benzyl-alpha-N-acetylgalactosamine: an inhibitor of mucin glycosylation
ID Source | ID |
---|---|
PubMed CID | 122253 |
SCHEMBL ID | 542627 |
MeSH ID | M0215585 |
Synonym |
---|
benzyl-2-acetamido-2-deoxy-alpha-d-galactopyranoside |
benzyl-alpha-galnac |
3554-93-6 |
n-[(2s,3r,4r,5r,6r)-4,5-dihydroxy-6-(hydroxymethyl)-2-phenylmethoxyoxan-3-yl]acetamide |
benzyl 2-acetamido-2-deoxy-alpha-d-galactopyranoside |
alpha-d-galactopyranoside, phenylmethyl 2-(acetylamino)-2-deoxy- |
benzyl n-acetyl-alpha-d-galactosaminide |
bz-alpha-galnac |
galnac-alpha-o-benzyl |
benzyl-alpha-n-acetylgalactosamine |
phenylmethyl 2-(acetylamino)-2-deoxy-alpha-d-galactopyranoside |
n-[(2s,3r,4r,5r,6r)-2-(benzyloxy)-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]acetamide |
benzyl-|a-galnac |
SCHEMBL542627 |
benzyl 2-acetamido-2-deoxy-a-d-galactopyranoside |
W-202462 |
AKOS027382193 |
benzyl-??-galnac |
n-((2s,3r,4r,5r,6r)-2-(benzyloxy)-4,5-dihydroxy-6-(hydroxymethyl)tetrahydro-2h-pyran-3-yl)acetamide |
CS-0105240 |
HY-129389 |
o-glycosylation-in-1 |
MS-24534 |
DTXSID101293813 |
F87889 |
Timeframe | Studies, This Drug (%) | All Drugs % |
---|---|---|
pre-1990 | 0 (0.00) | 18.7374 |
1990's | 21 (41.18) | 18.2507 |
2000's | 21 (41.18) | 29.6817 |
2010's | 7 (13.73) | 24.3611 |
2020's | 2 (3.92) | 2.80 |
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023] |
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.
| This Compound (10.32) All Compounds (24.57) |
Publication Type | This drug (%) | All Drugs (%) |
---|---|---|
Trials | 0 (0.00%) | 5.53% |
Reviews | 1 (1.82%) | 6.00% |
Case Studies | 0 (0.00%) | 4.05% |
Observational | 0 (0.00%) | 0.25% |
Other | 54 (98.18%) | 84.16% |
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023] |
Substance | Relationship Strength | Studies | Trials | Classes | Roles |
---|---|---|---|---|---|
fluorouracil Fluorouracil: A pyrimidine analog that is an antineoplastic antimetabolite. It interferes with DNA synthesis by blocking the THYMIDYLATE SYNTHETASE conversion of deoxyuridylic acid to thymidylic acid.. 5-fluorouracil : A nucleobase analogue that is uracil in which the hydrogen at position 5 is replaced by fluorine. It is an antineoplastic agent which acts as an antimetabolite - following conversion to the active deoxynucleotide, it inhibits DNA synthesis (by blocking the conversion of deoxyuridylic acid to thymidylic acid by the cellular enzyme thymidylate synthetase) and so slows tumour growth. | 2.44 | 2 | 0 | nucleobase analogue; organofluorine compound | antimetabolite; antineoplastic agent; environmental contaminant; immunosuppressive agent; radiosensitizing agent; xenobiotic |
galactose galactopyranose : The pyranose form of galactose. | 2.71 | 3 | 0 | D-galactose; galactopyranose | Escherichia coli metabolite; mouse metabolite |
threonine Threonine: An essential amino acid occurring naturally in the L-form, which is the active form. It is found in eggs, milk, gelatin, and other proteins.. threonine : An alpha-amino acid in which one of the hydrogens attached to the alpha-carbon of glycine is substituted by a 1-hydroxyethyl group. | 2.03 | 1 | 0 | amino acid zwitterion; aspartate family amino acid; L-alpha-amino acid; proteinogenic amino acid; threonine | algal metabolite; Escherichia coli metabolite; human metabolite; micronutrient; mouse metabolite; nutraceutical; plant metabolite; Saccharomyces cerevisiae metabolite |
cyclopentane Cyclopentanes: A group of alicyclic hydrocarbons with the general formula R-C5H9.. cyclopentanes : Cyclopentane and its derivatives formed by substitution. | 2.39 | 2 | 0 | cycloalkane; cyclopentanes; volatile organic compound | non-polar solvent |
