Page last updated: 2024-11-11

cyanoginosin-la

Description Research Excerpts Clinical Trials Roles Classes Pathways Study Profile Bioassays Related Drugs Related Conditions Protein Interactions Research Growth Market Indicators

Description

cyanoginosin-LA: from cyanobacterium Microcystis aeruginosa [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID6437382
CHEMBL ID421377
CHEBI ID191135
MeSH IDM0142685

Synonyms (23)

Synonym
CHEMBL421377 ,
cyanoginosin-la
cyanoginosin la
toxin be 4 (microcystis aeruginosa)
toxin be 4
bdbm50135699
(10s,13s,18s,19s,22r)-8-isobutyl-18-((1e,3e)-(5s,6s)-6-methoxy-3,5-dimethyl-7-phenyl-hepta-1,3-dienyl)-1,5,12,15-tetramethyl-19-(r)-methyl-2-methylene-3,6,9,13,16,20,25-heptaoxo-1,4,7,10,14,17,21heptaaza-cyclopentacosane-11,22-dicarboxylic acid
(5r,8s,11r,12s,15s,18s,19s,22r)-8-isobutyl-18-((1e,3e)-(5s,6s)-6-methoxy-3,5-dimethyl-7-phenyl-hepta-1,3-dienyl)-1,5,12,15,19-pentamethyl-2-methylene-3,6,9,13,16,20,25-heptaoxo-1,4,7,10,14,17,21heptaaza-cyclopentacosane-11,22-dicarboxylic acid
microcystin-la
microcystin la
CHEBI:191135
96180-79-9
(5r,8s,11r,12s,15s,18s,19s,22r)-18-[(1e,3e,5s,6s)-6-methoxy-3,5-dimethyl-7-phenylhepta-1,3-dienyl]-1,5,12,15,19-pentamethyl-2-methylidene-8-(2-methylpropyl)-3,6,9,13,16,20,25-heptaoxo-1,4,7,10,14,17,21-heptazacyclopentacosane-11,22-dicarboxylic acid
cyanogynosin-la
unii-3e7c54u3sy
3e7c54u3sy ,
microcystin-leucine-alanine
cyclo(2,3-didehydro-n-methylalanyl-d-alanyl-l-leucyl-(3s)-3-methyl-d-.beta.-aspartyl-l-alanyl-(2s,3s,4e,6e,8s,9s)-3-amino-9-methoxy-2,6,8-trimethyl-10-phenyl-4,6-decadienoyl-d-.gamma.-glutamyl)
mc-la
Q27894661
HY-P0219
CS-0021541
cyclo[2,3-didehydro-n-methylalanyl-d-alanyl-l-leucyl-(3s)-3-methyl-d-.beta.-aspartyl-l-alanyl-(2s,3s,4e,6e,8s,9s)-3-amino-9-methoxy-2,6,8-trimethyl-10-phenyl-4,6-decadienoyl-d-.gamma.-glutamyl]

Research Excerpts

Toxicity

ExcerptReferenceRelevance
"Unchlorinated treated waters from two Australian reservoirs were spiked with microcystin-LA and -LR extracted from a toxic scum of Microcystis aeruginosa."( Decrease in toxicity of microcystins LA and LR in drinking water by ozonation.
Brooke, S; Klass, G; Newcombe, G; Nicholson, B, 2006
)
0.33
" In conclusion, our results suggest that NO and SP are free of MC and the long-term dietary supplementation of up to 5% of the BGA may be consumed without evident toxic side-effects."( In vitro and in vivo safety assessment of edible blue-green algae, Nostoc commune var. sphaeroides Kützing and Spirulina plantensis.
Cassada, DA; Lee, J; Park, Y; Rogers, DG; Snow, DD; Yang, Y, 2011
)
0.37
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Drug Classes (1)

