961-29-5,MFCD00075907
Catalog No.:AA005VHK

961-29-5 | Isoliquiritigenin

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10mg
98+%
in stock  
$7.00   $5.00
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50mg
98+%
in stock  
$13.00   $9.00
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1g
>97.0%(T)(HPLC)
in stock  
$195.00   $136.00
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5g
95%
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$843.00   $590.00
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  • Technical Information
  • Properties
  • Literature
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Technical Information
Catalog Number:
AA005VHK
Chemical Name:
Isoliquiritigenin
CAS Number:
961-29-5
Molecular Formula:
C15H12O4
Molecular Weight:
256.2534
MDL Number:
MFCD00075907
SMILES:
Oc1ccc(cc1)/C=C/C(=O)c1ccc(cc1O)O
Properties
Properties
 
Form:
Solid  
MP:
206-210°C  
Solubility:
H2O: <0.1 mg/mL  
Stability:
Light Sensitive & Hygroscopic  
Storage:
Inert atmosphere;2-8℃;  

Computed Properties
 
Complexity:
331  
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
0  
Defined Bond Stereocenter Count:
1  
Formal Charge:
0  
Heavy Atom Count:
19  
Hydrogen Bond Acceptor Count:
4  
Hydrogen Bond Donor Count:
3  
Isotope Atom Count:
0  
Rotatable Bond Count:
3  
Undefined Atom Stereocenter Count:
0  
Undefined Bond Stereocenter Count:
0  
XLogP3:
3.2  

Literature

Title: Stable cellular models of nuclear receptor PXR for high-throughput evaluation of small molecules.

Journal: Toxicology in vitro : an international journal published in association with BIBRA 20181001

Title: Drug interaction study of flavonoids toward CYP3A4 and their quantitative structure activity relationship (QSAR) analysis for predicting potential effects.

Journal: Toxicology letters 20180915

Title: The inhibition effects of some natural products on lactoperoxidase purified from bovine milk.

Journal: Journal of biochemical and molecular toxicology 20170901

Title: Isoliquiritigenin exhibits anti-proliferative properties in the pituitary independent of estrogen receptor function.

Journal: Toxicology and applied pharmacology 20161215

Title: Effects of isoliquiritigenin on ovarian antral follicle growth and steroidogenesis.

Journal: Reproductive toxicology (Elmsford, N.Y.) 20161201

Title: Isoliquiritigenin impairs insulin signaling and adipocyte differentiation through the inhibition of protein-tyrosine phosphatase 1B oxidation in 3T3-L1 preadipocytes.

Journal: Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association 20160701

Title: Induction of NAD(P)H:Quinone Oxidoreductase 1 (NQO1) by Glycyrrhiza Species Used for Women's Health: Differential Effects of the Michael Acceptors Isoliquiritigenin and Licochalcone A.

Journal: Chemical research in toxicology 20151116

Title: Differential Effects of Glycyrrhiza Species on Genotoxic Estrogen Metabolism: Licochalcone A Downregulates P450 1B1, whereas Isoliquiritigenin Stimulates It.

Journal: Chemical research in toxicology 20150817

Title: Isoliquiritigenin attenuates oxidative hepatic damage induced by carbon tetrachloride with or without buthionine sulfoximine.

Journal: Chemico-biological interactions 20150105

Title: Downregulation of COX-2 and CYP 4A signaling by isoliquiritigenin inhibits human breast cancer metastasis through preventing anoikis resistance, migration and invasion.

Journal: Toxicology and applied pharmacology 20141001

Title: The licorice flavonoid isoliquiritigenin reduces DNA-binding activity of AhR in MCF-7 cells.

Journal: Chemico-biological interactions 20140925

Title: Isoliquiritigenin, a flavonoid from licorice, blocks M2 macrophage polarization in colitis-associated tumorigenesis through downregulating PGE2 and IL-6.

Journal: Toxicology and applied pharmacology 20140915

Title: Anti-hepatitis C virus compounds obtained from Glycyrrhiza uralensis and other Glycyrrhiza species.

Journal: Microbiology and immunology 20140301

Title: 4-Hydroxy TEMPO attenuates dichlorvos induced microglial activation and apoptosis.

Journal: ACS chemical neuroscience 20140219

Title: Multiple phytoestrogens inhibit cell growth and confer cytoprotection by inducing manganese superoxide dismutase expression.

Journal: Phytotherapy research : PTR 20140101

Title: Isoliquiritigenin induces growth inhibition and apoptosis through downregulating arachidonic acid metabolic network and the deactivation of PI3K/Akt in human breast cancer.

Journal: Toxicology and applied pharmacology 20131001

Title: Small molecule activators of the Nrf2-HO-1 antioxidant axis modulate heme metabolism and inflammation in BV2 microglia cells.

Journal: Pharmacological research 20131001

Title: Antispasmodic effect of shakuyakukanzoto extract on experimental muscle cramps in vivo: role of the active constituents of Glycyrrhizae radix.

Journal: Journal of ethnopharmacology 20130109

Title: Rat α-Fetoprotein binding affinities of a large set of structurally diverse chemicals elucidated the relationships between structures and binding affinities.

Journal: Chemical research in toxicology 20121119

Title: Isoliquiritigenin inhibits the growth of multiple myeloma via blocking IL-6 signaling.

Journal: Journal of molecular medicine (Berlin, Germany) 20121101

Title: Molecular signatures in response to Isoliquiritigenin in lymphoblastoid cell lines.

Journal: Biochemical and biophysical research communications 20121019

Title: Analgesic and uterine relaxant effects of isoliquiritigenin, a flavone from Glycyrrhiza glabra.

Journal: Phytotherapy research : PTR 20120901

Title: Licorice isoliquiritigenin suppresses RANKL-induced osteoclastogenesis in vitro and prevents inflammatory bone loss in vivo.

Journal: The international journal of biochemistry & cell biology 20120701

Title: Identification of myricetin and scutellarein as novel chemical inhibitors of the SARS coronavirus helicase, nsP13.

Journal: Bioorganic & medicinal chemistry letters 20120615

Title: Glycyrrhizin and isoliquiritigenin suppress the LPS sensor toll-like receptor 4/MD-2 complex signaling in a different manner.

Journal: Journal of leukocyte biology 20120601

Title: Discovery of flavonoid derivatives as anti-HCV agents via pharmacophore search combining molecular docking strategy.

Journal: European journal of medicinal chemistry 20120601

Title: The isolation of bioactive flavonoids from Jacaranda obtusifolia H. B. K. ssp. rhombifolia (G. F. W. Meijer) Gentry.

Journal: Acta pharmaceutica (Zagreb, Croatia) 20120601

Title: Isoliquiritigenin isolated from Glycyrrhiza uralensis protects neuronal cells against glutamate-induced mitochondrial dysfunction.

Journal: Biochemical and biophysical research communications 20120518

Title: Inhibitory effects of Glycyrrhizae radix and its active component, isoliquiritigenin, on Aβ(25-35)-induced neurotoxicity in cultured rat cortical neurons.

Journal: Archives of pharmacal research 20120501

Title: Construction of an Indonesian herbal constituents database and its use in Random Forest modelling in a search for inhibitors of aldose reductase.

Journal: Bioorganic & medicinal chemistry 20120201

Title: Mammalian target of rapamycin regulates isoliquiritigenin-induced autophagic and apoptotic cell death in adenoid cystic carcinoma cells.

Journal: Apoptosis : an international journal on programmed cell death 20120101

Title: Antibacterial activity of chalcones, hydrazones and oxadiazoles against methicillin-resistant Staphylococcus aureus.

Journal: Bioorganic & medicinal chemistry letters 20120101

Title: Novel action of the chalcone isoliquiritigenin as a cystic fibrosis transmembrane conductance regulator (CFTR) inhibitor: potential therapy for cholera and polycystic kidney disease.

Journal: Journal of pharmacological sciences 20120101

Title: Isoliquiritigenin isolated from licorice Glycyrrhiza uralensis prevents 6-hydroxydopamine-induced apoptosis in dopaminergic neurons.

Journal: Bioscience, biotechnology, and biochemistry 20120101

Title: Isoliquiritigenin treatment induces apoptosis by increasing intracellular ROS levels in HeLa cells.

Journal: Journal of Asian natural products research 20120101

Title: Elucidation of the methyl transfer mechanism catalyzed by chalcone O-methyltransferase: a density functional study.

