Page last updated: 2024-12-10

N-acetyl-alpha-neuraminyl-(2->3)-beta-D-galactosyl-(1->4)-beta-D-glucose

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

Description

N-acetyl-alpha-neuraminyl-(2->3)-beta-D-galactosyl-(1->4)-beta-D-glucose : An amino trisaccharide that is the carbohydrate portion of ganglioside GM3. It comprises a linear sequence of alpha-N-acetylneuraminyl, beta-D-galactosyl and beta-D-glucose residues linked (2->3) and (1->4). [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 CID5288424
CHEMBL ID3764379
CHEBI ID59226

Synonyms (29)

Synonym
alpha-n-acetylneuraminyl-(2->3)-beta-d-galactosyl-(1->4)-beta-d-glucose
alpha-neup5ac-(2->3)-beta-d-galp-(1->4)-beta-d-glcp
(2->3')-alpha-sialyllactose
gm3 carbohydrate moiety
neu5aca2-3galb1-4glcb
alpha-neu5ac-(2->3)-beta-d-gal-(1->4)-beta-d-glc
alpha-neu5ac-(2->3)-beta-d-gal-(->4)-d-glc
(2->3')-a-sialyllactose
alpha-neu5ac-(2->3)-beta-delta-gal-(1->4)-delta-glc
a-neu5ac-(2->3)-b-d-gal-(1->4)-d-glc
n-acetyl-alpha-neuraminyl-(2->3)-beta-d-galactosyl-(1->4)-beta-d-glucose
CHEBI:59226
neu5acalpha2-3galbeta1-4glcbeta
5-acetamido-3,5-dideoxy-d-glycero-alpha-d-galacto-non-2-ulopyranonosyl-(2->3)-beta-d-galactopyranosyl-(1->4)-beta-d-glucopyranose
3AP7
CHEMBL3764379 ,
4LBO
4LBL
3'-alpha-sialyl-beta-lactose
beta-d-glucopyranose, o-(n-acetyl-alpha-neuraminosyl)-(2->3)-o-beta-d-galactopyranosyl-(1->4)-
H668G020YH ,
unii-h668g020yh
64839-33-4
sialyllactose, (beta-d-glucopyranose)-
Q27104848
3'-.alpha.-sialyl-.beta.-lactose
.beta.-d-glucopyranose, o-(n-acetyl-.alpha.-neuraminosyl)-(2->3)-o-.beta.-d-galactopyranosyl-(1->4)-
sialyllactose, (.beta.-d-glucopyranose)-
bdbm50230648
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Roles (2)

RoleDescription
mammalian metaboliteAny animal metabolite produced during a metabolic reaction in mammals.
epitopeThe biological role played by a material entity when bound by a receptor of the adaptive immune system. Specific site on an antigen to which an antibody binds.
[role 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]

Drug Classes (1)

ClassDescription
N-acetyl-alpha-neuraminyl-(2->3)-beta-D-galactosyl-(1->4)-D-glucoseAn amino trisaccharide that comprises of a linear sequence of alpha-N-acetylneuraminyl, beta-D-galactosyl and D-glucose residues linked (2->3) and (1->4). It is found in human milk.
[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)
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Activation Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Galectin-8Homo sapiens (human)Kd2.30002.30002.30002.3000AID1675450
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (4)

Processvia Protein(s)Taxonomy
cellular response to virusGalectin-8Homo sapiens (human)
xenophagyGalectin-8Homo sapiens (human)
lymphatic endothelial cell migrationGalectin-8Homo sapiens (human)
cell adhesionSialic acid-binding Ig-like lectin 7Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (5)

Processvia Protein(s)Taxonomy
integrin bindingGalectin-8Homo sapiens (human)
protein bindingGalectin-8Homo sapiens (human)
carbohydrate bindingGalectin-8Homo sapiens (human)
protein bindingSialic acid-binding Ig-like lectin 7Homo sapiens (human)
carbohydrate bindingSialic acid-binding Ig-like lectin 7Homo sapiens (human)
signaling receptor activitySialic acid-binding Ig-like lectin 7Homo sapiens (human)
sialic acid bindingSialic acid-binding Ig-like lectin 7Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (6)

