arctigenin-4-glucoside

CAS: 20362-31-6 C27 H34 O11 MW: 534.55918000

Identification

Namearctiin
CAS Number20362-31-6
FDA UNIITM5RQ949K7
Molecular FormulaC27 H34 O11
Molecular Weight534.55918000
MDL NumberMFCD00870630
Nikkaji NumberJ82.956K

Regulatory

Physical Properties

Assay 95.00 to 100.00
Food Chemicals Codex Listed No
Boiling Point 756.43 °C. @ 760.00 mm Hg (est)
Flash Point 482.00 °F. TCC ( 250.10 °C. ) (est)
logP (o/w) -0.564 (est)
Soluble in water, 190 mg/L @ 25 °C (est)

Cosmetic Information

CosIngcosmetic data
Cosmetic Usesantioxidants

No sensory data available

Safety Information

Preferred SDSView
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

Categoryantioxidants
Recommendation for arctiin usage levels up tonot for fragrance use.
Recommendation for arctiin flavor usage levels up tonot for flavor use.

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Potential Uses

None Found

Natural Occurrence

burdock fruit burdock plant burdock seed

Synonyms

arctigenin-4-glucoside (-)- arctiin (3R,4R)-4-[(3,4- dimethoxyphenyl)methyl]-3-[[3-methoxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]methyl]oxolan-2-one 2(3H)- furanone, 4-((3,4-dimethoxyphenyl)methyl)-3-((4-(β-D-glucopyranosyloxy)-3-methoxyphenyl)methyl)dihydro-, (3R-trans)- PubMed: Arctiin inhibits adipogenesis in 3T3-L1 cells and decreases adiposity and body weight in mice fed a high-fat diet. PubMed: Arctiin blocks hydrogen peroxide-induced senescence and cell death though microRNA expression changes in human dermal papilla cells. PubMed: Photoprotective effect of arctiin against ultraviolet B-induced damage in HaCaT keratinocytes is mediated by microRNA expression changes. PubMed: Optimization of extraction and purification of arctiin from Fructus arctii and its protection against glucose-induced rat aortic endothelial cell injury. PubMed: Effect of arctiin on glomerular filtration barrier damage in STZ-induced diabetic nephropathy rats. PubMed: Arctigenin but not arctiin acts as the major effective constituent of Arctium lappa L. fruit for attenuating colonic inflammatory response induced by dextran sulfate sodium in mice. PubMed: Simultaneous determination of arctiin and its metabolites in rat urine and feces by HPLC. PubMed: Arctiin induces an UVB protective effect in human dermal fibroblast cells through microRNA expression changes. PubMed: [Determination of plasma protein binding rate of arctiin and arctigenin with ultrafiltration]. PubMed: Effects of arctiin on streptozotocin-induced diabetic retinopathy in Sprague-Dawley rats. PubMed: Plasma pharmacokinetics and tissue distribution of arctiin and its main metabolite in rats by HPLC-UV and LC-MS. PubMed: [Effect of arctiin on mouse podocyte epithelial-mesenchymal transition induced by advanced oxidation protein products]. PubMed: Anti-inflammatory function of arctiin by inhibiting COX-2 expression via NF-κB pathways. PubMed: On-line coupling of counter-current chromatography and macroporous resin chromatography for continuous isolation of arctiin from the fruit of Arctium lappa L. PubMed: Therapeutic effect of arctiin and arctigenin in immunocompetent and immunocompromised mice infected with influenza A virus. PubMed: Ameliorative effects of arctiin from Arctium lappa on experimental glomerulonephritis in rats. PubMed: Modulation of anti-adhesion molecule MUC-1 is associated with arctiin-induced growth inhibition in PC-3 cells. PubMed: Effects of arctiin on PhIP-induced mammary, colon and pancreatic carcinogenesis in female Sprague-Dawley rats and MeIQx-induced hepatocarcinogenesis in male F344 rats. PubMed: Arctiin induces cell growth inhibition through the down-regulation of cyclin D1 expression. PubMed: Effects of the lignan, arctiin, on 17-beta ethinyl estradiol promotion of preneoplastic liver cell foci development in rats. PubMed: Mass fragmentation study of the trimethylsilyl derivatives of arctiin, matairesinoside, arctigenin, phylligenin, matairesinol, pinoresinol and methylarctigenin: their gas and liquid chromatographic analysis in plant extracts. PubMed: Lack of significant modifying effect of arctiin on prostate carcinogenesis in probasin/SV40 T antigen transgenic rats. PubMed: