Compounds > lycoramine
Page last updated: 2024-09-27

lycoramine

Description

lycoramine: structure in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID443723
CHEMBL ID469638
CHEBI ID31789
CHEBI ID543429
SCHEMBL ID1395930
MeSH IDM0484781

Synonyms (36)

Synonym
lycoramine
1,2-dihydrogalanthamine
AC1L9F2N ,
dihydrogalanthamine
tag8lu84k2 ,
(+-)-lycoramine
21133-52-8
unii-tag8lu84k2
galanthamine, 1,2-dihydro-
galantamine hydrobromide impurity c [ep impurity]
lycoramine [mi]
6h-benzofuro(3a,3,2-ef)(2)benzazepin-6-ol, 4a,5,7,8,9,10,11,12-octahydro-3-methoxy-11-methyl-, (4as,6s,8ar)-
galanthamine, dihydro-
(-)-lycoramine
(4as,6s,8ar)-3-methoxy-11-methyl-5,6,7,8,9,10,11,12-octahydro-4ah-(1)benzofuro(3a,3,2-ef)(2)benzazepin-6-ol
CHEBI:31789 ,
SCHEMBL1395930
W-201863
surecn1395930
chebi:543429
lycoramin
DTXSID30175371
Q27114686
bdbm50278097
21133-52-8 (free base)
lycoramine free base
(4as,6s,8ar)-3-methoxy-11-methyl-4a,5,7,8,9,10,11,12-octahydro-6h-benzo[2,3]benzofuro[4,3-cd]azepin-6-ol
6h-benzofuro[3a,3,2-ef][2]benzazepin-6-ol, 4a,5,7,8,9,10,11,12-octahydro-3-methoxy-11-methyl-, (4as,6s,8ar)-
MS-24134
CHEMBL469638 ,
(1r,12s,14s)-9-methoxy-4-methyl-11-oxa-4-azatetracyclo[8.6.1.0?,??.0?,??]heptadeca-6(17),7,9-trien-14-ol
dihydro galantamine
(1r,12s,14s)-9-methoxy-4-methyl-11-oxa-4-azatetracyclo[8.6.1.01,12.06,17]heptadeca-6(17),7,9-trien-14-ol
CS-0089534
HY-N6619A
AKOS040760538

Drug Classes (1)

ClassDescription
benzazepineA group of two-ring heterocyclic compounds consisting of a benzene ring fused to an azepine ring.
[compound class information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Protein Targets (1)

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
AcetylcholinesteraseHomo sapiens (human)IC50 (µMol)20.07000.00000.933210.0000AID1501977
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (14)

Processvia Protein(s)Taxonomy
acetylcholine catabolic process in synaptic cleftAcetylcholinesteraseHomo sapiens (human)
regulation of receptor recyclingAcetylcholinesteraseHomo sapiens (human)
osteoblast developmentAcetylcholinesteraseHomo sapiens (human)
acetylcholine catabolic processAcetylcholinesteraseHomo sapiens (human)
cell adhesionAcetylcholinesteraseHomo sapiens (human)
nervous system developmentAcetylcholinesteraseHomo sapiens (human)
synapse assemblyAcetylcholinesteraseHomo sapiens (human)
receptor internalizationAcetylcholinesteraseHomo sapiens (human)
negative regulation of synaptic transmission, cholinergicAcetylcholinesteraseHomo sapiens (human)
amyloid precursor protein metabolic processAcetylcholinesteraseHomo sapiens (human)
positive regulation of protein secretionAcetylcholinesteraseHomo sapiens (human)
retina development in camera-type eyeAcetylcholinesteraseHomo sapiens (human)
acetylcholine receptor signaling pathwayAcetylcholinesteraseHomo sapiens (human)
positive regulation of cold-induced thermogenesisAcetylcholinesteraseHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (10)

Processvia Protein(s)Taxonomy
amyloid-beta bindingAcetylcholinesteraseHomo sapiens (human)
acetylcholinesterase activityAcetylcholinesteraseHomo sapiens (human)
cholinesterase activityAcetylcholinesteraseHomo sapiens (human)
protein bindingAcetylcholinesteraseHomo sapiens (human)
collagen bindingAcetylcholinesteraseHomo sapiens (human)
hydrolase activityAcetylcholinesteraseHomo sapiens (human)
serine hydrolase activityAcetylcholinesteraseHomo sapiens (human)
acetylcholine bindingAcetylcholinesteraseHomo sapiens (human)
protein homodimerization activityAcetylcholinesteraseHomo sapiens (human)
laminin bindingAcetylcholinesteraseHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (13)

