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4',7-DIMETHOXY-3,3',5-TRIHYDROXYFLAVONE

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4',7-DIMETHOXY-3,3',5-TRIHYDROXYFLAVONE Basic information

Product Name:
4',7-DIMETHOXY-3,3',5-TRIHYDROXYFLAVONE
Synonyms:
  • OMBUIN
  • QUERCETIN-7,4'-DIMETHYL ETHER
  • 3,5-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-7-methoxy-4h-1-benzopyran-4-on
  • 4’,7-dimethoxy-3,3’,5-trihydroxy-flavon
  • 7,4’-di-o-methylquercetin
  • 4',7-DIMETHOXY-3,3',5-TRIHYDROXYFLAVONE
  • 3,5-Dihydroxy-2-(3-hydroxy-4-methoxycyclohexa-2,4-dien-1-yl)-7-methoxy-4H-chromen-4-one
  • 2-(3-Hydroxy-4-methoxyphenyl)-7-methoxy-3,5-dihydroxy-4H-1-benzopyran-4-one
CAS:
529-40-8
MF:
C17H14O7
MW:
330.29
EINECS:
200-258-5
Product Categories:
  • Flavanols
Mol File:
529-40-8.mol
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4',7-DIMETHOXY-3,3',5-TRIHYDROXYFLAVONE Chemical Properties

Melting point:
229-230 °C
Boiling point:
593.7±50.0 °C(Predicted)
Density 
1.507±0.06 g/cm3(Predicted)
storage temp. 
2-8°C
solubility 
Chloroform: Slightly Soluble
DMSO: Soluble
Methanol: Slightly Soluble
form 
Solid
pka
6.15±0.40(Predicted)
color 
White to yellow
InChI
InChI=1S/C17H14O7/c1-22-9-6-11(19)14-13(7-9)24-17(16(21)15(14)20)8-3-4-12(23-2)10(18)5-8/h3-7,18-19,21H,1-2H3
InChIKey
BWORNNDZQGOKBY-UHFFFAOYSA-N
SMILES
C1(C2=CC=C(OC)C(O)=C2)OC2=CC(OC)=CC(O)=C2C(=O)C=1O
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4',7-DIMETHOXY-3,3',5-TRIHYDROXYFLAVONE Usage And Synthesis

Uses

Ombuin is a synthetic flavonoid which displays activity as a potent mycobacterium tuberculosis inhibitor.

Definition

ChEBI: Ombuin is a dimethoxyflavone that is quercetin in which the hydroxy groups at positions 7 and 4' are replaced by methoxy groups. Isolated from Cyperus teneriffae, it exhibits anti-inflammatory activity. It has a role as an anti-inflammatory agent and a plant metabolite. It is a trihydroxyflavone, a member of flavonols and a dimethoxyflavone. It is functionally related to a quercetin. It is a conjugate acid of a 7,4'-O-dimethylquercetin 3-olate.

References

[1] FAZILATUN NESSA . Free radical-scavenging activity of organic extracts and of pure flavonoids of Blumea balsamifera DC leaves[J]. Food Chemistry, 2004, 88 2: Pages 243-252. DOI: 10.1016/j.foodchem.2004.01.041
[2] MEYYAMMAI SWAMINATHAN. Flavonoids with M1 muscarinic acetylcholine receptor binding activity.[J]. Molecules, 2014, 19 7: 8933-8948. DOI: 10.3390/molecules19078933
[3] D. T. HUONG. A New Flavone and Cytotoxic Activity of Flavonoid Constituents Isolated from Miliusa balansae (Annonaceae).[J]. ChemInform, 2005, 36 50. DOI: 10.1002/chin.200550192
[4] BIN LIU  Ping T  Caichun Deng. Ombuin ameliorates diabetic nephropathy in rats by anti-inflammation and antifibrosis involving Notch 1 and PPAR γ signaling pathways[J]. Drug Development Research, 2022, 83 6: 1270-1280. DOI: 10.1002/ddr.21956

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