Journal: Journal of computational chemistry 20111115

Title: Isoliquiritigenin is a novel NMDA receptor antagonist in kampo medicine yokukansan.

Journal: Cellular and molecular neurobiology 20111101

Title: Isoliquiritigenin, a chalcone compound, is a positive allosteric modulator of GABAA receptors and shows hypnotic effects.

Journal: Biochemical and biophysical research communications 20111007

Title: Comparative evaluation of two structurally related flavonoids, isoliquiritigenin and liquiritigenin, for their oral infection therapeutic potential.

Journal: Journal of natural products 20110923

Title: Isoliquiritigenin (4,2',4'-trihydroxychalcone): a new matrix-assisted laser desorption/ionization matrix with outstanding properties for the analysis of neutral oligosaccharides.

Journal: Analytica chimica acta 20110902

Title: Isoliquiritigenin from licorice root suppressed neovascularisation in experimental ocular angiogenesis models.

Journal: The British journal of ophthalmology 20110901

Title: The lipogenesis pathway as a cancer target.

Journal: Journal of medicinal chemistry 20110825

Title: Modulation of lipopolysaccharide-induced pro-inflammatory mediators by an extract of Glycyrrhiza glabra and its phytoconstituents.

Journal: Inflammopharmacology 20110801

Title: Growth inhibitory activities of oxyprenylated and non-prenylated naturally occurring phenylpropanoids in cancer cell lines.

Journal: Bioorganic & medicinal chemistry letters 20110715

Title: Antiobesity and lipid lowering effects of Glycyrrhiza chalcones: experimental and computational studies.

Journal: Phytomedicine : international journal of phytotherapy and phytopharmacology 20110615

Title: Structural requirements of flavonoids for the adipogenesis of 3T3-L1 cells.

Journal: Bioorganic & medicinal chemistry 20110501

Title: Dual inhibitory effect of Glycyrrhiza glabra (GutGard™) on COX and LOX products.

Journal: Phytomedicine : international journal of phytotherapy and phytopharmacology 20110215

Title: Chalcone-based inhibitors against hypoxia-inducible factor 1--structure activity relationship studies.

Journal: Bioorganic & medicinal chemistry letters 20110101

Title: Chalcones as novel influenza A (H1N1) neuraminidase inhibitors from Glycyrrhiza inflata.

Journal: Bioorganic & medicinal chemistry letters 20110101

Title: Reinvestigation of the synthesis of isoliquiritigenin: application of Horner-Wadsworth-Emmons reaction and Claisen-Schmidt condensation.

Journal: Chemical & pharmaceutical bulletin 20110101

Title: Determination of isoliquiritigenin and its distribution in mice by synchronous fluorescence spectrometry.

Journal: Analytical sciences : the international journal of the Japan Society for Analytical Chemistry 20110101

Title: Novel herbal flavonoids promote apoptosis but differentially induce cell cycle arrest in human colon cancer cell.

Journal: Investigational new drugs 20101201

Title: In vitro screening for angiostatic potential of herbal chemicals.

Journal: Investigative ophthalmology & visual science 20101201

Title: Inhibition of liver X receptor-α-dependent hepatic steatosis by isoliquiritigenin, a licorice antioxidant flavonoid, as mediated by JNK1 inhibition.

Journal: Free radical biology & medicine 20101201

Title: Suppression of homodimerization of toll-like receptor 4 by isoliquiritigenin.

Journal: Phytochemistry 20101001

Title: Effects of ILTG on DAPK1 promoter methylation in colon and leukemia cancer cell lines.

Journal: Anticancer research 20101001

Title: Sensitivity and resistance towards isoliquiritigenin, doxorubicin and methotrexate in T cell acute lymphoblastic leukaemia cell lines by pharmacogenomics.

Journal: Naunyn-Schmiedeberg's archives of pharmacology 20100901

Title: Isoliquiritigenin, a natural anti-oxidant, selectively inhibits the proliferation of prostate cancer cells.

Journal: Clinical and experimental pharmacology & physiology 20100801

Title: Mammalian target of rapamycin pathway promotes tumor-induced angiogenesis in adenoid cystic carcinoma: its suppression by isoliquiritigenin through dual activation of c-Jun NH2-terminal kinase and inhibition of extracellular signal-regulated kinase.

Journal: The Journal of pharmacology and experimental therapeutics 20100801

Title: Liquiritigenin derivatives and their hepatotoprotective activity.

Journal: Natural product communications 20100801

Title: Determination of flavonoids in licorice using acid hydrolysis and reversed-phase HPLC and evaluation of the chemical quality of cultivated licorice.

Journal: Planta medica 20100501

Title: AMPK-mediated GSK3beta inhibition by isoliquiritigenin contributes to protecting mitochondria against iron-catalyzed oxidative stress.

Journal: Biochemical pharmacology 20100501

Title: The licorice flavonoid isoliquiritigenin suppresses phorbol ester-induced cyclooxygenase-2 expression in the non-tumorigenic MCF-10A breast cell line.

Journal: Planta medica 20100501

Title: Isoliquiritigenin suppresses the Toll-interleukin-1 receptor domain-containing adapter inducing interferon-beta (TRIF)-dependent signaling pathway of Toll-like receptors by targeting TBK1.

Journal: Journal of agricultural and food chemistry 20100428

Title: Isoliquiritigenin entails blockade of TGF-beta1-SMAD signaling for retarding high glucose-induced mesangial matrix accumulation.

Journal: Journal of agricultural and food chemistry 20100310

Title: Inhibition of neuraminidase activity by polyphenol compounds isolated from the roots of Glycyrrhiza uralensis.

Journal: Bioorganic & medicinal chemistry letters 20100201

Title: Cancer chemopreventive activity and metabolism of isoliquiritigenin, a compound found in licorice.

Journal: Cancer prevention research (Philadelphia, Pa.) 20100201

Title: Licorice isoliquiritigenin dampens angiogenic activity via inhibition of MAPK-responsive signaling pathways leading to induction of matrix metalloproteinases.

Journal: The Journal of nutritional biochemistry 20100101

Title: Flavonoids from the heartwood of the Thai medicinal plant Dalbergia parviflora and their effects on estrogenic-responsive human breast cancer cells.

Journal: Journal of natural products 20091201

Title: Structure-activity relationship studies of chalcone leading to 3-hydroxy-4,3',4',5'-tetramethoxychalcone and its analogues as potent nuclear factor kappaB inhibitors and their anticancer activities.

Journal: Journal of medicinal chemistry 20091126

Title: 7-Hydroxy-benzopyran-4-one derivatives: a novel pharmacophore of peroxisome proliferator-activated receptor alpha and -gamma (PPARalpha and gamma) dual agonists.

Journal: Journal of medicinal chemistry 20091112

Title: Integrated metabolite and transcript profiling identify a biosynthetic mechanism for hispidol in Medicago truncatula cell cultures.

Journal: Plant physiology 20091101

Title: Suppression of the TRIF-dependent signaling pathway of toll-like receptors by isoliquiritigenin in RAW264.7 macrophages.

Journal: Molecules and cells 20091031

Title: Genetic mapping of targets mediating differential chemical phenotypes in Plasmodium falciparum.

Journal: Nature chemical biology 20091001

Title: Identification of antiadipogenic constituents of the rhizomes of Anemarrhena asphodeloides.

Journal: Journal of natural products 20091001

Title: Protective effects of isoliquiritigenin against methamphetamine-induced neurotoxicity in mice.

Journal: Journal of pharmacological sciences 20091001

Title: Isoliquiritigenin inhibits migration and invasion of prostate cancer cells: possible mediation by decreased JNK/AP-1 signaling.

Journal: The Journal of nutritional biochemistry 20090901

Title: Inhibitory effect of chalcones and their derivatives from Glycyrrhiza inflata on protein tyrosine phosphatase 1B.

Journal: Bioorganic & medicinal chemistry letters 20090901

Title: Cytotoxic activity of isoliquiritigenin towards CCRF-CEM leukemia cells and its effect on DNA damage.

Journal: Planta medica 20090801

Title: Shallot and licorice constituent isoliquiritigenin arrests cell cycle progression and induces apoptosis through the induction of ATM/p53 and initiation of the mitochondrial system in human cervical carcinoma HeLa cells.

