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CHEBI:87497 - β-D-GalNAc-(1→4)-[α-Neu5Ac-(2→8)-α-Neu5Ac-(2→3)]-β-D-Gal-(1→4)-D-Glc

ChEBI IDCHEBI:87497
ChEBI Nameβ-D-GalNAc-(1→4)-[α-Neu5Ac-(2→8)-α-Neu5Ac-(2→3)]-β-D-Gal-(1→4)-D-Glc
Stars
ASCII Namebeta-D-GalNAc-(1->4)-[alpha-Neu5Ac-(2->8)-alpha-Neu5Ac-(2->3)]-beta-D-Gal-(1->4)-D-Glc
DefinitionA branched amino pentasaccharide consisting of a linear sequence of two α-sialyl residues, a β-Dgalactosyl residue and an N-acetyl-D-glucosamine residue linked respectively (2→8), (2→8) and (1→4), to the galactosyl residue of which is also linked (1→4) an N-acetyl-β-D-glucosaminyl residue. It is the carbohydrate portion of ganglioside GD2 with undefined anomeric stereochemistry at the reducing-end galactose residue.
Last Modified20 April 2021
SubmitterMarcus Ennis
DownloadsMolfile
FormulaC42H69N3O32
Net Charge0
Average Mass1128.003
Monoisotopic Mass1127.38642
SMILES[H][C@@]1([C@H](O)[C@H](O)CO)O[C@@](O[C@H](CO)[C@@H](O)[C@]2([H])O[C@@](O[C@@H]3[C@@H](O)[C@H](O[C@H]4[C@H](O)[C@@H](O)C(O)O[C@@H]4CO)O[C@H](CO)[C@@H]3O[C@@H]3O[C@H](CO)[C@H](O)[C@H](O)[C@H]3NC(C)=O)(C(=O)O)C[C@H](O)[C@H]2NC(C)=O)(C(=O)O)C[C@H](O)[C@H]1NC(C)=O
WURCSWURCS=2.0/4,5,4/[a2122h-1x_1-5][a2112h-1b_1-5][Aad21122h-2a_2-6_5*NCC/3=O][a2112h-1b_1-5_2*NCC/3=O]/1-2-3-3-4/a4-b1_b3-c2_b4-e1_c8-d2
InChIInChI=1S/C42H69N3O32/c1-11(51)43-21-14(54)4-41(39(65)66,75-33(21)24(57)16(56)6-46)74-18(8-48)26(59)34-22(44-12(2)52)15(55)5-42(76-34,40(67)68)77-35-30(63)38(72-31-19(9-49)69-36(64)29(62)28(31)61)71-20(10-50)32(35)73-37-23(45-13(3)53)27(60)25(58)17(7-47)70-37/h14-38,46-50,54-64H,4-10H2,1-3H3,(H,43,51)(H,44,52)(H,45,53)(H,65,66)(H,67,68)/t14-,15-,16+,17+,18+,19+,20+,21+,22+,23+,24+,25-,26+,27+,28+,29+,30+,31+,32-,33+,34+,35+,36?,37-,38-,41+,42-/m0/s1
InChIKeyQBILBYXKBDIUHD-GFPAIHQNSA-N
Roles Classification
Biological Role:
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.
ChEBI Ontology
Outgoing Relation(s)
β-D-GalNAc-(1→4)-[α-Neu5Ac-(2→8)-α-Neu5Ac-(2→3)]-β-D-Gal-(1→4)-D-Glc (CHEBI:87497) has role epitope (CHEBI:53000)
β-D-GalNAc-(1→4)-[α-Neu5Ac-(2→8)-α-Neu5Ac-(2→3)]-β-D-Gal-(1→4)-D-Glc (CHEBI:87497) is a amino oligosaccharide (CHEBI:22483)
β-D-GalNAc-(1→4)-[α-Neu5Ac-(2→8)-α-Neu5Ac-(2→3)]-β-D-Gal-(1→4)-D-Glc (CHEBI:87497) is a amino pentasaccharide (CHEBI:59268)
Incoming Relation(s)
β-D-GalNAc-(1→4)-[α-Neu5Ac-(2→8)-α-Neu5Ac-(2→3)]-β-D-Gal-(1→4)-β-D-Glc (CHEBI:59218) is a β-D-GalNAc-(1→4)-[α-Neu5Ac-(2→8)-α-Neu5Ac-(2→3)]-β-D-Gal-(1→4)-D-Glc (CHEBI:87497)
IUPAC Names 
α-N-acetylneuraminyl-(2→8)-α-N-acetylneuraminyl-(2→3)-[N-acetyl-β-D-galactosaminyl-(1→4)]-β-D-galactosyl-(1→4)-D-glucose
2-acetamido-2-deoxy-β-D-galactopyranosyl-(1→4)-[5-acetamido-3,5-dideoxy-D-glycero-α-D-galacto-non-2-ulopyranonosyl-(2→8)-5-acetamido-3,5-dideoxy-D-glycero-α-D-galacto-non-2-ulopyranonosyl]-(2→3)-β-D-galactopyranosyl-(1→4)-D-glucopyranose
Synonyms  Source
β-D-GalpNAc-(1→4)-[α-NeupAc-(2→8)-α-Neup5Ac-(2→3)]-β-D-Galp-(1→4)-D-GlcpChEBI
N-acetyl-α-neuraminyl-(2→8)-N-acetyl-α-neuraminyl-(2→3)-[N-acetyl-β-D-galactosaminyl-(1→4)]-β-D-galactosyl-(1→4)-D-glucoseChEBI
Neu5Acα2-8Neu5Acα2-3(GalNAcβ1-4)Galβ1-4GlcChEBI
N-acetyl-β-D-galactosaminyl-(1→4)-[α-N-acetylneuraminyl-(2→8)-α-N-acetylneuraminyl-(2→3)]-β-D-galactosyl-(1→4)-D-glucoseChEBI
GD2 ganglioside sugarChEBI
Manual XrefsDatabases
G41759HAGlyTouCan
G41759HAGlyGen
Citations