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n-glycolylneuraminyllactosylceramide

Description

N-glycolylneuraminyllactosylceramide: influenza A virus receptor which mediates the adsorption-fusion process of viral infection [MeSH]

N-glycolylneuraminyllactosylceramide : A sialotriaosylceramide in which the triaosyl group is 3,5-dideoxy-5-(2-hydroxyacetamido)-D-glycero-alpha-D-galacto-non-2-ulopyranonosyl-(2->3)-beta-D-galactopyranosyl-(1->4)-beta-D-glucopyranosyl attached to the primary hydroxy function of ceramide. A tumour antigen found in solid tumors such as breast carcinoma, nonsmall cell lung cancer, and melanoma, but not usually detected in normal human cells. [CHeBI]

Cross-References

ID SourceID
PubMed CID139036264
CHEBI ID144806
MeSH IDM0129518

Synonyms (14)

Synonym
CHEBI:144806
hd3 ganglioside
neugc-gm3
69345-49-9
n-glycolyl-neuraminyl-lactosyl-ceramide
n-glycolylneuraminyllactosylceramide
(2s,3r,4e)-3-hydroxy-2-(octadecanoylamino)octadec-4-en-1-yl 3,5-dideoxy-5-(2-hydroxyacetamido)-d-glycero-alpha-d-galacto-non-2-ulopyranonosyl-(2->3)-beta-d-galactopyranosyl-(1->4)-beta-d-glucopyranoside
neugc(alpha2-3)gal(beta1-4)glc(beta1-1)cer
n-glycoloyl-gm3
gm3-neugc
ceramide, 1-o-(o-(n-(hydroxyacetyl)-alpha-neuraminosyl)-(2-3)-o-beta-d-galactopyranosyl-(1-4)-beta-d-glucopyranosyl)-
ganglioside gm3, n-deacetyl-n-(hydroxyacetyl)-, (5alpha,17alpha)-
HD3 ,
(2s,4s,5r,6r)-2-[(2s,3r,4s,5s,6r)-2-[(2r,3s,4r,5r,6r)-4,5-dihydroxy-2-(hydroxymethyl)-6-[(e,2s,3r)-3-hydroxy-2-(octadecanoylamino)octadec-4-enoxy]oxan-3-yl]oxy-3,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl]oxy-4-hydroxy-5-[(2-hydroxyacetyl)amino]-6-[(1r,2r)-1,

Roles (1)

RoleDescription
tumour antigenAn antigenic substance produced in tumour cells, which triggers an immune response in the host.

Drug Classes (1)

ClassDescription
sialotriaosylceramideA ganglioside in which the oligosaccharide portion is composed of a trisaccharide, to which one or more sialic acid residues are attached.

Research

Studies (39)

TimeframeStudies, This Drug (%)All Drugs %
pre-19902 (5.13)18.7374
1990's8 (20.51)18.2507
2000's10 (25.64)29.6817
2010's18 (46.15)24.3611
2020's1 (2.56)2.80

