genkwanin
7-O-methylapigenin
Identification
| Name | genkwanin |
| IUPAC | 5-hydroxy-2-(4-hydroxyphenyl)-7-methoxychromen-4-one |
| CAS Number | 437-64-9 |
| FDA UNII | 5K3I5D6B2B |
| Molecular Formula | C16 H12 O5 |
| Molecular Weight | 284.26764000 |
| MDL Number | MFCD00017452 |
| Nikkaji Number | J61.256A |
| Beilstein | 0292549 |
| XlogP3 | 2.10 (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 Toxicity | Not determined |
| Dermal Toxicity | Not determined |
| Inhalation Toxicity | Not determined |
GHS Classification
['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']
Safety in Use
| Category | natural substances and extractives |
| Recommendation for genkwanin usage levels up to | not for fragrance use. |
| Recommendation for genkwanin flavor usage levels up to | not for flavor use. |
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Potential Uses
Natural Occurrence
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.