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633-65-8,MFCD00149998
Catalog No.:AA00IB40

633-65-8 | 16,17-dimethoxy-5,7-dioxa-13$l^{5}-azapentacyclo[11.8.0.0^{2,10}.0^{4,8}.0^{15,20}]henicosa-1(13),2,4(8),9,14,16,18,20-octaen-13-ylium chloride

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5g
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10g
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25g
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  • Technical Information
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  • Technical Information
  • Properties
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Technical Information
Catalog Number:
AA00IB40
Chemical Name:
16,17-dimethoxy-5,7-dioxa-13$l^{5}-azapentacyclo[11.8.0.0^{2,10}.0^{4,8}.0^{15,20}]henicosa-1(13),2,4(8),9,14,16,18,20-octaen-13-ylium chloride
CAS Number:
633-65-8
Molecular Formula:
C20H22ClNO6
Molecular Weight:
407.8448
MDL Number:
MFCD00149998
SMILES:
COc1c(OC)ccc2c1c[n+]1CCc3c(c1c2)cc1c(c3)OCO1.O.O.[Cl-]
Properties
Computed Properties
 
Complexity:
488  
Covalently-Bonded Unit Count:
2  
Heavy Atom Count:
26  
Hydrogen Bond Acceptor Count:
5  
Rotatable Bond Count:
2  

Literature

Title: Non-nucleoside reverse transcriptase inhibitor (NNRTI) cross-resistance: implications for preclinical evaluation of novel NNRTIs and clinical genotypic resistance testing.

Journal: The Journal of antimicrobial chemotherapy 20140101

Title: Structural optimization of berberine as a synergist to restore antifungal activity of fluconazole against drug-resistant Candida albicans.

Journal: ChemMedChem 20140101

Title: Exploration of natural compounds as sources of new bifunctional scaffolds targeting cholinesterases and beta amyloid aggregation: the case of chelerythrine.

Journal: Bioorganic & medicinal chemistry 20121115

Title: Synthesis, structure-activity relationship and in vitro anti-mycobacterial evaluation of 13-n-octylberberine derivatives.

Journal: European journal of medicinal chemistry 20120601

Title: Synthesis of novel 9-O-N-aryl/aryl-alkyl amino carbonyl methyl substituted berberine analogs and evaluation of DNA binding aspects.

Journal: Bioorganic & medicinal chemistry 20120415

Title: Benzenediol-berberine hybrids: multifunctional agents for Alzheimer's disease.

Journal: Bioorganic & medicinal chemistry 20111201

Title: Quinolino-benzo-[5, 6]-dihydroisoquindolium compounds derived from berberine: a new class of highly selective ligands for G-quadruplex DNA in c-myc oncogene.

Journal: European journal of medicinal chemistry 20110501

Title: Differential gene expression in rat vascular smooth muscle cells following treatment with coptisine exerts a selective antiproliferative effect.

Journal: Journal of natural products 20110425

Title: Synthesis of 9-substituted derivatives of berberine as anti-HIV agents.

Journal: European journal of medicinal chemistry 20110401

Title: Synthesis, biological evaluation and molecular modeling of novel triazole-containing berberine derivatives as acetylcholinesterase and β-amyloid aggregation inhibitors.

Journal: Bioorganic & medicinal chemistry 20110401

Title: Berberine derivatives, with substituted amino groups linked at the 9-position, as inhibitors of acetylcholinesterase/butyrylcholinesterase.

Journal: Bioorganic & medicinal chemistry letters 20101115

Title: Synthesis and SAR studies of 1,4-benzoxazine MenB inhibitors: novel antibacterial agents against Mycobacterium tuberculosis.

Journal: Bioorganic & medicinal chemistry letters 20101101

Title: Design, synthesis, and cholesterol-lowering efficacy for prodrugs of berberrubine.

Journal: Bioorganic & medicinal chemistry 20100901

Title: Benzylisoquinoline alkaloids from the tubers of Corydalis ternata and their cytotoxicity.

