Compound ID | 2013

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Demeclocycline

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: Natural product produced by streptomyces. Hardly active against bacteria. Used for the therapy of hyponatremia and other non-infectious diseases.
Year first mentioned: 1962
Development status: Inactive
Chemical structure(s):
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Molecular weight: 464.85
Iso. SMILES: CN(C)[C@H]1[C@@H]2C[C@@H]3[C@@H](C4=C(C=CC(=C4C(=C3C(=O)[C@@]2(C(=C(C1=O)C(=O)N)O)O)O)O)Cl)O
InChI Key: GUXHBMASAHGULD-SEYHBJAFSA-N
Can. SMILES: CN(C)[C@H]1[C@@H]2C[C@H]3C(=C(C4=C(C(=CC=C4O)Cl)[C@H]3O)O)C(=O)[C@@]2(C(=C(C1=O)C(=O)N)O)O
InChI: InChI=1S/C21H21ClN2O8/c1-24(2)14-7-5-6-10(16(27)12-9(25)4-3-8(22)11(12)15(6)26)18(29)21(7,32)19(30)13(17(14)28)20(23)31/h3-4,6-7,14-15,25-27,30,32H,5H2,1-2H3,(H2,23,31)/t6-,7-,14-,15-,21-/m0/s1
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/54680690
Guide to Pharmacology: demeclocycline
Citations:
  • https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5042094/
  • https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9454755/
  • https://pubmed.ncbi.nlm.nih.gov/173218/

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