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

sanguinine

Description

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

Cross-References

ID SourceID
PubMed CID443722
CHEMBL ID1524
CHEBI ID32117
SCHEMBL ID10440905
MeSH IDM0377911

Synonyms (29)

Synonym
sanguinine
CHEMBL1524 ,
chebi:32117 ,
bdbm50221070
unii-l7zow3cz7w
o-desmethylgalantamine
l7zow3cz7w ,
o-desmethyl galanthamine
60755-80-8
(4as,6r,8as)-4a,5,9,10,11,12-hexahydro-11-methyl-6h-benzofuro[3a,3,2-ef][2]benzazepine-3,6-diol
o-demethylgalanthamine
galantamine metabolite m6
o-desmethylgalantamine [usp impurity]
6h-benzofuro(3a,3,2-ef)(2)benzazepine-3,6-diol, 4a,5,9,10,11,12-hexahydro-11-methyl-, (4as,6r,8as)-
o-desmethyl galantamine
galanthamine, o-demethyl-
o-desmethylgalanthamine
SCHEMBL10440905
DTXSID40209575
(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
AKOS030242530
6-o-demethylgalantamine
Q27114789
10-methyl-galantham-1-ene-3beta,6-diol
F82739
MS-23882
HY-131413
CS-0134267
(1s,12s,14r)-4-methyl-11-oxa-4-azatetracyclo[8.6.1.0?,??.0?,??]heptadeca-6(17),7,9,15-tetraene-9,14-diol

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)0.10000.00000.933210.0000AID311339
[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 (6)

Assay IDTitleYearJournalArticle
AID1578098Antitrypanosomal activity against Trypanosoma brucei rhodesiense2019Bioorganic & medicinal chemistry letters, 10-15, Volume: 29, Issue:20
Antiprotozoal alkaloid principles of the plant family Amaryllidaceae.
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.
AID311339Inhibition of AChE by Ellman method2007Journal of natural products, Sep, Volume: 70, Issue:9
Benzylphenethylamine alkaloids from Hosta plantaginea with inhibitory activity against tobacco mosaic virus and acetylcholinesterase.
AID1578097Antitrypanosomal activity against Leishmania donovani2019Bioorganic & medicinal chemistry letters, 10-15, Volume: 29, Issue:20
Antiprotozoal alkaloid principles of the plant family Amaryllidaceae.
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.
AID1578093Antitrypanosomal activity against Trypanosoma cruzi2019Bioorganic & medicinal chemistry letters, 10-15, Volume: 29, Issue:20
Antiprotozoal alkaloid principles of the plant family Amaryllidaceae.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (6)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's0 (0.00)18.2507
2000's2 (33.33)29.6817
2010's4 (66.67)24.3611
2020's0 (0.00)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%
Reviews2 (33.33%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other4 (66.67%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]
SubstanceDescriptionRelationhip StrengthStudiesTrialsClassesRoles
tacrine[no description available]medium10acridines;
aromatic amine		EC 3.1.1.7 (acetylcholinesterase) inhibitor
galantamine[no description available]medium40benzazepine 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
ribavirin[no description available]medium101-ribosyltriazole;
aromatic amide;
monocarboxylic acid amide;
primary carboxamide		anticoronaviral agent;
antiinfective agent;
antimetabolite;
antiviral agent;
EC 2.7.7.49 (RNA-directed DNA polymerase) inhibitor
lycorine[no description available]medium20indolizidine alkaloidanticoronaviral agent;
antimalarial;
plant metabolite;
protein synthesis inhibitor
hemanthamine[no description available]medium20alkaloid
1-O-Acetyllycorine[no description available]medium10alkaloid
7-deoxy-trans-dihydronarciclasine[no description available]medium10
antofine[no description available]medium10alkaloid antibiotic;
alkaloid;
aromatic ether;
organic heteropentacyclic compound		angiogenesis inhibitor;
anti-inflammatory agent;
antimicrobial agent;
antineoplastic agent;
antiviral agent;
phytotoxin;
plant metabolite
ungeremine[no description available]medium20organic molecular entitymetabolite
floxacillin[no description available]medium10isoquinolines
lycoramine[no description available]medium10benzazepine
niacin[no description available]medium10pyridine alkaloid;
pyridinemonocarboxylic acid;
vitamin B3		antidote;
antilipemic drug;
EC 3.5.1.19 (nicotinamidase) inhibitor;
Escherichia coli metabolite;
human urinary metabolite;
metabolite;
mouse metabolite;
plant metabolite;
vasodilator agent
miltefosine[no description available]medium10phosphocholines;
phospholipid		anti-inflammatory agent;
anticoronaviral agent;
antifungal agent;
antineoplastic agent;
antiprotozoal drug;
apoptosis inducer;
immunomodulator;
protein kinase inhibitor
protopine[no description available]medium10dibenzazecine alkaloidplant metabolite
melarsoprol[no description available]medium10triazines
podophyllotoxin[no description available]medium10furonaphthodioxole;
lignan;
organic heterotetracyclic compound		antimitotic;
antineoplastic agent;
keratolytic drug;
microtubule-destabilising agent;
plant metabolite;
tubulin modulator
ornidazole[no description available]medium10C-nitro compound;
imidazoles;
organochlorine compound;
secondary alcohol		antiamoebic agent;
antibacterial drug;
antiinfective agent;
antiprotozoal drug;
antitrichomonal drug;
epitope
benzonidazole[no description available]medium10C-nitro compound;
imidazoles;
monocarboxylic acid amide		antiprotozoal drug
pretazettine[no description available]medium10alkaloid
hippadine[no description available]medium10
crinine[no description available]medium10alkaloid
hippeastrine[no description available]medium10delta-lactone;
indole alkaloid;
organic heteropentacyclic compound;
secondary alcohol		antineoplastic agent;
metabolite
pancracine[no description available]medium10isoquinoline alkaloid fundamental parent;
isoquinoline alkaloid
pseudolycorine[no description available]medium10phenanthridines
tazettine[no description available]medium10indole alkaloid fundamental parent;
indole alkaloid
montanine[no description available]medium10
dihydrolycorine[no description available]medium10
furaltadon[no description available]medium10
amitriptyline[no description available]medium10carbotricyclic compound;
tertiary amine		adrenergic uptake inhibitor;
antidepressant;
environmental contaminant;
tropomyosin-related kinase B receptor agonist;
xenobiotic
puromycin[no description available]medium10puromycinsantiinfective agent;
antimicrobial agent;
antineoplastic agent;
EC 3.4.11.14 (cytosol alanyl aminopeptidase) inhibitor;
EC 3.4.14.2 (dipeptidyl-peptidase II) inhibitor;
nucleoside antibiotic;
protein synthesis inhibitor
oxazolidin-2-one[no description available]medium10carbamate ester;
oxazolidinone		metabolite
iodine[no description available]medium10diatomic iodinenutrient
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