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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 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 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 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 chr12:9,207,986...9,230,038
Ensembl chr12:9,015,383...9,285,008
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 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 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 Pla1a phospholipase A1 member A increases activity EXP Azithromycin results in increased activity of PLA1A protein CTD PMID:8830663 NCBI chr11:62,320,117...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 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 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

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19800
    role 19751
      biological role 19751
        xenobiotic 18436
          azithromycin 15
            azithromycin dihydrate 0
Path 2
Term Annotations click to browse term
  CHEBI ontology 19800
    subatomic particle 19799
      composite particle 19799
        hadron 19799
          baryon 19799
            nucleon 19799
              atomic nucleus 19799
                atom 19799
                  main group element atom 19698
                    p-block element atom 19698
                      carbon group element atom 19619
                        carbon atom 19609
                          organic molecular entity 19609
                            organic group 18718
                              organic divalent group 18702
                                organodiyl group 18702
                                  carbonyl group 18651
                                    carbonyl compound 18651
                                      carboxylic ester 15883
                                        lactone 11257
                                          macrocyclic lactone 5561
                                            macrolide 5514
                                              macrolide antibiotic 396
                                                azithromycin 15
                                                  azithromycin dihydrate 0
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