liquiritigenin
4H-1-benzopyran-4-one, 2,3-dihydro-7-hydroxy-2-(4-hydroxyphenyl)-
 
Notes:
Isol. from Glycyrrhiza, Medicago, Myroxylon, Cicer and all Leguminosae spp. Several glycosides, particularly the rutinoside and neohesperidoside, are important in influencing citrus fruit flavour [DFC]
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CAS Number: 41680-09-5Picture of molecule3D/inchi
Nikkaji Web: J461.942K
MDL: MFCD00287289
XlogP3-AA: 2.20 (est)
Molecular Weight: 256.25744000
Formula: C15 H12 O4
BioActivity Summary: listing
NMR Predictor: Predict (works with chrome or firefox)
Category: natural substances and extractives
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
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Physical Properties:
Assay: 95.00 to 100.00 % 
Food Chemicals Codex Listed: No
Boiling Point: 529.50 °C. @ 760.00 mm Hg (est)
Flash Point: 404.00 °F. TCC ( 206.90 °C. ) (est)
logP (o/w): 2.760 (est)
Soluble in:
 water, 873.5 mg/L @ 25 °C (est)
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Organoleptic Properties:
 
Odor and/or flavor descriptions from others (if found).
 
 
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Cosmetic Information:
None found
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Suppliers:
Carbosynth
For experimental / research use only.
Liquiritigenin
ExtraSynthese
For experimental / research use only.
Liquiritigenin (HPLC) ≥98.5%
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Safety Information:
 
Hazards identification
 
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
 
Pictogram
 
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
Not determined
Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined
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Safety in Use Information:
Category: natural substances and extractives
Recommendation for liquiritigenin usage levels up to:
 not for fragrance use.
 
Recommendation for liquiritigenin flavor usage levels up to:
 not for flavor use.
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Safety References:
EPI System: View
EPA ACToR: Toxicology Data
EPA Substance Registry Services (SRS): Registry
Laboratory Chemical Safety Summary : 1889
National Institute of Allergy and Infectious Diseases: Data
WGK Germany: 3
 7-hydroxy-2-(4-hydroxyphenyl)-2,3-dihydrochromen-4-one
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References:
 7-hydroxy-2-(4-hydroxyphenyl)-2,3-dihydrochromen-4-one
NIST Chemistry WebBook: Search Inchi
Pubchem (cid): 1889
Pubchem (sid): 29221083
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Other Information:
(IUPAC): Atomic Weights of the Elements 2011 (pdf)
Videos: The Periodic Table of Videos
tgsc: Atomic Weights use for this web site
(IUPAC): Periodic Table of the Elements
CHEBI: View
CHEMBL: View
KEGG (GenomeNet): C09762
HMDB (The Human Metabolome Database): HMDB29519
FooDB: FDB000655
VCF-Online: VCF Volatile Compounds in Food
ChemSpider: View
Wikipedia: View
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Potential Blenders and core components note
 
None Found
 
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Potential Uses:
None Found
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Occurrence (nature, food, other): note
 alfalfa
Search Trop  Picture
 chickpea plant
Search Trop  Picture
 pea
Search Trop  Picture
 pterocarpus marsupium
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Synonyms:
4H-1-benzopyran-4-one, 2,3-dihydro-7-hydroxy-2-(4-hydroxyphenyl)-
4',7-dihydroxyflavanone
7-hydroxy-2-(4-hydroxy-phenyl)-chroman-4-one
7-hydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-4H-chromen-4-one
7-hydroxy-2-(4-hydroxyphenyl)-2,3-dihydrochromen-4-one
DL-liquiritigenin
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Articles:
PubMed: Liquiritigenin ameliorates TNBS-induced colitis in mice.
PubMed: Liquiritigenin restores osteoblast damage through regulating oxidative stress and mitochondrial dysfunction.
PubMed: Protective effect of liquiritigenin against methylglyoxal cytotoxicity in osteoblastic MC3T3-E1 cells.
