Sanguinine

Sanguinine is a natural product found in Lycoris sanguinea, Lycoris squamigera Desmethyl Galanthamine

General

Type : Derivative of Galanthamine,Natural,Alkaloid

Chemical_Nomenclature : (1S,12S,14R)-4-methyl-11-oxa-4-azatetracyclo[8.6.1.01,12.06,17]heptadeca-6(17),7,9,15-tetraene-9,14-diol

Canonical SMILES : CN1CCC23C=CC(CC2OC4=C(C=CC(=C34)C1)O)O

InChI : InChI=1S\/C16H19NO3\/c1-17-7-6-16-5-4-11(18)8-13(16)20-15-12(19)3-2-10(9-17)14(15)16\/h2-5,11,13,18-19H,6-9H2,1H3\/t11-,13-,16-\/m0\/s1

InChIKey : OYSGWKOGUVOGFQ-RBOXIYTFSA-N

Other name(s) : O-Desmethyl Galanthamine,O-Desmethylgalantamine


MW : 273.33

Formula : C16H19NO3

CAS_number : 60755-80-8

PubChem : 443722

UniChem : OYSGWKOGUVOGFQ-RBOXIYTFSA-N

IUPHAR :

Wikipedia :

Target

Families : Sanguinine ligand of proteins in family: ACHE

Stucture :

Protein : human-ACHE

References (8)

Title : Chemical Survey of Three Species of the Genus Rauhia Traub (Amaryllidaceae) - Tallini_2022_Plants.(Basel)_11_
Author(s) : Tallini LR , Osorio EH , Berkov S , Torras-Claveria L , Rodriguez-Escobar ML , Viladomat F , Meerow AW , Bastida J
Ref : Plants (Basel) , 11 : , 2022
Abstract : Tallini_2022_Plants.(Basel)_11_
ESTHER : Tallini_2022_Plants.(Basel)_11_
PubMedSearch : Tallini_2022_Plants.(Basel)_11_
PubMedID: 36559661

Title : Gigantelline, gigantellinine and gigancrinine, cherylline- and crinine-type alkaloids isolated from Crinum jagus with anti-acetylcholinesterase activity - Ka_2020_Phytochemistry_175_112390
Author(s) : Ka S , Masi M , Merindol N , Di Lecce R , Plourde MB , Seck M , Gorecki M , Pescitelli G , Desgagne-Penix I , Evidente A
Ref : Phytochemistry , 175 :112390 , 2020
Abstract : Ka_2020_Phytochemistry_175_112390
ESTHER : Ka_2020_Phytochemistry_175_112390
PubMedSearch : Ka_2020_Phytochemistry_175_112390
PubMedID: 32335411

Title : Cholinesterase-inhibitory effect and in silico analysis of alkaloids from bulbs of Hieronymiella species - Ortiz_2018_Phytomedicine_39_66
Author(s) : Ortiz JE , Garro A , Pigni NB , Aguero MB , Roitman G , Slanis A , Enriz RD , Feresin GE , Bastida J , Tapia A
Ref : Phytomedicine , 39 :66 , 2018
Abstract : Ortiz_2018_Phytomedicine_39_66
ESTHER : Ortiz_2018_Phytomedicine_39_66
PubMedSearch : Ortiz_2018_Phytomedicine_39_66
PubMedID: 29433685

Title : Cooperative hydrogen bonds and mobility of the non-aromatic ring as selectivity determinants for human acetylcholinesterase to similar anti-Alzheimer's galantaminics: a computational study - Rocha_2018_J.Biomol.Struct.Dyn__1
Author(s) : Rocha REO , Lima LHF
Ref : J Biomol Struct Dyn , :1 , 2018
Abstract : Rocha_2018_J.Biomol.Struct.Dyn__1
ESTHER : Rocha_2018_J.Biomol.Struct.Dyn__1
PubMedSearch : Rocha_2018_J.Biomol.Struct.Dyn__1
PubMedID: 29697300

Title : Alkaloids from Habranthus tubispathus and H. jamesonii, two amaryllidaceae with acetyl- and butyrylcholinesterase inhibition activity - Cavallaro_2014_Nat.Prod.Commun_9_159
Author(s) : Cavallaro V , Alza NP , Murray MG , Murray AP
Ref : Nat Prod Commun , 9 :159 , 2014
Abstract : Cavallaro_2014_Nat.Prod.Commun_9_159
ESTHER : Cavallaro_2014_Nat.Prod.Commun_9_159
PubMedSearch : Cavallaro_2014_Nat.Prod.Commun_9_159
PubMedID: 24689279

Title : GC-MS of amaryllidaceous galanthamine-type alkaloids - Berkov_2012_J.Mass.Spectrom_47_1065
Author(s) : Berkov S , Viladomat F , Codina C , Suarez S , Ravelo A , Bastida J
Ref : J Mass Spectrom , 47 :1065 , 2012
Abstract : Berkov_2012_J.Mass.Spectrom_47_1065
ESTHER : Berkov_2012_J.Mass.Spectrom_47_1065
PubMedSearch : Berkov_2012_J.Mass.Spectrom_47_1065
PubMedID: 22899516

Title : Rapid TLC\/GC-MS identification of acetylcholinesterase inhibitors in alkaloid extracts - Berkov_2008_Phytochem.Anal_19_411
Author(s) : Berkov S , Bastida J , Nikolova M , Viladomat F , Codina C
Ref : Phytochem Anal , 19 :411 , 2008
Abstract : Berkov_2008_Phytochem.Anal_19_411
ESTHER : Berkov_2008_Phytochem.Anal_19_411
PubMedSearch : Berkov_2008_Phytochem.Anal_19_411
PubMedID: 18446766

Title : Acetylcholinesterase inhibitory activity of some Amaryllidaceae alkaloids and Narcissus extracts - Lopez_2002_Life.Sci_71_2521
Author(s) : Lopez S , Bastida J , Viladomat F , Codina C
Ref : Life Sciences , 71 :2521 , 2002
Abstract : Lopez_2002_Life.Sci_71_2521
ESTHER : Lopez_2002_Life.Sci_71_2521
PubMedSearch : Lopez_2002_Life.Sci_71_2521
PubMedID: 12270757