tetradecanoylphorbol acetate Tetradecanoylphorbol Acetate: A phorbol ester found in CROTON OIL with very effective tumor promoting activity. It stimulates the synthesis of both DNA and RNA.. phorbol ester : Esters of phorbol, originally found in croton oil (from Croton tiglium, of the family Euphorbiaceae). A number of phorbol esters possess activity as tumour promoters and activate the mechanisms associated with cell growth. Some of these are used in experiments as activators of protein kinase C.. phorbol 13-acetate 12-myristate : A phorbol ester that is phorbol in which the hydroxy groups at the cyclopropane ring juction (position 13) and the adjacent carbon (position 12) have been converted into the corresponding acetate and myristate esters. It is a major active constituent of the seed oil of Croton tiglium. It has been used as a tumour promoting agent for skin carcinogenesis in rodents and is associated with increased cell proliferation of malignant cells. However its function is controversial since a decrease in cell proliferation has also been observed in several cancer cell types. | 1.98 | 1 | 0 | acetate ester; diester; phorbol ester; tertiary alpha-hydroxy ketone; tetradecanoate ester | antineoplastic agent; apoptosis inducer; carcinogenic agent; mitogen; plant metabolite; protein kinase C agonist; reactive oxygen species generator |
1-deoxynojirimycin 1-deoxy-nojirimycin: structure in first source. duvoglustat : An optically active form of 2-(hydroxymethyl)piperidine-3,4,5-triol having 2R,3R,4R,5S-configuration. | 2.05 | 1 | 0 | 2-(hydroxymethyl)piperidine-3,4,5-triol; piperidine alkaloid | anti-HIV agent; anti-obesity agent; bacterial metabolite; EC 3.2.1.20 (alpha-glucosidase) inhibitor; hepatoprotective agent; hypoglycemic agent; plant metabolite |
acetylgalactosamine Acetylgalactosamine: The N-acetyl derivative of galactosamine. | 6.35 | 50 | 0 | N-acetyl-D-hexosamine; N-acetylgalactosamine | Escherichia coli metabolite; human metabolite; mouse metabolite |
swainsonine Swainsonine: An indolizidine alkaloid from the plant Swainsona canescens that is a potent alpha-mannosidase inhibitor. Swainsonine also exhibits antimetastatic, antiproliferative, and immunomodulatory activity.. swainsonine : An indolizidine alkaloid isolated from the plant Swainsona canescens with three hydroxy substituents at positions 1, 2 and 8. | 2.69 | 3 | 0 | indolizidine alkaloid | antineoplastic agent; EC 3.2.1.114 (mannosyl-oligosaccharide 1,3-1,6-alpha-mannosidase) inhibitor; immunological adjuvant; plant metabolite |
castanospermine castanospermine: indolizidine alkaloid from seeds of Australian legume, Castanospermum australe. castanospermine : A tetrahydroxyindolizidine alkaloid that consists of octahydroindolizine having four hydroxy substituents located at positions 1, 6, 7 and 8 (the 1S,6S,7R,8R,8aR-diastereomer). | 2.03 | 1 | 0 | indolizidine alkaloid | anti-HIV-1 agent; anti-inflammatory agent; EC 3.2.1.* (glycosidase) inhibitor; metabolite |
thomsen-friedenreich antigen Thomsen-Friedenreich antigen: do not confuse with T antigens, which are viral | 2.42 | 2 | 0 | ||
metaperiodate Periodic Acid: A strong oxidizing agent. | 2.02 | 1 | 0 | iodine oxoacid | |
chlorates Chlorates: Inorganic salts of chloric acid that contain the ClO3- ion. | 2.01 | 1 | 0 | chlorine oxoanion; monovalent inorganic anion | |
1-phenyl-2-decanoylamino-3-morpholino-1-propanol RV 538: noninactivating inhibitor of ceramide-UDPG glucosyltransferase; RN given for unspecified HCl; structure given in first source | 2.02 | 1 | 0 | ||
methotrexate [no description available] | 1.99 | 1 | 0 | dicarboxylic acid; monocarboxylic acid amide; pteridines | abortifacient; antimetabolite; antineoplastic agent; antirheumatic drug; dermatologic drug; DNA synthesis inhibitor; EC 1.5.1.3 (dihydrofolate reductase) inhibitor; immunosuppressive agent |