Journal: Molecular nutrition & food research 20090701

Title: Antiplasmodial isoflavanones from the roots of Sophora mollis.

Journal: Journal of natural products 20090701

Title: Isoliquiritigenin induces G2 and M phase arrest by inducing DNA damage and by inhibiting the metaphase/anaphase transition.

Journal: Cancer letters 20090518

Title: Synthesis of (+/-)Abyssinone I and related compounds: Their anti-oxidant and cytotoxic activities.

Journal: European journal of medicinal chemistry 20090501

Title: Isoliquiritigenin, from Dalbergia odorifera, up-regulates anti-inflammatory heme oxygenase-1 expression in RAW264.7 macrophages.

Journal: Inflammation research : official journal of the European Histamine Research Society ... [et al.] 20090501

Title: Isoliquiritigenin, a flavonoid from licorice, plays a dual role in regulating gastrointestinal motility in vitro and in vivo.

Journal: Phytotherapy research : PTR 20090401

Title: [Studies on chemical constituents of root of Millettia speciosa].

Journal: Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials 20090401

Title: Isoliquiritigenin induces monocytic differentiation of HL-60 cells.

Journal: Free radical biology & medicine 20090315

Title: Dietary administration of the licorice flavonoid isoliquiritigenin deters the growth of MCF-7 cells overexpressing aromatase.

Journal: International journal of cancer 20090301

Title: Induction of cell cycle arrest in prostate cancer cells by the dietary compound isoliquiritigenin.

Journal: Journal of medicinal food 20090201

Title: Two flavonoids extracts from Glycyrrhizae radix inhibit in vitro hepatitis C virus replication.

Journal: Hepatology research : the official journal of the Japan Society of Hepatology 20090101

Title: Inhibitory effects of isoliquiritigenin and licorice extract on voltage-dependent K(+) currents in H9c2 cells.

Journal: Journal of pharmacological sciences 20081201

Title: Small molecule modifier screen for kit-dependent functions in zebrafish embryonic melanocytes.

Journal: Zebrafish 20081201

Title: Proteomic and behavioral analysis of response to isoliquiritigenin in brains of acute cocaine treated rats.

Journal: Journal of proteome research 20081201

Title: Biotransformation of the chemopreventive agent 2',4',4-trihydroxychalcone (isoliquiritigenin) by UDP-glucuronosyltransferases.

Journal: Drug metabolism and disposition: the biological fate of chemicals 20081001

Title: Naturally occurring homoisoflavonoids function as potent protein tyrosine kinase inhibitors by c-Src-based high-throughput screening.

Journal: Journal of medicinal chemistry 20080814

Title: Induction of growth inhibition and apoptosis in human uterine leiomyoma cells by isoliquiritigenin.

Journal: Reproductive sciences (Thousand Oaks, Calif.) 20080701

Title: C-geranylated chalcones from the stems of Angelica keiskei with superoxide-scavenging activity.

Journal: Journal of natural products 20080701

Title: Dynamic effects on reaction rates in a Michael addition catalyzed by chalcone isomerase. Beyond the frozen environment approach.

Journal: Journal of the American Chemical Society 20080611

Title: Isoliquiritigenin, a flavonoid from licorice, relaxes guinea-pig tracheal smooth muscle in vitro and in vivo: role of cGMP/PKG pathway.

Journal: European journal of pharmacology 20080610

Title: Isoliquiritigenin suppresses cocaine-induced extracellular dopamine release in rat brain through GABA(B) receptor.

Journal: European journal of pharmacology 20080610

Title: Rikkunshito, an herbal medicine, suppresses cisplatin-induced anorexia in rats via 5-HT2 receptor antagonism.

Journal: Gastroenterology 20080601

Title: Same-single-cell analysis for the study of drug efflux modulation of multidrug resistant cells using a microfluidic chip.

Journal: Analytical chemistry 20080601

Title: Isoliquiritigenin inhibits cell proliferation by a heme oxygenase-dependent pathway in rat hepatic stellate cells.

Journal: Planta medica 20080601

Title: Cytotoxic constituents from Brazilian red propolis and their structure-activity relationship.

Journal: Bioorganic & medicinal chemistry 20080515

Title: Isoliquiritigenin isolated from the roots of Glycyrrhiza uralensis inhibits LPS-induced iNOS and COX-2 expression via the attenuation of NF-kappaB in RAW 264.7 macrophages.

Journal: European journal of pharmacology 20080414

Title: Isoliquiritigenin inhibits tumor growth and protects the kidney and liver against chemotherapy-induced toxicity in a mouse xenograft model of colon carcinoma.

Journal: Journal of pharmacological sciences 20080301

Title: In vitro metabolism of isoliquiritigenin by human liver microsomes.

Journal: Drug metabolism and disposition: the biological fate of chemicals 20080201

Title: Down-regulation of androgen-receptor and PSA by phytochemicals.

Journal: International journal of oncology 20080201

Title: Constituents of Brazilian red propolis and their preferential cytotoxic activity against human pancreatic PANC-1 cancer cell line in nutrient-deprived condition.

Journal: Bioorganic & medicinal chemistry 20080101

Title: [Chemical constituents from Spatholobus sinensis].

Journal: Yao xue xue bao = Acta pharmaceutica Sinica 20080101

Title: Anthraquinones with quinone reductase-inducing activity and benzophenones from Morinda citrifolia (noni) roots.

Journal: Journal of natural products 20071201

Title: Saireito probably prevents mesangial cell proliferation in HIGA mice via PDGF-BB tyrosine kinase inhibition.

Journal: Clinical and experimental nephrology 20071201

Title: Simultaneous analysis of glycyrrhizin, paeoniflorin, quercetin, ferulic acid, liquiritin, formononetin, benzoic acid and isoliquiritigenin in the Chinese proprietary medicine Xiao Yao Wan by HPLC.

Journal: Journal of pharmaceutical and biomedical analysis 20071105

Title: Flavonoid inhibitors as novel antimycobacterial agents targeting Rv0636, a putative dehydratase enzyme involved in Mycobacterium tuberculosis fatty acid synthase II.

Journal: Microbiology (Reading, England) 20071001

Title: Enzymatic effects on reactant and transition states. The case of chalcone isomerase.

Journal: Journal of the American Chemical Society 20070725

Title: Anti-oxidant constituents of the roots and stolons of licorice (Glycyrrhiza glabra).

Journal: Journal of agricultural and food chemistry 20070613

Title: Isoliquiritigenin inhibits IkappaB kinase activity and ROS generation to block TNF-alpha induced expression of cell adhesion molecules on human endothelial cells.

Journal: Biochemical pharmacology 20070515

Title: Blockade of cytokine-induced endothelial cell adhesion molecule expression by licorice isoliquiritigenin through NF-kappaB signal disruption.

Journal: Experimental biology and medicine (Maywood, N.J.) 20070201

Title: Isoliquiritigenin, one of the antispasmodic principles of Glycyrrhiza ularensis roots, acts in the lower part of intestine.

Journal: Biological & pharmaceutical bulletin 20070101

Title: Involvement of the alpha4beta2 nicotinic receptor subtype in nicotine-induced attenuation of delta9-THC cerebellar ataxia: role of cerebellar nitric oxide.

Journal: Pharmacology, biochemistry, and behavior 20070101

Title: Prediction of estrogen receptor agonists and characterization of associated molecular descriptors by statistical learning methods.

Journal: Journal of molecular graphics & modelling 20061101

Title: Metallothionein mediates cardioprotection of isoliquiritigenin against ischemia-reperfusion through JAK2/STAT3 activation.

Journal: Acta pharmacologica Sinica 20061101

Title: Protein tyrosine phosphatase-1B inhibitory activity of isoprenylated flavonoids isolated from Erythrina mildbraedii.

Journal: Journal of natural products 20061101

Title: Isoliquiritigenin induces apoptosis by depolarizing mitochondrial membranes in prostate cancer cells.

Journal: The Journal of nutritional biochemistry 20061001

Title: Isoliquiritigenin selectively inhibits H(2) histamine receptor signaling.

Journal: Molecular pharmacology 20060801

Title: Microsphere-based protease assays and screening application for lethal factor and factor Xa.

Journal: Cytometry. Part A : the journal of the International Society for Analytical Cytology 20060501

Title: Protective effects of isoliquiritigenin in transient middle cerebral artery occlusion-induced focal cerebral ischemia in rats.

