[CAS NO. 578-86-9] Liquiritigenin

Name: Liquiritigenin
Brand: Arctom Scientific
SKU: AS007551

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PRODUCTS SPECIFICATIONS [578-86-9]

Distributor

Catalog

AS007551

Brand

Arctom Scientific

CAS

578-86-9

DESCRIPTION [578-86-9]

Overview

MDL	MFCD00287289
Molecular Weight	256.25
Molecular Formula	C15H12O4
SMILES	O=C1C=2C(O[C@@H](C1)C3=CC=C(O)C=C3)=CC(O)=CC2

For research use only.

Storage

3 years,-20°C,powder
1 years,-80°C,in solvent

Shipping

Room temperature shipping(Stability testing shows this product can be shipped without any cooling measures.)

Preparing Stock Solutions

Concentration Volume Mass	1 mg	5 mg	10 mg
1 mM	3.9024 mL	19.5122 mL	39.0244 mL
5 mM	0.7805 mL	3.9024 mL	7.8049 mL
10 mM	0.3902 mL	1.9512 mL	3.9024 mL
50 mM	0.0780 mL	0.3902 mL	0.7805 mL

Description

Liquiritigenin (4',7-Dihydroxyflavanone), the most active estrogenic compound from the root of Glycyrrhizae uralensis Fisch, selectively binds to with an IC50 value of 7.5 μM and activates multiple regulatory elements and native target genes with but not ERα.

Targets

ERβ ^[2]

VEGF ^[3]

In vitro

Liquiritigenin-treated murine osteoblastic MC3T3-E1 cells shows an increased alkaline phosphatase activity and enhances phosphorylation of Smad1/5 compared with untreated cells. Moreover, liquiritigenin inhibits osteoclast differentiation, its bone-resorption activity through slightly decreases the phosphorylation of extracellular signal-regulated kinase, c-Jun N-terminal kinase, and inhibitor of nuclear factor kappa B-α ; however, the phosphorylation of Akt and p38 slightly increase in bone marrow-derived osteoclasts. The expression levels of the osteoclast marker proteins nuclear factor of activated T-cell cytoplasmic-1, Src, and cathepsin K diminish. Liquiritigenin is shown to exert the following pharmacological effects: increased cell growth, increased alkaline phosphatase activity, promotion of collagen synthesis, and the mineralization of osteoblastic MC3T3-E1 cells. Liquiritigenin inhibits serum-induced HIF-1α and VEGF expression via the AKT/mTOR-p70S6K signaling pathway in HeLa cells.

In vivo

Liquiritigenin inhibits the growth of tumors in nude mice originating from human cervical cancer cell line HeLa cells, and reduces angiogenesis in a dose dependent manner. Liquiritigenin effectively reduces the levels of pro-inflammatory cytokines and the expressions of p-p65NF-κB and p-IκBα. Furthermore, liquiritigenin preconditioning could down-regulate the immobility time in tail suspension test (TST), forced swimming test (FST) and up-regulate BDNF and TrkB contents in hippocampus. Thus, liquiritigenin has antidepressant activity that might be attributed to its anti-inflammatory property and BDNF/TrkB signaling pathway.

References

[1] Uchino K, et al. Phytother Res. 2015, 29(11):1714-21.
[2] Mersereau JE, et al. Mol Cell Endocrinol. 2008, 283(1-2):49-57.
[3] Liu Y, et al. Molecules. 2012, 17(6):7206-16.
[4] Su Q, et al. Psychiatry Res. 2016, 240:131-136.

Synonyms

4H-1-Benzopyran-4-one, 2,3-dihydro-7-hydroxy-2-(4-hydroxyphenyl)-, (2S)-

Flavanone, 4′,7-dihydroxy-

4H-1-Benzopyran-4-one, 2,3-dihydro-7-hydroxy-2-(4-hydroxyphenyl)-, (S)-

(2S)-2,3-Dihydro-7-hydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one

Liquiritigenin

7,4′-Dihydroxyflavanone

4′,7-Dihydroxyflavanone

(-)-(2S)-7,4′-Dihydroxyflavanone

(2S)-Liquiritigenin

(-)-(S)-4′,7-Dihydroxyflavanone

(-)-Liquiritigenin

Menerba

(2S)-7-Hydroxy-2-(4-hydroxyphenyl)-2,3-dihydrochromen-4-one