metaperiodate metaperiodate: RN given refers to periodic acid, Na salt; structure. periodate : A monovalent inorganic anion obtained by deprotonation of periodic acid. | 2.02 | 1 | 0 | iodine oxoanion; monovalent inorganic anion | |
n-acetylneuraminic acid N-Acetylneuraminic Acid: An N-acyl derivative of neuraminic acid. N-acetylneuraminic acid occurs in many polysaccharides, glycoproteins, and glycolipids in animals and bacteria. (From Dorland, 28th ed, p1518). N-acetylneuraminic acid : An N-acylneuraminic acid where the N-acyl group is specified as acetyl. | 3.71 | 10 | 0 | N-acetylneuraminic acids | antioxidant; bacterial metabolite; EC 3.2.1.18 (exo-alpha-sialidase) inhibitor; human metabolite; mouse metabolite |
glucosamine D-glucosamine : An amino sugar whose structure comprises D-glucose having an amino substituent at position 2.. 2-amino-2-deoxy-D-glucopyranose : A D-glucosamine whose structure comprises D-glucopyranose having an amino substituent at position 2. | 2 | 1 | 0 | D-glucosamine | Escherichia coli metabolite; geroprotector; mouse metabolite |
n-acetyllactosamine N-acetyllactosamine: RN given refers to D-isomer. N-acetyllactosamine : A beta-D-galactopyranosyl-(1->4)-N-acetyl-D-glucosamine having beta-configuration at the reducing end anomeric centre. | 2 | 1 | 0 | beta-D-Galp-(1->4)-D-GlcpNAc | |
n-glycolylneuraminic acid N-glycolylneuraminic acid: RN given refers to (all-D)-isomer | 1.99 | 1 | 0 | N-acylneuraminic acid | |
monensin Monensin: An antiprotozoal agent produced by Streptomyces cinnamonensis. It exerts its effect during the development of first-generation trophozoites into first-generation schizonts within the intestinal epithelial cells. It does not interfere with hosts' development of acquired immunity to the majority of coccidial species. Monensin is a sodium and proton selective ionophore and is widely used as such in biochemical studies.. monensin A : A spiroketal, monensin A is the major component of monensin, a mixture of antibiotic substances produced by Streptomyces cinnamonensis. An antiprotozoal, it is used as the sodium salt as a feed additive for the prevention of coccidiosis in poultry and as a growth promoter in cattle. | 1.99 | 1 | 0 | cyclic hemiketal; monocarboxylic acid; polyether antibiotic; spiroketal | antifungal agent; coccidiostat; ionophore |
sodium chlorate sodium chlorate : An inorganic sodium salt that has chlorate as the counter-ion. An oxidising agent, it is used for bleaching paper and as a herbicide. It is also used in the manufacture of dyes, explosives and matches. | 2.01 | 1 | 0 | chlorate salt; inorganic sodium salt | herbicide |
cystine [no description available] | 1.99 | 1 | 0 | ||
brefeldin a [no description available] | 2.39 | 2 | 0 | macrolide antibiotic | Penicillium metabolite |
flag peptide FLAG peptide: engineered as a tag for immunoaffinity purification of genetically-engineered proteins; amino acid sequence given in first source; a polar octapeptide. FLAG peptide : An eight amino acid peptide consisting of L-aspartic acid, L-tyrosine, L-lysine, four L-aspartic acid residues, and L-lysine joined in sequence by peptide linkages. It is widely used as a fusion tag for the purification and detection of a wide variety of recombinant proteins. | 2 | 1 | 0 | peptide | |
caseins Caseins: A mixture of related phosphoproteins occurring in milk and cheese. The group is characterized as one of the most nutritive milk proteins, containing all of the common amino acids and rich in the essential ones. | 2.01 | 1 | 0 | ||
concanavalin a Concanavalin A: A MANNOSE/GLUCOSE binding lectin isolated from the jack bean (Canavalia ensiformis). It is a potent mitogen used to stimulate cell proliferation in lymphocytes, primarily T-lymphocyte, cultures. | 2.46 | 2 | 0 |
Condition | Indicated | Relationship Strength | Studies | Trials |
---|---|---|---|---|
Acute Respiratory Distress Syndrome [description not available] | 0 | 2.41 | 1 | 0 |