Journal: Pharmacological research 20060301

Title: Quinone reductase induction as a biomarker for cancer chemoprevention.

Journal: Journal of natural products 20060301

Title: Cyclooxygenase-2 plays a suppressive role for induction of apoptosis in isoliquiritigenin-treated mouse colon cancer cells.

Journal: Cancer letters 20060118

Title: Isoflavonoids and other compounds from Psorothamnus arborescens with antiprotozoal activities.

Journal: Journal of natural products 20060101

Title: Isoliquiritigenin (ISL) inhibits ErbB3 signaling in prostate cancer cells.

Journal: BioFactors (Oxford, England) 20060101

Title: Effect of isoliquiritigenin on viability and differentiated functions of human hepatocytes maintained on PEEK-WC-polyurethane membranes.

Journal: Biomaterials 20051101

Title: Structural elucidation of chalcone reductase and implications for deoxychalcone biosynthesis.

Journal: The Journal of biological chemistry 20050826

Title: One step isolation and purification of liquiritigenin and isoliquiritigenin from Glycyrrhiza uralensis Risch. using high-speed counter-current chromatography.

Journal: Journal of chromatography. A 20050617

Title: Isoliquiritigenin induces apoptosis and cell cycle arrest through p53-dependent pathway in Hep G2 cells.

Journal: Life sciences 20050603

Title: Neoflavonoids and related constituents from Nepalese propolis and their nitric oxide production inhibitory activity.

Journal: Journal of natural products 20050601

Title: Isoliquiritigenin inhibits cell proliferation and induces apoptosis in human hepatoma cells.

Journal: Planta medica 20050201

Title: Tumor-specificity and apoptosis-inducing activity of stilbenes and flavonoids.

Journal: Anticancer research 20050101

Title: Genista tinctoria hairy root cultures for selective production of isoliquiritigenin.

Journal: Zeitschrift fur Naturforschung. C, Journal of biosciences 20050101

Title: Probing biosynthesis of plant polyketides with synthetic N-acetylcysteamine thioesters.

Journal: Biochemical and biophysical research communications 20041210

Title: Chemical analysis of raw, dry-roasted, and honey-roasted licorice by capillary electrophoresis.

Journal: Electrophoresis 20041001

Title: Determination of liquiritigenin and isoliquiritigenin in Glycyrrhiza uralensis and its medicinal preparations by capillary electrophoresis with electrochemical detection.

Journal: Journal of chromatography. A 20040709

Title: Isoliquiritigenin inhibits the proliferation and induces the apoptosis of human non-small cell lung cancer a549 cells.

Journal: Clinical and experimental pharmacology & physiology 20040701

Title: First bacterial chalcone isomerase isolated from Eubacterium ramulus.

Journal: Archives of microbiology 20040601

Title: Isoliquiritigenin, a flavonoid from licorice, reduces prostaglandin E2 and nitric oxide, causes apoptosis, and suppresses aberrant crypt foci development.

Journal: Cancer science 20040501

Title: Induction of cell cycle arrest and p21(CIP1/WAF1) expression in human lung cancer cells by isoliquiritigenin.

Journal: Cancer letters 20040415

Title: Differential and special properties of the major human UGT1-encoded gastrointestinal UDP-glucuronosyltransferases enhance potential to control chemical uptake.

Journal: The Journal of biological chemistry 20040109

Title: The inhibitory effects of flavonoids and antiestrogens on the Glut1 glucose transporter in human erythrocytes.

Journal: Chemico-biological interactions 20031215

Title: Flavonoids from Dalbergia louvelii and their antiplasmodial activity.

Journal: Journal of natural products 20031101

Title: Potential cncer chemopreventive flavonoids from the stems of Tephrosia toxicaria.

Journal: Journal of natural products 20030901

Title: [Studies on chemical constituents of Hedysarum polybotrys].

Journal: Yao xue xue bao = Acta pharmaceutica Sinica 20030801

Title: [Studies on chemical constituents from the root of Polygonatum kingianum].

Journal: Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20030601

Title: Isoliquiritigenin inhibits the growth of prostate cancer.

Journal: European urology 20030501

Title: Potential cancer chemopreventive constituents of the seeds of Dipteryx odorata (tonka bean).

Journal: Journal of natural products 20030501

Title: Legume natural products: understanding and manipulating complex pathways for human and animal health.

Journal: Plant physiology 20030301

Title: Glabrene and isoliquiritigenin as tyrosinase inhibitors from licorice roots.

Journal: Journal of agricultural and food chemistry 20030226

Title: Estrogenic and antiproliferative activities of isoliquiritigenin in MCF7 breast cancer cells.

Journal: The Journal of steroid biochemistry and molecular biology 20021101

Title: Isoliquiritigenin suppresses pulmonary metastasis of mouse renal cell carcinoma.

Journal: Cancer letters 20020908

Title: Role of hydrogen bonds in the reaction mechanism of chalcone isomerase.

Journal: Biochemistry 20020423

Title: Sustained ER Ca2+ depletion suppresses protein synthesis and induces activation-enhanced cell death in mast cells.

Journal: The Journal of biological chemistry 20020419

Title: CoMFA and CoMSIA 3D QSAR and docking studies on conformationally-restrained cinnamoyl HIV-1 integrase inhibitors: exploration of a binding mode at the active site.

Journal: Journal of medicinal chemistry 20020214

Title: Studies on cancer chemoprevention by traditional folk medicines XXV. Inhibitory effect of isoliquiritigenin on azoxymethane-induced murine colon aberrant crypt focus formation and carcinogenesis.

Journal: Biological & pharmaceutical bulletin 20020201

Title: Apoptosis induced by isoliquiritigenin in human gastric cancer MGC-803 cells.

Journal: Planta medica 20011101

Title: Structures of two natural product methyltransferases reveal the basis for substrate specificity in plant O-methyltransferases.

Journal: Nature structural biology 20010301

Title: Influence of natural and synthetic compounds on cell surface expression of cell adhesion molecules, ICAM-1 and VCAM-1.

Journal: Planta medica 20010301

Title: Flavonoids inhibit cell growth and induce apoptosis in B16 melanoma 4A5 cells.

Journal: Bioscience, biotechnology, and biochemistry 20000901

Title: Cytotoxic activity of low molecular weight polyphenols against human oral tumor cell lines.

Journal: Anticancer research 20000101

Title: Geometrically and conformationally restrained cinnamoyl compounds as inhibitors of HIV-1 integrase: synthesis, biological evaluation, and molecular modeling.

Journal: Journal of medicinal chemistry 19981008

Title: Anti-human immunodeficiency virus phenolics from licorice.

Journal: Chemical & pharmaceutical bulletin 19880601

Title: Aida K, et al. Isoliquiritigenin: a new aldose reductase inhibitor from glycyrrhizae radix. Planta Med. 1990 Jun;56(3):254-8.

Title: Sato Y, et al. Isoliquiritigenin, one of the antispasmodic principles of Glycyrrhiza ularensis roots, acts in the lower part of intestine. Biol Pharm Bull. 2007 Jan;30(1):145-9.

Title: Zhang X. Natural antioxidant-isoliquiritigenin ameliorates contractile dysfunction of hypoxic cardiomyocytes via AMPK signaling pathway. Mediators Inflamm. 2013;2013:390890.

Title: Chen X, et al. Isoliquiritigenin inhibits the growth of multiple myeloma via blocking IL-6 signaling. J Mol Med (Berl). 2012 Nov;90(11):1311-9.

Title: Traboulsi H, et al. The Flavonoid Isoliquiritigenin Reduces Lung Inflammation and Mouse Morbidity during Influenza Virus Infection. Antimicrob Agents Chemother. 2015 Oct;59(10):6317-27.