PubMed: Neuroprotective effects of liquiritigenin isolated from licorice roots on glutamate-induced apoptosis in hippocampal neuronal cells.
PubMed: Liquiritigenin alleviates mechanical and cold hyperalgesia in a rat neuropathic pain model.
PubMed: Chiral analytical method development of liquiritigenin with application to a pharmacokinetic study.
PubMed: Enhanced skin delivery of liquiritigenin and liquiritin-loaded liposome-in-hydrogel complex system.
PubMed: Liquiritigenin exhibits antitumour action in pituitary adenoma cells via Ras/ERKs and ROS-dependent mitochondrial signalling pathways.
PubMed: Liquiritigenin prevents Staphylococcus aureus-mediated lung cell injury via inhibiting the production of α-hemolysin.
PubMed: Isolation of liquiritigenin-4'-apiosyl-glucoside and liquiritin from the root of Glycyrrhiza uralensis by high-performance centrifugal partition chromatography.
PubMed: In vivo anti-diabetic activity of derivatives of isoliquiritigenin and liquiritigenin.
PubMed: Simultaneous determination of puerarin, daidzin, daidzein, paeoniflorin, albiflorin, liquiritin and liquiritigenin in rat plasma and its application to a pharmacokinetic study of Ge-Gen Decoction by a liquid chromatography-electrospray ionization-tandem mass spectrometry.
PubMed: Liquiritigenin inhibits tumor growth and vascularization in a mouse model of HeLa cells.
PubMed: Facile optimization for chromatographic separation of liquiritin and liquiritigenin.
PubMed: Liquiritigenin isolated from Glycyrrhiza uralensis stimulates osteoblast function in osteoblastic MC3T3-E1 cells.
PubMed: Dynamic residual complexity of the isoliquiritigenin-liquiritigenin interconversion during bioassay.
PubMed: Liquiritigenin inhibits serum-induced HIF-1α and VEGF expression via the AKT/mTOR-p70S6K signalling pathway in HeLa cells.
PubMed: Liquiritigenin attenuates the learning and memory deficits in an amyloid protein precursor transgenic mouse model and the underlying mechanisms.
PubMed: C5-hydroxylation of liquiritigenin is catalyzed selectively by CYP1A2.
PubMed: Liquiritigenin induces tumor cell death through mitogen-activated protein kinase- (MPAKs-) mediated pathway in hepatocellular carcinoma cells.
PubMed: Liquiritigenin induces mitochondria-mediated apoptosis via cytochrome c release and caspases activation in HeLa Cells.
PubMed: Simultaneous quantification of paeoniflorin, nobiletin, tangeretin, liquiritigenin, isoliquiritigenin, liquiritin and formononetin from Si-Ni-San extract in rat plasma and tissues by liquid chromatography-tandem mass spectrometry.
PubMed: [C-ring cleavage of liquiritigenin extracted from licorice roots by an oxygen-tolerant bovine rumen bacterium strain Aeroto-Niu-O16].
PubMed: Promotion of rat brain-derived progenitor cell neurogenesis by liquiritigenin treatment: underlying mechanisms.
PubMed: Inhibitory effect of liquiritigenin on migration via downregulation proMMP-2 and PI3K/Akt signaling pathway in human lung adenocarcinoma A549 cells.
PubMed: Effects of liquiritigenin treatment on the learning and memory deficits induced by amyloid beta-peptide (25-35) in rats.
PubMed: Liquiritigenin derivatives and their hepatotoprotective activity.
PubMed: Comparative evaluation of two structurally related flavonoids, isoliquiritigenin and liquiritigenin, for their oral infection therapeutic potential.
PubMed: Liquiritigenin decreases selective molecular and behavioral effects of cocaine in rodents.
PubMed: Inhibition of LXRα-dependent steatosis and oxidative injury by liquiritigenin, a licorice flavonoid, as mediated with Nrf2 activation.
