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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 1:222,198,516...222,207,459
Ensembl chr 1:222,198,534...222,207,453
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 chr13:26,605,426...26,769,374
Ensembl chr13:26,605,426...26,769,374
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 chr16:48,845,011...48,863,249
Ensembl chr16:48,845,012...48,863,204
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 chr10:70,869,516...70,871,066
Ensembl chr10:70,869,513...70,871,066
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 chr10:70,870,926...70,886,357
Ensembl chr10:70,884,531...70,886,355
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 4:80,331,226...80,333,326
Ensembl chr 4:80,331,227...80,333,326
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 3:121,876,256...121,882,637
Ensembl chr 3:121,876,263...121,882,726
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 4:3,043,231...3,047,807
Ensembl chr 4:3,043,231...3,047,807
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 chr20:5,189,382...5,192,000
Ensembl chr20:5,189,390...5,192,000
Ensembl chr20:5,189,390...5,192,000
JBrowse link

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19786
    role 19732
      biological role 19732
        biochemical role 19333
          metabolite 19312
            tetracyclines 495
              tigecycline 9
                11a-hydroxytigecycline(1+) 0
Path 2
Term Annotations click to browse term
  CHEBI ontology 19786
    subatomic particle 19784
      composite particle 19784
        hadron 19784
          baryon 19784
            nucleon 19784
              atomic nucleus 19784
                atom 19784
                  main group element atom 19675
                    p-block element atom 19675
                      carbon group element atom 19596
                        carbon atom 19586
                          organic molecular entity 19586
                            organic group 18631
                              organic divalent group 18622
                                organodiyl group 18622
                                  carbonyl group 18537
                                    carbonyl compound 18537
                                      ketone 16871
                                        oxyketone 8660
                                          alpha-oxyketone 8660
                                            alpha-hydroxy ketone 8660
                                              tertiary alpha-hydroxy ketone 8380
                                                tigecycline 9
                                                  11a-hydroxytigecycline(1+) 0
paths to the root