Page last updated: 2024-12-07

methyl lactoside

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

Description

beta-D-Gal-(1->4)-beta-D-Glc-OMe : A methyl glycoside comprising methyl beta-D-glucoside having an beta-D-galactosyl residue at the 4-position. [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]

Cross-References

ID SourceID
PubMed CID121942
CHEMBL ID503075
CHEBI ID610092
SCHEMBL ID5398547
MeSH IDM0105588

Synonyms (34)

Synonym
bdbm50048093
beta-methyllactoside
methyl 4-o-beta-d-galactopyranosyl-beta-d-glucopyranoside
DB04681
methyl beta-d-lactopyranoside
methyl-beta-d-lactoside
methyl beta-d-galactopyranosyl-(1->4)-beta-d-glucopyranoside
CHEBI:610092 ,
methyl-beta-lactoside
galbeta1-4galbetaome
beta-d-gal-(1->4)-beta-d-glc-ome
7216-69-5
beta-d-galp-(1->4)-beta-d-glcp-ome
methyl lactoside
methyl beta-d-lactoside
CHEMBL503075 ,
(2s,3r,4s,5r,6r)-2-[(2r,3s,4r,5r,6r)-4,5-dihydroxy-2-(hydroxymethyl)-6-methoxyoxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
beta-d-glucopyranoside, methyl 4-o-beta-d-galactopyranosyl-
unii-868yeo5270
868yeo5270 ,
methyl alpha-lactoside
methyl beta-lactoside
2-(4,5-dihydroxy-2-hydroxymethyl-6-methoxy-tetrahydro-pyran-3-yloxy)-6-hydroxymethyl-tetrahydro-pyran-3,4,5-triol
SCHEMBL5398547
W-203625
methyl 4-o-(b-d-galactopyranosyl)-d-glucopyranoside
beta-d-gal-[1->4]-beta-d-glc-1->ome
.beta.-d-glucopyranoside, methyl 4-o-.beta.-d-galactopyranosyl-
methylbeta-d-lactoside
methyl 4-o-(.beta.-d-galactopyranosyl)-d-glucopyranoside
(2s,3r,4s,5r,6r)-2-((2r,3s,4r,5r,6r)-4,5-dihydroxy-2-(hydroxymethyl)-6-methoxytetrahydro-2h-pyran-3-yloxy)-6-(hydroxymethyl)tetrahydro-2h-pyran-3,4,5-triol
Q27095427
A847942
DTXSID601315953
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Drug Classes (2)

ClassDescription
methyl glycoside
disaccharide derivativeA carbohydrate derivative that is formally obtained from a disaccharide.
[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 (5)

Activation Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Galectin-8Homo sapiens (human)Kd62.00002.30002.30002.3000AID1181397
Galectin-3Homo sapiens (human)Kd220.00000.15000.22000.2900AID1181395
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Other Measurements

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

Biological Processes (84)

