CHEBI:59034 - α-D-Man-(1→6)-[α-D-Man-(1→3)]-[β-D-Xyl-(1→2)]-β-D-Man-(1→4)-β-D-GlcNAc-(1→4)-[α-L-Fuc-(1→3)]-β-D-GlcNAc

ChEBI IDCHEBI:59034
ChEBI Nameα-D-Man-(1→6)-[α-D-Man-(1→3)]-[β-D-Xyl-(1→2)]-β-D-Man-(1→4)-β-D-GlcNAc-(1→4)-[α-L-Fuc-(1→3)]-β-D-GlcNAc
Stars
ASCII Namealpha-D-Man-(1->6)-[alpha-D-Man-(1->3)]-[beta-D-Xyl-(1->2)]-beta-D-Man-(1->4)-beta-D-GlcNAc-(1->4)-[alpha-L-Fuc-(1->3)]-beta-D-GlcNAc
DefinitionA branched amino heptasaccharide consisting of a linear chain of an α-D-mannose residue, a β-D-mannose residue and two N-acetyl-β-D-glucosamine residues linked sequentially (1→6), (1→4) and (1→4), to the α-D-mannose residue of which are linked (1→3) and (1→2) α-D-mannose and β-D-xylose residues respectively, while the N-acetyl-β-D-glucosamine residue at the reducing end also carries an α-L-fucose residue via a (1→3) linkage. It forms the heptasaccharide portion of the N-glycan phytohemaglutinin (PHA).
Last Modified16 March 2023
Submitterzjosephs
DownloadsMolfile
FormulaC45H76N2O34
Net Charge0
Average Mass1189.083
Monoisotopic Mass1188.42795
SMILESCC(=O)N[C@@H]1[C@@H](O[C@@H]2O[C@@H](C)[C@@H](O)[C@@H](O)[C@@H]2O)[C@H](O[C@@H]2O[C@H](CO)[C@@H](O[C@@H]3O[C@H](CO[C@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]4O)[C@@H](O)[C@H](O[C@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]4O)[C@@H]3O[C@@H]3OC[C@@H](O)[C@H](O)[C@H]3O)[C@H](O)[C@H]2NC(C)=O)[C@@H](CO)O[C@H]1O
WURCSWURCS=2.0/5,7,6/[a2122h-1b_1-5_2*NCC/3=O][a1221m-1a_1-5][a1122h-1b_1-5][a212h-1b_1-5][a1122h-1a_1-5]/1-2-1-3-4-5-5/a3-b1_a4-c1_c4-d1_d2-e1_d3-f1_d6-g1
InChIInChI=1S/C45H76N2O34/c1-10-21(55)27(61)32(66)43(71-10)79-36-20(47-12(3)53)39(68)72-17(7-51)35(36)78-40-19(46-11(2)52)26(60)34(16(6-50)75-40)77-45-38(81-42-30(64)22(56)13(54)8-69-42)37(80-44-33(67)29(63)24(58)15(5-49)74-44)25(59)18(76-45)9-70-41-31(65)28(62)23(57)14(4-48)73-41/h10,13-45,48-51,54-68H,4-9H2,1-3H3,(H,46,52)(H,47,53)/t10-,13+,14+,15+,16+,17+,18+,19+,20+,21+,22-,23+,24+,25+,26+,27+,28-,29-,30+,31-,32-,33-,34+,35+,36+,37-,38-,39+,40-,41-,42-,43-,44+,45-/m0/s1
InChIKeyUDCWMKJVKMPGDB-KWQUQPGISA-N
Roles Classification
Biological Role:
carbohydrate allergen  Any carbohydrate, carbohydrate derivative or derived substituent group which causes the onset of an allergic reaction.
ChEBI Ontology
Outgoing Relation(s)
α-D-Man-(1→6)-[α-D-Man-(1→3)]-[β-D-Xyl-(1→2)]-β-D-Man-(1→4)-β-D-GlcNAc-(1→4)-[α-L-Fuc-(1→3)]-β-D-GlcNAc (CHEBI:59034) has role carbohydrate allergen (CHEBI:143231)
α-D-Man-(1→6)-[α-D-Man-(1→3)]-[β-D-Xyl-(1→2)]-β-D-Man-(1→4)-β-D-GlcNAc-(1→4)-[α-L-Fuc-(1→3)]-β-D-GlcNAc (CHEBI:59034) is a amino heptasaccharide (CHEBI:70970)
α-D-Man-(1→6)-[α-D-Man-(1→3)]-[β-D-Xyl-(1→2)]-β-D-Man-(1→4)-β-D-GlcNAc-(1→4)-[α-L-Fuc-(1→3)]-β-D-GlcNAc (CHEBI:59034) is a glucosamine oligosaccharide (CHEBI:22485)
IUPAC Name 
α-L-fucopyranosyl-(1→3)-[α-D-mannopyranosyl-(1→3)-[α-D-mannopyranosyl-(1→6)]-[β-D-xylopyranosyl-(1→2)]-β-D-mannopyranosyl-(1→4)-2-acetamido-2-deoxy-β-D-glucopyranosyl-(1→4)]-2-acetamido-2-deoxy-D-glucopyranose
Synonyms  Source
untreated phytohemagglutinin N-glycanChEBI
untreated PHA N-glycanChEBI
PHA N-glycanChEBI
6-deoxy-α-L-galactopyranosyl-(1→3)-[α-D-mannopyranosyl-(1→3)-[α-D-mannopyranosyl-(1→6)]-[β-D-xylopyranosyl-(1→2)]-D-mannopyranosyl-(1→4)-2-acetamido-2-deoxy-β-D-glucopyranosyl-(1→4)]-2-acetamido-2-deoxy-α-D-glucopyranoseChEBI
α-Man-(1→6)-[α-Man-(1→3)]-[β-Xyl-(1→2)]-β-Man-(1→4)-β-GlcNAc-(1→4)-[α-Fuc-(1→3)]-β-GlcNAcChEBI
α-L-Fuc-(1→3)-[α-D-Man-(1→3)-[α-D-Man-(1→6)]-[β-D-Xyl-(1→2)]-β-D-Man-(1→4)-β-D-GlcNAc-(1→4)]-β-D-GlcNAcChEBI
Manual XrefsDatabases
G26295XEGlyTouCan
G26295XEGlyGen
Citations