EMBL-EBI | Chemical Biology | ChEBI

Example searches: iron*, InChI=1S/CH4O/c1-2/h2H,1H3, caffeine | Advanced Search

CHEBI:167393 - β-D-Galp-(1→3)-β-D-GalpNAc-(1→4)-β-D-Galp-(1→3)-L-α-D-Hepp-(1→3)-[β-D-Glcp-(1→4)]-L-α-D-Hepp-(1→5)-[α-Kdo(2→4)]-α-Kdo

ChEBI IDCHEBI:167393
ChEBI Nameβ-D-Galp-(1→3)-β-D-GalpNAc-(1→4)-β-D-Galp-(1→3)-L-α-D-Hepp-(1→3)-[β-D-Glcp-(1→4)]-L-α-D-Hepp-(1→5)-[α-Kdo(2→4)]-α-Kdo
Stars
ASCII Namebeta-D-Galp-(1->3)-beta-D-GalpNAc-(1->4)-beta-D-Galp-(1->3)-L-alpha-D-Hepp-(1->3)-[beta-D-Glcp-(1->4)]-L-alpha-D-Hepp-(1->5)-[alpha-Kdo(2->4)]-alpha-Kdo
DefinitionA branched amino octasaccharide consisting of a linear hexasaccharide comprising β-D-galactose, N-acetyl-β-D-galactosamine and β-D-galactose residues, two L-glycero-α-D-manno-heptose (L-α-D-Hep) residues and a 3-deoxy-α-D-manno-oct-2-ulose (α-Kdo) residue linked in sequence (1→3), (1→4), (1→3), (1→3) and (1→5), to the L-α-D-Hep residue proximal to the reducing end is also linked (1→4) a β-D-glucose residue, while the α-Kdo residue also carries a second α-Kdo residue linked (2→-4). One of a number of chemoenzymatically synthesised oligosaccharides composed of the inner core oligosaccharide of Campylobacter jejuni extended by various ganglioside mimics.
Last Modified28 January 2021
SubmitterMarcus Ennis
DownloadsMolfile
FormulaC56H93NO47
Net Charge0
Average Mass1532.320
Monoisotopic Mass1531.49179
SMILES[H][C@]1([C@H](O)CO)O[C@@](O[C@@H]2C[C@](O)(C(=O)O)O[C@]([H])([C@H](O)CO)[C@@H]2O[C@H]2O[C@]([H])([C@@H](O)CO)[C@@H](O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)[C@H](O[C@H]3O[C@]([H])([C@@H](O)CO)[C@@H](O)[C@H](O[C@@H]4O[C@H](CO)[C@H](O[C@@H]5O[C@H](CO)[C@H](O)[C@H](O[C@@H]6O[C@H](CO)[C@H](O)[C@H](O)[C@H]6O)[C@H]5NC(C)=O)[C@H](O)[C@H]4O)[C@@H]3O)[C@@H]2O)(C(=O)O)C[C@@H](O)[C@H]1O
InChIInChI=1S/C56H93NO47/c1-12(66)57-23-43(98-48-31(79)28(76)25(73)19(8-62)91-48)27(75)21(10-64)90-47(23)96-41-22(11-65)93-50(33(81)30(41)78)99-44-34(82)37(14(68)4-58)94-51(35(44)83)100-45-36(84)52(95-39(16(70)6-60)46(45)101-49-32(80)29(77)26(74)20(9-63)92-49)97-42-18(3-55(89,53(85)86)103-40(42)17(71)7-61)102-56(54(87)88)2-13(67)24(72)38(104-56)15(69)5-59/h13-52,58-65,67-84,89H,2-11H2,1H3,(H,57,66)(H,85,86)(H,87,88)/t13-,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-,46-,47+,48+,49+,50+,51-,52-,55-,56-/m1/s1
InChIKeyTZWRJYNCCXDOPX-CSXQPTEISA-N
ChEBI Ontology
Outgoing Relation(s)
β-D-Galp-(1→3)-β-D-GalpNAc-(1→4)-β-D-Galp-(1→3)-L-α-D-Hepp-(1→3)-[β-D-Glcp-(1→4)]-L-α-D-Hepp-(1→5)-[α-Kdo(2→4)]-α-Kdo (CHEBI:167393) is a amino octasaccharide (CHEBI:71060)
IUPAC Name 
3-deoxy-α-D-manno-oct-2-ulopyranonosyl-(2→4)-[β-D-galactopyranosyl-(1→3)-2-acetamido-2-deoxy-β-D-galactopyranosyl-(1→4)-β-D-galactopyranosyl-(1→3)-L-glycero-α-D-manno-heptopyranosyl-(1→3)-[β-D-glucopyranosyl-(1→4)]-L-glycero-α-D-manno-heptopyranosyl-(1→5)]-3-deoxy-α-D-manno-oct-2-ulopyranosonic acid
Synonyms  Source
Galβ1-3GalNAcβ1-4Galβ1-3Hepα1-3(Glcβ1-4)Hepα1-5(Kdoα2-4)KdoαIUPAC
α-Kdo-(2→4)-{β-D-Galp-(1→3)-β-D-GalpNAc-(1→4)-β-D-Galp-(1→3)-L-α-D-Hepp-(1→3)-[β-D-Glcp-(1→4)]-L-α-D-Hepp-(1→5)}-α-KdoIUPAC
β-D-Gal-(1→3)-β-D-GalNAc-(1→4)-β-D-Gal-(1→3)-L-α-D-Hep-(1→3)-[β-D-Glc-(1→4)]-L-α-D-Hep-(1→5)-[α-Kdo-(2→4)]-α-KdoIUPAC
Citations