genkwanin

7-O-methylapigenin

CAS: 437-64-9 C16 H12 O5 MW: 284.26764000

Identification

Namegenkwanin
IUPAC5-hydroxy-2-(4-hydroxyphenyl)-7-methoxychromen-4-one
CAS Number437-64-9
FDA UNII5K3I5D6B2B
Molecular FormulaC16 H12 O5
Molecular Weight284.26764000
MDL NumberMFCD00017452
Nikkaji NumberJ61.256A
Beilstein0292549
XlogP32.10 (est)

Regulatory

Physical Properties

Assay 95.00 to 100.00
Food Chemicals Codex Listed No
Boiling Point 546.50 °C. @ 760.00 mm Hg (est)
Flash Point 409.00 °F. TCC ( 209.70 °C. ) (est)
logP (o/w) 2.360 (est)
Soluble in water, 71.1 mg/L @ 25 °C (est)

No sensory data available

Safety Information

Oral/Parenteral ToxicityNot determined
Dermal ToxicityNot determined
Inhalation ToxicityNot determined

GHS Classification

['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']

Safety in Use

Categorynatural substances and extractives
Recommendation for genkwanin usage levels up tonot for fragrance use.
Recommendation for genkwanin flavor usage levels up tonot for flavor use.

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Potential Uses

None Found

Natural Occurrence

basil rosemary leaf sage leaf savory winter savory shoot thyme leaf

Synonyms

apigenin 7-methyl ether apigenin-7-methylether 4H-1- benzopyran-4-one, 5-hydroxy-2-(4-hydroxyphenyl)-7-methoxy- 4',5- dihydroxy-7-methoxyflavone 5,4'- dihydroxy-7-methoxyflavone flavone, 4',5-dihydroxy-7-methoxy- gengkwanin henquanin 5- hydroxy-2-(4-hydroxyphenyl)-7-methoxy-4H-chromen-4-one 5- hydroxy-2-(4-hydroxyphenyl)-7-methoxychromen-4-one 7- methoxyapigenin 7- methylapigenin 7-O- methylapigenin PubMed: Comparative investigation of in vitro biotransformation of 14 components in Ginkgo biloba extract in normal, diabetes and diabetic nephropathy rat intestinal bacteria matrix. PubMed: A characterization of content, composition and scavenging capacity of phenolic compounds in parsnip roots of various weight. PubMed: Interactions of pharmacokinetic profile of different parts from Ginkgo biloba extract in rats. PubMed: Genkwanin inhibits proinflammatory mediators mainly through the regulation of miR-101/MKP-1/MAPK pathway in LPS-activated macrophages. PubMed: [Chemical constituents from tubers of Cremastra appendiculata]. PubMed: Intestinal absorptive transport of Genkwanin from Flos genkwa using a single-pass intestinal perfusion rat model. PubMed: Antioxidant effects of Genkwa flos flavonoids on Freund׳s adjuvant-induced rheumatoid arthritis in rats. PubMed: STUDIES ON A SIMPLE AND EFFICIENT METHOD FOR LARGE-SCALE PREPARATION OF GENKWANIN FROM DAPHNE GENKWA SIEB. ET ZUCC. USING NORMAL-PHASE FLASH CHROMATOGRAPHY. PubMed: Investigation of solute-solvent interactions in phenol compounds: accurate ab initio calculations of solvent effects on 1H NMR chemical shifts. PubMed: Isolation of anticancer constituents from flos genkwa (Daphne genkwa Sieb.et Zucc.) through bioassay-guided procedures. PubMed: Antileishmanial Phenylpropanoids from the Leaves of Hyptis pectinata (L.) Poit. PubMed: Determination of iriflophenone 3-C-β-d-glucoside from Aquilaria spp. by an indirect competitive enzyme-linked immunosorbent assay using a specific polyclonal antibody. PubMed: Determination of genkwanin in rat plasma by liquid chromatography-tandem mass spectrometry: application to a bioavailability study. PubMed: The small molecule genkwanine M induces single mode, mesenchymal tumor cell motility. PubMed: Discrimination of raw and vinegar-processed Genkwa Flos using metabolomics coupled with multivariate data analysis: a discrimination study with metabolomics coupled with PCA. PubMed: Quantification of polyphenols and pharmacological analysis of water and ethanol-based extracts of cultivated agarwood leaves. PubMed: In vitro cytotoxic activity of novel protoflavone analogs - selectivity towards a multidrug resistant cancer cell