Debromoflustramine-B

Debromofluustramine B (176), a prenylated pyrrolidinoindolinefound in the bryozoan Flustra foliacea. (-)-2 enantiomer (CID 10403152) has the lowest IC50 1.37 muM

General

Type : Natural, Pyrrolidine, Indole, Derivative of physostigmine-eserine

Chemical_Nomenclature : 3-methyl-4,8b-bis(3-methylbut-2-enyl)-2,3a-dihydro-1H-pyrrolo[2,3-b]indole

Canonical SMILES : CC(=CCC12CCN(C1N(C3=CC=CC=C23)CC=C(C)C)C)C

InChI : InChI=1S\/C21H30N2\/c1-16(2)10-12-21-13-15-22(5)20(21)23(14-11-17(3)4)19-9-7-6-8-18(19)21\/h6-11,20H,12-15H2,1-5H3

InChIKey : NUWYFFDZPIGJJO-UHFFFAOYSA-N || NUWYFFDZPIGJJO-RTWAWAEBSA-N

Other name(s) : CHEMBL452582  ||  NSC676585  ||  AC1LAVLJ  ||  BDBM50245239  ||  CHEMBL383307  ||  BDBM50241051


MW : 310.48

Formula : C21H30N2

CAS_number :

PubChem : 496015,    10403152

UniChem : NUWYFFDZPIGJJO-UHFFFAOYSA-N,    NUWYFFDZPIGJJO-RTWAWAEBSA-N

Target

Families : Debromoflustramine-B ligand of proteins in family
BCHE

References (3)

Title : Natural cholinesterase inhibitors from marine organisms - Moodie_2019_Nat.Prod.Rep_36_1053
Author(s) : Moodie LWK , Sepcic K , Turk T , Frange ZR , Svenson J
Ref : Nat Prod Rep , 36 :1053 , 2019
Abstract :
PubMedSearch : Moodie_2019_Nat.Prod.Rep_36_1053
PubMedID: 30924818

Title : In silico ligand-receptor docking of potentially selective butyrylcholinesterase inhibitors structurally related to the marine natural product debromoflustramine B - Mitchell_2010_Med.Chem_6_141
Author(s) : Mitchell MO , Figliozzi RW , Guzel M
Ref : Med Chem , 6 :141 , 2010
Abstract :
PubMedSearch : Mitchell_2010_Med.Chem_6_141
PubMedID: 20632975

Title : Synthesis and biological evaluation of (-)- and (+)-debromoflustramine B and its analogues as selective butyrylcholinesterase inhibitors - Rivera-Becerril_2008_J.Med.Chem_51_5271
Author(s) : Rivera-Becerril E , Joseph-Nathan P , Perez-Alvarez VM , Morales-Rios MS
Ref : Journal of Medicinal Chemistry , 51 :5271 , 2008
Abstract :
PubMedSearch : Rivera-Becerril_2008_J.Med.Chem_51_5271
PubMedID: 18686941