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Tags:961-29-5 Molecular Formula|961-29-5 MDL|961-29-5 SMILES|961-29-5 Isoliquiritigenin
Catalog No.: AA005VHK
961-29-5,MFCD00075907
961-29-5 | Isoliquiritigenin
Pack Size: 10mg
Purity: 98+%
in stock
$7.00 $5.00
Pack Size: 50mg
Purity: 98+%
in stock
$13.00 $9.00
Pack Size: 1g
Purity: >97.0%(T)(HPLC)
in stock
$195.00 $136.00
Pack Size: 5g
Purity: 95%
in stock
$843.00 $590.00
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Technical Information
Catalog Number: AA005VHK
Chemical Name: Isoliquiritigenin
CAS Number: 961-29-5
Molecular Formula: C15H12O4
Molecular Weight: 256.2534
MDL Number: MFCD00075907
SMILES: Oc1ccc(cc1)/C=C/C(=O)c1ccc(cc1O)O
Properties
Form: Solid  
MP: 206-210°C  
Solubility: H2O: <0.1 mg/mL  
Stability: Light Sensitive & Hygroscopic  
Storage: Inert atmosphere;2-8℃;  
Complexity: 331  
Covalently-Bonded Unit Count: 1  
Defined Atom Stereocenter Count: 0  
Defined Bond Stereocenter Count: 1  
Formal Charge: 0  
Heavy Atom Count: 19  
Hydrogen Bond Acceptor Count: 4  
Hydrogen Bond Donor Count: 3  
Isotope Atom Count: 0  
Rotatable Bond Count: 3  
Undefined Atom Stereocenter Count: 0  
Undefined Bond Stereocenter Count: 0  
XLogP3: 3.2  
Literature fold

Title: Stable cellular models of nuclear receptor PXR for high-throughput evaluation of small molecules.

Journal: Toxicology in vitro : an international journal published in association with BIBRA20181001

Title: Drug interaction study of flavonoids toward CYP3A4 and their quantitative structure activity relationship (QSAR) analysis for predicting potential effects.

Journal: Toxicology letters20180915

Title: The inhibition effects of some natural products on lactoperoxidase purified from bovine milk.

Journal: Journal of biochemical and molecular toxicology20170901

Title: Isoliquiritigenin exhibits anti-proliferative properties in the pituitary independent of estrogen receptor function.

Journal: Toxicology and applied pharmacology20161215

Title: Effects of isoliquiritigenin on ovarian antral follicle growth and steroidogenesis.

Journal: Reproductive toxicology (Elmsford, N.Y.)20161201

Title: Isoliquiritigenin impairs insulin signaling and adipocyte differentiation through the inhibition of protein-tyrosine phosphatase 1B oxidation in 3T3-L1 preadipocytes.

Journal: Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association20160701

Title: Induction of NAD(P)H:Quinone Oxidoreductase 1 (NQO1) by Glycyrrhiza Species Used for Women's Health: Differential Effects of the Michael Acceptors Isoliquiritigenin and Licochalcone A.

Journal: Chemical research in toxicology20151116

Title: Differential Effects of Glycyrrhiza Species on Genotoxic Estrogen Metabolism: Licochalcone A Downregulates P450 1B1, whereas Isoliquiritigenin Stimulates It.

Journal: Chemical research in toxicology20150817

Title: Isoliquiritigenin attenuates oxidative hepatic damage induced by carbon tetrachloride with or without buthionine sulfoximine.

Journal: Chemico-biological interactions20150105

Title: Downregulation of COX-2 and CYP 4A signaling by isoliquiritigenin inhibits human breast cancer metastasis through preventing anoikis resistance, migration and invasion.

Journal: Toxicology and applied pharmacology20141001

Title: The licorice flavonoid isoliquiritigenin reduces DNA-binding activity of AhR in MCF-7 cells.

Journal: Chemico-biological interactions20140925

Title: Isoliquiritigenin, a flavonoid from licorice, blocks M2 macrophage polarization in colitis-associated tumorigenesis through downregulating PGE2 and IL-6.

Journal: Toxicology and applied pharmacology20140915

Title: Anti-hepatitis C virus compounds obtained from Glycyrrhiza uralensis and other Glycyrrhiza species.

Journal: Microbiology and immunology20140301

Title: 4-Hydroxy TEMPO attenuates dichlorvos induced microglial activation and apoptosis.

Journal: ACS chemical neuroscience20140219

Title: Multiple phytoestrogens inhibit cell growth and confer cytoprotection by inducing manganese superoxide dismutase expression.

Journal: Phytotherapy research : PTR20140101

Title: Isoliquiritigenin induces growth inhibition and apoptosis through downregulating arachidonic acid metabolic network and the deactivation of PI3K/Akt in human breast cancer.

Journal: Toxicology and applied pharmacology20131001

Title: Small molecule activators of the Nrf2-HO-1 antioxidant axis modulate heme metabolism and inflammation in BV2 microglia cells.

Journal: Pharmacological research20131001

Title: Antispasmodic effect of shakuyakukanzoto extract on experimental muscle cramps in vivo: role of the active constituents of Glycyrrhizae radix.

Journal: Journal of ethnopharmacology20130109

Title: Rat α-Fetoprotein binding affinities of a large set of structurally diverse chemicals elucidated the relationships between structures and binding affinities.

Journal: Chemical research in toxicology20121119

Title: Isoliquiritigenin inhibits the growth of multiple myeloma via blocking IL-6 signaling.

Journal: Journal of molecular medicine (Berlin, Germany)20121101

Title: Molecular signatures in response to Isoliquiritigenin in lymphoblastoid cell lines.

Journal: Biochemical and biophysical research communications20121019

Title: Analgesic and uterine relaxant effects of isoliquiritigenin, a flavone from Glycyrrhiza glabra.

Journal: Phytotherapy research : PTR20120901

Title: Licorice isoliquiritigenin suppresses RANKL-induced osteoclastogenesis in vitro and prevents inflammatory bone loss in vivo.

Journal: The international journal of biochemistry & cell biology20120701

Title: Identification of myricetin and scutellarein as novel chemical inhibitors of the SARS coronavirus helicase, nsP13.

Journal: Bioorganic & medicinal chemistry letters20120615

Title: Glycyrrhizin and isoliquiritigenin suppress the LPS sensor toll-like receptor 4/MD-2 complex signaling in a different manner.

Journal: Journal of leukocyte biology20120601

Title: Discovery of flavonoid derivatives as anti-HCV agents via pharmacophore search combining molecular docking strategy.

Journal: European journal of medicinal chemistry20120601

Title: The isolation of bioactive flavonoids from Jacaranda obtusifolia H. B. K. ssp. rhombifolia (G. F. W. Meijer) Gentry.

Journal: Acta pharmaceutica (Zagreb, Croatia)20120601

Title: Isoliquiritigenin isolated from Glycyrrhiza uralensis protects neuronal cells against glutamate-induced mitochondrial dysfunction.

Journal: Biochemical and biophysical research communications20120518

Title: Inhibitory effects of Glycyrrhizae radix and its active component, isoliquiritigenin, on Aβ(25-35)-induced neurotoxicity in cultured rat cortical neurons.

Journal: Archives of pharmacal research20120501

Title: Construction of an Indonesian herbal constituents database and its use in Random Forest modelling in a search for inhibitors of aldose reductase.

Journal: Bioorganic & medicinal chemistry20120201

Title: Mammalian target of rapamycin regulates isoliquiritigenin-induced autophagic and apoptotic cell death in adenoid cystic carcinoma cells.

Journal: Apoptosis : an international journal on programmed cell death20120101

Title: Antibacterial activity of chalcones, hydrazones and oxadiazoles against methicillin-resistant Staphylococcus aureus.

Journal: Bioorganic & medicinal chemistry letters20120101

Title: Novel action of the chalcone isoliquiritigenin as a cystic fibrosis transmembrane conductance regulator (CFTR) inhibitor: potential therapy for cholera and polycystic kidney disease.

Journal: Journal of pharmacological sciences20120101

Title: Isoliquiritigenin isolated from licorice Glycyrrhiza uralensis prevents 6-hydroxydopamine-induced apoptosis in dopaminergic neurons.

Journal: Bioscience, biotechnology, and biochemistry20120101

Title: Isoliquiritigenin treatment induces apoptosis by increasing intracellular ROS levels in HeLa cells.

Journal: Journal of Asian natural products research20120101

Title: Elucidation of the methyl transfer mechanism catalyzed by chalcone O-methyltransferase: a density functional study.

Journal: Journal of computational chemistry20111115

Title: Isoliquiritigenin is a novel NMDA receptor antagonist in kampo medicine yokukansan.

Journal: Cellular and molecular neurobiology20111101

Title: Isoliquiritigenin, a chalcone compound, is a positive allosteric modulator of GABAA receptors and shows hypnotic effects.

