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CHEBI:2955 - azithromycin

Default Structure
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:
antiviral agent  A substance that destroys or inhibits replication of viruses.
antimicrobial agent  A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
anti-HIV agent  An antiviral agent that destroys or inhibits the replication of the human immunodeficiency virus.
analgesic  An agent capable of relieving pain without the loss of consciousness or without producing anaesthesia. In addition, analgesic is a role played by a compound which is exhibited by a capability to cause a reduction of pain symptoms.
antifungal agent  An antimicrobial agent that destroys fungi by suppressing their ability to grow or reproduce.
antibacterial drug  A drug used to treat or prevent bacterial infections.
antitubercular agent  A substance that kills or slows the growth of Mycobacterium tuberculosis and is used in the treatment of tuberculosis.
immunosuppressive agent  An agent that suppresses immune function by one of several mechanisms of action. Classical cytotoxic immunosuppressants act by inhibiting DNA synthesis. Others may act through activation of T-cells or by inhibiting the activation of helper cells. In addition, an immunosuppressive agent is a role played by a compound which is exhibited by a capability to diminish the extent and/or voracity of an immune response.
anti-obesity agent  Any substance which is used to reduce or control weight.
antimalarial  A drug used in the treatment of malaria. Antimalarials are usually classified on the basis of their action against Plasmodia at different stages in their life cycle in the human.
antibacterial agent  A substance (or active part thereof) that kills or slows the growth of bacteria.
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.
Applications:
ophthalmology drug  Any compound used for the treatment of eye conditions or eye diseases.
anti-inflammatory agent  Any compound that has anti-inflammatory effects.
anti-anaemic agent  A compound which increases either the number of red cells or the amount of haemoglobin in the blood.
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
antiinfective agent  A substance used in the prophylaxis or therapy of infectious diseases.
analgesic  An agent capable of relieving pain without the loss of consciousness or without producing anaesthesia. In addition, analgesic is a role played by a compound which is exhibited by a capability to cause a reduction of pain symptoms.
antibacterial drug  A drug used to treat or prevent bacterial infections.
cardiovascular drug  A drug that affects the rate or intensity of cardiac contraction, blood vessel diameter or blood volume.
antitubercular agent  A substance that kills or slows the growth of Mycobacterium tuberculosis and is used in the treatment of tuberculosis.
immunosuppressive agent  An agent that suppresses immune function by one of several mechanisms of action. Classical cytotoxic immunosuppressants act by inhibiting DNA synthesis. Others may act through activation of T-cells or by inhibiting the activation of helper cells. In addition, an immunosuppressive agent is a role played by a compound which is exhibited by a capability to diminish the extent and/or voracity of an immune response.
antimalarial  A drug used in the treatment of malaria. Antimalarials are usually classified on the basis of their action against Plasmodia at different stages in their life cycle in the human.
antiparasitic agent  A substance used to treat or prevent parasitic infections.
antitussive  An agent that suppresses cough. Antitussives have a central or a peripheral action on the cough reflex, or a combination of both. Compare with expectorants, which are considered to increase the volume of secretions in the respiratory tract, so facilitating their removal by ciliary action and coughing, and mucolytics, which decrease the viscosity of mucus, facilitating its removal by ciliary action and expectoration.
gastrointestinal drug  A drug used for its effects on the gastrointestinal system, e.g. controlling gastric acidity, regulating gastrointestinal motility and water flow, and improving digestion.
anti-asthmatic agent  Any compound that has anti-asthmatic effects.
ChEBI Ontology
Outgoing Relation(s)
azithromycin (CHEBI:2955) has role analgesic (CHEBI:35480)
azithromycin (CHEBI:2955) has role anti-anaemic agent (CHEBI:75835)
azithromycin (CHEBI:2955) has role anti-asthmatic agent (CHEBI:65023)
azithromycin (CHEBI:2955) has role anti-HIV agent (CHEBI:64946)
azithromycin (CHEBI:2955) has role anti-inflammatory agent (CHEBI:67079)
azithromycin (CHEBI:2955) has role anti-obesity agent (CHEBI:74518)
azithromycin (CHEBI:2955) has role antibacterial agent (CHEBI:33282)
azithromycin (CHEBI:2955) has role antibacterial drug (CHEBI:36047)
azithromycin (CHEBI:2955) has role antifungal agent (CHEBI:35718)
azithromycin (CHEBI:2955) has role antiinfective agent (CHEBI:35441)
azithromycin (CHEBI:2955) has role antimalarial (CHEBI:38068)
azithromycin (CHEBI:2955) has role antimicrobial agent (CHEBI:33281)
azithromycin (CHEBI:2955) has role antineoplastic agent (CHEBI:35610)
azithromycin (CHEBI:2955) has role antiparasitic agent (CHEBI:35442)
azithromycin (CHEBI:2955) has role antitubercular agent (CHEBI:33231)
azithromycin (CHEBI:2955) has role antitussive (CHEBI:51177)
azithromycin (CHEBI:2955) has role antiviral agent (CHEBI:22587)
azithromycin (CHEBI:2955) has role cardiovascular drug (CHEBI:35554)
azithromycin (CHEBI:2955) has role environmental contaminant (CHEBI:78298)
azithromycin (CHEBI:2955) has role gastrointestinal drug (CHEBI:55324)
azithromycin (CHEBI:2955) has role immunosuppressive agent (CHEBI:35705)
azithromycin (CHEBI:2955) has role ophthalmology drug (CHEBI:66981)
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
azithromycineChemIDplus
azithromycinumChemIDplus
azitromicinaWHO MedNet
Synonyms  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
Anhydrous azithromycinChEMBL
AruzilinaChEMBL
AzithrocinChEMBL
Azithromycin (as dihydrate)ChEMBL
Azithromycin, unspecifiedChEMBL
Brand Names  Source
AzasiteChEMBL
AzenilDrugBank
AzifastChEBI
AzigramChEBI
AzimakrolChEBI
AzitrominChEBI
Manual XrefsDatabases
276DrugCentral
AzithromycinWikipedia
BE892357Patent
C06838KEGG COMPOUND
D07486KEGG DRUG
DB00207DrugBank
HMDB0014352HMDB
LSM-5821LINCS
US4517359Patent
ZITPDBeChem
Registry NumbersSources
Reaxys:5387583Reaxys
Reaxys:8820027Reaxys
CAS:83905-01-5ChemIDplus
Citations