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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:azithromycin
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Accession:CHEBI:2955 term browser browse the term
Definition:A macrolide antibiotic useful for the treatment of bacterial infections.
Synonyms:related_synonym: (2R,3S,4R,5R,8R,10R,11R,12S,13S,14R)-2-ethyl-3,4,10-trihydroxy-3,5,6,8,10,12,14-heptamethyl-15-oxo-11-{[3,4,6-trideoxy-3-(dimethylamino)-beta-D-xylo-hexopyranosyl]oxy}-1-oxa-6-azacyclopentadecan-13-yl 2,6-dideoxy-3-C-methyl-3-O-methyl-alpha-L-ribo-hexopyranoside;   (2R,3S,4R,5R,8R,10R,11R,12S,13S,14R)13-((2,6-Dideoxy-3-C-methyl-3-O-methyl-alpha-L-ribo-hexopyranosyl)oxy)-2-ethyl-3,4,10-trihydroxy-3,5,6,8,10,12,14-heptamethyl-11-((3,4,6-trideoxy-3-(dimethylamino)-beta-D-xylo-hexopyranosyl)oxy)-1-oxa-6-azacyclopentadecan-15-one;   Azenil;   Azifast;   Azigram;   Azimakrol;   Azitromin;   Formula=C38H72N2O12;   Hemomycin;   InChI=1S/C38H72N2O12/c1-15-27-38(10,46)31(42)24(6)40(13)19-20(2)17-36(8,45)33(52-35-29(41)26(39(11)12)16-21(3)48-35)22(4)30(23(5)34(44)50-27)51-28-18-37(9,47-14)32(43)25(7)49-28/h20-33,35,41-43,45-46H,15-19H2,1-14H3/t20-,21-,22+,23-,24-,25+,26+,27-,28+,29-,30+,31-,32+,33-,35+,36-,37-,38-/m1/s1;   InChIKey=MQTOSJVFKKJCRP-BICOPXKESA-N;   SMILES=CC[C@H]1OC(=O)[C@H](C)[C@@H](O[C@H]2C[C@@](C)(OC)[C@@H](O)[C@H](C)O2)[C@H](C)[C@@H](O[C@@H]2O[C@H](C)C[C@@H]([C@H]2O)N(C)C)[C@](C)(O)C[C@@H](C)CN(C)[C@H](C)[C@@H](O)[C@]1(C)O;   Zithromax;   Zmax;   azithromycine;   azithromycinum;   azitromicina
 alt_id: CHEBI:46596
 xref: Beilstein:5387583;   CAS:83905-01-5;   DrugBank:DB00207;   Drug_Central:276;   HMDB:HMDB0014352;   KEGG:C06838;   KEGG:D07486;   LINCS:LSM-5821
 xref_mesh: MESH:D017963
 xref: PDBeChem:ZIT;   PMID:15143799;   PMID:18253999;   Patent:BE892357;   Patent:US4517359;   Reaxys:5387583;   Reaxys:8820027;   Wikipedia:Azithromycin



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azithromycin term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Acta2 actin alpha 2, smooth muscle multiple interactions ISO Azithromycin inhibits the reaction [Transforming Growth Factor beta1 results in increased expression of ACTA2 protein] CTD PMID:36581200 NCBI chr 1:231,746,527...231,759,307
Ensembl chr 1:231,746,548...231,759,554
JBrowse link
G Aif1 allograft inflammatory factor 1 increases expression ISO Azithromycin results in increased expression of AIF1 mRNA CTD PMID:37995777 NCBI chr20:3,646,784...3,652,670
Ensembl chr20:3,646,777...3,652,668
JBrowse link
G Arg1 arginase 1 increases expression ISO Azithromycin results in increased expression of ARG1 protein CTD PMID:20231397 NCBI chr 1:20,475,878...20,488,422
Ensembl chr 1:20,475,968...20,488,422
JBrowse link
G Arsa arylsulfatase A increases activity EXP Azithromycin results in increased activity of ARSA protein CTD PMID:8830663 NCBI chr 7:120,542,788...120,547,577
Ensembl chr 7:120,543,362...120,548,783
JBrowse link
G Casp3 caspase 3 decreases expression ISO Azithromycin results in decreased expression of CASP3 mRNA CTD PMID:37995777 NCBI chr16:45,662,910...45,681,171
Ensembl chr16:45,662,910...45,684,648
JBrowse link
G Ccl2 C-C motif chemokine ligand 2 decreases expression ISO Azithromycin results in decreased expression of CCL2 protein CTD PMID:20231397 NCBI chr10:67,005,424...67,007,222
Ensembl chr10:67,005,424...67,007,226
JBrowse link
G Cdh2 cadherin 2 multiple interactions ISO Azithromycin inhibits the reaction [Transforming Growth Factor beta1 results in increased expression of CDH2 protein] CTD PMID:36581200 NCBI chr18:7,776,704...7,990,934
Ensembl chr18:7,776,704...7,990,167
JBrowse link
G Ctnnb1 catenin beta 1 decreases expression ISO Azithromycin results in decreased expression of CTNNB1 mRNA CTD PMID:37995777 NCBI chr 8:120,640,008...120,667,110
Ensembl chr 8:120,639,995...120,667,111
JBrowse link
G Ctsb cathepsin B multiple interactions