ClassDescription
peptideAmide derived from two or more amino carboxylic acid molecules (the same or different) by formation of a covalent bond from the carbonyl carbon of one to the nitrogen atom of another with formal loss of water. The term is usually applied to structures formed from alpha-amino acids, but it includes those derived from any amino carboxylic acid. X = OH, OR, NH2, NHR, etc.
[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 (2)

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Protein phosphatase 1BHomo sapiens (human)IC50 (µMol)0.00120.00031.51235.3100AID164491; AID164492
Serine/threonine-protein phosphatase 2A catalytic subunit alpha isoformBos taurus (cattle)IC50 (µMol)0.00170.00030.00170.0030AID164522; AID164523
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (17)

Processvia Protein(s)Taxonomy
protein dephosphorylationProtein phosphatase 1BHomo sapiens (human)
N-terminal protein myristoylationProtein phosphatase 1BHomo sapiens (human)
negative regulation of interferon-beta productionProtein phosphatase 1BHomo sapiens (human)
peptidyl-threonine dephosphorylationProtein phosphatase 1BHomo sapiens (human)
negative regulation of canonical NF-kappaB signal transductionProtein phosphatase 1BHomo sapiens (human)
negative regulation of defense response to virusProtein phosphatase 1BHomo sapiens (human)
negative regulation of non-canonical NF-kappaB signal transductionProtein phosphatase 1BHomo sapiens (human)
positive regulation of canonical Wnt signaling pathwayProtein phosphatase 1BHomo sapiens (human)
protein dephosphorylationSerine/threonine-protein phosphatase 2A catalytic subunit alpha isoformBos taurus (cattle)
mesoderm developmentSerine/threonine-protein phosphatase 2A catalytic subunit alpha isoformBos taurus (cattle)
negative regulation of epithelial to mesenchymal transitionSerine/threonine-protein phosphatase 2A catalytic subunit alpha isoformBos taurus (cattle)
negative regulation of hippo signalingSerine/threonine-protein phosphatase 2A catalytic subunit alpha isoformBos taurus (cattle)
T cell homeostasisSerine/threonine-protein phosphatase 2A catalytic subunit alpha isoformBos taurus (cattle)
meiotic cell cycleSerine/threonine-protein phosphatase 2A catalytic subunit alpha isoformBos taurus (cattle)
negative regulation of phosphatidylinositol 3-kinase/protein kinase B signal transductionSerine/threonine-protein phosphatase 2A catalytic subunit alpha isoformBos taurus (cattle)
positive regulation of NLRP3 inflammasome complex assemblySerine/threonine-protein phosphatase 2A catalytic subunit alpha isoformBos taurus (cattle)
negative regulation of glycolytic process through fructose-6-phosphateSerine/threonine-protein phosphatase 2A catalytic subunit alpha isoformBos taurus (cattle)
regulation of G1/S transition of mitotic cell cycleSerine/threonine-protein phosphatase 2A catalytic subunit alpha isoformBos taurus (cattle)
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (9)

Processvia Protein(s)Taxonomy
magnesium ion bindingProtein phosphatase 1BHomo sapiens (human)
protein serine/threonine phosphatase activityProtein phosphatase 1BHomo sapiens (human)
protein bindingProtein phosphatase 1BHomo sapiens (human)
myosin phosphatase activityProtein phosphatase 1BHomo sapiens (human)
manganese ion bindingProtein phosphatase 1BHomo sapiens (human)
protein serine/threonine phosphatase activitySerine/threonine-protein phosphatase 2A catalytic subunit alpha isoformBos taurus (cattle)
protein tyrosine phosphatase activitySerine/threonine-protein phosphatase 2A catalytic subunit alpha isoformBos taurus (cattle)
myosin phosphatase activitySerine/threonine-protein phosphatase 2A catalytic subunit alpha isoformBos taurus (cattle)
metal ion bindingSerine/threonine-protein phosphatase 2A catalytic subunit alpha isoformBos taurus (cattle)
protein heterodimerization activitySerine/threonine-protein phosphatase 2A catalytic subunit alpha isoformBos taurus (cattle)
GABA receptor bindingSerine/threonine-protein phosphatase 2A catalytic subunit alpha isoformBos taurus (cattle)
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (10)

