Discuss This Drug

Doxycycline

CHEBI:CHEBI_50845

Definition

Tetracycline in which the 5beta-hydrogen is replaced by a hydroxy group, while the 6alpha-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.

Chemical Information

Molecular Formula
C22H24N2O8
Molecular Mass
444.43464
Charge
0
SMILES
[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
InChI
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
InChIKey
JBIWCJUYHHGXTC-AKNGSSGZSA-N

Alternative Names

  • (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
  • (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
  • 5-hydroxy-alpha-6-deoxytetracycline
  • 6alpha-deoxy-5-oxytetracycline
  • doxiciclina
  • Doxycyclin
  • doxycycline
  • Doxycycline
  • doxycycline (anhydrous)
  • doxycyclinum
  • Jenacyclin
  • Supracyclin
  • Vibramycin

Treatment Applications

Drug Classification

Important Medical Information

⚕️ This information is sourced from ChEBI (Chemical Entities of Biological Interest) database and is intended for educational purposes only.

  • Always consult with a healthcare professional before starting, stopping, or modifying any medication.
  • Side effects may vary and this list may not be comprehensive.
  • Drug interactions may occur with other medications.

Additional Identifiers

oboInOwl#hasDbXref
Wikipedia:Doxycycline
DRON_00010000
3640
core#notation
CHEBI:50845

Additional References

Wikipedia:Doxycycline

🔍 Click on any linked disease name to learn more about the conditions this medication is used to treat, or explore related drug classifications for more information about similar medications.

Additional Attributes

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Wikipedia:Doxycycline
DRON_00010000
3640
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CHEBI:50845
core#notation
CHEBI:50845
RO_0000087
http://purl.obolibrary.org/obo/CHEBI_67079
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t238790
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http://purl.obolibrary.org/obo/DOID_0070527
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Medication
http://purl.obolibrary.org/obo/DOID_0050011