Journal: Biochemical and biophysical research communications20111007

Title: Comparative evaluation of two structurally related flavonoids, isoliquiritigenin and liquiritigenin, for their oral infection therapeutic potential.

Journal: Journal of natural products20110923

Title: Isoliquiritigenin (4,2',4'-trihydroxychalcone): a new matrix-assisted laser desorption/ionization matrix with outstanding properties for the analysis of neutral oligosaccharides.

Journal: Analytica chimica acta20110902

Title: Isoliquiritigenin from licorice root suppressed neovascularisation in experimental ocular angiogenesis models.

Journal: The British journal of ophthalmology20110901

Title: The lipogenesis pathway as a cancer target.

Journal: Journal of medicinal chemistry20110825

Title: Modulation of lipopolysaccharide-induced pro-inflammatory mediators by an extract of Glycyrrhiza glabra and its phytoconstituents.

Journal: Inflammopharmacology20110801

Title: Growth inhibitory activities of oxyprenylated and non-prenylated naturally occurring phenylpropanoids in cancer cell lines.

Journal: Bioorganic & medicinal chemistry letters20110715

Title: Antiobesity and lipid lowering effects of Glycyrrhiza chalcones: experimental and computational studies.

Journal: Phytomedicine : international journal of phytotherapy and phytopharmacology20110615

Title: Structural requirements of flavonoids for the adipogenesis of 3T3-L1 cells.

Journal: Bioorganic & medicinal chemistry20110501

Title: Dual inhibitory effect of Glycyrrhiza glabra (GutGard™) on COX and LOX products.

Journal: Phytomedicine : international journal of phytotherapy and phytopharmacology20110215

Title: Chalcone-based inhibitors against hypoxia-inducible factor 1--structure activity relationship studies.

Journal: Bioorganic & medicinal chemistry letters20110101

Title: Chalcones as novel influenza A (H1N1) neuraminidase inhibitors from Glycyrrhiza inflata.

Journal: Bioorganic & medicinal chemistry letters20110101

Title: Reinvestigation of the synthesis of isoliquiritigenin: application of Horner-Wadsworth-Emmons reaction and Claisen-Schmidt condensation.

Journal: Chemical & pharmaceutical bulletin20110101

Title: Determination of isoliquiritigenin and its distribution in mice by synchronous fluorescence spectrometry.

Journal: Analytical sciences : the international journal of the Japan Society for Analytical Chemistry20110101

Title: Novel herbal flavonoids promote apoptosis but differentially induce cell cycle arrest in human colon cancer cell.

Journal: Investigational new drugs20101201

Title: In vitro screening for angiostatic potential of herbal chemicals.

Journal: Investigative ophthalmology & visual science20101201

Title: Inhibition of liver X receptor-α-dependent hepatic steatosis by isoliquiritigenin, a licorice antioxidant flavonoid, as mediated by JNK1 inhibition.

Journal: Free radical biology & medicine20101201

Title: Suppression of homodimerization of toll-like receptor 4 by isoliquiritigenin.

Journal: Phytochemistry20101001

Title: Effects of ILTG on DAPK1 promoter methylation in colon and leukemia cancer cell lines.

Journal: Anticancer research20101001

Title: Sensitivity and resistance towards isoliquiritigenin, doxorubicin and methotrexate in T cell acute lymphoblastic leukaemia cell lines by pharmacogenomics.

Journal: Naunyn-Schmiedeberg's archives of pharmacology20100901

Title: Isoliquiritigenin, a natural anti-oxidant, selectively inhibits the proliferation of prostate cancer cells.

Journal: Clinical and experimental pharmacology & physiology20100801

Title: Mammalian target of rapamycin pathway promotes tumor-induced angiogenesis in adenoid cystic carcinoma: its suppression by isoliquiritigenin through dual activation of c-Jun NH2-terminal kinase and inhibition of extracellular signal-regulated kinase.

Journal: The Journal of pharmacology and experimental therapeutics20100801

Title: Liquiritigenin derivatives and their hepatotoprotective activity.

Journal: Natural product communications20100801

Title: Determination of flavonoids in licorice using acid hydrolysis and reversed-phase HPLC and evaluation of the chemical quality of cultivated licorice.

Journal: Planta medica20100501

Title: AMPK-mediated GSK3beta inhibition by isoliquiritigenin contributes to protecting mitochondria against iron-catalyzed oxidative stress.

Journal: Biochemical pharmacology20100501

Title: The licorice flavonoid isoliquiritigenin suppresses phorbol ester-induced cyclooxygenase-2 expression in the non-tumorigenic MCF-10A breast cell line.

Journal: Planta medica20100501

Title: Isoliquiritigenin suppresses the Toll-interleukin-1 receptor domain-containing adapter inducing interferon-beta (TRIF)-dependent signaling pathway of Toll-like receptors by targeting TBK1.

Journal: Journal of agricultural and food chemistry20100428

Title: Isoliquiritigenin entails blockade of TGF-beta1-SMAD signaling for retarding high glucose-induced mesangial matrix accumulation.

Journal: Journal of agricultural and food chemistry20100310

Title: Inhibition of neuraminidase activity by polyphenol compounds isolated from the roots of Glycyrrhiza uralensis.

Journal: Bioorganic & medicinal chemistry letters20100201

Title: Cancer chemopreventive activity and metabolism of isoliquiritigenin, a compound found in licorice.

Journal: Cancer prevention research (Philadelphia, Pa.)20100201

Title: Licorice isoliquiritigenin dampens angiogenic activity via inhibition of MAPK-responsive signaling pathways leading to induction of matrix metalloproteinases.

Journal: The Journal of nutritional biochemistry20100101

Title: Flavonoids from the heartwood of the Thai medicinal plant Dalbergia parviflora and their effects on estrogenic-responsive human breast cancer cells.

Journal: Journal of natural products20091201

Title: Structure-activity relationship studies of chalcone leading to 3-hydroxy-4,3',4',5'-tetramethoxychalcone and its analogues as potent nuclear factor kappaB inhibitors and their anticancer activities.

Journal: Journal of medicinal chemistry20091126

Title: 7-Hydroxy-benzopyran-4-one derivatives: a novel pharmacophore of peroxisome proliferator-activated receptor alpha and -gamma (PPARalpha and gamma) dual agonists.

Journal: Journal of medicinal chemistry20091112

Title: Integrated metabolite and transcript profiling identify a biosynthetic mechanism for hispidol in Medicago truncatula cell cultures.

Journal: Plant physiology20091101

Title: Suppression of the TRIF-dependent signaling pathway of toll-like receptors by isoliquiritigenin in RAW264.7 macrophages.

Journal: Molecules and cells20091031

Title: Genetic mapping of targets mediating differential chemical phenotypes in Plasmodium falciparum.

Journal: Nature chemical biology20091001

Title: Identification of antiadipogenic constituents of the rhizomes of Anemarrhena asphodeloides.

Journal: Journal of natural products20091001

Title: Protective effects of isoliquiritigenin against methamphetamine-induced neurotoxicity in mice.

Journal: Journal of pharmacological sciences20091001

Title: Isoliquiritigenin inhibits migration and invasion of prostate cancer cells: possible mediation by decreased JNK/AP-1 signaling.

Journal: The Journal of nutritional biochemistry20090901

Title: Inhibitory effect of chalcones and their derivatives from Glycyrrhiza inflata on protein tyrosine phosphatase 1B.

Journal: Bioorganic & medicinal chemistry letters20090901

Title: Cytotoxic activity of isoliquiritigenin towards CCRF-CEM leukemia cells and its effect on DNA damage.

Journal: Planta medica20090801

Title: Shallot and licorice constituent isoliquiritigenin arrests cell cycle progression and induces apoptosis through the induction of ATM/p53 and initiation of the mitochondrial system in human cervical carcinoma HeLa cells.

Journal: Molecular nutrition & food research20090701

Title: Antiplasmodial isoflavanones from the roots of Sophora mollis.

Journal: Journal of natural products20090701

Title: Isoliquiritigenin induces G2 and M phase arrest by inducing DNA damage and by inhibiting the metaphase/anaphase transition.

Journal: Cancer letters20090518

Title: Synthesis of (+/-)Abyssinone I and related compounds: Their anti-oxidant and cytotoxic activities.