Respiratory Distress Syndrome A syndrome characterized by progressive life-threatening RESPIRATORY INSUFFICIENCY in the absence of known LUNG DISEASES, usually following a systemic insult such as surgery or major TRAUMA. | 0 | 2.41 | 1 | 0 |
Autoimmune Chronic Hepatitis [description not available] | 0 | 2.25 | 1 | 0 |
Disease Models, Animal Naturally-occurring or experimentally-induced animal diseases with pathological processes analogous to human diseases. | 0 | 2.25 | 1 | 0 |
Hepatitis, Autoimmune A chronic self-perpetuating hepatocellular INFLAMMATION of unknown cause, usually with HYPERGAMMAGLOBULINEMIA and serum AUTOANTIBODIES. | 0 | 2.25 | 1 | 0 |
Leukemia, Lymphocytic [description not available] | 0 | 2.15 | 1 | 0 |
Leukemia, Lymphoid Leukemia associated with HYPERPLASIA of the lymphoid tissues and increased numbers of circulating malignant LYMPHOCYTES and lymphoblasts. | 0 | 2.15 | 1 | 0 |
Disease Exacerbation [description not available] | 0 | 2.1 | 1 | 0 |
Cancer of Pancreas [description not available] | 0 | 3.26 | 6 | 0 |
Carcinoma, Ductal, Pancreatic [description not available] | 0 | 2.1 | 1 | 0 |
Adenocarcinoma, Papillary An adenocarcinoma containing finger-like processes of vascular connective tissue covered by neoplastic epithelium, projecting into cysts or the cavity of glands or follicles. It occurs most frequently in the ovary and thyroid gland. (Stedman, 25th ed) | 0 | 2.1 | 1 | 0 |
Invasiveness, Neoplasm [description not available] | 0 | 2.93 | 4 | 0 |
Pancreatic Neoplasms Tumors or cancer of the PANCREAS. Depending on the types of ISLET CELLS present in the tumors, various hormones can be secreted: GLUCAGON from PANCREATIC ALPHA CELLS; INSULIN from PANCREATIC BETA CELLS; and SOMATOSTATIN from the SOMATOSTATIN-SECRETING CELLS. Most are malignant except the insulin-producing tumors (INSULINOMA). | 0 | 3.26 | 6 | 0 |
Neoplasms, Cystic, Mucinous, and Serous Neoplasms containing cyst-like formations or producing mucin or serum. | 0 | 2.1 | 1 | 0 |
Carcinoma, Pancreatic Ductal Carcinoma that arises from the PANCREATIC DUCTS. It accounts for the majority of cancers derived from the PANCREAS. | 0 | 2.1 | 1 | 0 |
Cancer of Lung [description not available] | 0 | 2.42 | 2 | 0 |
Malignant Melanoma [description not available] | 0 | 2.05 | 1 | 0 |
Lung Neoplasms Tumors or cancer of the LUNG. | 0 | 2.42 | 2 | 0 |
Melanoma A malignant neoplasm derived from cells that are capable of forming melanin, which may occur in the skin of any part of the body, in the eye, or, rarely, in the mucous membranes of the genitalia, anus, oral cavity, or other sites. It occurs mostly in adults and may originate de novo or from a pigmented nevus or malignant lentigo. Melanomas frequently metastasize widely, and the regional lymph nodes, liver, lungs, and brain are likely to be involved. The incidence of malignant skin melanomas is rising rapidly in all parts of the world. (Stedman, 25th ed; from Rook et al., Textbook of Dermatology, 4th ed, p2445) | 0 | 2.05 | 1 | 0 |
Endometrioma An enlarged area of ENDOMETRIOSIS that resembles a tumor. It is usually found in the OVARY. When it is filled with old blood, it is known as a chocolate cyst. | 0 | 2.06 | 1 | 0 |
Peritoneal Diseases Pathological processes involving the PERITONEUM. | 0 | 2.06 | 1 | 0 |
Endometriosis A condition in which functional endometrial tissue is present outside the UTERUS. It is often confined to the PELVIS involving the OVARY, the ligaments, cul-de-sac, and the uterovesical peritoneum. | 0 | 2.06 | 1 | 0 |
Allergic Encephalomyelitis [description not available] | 0 | 2.07 | 1 | 0 |
Lysosomal Enzyme Disorders [description not available] | 0 | 2.01 | 1 | 0 |
French Type Sialuria [description not available] | 0 | 2.01 | 1 | 0 |
Cancer of Endometrium [description not available] | 0 | 2.02 | 1 | 0 |