PubMed: Liquiritigenin pharmacokinetics in a rat model of diabetes mellitus induced by streptozotocin: greater formation of glucuronides in the liver, especially M2, due to increased hepatic uridine 5'-diphosphoglucuronic acid level.
PubMed: Liquiritigenin inhibits Abeta(25-35)-induced neurotoxicity and secretion of Abeta(1-40) in rat hippocampal neurons.
PubMed: Effects of acute renal failure induced by uranyl nitrate on the pharmacokinetics of liquiritigenin and its two glucuronides, M1 and M2, in rats.
PubMed: Pharmacokinetics and first-pass effects of liquiritigenin in rats: low bioavailability is primarily due to extensive gastrointestinal first-pass effect.
PubMed: Synthesis and antitumor activity of liquiritigenin thiosemicarbazone derivatives.
PubMed: RETRACTED: Inhibition of LXRα-dependent steatosis and oxidative injury by liquiritigenin, a licorice flavonoid, as mediated with Nrf2 activation.
PubMed: Inhibition of hepatoma 22 tumor by Liquiritigenin.
PubMed: Effect of liquiritigenin, a flavanone existed from Radix glycyrrhizae on pro-apoptotic in SMMC-7721 cells.
PubMed: Evaluation of estrogenic activity of licorice species in comparison with hops used in botanicals for menopausal symptoms.
PubMed: Pharmacokinetics of liquiritigenin and its two glucuronides, M1 and M2, in rats with acute hepatitis induced by d-galactosamine/lipopolysaccharide or CCl(4).
PubMed: Pharmacokinetic interaction between liquiritigenin (LQ) and DDB: increased glucuronidation of LQ in the liver possibly due to increased hepatic blood flow rate by DDB.
PubMed: Pharmacokinetics of liquiritigenin in mice, rats, rabbits, and dogs, and animal scale-up.
PubMed: Deglycosylation of liquiritin strongly enhances its inhibitory potential towards UDP-glucuronosyltransferase (UGT) isoforms.
PubMed: Synaptodendritic recovery following HIV Tat exposure: neurorestoration by phytoestrogens.
PubMed: Pharmacokinetics of isoliquiritigenin and its metabolites in rats: low bioavailability is primarily due to the hepatic and intestinal metabolism.
PubMed: Anti-inflammatory effects of liquiritigenin as a consequence of the inhibition of NF-kappaB-dependent iNOS and proinflammatory cytokines production.
PubMed: Oxidative in vitro metabolism of liquiritigenin, a bioactive compound isolated from the Chinese herbal selective estrogen beta-receptor agonist MF101.
PubMed: Liquiritigenin, a licorice flavonoid, helps mice resist disseminated candidiasis due to Candida albicans by Th1 immune response, whereas liquiritin, its glycoside form, does not.
PubMed: Liquiritigenin, a flavonoid aglycone from licorice, has a choleretic effect and the ability to induce hepatic transporters and phase-II enzymes.
PubMed: In vitro inhibition of rat monoamine oxidase by liquiritigenin and isoliquiritigenin isolated from Sinofranchetia chinensis.
PubMed: Liquiritigenin is a plant-derived highly selective estrogen receptor beta agonist.
PubMed: Pharmacokinetic study of four flavones of Glycyrrhiza in rat plasma using HPLC-MS.
PubMed: Therapeutic significance of estrogen receptor β agonists in gliomas.
PubMed: Inhibition of xanthine oxidase by liquiritigenin and isoliquiritigenin isolated from Sinofranchetia chinensis.
PubMed: One step isolation and purification of liquiritigenin and isoliquiritigenin from Glycyrrhiza uralensis Risch. using high-speed counter-current chromatography.
PubMed: Determination of liquiritigenin and isoliquiritigenin in Glycyrrhiza uralensis and its medicinal preparations by capillary electrophoresis with electrochemical detection.
PubMed: Estrogen receptor β agonists affect growth and gene expression of human breast cancer cell lines.