Journal: European journal of medicinal chemistry20090501

Title: Isoliquiritigenin, from Dalbergia odorifera, up-regulates anti-inflammatory heme oxygenase-1 expression in RAW264.7 macrophages.

Journal: Inflammation research : official journal of the European Histamine Research Society ... [et al.]20090501

Title: Isoliquiritigenin, a flavonoid from licorice, plays a dual role in regulating gastrointestinal motility in vitro and in vivo.

Journal: Phytotherapy research : PTR20090401

Title: [Studies on chemical constituents of root of Millettia speciosa].

Journal: Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials20090401

Title: Isoliquiritigenin induces monocytic differentiation of HL-60 cells.

Journal: Free radical biology & medicine20090315

Title: Dietary administration of the licorice flavonoid isoliquiritigenin deters the growth of MCF-7 cells overexpressing aromatase.

Journal: International journal of cancer20090301

Title: Induction of cell cycle arrest in prostate cancer cells by the dietary compound isoliquiritigenin.

Journal: Journal of medicinal food20090201

Title: Two flavonoids extracts from Glycyrrhizae radix inhibit in vitro hepatitis C virus replication.

Journal: Hepatology research : the official journal of the Japan Society of Hepatology20090101

Title: Inhibitory effects of isoliquiritigenin and licorice extract on voltage-dependent K(+) currents in H9c2 cells.

Journal: Journal of pharmacological sciences20081201

Title: Small molecule modifier screen for kit-dependent functions in zebrafish embryonic melanocytes.

Journal: Zebrafish20081201

Title: Proteomic and behavioral analysis of response to isoliquiritigenin in brains of acute cocaine treated rats.

Journal: Journal of proteome research20081201

Title: Biotransformation of the chemopreventive agent 2',4',4-trihydroxychalcone (isoliquiritigenin) by UDP-glucuronosyltransferases.

Journal: Drug metabolism and disposition: the biological fate of chemicals20081001

Title: Naturally occurring homoisoflavonoids function as potent protein tyrosine kinase inhibitors by c-Src-based high-throughput screening.

Journal: Journal of medicinal chemistry20080814

Title: Induction of growth inhibition and apoptosis in human uterine leiomyoma cells by isoliquiritigenin.

Journal: Reproductive sciences (Thousand Oaks, Calif.)20080701

Title: C-geranylated chalcones from the stems of Angelica keiskei with superoxide-scavenging activity.

Journal: Journal of natural products20080701

Title: Dynamic effects on reaction rates in a Michael addition catalyzed by chalcone isomerase. Beyond the frozen environment approach.

Journal: Journal of the American Chemical Society20080611

Title: Isoliquiritigenin, a flavonoid from licorice, relaxes guinea-pig tracheal smooth muscle in vitro and in vivo: role of cGMP/PKG pathway.

Journal: European journal of pharmacology20080610

Title: Isoliquiritigenin suppresses cocaine-induced extracellular dopamine release in rat brain through GABA(B) receptor.

Journal: European journal of pharmacology20080610

Title: Rikkunshito, an herbal medicine, suppresses cisplatin-induced anorexia in rats via 5-HT2 receptor antagonism.

Journal: Gastroenterology20080601

Title: Same-single-cell analysis for the study of drug efflux modulation of multidrug resistant cells using a microfluidic chip.

Journal: Analytical chemistry20080601

Title: Isoliquiritigenin inhibits cell proliferation by a heme oxygenase-dependent pathway in rat hepatic stellate cells.

Journal: Planta medica20080601

Title: Cytotoxic constituents from Brazilian red propolis and their structure-activity relationship.

Journal: Bioorganic & medicinal chemistry20080515

Title: Isoliquiritigenin isolated from the roots of Glycyrrhiza uralensis inhibits LPS-induced iNOS and COX-2 expression via the attenuation of NF-kappaB in RAW 264.7 macrophages.

Journal: European journal of pharmacology20080414

Title: Isoliquiritigenin inhibits tumor growth and protects the kidney and liver against chemotherapy-induced toxicity in a mouse xenograft model of colon carcinoma.

Journal: Journal of pharmacological sciences20080301

Title: In vitro metabolism of isoliquiritigenin by human liver microsomes.

Journal: Drug metabolism and disposition: the biological fate of chemicals20080201

Title: Down-regulation of androgen-receptor and PSA by phytochemicals.

Journal: International journal of oncology20080201

Title: Constituents of Brazilian red propolis and their preferential cytotoxic activity against human pancreatic PANC-1 cancer cell line in nutrient-deprived condition.

Journal: Bioorganic & medicinal chemistry20080101

Title: [Chemical constituents from Spatholobus sinensis].

Journal: Yao xue xue bao = Acta pharmaceutica Sinica20080101

Title: Anthraquinones with quinone reductase-inducing activity and benzophenones from Morinda citrifolia (noni) roots.

Journal: Journal of natural products20071201

Title: Saireito probably prevents mesangial cell proliferation in HIGA mice via PDGF-BB tyrosine kinase inhibition.

Journal: Clinical and experimental nephrology20071201

Title: Simultaneous analysis of glycyrrhizin, paeoniflorin, quercetin, ferulic acid, liquiritin, formononetin, benzoic acid and isoliquiritigenin in the Chinese proprietary medicine Xiao Yao Wan by HPLC.

Journal: Journal of pharmaceutical and biomedical analysis20071105

Title: Flavonoid inhibitors as novel antimycobacterial agents targeting Rv0636, a putative dehydratase enzyme involved in Mycobacterium tuberculosis fatty acid synthase II.

Journal: Microbiology (Reading, England)20071001

Title: Enzymatic effects on reactant and transition states. The case of chalcone isomerase.

Journal: Journal of the American Chemical Society20070725

Title: Anti-oxidant constituents of the roots and stolons of licorice (Glycyrrhiza glabra).

Journal: Journal of agricultural and food chemistry20070613

Title: Isoliquiritigenin inhibits IkappaB kinase activity and ROS generation to block TNF-alpha induced expression of cell adhesion molecules on human endothelial cells.

Journal: Biochemical pharmacology20070515

Title: Blockade of cytokine-induced endothelial cell adhesion molecule expression by licorice isoliquiritigenin through NF-kappaB signal disruption.

Journal: Experimental biology and medicine (Maywood, N.J.)20070201

Title: Isoliquiritigenin, one of the antispasmodic principles of Glycyrrhiza ularensis roots, acts in the lower part of intestine.

Journal: Biological & pharmaceutical bulletin20070101

Title: Involvement of the alpha4beta2 nicotinic receptor subtype in nicotine-induced attenuation of delta9-THC cerebellar ataxia: role of cerebellar nitric oxide.

Journal: Pharmacology, biochemistry, and behavior20070101

Title: Prediction of estrogen receptor agonists and characterization of associated molecular descriptors by statistical learning methods.

Journal: Journal of molecular graphics & modelling20061101

Title: Metallothionein mediates cardioprotection of isoliquiritigenin against ischemia-reperfusion through JAK2/STAT3 activation.

Journal: Acta pharmacologica Sinica20061101

Title: Protein tyrosine phosphatase-1B inhibitory activity of isoprenylated flavonoids isolated from Erythrina mildbraedii.

Journal: Journal of natural products20061101

Title: Isoliquiritigenin induces apoptosis by depolarizing mitochondrial membranes in prostate cancer cells.

Journal: The Journal of nutritional biochemistry20061001

Title: Isoliquiritigenin selectively inhibits H(2) histamine receptor signaling.

Journal: Molecular pharmacology20060801

Title: Microsphere-based protease assays and screening application for lethal factor and factor Xa.

Journal: Cytometry. Part A : the journal of the International Society for Analytical Cytology20060501

Title: Protective effects of isoliquiritigenin in transient middle cerebral artery occlusion-induced focal cerebral ischemia in rats.

Journal: Pharmacological research20060301

Title: Quinone reductase induction as a biomarker for cancer chemoprevention.

Journal: Journal of natural products20060301

Title: Cyclooxygenase-2 plays a suppressive role for induction of apoptosis in isoliquiritigenin-treated mouse colon cancer cells.

Journal: Cancer letters20060118

Title: Isoflavonoids and other compounds from Psorothamnus arborescens with antiprotozoal activities.

Journal: Journal of natural products20060101

Title: Isoliquiritigenin (ISL) inhibits ErbB3 signaling in prostate cancer cells.

