAVONE,5,6,7,3'-TETRAMETHOXYFLAVONE,4',5,6,7-TETRAMETHOXYFLAVONE Luteolin SINENSETIN 4',5-Dihydroxy-3,3',7,8-tetramethoxyflavone 5-hydroxy-3',4',6,7-tetramethoxyflavone QUERCETINPENTAACETATE

  • 2-(3,4-Dimethoxyphenyl)-5,7-dimethoxy-4H-chromen-4-one
  • 3',4',5,7-Tetramethoxyflavone ,98%
  • LUTEOLIN TETRAMETHYL ETHER
  • 5,7,3’,4’-tetramethylluteolin
  • Luteolinetetramethylether
  • LUTEOLIN TETRAMETHYLETHER(RG)
  • Tetramethoxyluteolin
  • Tetramethylluteolin
  • 2-(3,4-dimethoxyphenyl)-5,7-dimethoxy-1-benzopyran-4-one
  • 2-(3,4-dimethoxyphenyl)-5,7-dimethoxychromen-4-one
  • 4H-1-Benzopyran-4-one, 2-(3,4-dimethoxyphenyl)-5,7-dimethoxy-
  • Rutoside Trihydrate Impurity 6
  • 5,7,3',4'-Tetramethoxyflavone (Luteolin tetramethyl ether)
  • 3'',4'',5,7-Tetramethoxyflavone,97%
  • 3',4',5,7-Tetramethoxyflavone
  • 5,7,3',4'-Tetramethoxyflavone
  • Methoxyluteolin
  • 5,7,3'',4''-Tetramethoxyflavone
  • 5,7,3'',4''-Tetramethoxyflavone, 10 mM in DMSO
  • 3′,4′,5,7-Tetramethoxyflavone, CAS 855-97-0
  • 3',4',5,7-Tetramethoxyflavone
  • 5,7,3',4'-Tetramethoxyflavone
  • 855-97-0
  • Tetra-substituted Flavones