line. PubMed: [Constituents from the leaves of Aquilaria sinensis]. PubMed: α-glucosidase inhibitors from Brickellia cavanillesii. PubMed: Cytotoxic fraction from Artemisia sacrorum Ledeb. against three human cancer cell lines and separation and identification of its compounds. PubMed: Flavonoids and sesquiterpenes from Tecurium ramosissimum promote antiproliferation of human cancer cells and enhance antioxidant activity: a structure-activity relationship study. PubMed: Comparison of different extraction procedures for the comprehensive characterization of bioactive phenolic compounds in Rosmarinus officinalis by reversed-phase high-performance liquid chromatography with diode array detection coupled to electrospray time-of-flight mass spectrometry. PubMed: PREPARATIVE ISOLATION AND PURIFICATION OF FOUR FLAVONOIDS FROM DAPHNE GENKWA SIEB. ET ZUCC. BY HIGH-SPEED COUNTERCURRENT CHROMATOGRAPHY. PubMed: Agarwood induced laxative effects via acetylcholine receptors on loperamide-induced constipation in mice. PubMed: New iridoid diesters of glucopyranose from Linaria canadensis (L.) Dum. PubMed: Introduction of distillate rosemary leaves into the diet of the Murciano-Granadina goat: transfer of polyphenolic compounds to goats' milk and the plasma of suckling goat kids. PubMed: Evaluation of estrogen receptor Beta binding of pruni cortex and its constituents. PubMed: [Chemical constituents from flowers of Chrysanthemum indicum]. PubMed: A simple and efficient protocol for large-scale preparation of three flavonoids from the flower of Daphne genkwa by combination of macroporous resin and counter-current chromatography. PubMed: Flavonoids from the aerial parts of Diplomorpha canescens. PubMed: [Studies on the chemical constituents from Daphne tangutica]. PubMed: Two new coumarins from the chloroform extract of Angelica urumiensis from Iran. PubMed: Flavonoids and phenolic compounds from Rosmarinus officinalis. PubMed: Activated glutathione metabolism participates in protective effects of carnosic acid against oxidative stress in neuronal HT22 cells. PubMed: Relationship between the antioxidant capacity and effect of rosemary (Rosmarinus officinalis L.) polyphenols on membrane phospholipid order. PubMed: [Chemical constituents and antitumor activity on leukemia K562 cell of Leonurus heterophyllus]. PubMed: Sesquiterpenoids from Teucrium ramosissimum. PubMed: CYP1-mediated antiproliferative activity of dietary flavonoids in MDA-MB-468 breast cancer cells. PubMed: [Studies on chemical constituents of Daphne genkwa]. PubMed: [Studies on chemical constituents of leaves of Aquilaria sinensis]. PubMed: Biological synthesis of 7-O-methyl Apigenin from naringenin using escherichia coli expressing two genes. PubMed: Quantitative determination of flavonoids by column high-performance liquid chromatography with mass spectrometry and ultraviolet absorption detection in Artemisia afra and comparative studies with various species of Artemisia plants. PubMed: Flavonoids from Daphne giraldii Nitsche. PubMed: [Chemical constituents from herb of Gueldenstaedtia stenophylla]. PubMed: Flavonoids and cinnamic acid derivatives as inhibitors of 17beta-hydroxysteroid dehydrogenase type 1. PubMed: [Studies on chemical constituents from herbs of Taraxacum mongolicum]. PubMed: Laxative effect of agarwood leaves and its mechanism. PubMed: Cytotoxic constituents from the fruiting branches of Callicarpa americana collected in southern Florida. PubMed: [Studies on chemical constituents in spikes of Schizonepeta tenuifolia]. PubMed: Rosemary (Rosmarinus officinalis) diterpenes affect lipid polymorphism and fluidity in phospholipid membranes. PubMed: Rumex induratus leaves: interesting dietary source of potential bioactive compounds. PubMed: Prostaglandin inhibitory and antioxidant components of Cistus laurifolius, a Turkish medicinal