Carltonine-B

Amaryllidaceae alkaloid carltonine: hBChE IC50 = 0.031 +/- 0.001 microM hAChE IC50 >100 microM || hBChE IC50 = 0.031 +/- 0.001 microM; hAChE IC50 >100 microM. Competitive inhibition with Ki value of 0.055 microM

General

Type : Alkaloid, Natural

Chemical_Nomenclature :

Canonical SMILES : C12=CC(=C(C=C1OCO2)CN(CCC3=CC=C(C=C3)O)C)C4=CC=CC5=C4N(CC5)C

InChI : InChI=1S\/C26H28N2O3\/c1-27(12-10-18-6-8-21(29)9-7-18)16-20-14-24-25(31-17-30-24)15-23(20)22-5-3-4-19-11-13-28(2)26(19)22\/h3-9,14-15,29H,10-13,16-17H2,1-2H3

InChIKey : LHQRGHUIBBGUCH-UHFFFAOYSA-N

Other name(s) : Carltonine B  ||  CHEMBL5426641  ||  BDBM50626796


MW : 416.51

Formula : C26H28N2O3

CAS_number :

PubChem : 172467146

UniChem : LHQRGHUIBBGUCH-UHFFFAOYSA-N

Target

Families : Carltonine-B ligand of proteins in family
BCHE

Protein :
human-BCHE

References (6)

Title : Carltonine B derivatives: Synthesis and structure-activity relationship insights for selective butyrylcholinesterase inhibition - Al Mamun_2026_Bioorg.Chem_177_109894
Author(s) : Al Mamun A , Konecny J , Hrabinova M , Sorf A , Muckova L , Fibigar J , Kucera T , Pulkrabkova L , Jun D , Prchal L , Panek D , Finger V , Soukup O , Cailly T , Collot V , Novakova L , Cahlikova L , Korabecny J
Ref : Bioorg Chem , 177 :109894 , 2026
Abstract :
PubMedSearch : Al Mamun_2026_Bioorg.Chem_177_109894
PubMedID: 42060983

Title : Total Syntheses of the Amaryllidaceae Alkaloids Carltonines A-C and the Neuroprotective and Immunomodulatory Evaluation of Carltonine B - Reichau_2025_J.Nat.Prod__
Author(s) : Reichau K , Scheiner M , Poeta E , Bringmann G , Monti B , Decker M
Ref : Journal of Natural Products , : , 2025
Abstract :
PubMedSearch : Reichau_2025_J.Nat.Prod__
PubMedID: 41066687

Title : Carltonine-Derived Compounds for Targeted Butyrylcholinesterase Inhibition - Pidany_2024_RSC.Med.Chem_15_1601
Author(s) : Pidany F , Kroustkova J , Jenco J , Breiterova K , Muckovab L , Novakova L , Kunes J , Fibigar J , Kucera T , Novak M , Sorf A , Hrabinova M , Pulkrabkova L , Janousek J , Soukup O , Jun D , Korabecny J , Cahlikova L
Ref : RSC Med Chem , 15 :1601 , 2024
Abstract :
PubMedSearch : Pidany_2024_RSC.Med.Chem_15_1601
PubMedID: 38784455
Gene_locus related to this paper: human-BCHE

Title : Highly selective butyrylcholinesterase inhibitors related to Amaryllidaceae alkaloids - Design, synthesis, and biological evaluation - Pidany_2023_Eur.J.Med.Chem_252_115301
Author(s) : Pidany F , Kroustkova J , Al Mamun A , Suchankova D , Brazzolotto X , Nachon F , Chantegreil F , Dolezal R , Pulkrabkova L , Muckova L , Hrabinova M , Finger V , Kufa M , Soukup O , Jun D , Jenco J , Kunes J , Novakova L , Korabecny J , Cahlikova L
Ref : Eur Journal of Medicinal Chemistry , 252 :115301 , 2023
Abstract :
PubMedSearch : Pidany_2023_Eur.J.Med.Chem_252_115301
PubMedID: 36996715
Gene_locus related to this paper: human-BCHE

Title : Amaryllidaceae Alkaloids of Norbelladine-Type as Inspiration for Development of Highly Selective Butyrylcholinesterase Inhibitors: Synthesis, Biological Activity Evaluation, and Docking Studies - Al Mamun_2021_Int.J.Mol.Sci_22_
Author(s) : Al Mamun A , Pidany F , Hulcova D , Marikova J , Kucera T , Schmidt M , Catapano MC , Hrabinova M , Jun D , Muckova L , Kunes J , Janousek J , Andrys R , Novakova L , Perinova R , Maafi N , Soukup O , Korabecny J , Cahlikova L
Ref : Int J Mol Sci , 22 : , 2021
Abstract :
PubMedSearch : Al Mamun_2021_Int.J.Mol.Sci_22_
PubMedID: 34361074

Title : Alkaloids of Zephyranthes citrina (Amaryllidaceae) and their implication to Alzheimer's disease: Isolation, structural elucidation and biological activity - Kohelova_2020_Bioorg.Chem_107_104567
Author(s) : Kohelova E , Marikova J , Korabecny J , Hulcova D , Kucera T , Jun D , Chlebek J , Jenco J , Safratova M , Hrabinova M , Ritomska A , Malanik M , Perinova R , Breiterova K , Kunes J , Novakova L , Opletal L , Cahlikova L
Ref : Bioorg Chem , 107 :104567 , 2020
Abstract :
PubMedSearch : Kohelova_2020_Bioorg.Chem_107_104567
PubMedID: 33387730