Processvia Protein(s)Taxonomy
regulation of interleukin-4 productionGalectin-9Homo sapiens (human)
regulation of interleukin-5 productionGalectin-9Homo sapiens (human)
toll-like receptor 2 signaling pathwayGalectin-9Homo sapiens (human)
toll-like receptor 4 signaling pathwayGalectin-9Homo sapiens (human)
mature conventional dendritic cell differentiationGalectin-9Homo sapiens (human)
regulation of p38MAPK cascadeGalectin-9Homo sapiens (human)
natural killer cell tolerance inductionGalectin-9Homo sapiens (human)
chemotaxisGalectin-9Homo sapiens (human)
inflammatory responseGalectin-9Homo sapiens (human)
female pregnancyGalectin-9Homo sapiens (human)
positive regulation of gene expressionGalectin-9Homo sapiens (human)
negative regulation of gene expressionGalectin-9Homo sapiens (human)
response to lipopolysaccharideGalectin-9Homo sapiens (human)
negative regulation of chemokine productionGalectin-9Homo sapiens (human)
negative regulation of type II interferon productionGalectin-9Homo sapiens (human)
negative regulation of tumor necrosis factor productionGalectin-9Homo sapiens (human)
positive regulation of type II interferon productionGalectin-9Homo sapiens (human)
positive regulation of interleukin-1 beta productionGalectin-9Homo sapiens (human)
positive regulation of interleukin-10 productionGalectin-9Homo sapiens (human)
positive regulation of interleukin-12 productionGalectin-9Homo sapiens (human)
positive regulation of interleukin-13 productionGalectin-9Homo sapiens (human)
positive regulation of interleukin-4 productionGalectin-9Homo sapiens (human)
positive regulation of interleukin-6 productionGalectin-9Homo sapiens (human)
positive regulation of interleukin-8 productionGalectin-9Homo sapiens (human)
positive regulation of tumor necrosis factor productionGalectin-9Homo sapiens (human)
positive regulation of CD4-positive, CD25-positive, alpha-beta regulatory T cell differentiation involved in immune responseGalectin-9Homo sapiens (human)
p38MAPK cascadeGalectin-9Homo sapiens (human)
positive regulation of canonical NF-kappaB signal transductionGalectin-9Homo sapiens (human)
negative regulation of mast cell degranulationGalectin-9Homo sapiens (human)
negative regulation of natural killer cell mediated cytotoxicityGalectin-9Homo sapiens (human)
negative regulation of activated T cell proliferationGalectin-9Homo sapiens (human)
positive regulation of viral entry into host cellGalectin-9Homo sapiens (human)
positive regulation of NF-kappaB transcription factor activityGalectin-9Homo sapiens (human)
maternal process involved in female pregnancyGalectin-9Homo sapiens (human)
positive regulation of activated T cell autonomous cell deathGalectin-9Homo sapiens (human)
ERK1 and ERK2 cascadeGalectin-9Homo sapiens (human)
positive regulation of ERK1 and ERK2 cascadeGalectin-9Homo sapiens (human)
response to interleukin-1Galectin-9Homo sapiens (human)
cellular response to type II interferonGalectin-9Homo sapiens (human)
positive regulation of transforming growth factor beta productionGalectin-9Homo sapiens (human)
positive regulation of monocyte chemotactic protein-1 productionGalectin-9Homo sapiens (human)
cellular response to virusGalectin-9Homo sapiens (human)
positive regulation of non-canonical NF-kappaB signal transductionGalectin-9Homo sapiens (human)
positive regulation of dendritic cell chemotaxisGalectin-9Homo sapiens (human)
negative regulation of CD4-positive, alpha-beta T cell proliferationGalectin-9Homo sapiens (human)
positive regulation of CD4-positive, alpha-beta T cell proliferationGalectin-9Homo sapiens (human)
positive regulation of dendritic cell apoptotic processGalectin-9Homo sapiens (human)
positive regulation of T cell activation via T cell receptor contact with antigen bound to MHC molecule on antigen presenting cellGalectin-9Homo sapiens (human)
positive regulation of dendritic cell differentiationGalectin-9Homo sapiens (human)
positive regulation of cysteine-type endopeptidase activity involved in apoptotic signaling pathwayGalectin-9Homo sapiens (human)
cellular response to virusGalectin-8Homo sapiens (human)
xenophagyGalectin-8Homo sapiens (human)
lymphatic endothelial cell migrationGalectin-8Homo sapiens (human)
positive regulation of dendritic cell differentiationGalectin-1Homo sapiens (human)
plasma cell differentiationGalectin-1Homo sapiens (human)
apoptotic processGalectin-1Homo sapiens (human)
T cell costimulationGalectin-1Homo sapiens (human)
regulation of apoptotic processGalectin-1Homo sapiens (human)
positive regulation of apoptotic processGalectin-1Homo sapiens (human)
positive regulation of canonical NF-kappaB signal transductionGalectin-1Homo sapiens (human)
myoblast differentiationGalectin-1Homo sapiens (human)
positive regulation of viral entry into host cellGalectin-1Homo sapiens (human)
positive regulation of inflammatory responseGalectin-1Homo sapiens (human)
cell-cell adhesionGalectin-1Homo sapiens (human)
positive regulation of dendritic cell differentiationGalectin-3Homo sapiens (human)
monocyte chemotaxisGalectin-3Homo sapiens (human)
mRNA processingGalectin-3Homo sapiens (human)
RNA splicingGalectin-3Homo sapiens (human)
neutrophil chemotaxisGalectin-3Homo sapiens (human)
epithelial cell differentiationGalectin-3Homo sapiens (human)
positive regulation of protein-containing complex assemblyGalectin-3Homo sapiens (human)
regulation of T cell proliferationGalectin-3Homo sapiens (human)
innate immune responseGalectin-3Homo sapiens (human)
negative regulation of endocytosisGalectin-3Homo sapiens (human)
eosinophil chemotaxisGalectin-3Homo sapiens (human)
macrophage chemotaxisGalectin-3Homo sapiens (human)
negative regulation of T cell receptor signaling pathwayGalectin-3Homo sapiens (human)
positive chemotaxisGalectin-3Homo sapiens (human)
regulation of T cell apoptotic processGalectin-3Homo sapiens (human)
mononuclear cell migrationGalectin-3Homo sapiens (human)
positive regulation of mononuclear cell migrationGalectin-3Homo sapiens (human)
positive regulation of calcium ion importGalectin-3Homo sapiens (human)
regulation of extrinsic apoptotic signaling pathway via death domain receptorsGalectin-3Homo sapiens (human)
positive regulation of protein localization to plasma membraneGalectin-3Homo sapiens (human)
negative regulation of protein tyrosine phosphatase activityGalectin-3Homo sapiens (human)
negative regulation of immunological synapse formationGalectin-3Homo sapiens (human)
negative regulation of T cell activation via T cell receptor contact with antigen bound to MHC molecule on antigen presenting cellGalectin-3Homo sapiens (human)
negative regulation of extrinsic apoptotic signaling pathwayGalectin-3Homo sapiens (human)
apoptotic processGalectin-7Homo sapiens (human)
heterophilic cell-cell adhesion via plasma membrane cell adhesion moleculesGalectin-7Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (15)

