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5096-57-1,MFCD00236139
Catalog No.:AA00DETH

5096-57-1 | Canadine

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1mg
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$38.00   $26.00
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5mg
≥98%
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$156.00   $109.00
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10mg
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  • Technical Information
  • Properties
  • Literature
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  • Technical Information
  • Properties
  • Literature
Technical Information
Catalog Number:
AA00DETH
Chemical Name:
Canadine
CAS Number:
5096-57-1
Molecular Formula:
C20H21NO4
Molecular Weight:
339.3850
MDL Number:
MFCD00236139
SMILES:
COc1c(OC)ccc2c1CN1CCc3c([C@@H]1C2)cc1c(c3)OCO1
Properties
Computed Properties
 
Complexity:
488  
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
1  
Heavy Atom Count:
25  
Hydrogen Bond Acceptor Count:
5  
Rotatable Bond Count:
2  
XLogP3:
3.1  

Literature

Title: Quorum quenching and antimicrobial activity of goldenseal (Hydrastis canadensis) against methicillin-resistant Staphylococcus aureus (MRSA).

Journal: Planta medica 20120901

Title: Structure-activity studies of some berberine analogs as inhibitors of Toxoplasma gondii.

Journal: Bioorganic & medicinal chemistry letters 20120415

Title: Chiral HPLC determination and stereoselective pharmacokinetics of tetrahydroberberine enantiomers in rats.

Journal: Chirality 20120301

Title: Berberine induces caspase-independent cell death in colon tumor cells through activation of apoptosis-inducing factor.

Journal: PloS one 20120101

Title: Formation and conformation of baicalin-berberine and wogonoside-berberine complexes.

Journal: Chemical & pharmaceutical bulletin 20120101

Title: CYP2C19 progress curve analysis and mechanism-based inactivation by three methylenedioxyphenyl compounds.

Journal: Drug metabolism and disposition: the biological fate of chemicals 20111201

Title: Simultaneous determination of tetrahydropalmatine and tetrahydroberberine in rat urine using dispersive liquid-liquid microextraction coupled with high-performance liquid chromatography.

Journal: Journal of separation science 20111101

Title: Targeting the Wolbachia cell division protein FtsZ as a new approach for antifilarial therapy.

Journal: PLoS neglected tropical diseases 20111101

Title: Tetrahydroberberine, an isoquinoline alkaloid isolated from corydalis tuber, enhances gastrointestinal motor function.

Journal: The Journal of pharmacology and experimental therapeutics 20110901

Title: Insecticidal effect and chemical composition of the volatile oil from Bergenia ligulata.

Journal: Journal of agricultural and food chemistry 20110713

Title: Goldenseal (Hydrastis canadensis L.) extracts synergistically enhance the antibacterial activity of berberine via efflux pump inhibition.

Journal: Planta medica 20110501

Title: Tetrahydroberberine blocks ATP-sensitive potassium channels in dopamine neurons acutely-dissociated from rat substantia nigra pars compacta.

Journal: Neuropharmacology 20101201

Title: Toxicology and carcinogenesis studies of goldenseal root powder (Hydrastis Canadensis) in F344/N rats and B6C3F1 mice (feed studies).

Journal: National Toxicology Program technical report series 20100801

Title: Genetic evidence for inhibition of bacterial division protein FtsZ by berberine.

Journal: PloS one 20100101

Title: Berberine bridge enzyme catalyzes the six electron oxidation of (S)-reticuline to dehydroscoulerine.

Journal: Phytochemistry 20090601

Title: Berberine analogues as a novel class of the low-density-lipoprotein receptor up-regulators: synthesis, structure-activity relationships, and cholesterol-lowering efficacy.

Journal: Journal of medicinal chemistry 20090122

Title: Significant differences in alkaloid content of Coptis chinensis (Huanglian), from its related American species.

Journal: Chinese medicine 20090101

Title: Antioxidant and cytotoxic activities of canadine: biological effects and structural aspects.

Journal: Bioorganic & medicinal chemistry 20080401

Title: Effects of herbal products and their constituents on human cytochrome P450(2E1) activity.

Journal: Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association 20071201

Title: Effects of root isoquinoline alkaloids from Hydrastis canadensis on Fusarium oxysporum isolated from Hydrastis root tissue.

Journal: Journal of chemical ecology 20070701

Title: Molecular cloning and characterization of tetrahydroprotoberberine cis-N-methyltransferase, an enzyme involved in alkaloid biosynthesis in opium poppy.

Journal: The Journal of biological chemistry 20070518

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

Journal: Bioorganic & medicinal chemistry letters 20070315

Title: Photochemistry and photocytotoxicity of alkaloids from Goldenseal (Hydrastis canadensis L.) 3: effect on human lens and retinal pigment epithelial cells.

Journal: Photochemistry and photobiology 20070101

Title: The medicinal plant goldenseal is a natural LDL-lowering agent with multiple bioactive components and new action mechanisms.

Journal: Journal of lipid research 20061001

Title: Photochemistry and photocytotoxicity of alkaloids from Goldenseal (Hydrastis canadensis L.). 2. Palmatine, hydrastine, canadine, and hydrastinine.

Journal: Chemical research in toxicology 20060601

Title: Synthesis and antihyperglycemic evaluation of various protoberberine derivatives.

Journal: Bioorganic & medicinal chemistry letters 20060301

Title: Chiral high-performance liquid chromatographic separation of the enantiomers of tetrahydropalmatine and tetrahydroberberine, isolated from Corydalis yanhusuo.

Journal: Analytical and bioanalytical chemistry 20060201

Title: Synthesis, DNA-binding affinities, and binding mode of berberine dimers.

Journal: Bioorganic & medicinal chemistry 20060101

Title: Cell type-specific localization of transcripts encoding nine consecutive enzymes involved in protoberberine alkaloid biosynthesis.

Journal: The Plant cell 20050301

Title: The combination of rat mast cell and rabbit aortic smooth muscle is the simple bioassay for the screening of anti-allergic ingredient from methanolic extract of Corydalis tuber.

Journal: Biological & pharmaceutical bulletin 20040801

Title: [Extraction and HPLC analysis of alkaloids in goldenseal].

Journal: Sheng wu gong cheng xue bao = Chinese journal of biotechnology 20040301

Title: Chemical comparison of goldenseal (Hydrastis canadensis L.) root powder from three commercial suppliers.

Journal: Journal of agricultural and food chemistry 20031203

Title: Antimicrobial constituents from goldenseal (the Rhizomes of Hydrastis canadensis) against selected oral pathogens.

Journal: Planta medica 20030701

Title: Method validation for determination of alkaloid content in goldenseal root powder.

Journal: Journal of AOAC International 20030101

Title: Immunocytological localization of two enzymes involved in berberine biosynthesis.

Journal: Planta 20021101

Title: Antibacterial activity of Hydrastis canadensis extract and its major isolated alkaloids.

Journal: Planta medica 20010801

Title: Antitubercular natural products: berberine from the roots of commercial Hydrastis canadensis powder. Isolation of inactive 8-oxotetrahydrothalifendine, canadine, beta-hydrastine, and two new quinic acid esters, hycandinic acid esters-1 and -2.

Journal: Journal of natural products 19981001

Title: HIV-1 and HIV-2 reverse transcriptases: a comparative study of sensitivity to inhibition by selected natural products.

Journal: Biochemical and biophysical research communications 19920529

Title: Evaluation of natural products as inhibitors of human immunodeficiency virus type 1 (HIV-1) reverse transcriptase.

Journal: Journal of natural products 19910101

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