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CHEBI:145625 - β-D-GalpNAc-(1→4)-[β-D-GalpNAc-(1→4)-[α-Neup5Ac-(2→3)]-β-D-Galp-(1→3)-β-D-GlcpNAc-(1→3)]-β-D-Galp-(1→4)-β-D-Glcp

ChEBI IDCHEBI:145625
ChEBI Nameβ-D-GalpNAc-(1→4)-[β-D-GalpNAc-(1→4)-[α-Neup5Ac-(2→3)]-β-D-Galp-(1→3)-β-D-GlcpNAc-(1→3)]-β-D-Galp-(1→4)-β-D-Glcp
Stars
ASCII Namebeta-D-GalpNAc-(1->4)-[beta-D-GalpNAc-(1->4)-[alpha-Neup5Ac-(2->3)]-beta-D-Galp-(1->3)-beta-D-GlcpNAc-(1->3)]-beta-D-Galp-(1->4)-beta-D-Glcp
DefinitionA member of the class of neuraminic acids that is neuraminic acid attached in sequence to β-D-galactopyranosyl, 2-acetamido-2-deoxy-β-D-glucopyranosyl, β-D-galactopyranosyl, and β-D-glucopyranosyl, residues by (2→3), (1→3), (1→3) and (1→4) glycosidic linkages. The galactosyl residue attached to the neuraminic acid is glycosylated at position 4 by a β-D-acetamidogalactosyl residue, while the other galactosyl residue has been glycosylated at position 4 by a 2-acetamido-β-D-galactopyranosyl residue.
Last Modified14 January 2020
SubmitterGareth Owen
DownloadsMolfile
FormulaC53H88N4O39
Net Charge0
Average Mass1405.276
Monoisotopic Mass1404.50257
SMILESCC(=O)N[C@H]1[C@H](O[C@@H]2[C@H](O[C@@H]3O[C@H](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]3NC(C)=O)[C@@H](O)[C@H](O[C@H]3[C@H](O)[C@@H](O)[C@H](O)O[C@@H]3CO)O[C@@H]2CO)O[C@H](CO)[C@H](O)[C@@H]1O
WURCSWURCS=2.0/5,7,6/[a2122h-1b_1-5][a2112h-1b_1-5][a2122h-1b_1-5_2*NCC/3=O][Aad21122h-2a_2-6_5*NCC/3=O][a2112h-1b_1-5_2*NCC/3=O]/1-2-3-2-4-5-5/a4-b1_b3-c1_b4-g1_c3-d1_d3-e2_d4-f1
InChIInChI=1S/C53H88N4O39/c1-13(65)54-25-17(69)5-53(52(82)83,95-43(25)29(71)18(70)6-58)96-45-38(80)51(89-24(12-64)41(45)92-48-27(56-15(3)67)34(76)31(73)20(8-60)86-48)93-42-28(57-16(4)68)49(87-21(9-61)32(42)74)94-44-37(79)50(90-39-22(10-62)84-46(81)36(78)35(39)77)88-23(11-63)40(44)91-47-26(55-14(2)66)33(75)30(72)19(7-59)85-47/h17-51,58-64,69-81H,5-12H2,1-4H3,(H,54,65)(H,55,66)(H,56,67)(H,57,68)(H,82,83)/t17-,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-,53-/m0/s1
InChIKeyLTBAIXMUCNGWSA-YTWZVTHFSA-N
ChEBI Ontology
Outgoing Relation(s)
β-D-GalpNAc-(1→4)-[β-D-GalpNAc-(1→4)-[α-Neup5Ac-(2→3)]-β-D-Galp-(1→3)-β-D-GlcpNAc-(1→3)]-β-D-Galp-(1→4)-β-D-Glcp (CHEBI:145625) is a heptasaccharide derivative (CHEBI:63568)
β-D-GalpNAc-(1→4)-[β-D-GalpNAc-(1→4)-[α-Neup5Ac-(2→3)]-β-D-Galp-(1→3)-β-D-GlcpNAc-(1→3)]-β-D-Galp-(1→4)-β-D-Glcp (CHEBI:145625) is a neuraminic acids (CHEBI:25508)
Incoming Relation(s)
β-D-GalpNAc-(1→4)-[α-Neup5Ac-(2→3)]-β-D-Galp-(1→3)-β-D-GlcpNAc-(1→3)-[-D-Galp-(1→3)-β-D-GalpNAc-(1→4)]-β-D-Galp-(1→4)-β-D-Glcp (CHEBI:145620) has functional parent β-D-GalpNAc-(1→4)-[β-D-GalpNAc-(1→4)-[α-Neup5Ac-(2→3)]-β-D-Galp-(1→3)-β-D-GlcpNAc-(1→3)]-β-D-Galp-(1→4)-β-D-Glcp (CHEBI:145625)
IUPAC Name 
2-acetamido-2-deoxy-β-D-galactopyranosyl-(1→4)-[2-acetamido-2-deoxy-β-D-galactopyranosyl-(1→4)-[α-N-acetylneuraminyl-(2→3)]-β-D-galactopyranosyl-(1→3)-2-acetamido-2-deoxy-β-D-glucopyranosyl-(1→3)]-β-D-galactopyranosyl-(1→4)-β-D-glucopyranose
Synonyms  Source
(2S,4S,5R,6R)-5-acetamido-2-[(2R,3R,4R,5S,6R)-2-[(2S,3R,4R,5S,6R)-3-acetamido-2-[(2R,3S,4R,5R,6S)-3-[(2S,3R,4R,5R,6R)-3-acetamido-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-5-hydroxy-2-(hydroxymethyl)-6-[(2R,3S,4R,5R,6R)-4,5,6-trihydroxy-2-(hydroxymethyl)oxan-3-yl]oxyoxan-4-yl]oxy-5-hydroxy-6-(hydroxymethyl)oxan-4-yl]oxy-5-[(2S,3R,4R,5R,6R)-3-acetamido-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3-hydroxy-6-(hydroxymethyl)oxan-4-yl]oxy-4-hydroxy-6-[(1R,2R)-1,2,3-trihydroxypropyl]oxane-2-carboxylic acidIUPAC
NeuAc(a2-3)[GalNAc(b1-4)]Gal(b1-3)GlcNAc(b1-3)[GalNAc(b1-4)]Gal(b1-4)b-GlcIUPAC
Manual XrefsDatabases
G64919UIGlyTouCan
G04610KEGG GLYCAN
G64919UIGlyGen