Processvia Protein(s)Taxonomy
galactose bindingGalectin-9Homo sapiens (human)
enzyme bindingGalectin-9Homo sapiens (human)
carbohydrate bindingGalectin-9Homo sapiens (human)
disaccharide bindingGalectin-9Homo sapiens (human)
galactoside bindingGalectin-9Homo sapiens (human)
integrin bindingGalectin-8Homo sapiens (human)
protein bindingGalectin-8Homo sapiens (human)
carbohydrate bindingGalectin-8Homo sapiens (human)
RNA bindingGalectin-1Homo sapiens (human)
protein bindingGalectin-1Homo sapiens (human)
laminin bindingGalectin-1Homo sapiens (human)
lactose bindingGalectin-1Homo sapiens (human)
RNA bindingGalectin-3Homo sapiens (human)
protein phosphatase inhibitor activityGalectin-3Homo sapiens (human)
protein bindingGalectin-3Homo sapiens (human)
IgE bindingGalectin-3Homo sapiens (human)
protein phosphatase bindingGalectin-3Homo sapiens (human)
carbohydrate bindingGalectin-3Homo sapiens (human)
chemoattractant activityGalectin-3Homo sapiens (human)
laminin bindingGalectin-3Homo sapiens (human)
molecular condensate scaffold activityGalectin-3Homo sapiens (human)
disaccharide bindingGalectin-3Homo sapiens (human)
protein bindingGalectin-7Homo sapiens (human)
carbohydrate bindingGalectin-7Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (19)

