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CHEBI:59309 - E. coli strain F576 LPS core oligosaccharide

ChEBI IDCHEBI:59309
ChEBI NameE. coli strain F576 LPS core oligosaccharide
Stars
ASCII NameE. coli strain F576 LPS core oligosaccharide
DefinitionA branched thirteen-membered oligosaccharide phosphate consisting of two galactose residues, three glucose residues, two 3-deoxy-D-manno-oct-2-ulosonic acid residues, three L-glycero-α-D-manno-heptose residues and three glucosamine residues, one of which is acetylated and another is at the reducing end. The unit constitutes the core oligosaccharide structure of enterobacterial lipopolysaccharide obtained from E. coli strain F576.
Last Modified10 August 2016
SubmitterMarcus Ennis
DownloadsMolfile
FormulaC87H151N3O83P4
Net Charge0
Average Mass2690.999
Monoisotopic Mass2689.66376
SMILES[H][C@]1([C@H](O)CO)O[C@@](O[C@@H]2C[C@](OC[C@H]3O[C@@H](OC[C@H]4O[C@H](OP(=O)(O)O)[C@H](N)[C@@H](O)[C@@H]4O)[C@H](N)[C@@H](O)[C@@H]3OP(=O)(O)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](OP(=O)(O)O)[C@H](O[C@H]3O[C@]([H])([C@@H](O)CO[C@H]4O[C@]([H])([C@@H](O)CO)[C@@H](O)[C@H](O)[C@@H]4O)[C@@H](OP(=O)(O)O)[C@H](O[C@H]4O[C@H](CO[C@H]5O[C@H](CO)[C@H](O)[C@H](O)[C@H]5O)[C@@H](O)[C@H](O[C@H]5O[C@H](CO)[C@@H](O)[C@H](O)[C@H]5O[C@H]5O[C@H](CO)[C@@H](O[C@@H]6O[C@H](CO)[C@H](O)[C@H](O)[C@H]6O)[C@H](O)[C@H]5O[C@H]5O[C@H](CO)[C@@H](O)[C@H](O)[C@H]5NC(C)=O)[C@H]4O)[C@@H]3O)[C@@H]2O)(C(=O)O)C[C@@H](O)[C@H]1O
InChIInChI=1S/C87H151N3O83P4/c1-17(100)90-35-45(116)37(108)25(8-95)149-75(35)165-70-54(125)63(160-78-53(124)47(118)39(110)27(10-97)151-78)29(12-99)153-83(70)166-69-49(120)40(111)28(11-98)152-82(69)162-66-42(113)31(15-147-76-51(122)46(117)38(109)26(9-96)150-76)155-79(55(66)126)163-68-57(128)81(159-61(72(68)172-176(139,140)141)23(106)13-145-77-52(123)48(119)50(121)58(157-77)19(102)4-91)164-67-56(127)80(158-60(21(104)6-93)71(67)171-175(136,137)138)161-65-24(167-87(85(131)132)2-18(101)36(107)59(168-87)20(103)5-92)3-86(84(129)130,169-62(65)22(105)7-94)148-16-32-64(170-174(133,134)135)44(115)34(89)73(156-32)146-14-30-41(112)43(114)33(88)74(154-30)173-177(142,143)144/h18-83,91-99,101-128H,2-16,88-89H2,1H3,(H,90,100)(H,129,130)(H,131,132)(H2,133,134,135)(H2,136,137,138)(H2,139,140,141)(H2,142,143,144)/t18-,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-,56+,57+,58-,59-,60-,61-,62-,63-,64-,65-,66+,67-,68-,69-,70-,71-,72-,73-,74-,75-,76+,77+,78+,79-,80-,81-,82-,83-,86-,87-/m1/s1
InChIKeyPTAHWKCXLUVZPO-QFNIELJZSA-N
ChEBI Ontology
Outgoing Relation(s)
E. coli strain F576 LPS core oligosaccharide (CHEBI:59309) is a oligosaccharide phosphate (CHEBI:16916)
IUPAC Name 
2-acetamido-2-deoxy-α-D-glucopyranosyl-(1→2)-[β-D-galactopyranosyl-(1→4)]-α-D-glucopyranosyl-(1→2)-α-D-glucopyranosyl-(1→3)-[α-D-galactopyranosyl-(1→6)]-α-D-glucopyranosyl-(1→3)-[L-glycero-α-D-manno-heptopyranosyl-(1→7)]-4-O-phosphono-L-glycero-α-D-manno-heptopyranosyl-(1→3)-4-O-phosphono-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-ulopyranonosyl-(2→6)-2-amino-2-deoxy-4-O-phosphono-β-D-glucopyranosyl-(1→6)-2-amino-2-deoxy-1-O-phosphono-α-D-glucopyranose
Synonyms  Source
α-D-GlcpNAc-(1→2)-[β-D-Galp-(1→4)]-α-D-Glcp-(→2)-α-D-Glcp-(1→3)-[α-D-Galp-(1→6)]-α-D-Glcp-(1→3)-[L-α-D-Hepp-(1→7)]-L-α-D-Hepp4P-(1→3)-L-α-D-Hepp4P-(1→5)-[α-Kdop-(2→4)]-α-Kdop-(2→6)-β-D-GlcpN4P-(1→6)-α-D-GlcpN1PJCBN
E. coli R2 coreChEBI
N-acetyl-α-D-glucosaminyl-(1→2)-[β-D-galactosyl-(1→4)]-α-D-glucosyl-(1→2)-α-D-glucosyl-(1→3)-[α-D-galactosyl-(1→6)]-α-D-glucosyl-(1→3)-[L-glycero-α-D-manno-heptosyl-(1→7)]-4-O-phosphono-L-glycero-α-D-manno-heptosyl-(1→3)-4-O-phosphono-L-glycero-α-D-manno-heptosyl-(1→5)-[3-deoxy-α-D-manno-oct-2-ulonosyl-(2→4)]-3-deoxy-α-D-manno-oct-2-ulonosyl-(2→6)-4-O-phosphono-β-D-glucosaminyl-(1→6)-1-O-phosphono-α-D-glucosamineChEBI
α-D-GlcNAc-(1→2)-[β-D-Gal-(1→4)]-α-D-Glc-(→2)-α-D-Glc-(1→3)-[α-D-Gal-(1→6)]-α-D-Glc-(1→3)-[L-α-D-Hep-(1→7)]-L-α-D-Hep4P-(1→3)-L-α-D-Hepp4P-(1→5)-[α-Kdo-(2→4)]-α-Kdo-(2→6)-β-D-GlcN4P-(1→6)-α-D-GlcN1PChEBI
Citations