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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:troleandomycin
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Accession:CHEBI:45735 term browser browse the term
Definition:A semi-synthetic macrolide antibiotic obtained by acetylation of the three free hydroxy groups of oleandomycin. Troleandomycin is only found in individuals that have taken the drug.
Synonyms:exact_synonym: (3R,5R,6S,7R,8R,11R,12S,13R,14S,15S)-12-[(4-O-acetyl-2,6-dideoxy-3-O-methyl-alpha-L-arabino-hexopyranosyl)oxy]-14-{[2-O-acetyl-3,4,6-trideoxy-3-(dimethylamino)-beta-D-xylo-hexopyranosyl]oxy}-5,7,8,11,13,15-hexamethyl-4,10-dioxo-1,9-dioxaspiro[2.13]hexadecan-6-yl acetate
 related_synonym: Formula=C41H67NO15;   InChI=1S/C41H67NO15/c1-19-17-41(18-49-41)38(46)23(5)34(53-27(9)43)21(3)25(7)52-39(47)24(6)35(56-32-16-31(48-14)36(26(8)51-32)54-28(10)44)22(4)33(19)57-40-37(55-29(11)45)30(42(12)13)15-20(2)50-40/h19-26,30-37,40H,15-18H2,1-14H3/t19-,20+,21-,22+,23+,24+,25+,26-,30-,31-,32-,33-,34-,35-,36-,37+,40-,41+/m0/s1;   InChIKey=LQCLVBQBTUVCEQ-QTFUVMRISA-N;   Oleandocetine;   Oleandomycin triacetate;   Oleandomycin triacetyl ester;   SMILES=CO[C@H]1C[C@H](O[C@H]2[C@H](C)[C@@H](O[C@@H]3O[C@H](C)C[C@@H]([C@H]3OC(C)=O)N(C)C)[C@@H](C)C[C@@]3(CO3)C(=O)[C@H](C)[C@@H](OC(C)=O)[C@@H](C)[C@@H](C)OC(=O)[C@@H]2C)O[C@@H](C)[C@@H]1OC(C)=O;   Triacetyloleandomycin;   Triacetyloleandomycinum;   Tribiocillina;   Triocetin;   troleandomicina;   troleandomycine;   troleandomycinum
 alt_id: CHEBI:32267
 xref: CAS:2751-09-9;   DrugBank:DB01361;   Drug_Central:2769;   HMDB:HMDB0015448;   KEGG:C12753;   KEGG:D01322;   LINCS:LSM-5510;   LIPID_MAPS_instance:LMPK04000042
 xref_mesh: MESH:D014217
 xref: PDBeChem:TAO;   PMID:24335510;   PMID:24479850;   PMID:24889073;   PMID:24985121;   PMID:25392348;   PMID:25870103;   Reaxys:77547;   Wikipedia:Troleandomycin


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troleandomycin term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Abcb1a ATP binding cassette subfamily B member 1A multiple interactions ISO Troleandomycin inhibits the reaction [ABCB1 protein results in increased secretion of fluorexon]; Troleandomycin inhibits the reaction [ABCB1 protein results in increased secretion of Vinblastine]
Troleandomycin inhibits the reaction [ABCB1A protein results in increased secretion of fluorexon]
CTD PMID:12235267 NCBI chr 4:25,357,467...25,529,941
Ensembl chr 4:25,158,362...25,442,709
JBrowse link
G Cyp3a2 cytochrome P450, family 3, subfamily a, polypeptide 2 multiple interactions
decreases activity
increases expression
increases activity
ISO [Troleandomycin results in decreased activity of CYP3A4 protein] which results in decreased chemical synthesis of N-desmethyltamoxifen; [Troleandomycin results in decreased activity of CYP3A4 protein] which results in decreased metabolism of Tamoxifen; Troleandomycin inhibits the reaction [CYP3A4 protein results in decreased methylation of adinazolam]; Troleandomycin inhibits the reaction [CYP3A4 protein results in increased chemical synthesis of 1-hydroxymethylmidazolam]; Troleandomycin inhibits the reaction [CYP3A4 protein results in increased chemical synthesis of 4-hydroxymidazolam]; Troleandomycin inhibits the reaction [CYP3A4 protein results in increased chemical synthesis of 6 beta-hydroxytestosterone]; Troleandomycin inhibits the reaction [CYP3A4 protein results in increased hydroxylation of Cholecalciferol]; Troleandomycin inhibits the reaction [CYP3A4 protein results in increased hydroxylation of Midazolam]; Troleandomycin inhibits the reaction [CYP3A4 protein results in increased hydroxylation of Testosterone]; Troleandomycin inhibits the reaction [CYP3A4 protein results in increased metabolism of 4,5-dihydropyrazole-1,5-dicarboxylic acid 1-((4-chlorophenyl)-amide) 5-(2-oxo-2H-(1,3')bipyridinyl-6'-yl)-amide]; Troleandomycin inhibits the reaction [CYP3A4 protein results in increased metabolism of Fluoxetine]; Troleandomycin inhibits the reaction [CYP3A4 protein results in increased metabolism of laquinimod]; Troleandomycin inhibits the reaction [CYP3A4 protein results in increased metabolism of Midazolam]; Troleandomycin inhibits the reaction [CYP3A4 protein results in increased metabolism of triflumuron]; Troleandomycin inhibits the reaction [CYP3A4 protein results in increased oxidation of Methylenebis(chloroaniline)]; Troleandomycin inhibits the reaction [CYP3A4 protein results in increased oxidation of Nifedipine]; Troleandomycin promotes the reaction [CYP3A4 protein results in increased oxidation of 7-benzyloxy-4-trifluoromethylcoumarin]; Troleandomycin results in increased expression of and results in increased activity of CYP3A4 protein
