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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:tigecycline
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Accession:CHEBI:149836 term browser browse the term
Definition:Tetracycline in which the hydroxy group at position 5 and the methyl group at position 6 are replaced by hydrogen, and with a dimethylamino substituent and an (N-tert-butylglycyl)amino substituent at positions 7 and 9, respectively. A glycylcycline antibiotic, it has activity against a broad range of Gram-positive and Gram-negative bacteria, including tetracycline-resistant organisms. It is used for the intravenous treatment of complicated skin and skin structure infections caused by susceptible organisms.
Synonyms:exact_synonym: (4S,4aS,5aR,12aS)-9-[(N-tert-butylglycyl)amino]-4,7-bis(dimethylamino)-3,10,12,12a-tetrahydroxy-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydrotetracene-2-carboxamide
 related_synonym: (4S,4aS,5aR,12aS)-9-(2-(tert-butylamino)acetamido)-4,7-bis(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,10,12,12a-tetrahydroxy-1,11-dioxo-2-naphthacenecarboxamide;   Formula=C29H39N5O8;   InChI=1S/C29H39N5O8/c1-28(2,3)31-11-17(35)32-15-10-16(33(4)5)13-8-12-9-14-21(34(6)7)24(38)20(27(30)41)26(40)29(14,42)25(39)18(12)23(37)19(13)22(15)36/h10,12,14,21,31,36,38-39,42H,8-9,11H2,1-7H3,(H2,30,41)(H,32,35)/t12-,14-,21-,29-/m0/s1;   InChIKey=FPZLLRFZJZRHSY-HJYUBDRYSA-N;   SMILES=[H][C@@]12Cc3c(cc(NC(=O)CNC(C)(C)C)c(O)c3C(=O)C1=C(O)[C@]1(O)C(=O)C(C(N)=O)=C(O)[C@@H](N(C)C)[C@]1([H])C2)N(C)C
 alt_id: CHEBI:29696;   CHEBI:473970
 xref: CAS:220620-09-7;   DrugBank:DB00560;   Drug_Central:2661;   KEGG:C12012;   KEGG:D01079
 xref_mesh: MESH:C119092
 xref: PMID:17194827;   PMID:17210772;   PMID:17220399;   PMID:17307973;   PMID:17353238;   PMID:17353249;   Reaxys:8379453
 cyclic_relationship: is_conjugate_base_of CHEBI:142708



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tigecycline term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G BAD BCL2 associated agonist of cell death multiple interactions ISO tigecycline inhibits the reaction [Lipopolysaccharides results in increased expression of BAD protein] CTD PMID:23200736 NCBI chr11:64,269,828...64,284,704
Ensembl chr11:64,269,830...64,284,704
JBrowse link
G BCL2 BCL2 apoptosis regulator multiple interactions ISO tigecycline inhibits the reaction [Lipopolysaccharides results in decreased expression of BCL2 protein] CTD PMID:23200736 NCBI chr18:63,123,346...63,320,090
Ensembl chr18:63,123,346...63,320,128
JBrowse link
G CASP3 caspase 3 multiple interactions ISO tigecycline inhibits the reaction [Lipopolysaccharides results in increased activity of CASP3 protein] CTD PMID:23200736 NCBI chr 4:184,627,696...184,649,447
Ensembl chr 4:184,627,696...184,650,062
JBrowse link
G CCL3 C-C motif chemokine ligand 3 multiple interactions EXP tigecycline inhibits the reaction [enterotoxin B, staphylococcal results in increased expression of CCL3 protein]; tigecycline inhibits the reaction [enterotoxin F, Staphylococcal results in increased expression of CCL3 protein] CTD PMID:19874226 NCBI chr17:36,088,256...36,090,143
Ensembl chr17:36,088,256...36,090,169
JBrowse link
G CCL4 C-C motif chemokine ligand 4 multiple interactions EXP tigecycline inhibits the reaction [enterotoxin B, staphylococcal results in increased expression of CCL4 protein]; tigecycline inhibits the reaction [enterotoxin F, Staphylococcal results in increased expression of CCL4 protein] CTD PMID:19874226 NCBI chr17:36,103,827...36,105,614
Ensembl chr17:36,103,827...36,105,621
JBrowse link
G CYCS cytochrome c, somatic multiple interactions ISO tigecycline inhibits the reaction [Lipopolysaccharides affects the localization of CYCS protein] CTD PMID:23200736 NCBI chr 7:25,118,656...25,125,260
Ensembl chr 7:25,118,656...25,125,260
JBrowse link
G IL1B interleukin 1 beta multiple interactions EXP
ISO
tigecycline inhibits the reaction [enterotoxin B, staphylococcal results in increased expression of IL1B protein]; tigecycline inhibits the reaction [enterotoxin F, Staphylococcal results in increased expression of IL1B protein]
tigecycline inhibits the reaction [Lipopolysaccharides results in increased expression of IL1B protein]; tigecycline inhibits the reaction [Lipopolysaccharides results in increased secretion of IL1B protein]
CTD PMID:19874226 PMID:23200736 NCBI chr 2:112,829,751...112,836,779
Ensembl chr 2:112,829,751...112,836,816
JBrowse link
G IL6 interleukin 6 multiple interactions EXP Tigecycline inhibits the reaction [enterotoxin B, staphylococcal results in increased expression of IL6 protein]; Tigecycline inhibits the reaction [enterotoxin F, Staphylococcal results in increased expression of IL6 protein] CTD PMID:19874226 NCBI chr 7:22,727,200...22,731,998
Ensembl chr 7:22,725,884...22,732,002
JBrowse link
G TNF tumor necrosis factor multiple interactions EXP
ISO
tigecycline inhibits the reaction [enterotoxin B, staphylococcal results in increased expression of TNF protein]; tigecycline inhibits the reaction [enterotoxin F, Staphylococcal results in increased expression of TNF protein]
tigecycline inhibits the reaction [Lipopolysaccharides results in increased expression of TNF protein]; tigecycline inhibits the reaction [Lipopolysaccharides results in increased secretion of TNF protein]
CTD PMID:19874226 PMID:23200736 NCBI chr 6:31,575,565...31,578,336
Ensembl chr 6:31,575,565...31,578,336
JBrowse link

Term paths to the root
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Term Annotations click to browse term
  CHEBI ontology 26040
    role 25956
      biological role 25935
        biochemical role 25168
          metabolite 25098
            tetracyclines 514
              tigecycline 9
                11a-hydroxytigecycline(1+) 0
Path 2
Term Annotations click to browse term
  CHEBI ontology 26040
    subatomic particle 26015
      composite particle 26015
        hadron 26015
          baryon 26015
            nucleon 26015
              atomic nucleus 26015
                atom 26015
                  main group element atom 25840
                    main group molecular entity 25840
                      s-block molecular entity 25160
                        hydrogen molecular entity 24758
                          hydrides 22970
                            organic hydride 21930
                              organic fundamental parent 21930
                                hydrocarbon 21357
                                  cyclic hydrocarbon 19996
                                    arene 19976
                                      polycyclic arene 19670
                                        ortho-fused polycyclic arene 10287
                                          acene 8272
                                            tetracene 8267
                                              tetracyclines 514
                                                tigecycline 9
                                                  11a-hydroxytigecycline(1+) 0
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