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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 EXP tigecycline inhibits the reaction [Lipopolysaccharides results in increased expression of BAD protein] CTD PMID:23200736 NCBI chr 1:213,562,719...213,572,034
Ensembl chr 1:213,562,187...213,572,034
JBrowse link
G Bcl2 BCL2, apoptosis regulator multiple interactions EXP tigecycline inhibits the reaction [Lipopolysaccharides results in decreased expression of BCL2 protein] CTD PMID:23200736 NCBI chr13:23,204,464...23,366,900
Ensembl chr13:23,204,464...23,366,900
JBrowse link
G Casp3 caspase 3 multiple interactions EXP tigecycline inhibits the reaction [Lipopolysaccharides results in increased activity of CASP3 protein] CTD PMID:23200736 NCBI chr16:52,395,539...52,413,794
Ensembl chr16:52,395,540...52,413,732
JBrowse link
G Ccl3 C-C motif chemokine ligand 3 multiple interactions ISO 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 chr10:68,948,889...68,950,439
Ensembl chr10:68,948,889...68,950,439
JBrowse link
G Ccl4 C-C motif chemokine ligand 4 multiple interactions ISO 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 chr10:68,963,893...68,965,728
Ensembl chr10:68,950,289...68,965,722
JBrowse link
G Cycs cytochrome c, somatic multiple interactions EXP tigecycline inhibits the reaction [Lipopolysaccharides affects the localization of CYCS protein] CTD PMID:23200736 NCBI chr 4:80,982,667...80,984,767
Ensembl chr 4:80,982,668...80,984,816
Ensembl chr18:80,982,668...80,984,816
JBrowse link
G Il1b interleukin 1 beta multiple interactions ISO
EXP
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 3:137,030,200...137,036,581
Ensembl chr 3:137,030,205...137,036,601
JBrowse link
G Il6 interleukin 6 multiple interactions ISO 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 4:5,889,999...5,894,575
Ensembl chr 4:5,889,999...5,894,610
JBrowse link
G Tnf tumor necrosis factor multiple interactions ISO
EXP
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 chr20:3,626,685...3,629,303
Ensembl chr20:3,626,532...3,629,303
JBrowse link

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 20862
    role 20820
      biological role 20818
        biochemical role 20264
          metabolite 20245
            tetracyclines 527
              tigecycline 9
                11a-hydroxytigecycline(1+) 0
Path 2
Term Annotations click to browse term
  CHEBI ontology 20862
    subatomic particle 20860
      composite particle 20860
        hadron 20860
          baryon 20860
            nucleon 20860
              atomic nucleus 20860
                atom 20860
                  main group element atom 20781
                    main group molecular entity 20781
                      s-block molecular entity 20574
                        hydrogen molecular entity 20558
                          hydrides 19693
                            organic hydride 19079
                              organic fundamental parent 19079
                                hydrocarbon 18731
                                  cyclic hydrocarbon 17330
                                    arene 17311
                                      polycyclic arene 17112
                                        ortho-fused polycyclic arene 9959
                                          acene 7855
                                            tetracene 7852
                                              tetracyclines 527
                                                tigecycline 9
                                                  11a-hydroxytigecycline(1+) 0
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