Troleandomycin results in increased expression of CYP3A4 mRNA
Troleandomycin results in increased activity of CYP3A4 protein
CTD PMID:1740010 PMID:2271712 PMID:9512926 PMID:9600717 PMID:11409940 More... NCBI chr12:9,207,986...9,230,038
Ensembl chr12:9,015,383...9,285,008
JBrowse link
G Cyp3a23-3a1 cytochrome P450, family 3, subfamily a, polypeptide 23-polypeptide 1 increases expression EXP Troleandomycin results in increased expression of CYP3A23-3A1 mRNA CTD PMID:12971794 NCBI chr12:9,256,159...9,285,020
Ensembl chr12:9,254,475...9,285,030
JBrowse link
G Cyp3a9 cytochrome P450, family 3, subfamily a, polypeptide 9 multiple interactions
decreases activity
ISO Troleandomycin inhibits the reaction [CYP3A5 protein affects the metabolism of Alfentanil]
Troleandomycin results in decreased activity of CYP3A5 protein
CTD PMID:15557344 PMID:15731592 NCBI chr12:16,806,222...16,846,428
Ensembl chr12:16,806,207...16,846,422
JBrowse link
G Fn1 fibronectin 1 increases expression EXP Troleandomycin results in increased expression of FN1 mRNA CTD PMID:12971794 NCBI chr 9:73,196,044...73,264,695
Ensembl chr 9:73,196,044...73,264,678
JBrowse link
G Gsta2 glutathione S-transferase alpha 2 increases expression EXP Troleandomycin results in increased expression of GSTA2 mRNA CTD PMID:12971794 NCBI chr 8:79,184,535...79,196,827
Ensembl chr 8:79,184,322...79,196,798
JBrowse link
G Madcam1 mucosal vascular addressin cell adhesion molecule 1 multiple interactions ISO Troleandomycin inhibits the reaction [TNF protein results in increased expression of MADCAM1 protein] CTD PMID:12388057 NCBI chr 7:10,036,301...10,039,703
Ensembl chr 7:10,036,301...10,039,703
JBrowse link
G Nr1i2 nuclear receptor subfamily 1, group I, member 2 multiple interactions ISO Troleandomycin binds to and results in increased activity of NR1I2 protein CTD PMID:15039302 NCBI chr11:62,460,213...62,496,665
Ensembl chr11:62,460,213...62,496,658
JBrowse link
G Tnf tumor necrosis factor multiple interactions ISO Troleandomycin inhibits the reaction [TNF protein results in increased expression of MADCAM1 protein] CTD PMID:12388057 NCBI chr20:3,622,011...3,624,629
Ensembl chr20:3,622,011...3,624,629
JBrowse link

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19821
    role 19769
      biological role 19769
        xenobiotic 18452
          troleandomycin 9
Path 2
Term Annotations click to browse term
  CHEBI ontology 19821
    subatomic particle 19819
      composite particle 19819
        hadron 19819
          baryon 19819
            nucleon 19819
              atomic nucleus 19819
                atom 19819
                  main group element atom 19716
                    p-block element atom 19716
                      carbon group element atom 19640
                        carbon atom 19630
                          organic molecular entity 19630
                            organic group 18737
                              organic divalent group 18728
                                organodiyl group 18728
                                  carbonyl group 18675
                                    carbonyl compound 18675
                                      carboxylic ester 15884
                                        lactone 11242
                                          macrocyclic lactone 5532
                                            macrolide 5480
                                              oleandomycins 9
                                                oleandomycin 9
                                                  troleandomycin 9
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