CAS 120926-46-7|Isoliquiritin apioside

Introduction:Basic information about CAS 120926-46-7|Isoliquiritin apioside, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
Common NameIsoliquiritin apioside
CAS Number120926-46-7Molecular Weight550.509
Density1.6±0.1 g/cm3Boiling Point901.0±65.0 °C at 760 mmHg
Molecular FormulaC26H30O13Melting Point/
MSDS/Flash Point301.9±27.8 °C

Names

Name(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
SynonymMore Synonyms

Isoliquiritin apioside BiologicalActivity

DescriptionIsoliquiritin apioside, a component isolated from Glycyrrhizae radix rhizome, significantly decreases PMA-induced increases in MMP9 activities and suppresses PMA-induced activation of MAPK and NF-κB. Isoliquiritin apioside auppresseses invasiveness and angiogenesis of cancer cells and endothelial cells[1].
Related CatalogResearch Areas >>CancerSignaling Pathways >>MAPK/ERK Pathway >>p38 MAPKSignaling Pathways >>Metabolic Enzyme/Protease >>MMP
Target

MMP9

NF-κB

p38 MAPK

In VitroIsoliquiritin apioside efficiently suppresses the PMA-induced gelatinolytic MMP-9 activity in HT1080 cells. Isoliquiritin apiosidealso decreases the PMA-induced increase in MMP-9 production in HT1080 cells.Isoliquiritin apioside possesses anti-metastatic and anti-angiogenic abilities in malignant cancer cells and endothelial cells (ECs), with no cytotoxicity[1].
References

[1]. Kim A1, et al. Isoliquiritin Apioside Suppresses in vitro Invasiveness and Angiogenesis of Cancer Cells and Endothelial Cells.Front Pharmacol. 2018 Dec 10;9:1455.

Chemical & Physical Properties

Density1.6±0.1 g/cm3
Boiling Point901.0±65.0 °C at 760 mmHg
Molecular FormulaC26H30O13
Molecular Weight550.509
Flash Point301.9±27.8 °C
Exact Mass550.168640
PSA215.83000
LogP1.96
Vapour Pressure0.0±0.3 mmHg at 25°C
Index of Refraction1.709
InChIKeyVMMVZVPAYFZNBM-KVFWHIKKSA-N
SMILESO=C(C=Cc1ccc(OC2OC(CO)C(O)C(O)C2OC2OCC(O)(CO)C2O)cc1)c1ccc(O)cc1O

Synonyms

2-Propen-1-one, 1-(2,4-dihydroxyphenyl)-3-[4-[[2-O-[(2S,3R,4R)-tetrahydro-3,4-dihydroxy-4-(hydroxymethyl)-2-furanyl]-β-D-glucopyranosyl]oxy]phenyl]-, (2E)-
4-[(1E)-3-(2,4-Dihydroxyphenyl)-3-oxo-1-propen-1-yl]phenyl 2-O-[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)tetrahydro-2-furanyl]-β-D-glucopyranoside
Neolicuroside
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