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials5 (11.90%)5.53%
Reviews7 (16.67%)6.00%
Case Studies1 (2.38%)4.05%
Observational0 (0.00%)0.25%
Other29 (69.05%)84.16%
SubstanceStudiesClassesRolesFirst YearLast YearAverage AgeRelationship StrengthTrialspre-19901990's2000's2010'spost-2020
g(m2) gangliosideN-acetyl-beta-D-galactosaminyl-(1->4)-alpha-N-acetylneuraminosyl-(2->3)-beta-D-galactosyl-(1->4)-beta-D-glucosyl-N-acylsphingosine;
sialotriaosylceramide
antigen00low000000
g(m3) gangliosidealpha-N-acetylneuraminyl-(2->3)-beta-D-galactosyl-(1->4)-beta-D-glucosyl-(1<->1')-ceramide;
sialodiosylceramide;
sialotriaosylceramide
mouse metabolite00low000000
SubstanceStudiesClassesRolesFirst YearLast YearAverage AgeRelationship StrengthTrialspre-19901990's2000's2010'spost-2020
cefoxitinL-serine derivative;
non-proteinogenic L-alpha-amino acid
tumour antigen00low000000
SubstanceStudiesClassesRolesFirst YearLast YearAverage AgeRelationship StrengthTrialspre-19901990's2000's2010'spost-2020
lysineaspartate family amino acid;
L-alpha-amino acid zwitterion;
L-alpha-amino acid;
lysine;
organic molecular entity;
proteinogenic amino acid
algal metabolite;
anticonvulsant;
Escherichia coli metabolite;
human metabolite;
micronutrient;
mouse metabolite;
nutraceutical;
plant metabolite;
Saccharomyces cerevisiae metabolite
1994199430.0low001000
mannitolmannitolallergen;
antiglaucoma drug;
compatible osmolytes;
Escherichia coli metabolite;
food anticaking agent;
food bulking agent;
food humectant;
food stabiliser;
food thickening agent;
hapten;
metabolite;
osmotic diuretic;
sweetening agent
2008201711.5low200110
aluminum sulfatealuminium sulfate201420159.5low100020
biotinbiotins;
vitamin B7
coenzyme;
cofactor;
Escherichia coli metabolite;
fundamental metabolite;
human metabolite;
mouse metabolite;
nutraceutical;
prosthetic group;
Saccharomyces cerevisiae metabolite
1992199431.0low002000
n-acetylneuraminic acidN-acetylneuraminic acidsantioxidant;
bacterial metabolite;
EC 3.2.1.18 (exo-alpha-sialidase) inhibitor;
human metabolite;
mouse metabolite
2008200816.0low000100
glycolipids2000201218.0low001010
g(m3) gangliosidealpha-N-acetylneuraminyl-(2->3)-beta-D-galactosyl-(1->4)-beta-D-glucosyl-(1<->1')-ceramide;
sialodiosylceramide;
sialotriaosylceramide
mouse metabolite1985201917.8high42910170
ConditionIndicatedStudiesFirst YearLast YearAverage AgeRelationship StrengthTrialspre-19901990's2000's2010'spost-2020
Abnormalities, Autosome0202320231.0low000001
Animal Mammary Carcinoma0201620168.0low000010
Argentaffinoma02007200717.0low000100
Benign Neoplasms01991201416.3low001230
Breast Cancer01991201722.2low203110
Breast Neoplasms01991201722.2low203110
Bronchial Neoplasms02007200717.0low000100
Cancer of Colon01991199133.0low001000
Cancer of Esophagus01991199133.0low001000
Cancer of Eye02008200816.0low100100
Cancer of Lung02008201810.5low100150
Cancer of Mouth02012201212.0low000010
Cancer of Ovary0201820186.0low000010
Cancer of Pancreas01991199133.0low001000
Cancer of Stomach01991199133.0low001000
Cancer of the Retina0201520159.0low000010
Carcinoid Tumor02007200717.0low000100
Carcinoma, Lewis Lung02011201610.5low000020
Carcinoma, Non-Small Cell Lung02008201810.3low100160
Carcinoma, Non-Small-Cell Lung02008201810.3low100160
Cholelithiasis01991199133.0low001000
Cirrhosis, Liver01991199133.0low001000
Colonic Neoplasms01991199133.0low001000
Dermatoses02008200816.0low100100
Disease Exacerbation02007200717.0low000100
Disease Models, Animal0201620168.0low000010
E coli Infections01993199331.0low001000
Escherichia coli Infections01993199331.0low001000
Esophageal Neoplasms01991199133.0low001000
Extravascular Hemolysis01985198539.0low010000
Eye Cancer, Retinoblastoma0201520159.0low000010
Gallstone Disease01991199133.0low001000
Germinoblastoma01991199133.0low001000
Hemolysis01985198539.0low010000
Intestinal Diseases01993199331.0low001000
Kahler Disease02006200618.0low000100
Leukemia L 121002011201113.0low000010
Liver Cirrhosis01991199133.0low001000
Local Neoplasm Recurrence0201220198.5low000020
Lung Neoplasms02008201810.5low100150
Lymphoma01991199133.0low001000
Malignant Melanoma01985201225.0low112110
Melanoma01985201225.0low112110
Metastase0201620196.5low000020
Mouth Neoplasms02012201212.0low000010
Multiple Myeloma02006200618.0low000100
Necrosis02013201311.0low000010
Neoplasm Metastasis0201620196.5low000020
Neoplasms01991201416.3low001230
Neoplasms, Bronchial02007200717.0low000100
Neuroectodermal Tumors02011201113.0low000010
Nevi, Melanocytic02012201212.0low000010
Nevus, Pigmented02012201212.0low000010
Ovarian Neoplasms0201820186.0low000010
Pancreatic Neoplasms01991199133.0low001000
Plasma Cell Tumor02011201113.0low000010
Plasmacytoma02011201113.0low000010
Recrudescence02007200717.0low000100
Retinoblastoma0201520159.0low000010
Sarcoma0201920195.0low000010
Sarcoma, Epithelioid0201920195.0low000010
Skin Diseases02008200816.0low100100
Stomach Neoplasms01991199133.0low001000
Vitiligo02008200816.0low100100

Safety/Toxicity (1)

ArticleYear
Antibody-dependent cell-mediated cytotoxicity induced by active immunotherapy based on racotumomab in non-small cell lung cancer patients.
Cancer immunology, immunotherapy : CII, , Volume: 67, Issue:8
2018