PubMed: Simultaneous quantitative determination of nine active chemical compositions in traditional Chinese medicine Glycyrrhiza by RP-HPLC with full-time five-wavelength fusion method.
PubMed: Permeability of the flavonoids liquiritigenin and its glycosides in licorice roots and davidigenin, a hydrogenated metabolite of liquiritigenin, using human intestinal cell line Caco-2.
PubMed: Cytoprotective effects of Glycyrrhizae radix extract and its active component liquiritigenin against cadmium-induced toxicity (effects on bad translocation and cytochrome c-mediated PARP cleavage).
PubMed: Multiple systems for the biliary excretion of organic anions in rats: liquiritigenin conjugates as model compounds.
PubMed: Identification of tissues responsible for the conjugative metabolism of liquiritigenin in rats: an analysis based on metabolite kinetics.
PubMed: Transcriptomic analysis identifies gene networks regulated by estrogen receptor α (ERα) and ERβ that control distinct effects of different botanical estrogens.
PubMed: [Anti-inflammation of flavonoid compounds from Dalbergia odorifera T. Chen in lipopolysaccharide stimulated RAW264.7 macrophages].
PubMed: Prenylation enhances cytotoxicity of apigenin and liquiritigenin in rat H4IIE hepatoma and C6 glioma cells.
PubMed: Liquiritigenin, an aglycone of liquiritin in Glycyrrhizae radix, prevents acute liver injuries in rats induced by acetaminophen with or without buthionine sulfoximine.
PubMed: Flavanones that selectively inhibit TRPM3 attenuate thermal nociception in vivo.
PubMed: Glycyrrhiza uralensis flavonoids present in anti-asthma formula, ASHMI™, inhibit memory Th2 responses in vitro and in vivo.
PubMed: Content determination of the major constituents of Yinchenzhufu decoction via ultra high-performance liquid chromatography coupled with electrospray ionisation tandem mass spectrometry.
PubMed: Anti-hepatitis C virus compounds obtained from Glycyrrhiza uralensis and other Glycyrrhiza species.
PubMed: Quantification of three chiral flavonoids with reported bioactivity in selected licensed Canadian natural health products and US marketed dietary supplements.
PubMed: Antispasmodic effect of shakuyakukanzoto extract on experimental muscle cramps in vivo: role of the active constituents of Glycyrrhizae radix.
PubMed: Decrease of microRNA-122 causes hepatic insulin resistance by inducing protein tyrosine phosphatase 1B, which is reversed by licorice flavonoid.
PubMed: Distribution patterns of the contents of five active components in taproot and stolon of Glycyrrhiza uralensis.
PubMed: Correlation analysis between the rate of respiration in the root and the active components in licorice (Glycyrrhiza uralensis).
PubMed: The isolation of bioactive flavonoids from Jacaranda obtusifolia H. B. K. ssp. rhombifolia (G. F. W. Meijer) Gentry.
PubMed: Hypnotic effects and GABAergic mechanism of licorice (Glycyrrhiza glabra) ethanol extract and its major flavonoid constituent glabrol.
PubMed: [On-line sample stacking for the analysis of glycyrrhiza flavonoids by anion selective exhaustive injection-sweeping micellar electrokinetic chromatography].
PubMed: Comparative metabolite profiling and fingerprinting of medicinal licorice roots using a multiplex approach of GC-MS, LC-MS and 1D NMR techniques.
PubMed: Estrogen receptor β agonist enhances temozolomide sensitivity of glioma cells by inhibiting PI3K/AKT/mTOR pathway.
PubMed: [Identification of the metabolites of Sinisan extract in rat plasma, urine, feces and bile after intragastric administration].
PubMed: Photosynthetic Bradyrhizobium Sp. strain ORS285 synthesizes 2-O-methylfucosylated lipochitooligosaccharides for nod gene-dependent interaction with Aeschynomene plants.
