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5,7-DIHYDROXY-3-METHOXY-2-(4-METHOXY-PHENYL)-CHROMEN-4-ONE

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5,7-DIHYDROXY-3-METHOXY-2-(4-METHOXY-PHENYL)-CHROMEN-4-ONE Basic information

Product Name:
5,7-DIHYDROXY-3-METHOXY-2-(4-METHOXY-PHENYL)-CHROMEN-4-ONE
Synonyms:
  • KAEMPFEROL-3,4'-DIMETHYL ETHER
  • ERMANIN
  • 5,7-DIHYDROXY-3-METHOXY-2-(4-METHOXY-PHENYL)-CHROMEN-4-ONE
  • 5,7-DIHYDROXY-3,4'-DIMETHOXYFLAVONE
  • 3,4'-DIMETHOXY-5,7-DIHYDROXYFLAVONE
  • 5,7-Dihydroxy-3-methoxy-2-(4-methoxyphenyl)-4H-chromen-4-one
  • 3,4'-Dimethoxykaempferol
  • Kaempferol 3,4'-di-O-methyl ether
CAS:
20869-95-8
MF:
C17H14O6
MW:
314.29
EINECS:
244-093-8
Product Categories:
  • Flavanols
Mol File:
20869-95-8.mol
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5,7-DIHYDROXY-3-METHOXY-2-(4-METHOXY-PHENYL)-CHROMEN-4-ONE Chemical Properties

Melting point:
234 °C
Boiling point:
552.0±50.0 °C(Predicted)
Density 
1.46±0.1 g/cm3(Predicted)
solubility 
DMF: 20 mg/ml
DMSO: 15 mg/ml
pka
6.32±0.40(Predicted)
LogP
2.400 (est)
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5,7-DIHYDROXY-3-METHOXY-2-(4-METHOXY-PHENYL)-CHROMEN-4-ONE Usage And Synthesis

Uses

Ermanin is a useful research chemical used in HIV-1 integrase inhibition. Ermanin exhibits actioxidant properties against peroxyl and hydroxyl radicals.

Definition

ChEBI: 3,4'-dimethylkaempferol is a dimethoxyflavone that is kaempferol in which the hydroxy groups at position 3 and 4' have been replaced by methoxy groups. It is a component of bee glue and isolated from several plant species including Tanacetum microphyllum. It has a role as an anti-inflammatory agent, an antimycobacterial drug, an apoptosis inducer, an antineoplastic agent and a plant metabolite. It is a dihydroxyflavone and a dimethoxyflavone. It is functionally related to a kaempferol.

IC 50

iNOS; Bacterial; COX-2

References

[1] QIONG DING . The critical role of glutathione redox homeostasis towards oxidation in ermanin-induced melanogenesis[J]. Free Radical Biology and Medicine, 2021, 176: Pages 392-405. DOI: 10.1016/j.freeradbiomed.2021.09.017
[2] JOSÉ ANTONIO GUERRA. Inhibition of inducible nitric oxide synthase and cyclooxygenase-2 expression by flavonoids isolated from Tanacetum microphyllum[J]. International immunopharmacology, 2006, 6 11: Pages 1723-1728. DOI: 10.1016/j.intimp.2006.08.012
[3] NADINE DE MEYER. 4’-Hydroxy-3-methoxyflavones with potent antipicornavirus activity[J]. Journal of Medicinal Chemistry, 1991, 34 2: 736-746. DOI: 10.1021/jm00106a039

5,7-DIHYDROXY-3-METHOXY-2-(4-METHOXY-PHENYL)-CHROMEN-4-ONESupplier

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