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20362-31-6,MFCD00870630
Catalog No.:AA0028Y2

20362-31-6 | Arctiin

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1mg
98%
in stock  
$6.00   $4.00
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10mg
98%
in stock  
$9.00   $7.00
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50mg
98%
in stock  
$26.00   $18.00
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250mg
95%
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$110.00   $77.00
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1g
95%
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$316.00   $222.00
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  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
  • Request for Quotation
  • Download SDS
  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
Technical Information
Catalog Number:
AA0028Y2
Chemical Name:
Arctiin
CAS Number:
20362-31-6
Molecular Formula:
C27H34O11
Molecular Weight:
534.5523
MDL Number:
MFCD00870630
SMILES:
OC[C@H]1O[C@@H](Oc2ccc(cc2OC)C[C@H]2C(=O)OC[C@@H]2Cc2ccc(c(c2)OC)OC)[C@@H]([C@H]([C@@H]1O)O)O
Properties
Computed Properties
 
Complexity:
753  
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
7  
Heavy Atom Count:
38  
Hydrogen Bond Acceptor Count:
11  
Hydrogen Bond Donor Count:
4  
Rotatable Bond Count:
10  
XLogP3:
1.8  

Downstream Synthesis Route
20362-31-6   
diarctigenin 
  26687-82-1 

[1]TetrahedronLetters,2013,vol.54,p.6955-6958

Literature

Title: Effects of arctiin on streptozotocin-induced diabetic retinopathy in Sprague-Dawley rats.

Journal: Planta medica 20120801

Title: Plasma pharmacokinetics and tissue distribution of arctiin and its main metabolite in rats by HPLC-UV and LC-MS.

Journal: Planta medica 20120501

Title: [Effect of arctiin on mouse podocyte epithelial-mesenchymal transition induced by advanced oxidation protein products].

Journal: Nan fang yi ke da xue xue bao = Journal of Southern Medical University 20120301

Title: Antiasthmatic Effects of Herbal Complex MA and Its Fermented Product MA128.

Journal: Evidence-based complementary and alternative medicine : eCAM 20120101

Title: Effect of aqueous extract of Arctium lappa L. (burdock) roots on the sexual behavior of male rats.

Journal: BMC complementary and alternative medicine 20120101

Title: Therapeutic effects of liposome-enveloped Ligusticum chuanxiong essential oil on hypertrophic scars in the rabbit ear model.

Journal: PloS one 20120101

Title: Optimum yields of dibenzylbutyrolactone-type lignans from Cynareae fruits, during their ripening, germination and enzymatic hydrolysis processes, determined by on-line chromatographic methods.

Journal: Phytochemical analysis : PCA 20120101

Title: Metabolism of ginsenoside Rb1 by human intestinal microflora and cloning of its metabolizing β-D-glucosidase from Bifidobacterium longum H-1.

Journal: Biological & pharmaceutical bulletin 20120101

Title: Arctigenin isolated from the seeds of Arctium lappa ameliorates memory deficits in mice.

Journal: Planta medica 20110901

Title: [Study on correlation between ITS sequence of Arctium lappa and quality of Fructus Arctii].

Journal: Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20110701

Title: Antiasthmatic action of dibenzylbutyrolactone lignans from fruits of Forsythia viridissima on asthmatic responses to ovalbumin challenge in conscious guinea-pigs.

Journal: Phytotherapy research : PTR 20110301

Title: Antioxidative and in vitro antiproliferative activity of Arctium lappa root extracts.

Journal: BMC complementary and alternative medicine 20110101

Title: Arctigenin from Arctium lappa inhibits interleukin-2 and interferon gene expression in primary human T lymphocytes.

Journal: Chinese medicine 20110101

Title: Anti-inflammatory function of arctiin by inhibiting COX-2 expression via NF-κB pathways.

Journal: Journal of inflammation (London, England) 20110101

Title: Organic parasite control for poultry and rabbits in British Columbia, Canada.

Journal: Journal of ethnobiology and ethnomedicine 20110101

Title: Arctigenin efficiently enhanced sedentary mice treadmill endurance.

Journal: PloS one 20110101

Title: Bioactivity-guided isolation of antiproliferative compounds from Centaurea arenaria.

