EMBL-EBI | Chemical Biology | ChEBI

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

CHEBI:167377 - β-D-GalpNAc-(1→4)-[α-Neup5Ac-(2→3)]-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:167377
ChEBI Nameβ-D-GalpNAc-(1→4)-[α-Neup5Ac-(2→3)]-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-GalpNAc-(1->4)-[alpha-Neup5Ac-(2->3)]-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 pentasaccharide comprising N-acetyl-β-D-galactosamine, β-D-galactose, 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→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 galactose residue also carries an N-acetyl-α-neuraminic acid residue via a (2→3) linkage and 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 Modified27 January 2021
SubmitterMarcus Ennis
DownloadsMolfile
FormulaC61H100N2O50
Net Charge0
Average Mass1661.435
Monoisotopic Mass1660.53438
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]5NC(C)=O)[C@H](O[C@]5(C(=O)O)C[C@H](O)[C@@H](NC(C)=O)[C@H]([C@H](O)[C@H](O)CO)O5)[C@H]4O)[C@@H]3O)[C@@H]2O)(C(=O)O)C[C@@H](O)[C@H]1O
InChIInChI=1S/C61H100N2O50/c1-14(72)62-27-16(74)3-61(58(96)97,112-46(27)30(82)18(76)6-64)113-49-39(91)53(101-26(13-71)45(49)104-51-28(63-15(2)73)33(85)31(83)24(11-69)99-51)106-47-36(88)40(19(77)7-65)102-54(37(47)89)107-48-38(90)55(103-42(21(79)9-67)50(48)108-52-35(87)34(86)32(84)25(12-70)100-52)105-44-23(5-59(98,56(92)93)110-43(44)22(80)10-68)109-60(57(94)95)4-17(75)29(81)41(111-60)20(78)8-66/h16-55,64-71,74-91,98H,3-13H2,1-2H3,(H,62,72)(H,63,73)(H,92,93)(H,94,95)(H,96,97)/t16-,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-,53-,54+,55+,59+,60+,61-/m0/s1
InChIKeyYBRDPQTXQZKWGO-PIWRJGQJSA-N
ChEBI Ontology
Outgoing Relation(s)
β-D-GalpNAc-(1→4)-[α-Neup5Ac-(2→3)]-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:167377) is a amino octasaccharide (CHEBI:71060)
IUPAC Name 
2-acetamido-2-deoxy-β-D-galactopyranosyl-(1→4)-[5-acetamido-3,5-dideoxy-D-glycero-α-D-galacto-non-2-ulopyranonosyl-(2→3)]-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-ulopyranonosyl-(2→4)]-3-deoxy-α-D-manno-oct-2-ulopyranosonic acid
Synonyms  Source
α-Kdo-(2→4)-{β-D-GalpNAc-(1→4)-[α-Neup5Ac-(2→3)]-β-D-Galp-(1→3)-L-α-D-Hepp-(1→3)-[β-D-Glcp-(1→4)]-L-α-D-Hepp-(1→5)}-α-KdoChEBI
β-D-GalNAc-(1→4)-[α-Neu5Ac-(2→3)]-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-KdoChEBI
GalNAcβ1-4(Neu5Acα2-3)Galβ1-3Hepα1-3(Glcβ1-4)Hepα1-5(Kdoα2-4)KdoαChEBI
Citations