PubMed: LC-MS/MS analysis of Gegen Qinlian Decoction and its pharmacokinetics after oral administration to rats.
PubMed: Effect of genotype and environment on five bioactive components of cultivated licorice (Glycyrrhiza uralensis FISCH.) populations in northern China.
PubMed: The effects of Glycyrrhizae uralenis and its major bioactive components on pharmacokinetics of daphnetin in Cortex daphnes in rats.
PubMed: Preparative isolation and analysis of alcohol dehydrogenase inhibitors from Glycyrrhiza uralensis root using ultrafiltration combined with high-performance liquid chromatography and high-speed countercurrent chromatography.
PubMed: Simultaneous Determination of 12 Index Components and Compatibility Changes in Longchai Decoction by Liquid Chromatography-Mass Spectrometry.
PubMed: Computer-guided approach to access the anti-influenza activity of licorice constituents.
PubMed: LC-ESI-MS characterisation of phytoalexins induced in chickpea and pea tissues in response to a biotic elicitor of Hypnea musciformis (red algae).
PubMed: Flavonoids from Astragalus membranaceus and their inhibitory effects on LPS-stimulated pro-inflammatory cytokine production in bone marrow-derived dendritic cells.
PubMed: [Studies on effects of Achyranthes bidentata on tongsaimai pellets main active ingredients chlorogenic acid, isoliquiritin, harpagoside and glycyrrhizin in vivo pharmacokinetics].
PubMed: Simultaneous Quantification of Ten Active Components in Traditional Chinese Formula Sijunzi Decoction Using a UPLC-PDA Method.
PubMed: Identification of key licorice constituents which interact with cytochrome P450: evaluation by LC/MS/MS cocktail assay and metabolic profiling.
PubMed: Screening and determination for potential α-glucosidase inhibitory constituents from Dalbergia odorifera T. Chen using ultrafiltration-LC/ESI-MS(n).
PubMed: Mechanisms enforcing the estrogen receptor β selectivity of botanical estrogens.
PubMed: Simultaneous determination of five bioactive components in radix glycyrrhizae by pressurised liquid extraction combined with UPLC-PDA and UPLC/ESI-QTOF-MS confirmation.
PubMed: Expression of flavonoid 6-hydroxylase candidate genes in normal and mutant soybean genotypes for glycitein content.
PubMed: Employing bifunctional enzymes for enhanced extraction of bioactives from plants: flavonoids as an example.
PubMed: Pharmacokinetic comparisons of different combinations of Shaoyao-Gancao-Decoction in rats: simultaneous determination of ten active constituents by HPLC-MS/MS.
PubMed: [Chemical constituents from the twigs and leaves of Melodinus suaveolens].
PubMed: Anti-inflammatory effect of Sosihotang via inhibition of nuclear factor-κB and mitogen-activated protein kinases signaling pathways in lipopolysaccharide-stimulated RAW 264.7 macrophage cells.
PubMed: [Chemical constituents and activities of total flavonoids from Yushen Tang].
PubMed: Estradiol antagonism of glucocorticoid-induced GILZ expression in human uterine epithelial cells and murine uterus.
PubMed: Analytical strategy to reveal the in vivo process of multi-component herbal medicine: a pharmacokinetic study of licorice using liquid chromatography coupled with triple quadrupole mass spectrometry.
PubMed: Comparative study of bioactive constituents in crude and processed Glycyrrhizae radix and their respective metabolic profiles in gastrointestinal tract in vitro by HPLC-DAD and HPLC-ESI/MS analyses.
PubMed: [Studies on the flavonoids from Lignum Dalbergiae Odoriferae (II)].
PubMed: Determination of flavonoids in licorice using acid hydrolysis and reversed-phase HPLC and evaluation of the chemical quality of cultivated licorice.
PubMed: [Chemical constituents from the fruits of Areca catechu].
PubMed: Chemical constituents of Spatholobus suberectus.
