Jatrorrhizine

very close to Palmitine and Berberine

General

Type : Natural, Alkaloid, Not AlphaBeta Hydrolase target, Isoquinoline

Chemical_Nomenclature : 2,9,10-trimethoxy-5,6-dihydroisoquinolino[2,1-b]isoquinolin-7-ium-3-ol

Canonical SMILES : COC1=C(C2=C[N+]3=C(C=C2C=C1)C4=CC(=C(C=C4CC3)O)OC)OC

InChI : InChI=1S\/C20H19NO4\/c1-23-18-5-4-12-8-16-14-10-19(24-2)17(22)9-13(14)6-7-21(16)11-15(12)20(18)25-3\/h4-5,8-11H,6-7H2,1-3H3\/p+1

InChIKey : MXTLAHSTUOXGQF-UHFFFAOYSA-O

Other name(s) : neprotin  ||  jateorrhizine  ||  Yatrorizine  ||  CHEBI:6087  ||  CHEMBL251055  ||  Dehydrocorypalmine  ||  SCHEMBL564128


MW : 338.4

Formula : C20H20NO4+

CAS_number : 3621-38-3

PubChem : 72323

UniChem : MXTLAHSTUOXGQF-UHFFFAOYSA-O

Target

References (13)

Title : Isolation, derivatization, in-vitro, and in-silico studies of potent butyrylcholinesterase inhibitors from Berberis parkeriana Schneid - Ali_2022_Bioorg.Chem_127_105944
Author(s) : Ali R , Atia Tul W , Wajid S , Khan MA , Yousuf S , Shaikh M , Hassan Laghari G , Rahman AU , Choudhary MI
Ref : Bioorg Chem , 127 :105944 , 2022
Abstract :
PubMedSearch : Ali_2022_Bioorg.Chem_127_105944
PubMedID: 35905644

Title : Inhibitory Activity of Quaternary Isoquinoline Alkaloids on Soluble Epoxide Hydrolase - Kim_2022_Curr.Issues.Mol.Biol_44_4282
Author(s) : Kim JH , Cho CW , Hur M , Park WT , Moon YH , Koo SC , Hur YC , Kang JS , Lee IS
Ref : Curr Issues Mol Biol , 44 :4282 , 2022
Abstract :
PubMedSearch : Kim_2022_Curr.Issues.Mol.Biol_44_4282
PubMedID: 36135206

Title : Simultaneous screening, identification, quantitation, and activity evaluation of six acetylcholinesterase (AChE) inhibitors in Coptidis Rhizoma by online UPLC-DAD coupled with AChE biochemical detection - Tan_2022_J.Pharm.Biomed.Anal_219_114897
Author(s) : Tan JL , Xu YL , Fei YQ , Zheng GH , Ding XP
Ref : J Pharm Biomed Anal , 219 :114897 , 2022
Abstract :
PubMedSearch : Tan_2022_J.Pharm.Biomed.Anal_219_114897
PubMedID: 35780528

Title : A strategy to discover lead chemome from traditional Chinese medicines based on natural chromatogram-effect correlation (NCEC) and natural structure-effect correlation (NSEC): Mahonia bealei and Mahonia fortunei as a case study - Song_2021_J.Chromatogr.B.Analyt.Technol.Biomed.Life.Sci_1181_122922
Author(s) : Song HP , Zhang H , Hu R , Xiao HH , Guo H , Yuan WH , Han XT , Xu XY , Zhang X , Ding ZX , Zhao MY , Kang TG , Sun HY , Chang A , Chen YH , Xie M
Ref : Journal of Chromatography B Analyt Technol Biomed Life Sciences , 1181 :122922 , 2021
Abstract :
PubMedSearch : Song_2021_J.Chromatogr.B.Analyt.Technol.Biomed.Life.Sci_1181_122922
PubMedID: 34500403

Title : UHPLC With On-Line Coupled Biochemical Detection for High Throughput Screening of Acetylcholinesterase Inhibitors in Coptidis Rhizoma and Cortex Phellodendri - Tan_2021_J.Chromatogr.Sci__
Author(s) : Tan J , Zhang X , Fang J , Shen H , Ding X , Zheng G
Ref : Journal of Chromatography Sci , : , 2021
Abstract :
PubMedSearch : Tan_2021_J.Chromatogr.Sci__
PubMedID: 34664067

