Compound ID | 3668

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Actinobolin

Synonym(s): CHEMBL1984390  |  (+)-ACTINOBOLIN  |  NSC-31083  |  999317A21F

Class: Natural product antibiotic

Agent Type: Natural product; Small molecule; Direct acting;
Spectrum of activity: Gram-positive & Gram-negative
Mechanism of action: Protein synthesis inhibitor. 30S ribosomal subunit.
Target Pathogen: Staphylococcus aureus; Streptococcus pyogenes; Streptococcus pneumoniae; Bacillus subtilis; Escherichia coli; Klebsiella pneumoniae; Salmonella Typhimurium
Description: Natural product antibiotic produced by Streptomyces griseoviridus var. atrofaciens; structurally related to the actinobolin/bactobolin family of protein synthesis inhibitors.
Institute where first reported: Parke, Davis & Co.
Year first mentioned: 1958
Highest development stage: Preclinical
Development status: Unknown
Chemical structure(s):
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Molecular weight: 300.31
Iso. SMILES: C[C@H](N)C(=O)N[C@H]1[C@@H](C)OC(=O)C2=C(O)C[C@@H](O)[C@H](O)[C@@H]12
InChI Key: PQVQBAAWCOTEBG-NSVWQLETSA-N
Can. SMILES: C[C@@H](C(=O)N[C@H]1[C@@H](C)OC(=O)C2=C(C[C@H]([C@@H]([C@H]21)O)O)O)N
InChI: InChI=1S/C13H20N2O6/c1-4(14)12(19)15-10-5(2)21-13(20)8-6(16)3-7(17)11(18)9(8)10/h4-5,7,9-11,16-18H,3,14H2,1-2H3,(H,15,19)/t4-,5+,7+,9+,10-,11-/m0/s1
External links:
Structure link: https://pubchem.ncbi.nlm.nih.gov/compound/54688606
Citation: https://pubmed.ncbi.nlm.nih.gov/13637791/
Patent: US3043830A

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