PubMed: Fermentation improves anti-inflammatory effect of sipjeondaebotang on LPS-stimulated RAW 264.7 cells.
PubMed: Traditional chinese medicine for senile dementia.
PubMed: Pharmacokinetic and pharmacodynamic profiles of the antitussive principles of Glycyrrhizae radix (licorice), a main component of the Kampo preparation Bakumondo-to (Mai-men-dong-tang).
PubMed: Generation of stable reporter breast cancer cell lines for the identification of ER subtype selective ligands.
PubMed: Drug and cell type-specific regulation of genes with different classes of estrogen receptor beta-selective agonists.
PubMed: Antibacterial activity of the flavonoids from Dalbergia odorifera on Ralstonia solanacearum.
PubMed: [Study on HPLC chromatographic fingerprint of anti-tumor active site SSCE of Caulis spatholobi].
PubMed: [Chemical constituents from the roots of Hedysarum polybotrys].
PubMed: Cuban and Brazilian red propolis: botanical origin and comparative analysis by high-performance liquid chromatography-photodiode array detection/electrospray ionization tandem mass spectrometry.
PubMed: Screening of herbal constituents for aromatase inhibitory activity.
PubMed: 20S proteasome inhibitory activity of flavonoids isolated from Spatholobus suberectus.
PubMed: Licorice flavonoids inhibit eotaxin-1 secretion by human fetal lung fibroblasts in vitro.
PubMed: In vitro and in vivo antiallergic effects of Glycyrrhiza glabra and its components.
PubMed: Phytoestrogenic compounds in alfalfa sprout (Medicago sativa) beyond coumestrol.
PubMed: Simultaneous determination of five flavonoids in licorice using pressurized liquid extraction and capillary electrochromatography coupled with peak suppression diode array detection.
PubMed: Fuscacarpans A-C, new pterocarpans from the stems of Erythrina fusca.
PubMed: [Studies on changes of in vitro and in vivo material base of Shaoyao Gancao decoction based on HPLC-DAD-ESI-MS].
PubMed: Augmented cocaine seeking in response to stress or CRF delivered into the ventral tegmental area following long-access self-administration is mediated by CRF receptor type 1 but not CRF receptor type 2.
PubMed: Prolyl endopeptidase inhibitory activity of fourteen Kampo formulas and inhibitory constituents of Tokaku-joki-to.
PubMed: Flavone synthase II (CYP93B16) from soybean (Glycine max L.).
PubMed: [Two new flavanone glycosides from Glycyrrhizia inflata].
PubMed: Aldose reductase inhibitory compounds from Glycyrrhiza uralensis.
PubMed: Interactions between thrombin and natural products of Millettia nitita var. hirsutissima using capillary zone electrophoresis.
PubMed: Antihyperlipidemic effect of flavonoids from Pterocarpus marsupium.
PubMed: Separation, characterization and dose-effect relationship of the PPARgamma-activating bio-active constituents in the Chinese herb formulation 'San-Ao decoction'.
PubMed: In vitro antimalarial activity of prenylated flavonoids from Erythrina fusca.
PubMed: NAD(P)H-dependent 6'-deoxychalcone synthase activity in Glycyrrhiza echinata cells induced by yeast extract.
PubMed: Phytochemical analysis of young fustic (Cotinus coggygria heartwood) and identification of isolated colourants in historical textiles.
PubMed: Bioactive flavonoids of the flowers of Butea monosperma.
PubMed: Survey of Glycyrrhizae Radix resources in Mongolia: chemical assessment of the underground part of Glycyrrhiza uralensis and comparison with Chinese Glycyrrhizea Radix.
PubMed: [Studies on chemical constituents of Heterosmilax yunnanensis].
PubMed: [Effect of rare-earth element Eu3+ on callus growth and flavonoids content in Glycyrrhiza uralensis].
PubMed: [Studies on chemical constituents from the root of Polygonatum kingianum].
PubMed: [Chemical components of decoction of radix Paeoniae and radix Glycyrrhizae].