plant. PubMed: Isolation of flavonoids, a biscoumarin and an amide from the flower buds of Daphne genkwa and the evaluation of their anti-complement activity. PubMed: [A new dicoumarin from stem bark of Wikstroemia indica]. PubMed: [Studies on flavonoids from herb of Artemisia ordosica]. PubMed: [Study on chemical constituents from Incarvillea arguta and their accelerating PC-12 cell differentiation]. PubMed: New labdane-type diterpenoids from Leonurus heterophyllus SW. PubMed: Expression of a soluble flavone synthase allows the biosynthesis of phytoestrogen derivatives in Escherichia coli. PubMed: [Studies on the chemical constituents in roots of Daphne odora var. atrocaulis]. PubMed: Flavonoid distribution during the development of leaves, flowers, stems, and roots of Rosmarinus officinalis. postulation of a biosynthetic pathway. PubMed: Biological activity of five antibacterial flavonoids from Combretum erythrophyllum (Combretaceae). PubMed: Labdane diterpenes of Leonurus sibiricus. PubMed: Active components from Artemisia iwayomogi displaying ONOO(-) scavenging activity. PubMed: Determination of phenolic antioxidant compounds produced by calli and cell suspensions of sage (Salvia officinalis L.). PubMed: Phenolic diterpenes, flavones, and rosmarinic acid distribution during the development of leaves, flowers, stems, and roots of Rosmarinus officinalis. Antioxidant activity. PubMed: In vitro antiplasmodial evaluation of medicinal plants from Zimbabwe. PubMed: Subcritical water extraction of antioxidant compounds from rosemary plants. PubMed: [Studies on flavonoids from Aquilegia oxysepala Trautv. et Mey]. PubMed: [Comprehensive evaluation and practical confirmation on processing technology of Daphne genkwa Sieb. et Zucc]. PubMed: In vitro antiplasmodial investigation of medicinal plants from El Salvador. PubMed: Flavonoid glycosides from Salvia moorcroftiana wall. PubMed: Flavone aglycones in glandular hairs of Origanum x intercedens. PubMed: [Effects of processing on toxicity and pharmacological action of flos Genkwa]. PubMed: Antimicrobial evaluation of coumarins and flavonoids from the stems of Daphne gnidium L. PubMed: Protective effects of some flavonoids on the renal cellular membrane. PubMed: A flavonoid 7-O-methyltransferase is expressed in barley leaves in response to pathogen attack. PubMed: Chlorogenic acid, an antioxidant principle from the aerial parts ofArtemisia iwayomogi that acts on 1,1-diphenyl-2-picrylhydrazyl radical. PubMed: [Quality of processed samples of Daphne genkwa Sieb. et Zucc]. PubMed: [HPLC analysis of the influence of processing on the contents of genkwanin in flos Genkwa]. PubMed: [HPLC analysis of mimic vinegar-processing of genkwanin]. PubMed: DNA topoisomerase I inhibitors: cytotoxic flavones from Lethedon tannaensis. PubMed: [Determination of genkwanin in flos Genkwa by HPLC]. PubMed: [Isolation and identification of a new cinnamate ester from liaoxi propolis]. PubMed: [Influence of processing on contents of genkwanin in flos Genkwa]. PubMed: Discovery of natural product chemopreventive agents utilizing HL-60 cell differentiation as a model. PubMed: [Quantitative determination of genkwanin in flos Genkwa by TLC-densitometry]. PubMed: [Chemical constituents of Eupolyphaga sinensis Walkre]. PubMed: Flavone glycosides from Asplenium normale. PubMed: [Determination of hydroxygenkwanin and genkwanin in flos Genkwa before and after processing by a TLC-scanner]. PubMed: Flavonoids as antioxidants evaluated by in vitro and in situ liver chemiluminescence. PubMed: Chemical constituents of gentianaceae XXVIII: flavonoids of Enicostemma hyssopifolium (Willd.) Verd. PubMed: Flavonoids from Vernonia fasciculata Michx. Isolation of genkwanin and a new flavone disaccharide, fasciculatin. PubMed: The partial demethylation of flavones. I. Preparation of genkwanin.