Journal: Phytotherapy research : PTR 20101101

Title: Determination of the major constituents in fruit of Arctium lappa L. by matrix solid-phase dispersion extraction coupled with HPLC separation and fluorescence detection.

Journal: Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20101015

Title: On-line coupling of counter-current chromatography and macroporous resin chromatography for continuous isolation of arctiin from the fruit of Arctium lappa L.

Journal: Journal of chromatography. A 20100813

Title: 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.

Journal: Journal of chromatography. A 20100305

Title: Metabolic profile of the bioactive compounds of burdock (Arctium lappa) seeds, roots and leaves.

Journal: Journal of pharmaceutical and biomedical analysis 20100120

Title: Production of enterodiol from defatted flaxseeds through biotransformation by human intestinal bacteria.

Journal: BMC microbiology 20100101

Title: Lignans inhibit cell growth via regulation of Wnt/beta-catenin signaling.

Journal: Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association 20100101

Title: Therapeutic effect of arctiin and arctigenin in immunocompetent and immunocompromised mice infected with influenza A virus.

Journal: Biological & pharmaceutical bulletin 20100101

Title: 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.

Journal: Biological & pharmaceutical bulletin 20100101

Title: Bioassay-guided isolation and identification of active compounds from Fructus Arctii against Dactylogyrus intermedius (Monogenea) in goldfish (Carassius auratus).

Journal: Parasitology research 20091201

Title: Ameliorative effects of arctiin from Arctium lappa on experimental glomerulonephritis in rats.

Journal: Phytomedicine : international journal of phytotherapy and phytopharmacology 20091101

Title: Further studies on a human intestinal bacterium Ruminococcus sp. END-1 for transformation of plant lignans to mammalian lignans.

Journal: Journal of agricultural and food chemistry 20090826

Title: Natural Arctium lappa fruit extract improves the clinical signs of aging skin.

Journal: Journal of cosmetic dermatology 20081201

Title: In vitro and in vivo anti-allergic effects of Arctium lappa L.

Journal: Experimental biology and medicine (Maywood, N.J.) 20081101

Title: Treatment with SI000413, a new herbal formula, ameliorates murine collagen-induced arthritis.

Journal: Biological & pharmaceutical bulletin 20080701

Title: Arctiin induces cell growth inhibition through the down-regulation of cyclin D1 expression.

Journal: Oncology reports 20080301

Title: Microemulsion electrokinetic chromatography for the separation of arctiin and arctigenin in Fructus Arctii and its herbal preparations.

Journal: Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20071201

Title: The chemopreventive effects of Saussurea salicifolia through induction of apoptosis and phase II detoxification enzyme.

Journal: Biological & pharmaceutical bulletin 20071201

Title: Inhibitory effect of nordihydroguaiaretic acid, a plant lignan, on Helicobacter pylori-associated gastric carcinogenesis in Mongolian gerbils.

Journal: Cancer science 20071101

Title: Isolation and characterization of a human intestinal bacterium, Eubacterium sp. ARC-2, capable of demethylating arctigenin, in the essential metabolic process to enterolactone.

Journal: Biological & pharmaceutical bulletin 20070501

Title: A new lignan glycoside from the stem bark of Styrax japonica S. et Z.

Journal: Archives of pharmacal research 20070401

Title: Antiviral activity of berberine and related compounds against human cytomegalovirus.

Journal: Bioorganic & medicinal chemistry letters 20070315

Title: [Relative adscriptions of components in the effective fractions of Yinqiao decoction and its composing individual herbs].

Journal: Yao xue xue bao = Acta pharmaceutica Sinica 20070201

Title: In-vitro and in-vivo anti-inflammatory action of the ethanol extract of Trachelospermi caulis.

Journal: The Journal of pharmacy and pharmacology 20070101

Title: Lack of a significant effect of arctiin on development of 7,12-dimethylbenz(a)anthracene-induced mammary tumors in ovariectomized Sprague-Dawley rats.

Journal: Nutrition and cancer 20070101

Title: Americanin, a bioactive dibenzylbutyrolactone lignan, from the seeds of Centaurea americana.

Journal: Phytochemistry 20061101

Title: [Study on condition for extraction of arctiin from fruits of Arctium lappa using supercritical fluid extraction].

Journal: Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20060801

Title: Arctigenin from Fructus Arctii is a novel suppressor of heat shock response in mammalian cells.

