Basic information Safety Supplier Related

2-Propen-1-one, 3-(3,4-dihydroxy-2-Methoxyphenyl)-1-[4-hydroxy-3-(3-Methyl-2-butenyl)p henyl]-, (E)-

Basic information Safety Supplier Related

2-Propen-1-one, 3-(3,4-dihydroxy-2-Methoxyphenyl)-1-[4-hydroxy-3-(3-Methyl-2-butenyl)p henyl]-, (E)- Basic information

Product Name:
2-Propen-1-one, 3-(3,4-dihydroxy-2-Methoxyphenyl)-1-[4-hydroxy-3-(3-Methyl-2-butenyl)p henyl]-, (E)-
Synonyms:
  • 2-Propen-1-one, 3-(3,4-dihydroxy-2-Methoxyphenyl)-1-[4-hydroxy-3-(3-Methyl-2-butenyl)p henyl]-, (E)-
  • (E)-3-(3,4-dihydroxy-2-methoxyphenyl)-1-[4-hydroxy-3-(3-methylbut-2-enyl)phenyl]prop-2-en-1-one
  • 2-Propen-1-one, 3-(3,4-dihydroxy-2-methoxyphenyl)-1-[4-hydroxy-3-(3-methyl-2-buten-1-yl)phenyl]-, (2E)-
  • Licochalcone D,Apoptosis,A375,anti-cancer,antioxidant,Reactive Oxygen Species,Nuclear factor-κB,NF-κB p65,NF-κB,Nuclear factor-kappaB,Inhibitor,anti-inflammatory,inhibit
  • Licochalcone D, 10 mM in DMSO
  • (E)-3-(3,4-Dihydroxy-2-methoxyphenyl)-1-(4-hydroxy-3-(3-methylbut-2-en-1-yl)phenyl)prop-2-en-1-one
CAS:
144506-15-0
MF:
C21H22O5
MW:
354.4
Mol File:
144506-15-0.mol
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2-Propen-1-one, 3-(3,4-dihydroxy-2-Methoxyphenyl)-1-[4-hydroxy-3-(3-Methyl-2-butenyl)p henyl]-, (E)- Chemical Properties

Melting point:
113°
Boiling point:
590.0±50.0 °C(Predicted)
Density 
1.244±0.06 g/cm3(Predicted)
storage temp. 
4°C, protect from light
solubility 
DMSO: 125 mg/mL (352.71 mM)
form 
Solid
pka
8.38±0.20(Predicted)
color 
Light yellow to yellow
InChI
InChI=1S/C21H22O5/c1-13(2)4-5-15-12-16(8-10-18(15)23)17(22)9-6-14-7-11-19(24)20(25)21(14)26-3/h4,6-12,23-25H,5H2,1-3H3/b9-6+
InChIKey
RETRVWFVEFCGOK-RMKNXTFCSA-N
SMILES
C(C1=CC=C(O)C(C/C=C(/C)\C)=C1)(=O)/C=C/C1=CC=C(O)C(O)=C1OC
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2-Propen-1-one, 3-(3,4-dihydroxy-2-Methoxyphenyl)-1-[4-hydroxy-3-(3-Methyl-2-butenyl)p henyl]-, (E)- Usage And Synthesis

Chemical Properties

White crystalline powder, soluble in organic solvents such as methanol, ethanol, and DMSO, derived from the rhizome of Glycyrrhiza uralensis Fisch.

Uses

Licochalcone D, a flavonoid compound mainly existing in the root of Glycyrrhiza uralensis, is a potent and orally active inhibitor of NF-kappaB (NF-κB) p65. Licochalcone D possesses antioxidant, anti-inflammatory, anti-cancer properties[1][2].

in vivo

Licochalcone D (25 and 50 mg/kg; i.g.; daily for a week) inhibits the tumor growth in a mouse xenograft model of murine melanoma B16F0 cells[2].

Animal Model:C57BL/6 mice, B16F0 tumor model[2]
Dosage:25 and 50 mg/kg
Administration:Intragastric administration, daily for a week
Result:Obviously lowered the tumor growth rates, the tumor growth inhibition rates were calculated to be 32.0 and 54.1% at 25 and 50 mg/kg, respectively.

IC 50

p65

References

[1] Furusawa J, et al. Glycyrrhiza inflata-derived chalcones, Licochalcone A, Licochalcone B and Licochalcone D, inhibit phosphorylation of NF-kappaB p65 in LPS signaling pathway. Int Immunopharmacol. 2009 Apr;9(4):499-507. DOI:10.1016/j.intimp.2009.01.031
[2] Si L, et al. Licochalcone D induces apoptosis and inhibits migration and invasion in human melanoma A375 cells. Oncol Rep. 2018 May;39(5):2160-2170. DOI:10.3892/or.2018.6329

2-Propen-1-one, 3-(3,4-dihydroxy-2-Methoxyphenyl)-1-[4-hydroxy-3-(3-Methyl-2-butenyl)p henyl]-, (E)-Supplier

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2-Propen-1-one, 3-(3,4-dihydroxy-2-Methoxyphenyl)-1-[4-hydroxy-3-(3-Methyl-2-butenyl)p henyl]-, (E)-(144506-15-0)Related Product Information