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4-O-methylbutein

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4-O-methylbutein Basic information

Product Name:
4-O-methylbutein
Synonyms:
  • 4-O-methylbutein
  • 3,4',6'-Trihydroxy-4-methoxychalcone
  • 3,2',4'-Trihydroxy-4-methoxychalcone
  • 2-Propen-1-one, 1-(2,4-dihydroxyphenyl)-3-(3-hydroxy-4-methoxyphenyl)-
  • (E)-1-(2,4-dihydroxyphenyl)-3-(3-hydroxy-4-methoxyphenyl)prop-2-en-1-one
  • 1-(2,4-Dihydroxyphenyl)-3-(3-hydroxy-4-methoxyphenyl)prop-2-en-1-one
CAS:
13323-67-6
MF:
C16H14O5
MW:
286.28
Mol File:
13323-67-6.mol
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4-O-methylbutein Chemical Properties

Melting point:
198.5-200.5℃
Boiling point:
555.6±50.0 °C(Predicted)
Density 
1.369±0.06 g/cm3(Predicted)
pka
7.33±0.35(Predicted)
InChI
InChI=1S/C16H14O5/c1-21-16-7-3-10(8-15(16)20)2-6-13(18)12-5-4-11(17)9-14(12)19/h2-9,17,19-20H,1H3
InChIKey
WGVFVBIJKULVHA-UHFFFAOYSA-N
SMILES
C(C1=CC=C(O)C=C1O)(=O)C=CC1=CC=C(OC)C(O)=C1
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4-O-methylbutein Usage And Synthesis

Uses

4-O-Methylbutein is a phenolic glucoside that can be isolated from Elsholtzia ciliata.4-O-Methylbutein exhibits neuroprotective effects against glutamate-induced HT22 cell death with an EC50 of 35.2 μM[1].

Definition

ChEBI: 3,2',4'-Trihydroxy-4-methoxychalcone is a member of chalcones.

References

[1] Seo YH, et al. Chemical Constituents from the Aerial Parts of Elsholtzia ciliata and Their Protective Activities on Glutamate-Induced HT22 Cell Death. J Nat Prod. 2020 Oct 23;83(10):3149-3155. DOI:10.1021/acs.jnatprod.0c00756

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