Microemulsion electrokinetic chromatography for the separation of arctiin and arctigenin in Fructus Arctii and its herbal preparations. PubMed: Application of preparative high-speed counter-current chromatography for separation and purification of arctiin from Fructus Arctii. PubMed: Lack of a significant effect of arctiin on development of 7,12-dimethylbenz(a)anthracene-induced mammary tumors in ovariectomized Sprague-Dawley rats. PubMed: Natural lignans from Arctium lappa modulate P-glycoprotein efflux function in multidrug resistant cancer cells. PubMed: Determination of arctiin and arctigenin in Fructus Arctii by reverse-phase HPLC. PubMed: [Study on condition for extraction of arctiin from fruits of Arctium lappa using supercritical fluid extraction]. PubMed: Transformation of arctiin to estrogenic and antiestrogenic substances by human intestinal bacteria. PubMed: [Study on High-yield Cultivation Measures for Arctii Fructus]. PubMed: Isolation and identification of arctiin and arctigenin in leaves of burdock (Arctium lappa L.) by polyamide column chromatography in combination with HPLC-ESI/MS. PubMed: Simultaneous determination of chlorogenic acid, forsythin and arctiin in Chinese traditional medicines preparation by reversed phase-HPLC. PubMed: Chemical analysis of raw and processed Fructus arctii by high-performance liquid chromatography/diode array detection-electrospray ionization-mass spectrometry. PubMed: Arctiin and onopordopicrin from Carduus micropterus ssp. perspinosus. PubMed: A high performance liquid chromatography method for the simultaneous determination of arctiin, chlorogenic acid and glycyrrhizin in a Chinese proprietary medicine. PubMed: Study on human intestinal bacterium Blautia sp. AUH-JLD56 for the conversion of arctigenin to (-)-3'-desmethylarctigenin. PubMed: Optimum yields of dibenzylbutyrolactone-type lignans from Cynareae fruits, during their ripening, germination and enzymatic hydrolysis processes, determined by on-line chromatographic methods. PubMed: [THE LIGNANE GLYCOSIDE ARCTIIN AS A CHEMOTAXONOMIC CHARACTERISTIC IN THE COMPOSITAE FAMILY]. PubMed: Alkyl and phenolic glycosides from Saussurea stella. PubMed: [On the presence of lignan-glycosides in the Forsythia family. 1. Isolation of phillyrin and arctiin]. PubMed: Standardization of solvent extracts from Onopordum acanthium fruits by GC-MS, HPLC-UV/DAD, HPLC-TQMS and 1H-NMR and evaluation of their inhibitory effects on the expression of IL-8 and E-selectin in immortalized endothelial cells (HUVECtert). PubMed: Dibenzylbutyrolactone lignans from Forsythia koreana fruits attenuate lipopolysaccharide-induced inducible nitric oxide synthetase and cyclooxygenase-2 expressions through activation of nuclear factor-κb and mitogen-activated protein kinase in RAW264.7 cells. PubMed: Natural lignans from Arctium lappa as antiaging agents in Caenorhabditis elegans. PubMed: Arctigenin isolated from the seeds of Arctium lappa ameliorates memory deficits in mice. PubMed: [Study on correlation between ITS sequence of Arctium lappa and quality of Fructus Arctii]. PubMed: Optimization of the processing technology of Fructus Arctii by response surface methodology. PubMed: Arctigenin from Fructus Arctii (Seed of Burdock) Reinforces Intestinal Barrier Function in Caco-2 Cell Monolayers. PubMed: Determination of the major constituents in fruit of Arctium lappa L. by matrix solid-phase dispersion extraction coupled with HPLC separation and fluorescence detection. PubMed: Searching for synergistic bronchodilators and novel therapeutic regimens for chronic lung diseases from a traditional Chinese medicine, Qingfei Xiaoyan Wan. PubMed: Lignans inhibit cell growth via regulation of Wnt/beta-catenin signaling. PubMed: Identification of adiponectin receptor agonist utilizing a fluorescence polarization based high throughput assay. PubMed: Structural transformation of lignan compounds in rat gastrointestinal tract; II. Serum concentration of lignans and their metabolites. PubMed: Anti-austeric activity of phenolic constituents of seeds of Arctium lappa. PubMed: Arctigenin ameliorates inflammation in vitro and in vivo by inhibiting the PI3K/AKT pathway and polarizing