increases activity
EXP Cycloheximide inhibits the reaction [Azithromycin results in increased activity of CTSB protein] CTD PMID:8830663 NCBI chr15:37,389,636...37,410,508
Ensembl chr15:37,389,629...37,410,500
JBrowse link
G Cyp3a2 cytochrome P450, family 3, subfamily a, polypeptide 2 decreases activity
multiple interactions
ISO Azithromycin results in decreased activity of CYP3A4 protein
Azithromycin inhibits the reaction [CYP3A4 protein results in increased hydroxylation of Testosterone]
CTD PMID:16416302 NCBI chr12:9,207,978...9,230,064
Ensembl chr12:9,015,383...9,285,008
JBrowse link
G Dlg4 discs large MAGUK scaffold protein 4 decreases expression ISO Azithromycin results in decreased expression of DLG4 protein CTD PMID:37995777 NCBI chr10:54,740,700...54,769,097
Ensembl chr10:54,739,470...54,767,153
JBrowse link
G Fos Fos proto-oncogene, AP-1 transcription factor subunit increases expression ISO Azithromycin results in increased expression of FOS mRNA; Azithromycin results in increased expression of FOS protein CTD PMID:32454074 NCBI chr 6:105,121,170...105,124,036
Ensembl chr 6:105,121,170...105,124,036
JBrowse link
G Gfap glial fibrillary acidic protein increases expression ISO Azithromycin results in increased expression of GFAP mRNA CTD PMID:37995777 NCBI chr10:87,852,891...87,861,631
Ensembl chr10:87,852,890...87,861,589
JBrowse link
G Ghsr growth hormone secretagogue receptor increases expression ISO Azithromycin results in increased expression of GHSR mRNA; Azithromycin results in increased expression of GHSR protein CTD PMID:37100089 NCBI chr 2:110,268,489...110,271,865
Ensembl chr 2:110,268,489...110,271,865
JBrowse link
G Hexb hexosaminidase subunit beta increases activity EXP Azithromycin results in increased activity of HEXB protein CTD PMID:8830663 NCBI chr 2:28,483,997...28,504,165
Ensembl chr 2:28,484,012...28,504,223
JBrowse link
G Il1b interleukin 1 beta decreases expression
multiple interactions
ISO Azithromycin results in decreased expression of IL1B protein
Azithromycin inhibits the reaction [Lipopolysaccharides results in increased expression of IL1B mRNA]; Azithromycin inhibits the reaction [Lipopolysaccharides results in increased expression of IL1B protein]
CTD PMID:18435685 PMID:21195124 NCBI chr 3:116,577,005...116,583,386
Ensembl chr 3:116,577,010...116,583,415
JBrowse link
G Il6 interleukin 6 decreases expression ISO Azithromycin results in decreased expression of IL6 protein CTD PMID:20231397 NCBI chr 4:5,214,602...5,219,178
Ensembl chr 4:5,213,394...5,219,178
JBrowse link
G Map2 microtubule-associated protein 2 decreases expression ISO Azithromycin results in decreased expression of MAP2 mRNA CTD PMID:37995777 NCBI chr 9:67,723,422...67,981,886
Ensembl chr 9:67,723,371...67,979,809
JBrowse link
G Mki67 marker of proliferation Ki-67 decreases expression ISO Azithromycin results in decreased expression of MKI67 mRNA CTD PMID:37995777 NCBI chr 1:190,496,319...190,522,983
Ensembl chr 1:190,496,319...190,522,762
JBrowse link
G Mmp1 matrix metallopeptidase 1 increases secretion
decreases secretion
ISO Azithromycin results in increased secretion of MMP1 protein
Azithromycin results in decreased secretion of MMP1 protein
CTD PMID:24890593 NCBI chr 8:4,658,588...4,679,099
Ensembl chr 8:4,658,588...4,679,097
JBrowse link
G Mmp3 matrix metallopeptidase 3 increases secretion
decreases secretion
ISO Azithromycin results in increased secretion of MMP3 protein
Azithromycin results in decreased secretion of MMP3 protein
CTD PMID:24890593 NCBI chr 8:4,640,397...4,653,963
Ensembl chr 8:4,640,416...4,653,961
JBrowse link
G P2ry12 purinergic receptor P2Y12 decreases expression ISO Azithromycin results in decreased expression of P2RY12 mRNA CTD PMID:37995777 NCBI chr 2:143,481,468...143,523,340
Ensembl chr 2:143,481,430...143,523,361
JBrowse link
G Pla1a phospholipase A1 member A increases activity EXP Azithromycin results in increased activity of PLA1A protein CTD PMID:8830663 NCBI chr11:62,320,112...62,357,779
