Compound ID | 2011

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Doxycycline

Class: Tetracycline

Spectrum of activity: Gram-positive  &  Gram-negative
Details of activity: Inhibits protein synthesis by binding reversibly to the bacterial 30S ribosomal subunit and preventing the aminoacyl tRNA from binding to the A site of the ribosome. Wide spectrum including protozoae, e.g. Plasmodium
Description: Semisynthetic methacycline derivative
Year first mentioned: 1957
Development status: Approved, off-patent
Chemical structure(s):
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Molecular weight: 444.44
Iso. SMILES: C[C@@H]1[C@H]2[C@@H]([C@H]3[C@@H](C(=O)C(=C([C@]3(C(=O)C2=C(C4=C1C=CC=C4O)O)O)O)C(=O)N)N(C)C)O
InChI Key: SGKRLCUYIXIAHR-AKNGSSGZSA-N
Can. SMILES: C[C@H]1C2=CC=CC(=C2C(=C3[C@@H]1[C@@H]([C@H]4[C@@H](C(=O)C(=C([C@]4(C3=O)O)O)C(=O)N)N(C)C)O)O)O
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/h4-7,10,14-15,17,25-27,30,32H,1-3H3,(H2,23,31)/t7-,10+,14+,15-,17-,22-/m0/s1
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/Doxycycline
Guide to Pharmacology: doxycycline
Citations:
  • https://pubmed.ncbi.nlm.nih.gov/35903011/
  • https://pubmed.ncbi.nlm.nih.gov/35932455/
  • https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9225766/
  • https://www.ncbi.nlm.nih.gov/pmc/articles/PMC547143/

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