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CHEBI:71686 - α-D-GlcN-(1→2)-α-D-Glc-(1→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-Hep4P-(1→5)-[α-D-Kdo-(2→4)]-α-D-Kdo-(2→6)-β-D-GlcN4P-(1→6)-α-D-Glc1P

Default Structure
ChEBI IDCHEBI:71686
ChEBI Nameα-D-GlcN-(1→2)-α-D-Glc-(1→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-Hep4P-(1→5)-[α-D-Kdo-(2→4)]-α-D-Kdo-(2→6)-β-D-GlcN4P-(1→6)-α-D-Glc1P
Stars
ASCII Namealpha-D-GlcN-(1->2)-alpha-D-Glc-(1->2)-alpha-D-Glc-(1->3)-[alpha-D-Gal-(1->6)]-alpha-D-Glc-(1->3)-[L-alpha-D-Hep-(1->7)]-L-alpha-D-Hep4P-(1->3)-L-alpha-D-Hep4P-(1->5)-[alpha-D-Kdo-(2->4)]-alpha-D-Kdo-(2->6)-beta-D-GlcN4P-(1->6)-alpha-D-Glc1P
DefinitionA twelve-membered branched glucosamine oligosaccharide made up from three α-D-glucose residues, one α-D-glucosamine residue, one α-D-galactose residue, three L-α-D-Hep residues (two of which are monophosphorylated), two α-Kdo residues and two monophosphorylated α-D-glucosamine residues (one of which is at the reducing end). Corresponds to the dodecasaccharide of E. coli R2 lipopolysaccharide (LPS).
Last Modified24 January 2013
SubmitterMarcus Ennis
DownloadsMolfile
FormulaC79H139N3O77P4
Net Charge0
Average Mass2486.821
Monoisotopic Mass2485.60037
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](O)[C@H]5O[C@H]5O[C@H](CO)[C@@H](O)[C@H](O)[C@H]5N)[C@H]4O)[C@@H]3O)[C@@H]2O)(C(=O)O)C[C@@H](O)[C@H]1O
InChIInChI=1S/C79H139N3O77P4/c80-29-39(104)33(98)22(7-87)137-67(29)151-62-44(109)35(100)25(10-90)140-75(62)152-63-45(110)36(101)24(9-89)139-74(63)148-59-38(103)27(13-135-69-47(112)42(107)34(99)23(8-88)138-69)142-71(49(59)114)149-61-51(116)73(146-55(65(61)158-162(127,128)129)20(96)11-133-70-48(113)43(108)46(111)52(144-70)16(92)3-83)150-60-50(115)72(145-54(18(94)5-85)64(60)157-161(124,125)126)147-58-21(153-79(77(119)120)1-15(91)32(97)53(154-79)17(93)4-84)2-78(76(117)118,155-56(58)19(95)6-86)136-14-28-57(156-160(121,122)123)41(106)31(82)66(143-28)134-12-26-37(102)40(105)30(81)68(141-26)159-163(130,131)132/h15-75,83-116H,1-14,80-82H2,(H,117,118)(H,119,120)(H2,121,122,123)(H2,124,125,126)(H2,127,128,129)(H2,130,131,132)/t15-,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-,53-,54-,55-,56-,57-,58-,59+,60-,61-,62-,63-,64-,65-,66-,67-,68-,69+,70+,71-,72-,73-,74-,75-,78-,79-/m1/s1
InChIKeyKRAYNKOZZZVESW-GVMMJKNPSA-N
ChEBI Ontology
Outgoing Relation(s)
α-D-GlcN-(1→2)-α-D-Glc-(1→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-Hep4P-(1→5)-[α-D-Kdo-(2→4)]-α-D-Kdo-(2→6)-β-D-GlcN4P-(1→6)-α-D-Glc1P (CHEBI:71686) is a amino oligosaccharide (CHEBI:22483)
α-D-GlcN-(1→2)-α-D-Glc-(1→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-Hep4P-(1→5)-[α-D-Kdo-(2→4)]-α-D-Kdo-(2→6)-β-D-GlcN4P-(1→6)-α-D-Glc1P (CHEBI:71686) is a glucosamine oligosaccharide (CHEBI:22485)
α-D-GlcN-(1→2)-α-D-Glc-(1→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-Hep4P-(1→5)-[α-D-Kdo-(2→4)]-α-D-Kdo-(2→6)-β-D-GlcN4P-(1→6)-α-D-Glc1P (CHEBI:71686) is a oligosaccharide phosphate (CHEBI:16916)
IUPAC Name 
2-amino-2-deoxy-α-D-glucopyranosyl-(1→2)-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
E. coli R2 dodecasaccharide-P4ChEBI
α-D-GlcpN-(1→2)-α-D-Glcp-(1→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-D-Kdo-(2→4)]-α-D-Kdo-(2→6)-β-D-GlcpN4P-(1→6)-α-D-Glcp1PIUPAC
α-D-glucosaminyl-(1→2)-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
Citations