Title : Rhizoma Coptidis for Alzheimer's Disease and Vascular Dementia: A Literature Review - Wang_2020_Curr.Vasc.Pharmacol_18_358
Author(s) : Wang Z , Yang Y , Liu M , Wei Y , Liu J , Pei H , Li H
Ref : Curr Vasc Pharmacol , 18 :358 , 2020
Abstract :
PubMedSearch : Wang_2020_Curr.Vasc.Pharmacol_18_358
PubMedID: 31291876

Title : Screening of acetylcholinesterase inhibitors and characterizing of phytochemical constituents from Dichocarpum auriculatum (Franch.) W.T. Wang & P. K. Hsiao through UPLC-MS combined with an acetylcholinesterase inhibition assay in vitro - Li_2019_J.Ethnopharmacol_245_112185
Author(s) : Li P , Liu S , Liu Q , Shen J , Yang R , Jiang B , He C , Xiao P
Ref : J Ethnopharmacol , 245 :112185 , 2019
Abstract :
PubMedSearch : Li_2019_J.Ethnopharmacol_245_112185
PubMedID: 31446073

Title : Large-scale separation of acetylcholinesterase inhibitors from Zanthoxylum nitidum by pH-zone-refining counter-current chromatography target-guided by ultrafiltration high-performance liquid chromatography with ultraviolet and mass spectrometry screening - Liu_2019_J.Sep.Sci_42_1194
Author(s) : Liu M , Liu Q , Chen M , Huang X , Chen X
Ref : J Sep Sci , 42 :1194 , 2019
Abstract :
PubMedSearch : Liu_2019_J.Sep.Sci_42_1194
PubMedID: 30638299

Title : Online screening of acetylcholinesterase inhibitors in natural products using monolith-based immobilized capillary enzyme reactors combined with liquid chromatography-mass spectrometry - Wang_2018_J.Chromatogr.A_1563_135
Author(s) : Wang L , Zhao Y , Zhang Y , Zhang T , Kool J , Somsen GW , Wang Q , Jiang Z
Ref : Journal of Chromatography A , 1563 :135 , 2018
Abstract :
PubMedSearch : Wang_2018_J.Chromatogr.A_1563_135
PubMedID: 29866504

Title : An in vitro AChE inhibition assay combined with UF-HPLC-ESI-Q-TOF\/MS approach for screening and characterizing of AChE inhibitors from roots of Coptis chinensis Franch - Zhao_2015_J.Pharm.Biomed.Anal_120_235
Author(s) : Zhao H , Zhou S , Zhang M , Feng J , Wang S , Wang D , Geng Y , Wang X
Ref : J Pharm Biomed Anal , 120 :235 , 2015
Abstract :
PubMedSearch : Zhao_2015_J.Pharm.Biomed.Anal_120_235
PubMedID: 26760241

Title : [Screening of the active ingredients in natural products by capillary electrophoresis and high performance liquid chromatography-mass spectrometry] - Zhang_2013_Se.Pu_31_640
Author(s) : Zhang Y , Kang J
Ref : Se Pu , 31 :640 , 2013
Abstract :
PubMedSearch : Zhang_2013_Se.Pu_31_640
PubMedID: 24164032

Title : Acetylcholinesterase inhibitors from Corydalis yanhusuo - Xiao_2011_Nat.Prod.Res_25_1418
Author(s) : Xiao HT , Peng J , Liang Y , Yang J , Bai X , Hao XY , Yang FM , Sun QY
Ref : Nat Prod Res , 25 :1418 , 2011
Abstract :
PubMedSearch : Xiao_2011_Nat.Prod.Res_25_1418
PubMedID: 20234973

Title : Acetylcholinesterase inhibitors from Stephania venosa tuber - Ingkaninan_2006_J.Pharm.Pharmacol_58_695
Author(s) : Ingkaninan K , Phengpa P , Yuenyongsawad S , Khorana N
Ref : J Pharm Pharmacol , 58 :695 , 2006
Abstract :
PubMedSearch : Ingkaninan_2006_J.Pharm.Pharmacol_58_695
PubMedID: 16640839