Processvia Protein(s)Taxonomy
extracellular regionAcetylcholinesteraseHomo sapiens (human)
basement membraneAcetylcholinesteraseHomo sapiens (human)
extracellular spaceAcetylcholinesteraseHomo sapiens (human)
nucleusAcetylcholinesteraseHomo sapiens (human)
Golgi apparatusAcetylcholinesteraseHomo sapiens (human)
plasma membraneAcetylcholinesteraseHomo sapiens (human)
cell surfaceAcetylcholinesteraseHomo sapiens (human)
membraneAcetylcholinesteraseHomo sapiens (human)
neuromuscular junctionAcetylcholinesteraseHomo sapiens (human)
synaptic cleftAcetylcholinesteraseHomo sapiens (human)
synapseAcetylcholinesteraseHomo sapiens (human)
perinuclear region of cytoplasmAcetylcholinesteraseHomo sapiens (human)
side of membraneAcetylcholinesteraseHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (3)

Assay IDTitleYearJournalArticle
AID1634699Inhibition of electric eel AChE using acetylthiocholine iodide as substrate measured every 13 secs by Ellman's method2016Journal of natural products, Apr-22, Volume: 79, Issue:4
Galanthamine, Plicamine, and Secoplicamine Alkaloids from Zephyranthes candida and Their Anti-acetylcholinesterase and Anti-inflammatory Activities.
AID1634701Antiinflammatory activity in mouse RAW264.7 cells assessed as inhibition of LPS-induced NO production at 200 uM after 24 hrs by Griess assay2016Journal of natural products, Apr-22, Volume: 79, Issue:4
Galanthamine, Plicamine, and Secoplicamine Alkaloids from Zephyranthes candida and Their Anti-acetylcholinesterase and Anti-inflammatory Activities.
AID1501977Inhibition of AChE (unknown origin)2017Journal of natural products, 09-22, Volume: 80, Issue:9
Acetylcholinesterase Inhibitory Alkaloids from the Whole Plants of Zephyranthes carinata.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (21)

