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CHEBI ONTOLOGY - ANNOTATIONS

The Chemical Entities of Biological Interest (ChEBI) ontology is downloaded weekly from EMBL-EBI at http://www.ebi.ac.uk/chebi/. The data is made available under the Creative Commons License (CC BY 3.0, http://creativecommons.org/licenses/by/3.0/). For more information see: Degtyarenko et al. (2008) ChEBI: a database and ontology for chemical entities of biological interest. Nucleic Acids Res. 36, D344–D350.
Term:S. pneumoniae serotype 14 capsular oligosaccharide derivative
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Accession:CHEBI:157632 term browser browse the term
Definition:A synthetic oligosaccharide derivative in which three beta-D-Gal-(1->4)-beta-D-Glc-(1->6)-[beta-D-Gal-(1->4)]-beta-D-GlcNAc tetrasaccharide units are linked through N-pentylpentanamide linkers, with a 5-aminopentyl spacer group attached to the GlcNAc residue within the terminal unit. Synthesised as a spacer-bridged oligosaccharide mimic of the capsular polysaccharide of Streptococcus pneumoniae serotype 14, the 5-aminopentyl spacer group affords a method of linking to the CRM197 carrier protein, a genetically detoxified form of diphtheria toxin.
Synonyms:exact_synonym: 5-aminopentyl 3-O-{5-[(5-{[3-O-{5-[(5-{[3-O-(4-carboxybutyl)-beta-D-galactopyranosyl-(1->4)-beta-D-glucopyranosyl-(1->6)-[beta-D-galactopyranosyl-(1->4)]-2-acetamido-2-deoxy-beta-D-glucopyranosyl]oxy}pentyl)amino]-5-oxopentyl}-beta-D-galactopyranosyl-(1->4)-beta-D-glucopyranosyl-(1->6)-[beta-D-galactopyranosyl-(1->4)]-2-acetamido-2-deoxy-beta-D-glucopyranosyl]oxy}pentyl)amino]-5-oxopentyl}-beta-D-galactopyranosyl-(1->4)-beta-D-glucopyranosyl-(1->6)-[beta-D-galactopyranosyl-(1->4)]-2-acetamido-2-deoxy-beta-D-glucopyranoside
 related_synonym: 3-O-{5-[(5-{[3-O-{5-[(5-{[3-O-(4-carboxybutyl)-beta-D-Gal-(1->4)-beta-D-Glc-(1->6)-[beta-D-Gal-(1->4)]-beta-D-GlcNAc]oxy}pentyl)amino]-5-oxopentyl}-beta-D-Gal-(1->4)-beta-D-Glc-(1->6)-[beta-D-Gal-(1->4)]-beta-D-GlcNAc]oxy}pentyl)amino]-5-oxopentyl}-beta-D-Gal-(1->4)-beta-D-Glc-(1->6)-[beta-D-Gal-(1->4)]-beta-D-GlcNAcO[CH2]5NH2;   3-O-{5-[(5-{[3-O-{5-[(5-{[3-O-(4-carboxybutyl)-beta-D-Galp-(1->4)-beta-D-Glcp-(1->6)-[beta-D-Galp-(1->4)]-beta-D-GlcpNAc]oxy}pentyl)amino]-5-oxopentyl}-beta-D-Galp-(1->4)-beta-D-Glcp-(1->6)-[beta-D-Galp-(1->4)]-beta-D-GlcpNAc]oxy}pentyl)amino]-5-oxopentyl}-beta-D-Galp-(1->4)-beta-D-Glcp-(1->6)-[beta-D-Galp-(1->4)]-beta-D-GlcpNAcO[CH2]5NH2;   Formula=C108H188N6O67;   InChI=1S/C108H188N6O67/c1-43(124)112-61-70(137)91(179-103-79(146)73(140)64(131)46(31-115)164-103)55(173-97(61)158-28-13-4-10-22-109)40-161-100-82(149)76(143)88(52(37-121)170-100)176-106-85(152)94(67(134)49(34-118)167-106)155-25-16-7-19-58(127)110-23-11-5-14-29-159-98-62(113-44(2)125)71(138)92(180-104-80(147)74(141)65(132)47(32-116)165-104)56(174-98)41-162-101-83(150)77(144)89(53(38-122)171-101)177-107-86(153)95(68(135)50(35-119)168-107)156-26-17-8-20-59(128)111-24-12-6-15-30-160-99-63(114-45(3)126)72(139)93(181-105-81(148)75(142)66(133)48(33-117)166-105)57(175-99)42-163-102-84(151)78(145)90(54(39-123)172-102)178-108-87(154)96(69(136)51(36-120)169-108)157-27-18-9-21-60(129)130/h46-57,61-108,115-123,131-154H,4-42,109H2,1-3H3,(H,110,127)(H,111,128)(H,112,124)(H,113,125)(H,114,126)(H,129,130)/t46-,47-,48-,49-,50-,51-,52-,53-,54-,55-,56-,57-,61-,62-,63-,64+,65+,66+,67+,68+,69+,70-,71-,72-,73+,74+,75+,76-,77-,78-,79-,80-,81-,82-,83-,84-,85-,86-,87-,88-,89-,90-,91-,92-,93-,94+,95+,96+,97-,98-,99-,100-,101-,102-,103+,104+,105+,106+,107+,108+/m1/s1;   InChIKey=IITRGDMSEKBPGN-PEOYUYHUSA-N;   SMILES=CC(=O)N[C@@H]1[C@@H](O)[C@H](O[C@@H]2O[C@H](CO)[C@H](O)[C@H](O)[C@H]2O)[C@@H](CO[C@@H]2O[C@H](CO)[C@@H](O[C@@H]3O[C@H](CO)[C@H](O)[C@H](OCCCCC(=O)NCCCCCO[C@@H]4O[C@H](CO[C@@H]5O[C@H](CO)[C@@H](O[C@@H]6O[C@H](CO)[C@H](O)[C@H](OCCCCC(=O)NCCCCCO[C@@H]7O[C@H](CO[C@@H]8O[C@H](CO)[C@@H](O[C@@H]9O[C@H](CO)[C@H](O)[C@H](OCCCCC(O)=O)[C@H]9O)[C@H](O)[C@H]8O)[C@@H](O[C@@H]8O[C@H](CO)[C@H](O)[C@H](O)[C@H]8O)[C@H](O)[C@H]7NC(C)=O)[C@H]6O)[C@H](O)[C@H]5O)[C@@H](O[C@@H]5O[C@H](CO)[C@H](O)[C@H](O)[C@H]5O)[C@H](O)[C@H]4NC(C)=O)[C@H]3O)[C@H](O)[C@H]2O)O[C@H]1OCCCCCN
 xref: PMID:32835479


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  CHEBI ontology 19909
    role 19880
      biological role 19878
        mimotope 0
          S. pneumoniae serotype 14 capsular oligosaccharide derivative 0
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  CHEBI ontology 19909
    subatomic particle 19907
      composite particle 19907
        hadron 19907
          baryon 19907
            nucleon 19907
              atomic nucleus 19907
                atom 19907
                  main group element atom 19846
                    p-block element atom 19846
                      carbon group element atom 19784
                        carbon atom 19781
                          organic molecular entity 19781
                            heteroorganic entity 19540
                              organochalcogen compound 19301
                                organooxygen compound 19216
                                  carbohydrates and carbohydrate derivatives 15321
                                    carbohydrate 15321
                                      oligosaccharide 633
                                        oligosaccharide derivative 160
                                          S. pneumoniae serotype 14 capsular oligosaccharide derivative 0
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