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4,4'-DIHYDROXY-2-METHOXYCHALCONE

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4,4'-DIHYDROXY-2-METHOXYCHALCONE Basic information

Product Name:
4,4'-DIHYDROXY-2-METHOXYCHALCONE
Synonyms:
  • (E)-3-(4-hydroxy-2-methoxyphenyl)-1-(4-hydroxyphenyl)prop-2-en-1-one
  • ECHINATIN
  • (E)-3-(4-Hydroxy-2-methoxyphenyl)-1-(4-hydroxyphenyl)-2-propen-1-one
  • (E)-4,4'-Dihydroxy-2-methoxychalcone
  • 4,4'-Dihydroxy-2-methoxy-trans-chalcone
  • ECHINATIN(RG)(CALL)
  • 4'-Dihydroxy-2-Methoxychalcone
  • Retrochalcone
CAS:
34221-41-5
MF:
C16H14O4
MW:
270.28
Product Categories:
  • chemical reagent
  • pharmaceutical intermediate
  • phytochemical
  • reference standards from Chinese medicinal herbs (TCM).
  • standardized herbal extract
  • sy
  • Chalcones
Mol File:
34221-41-5.mol
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4,4'-DIHYDROXY-2-METHOXYCHALCONE Chemical Properties

Melting point:
210°C (dec.)
Boiling point:
509.8±50.0 °C(Predicted)
Density 
1.282±0.06 g/cm3 (20 ºC 760 Torr)
storage temp. 
2-8°C
solubility 
DMSO : 250 mg/mL (924.97 mM; Need ultrasonic)
form 
powder
pka
7.82±0.15(Predicted)
color 
Orange
InChI
InChI=1S/C16H14O4/c1-20-16-10-14(18)8-4-12(16)5-9-15(19)11-2-6-13(17)7-3-11/h2-10,17-18H,1H3/b9-5+
InChIKey
QJKMIJNRNRLQSS-WEVVVXLNSA-N
SMILES
C(C1=CC=C(O)C=C1)(=O)/C=C/C1=CC=C(O)C=C1OC
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4,4'-DIHYDROXY-2-METHOXYCHALCONE Usage And Synthesis

Chemical Properties

White crystalline powder, soluble in organic solvents such as methanol, ethanol, and DMSO, derived from licorice root.

Uses

Echinatin is used as an anticancer agent inhibiting DNA topoisomerase IB and Tyrosyl-DNA phosphodiesterase 1 inhibitors.

in vivo

Echinatin (20 and 40 mg/kg, i.p.) inhibits LPS-induced septic shock in mice by inhibiting NLRP3 inflammasome activation[2].
Echinatin (20-80 mg/kg, i.p.) shows cardioprotective effect, and relieves I/R-Induced Myocardial Injury in rats[3].
Echinatin (20 and 50?mg/kg, p.o.) inhibits tumor growth and inhibits the AKT/mTOR pathway of KYSE270-derived tumor mice xenografts[4].

Animal Model:LPS-induced septic shock in mice[1]
Dosage:20 and 40 mg/kg
Administration:i.p.
Result: Inhibited LPS-induced IL-1β and TNF-α production.
Reduced the proportion and the number of neutrophils in peritoneal lavage cells from mice.

4,4'-DIHYDROXY-2-METHOXYCHALCONESupplier

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