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CHEBI:136285 - α-D-GalN-(1→4)-[α-LD-Hep-(1→2)-α-DD-Hep-(1→2)]-α-D-GalA-(1→3)-[α-LD-Hep-(1→7)]-α-LD-Hep6PEtn-(1→3)-[β-D-Glc-(1→4)]-α-LD-Hep-(1→5)-[α-Kdo-(2→4)][β-L-Arap4N-(1→8)]-α-Kdo-(2→6)-lipid A

ChEBI IDCHEBI:136285
ChEBI Nameα-D-GalN-(1→4)-[α-LD-Hep-(1→2)-α-DD-Hep-(1→2)]-α-D-GalA-(1→3)-[α-LD-Hep-(1→7)]-α-LD-Hep6PEtn-(1→3)-[β-D-Glc-(1→4)]-α-LD-Hep-(1→5)-[α-Kdo-(2→4)][β-L-Arap4N-(1→8)]-α-Kdo-(2→6)-lipid A
Stars
ASCII Namealpha-D-GalN-(1->4)-[alpha-LD-Hep-(1->2)-alpha-DD-Hep-(1->2)]-alpha-D-GalA-(1->3)-[alpha-LD-Hep-(1->7)]-alpha-LD-Hep6PEtn-(1->3)-[beta-D-Glc-(1->4)]-alpha-LD-Hep-(1->5)-[alpha-Kdo-(2->4)][beta-L-Arap4N-(1->8)]-alpha-Kdo-(2->6)-lipid A
DefinitionA lipid A derivative that constitutes the lipopolysaccharide (LPS) core region of Proteus penneri strain 13. In the structural diagram lipid A substituents R1, R2, R3 and R4 are alkyl chains and R5 and R6 are either acyl chains or H. Structural variations can occur: the α-LD-Hep substituent linked (1→7) to α-LD-Hep6PEtn may be further substituted (1→7) by a β-D-GalAN residue; if so, then the [α-LD-Hep-(1→2)-α-DD-Hep branch linked (1→2) to α-D-GalA may be absent.
Last Modified1 March 2017
SubmitterMarcus Ennis
DownloadsMolfile
FormulaC100H164N5O88P3
Net Charge0
Average Mass (excl. R groups)2937.278
Monoisotopic Mass (excl. R groups)2935.77245
SMILES[1*][C@@H](O)CC(=O)N[C@H]1[C@@H](OP(=O)(O)O)O[C@H](CO[C@@H]2O[C@H](CO[C@]3(C(=O)O)C[C@@H](O[C@]4(C(=O)O)C[C@@H](O)[C@@H](O)[C@@]([H])([C@H](O)CO)O4)[C@@H](O[C@H]4O[C@]([H])([C@@H](O)CO)[C@@H](O[C@@H]5O[C@H](CO)[C@@H](O)[C@H](O)[C@H]5O)[C@H](O[C@H]5O[C@]([H])([C@H](CO[C@H]6O[C@]([H])([C@@H](O)CO)[C@@H](O)[C@H](O)[C@@H]6O)OP(=O)(O)OCCN)[C@@H](O)[C@H](O[C@H]6O[C@H](C(=O)O)[C@H](O[C@H]7O[C@H](CO)[C@H](O)[C@H](O)[C@H]7N)[C@H](O)[C@H]6O[C@H]6O[C@]([H])([C@H](O)CO)[C@@H](O)[C@H](O)[C@@H]6O[C@H]6O[C@]([H])([C@@H](O)CO)[C@@H](O)[C@H](O)[C@@H]6O)[C@@H]5O)[C@@H]4O)[C@@]([H])([C@H](O)CO[C@H]4OC[C@H](N)[C@H](O)[C@H]4O)O3)[C@@H](OP(=O)(O)O)[C@H](OC(=O)C[C@@H]([4*])O[6*])[C@H]2NC(=O)C[C@@H]([3*])O[5*])[C@@H](O)[C@@H]1OC(=O)C[C@@H]([2*])O
ChEBI Ontology
Outgoing Relation(s)
α-D-GalN-(1→4)-[α-LD-Hep-(1→2)-α-DD-Hep-(1→2)]-α-D-GalA-(1→3)-[α-LD-Hep-(1→7)]-α-LD-Hep6PEtn-(1→3)-[β-D-Glc-(1→4)]-α-LD-Hep-(1→5)-[α-Kdo-(2→4)][β-L-Arap4N-(1→8)]-α-Kdo-(2→6)-lipid A (CHEBI:136285) is a lipid As (CHEBI:25051)
Synonyms  Source
P. Penneri 13 LPS core regionChEBI
α-D-GalpN-(1→4)-[α-LD-Hepp-(1→2)-α-DD-Hepp-(1→2)]-α-D-GalpA-(1→3)-[α-LD-Hepp-(1→7)]-α-LD-Hepp6PEtn-(1→3)-[β-D-Glcp-(1→4)]-α-LD-Hepp-(1→5)-[α-Kdo-(2→4)][β-L-Arap4N-(1→8)]-α-Kdo-(2→6)-lipid AIUPAC
α-GalN-(1→4)-[α-Hep-(1→2)-α-DD-Hep-(1→2)]-α-GalA-(1→3)-[α-Hep-(1→7)]-α-Hep6PEtn-(1→3)-[β-Glc-(1→4)]-α-Hep-(1→5)-[α-Kdo-(2→4)][β-L-Arap4N-(1→8)]-α-Kdo-(2→6)-lipid AChEBI
Citations