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doxycycline |
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CHEBI:50845 |
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Tetracycline in which the 5β-hydrogen is replaced by a hydroxy group, while the 6α-hydroxy group is replaced by hydrogen. A semi-synthetic tetracycline antibiotic, it is used to inhibit bacterial protein synthesis and treat non-gonococcal urethritis and cervicitis, exacerbations of bronchitis in patients with chronic obstructive pulmonary disease (COPD), and adult periodontitis. |
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This entity has been manually annotated by the ChEBI Team.
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CHEBI:42135, CHEBI:4713
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ChemicalBook:CB8663342, eMolecules:4775684, ZINC000016052277 |
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more structures >>
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call loadScript javascripts\jsmol\core\package.js call loadScript javascripts\jsmol\core\core.z.js -- required by ClazzNode call loadScript javascripts\jsmol\J\awtjs2d\WebOutputChannel.js
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Doxycycline is a broad-spectrum antibiotic of the tetracycline class used in the treatment of infections caused by bacteria and certain parasites. It is used to treat bacterial pneumonia, acne, chlamydia infections, Lyme disease, cholera, typhus, and syphilis. It is also used to prevent malaria. Doxycycline may be taken by mouth or by injection into a vein.
Common side effects include diarrhea, nausea, vomiting, abdominal pain, and an increased risk of sunburn. Use during pregnancy is not recommended. Like other agents of the tetracycline class, it either slows or kills bacteria by inhibiting protein production. It kills malaria by targeting a plastid organelle, the apicoplast.
Doxycycline was patented in 1957 and came into commercial use in 1967. It is on the World Health Organization's List of Essential Medicines. Doxycycline is available as a generic medicine. In 2022, it was the 68th most commonly prescribed medication in the United States, with more than 9 million prescriptions. |
Read full article at Wikipedia
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InChI=1S/C22H24N2O8/c1-7-8-5-4-6-9(25)11(8)16(26)12-10(7)17(27)14-15(24(2)3)18(28)13(21(23)31)20(30)22(14,32)19(12)29/h4-7,10,14-15,17,25,27-29,32H,1-3H3,(H2,23,31)/t7-,10+,14+,15-,17-,22-/m0/s1 |
JBIWCJUYHHGXTC-AKNGSSGZSA-N |
[H][C@@]12[C@@H](C)c3cccc(O)c3C(=O)C1=C(O)[C@]1(O)C(=O)C(C(N)=O)=C(O)[C@@H](N(C)C)[C@]1([H])[C@H]2O |
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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 drug
A drug used to treat or prevent bacterial infections.
immunomodulator
Biologically active substance whose activity affects or plays a role in the functioning of the immune system.
metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
(via tetracyclines )
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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 drug
A drug used to treat or prevent bacterial infections.
geroprotector
Any compound that supports healthy aging, slows the biological aging process, or extends lifespan.
anti-inflammatory agent
Any compound that has anti-inflammatory effects.
immunomodulator
Biologically active substance whose activity affects or plays a role in the functioning of the immune system.
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View more via ChEBI Ontology
(4S,4aR,5S,5aR,6R,12aS)-4-(dimethylamino)-3,5,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydrotetracene-2-carboxamide
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doxiciclina
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ChemIDplus
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doxycycline
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KEGG DRUG
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doxycyclinum
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ChemIDplus
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(4S,4AR,5S,5AR,6R,12AS)-4-(DIMETHYLAMINO)-3,5,10,12,12A-PENTAHYDROXY-6-METHYL-1,11-DIOXO-1,4,4A,5,5A,6,11,12A-OCTAHYDROTETRACENE-2-CARBOXAMIDE
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PDBeChem
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5-hydroxy-α-6-deoxytetracycline
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ChemIDplus
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6α-deoxy-5-oxytetracycline
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ChemIDplus
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Doxycyclin
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ChEBI
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Doxycycline
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KEGG COMPOUND
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doxycycline (anhydrous)
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ChemIDplus
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Jenacyclin
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DrugBank
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Supracyclin
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DrugBank
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Vibramycin
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DrugBank
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10469369
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ChemSpider
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1840
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VSDB
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961
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DrugCentral
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C00017127
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KNApSAcK
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C06973
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KEGG COMPOUND
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CPD-19256
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MetaCyc
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D07876
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KEGG DRUG
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DB00254
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DrugBank
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Doxycycline
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Wikipedia
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DXT
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PDBeChem
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HMDB0014399
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HMDB
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LMPK07000001
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LIPID MAPS
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US3019260
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Patent
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US3200149
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Patent
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View more database links |
3041790
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Reaxys Registry Number
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Reaxys
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564-25-0
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CAS Registry Number
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KEGG COMPOUND
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564-25-0
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CAS Registry Number
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ChemIDplus
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