PubMed: An overexpression of chalcone reductase of Pueraria montana var. lobata alters biosynthesis of anthocyanin and 5'-deoxyflavonoids in transgenic tobacco.
PubMed: An isoflavone from Pterocarpus santalinus.
PubMed: Molecular characterization of the enzyme catalyzing the aryl migration reaction of isoflavonoid biosynthesis in soybean.
PubMed: Intermolecular interactions identify ligand-selective activity of estrogen receptor alpha/beta dimers.
PubMed: Inactivation of pea genes by RNAi supports the involvement of two similar O-methyltransferases in the biosynthesis of (+)-pisatin and of chiral intermediates with a configuration opposite that found in (+)-pisatin.
PubMed: Biotransformation of the chemopreventive agent 2',4',4-trihydroxychalcone (isoliquiritigenin) by UDP-glucuronosyltransferases.
PubMed: Transport and metabolism of flavonoids from Chinese herbal remedy Xiaochaihu- tang across human intestinal Caco-2 cell monolayers.
PubMed: Isolation and identification of flavonoids in licorice and a study of their inhibitory effects on tyrosinase.
PubMed: Characteristics of delayed excretion of flavonoids in human urine after administration of Shosaiko-to, a herbal medicine.
PubMed: Stimulation of chalcone synthase activity by yeast extract in cultured Glycyrrhiza echinata cells and 5-deoxyflavanone formation by isolated protoplasts.
PubMed: Metabolism of constituents in Huangqin-Tang, a prescription in traditional Chinese medicine, by human intestinal flora.
PubMed: Cloning and functional expression of a cytochrome P450 cDNA encoding 2-hydroxyisoflavanone synthase involved in biosynthesis of the isoflavonoid skeleton in licorice.
PubMed: Reaction mechanism of oxidative rearrangement of flavanone in isoflavone biosynthesis.
PubMed: Isoliquiritigenin suppresses cocaine-induced extracellular dopamine release in rat brain through GABA(B) receptor.
PubMed: Rikkunshito, an herbal medicine, suppresses cisplatin-induced anorexia in rats via 5-HT2 receptor antagonism.
PubMed: Biosynthesis of 5-deoxyflavanones in microorganisms.
PubMed: Aromatase inhibition by bioavailable methylated flavones.
PubMed: Constituent properties of licorices derived from Glycyrrhiza uralensis, G. glabra, or G. inflata identified by genetic information.
PubMed: [Relative adscriptions of components in the effective fractions of Yinqiao decoction and its composing individual herbs].
PubMed: Allergy-preventive flavonoids from Xanthorrhoea hastilis.
PubMed: Simultaneous quantification of multiple licorice flavonoids in rat plasma.
PubMed: Bioactive constituents of Spatholobus suberectus in regulating tyrosinase-related proteins and mRNA in HEMn cells.
PubMed: Silencing the flavonoid pathway in Medicago truncatula inhibits root nodule formation and prevents auxin transport regulation by rhizobia.
PubMed: [Chromatographic fingerprint of Dalbergia odorifera and its application in the identification of the crude drugs of different origins].
PubMed: Norditerpenoid alkaloids and other components from the processed tubers of Aconitum carmichaeli.
PubMed: Isoflavonoids isolated from Cuban propolis.
PubMed: Binding of phytoestrogens to rat uterine estrogen receptors and human sex hormone-binding globulins.
PubMed: Simultaneous determination of 10 major flavonoids in Dalbergia odorifera by high performance liquid chromatography.
PubMed: Cytotoxic flavonoids from Platymiscium floribundum.
PubMed: [Studies on chemical constituents of sini tang].
PubMed: [Studies on the chemical constituents of Lycianthes biflora].
PubMed: Key amino acid residues required for aryl migration catalysed by the cytochrome P450 2-hydroxyisoflavanone synthase.
PubMed: The herbal medicine Shosaiko-to exerts different modulating effects on lung local immune responses among mouse strains.