Journal: BioFactors (Oxford, England)20060101

Title: Effect of isoliquiritigenin on viability and differentiated functions of human hepatocytes maintained on PEEK-WC-polyurethane membranes.

Journal: Biomaterials20051101

Title: Structural elucidation of chalcone reductase and implications for deoxychalcone biosynthesis.

Journal: The Journal of biological chemistry20050826

Title: One step isolation and purification of liquiritigenin and isoliquiritigenin from Glycyrrhiza uralensis Risch. using high-speed counter-current chromatography.

Journal: Journal of chromatography. A20050617

Title: Isoliquiritigenin induces apoptosis and cell cycle arrest through p53-dependent pathway in Hep G2 cells.

Journal: Life sciences20050603

Title: Neoflavonoids and related constituents from Nepalese propolis and their nitric oxide production inhibitory activity.

Journal: Journal of natural products20050601

Title: Isoliquiritigenin inhibits cell proliferation and induces apoptosis in human hepatoma cells.

Journal: Planta medica20050201

Title: Tumor-specificity and apoptosis-inducing activity of stilbenes and flavonoids.

Journal: Anticancer research20050101

Title: Genista tinctoria hairy root cultures for selective production of isoliquiritigenin.

Journal: Zeitschrift fur Naturforschung. C, Journal of biosciences20050101

Title: Probing biosynthesis of plant polyketides with synthetic N-acetylcysteamine thioesters.

Journal: Biochemical and biophysical research communications20041210

Title: Chemical analysis of raw, dry-roasted, and honey-roasted licorice by capillary electrophoresis.

Journal: Electrophoresis20041001

Title: Determination of liquiritigenin and isoliquiritigenin in Glycyrrhiza uralensis and its medicinal preparations by capillary electrophoresis with electrochemical detection.

Journal: Journal of chromatography. A20040709

Title: Isoliquiritigenin inhibits the proliferation and induces the apoptosis of human non-small cell lung cancer a549 cells.

Journal: Clinical and experimental pharmacology & physiology20040701

Title: First bacterial chalcone isomerase isolated from Eubacterium ramulus.

Journal: Archives of microbiology20040601

Title: Isoliquiritigenin, a flavonoid from licorice, reduces prostaglandin E2 and nitric oxide, causes apoptosis, and suppresses aberrant crypt foci development.

Journal: Cancer science20040501

Title: Induction of cell cycle arrest and p21(CIP1/WAF1) expression in human lung cancer cells by isoliquiritigenin.

Journal: Cancer letters20040415

Title: Differential and special properties of the major human UGT1-encoded gastrointestinal UDP-glucuronosyltransferases enhance potential to control chemical uptake.

Journal: The Journal of biological chemistry20040109

Title: The inhibitory effects of flavonoids and antiestrogens on the Glut1 glucose transporter in human erythrocytes.

Journal: Chemico-biological interactions20031215

Title: Flavonoids from Dalbergia louvelii and their antiplasmodial activity.

Journal: Journal of natural products20031101

Title: Potential cncer chemopreventive flavonoids from the stems of Tephrosia toxicaria.

Journal: Journal of natural products20030901

Title: [Studies on chemical constituents of Hedysarum polybotrys].

Journal: Yao xue xue bao = Acta pharmaceutica Sinica20030801

Title: [Studies on chemical constituents from the root of Polygonatum kingianum].

Journal: Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica20030601

Title: Isoliquiritigenin inhibits the growth of prostate cancer.

Journal: European urology20030501

Title: Potential cancer chemopreventive constituents of the seeds of Dipteryx odorata (tonka bean).

Journal: Journal of natural products20030501

Title: Legume natural products: understanding and manipulating complex pathways for human and animal health.

Journal: Plant physiology20030301

Title: Glabrene and isoliquiritigenin as tyrosinase inhibitors from licorice roots.

Journal: Journal of agricultural and food chemistry20030226

Title: Estrogenic and antiproliferative activities of isoliquiritigenin in MCF7 breast cancer cells.

Journal: The Journal of steroid biochemistry and molecular biology20021101

Title: Isoliquiritigenin suppresses pulmonary metastasis of mouse renal cell carcinoma.

Journal: Cancer letters20020908

Title: Role of hydrogen bonds in the reaction mechanism of chalcone isomerase.

Journal: Biochemistry20020423

Title: Sustained ER Ca2+ depletion suppresses protein synthesis and induces activation-enhanced cell death in mast cells.

Journal: The Journal of biological chemistry20020419

Title: CoMFA and CoMSIA 3D QSAR and docking studies on conformationally-restrained cinnamoyl HIV-1 integrase inhibitors: exploration of a binding mode at the active site.

Journal: Journal of medicinal chemistry20020214

Title: Studies on cancer chemoprevention by traditional folk medicines XXV. Inhibitory effect of isoliquiritigenin on azoxymethane-induced murine colon aberrant crypt focus formation and carcinogenesis.

Journal: Biological & pharmaceutical bulletin20020201

Title: Apoptosis induced by isoliquiritigenin in human gastric cancer MGC-803 cells.

Journal: Planta medica20011101

Title: Structures of two natural product methyltransferases reveal the basis for substrate specificity in plant O-methyltransferases.

Journal: Nature structural biology20010301

Title: Influence of natural and synthetic compounds on cell surface expression of cell adhesion molecules, ICAM-1 and VCAM-1.

Journal: Planta medica20010301

Title: Flavonoids inhibit cell growth and induce apoptosis in B16 melanoma 4A5 cells.

Journal: Bioscience, biotechnology, and biochemistry20000901

Title: Cytotoxic activity of low molecular weight polyphenols against human oral tumor cell lines.

Journal: Anticancer research20000101

Title: Geometrically and conformationally restrained cinnamoyl compounds as inhibitors of HIV-1 integrase: synthesis, biological evaluation, and molecular modeling.

Journal: Journal of medicinal chemistry19981008

Title: Anti-human immunodeficiency virus phenolics from licorice.

Journal: Chemical & pharmaceutical bulletin19880601

Title: Aida K, et al. Isoliquiritigenin: a new aldose reductase inhibitor from glycyrrhizae radix. Planta Med. 1990 Jun;56(3):254-8.

Title: Sato Y, et al. Isoliquiritigenin, one of the antispasmodic principles of Glycyrrhiza ularensis roots, acts in the lower part of intestine. Biol Pharm Bull. 2007 Jan;30(1):145-9.

Title: Zhang X. Natural antioxidant-isoliquiritigenin ameliorates contractile dysfunction of hypoxic cardiomyocytes via AMPK signaling pathway. Mediators Inflamm. 2013;2013:390890.

Title: Chen X, et al. Isoliquiritigenin inhibits the growth of multiple myeloma via blocking IL-6 signaling. J Mol Med (Berl). 2012 Nov;90(11):1311-9.

Title: Traboulsi H, et al. The Flavonoid Isoliquiritigenin Reduces Lung Inflammation and Mouse Morbidity during Influenza Virus Infection. Antimicrob Agents Chemother. 2015 Oct;59(10):6317-27.

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1-Methyl-4-(4-nitrobenzyl)piperazine
AA005WJ2 | MFCD00976866
97867-33-9
97867-33-9
Ciprofloxacin lactate
AA005XAB | MFCD01759747
73721-28-5
73721-28-5
Tetrazolo[1,5-a]pyridin-8-amine
AA005XUN | MFCD12198088
68210-26-4
68210-26-4
4-Chloro-2-isopropylpyrimidine
AA005YIE | MFCD09746255
69033-87-0
69033-87-0
5-Bromo-2-(4-methoxyphenoxy)pyrimidine
AA005Z3A | MFCD03646345
938370-87-7
938370-87-7
3-Bromo-4-[2-(piperidino)ethoxy]benzaldehyde
AA005ZYP | MFCD09712503
680618-14-8
680618-14-8
5-(3,3-Dimethyl-ureido)-2-ethoxy-benzenesulfonyl chloride
AA0060PO | MFCD03424973
71002-71-6
71002-71-6
1-(5-Ethyl-2-hydroxy-3-nitrophenyl)ethanone
AA0061GO | MFCD03424515
67354-34-1
67354-34-1
Ethyl 4-(benzyloxy)-3-oxobutanoate
AA00629P | MFCD19388798
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