Journal: Cell stress & chaperones 20060601

Title: Determination of phillyrin in rat plasma by high-performance liquid chromatography and its application to pharmacokinetic studies.

Journal: Journal of pharmaceutical and biomedical analysis 20060503

Title: A high performance liquid chromatography method for the simultaneous determination of arctiin, chlorogenic acid and glycyrrhizin in a Chinese proprietary medicine.

Journal: Journal of pharmaceutical and biomedical analysis 20050915

Title: [Dyuamical studies on metabolic chemistry of lignans from seeds of Arctium lappa].

Journal: Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20050801

Title: Lack of significant modifying effect of arctiin on prostate carcinogenesis in probasin/SV40 T antigen transgenic rats.

Journal: Cancer letters 20050526

Title: Application of preparative high-speed counter-current chromatography for separation and purification of arctiin from Fructus Arctii.

Journal: Journal of chromatography. A 20050121

Title: Isolation and identification of arctiin and arctigenin in leaves of burdock (Arctium lappa L.) by polyamide column chromatography in combination with HPLC-ESI/MS.

Journal: Phytochemical analysis : PCA 20050101

Title: [Clinical observation on treatment of diabetic nephropathy with compound fructus arctii mixture].

Journal: Zhongguo Zhong xi yi jie he za zhi Zhongguo Zhongxiyi jiehe zazhi = Chinese journal of integrated traditional and Western medicine 20040701

Title: Modulation of anti-adhesion molecule MUC-1 is associated with arctiin-induced growth inhibition in PC-3 cells.

Journal: The Prostate 20040515

Title: Isolation and identification of biologically active compounds from Forsythia viridissima flowers.

Journal: Acta poloniae pharmaceutica 20040101

Title: The content of lignan glycosides in Forsythia flowers and leaves.

Journal: Acta poloniae pharmaceutica 20040101

Title: Effects of forsythia fruit extracts and lignan on lipid metabolism.

Journal: BioFactors (Oxford, England) 20040101

Title: 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.

Journal: Cancer letters 20031028

Title: Transformation of arctiin to estrogenic and antiestrogenic substances by human intestinal bacteria.

Journal: Chemical & pharmaceutical bulletin 20030401

Title: Simultaneous determination of chlorogenic acid, forsythin and arctiin in Chinese traditional medicines preparation by reversed phase-HPLC.

Journal: Chemical & pharmaceutical bulletin 20030401

Title: [Isolation and elucidation of chemical constituents with antiviral action from yinqiaosan on influenza virus].

Journal: Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20030101

Title: Chemoprevention of heterocyclic amine-induced mammary carcinogenesis in rats.

Journal: Environmental and molecular mutagenesis 20020101

Title: Neuroprotective dibenzylbutyrolactone lignans of Torreya nucifera.

Journal: Planta medica 20010701

Title: Effects of the lignan, arctiin, on 17-beta ethinyl estradiol promotion of preneoplastic liver cell foci development in rats.

Journal: Anticancer research 19980101

Title: Differential in vitro anti-HIV activity of natural lignans.

Journal: Zeitschrift fur Naturforschung. C, Journal of biosciences 19900101

Title: Huang DM, et al. Modulation of anti-adhesion molecule MUC-1 is associated with arctiin-induced growth inhibition in PC-3 cells. Prostate. 2004 May 15;59(3):260-7.

Title: Knipping K, et al. In vitro and in vivo anti-allergic effects of Arctium lappa L. Exp Biol Med (Maywood). 2008 Nov;233(11):1469-77.

Title: Zeng Y, et al. Lack of significant modifying effect of arctiin on prostate carcinogenesis in probasin/SV40 T antigen transgenic rats. Cancer Lett. 2005 May 26;222(2):145-51.

Title: Wu JG, et al. Ameliorative effects of arctiin from Arctium lappa on experimental glomerulonephritis in rats. Phytomedicine. 2009 Nov;16(11):1033-41.

Title: Ma ST, et al. Effect of arctiin on glomerular filtration barrier damage in STZ-induced diabetic nephropathy rats. Phytother Res. 2013 Oct;27(10):1474-80.

Title: Matsuzaki Y, et al. Arctiin induces cell growth inhibition through the down-regulation of cyclin D1 expression. Oncol Rep. 2008 Mar;19(3):721-7.

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