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CHEBI:2955 - azithromycin
| Formula | C38H72N2O12 |
| Net Charge | 0 |
| Average Mass | 748.996 |
| Monoisotopic Mass | 748.50853 |
| 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](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 |
| InChI | 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 |
| Wikipedia |
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| Roles Classification |
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| Chemical Role: | environmental contaminant Any minor or unwanted substance introduced into the environment that can have undesired effects. |
| Biological Roles: | 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. 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. antimicrobial agent A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans. antibacterial agent A substance (or active part thereof) that kills or slows the growth of bacteria. antitubercular agent A substance that kills or slows the growth of Mycobacterium tuberculosis and is used in the treatment of tuberculosis. 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. antiviral agent A substance that destroys or inhibits replication of viruses. 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. 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. antimicrobial agent A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans. |
| Applications: | 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. antiinfective agent A substance used in the prophylaxis or therapy of infectious diseases. anti-asthmatic agent Any compound that has anti-asthmatic effects. anti-inflammatory agent Any compound that has anti-inflammatory effects. 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. 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. 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. antineoplastic agent A substance that inhibits or prevents the proliferation of neoplasms. antitubercular agent A substance that kills or slows the growth of Mycobacterium tuberculosis and is used in the treatment of tuberculosis. cardiovascular drug A drug that affects the rate or intensity of cardiac contraction, blood vessel diameter or blood volume. anti-anaemic agent A compound which increases either the number of red cells or the amount of haemoglobin in the blood. ophthalmology drug Any compound used for the treatment of eye conditions or eye diseases. antibacterial drug A drug used to treat or prevent bacterial infections. 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. |
| 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 amino sugar (CHEBI:28963) |
| azithromycin (CHEBI:2955) is a macrolide antibiotic (CHEBI:25105) |
| azithromycin (CHEBI:2955) is a organic molecular entity (CHEBI:50860) |
| 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 |
|---|---|
| azithromycine | ChemIDplus |
| azithromycinum | ChemIDplus |
| azitromicina | WHO 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-one | ChemIDplus |
| Anhydrous azithromycin | ChEMBL |
| Aruzilina | ChEMBL |
| Azithrocin | ChEMBL |
| Azithromycin (as dihydrate) | ChEMBL |
| Azithromycin, unspecified | ChEMBL |
| Brand Names | Source |
|---|---|
| Azasite | ChEMBL |
| Azenil | DrugBank |
| Azifast | ChEBI |
| Azigram | ChEBI |
| Azimakrol | ChEBI |
| Azitromin | ChEBI |
| Manual Xrefs | Databases |
|---|---|
| 276 | DrugCentral |
| Azithromycin | Wikipedia |
| BE892357 | Patent |
| C06838 | KEGG COMPOUND |
| D07486 | KEGG DRUG |
| DB00207 | DrugBank |
| HMDB0014352 | HMDB |
| LSM-5821 | LINCS |
| US4517359 | Patent |
| ZIT | PDBeChem |
| Registry Numbers | Sources |
|---|---|
| Reaxys:5387583 | Reaxys |
| Reaxys:8820027 | Reaxys |
| CAS:83905-01-5 | ChemIDplus |
| Citations |
|---|