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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: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;   (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
 alt_id: CHEBI:29696;   CHEBI:473970
 xref: CAS:220620-09-7;   DrugBank:DB00560
 xref_mesh: MESH:C119092
 xref: Reaxys:8379453;   drugcentral:2661;   kegg.compound:C12012;   kegg.drug:D01079;   pubmed:17194827;   pubmed:17210772;   pubmed:17220399;   pubmed:17307973;   pubmed:17353238;   pubmed:17353249
 chemrof_formula: C29H39N5O8
 chemrof_inchikey: FPZLLRFZJZRHSY-HJYUBDRYSA-N
 chemrof_inchi: 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
 chemrof_smiles: [H][C@@]12Cc3c(N(C)C)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
 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 20874
    role 20844
      biological role 20831
        biochemical role 19888
          metabolite 19624
            tetracyclines 528
              tigecycline 9
Path 2
Term Annotations click to browse term
  CHEBI ontology 20874
    subatomic particle 20883
      composite particle 20883
        hadron 20872
          baryon 20883
            nucleon 20872
              atomic nucleus 20883
                atom 20872
                  main group element atom 20796
                    p-block element atom 20796
                      carbon group element atom 20712
                        carbon atom 20706
                          organic molecular entity 20706
                            heteroorganic entity 20201
                              organochalcogen compound 19822
                                organooxygen compound 19713
                                  carbonyl compound 18827
                                    ketone 17484
                                      alpha-hydroxy ketone 9530
                                        tertiary alpha-hydroxy ketone 9136
                                          tigecycline 9
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