Compound ID | 2015

Update compound information

Rolitetracycline

Class: Tetracycline

Agent Type: Semisynthetic; Small molecule; Direct acting;
Spectrum of activity: Gram-positive & Gram-negative
Mechanism of action: Protein synthesis inhibitor. Binds reversibly to the bacterial 30S ribosomal subunit preventing the aminoacyl tRNA from binding to the A site of the ribosome
Target Pathogen: Broad spectrum including protozoae, e.g. Plasmodium
Description: Semisynthetic tetracycline derivative. Was used topically.
Year first mentioned: 1958
Highest development stage: Approved by FDA in 1959
Development status: Approved
Chemical structure(s):
Click here for structure editor
Molecular weight: 527.57
Iso. SMILES: C[C@@]1([C@H]2C[C@H]3[C@@H](C(=O)C(=C([C@]3(C(=O)C2=C(C4=C1C=CC=C4O)O)O)O)C(=O)NCN5CCCC5)N(C)C)O
InChI Key: IKQRPFTXKQQLJF-IAHYZSEUSA-N
Can. SMILES: C[C@]1(C2=CC=CC(=C2C(=C3[C@@H]1C[C@H]4[C@@H](C(=O)C(=C([C@]4(C3=O)O)O)C(=O)NCN5CCCC5)N(C)C)O)O)O
InChI: InChI=1S/C27H33N3O8/c1-26(37)13-7-6-8-16(31)17(13)21(32)18-14(26)11-15-20(29(2)3)22(33)19(24(35)27(15,38)23(18)34)25(36)28-12-30-9-4-5-10-30/h6-8,14-15,20,31-32,35,37-38H,4-5,9-12H2,1-3H3,(H,28,36)/t14-,15-,20-,26+,27-/m0/s1
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/54682938
Guide to Pharmacology: rolitetracycline
Citations:
  • https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2481011/
  • https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5042094/

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