Processvia Protein(s)Taxonomy
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)
plasma membraneSialic acid-binding Ig-like lectin 7Homo sapiens (human)
plasma membraneSialic acid-binding Ig-like lectin 7Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (9)

Assay IDTitleYearJournalArticle
AID977611Experimentally measured binding affinity data (Kd) for protein-ligand complexes derived from PDB2011The Journal of biological chemistry, Apr-01, Volume: 286, Issue:13
Galectin-8-N-domain recognition mechanism for sialylated and sulfated glycans.
AID1278507Binding affinity to Influenza A virus (A/New Caledonia/20/99 (H1N1)) H1 hemagglutinin after 2 hrs by avidin-biotin-peroxidase complex method2016Bioorganic & medicinal chemistry, Mar-01, Volume: 24, Issue:5
Heptapeptide ligands against receptor-binding sites of influenza hemagglutinin toward anti-influenza therapy.
AID1427030Binding affinity to human IgG1-fused Siglec-7-Fc assessed as inhibition of Siglec-7-Fc binding to RBC preincubated for 10 mins followed by RBC addition measured after 20 mins by FACS analysis2017Journal of medicinal chemistry, 02-09, Volume: 60, Issue:3
Design, Synthesis, and Biological Evaluation of Small, High-Affinity Siglec-7 Ligands: Toward Novel Inhibitors of Cancer Immune Evasion.
AID1427033Binding affinity to human IgG1-fused Siglec-7-Fc measured after 2.5 hrs by ELISA2017Journal of medicinal chemistry, 02-09, Volume: 60, Issue:3
Design, Synthesis, and Biological Evaluation of Small, High-Affinity Siglec-7 Ligands: Toward Novel Inhibitors of Cancer Immune Evasion.
AID1427040Binding affinity to human IgG1-fused Siglec-7-Fc2017Journal of medicinal chemistry, 02-09, Volume: 60, Issue:3
Design, Synthesis, and Biological Evaluation of Small, High-Affinity Siglec-7 Ligands: Toward Novel Inhibitors of Cancer Immune Evasion.
AID1278508Binding affinity to Influenza A virus (A/Wyoming/03/2003(H3N2)) H3 hemagglutinin after 2 hrs by avidin-biotin-peroxidase complex method2016Bioorganic & medicinal chemistry, Mar-01, Volume: 24, Issue:5
Heptapeptide ligands against receptor-binding sites of influenza hemagglutinin toward anti-influenza therapy.
AID1675450Binding affinity to N-terminal domain of human galectin-8 (8-154 residues) by ITC assay2020Journal of medicinal chemistry, 10-22, Volume: 63, Issue:20
Rational Design and Synthesis of Methyl-β-d-galactomalonyl Phenyl Esters as Potent Galectin-8
AID1278509Binding affinity to Influenza A virus (A/Aichi/2/68(H3N2)) H3 hemagglutinin after 2 hrs by NMR method2016Bioorganic & medicinal chemistry, Mar-01, Volume: 24, Issue:5
Heptapeptide ligands against receptor-binding sites of influenza hemagglutinin toward anti-influenza therapy.
AID977611Experimentally measured binding affinity data (Kd) for protein-ligand complexes derived from PDB2014Journal of molecular biology, Apr-03, Volume: 426, Issue:7
Galectin-3 interactions with glycosphingolipids.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (5)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's0 (0.00)18.2507
2000's0 (0.00)29.6817
2010's4 (80.00)24.3611
2020's1 (20.00)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 12.72

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 Index12.72 (24.57)
Research Supply Index1.79 (2.92)
Research Growth Index4.51 (4.65)
Search Engine Demand Index0.00 (26.88)
Search Engine Supply Index0.00 (0.95)

This Compound (12.72)

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%
Other5 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]