Compound ID | 2727

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Sancycline

Class: Tetracycline

Agent Type: Semisynthetic; Small molecule; Direct acting;
Spectrum of activity: Gram-positive
Mechanism of action: Protein synthesis inhibitor. Binds to 30S ribosomal subunit)
Target Pathogen: Active against Gram-positive cocci
Description: Semisynthetic derivative of tetracycline declomycin (amide tetracycline)
Institute where first reported: Medical Research Laboratories Chas. Pfizer and Co., Inc.; Harvard University Cambridge Massachusetts USA
Year first mentioned: 1962
Development status: Experimental
Chemical structure(s):
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Molecular weight: 414.41
Iso. SMILES: CN(C)[C@H]1[C@@H]2C[C@@H]3CC4=C(C(=CC=C4)O)C(=C3C(=O)[C@@]2(C(=C(C1=O)C(=O)N)O)O)O
InChI Key: MTCQOMXDZUULRV-ADOAZJKMSA-N
Can. SMILES: CN(C)[C@H]1[C@@H]2C[C@@H]3CC4=CC=CC(=C4C(=C3C(=O)[C@@]2(C(=C(C1=O)C(=O)N)O)O)O)O
InChI: InChI=1S/C21H22N2O7/c1-23(2)15-10-7-9-6-8-4-3-5-11(24)12(8)16(25)13(9)18(27)21(10,30)19(28)14(17(15)26)20(22)29/h3-5,9-10,15,24-25,28,30H,6-7H2,1-2H3,(H2,22,29)/t9-,10-,15-,21-/m0/s1
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/54688686
Citations:
  • https://pubs.acs.org/doi/10.1021/ja806629e
  • https://pubs.acs.org/doi/10.1021/ja00875a063

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