Processvia Protein(s)Taxonomy
extracellular spaceGalectin-9Homo sapiens (human)
nucleusGalectin-9Homo sapiens (human)
cytoplasmGalectin-9Homo sapiens (human)
cytosolGalectin-9Homo sapiens (human)
collagen-containing extracellular matrixGalectin-9Homo sapiens (human)
nucleusGalectin-9Homo sapiens (human)
cytosolGalectin-9Homo sapiens (human)
extracellular spaceGalectin-8Homo sapiens (human)
cytoplasmGalectin-8Homo sapiens (human)
cytosolGalectin-8Homo sapiens (human)
membraneGalectin-8Homo sapiens (human)
cytoplasmic vesicleGalectin-8Homo sapiens (human)
cytoplasmGalectin-8Homo sapiens (human)
collagen-containing extracellular matrixGalectin-1Homo sapiens (human)
extracellular regionGalectin-1Homo sapiens (human)
extracellular spaceGalectin-1Homo sapiens (human)
cytoplasmGalectin-1Homo sapiens (human)
endoplasmic reticulum lumenGalectin-1Homo sapiens (human)
cytosolGalectin-1Homo sapiens (human)
collagen-containing extracellular matrixGalectin-1Homo sapiens (human)
extracellular exosomeGalectin-1Homo sapiens (human)
galectin complexGalectin-1Homo sapiens (human)
extracellular spaceGalectin-1Homo sapiens (human)
collagen-containing extracellular matrixGalectin-3Homo sapiens (human)
immunological synapseGalectin-3Homo sapiens (human)
extracellular regionGalectin-3Homo sapiens (human)
extracellular spaceGalectin-3Homo sapiens (human)
nucleusGalectin-3Homo sapiens (human)
nucleoplasmGalectin-3Homo sapiens (human)
cytoplasmGalectin-3Homo sapiens (human)
mitochondrial inner membraneGalectin-3Homo sapiens (human)
cytosolGalectin-3Homo sapiens (human)
plasma membraneGalectin-3Homo sapiens (human)
cell surfaceGalectin-3Homo sapiens (human)
membraneGalectin-3Homo sapiens (human)
secretory granule membraneGalectin-3Homo sapiens (human)
collagen-containing extracellular matrixGalectin-3Homo sapiens (human)
extracellular exosomeGalectin-3Homo sapiens (human)
ficolin-1-rich granule membraneGalectin-3Homo sapiens (human)
spliceosomal complexGalectin-3Homo sapiens (human)
cytoplasmGalectin-3Homo sapiens (human)
immunological synapseGalectin-3Homo sapiens (human)
nucleusGalectin-3Homo sapiens (human)
extracellular spaceGalectin-3Homo sapiens (human)
extracellular spaceGalectin-7Homo sapiens (human)
nucleusGalectin-7Homo sapiens (human)
cytoplasmGalectin-7Homo sapiens (human)
extracellular exosomeGalectin-7Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (7)

Assay IDTitleYearJournalArticle
AID362216Binding affinity to galectin 32008Bioorganic & medicinal chemistry, Aug-15, Volume: 16, Issue:16
Synthesis of stable and selective inhibitors of human galectins-1 and -3.
AID1181398Antagonist activity against human galectin 9 N-terminal domain by fluorescence polarization assay2014Bioorganic & medicinal chemistry letters, Aug-01, Volume: 24, Issue:15
Synthesis and evaluation of iminocoumaryl and coumaryl derivatized glycosides as galectin antagonists.
AID1181397Antagonist activity against human galectin 8 N-terminal domain by fluorescence polarization assay2014Bioorganic & medicinal chemistry letters, Aug-01, Volume: 24, Issue:15
Synthesis and evaluation of iminocoumaryl and coumaryl derivatized glycosides as galectin antagonists.
AID1181394Antagonist activity against human galectin 1 by fluorescence polarization assay2014Bioorganic & medicinal chemistry letters, Aug-01, Volume: 24, Issue:15
Synthesis and evaluation of iminocoumaryl and coumaryl derivatized glycosides as galectin antagonists.
AID1181396Antagonist activity against human galectin 7 by fluorescence polarization assay2014Bioorganic & medicinal chemistry letters, Aug-01, Volume: 24, Issue:15
Synthesis and evaluation of iminocoumaryl and coumaryl derivatized glycosides as galectin antagonists.
AID1181395Antagonist activity against human galectin 3 by fluorescence polarization assay2014Bioorganic & medicinal chemistry letters, Aug-01, Volume: 24, Issue:15
Synthesis and evaluation of iminocoumaryl and coumaryl derivatized glycosides as galectin antagonists.
AID1802481Diffusion Ordered Spectroscopy (DOSY) from Article 10.1074/jbc.M112.399303: \\Evidence of ternary complex formation in Trypanosoma cruzi trans-sialidase catalysis.\\2014The Journal of biological chemistry, Jan-03, Volume: 289, Issue:1
Evidence of ternary complex formation in Trypanosoma cruzi trans-sialidase catalysis.
[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-19902 (6.25)18.7374
1990's20 (62.50)18.2507
2000's6 (18.75)29.6817
2010's3 (9.38)24.3611
2020's1 (3.13)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 11.89

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 Index11.89 (24.57)
Research Supply Index3.50 (2.92)
Research Growth Index5.38 (4.65)
Search Engine Demand Index0.00 (26.88)
Search Engine Supply Index0.00 (0.95)

This Compound (11.89)

All Compounds (24.57)

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%
Other32 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]