TimeframeStudies, This Drug (%)All Drugs %
pre-19906 (28.57)18.7374
1990's0 (0.00)18.2507
2000's3 (14.29)29.6817
2010's9 (42.86)24.3611
2020's3 (14.29)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews0 (0.00%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other22 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]
SubstanceDescriptionRelationhip StrengthStudiesTrialsClassesRoles
galantamine[no description available]medium180benzazepine alkaloid fundamental parent;
benzazepine alkaloid;
organic heterotetracyclic compound;
tertiary amino compound		antidote to curare poisoning;
cholinergic drug;
EC 3.1.1.7 (acetylcholinesterase) inhibitor;
EC 3.1.1.8 (cholinesterase) inhibitor;
plant metabolite
floxacillin[no description available]medium20isoquinolines
sanguinine[no description available]medium10benzazepine
lycorine[no description available]medium30indolizidine alkaloidanticoronaviral agent;
antimalarial;
plant metabolite;
protein synthesis inhibitor
pseudolycorine[no description available]medium10phenanthridines
pyrrolidine[no description available]medium10azacycloalkane;
pyrrolidines;
saturated organic heteromonocyclic parent
phenylalanine[no description available]medium10amino acid zwitterion;
erythrose 4-phosphate/phosphoenolpyruvate family amino acid;
L-alpha-amino acid;
phenylalanine;
proteinogenic amino acid		algal metabolite;
EC 3.1.3.1 (alkaline phosphatase) inhibitor;
Escherichia coli metabolite;
human xenobiotic metabolite;
micronutrient;
mouse metabolite;
nutraceutical;
plant metabolite;
Saccharomyces cerevisiae metabolite
rhodium[no description available]medium10cobalt group element atom
benzofurans[no description available]medium30
palladium[no description available]medium20metal allergen;
nickel group element atom;
platinum group metal atom
mesembrine[no description available]medium10
aspidospermidine[no description available]medium10Aspidosperma alkaloid;
indole alkaloid fundamental parent
tiletamine hydrochloride[no description available]medium10
spermidine[no description available]medium10polyazaalkane;
triamine		autophagy inducer;
fundamental metabolite;
geroprotector
benzofuran[no description available]medium101-benzofurans;
benzofuran
ruthenium[no description available]medium10iron group element atom;
platinum group metal atom
pyrroles[no description available]medium10pyrrole;
secondary amine
hamayne[no description available]medium10alkaloid
nifedipine[no description available]medium10
narciclasine[no description available]medium10phenanthridinesmetabolite
choline[no description available]medium10cholinesallergen;
Daphnia magna metabolite;
Escherichia coli metabolite;
human metabolite;
mouse metabolite;
neurotransmitter;
nutrient;
plant metabolite;
Saccharomyces cerevisiae metabolite
allyl alcohol[no description available]medium10primary allylic alcohol;
propenol		antibacterial agent;
fungicide;
herbicide;
insecticide;
plant metabolite
furan[no description available]medium10furans;
mancude organic heteromonocyclic parent;
monocyclic heteroarene		carcinogenic agent;
hepatotoxic agent;
Maillard reaction product
hydrogen[no description available]medium10elemental hydrogen;
elemental molecule;
gas molecular entity		antioxidant;
electron donor;
food packaging gas;
fuel;
human metabolite
sk&f 81297[no description available]low00benzazepine
sk&f 82958[no description available]low00benzazepine
sk&f 77434[no description available]low00benzazepine;
catechols;
tertiary amino compound		dopamine agonist
sk&f-38393[no description available]low00benzazepine;
catechols;
secondary amino compound
1h-3-benzazepin-7-ol, 8-bromo-2,3,4,5-tetrahydro-3-methyl-5-phenyl-[no description available]low00benzazepine
epinastine[no description available]low00benzazepine;
guanidines		anti-allergic agent;
H1-receptor antagonist;
histamine antagonist;
ophthalmology drug
fenoldopam[no description available]low00benzazepinealpha-adrenergic agonist;
antihypertensive agent;
dopamine agonist;
dopaminergic antagonist;
vasodilator agent
mirtazapine[no description available]low00benzazepine;
tetracyclic antidepressant		alpha-adrenergic antagonist;
anxiolytic drug;
H1-receptor antagonist;
histamine antagonist;
oneirogen;
serotonergic antagonist
7-chloro-3-methyl-1-phenyl-1,2,4,5-tetrahydro-3-benzazepin-8-ol[no description available]low00benzazepine;
organochlorine compound;
tertiary amino compound		dopaminergic antagonist
azapetine[no description available]low00benzazepine
fluperlapine[no description available]low00benzazepine
fenoldopam mesylate[no description available]low00benzazepine
zatebradine[no description available]low00benzazepine
ecopipam[no description available]low00benzazepine
sk&f 104078[no description available]low00benzazepine
sk&f 86466[no description available]low00benzazepine
nnc 112[no description available]low00benzazepine
ivabradine[no description available]low00aromatic ether;
benzazepine;
carbobicyclic compound;
tertiary amino compound		cardiotonic drug
sk&f 83959[no description available]low00benzazepine;
catechols;
organochlorine compound;
tertiary amino compound		dopamine agonist
conivaptan[no description available]low00benzazepineaquaretic;
vasopressin receptor antagonist
tolvaptan[no description available]low00benzazepine;
benzenedicarboxamide		aquaretic;
vasopressin receptor antagonist
7,8-dimethoxy-1,3-dihydro-3-benzazepin-2-one[no description available]low00benzazepine
5-Methyl-8-nitro-3-spirocyclohexyl-2,3,4,5-tetrahydro-1H-2-benzazepine[no description available]low00benzazepine
capsazepine[no description available]low00benzazepine;
catechols;
monochlorobenzenes;
thioureas		capsaicin receptor antagonist
sch 23390[no description available]low00benzazepine
ru 42173[no description available]low00benzazepine
benazepril[no description available]low00benzazepine;
dicarboxylic acid monoester;
ethyl ester;
lactam		EC 3.4.15.1 (peptidyl-dipeptidase A) inhibitor;
prodrug
benazeprilat[no description available]low00benzazepine;
dicarboxylic acid;
lactam		EC 3.4.15.1 (peptidyl-dipeptidase A) inhibitor
(5R)-9-bromo-5-phenyl-3-prop-2-enyl-1,2,4,5-tetrahydro-3-benzazepine-7,8-diol[no description available]low00benzazepine
demethylmirtazapine[no description available]low00benzazepine;
tetracyclic antidepressant		alpha-adrenergic antagonist;
anxiolytic drug;
H1-receptor antagonist;
histamine antagonist;
human xenobiotic metabolite;
serotonergic antagonist
lorcaserin[no description available]low00benzazepine;
organochlorine compound		anti-obesity agent;
appetite depressant
mln8054[no description available]low00benzazepine
mln 8237[no description available]low00benzazepine
evacetrapib[no description available]low00benzazepine
ConditionIndicatedRelationship StrengthStudiesTrials
Acute Confusional Senile Dementia0low20
Alzheimer Dementia0low20
Alzheimer Disease0low20
Alzheimer Disease, Early Onset0low20
Alzheimer Disease, Late Onset0low20
Alzheimer Sclerosis0low20
Alzheimer Syndrome0low20
Alzheimer Type Senile Dementia0low20
Alzheimer-Type Dementia (ATD)0low20
Alzheimer's Disease0low20
Alzheimer's Disease, Focal Onset0low20
Alzheimer's Diseases0low20
Anti-MuSK Myasthenia Gravis0low10
Dementia, Alzheimer Type0low20
Dementia, Presenile0low20
Dementia, Primary Senile Degenerative0low20
Dementia, Senile0low20
Disease Models, Animal0low10
Early Onset Alzheimer Disease0low20
Familial Alzheimer Disease (FAD)0low20
Focal Onset Alzheimer's Disease0low20
Late Onset Alzheimer Disease0low20
Muscle-Specific Receptor Tyrosine Kinase Myasthenia Gravis0low10
Muscle-Specific Tyrosine Kinase Antibody Positive Myasthenia Gravis0low10
MuSK MG0low10
MuSK Myasthenia Gravis0low10
Myasthenia Gravis0low10
Myasthenia Gravis, Generalized0low10
Myasthenia Gravis, Ocular0low10
Presenile Alzheimer Dementia0low20
Primary Senile Degenerative Dementia0low20
Senile Dementia, Acute Confusional0low20
Senile Dementia, Alzheimer Type0low20