PubMed: Elicitor-induced association of isoflavone O-methyltransferase with endomembranes prevents the formation and 7-O-methylation of daidzein during isoflavonoid phytoalexin biosynthesis.
PubMed: Azorhizobium caulinodans ORS571 colonizes the xylem of Arabidopsis thaliana.
PubMed: Modulation of lung local immune responses by oral administration of a herbal medicine Sho-saiko-to.
PubMed: Identification of a cytochrome P450 cDNA encoding (2S)-flavanone 2-hydroxylase of licorice (Glycyrrhiza echinata L.; Fabaceae) which represents licodione synthase and flavone synthase II.
PubMed: A strategy for discovering biologically active compounds with high probability in traditional Chinese herb remedies: an application of saiboku-to in bronchial asthma.
PubMed: 2-Hydroxyisoflavanone dehydratase is a critical determinant of isoflavone productivity in hairy root cultures of Lotus japonicus.
PubMed: Orthogonal array design for optimizing extraction efficiency of active constituents from Jakyak-Gamcho Decoction, the complex formula of herbal medicines, Paeoniae Radix and Glycyrrhizae Radix.
PubMed: Simultaneous quantification of flavonoids and triterpenoids in licorice using HPLC.
PubMed: Application of LC/MS and ICP/MS for establishing the fingerprint spectrum of the traditional Chinese medicinal preparation Gan-Lu-Yin.
PubMed: CYP3A4 inhibitors isolated from Licorice.
PubMed: Attractive properties of an isoflavonoid found in white clover root nodules on the clover root weevil.
PubMed: New metabolic pathways for flavanones catalyzed by rat liver microsomes.
PubMed: [Isolation and elucidation of chemical constituents with antiviral action from yinqiaosan on influenza virus].
PubMed: [Studies on flavonoid constituents of Caragana intermediia].
PubMed: Pharmacokinetic study on the multi-constituents of Huangqin-Tang decoction in rats.
PubMed: Induction of apoptosis in human lung fibroblasts and peripheral lymphocytes in vitro by Shosaiko-to derived phenolic metabolites.
PubMed: Determination of 14 chemical constituents in the traditional Chinese medicinal preparation Huangqin-Tang by high performance liquid chromatography.
PubMed: New scheme of the biosynthesis of formononetin involving 2,7,4'-trihydroxyisoflavanone but not daidzein as the methyl acceptor.
PubMed: Pharmacological effects of urinary products obtained after treatment with saiboku-to, a herbal medicine for bronchial asthma, on type IV allergic reaction.
PubMed: Minor phenolics from Crinum bulbispermum bulbs.
PubMed: Chiral resolution of four major flavanones in post-administrative urine of Chinese herbal medicines by HPLC on macroporous silica gel coated with cellulose tris(3,5-dimethylphenylcarbamate).
PubMed: Three new flavonoids and antiallergic, anti-inflammatory constituents from the heartwood of Dalbergia odorifera.
PubMed: Systematic analysis of post-administrative saiboku-to urine by liquid chromatography to determine pharmacokinetics of traditional Chinese medicine.
PubMed: Biliary excretion of glycyrrhizin in rats: kinetic basis for multiplicity in bile canalicular transport of organic anions.
PubMed: Inhibitory effect of isoliquiritin, a compound in licorice root, on angiogenesis in vivo and tube formation in vitro.
PubMed: Licodione Synthase, a Cytochrome P450 Monooxygenase Catalyzing 2-Hydroxylation of 5-Deoxyflavanone, in Cultured Glycyrrhiza echinata L. Cells.
PubMed: Inhibitory effects of some natural products on the activation of hyaluronidase and their anti-allergic actions.
PubMed: [Chemical studies of coumarins from Glycyrrhiza uralensis Fisch].
PubMed: [Quality evaluation of Chinese licorice].
PubMed: Purification and kinetic properties of chalcone-flavanone isomerase from soya bean.
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