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144506-15-0

144506-15-0 Structure

144506-15-0 Structure
IdentificationBack Directory
[Name]

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

144506-15-0
[Synonyms]

(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-butenyl)p henyl]-, (E)-
2-Propen-1-one, 3-(3,4-dihydroxy-2-methoxyphenyl)-1-[4-hydroxy-3-(3-methyl-2-buten-1-yl)phenyl]-, (2E)-
[Molecular Formula]

C21H22O5
[MOL File]

144506-15-0.mol
[Molecular Weight]

354.4
Chemical PropertiesBack Directory
[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
Hazard InformationBack Directory
[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
[storage]

4°C, protect from light
[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
Spectrum DetailBack Directory
[Spectrum Detail]

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