Compound ID | 2567

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Heliomycin

Synonym(s): Resistomycin  |  Itamycin

Class: Natural product antibiotic

Agent Type: Natural product; Small molecule; Direct acting;
Spectrum of activity: Gram-positive & Gram-negative
Mechanism of action: RNA synthesis inhibitor. Inhibits activity of DNA-dependent RNA polymerase
Description: Natural product from Streptomyces resistomycificus (also by Streptomyces variabilis, Streptomyces griseoflavus JA 3733); low solubility in water
Year first mentioned: 1984
Development status: Experimental
Chemical structure(s):
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Molecular weight: 376.36
Iso. SMILES: CC1=CC(=O)C2=C(C3=C4C5=C2C1=C(C=C5C(C(=C4C(=O)C=C3O)O)(C)C)O)O
InChI Key: MJKDGCARCYPVQG-UHFFFAOYSA-N
Can. SMILES: CC1=CC(=O)C2=C(C3=C4C5=C(C=C(C1=C52)O)C(C)(C)C(=C4C(=O)C=C3O)O)O
InChI: InChI=1S/C22H16O6/c1-7-4-9(23)15-18-13(7)10(24)5-8-14(18)19-16(20(15)27)11(25)6-12(26)17(19)21(28)22(8,2)3/h4-6,24-25,27-28H,1-3H3
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/135430323
Citations:
  • https://link.springer.com/article/10.1007/s10811-005-9011-9
  • https://onlinelibrary.wiley.com/doi/epdf/10.1002/jobm.19750150604
  • https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8984893/

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