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CHEBI:2955 - azithromycin

ChEBI IDCHEBI:2955
ChEBI Nameazithromycin
Stars
DefinitionA macrolide antibiotic useful for the treatment of bacterial infections.
Secondary ChEBI IDCHEBI:46596
Last Modified11 June 2024
DownloadsMolfile
FormulaC38H72N2O12
Net Charge0
Average Mass748.996
Monoisotopic Mass748.50853
SMILESCC[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](N(C)C)[C@H]2O)[C@](C)(O)C[C@@H](C)CN(C)[C@H](C)[C@@H](O)[C@]1(C)O
InChIInChI=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
InChIKeyMQTOSJVFKKJCRP-BICOPXKESA-N
Wikipedia
Roles Classification
Chemical Role:
environmental contaminant  Any minor or unwanted substance introduced into the environment that can have undesired effects.
Biological Roles:
antibacterial drug  A drug used to treat or prevent bacterial infections.
xenobiotic  A xenobiotic (Greek, xenos "foreign"; bios "life") is a compound that is foreign to a living organism. Principal xenobiotics include: drugs, carcinogens and various compounds that have been introduced into the environment by artificial means.
antimicrobial agent  A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
Application:
antibacterial drug  A drug used to treat or prevent bacterial infections.
ChEBI Ontology
Outgoing Relation(s)
azithromycin (CHEBI:2955) has role antibacterial drug (CHEBI:36047)
azithromycin (CHEBI:2955) has role environmental contaminant (CHEBI:78298)
azithromycin (CHEBI:2955) has role xenobiotic (CHEBI:35703)
azithromycin (CHEBI:2955) is a macrolide antibiotic (CHEBI:25105)
azithromycin (CHEBI:2955) is conjugate base of azithromycin(2+) (CHEBI:231550)
Incoming Relation(s)
azithromycin dihydrate (CHEBI:34546) has part azithromycin (CHEBI:2955)
azithromycin(2+) (CHEBI:231550) is conjugate acid of azithromycin (CHEBI:2955)
IUPAC Name 
(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)-β-D-xylo-hexopyranosyl]oxy}-1-oxa-6-azacyclopentadecan-13-yl 2,6-dideoxy-3-C-methyl-3-O-methyl-α-L-ribo-hexopyranoside
INNs  Source
azitromicinaWHO MedNet
azithromycineChemIDplus
azithromycinumChemIDplus
Synonym  Source
(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-oneChemIDplus
Brand Names  Source
AzenilDrugBank
HemomycinDrugBank
ZithromaxDrugBank
ZmaxDrugBank
AzifastChEBI
AzigramChEBI
Manual XrefsDatabases
C06838KEGG COMPOUND
ZITPDBeChem
D07486KEGG DRUG
DB00207DrugBank
BE892357Patent
US4517359Patent
AzithromycinWikipedia
HMDB0014352HMDB
LSM-5821LINCS
276DrugCentral
Registry NumbersSources
Reaxys:8820027Reaxys
Reaxys:5387583Reaxys
CAS:83905-01-5ChemIDplus
Citations