Journal: Bioorganic & medicinal chemistry letters 20100801

Title: Synthesis and biological evaluation of a new series of berberine derivatives as dual inhibitors of acetylcholinesterase and butyrylcholinesterase.

Journal: Bioorganic & medicinal chemistry 20100615

Title: Synthesis, anticancer and antioxidant activities of 7-methoxyisoflavanone and 2,3-diarylchromanones.

Journal: European journal of medicinal chemistry 20100601

Title: Inhibitors of prolyl oligopeptidases for the therapy of human diseases: defining diseases and inhibitors.

Journal: Journal of medicinal chemistry 20100513

Title: Synthesis, biological evaluation, and molecular modeling of berberine derivatives as potent acetylcholinesterase inhibitors.

Journal: Bioorganic & medicinal chemistry 20100201

Title: Synthesis and biological evaluation of berberine analogues as novel up-regulators for both low-density-lipoprotein receptor and insulin receptor.

Journal: Bioorganic & medicinal chemistry letters 20091101

Title: Structure-activity relationship of isoform selective inhibitors of Rac1/1b GTPase nucleotide binding.

Journal: Bioorganic & medicinal chemistry letters 20091001

Title: Antibacterial activity of berberine-NorA pump inhibitor hybrids with a methylene ether linking group.

Journal: Bioorganic & medicinal chemistry 20090601

Title: Probing of the cis-5-phenyl proline scaffold as a platform for the synthesis of mechanism-based inhibitors of the Staphylococcus aureus sortase SrtA isoform.

Journal: Bioorganic & medicinal chemistry 20090401

Title: Synthesis and structure-activity relationships of novel, substituted 5,6-dihydrodibenzo[a,g]quinolizinium P2X7 antagonists.

Journal: Bioorganic & medicinal chemistry letters 20090201

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: Synthesis and structure-activity relationships of berberine analogues as a novel class of low-density-lipoprotein receptor up-regulators.

Journal: Bioorganic & medicinal chemistry letters 20080815

Title: Structure-activity relationships of 2-aryl-1H-indole inhibitors of the NorA efflux pump in Staphylococcus aureus.

Journal: Bioorganic & medicinal chemistry letters 20080801

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

Journal: Bioorganic & medicinal chemistry 20080401

Title: Aaptamines as sortase A inhibitors from the tropical sponge Aaptos aaptos.

Journal: Bioorganic & medicinal chemistry letters 20071001

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

Journal: Bioorganic & medicinal chemistry letters 20070315

Title: Synthesis of 13-(substituted benzyl) berberine and berberrubine derivatives as antifungal agents.

Journal: Bioorganic & medicinal chemistry letters 20060801

Title: Phytochemistry and antifungal properties of the newly discovered tree Pleodendron costaricense.

Journal: Journal of natural products 20060701

Title: Microsphere-based protease assays and screening application for lethal factor and factor Xa.

Journal: Cytometry. Part A : the journal of the International Society for Analytical Cytology 20060501

Title: Synthesis and antihyperglycemic evaluation of various protoberberine derivatives.

Journal: Bioorganic & medicinal chemistry letters 20060301

Title: Metabolites of the 'smoke tree', Dalea spinosa, potentiate antibiotic activity against multidrug-resistant Staphylococcus aureus.

Journal: Journal of natural products 20060201

Title: A new glucosyl feruloyl quinic acid as a potential marker for roots and rhizomes of goldenseal, Hydrastis canadensis.

Journal: Journal of natural products 20041101

Title: Xanthones and benzophenones from the stems of Garcinia multiflora.

Journal: Journal of natural products 20030801

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: 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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SDS
Tags:633-65-8 Molecular Formula|633-65-8 MDL|633-65-8 SMILES|633-65-8 16,17-dimethoxy-5,7-dioxa-13$l^{5}-azapentacyclo[11.8.0.0^{2,10}.0^{4,8}.0^{15,20}]henicosa-1(13),2,4(8),9,14,16,18,20-octaen-13-ylium chloride