Processvia Protein(s)Taxonomy
nucleolusProtein phosphatase 1BHomo sapiens (human)
cytosolProtein phosphatase 1BHomo sapiens (human)
membraneProtein phosphatase 1BHomo sapiens (human)
nucleusProtein phosphatase 1BHomo sapiens (human)
cytosolProtein phosphatase 1BHomo sapiens (human)
chromosome, centromeric regionSerine/threonine-protein phosphatase 2A catalytic subunit alpha isoformBos taurus (cattle)
spindle poleSerine/threonine-protein phosphatase 2A catalytic subunit alpha isoformBos taurus (cattle)
nucleusSerine/threonine-protein phosphatase 2A catalytic subunit alpha isoformBos taurus (cattle)
plasma membraneSerine/threonine-protein phosphatase 2A catalytic subunit alpha isoformBos taurus (cattle)
membrane raftSerine/threonine-protein phosphatase 2A catalytic subunit alpha isoformBos taurus (cattle)
synapseSerine/threonine-protein phosphatase 2A catalytic subunit alpha isoformBos taurus (cattle)
protein phosphatase type 2A complexSerine/threonine-protein phosphatase 2A catalytic subunit alpha isoformBos taurus (cattle)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (6)

Assay IDTitleYearJournalArticle
AID226988Ratio of inhibition of PP1 to that of inhibition of PP2A using pNPP assay2003Bioorganic & medicinal chemistry letters, Sep-01, Volume: 13, Issue:17
Microcystin analogues comprised only of Adda and a single additional amino acid retain moderate activity as PP1/PP2A inhibitors.
AID164492Inhibitory concentration against protein phosphatase 1 (PP1) using phosphorylase-a assay2003Bioorganic & medicinal chemistry letters, Sep-01, Volume: 13, Issue:17
Microcystin analogues comprised only of Adda and a single additional amino acid retain moderate activity as PP1/PP2A inhibitors.
AID164523Inhibitory concentration against protein phosphatase 2A (PP2A) using phosphorylase-a assay2003Bioorganic & medicinal chemistry letters, Sep-01, Volume: 13, Issue:17
Microcystin analogues comprised only of Adda and a single additional amino acid retain moderate activity as PP1/PP2A inhibitors.
AID164491Inhibitory concentration against protein phosphatase 1 (PP1) using pNPP assay2003Bioorganic & medicinal chemistry letters, Sep-01, Volume: 13, Issue:17
Microcystin analogues comprised only of Adda and a single additional amino acid retain moderate activity as PP1/PP2A inhibitors.
AID164522Inhibitory concentration against protein phosphatase 2A (PP2A) using pNPP assay2003Bioorganic & medicinal chemistry letters, Sep-01, Volume: 13, Issue:17
Microcystin analogues comprised only of Adda and a single additional amino acid retain moderate activity as PP1/PP2A inhibitors.
AID226989Ratio of inhibition of PP1 to that of inhibition of PP2A using phosphorylase-a assay2003Bioorganic & medicinal chemistry letters, Sep-01, Volume: 13, Issue:17
Microcystin analogues comprised only of Adda and a single additional amino acid retain moderate activity as PP1/PP2A inhibitors.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (32)

TimeframeStudies, This Drug (%)All Drugs %
pre-19903 (9.38)18.7374
1990's5 (15.63)18.2507
2000's14 (43.75)29.6817
2010's7 (21.88)24.3611
2020's3 (9.38)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 11.28

According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be weak demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index11.28 (24.57)
Research Supply Index3.53 (2.92)
Research Growth Index4.81 (4.65)
Search Engine Demand Index0.00 (26.88)
Search Engine Supply Index0.00 (0.95)

This Compound (11.28)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews1 (3.03%)6.00%
Case Studies1 (3.03%)4.05%
Observational0 (0.00%)0.25%
Other31 (93.94%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]