78825
Liquiritigenin
≥97.0% (HPLC)
Sinónimos:
7,4′-Dihydroxyflavanone, 7-Hydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-4H-1-benzopyran-4-one
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About This Item
Fórmula empírica (notación de Hill):
C15H12O4
Peso molecular:
256.25
Beilstein/REAXYS Number:
359378
MDL number:
UNSPSC Code:
12352202
PubChem Substance ID:
NACRES:
NA.28
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assay
≥97.0% (HPLC)
form
powder or crystals
impurities
≤7% water
application(s)
metabolomics
vitamins, nutraceuticals, and natural products
SMILES string
Oc1ccc(cc1)[C@@H]2CC(=O)c3ccc(O)cc3O2
InChI
1S/C15H12O4/c16-10-3-1-9(2-4-10)14-8-13(18)12-6-5-11(17)7-15(12)19-14/h1-7,14,16-17H,8H2/t14-/m0/s1
InChI key
FURUXTVZLHCCNA-AWEZNQCLSA-N
General description
Liquiritigenin is a flavonoid and an estrogenic compound found in licorice (Glycyrrhizae radix) root extract and several other plants.
Application
Liquiritigenin has been used:
- to study its inhibitory effect on tumor metastasis in the treatment of colorectal cancer
- as a reference standard for ultra-performance liquid chromatography (UPLC) of Chaihu-Shugan-San (CSS) extract
- as a potential antiviral drug against hepatitis C virus (HCV) infection
Biochem/physiol Actions
Liquiritigenin displays anti-diabetic and choleretic properties. It exerts anti-inflammatory activity on Raw246.7 cells by inhibiting nuclear factor kappa light chain enhancer of activated B cells (NF-κB)-dependent-induction of inducible NOS (iNOS). Liquiritigenin inhibits liver fibrogenesis by blocking Hippo/Yes-associated protein (YAP) and transforming growth factor-β1 (TGF-β1)/small mothers against decapentaplegic (Smad) components. It is a selective estrogen receptor β agonist cells. Liquiritigenin induces apoptosis in SMM-721 cells by disruption of the mitochondrial membrane potential and increased production of reactive oxygen species.
Packaging
Bottomless glass bottle. Contents are inside inserted fused cone.
Storage Class
11 - Combustible Solids
wgk_germany
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
Certificados de análisis (COA)
Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»
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Los clientes también vieron
Casey L Sayre et al.
Biomedical chromatography : BMC, 27(3), 404-406 (2012-07-21)
Pharmacometric characterization studies of liquiritigenin have historically overlooked its chiral nature. To achieve complete characterization, an analytical method enabling the detection and quantification of the individual enantiomers of racemic (±) liquiritigenin is necessary. Resolution of the enantiomers of liquiritigenin was
Rashmi Gaur et al.
Phytomedicine : international journal of phytotherapy and phytopharmacology, 21(4), 415-422 (2013-11-23)
Isoliquiritigenin (ISL), a chalcone and liquiritigenin (LTG), a flavonoid found in licorice roots and several other plants. ISL displays antioxidant, anti-inflammatory, antitumor and hepatoprotective activities whereas LTG is an estrogenic compound, acts as an agonist selective for the β-subtype of
Gangadhara R Sareddy et al.
Molecular cancer therapeutics, 11(5), 1174-1182 (2012-03-24)
Gliomas are the most common and devastating central nervous system neoplasms. A gender bias exists in their development: females are at lower risk than males, implicating estrogen-mediated protective effects. Estrogen functions are mediated by two estrogen receptor (ER) subtypes: ERα
Suengmok Cho et al.
Bioorganic & medicinal chemistry, 20(11), 3493-3501 (2012-05-01)
Licorice (Glycyrrhiza glabra, GG) is one of the most frequently used herbal medicines worldwide, and its various biological activities have been widely studied. GG is reported to have neurological properties such as antidepressant, anxiolytic, and anticonvulsant effects. However, its hypnotic
Jennifer E Mersereau et al.
Molecular and cellular endocrinology, 283(1-2), 49-57 (2008-01-08)
After the Women's Health Initiative found that the risks of hormone therapy outweighed the benefits, a need for alternative drugs to treat menopausal symptoms has emerged. We explored the possibility that botanical agents used in Traditional Chinese Medicine for menopausal
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