Ensembl chr11:62,320,493...62,357,779
JBrowse link
G Rac1 Rac family small GTPase 1 multiple interactions ISO Azithromycin inhibits the reaction [Lipopolysaccharides results in increased activity of RAC1 protein] CTD PMID:21417583 NCBI chr12:11,037,028...11,057,251
Ensembl chr12:11,036,698...11,057,251
JBrowse link
G Rack1 receptor for activated C kinase 1 multiple interactions ISO Azithromycin inhibits the reaction [Transforming Growth Factor beta1 results in increased expression of RACK1 protein] CTD PMID:36581200 NCBI chr10:33,169,415...33,174,896
Ensembl chr10:33,169,169...33,174,975
JBrowse link
G Rbfox3 RNA binding fox-1 homolog 3 decreases expression ISO Azithromycin results in decreased expression of RBFOX3 protein CTD PMID:37995777 NCBI chr10:103,720,355...104,157,277
Ensembl chr10:103,720,636...104,156,935
JBrowse link
G S100b S100 calcium binding protein B increases expression ISO Azithromycin results in increased expression of S100B mRNA CTD PMID:37995777 NCBI chr20:12,372,866...12,381,619
Ensembl chr20:12,372,881...12,394,743
JBrowse link
G Slc22a2 solute carrier family 22 member 2 multiple interactions ISO Azithromycin inhibits the reaction [SLC22A2 protein results in increased uptake of 4-(4-dimethylaminostyryl)-1-methylpyridinium] CTD PMID:21599003 NCBI chr 1:48,121,061...48,163,268
Ensembl chr 1:48,121,061...48,163,268
JBrowse link
G Smad3 SMAD family member 3 multiple interactions ISO Azithromycin inhibits the reaction [Transforming Growth Factor beta1 results in increased phosphorylation of SMAD3 protein] CTD PMID:36581200 NCBI chr 8:64,126,829...64,236,960
Ensembl chr 8:64,110,039...64,236,960
JBrowse link
G Sox2 SRY-box transcription factor 2 decreases expression ISO Azithromycin results in decreased expression of SOX2 mRNA; Azithromycin results in decreased expression of SOX2 protein CTD PMID:37995777 NCBI chr 2:117,536,929...117,539,340
Ensembl chr 2:117,536,929...117,539,338
JBrowse link
G Tnf tumor necrosis factor decreases expression ISO Azithromycin results in decreased expression of TNF protein CTD PMID:20231397 NCBI chr20:3,622,011...3,624,629
Ensembl chr20:3,622,011...3,624,629
JBrowse link
G Wnt3 Wnt family member 3 decreases expression ISO Azithromycin results in decreased expression of WNT3 mRNA CTD PMID:37995777 NCBI chr10:88,680,198...88,724,170
Ensembl chr10:88,680,248...88,724,099
JBrowse link

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19918
    role 19894
      biological role 19892
        xenobiotic 18778
          azithromycin 32
            azithromycin dihydrate 0
Path 2
Term Annotations click to browse term
  CHEBI ontology 19918
    subatomic particle 19916
      composite particle 19916
        hadron 19916
          baryon 19916
            nucleon 19916
              atomic nucleus 19916
                atom 19916
                  main group element atom 19866
                    p-block element atom 19866
                      carbon group element atom 19811
                        carbon atom 19806
                          organic molecular entity 19806
                            organic group 18995
                              organic divalent group 18969
                                organodiyl group 18969
                                  carbonyl group 18922
                                    carbonyl compound 18922
                                      carboxylic ester 16506
                                        lactone 12533
                                          macrocyclic lactone 5926
                                            macrolide 5864
                                              macrolide antibiotic 731
                                                azithromycin 32
                                                  azithromycin dihydrate 0
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