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isoliquiritin apioside

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isoliquiritin apioside Basic information

Product Name:
isoliquiritin apioside
Synonyms:
  • isoliquiritin apioside
  • (2E)-3-[4-[(2-O-D-apio-beta-D-furanosyl-beta-D-glucopyranosyl)oxy]phenyl]-1-(2,4-dihydroxyphenyl)-2-propen-1-one
  • Soliquiritin apioside
  • Neolicuroside
  • (E)-3-[4-[(2S,3R,4S,5S,6R)-3-[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-1-(2,4-dihydroxyphenyl)prop-2-en-1-one
  • 2-Propen-1-one, 3-[4-[(2-O-D-apio-β-D-furanosyl-β-D-glucopyranosyl)oxy]phenyl]-1-(2,4-dihydroxyphenyl)-, (2E)-
  • isoliquiritin apioside USP/EP/BP
  • (E)-3-(4-(((2S,3R,4S,5S,6R)-3-(((2S,3R,4R)-3,4-Dihydroxy-4-(hydroxymethyl)tetrahydrofuran-2-yl)oxy)-4,5-dihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)phenyl)-1-(2,4-dihydroxyphenyl)prop-2-en-1-one
CAS:
120926-46-7
MF:
C26H30O13
MW:
550.51
Mol File:
120926-46-7.mol
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isoliquiritin apioside Chemical Properties

Boiling point:
901.0±65.0 °C(Predicted)
Density 
1.63
storage temp. 
-20°C, protect from light
solubility 
Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
form 
Powder
pka
7.46±0.35(Predicted)
color 
Yellow to orange
biological source
plant
Water Solubility 
water: slightly soluble
InChIKey
VMMVZVPAYFZNBM-KVFWHIKKSA-N
SMILES
O([C@@H]1OC[C@]([C@H]1O)(O)CO)[C@@H]1[C@H]([C@@H]([C@H](O[C@H]1OC1C=CC(=CC=1)/C=C/C(C1C=CC(=CC=1O)O)=O)CO)O)O
CAS DataBase Reference
120926-46-7
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isoliquiritin apioside Usage And Synthesis

Chemical Properties

White powder, soluble in methanol, ethanol, DMSO and other organic solvents, derived from licorice.

Uses

Isoliquiritin apioside can be used to resist myocardial ischemia and inhibit the proliferation of HIV.

Definition

ChEBI: Neolicuroside is a member of flavonoids and a glycoside.

Biological Activity

Neolicuroside modulates signaling pathways (e.g., MAPK, NF-KB), impacting vital cell processes such as proliferation, differentiation, and apoptosis. Its multitargeted mechanism includes scavenging free radicals, suppressing pro-inflammatory cytokine production, inhibiting matrix metalloproteinase (MMP) activity and hindering cancer cell growth through apoptosis and cell cycle arrest. Furthermore, it also exerts immunomodulatory effects possibly by activating toll-like receptor 4 (TLR4).

IC 50

MMP9; NF-κB; p38 MAPK

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