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Canadine

Derivative of Berberine isolated from Corydalis cava (Papaveraceae). IC50 values of for hAChE 0.70 +/- 0.07 muM hBChE (IC50 values > 100 muM)

General

Type : Natural,Alkaloid

Chemical_Nomenclature : 16,17-dimethoxy-5,7-dioxa-13-azapentacyclo[11.8.0.02,10.04,8.015,20]henicosa-2,4(8),9,15(20),16,18-hexaene

Canonical SMILES : COC1=C(C2=C(CC3C4=CC5=C(C=C4CCN3C2)OCO5)C=C1)OC

InChI : InChI=1S\/C20H21NO4\/c1-22-17-4-3-12-7-16-14-9-19-18(24-11-25-19)8-13(14)5-6-21(16)10-15(12)20(17)23-2\/h3-4,8-9,16H,5-7,10-11H2,1-2H3

InChIKey : VZTUIEROBZXUFA-UHFFFAOYSA-N

Other name(s) : (+)-canadine,Tetrahydroberberine,Xanthopuccine,Canadin,CHEMBL275097,CHEBI:22998,(d,l)-Tetrahydroberberine

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MW : 339.39

Formula : C20H21NO4

CAS_number : 522-97-4

PubChem : 34458

UniChem : VZTUIEROBZXUFA-UHFFFAOYSA-N

Target

Families : Canadine ligand of proteins in family
ACHE BCHE Cholinesterase

References (1)

1. In Vitro and In Silico Acetylcholinesterase Inhibitory Activity of Thalictricavine and Canadine and Their Predicted Penetration across the Blood-Brain Barrier

Title : In Vitro and In Silico Acetylcholinesterase Inhibitory Activity of Thalictricavine and Canadine and Their Predicted Penetration across the Blood-Brain Barrier - Chlebek_2019_Molecules_24_

Author(s) : Chlebek J , Korabecny J , Dolezal R , Stepankova S , Perez DI , Hostalkova A , Opletal L , Cahlikova L , Macakova K , Kucera T , Hrabinova M , Jun D

Ref : Molecules , 24 : , 2019

Abstract : Chlebek_2019_Molecules_24_

ESTHER : Chlebek_2019_Molecules_24_

PubMedSearch : Chlebek_2019_Molecules_24_

PubMedID: 30959739

Array
(
    [id] => 2454
    [inhibitor] => Canadine
    [type] => Array
        (
            [0] => Natural
            [1] => Alkaloid
        )

    [other_name] => Array
        (
            [0] => (+)-canadine
            [1] => Tetrahydroberberine
            [2] => Xanthopuccine
            [3] => Canadin
            [4] => CHEMBL275097
            [5] => CHEBI:22998
            [6] => (d,l)-Tetrahydroberberine
        )

    [chemical_nomenclature] => 16,17-dimethoxy-5,7-dioxa-13-azapentacyclo[11.8.0.02,10.04,8.015,20]henicosa-2,4(8),9,15(20),16,18-hexaene
    [formula] => C20H21NO4
    [cas_number] => 522-97-4
    [mw] => 339.39
    [pick_me_to_call] => display_script
    [kinetic_parameter] => 
    [paper] => Chlebek_2019_Molecules_24_
    [comment] => Derivative of Berberine isolated from Corydalis cava (Papaveraceae). IC50 values of for hAChE 0.70 +\/- 0.07 muM hBChE (IC50 values > 100 muM)
    [gene_locus] => 
    [kin_inhibitor] => 
    [cid] => 34458
    [family] => ACHE || BCHE || Cholinesterase
    [inchikey] => VZTUIEROBZXUFA-UHFFFAOYSA-N
    [canonicalsmiles] => COC1=C(C2=C(CC3C4=CC5=C(C=C4CCN3C2)OCO5)C=C1)OC
    [inchi] => InChI=1S\/C20H21NO4\/c1-22-17-4-3-12-7-16-14-9-19-18(24-11-25-19)8-13(14)5-6-21(16)10-15(12)20(17)23-2\/h3-4,8-9,16H,5-7,10-11H2,1-2H3
    [wikipedia] => 
    [iupharlig] => 
    [structure] => 
    [substrate] => 
    [interact_gene_locus] => 
    [mutation] => 
    [comment2] => 
    [extoxnet] => 
    [news] => 
    [theoretical_model] => 
)