Endometrial Neoplasms Tumors or cancer of ENDOMETRIUM, the mucous lining of the UTERUS. These neoplasms can be benign or malignant. Their classification and grading are based on the various cell types and the percent of undifferentiated cells. | 0 | 2.02 | 1 | 0 |
Infections, Picornaviridae [description not available] | 0 | 2.02 | 1 | 0 |
Breast Cancer [description not available] | 0 | 2.02 | 1 | 0 |
Breast Neoplasms Tumors or cancer of the human BREAST. | 0 | 2.02 | 1 | 0 |
Germinoblastoma [description not available] | 0 | 2.03 | 1 | 0 |
B16 Melanoma [description not available] | 0 | 2.03 | 1 | 0 |
Lymphoma A general term for various neoplastic diseases of the lymphoid tissue. | 0 | 2.03 | 1 | 0 |
Astrocytoma, Grade IV [description not available] | 0 | 2.03 | 1 | 0 |
Glioblastoma A malignant form of astrocytoma histologically characterized by pleomorphism of cells, nuclear atypia, microhemorrhage, and necrosis. They may arise in any region of the central nervous system, with a predilection for the cerebral hemispheres, basal ganglia, and commissural pathways. Clinical presentation most frequently occurs in the fifth or sixth decade of life with focal neurologic signs or seizures. | 0 | 2.03 | 1 | 0 |
Adenocarcinoma, Basal Cell [description not available] | 0 | 2.68 | 3 | 0 |
Adenocarcinoma A malignant epithelial tumor with a glandular organization. | 0 | 2.68 | 3 | 0 |
Cancer of Colon [description not available] | 0 | 3.37 | 7 | 0 |
Cancer of Stomach [description not available] | 0 | 2.39 | 2 | 0 |
Colonic Neoplasms Tumors or cancer of the COLON. | 0 | 3.37 | 7 | 0 |
Stomach Neoplasms Tumors or cancer of the STOMACH. | 0 | 2.39 | 2 | 0 |
Benign Neoplasms [description not available] | 0 | 1.98 | 1 | 0 |
Neoplasms New abnormal growth of tissue. Malignant neoplasms show a greater degree of anaplasia and have the properties of invasion and metastasis, compared to benign neoplasms. | 0 | 1.98 | 1 | 0 |
Mast-Cell Sarcoma A unifocal malignant tumor that consists of atypical pathological MAST CELLS without systemic involvement. It causes local destructive growth in organs other than in skin or bone marrow. | 0 | 1.98 | 1 | 0 |
Granulocytic Leukemia [description not available] | 0 | 1.98 | 1 | 0 |
Leukemia, Myeloid Form of leukemia characterized by an uncontrolled proliferation of the myeloid lineage and their precursors (MYELOID PROGENITOR CELLS) in the bone marrow and other sites. | 0 | 1.98 | 1 | 0 |
Metastase [description not available] | 0 | 2.4 | 2 | 0 |
Neoplasm Metastasis The transfer of a neoplasm from one organ or part of the body to another remote from the primary site. | 0 | 2.4 | 2 | 0 |
Polyomavirus Infections Infections with POLYOMAVIRUS, which are often cultured from the urine of kidney transplant patients. Excretion of BK VIRUS is associated with ureteral strictures and CYSTITIS, and that of JC VIRUS with progressive multifocal leukoencephalopathy (LEUKOENCEPHALOPATHY, PROGRESSIVE MULTIFOCAL). | 0 | 1.99 | 1 | 0 |
Fibroma, Shope [description not available] | 0 | 1.99 | 1 | 0 |
Neuroblastoma A common neoplasm of early childhood arising from neural crest cells in the sympathetic nervous system, and characterized by diverse clinical behavior, ranging from spontaneous remission to rapid metastatic progression and death. This tumor is the most common intraabdominal malignancy of childhood, but it may also arise from thorax, neck, or rarely occur in the central nervous system. Histologic features include uniform round cells with hyperchromatic nuclei arranged in nests and separated by fibrovascular septa. Neuroblastomas may be associated with the opsoclonus-myoclonus syndrome. (From DeVita et al., Cancer: Principles and Practice of Oncology, 5th ed, pp2099-2101; Curr Opin Oncol 1998 Jan;10(1):43-51) | 0 | 2 | 1 | 0 |