M1 macrophages to M2-like macrophages. PubMed: Complementary fragmentation pattern analysis by gas chromatography-mass spectrometry and liquid chromatography tandem mass spectrometry confirmed the precious lignan content of Cirsium weeds. PubMed: Induction of caspase-8 and death receptors by a new dammarane skeleton from the dried fruits of Forsythia koreana. PubMed: Metabolic profile of the bioactive compounds of burdock (Arctium lappa) seeds, roots and leaves. PubMed: Ligand binding affinities of arctigenin and its demethylated metabolites to estrogen receptor alpha. PubMed: Antiasthmatic action of dibenzylbutyrolactone lignans from fruits of Forsythia viridissima on asthmatic responses to ovalbumin challenge in conscious guinea-pigs. PubMed: [Trace chemical constituents contained in Trachelospermum jasminoides and structure identification]. PubMed: Bioactivity-guided isolation of antiproliferative compounds from Centaurea arenaria. PubMed: Further studies on a human intestinal bacterium Ruminococcus sp. END-1 for transformation of plant lignans to mammalian lignans. PubMed: Metabolism of ginsenoside Rb1 by human intestinal microflora and cloning of its metabolizing β-D-glucosidase from Bifidobacterium longum H-1. PubMed: Bioassay-guided isolation and identification of active compounds from Fructus Arctii against Dactylogyrus intermedius (Monogenea) in goldfish (Carassius auratus). PubMed: Effects of forsythia fruit extracts and lignan on lipid metabolism. PubMed: The content of lignan glycosides in Forsythia flowers and leaves. PubMed: Biological activities of Fructus arctii fermented with the basidiomycete Grifola frondosa. PubMed: Structural transformation of lignan compounds in rat gastrointestinal tract. PubMed: Cytotoxic components of bardanae fructus (goboshi). PubMed: [Relative adscriptions of components in the effective fractions of Yinqiao decoction and its composing individual herbs]. PubMed: [Isolation and elucidation of chemical constituents with antiviral action from yinqiaosan on influenza virus]. PubMed: Natural Arctium lappa fruit extract improves the clinical signs of aging skin. PubMed: Isolation and characterization of a human intestinal bacterium, Eubacterium sp. ARC-2, capable of demethylating arctigenin, in the essential metabolic process to enterolactone. PubMed: Chemoprevention of heterocyclic amine-induced mammary carcinogenesis in rats. PubMed: Americanin, a bioactive dibenzylbutyrolactone lignan, from the seeds of Centaurea americana. PubMed: Lack of significant inhibitory effects of a plant lignan tracheloside on 2-amino-1-methyl-6-phenylimidazo[4,5-b]pyridine (PhIP)-induced mammary carcinogenesis in female Sprague-Dawley rats. PubMed: The chemopreventive effects of Saussurea salicifolia through induction of apoptosis and phase II detoxification enzyme. PubMed: Inhibitory effect of nordihydroguaiaretic acid, a plant lignan, on Helicobacter pylori-associated gastric carcinogenesis in Mongolian gerbils. PubMed: A new lignan glycoside from the stem bark of Styrax japonica S. et Z. PubMed: [Dyuamical studies on metabolic chemistry of lignans from seeds of Arctium lappa]. PubMed: Neuroprotective dibenzylbutyrolactone lignans of Torreya nucifera. PubMed: Anti-tumor-promoting activity of lignans from the aerial part of Saussurea medusa. PubMed: [Studies on the chemical constituents of Arctium lappa L]. PubMed: In vitro and in vivo anti-allergic effects of Arctium lappa L. PubMed: Treatment with SI000413, a new herbal formula, ameliorates murine collagen-induced arthritis. PubMed: In-vitro and in-vivo anti-inflammatory action of the ethanol extract of Trachelospermi caulis. PubMed: Arctigenin from Fructus Arctii is a novel suppressor of heat shock response in mammalian cells. PubMed: Determination of phillyrin in rat plasma by high-performance liquid chromatography and its application to pharmacokinetic studies. PubMed: Isolation and identification of biologically active compounds from Forsythia viridissima flowers. PubMed: [Clinical observation on treatment of diabetic nephropathy with compound fructus arctii mixture]. PubMed: Lignans and Other Constituents of Centaurea sphaerocephala ssp. polyacantha.