CHEBI:28497 - N-acetyl-β-D-galactosamine

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name N-acetyl-β-D-galactosamine
ChEBI ID CHEBI:28497
ChEBI ASCII Name N-acetyl-beta-D-galactosamine
Definition An N-acetyl-D-galactosamine having β-configuration at the anomeric centre.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:7166, CHEBI:44496, CHEBI:21576
Supplier Information ZINC000003861733
Download Molfile XML SDF
Formula C8H15NO6
Net Charge 0
Average Mass 221.20784
Monoisotopic Mass 221.08994
InChI InChI=1S/C8H15NO6/c1-3(11)9-5-7(13)6(12)4(2-10)15-8(5)14/h4-8,10,12-14H,2H2,1H3,(H,9,11)/t4-,5-,6+,7-,8-/m1/s1
InChIKey OVRNDRQMDRJTHS-JAJWTYFOSA-N
SMILES CC(=O)N[C@H]1[C@H](O)O[C@H](CO)[C@H](O)[C@@H]1O
Roles Classification
Biological Role(s): epitope
The 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.
Escherichia coli metabolite
Any bacterial metabolite produced during a metabolic reaction in Escherichia coli.
(via N-acetyl-D-galactosamine )
human metabolite
Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
(via N-acetyl-D-galactosamine )
mouse metabolite
Any mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus).
(via N-acetyl-D-galactosamine )
(via N-acetylgalactosamine )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing N-acetyl-β-D-galactosamine (CHEBI:28497) has role epitope (CHEBI:53000)
N-acetyl-β-D-galactosamine (CHEBI:28497) is a N-acetyl-D-galactosamine (CHEBI:28037)
Incoming β-D-Galp-(1→4)-β-D-GalpNAc (CHEBI:147984) has functional parent N-acetyl-β-D-galactosamine (CHEBI:28497)
β-D-Galp-(1→6)-β-D-GalpNAc (CHEBI:153119) has functional parent N-acetyl-β-D-galactosamine (CHEBI:28497)
β-D-GalpNAc-(1→4)-β-D-Galp (CHEBI:150295) has functional parent N-acetyl-β-D-galactosamine (CHEBI:28497)
β-D-GalpNAc-(1→4)-β-D-GalpNAc (CHEBI:149012) has functional parent N-acetyl-β-D-galactosamine (CHEBI:28497)
β-D-GalpNAc-(1→4)-β-D-Glcp (CHEBI:149146) has functional parent N-acetyl-β-D-galactosamine (CHEBI:28497)
β-D-GalpNAc-(1→4)-D-GalpNAc (CHEBI:153088) has functional parent N-acetyl-β-D-galactosamine (CHEBI:28497)
β-D-GalpNAc-(1→6)-α-D-GalpNAc (CHEBI:152542) has functional parent N-acetyl-β-D-galactosamine (CHEBI:28497)
β-D-GalpNAc-(1→6)-D-Galp (CHEBI:150781) has functional parent N-acetyl-β-D-galactosamine (CHEBI:28497)
β-D-GalpNAc-(1→6)-D-GalpNAc (CHEBI:150173) has functional parent N-acetyl-β-D-galactosamine (CHEBI:28497)
β-D-GlcpNAc-(1→3)-β-D-GalpNAc (CHEBI:153935) has functional parent N-acetyl-β-D-galactosamine (CHEBI:28497)
β-D-GlcpNAc-(1→6)-β-D-GalpNAc (CHEBI:148646) has functional parent N-acetyl-β-D-galactosamine (CHEBI:28497)
1β-glutathionylseleno-N-acetyl-D-galactosamine (CHEBI:77008) has functional parent N-acetyl-β-D-galactosamine (CHEBI:28497)
N-acetyl-β-D-galactosamine 4-sulfate (CHEBI:44391) has functional parent N-acetyl-β-D-galactosamine (CHEBI:28497)
N-acetyl-β-D-galactosaminyl group (CHEBI:17806) is substituent group from N-acetyl-β-D-galactosamine (CHEBI:28497)
IUPAC Name
2-acetamido-2-deoxy-β-D-galactopyranose
Synonyms Sources
2-(acetylamino)-2-deoxy-β-D-galactopyranose ChEBI
2-acetamido-2-deoxy-β-D-galactopyranoside ChEBI
β-D-galactopyranose, 2-(acetylamino)-2-deoxy- ChEBI
β-GalNAc ChEBI
bGalNAc ChEBI
N-acetyl-beta-D-galactosamine ChEBI
N-Acetyl-beta-D-galactosamine KEGG COMPOUND
N-acetyl-β-D-galactosamine UniProt
WURCS=2.0/1,1,0/[a2112h-1b_1-5_2*NCC/3=O]/1/ GlyTouCan
Manual Xrefs Databases
C05021 KEGG COMPOUND
CPD-12557 MetaCyc
G61418DU GlyGen
G61418DU GlyTouCan
HMDB0000853 HMDB
NGA PDBeChem
View more database links
Registry Numbers Types Sources
1728373 Reaxys Registry Number Reaxys
1811-31-0 CAS Registry Number ChemIDplus
Citations
Jandus P, Boligan KF, Smith DF, de Graauw E, Grimbacher B, Jandus C, Abdelhafez MM, Despont A, Bovin N, Simon D, Rieben R, Simon HU, Cummings RD, von Gunten S (2019)
The architecture of the IgG anti-carbohydrate repertoire in primary antibody deficiencies.
Blood 134, 1941-1950 [PubMed:31537530]
[show Abstract]
von Gunten S, Smith DF, Cummings RD, Riedel S, Miescher S, Schaub A, Hamilton RG, Bochner BS (2009)
Intravenous immunoglobulin contains a broad repertoire of anticarbohydrate antibodies that is not restricted to the IgG2 subclass.
The Journal of allergy and clinical immunology 123, 1268-76.e15 [PubMed:19443021]
[show Abstract]
Last Modified
29 March 2024