Rosmanol

IC50 values of 0.73 nM for AChE and 0.75 nM for BChE

General

Type : Natural, Phenanthrene

Chemical_Nomenclature : (1R,8S,9S,10S)-3,4,8-trihydroxy-11,11-dimethyl-5-propan-2-yl-16-oxatetracyclo[7.5.2.01,10.02,7]hexadeca-2,4,6-trien-15-one

Canonical SMILES : CC(C)C1=C(C(=C2C(=C1)[C@@H]([C@@H]3[C@@H]4[C@@]2(CCCC4(C)C)C(=O)O3)O)O)O

InChI : InChI=1S\/C20H26O5\/c1-9(2)10-8-11-12(15(23)13(10)21)20-7-5-6-19(3,4)17(20)16(14(11)22)25-18(20)24\/h8-9,14,16-17,21-23H,5-7H2,1-4H3\/t14-,16+,17-,20-\/m0\/s1

InChIKey : LCAZOMIGFDQMNC-FORWCCJISA-N

Other name(s) : (4bR,8aS,9S,10S)-3,4,10-Trihydroxy-2-isopropyl-8,8-dimethyl-6,7,8,8a,9,10-hexahydro-5H-9,4b-(epoxymethano)phenanthren-12-one  ||  UNII-F25TV383OC  ||  F25TV383OC  ||  SCHEMBL459610  ||  CHEMBL507166


MW : 346.4

Formula : C20H26O5

CAS_number : 80225-53-2

PubChem : 13966122

UniChem : LCAZOMIGFDQMNC-FORWCCJISA-N

Target

Families : Rosmanol ligand of proteins in family
ACHE BCHE

Protein :
human-ACHE human-BCHE

References (8)

Title : Anticholinesterase and carbonic anhydrase inhibitory activities of natural carnosic acid derivatives: A comprehensive in vitro and in silico study - Koksal_2025_Arch.Pharm.(Weinheim)_358_e2400909
Author(s) : Koksal Z , Senol H
Ref : Arch Pharm (Weinheim) , 358 :e2400909 , 2025
Abstract :
PubMedSearch : Koksal_2025_Arch.Pharm.(Weinheim)_358_e2400909
PubMedID: 40071685

Title : Alzheimer's disease: In silico study of rosemary diterpenes activities - Abbaoui_2024_Curr.Res.Toxicol_6_100159
Author(s) : Abbaoui Z , Merzouki M , Oualdi I , Bitari A , Oussaid A , Challioui A , Touzani R , Hammouti B , Agerico Dino W
Ref : Curr Res Toxicol , 6 :100159 , 2024
Abstract :
PubMedSearch : Abbaoui_2024_Curr.Res.Toxicol_6_100159
PubMedID: 38455759

Title : Effect directed analysis of bioactive compounds in leaf extracts from two Salvia species by High-performance thin-layer chromatography - Agatonovic-Kustrin_2023_J.Pharm.Biomed.Anal_227_115308
Author(s) : Agatonovic-Kustrin S , Wong S , Dolzhenko AV , Gegechkori V , Ku H , Tan WK , Morton DW
Ref : J Pharm Biomed Anal , 227 :115308 , 2023
Abstract :
PubMedSearch : Agatonovic-Kustrin_2023_J.Pharm.Biomed.Anal_227_115308
PubMedID: 36827737

Title : Value-Added Compounds with Antimicrobial, Antioxidant, and Enzyme-Inhibitory Effects from Post-Distillation and Post-Supercritical CO(2) Extraction By-Products of Rosemary - Luca_2023_Antioxidants.(Basel)_12_
Author(s) : Luca SV , Zengin G , Sinan KI , Korona-Glowniak I , Minceva M , Skalicka-Wozniak K , Trifan A
Ref : Antioxidants (Basel) , 12 : , 2023
Abstract :
PubMedSearch : Luca_2023_Antioxidants.(Basel)_12_
PubMedID: 36829802

Title : Insights into the neuroprotective effects of Salvia officinalis L. and Salvia microphylla Kunth in the memory impairment rat model - Ayoub_2022_Food.Funct__
Author(s) : Ayoub IM , George MY , Menze ET , Mahmoud M , Botros M , Essam M , Ashmawy I , Shendi P , Hany A , Galal M , Ayman M , Labib RM
Ref : Food Funct , : , 2022
Abstract :
PubMedSearch : Ayoub_2022_Food.Funct__
PubMedID: 35137748

Title : Nine-dimensional bioprofiles of Tunisian sages (Salvia officinalis, S. aegyptiaca and S. verbenaca) by high-performance thin-layer chromatography - effect-directed analyses - Reguigui_2022_J.Chromatogr.A_1688_463704
Author(s) : Reguigui A , Ott PG , Darcsi A , Bakonyi J , Romdhane M , Moricz A M
Ref : Journal of Chromatography A , 1688 :463704 , 2022
Abstract :
PubMedSearch : Reguigui_2022_J.Chromatogr.A_1688_463704
PubMedID: 36528897

Title : Inhibitory activities of grape bioactive compounds against enzymes linked with human diseases - Dwibedi_2022_Appl.Microbiol.Biotechnol__
Author(s) : Dwibedi V , Jain S , Singhal D , Mittal A , Rath SK , Saxena S
Ref : Applied Microbiology & Biotechnology , : , 2022
Abstract :
PubMedSearch : Dwibedi_2022_Appl.Microbiol.Biotechnol__
PubMedID: 35106636

Title : Acetylcholine esterase inhibitors and melanin synthesis inhibitors from Salvia officinalis - Sallam_2016_Phytomedicine_23_1005
Author(s) : Sallam A , Mira A , Ashour A , Shimizu K
Ref : Phytomedicine , 23 :1005 , 2016
Abstract :
PubMedSearch : Sallam_2016_Phytomedicine_23_1005
PubMedID: 27444345